Vacation rentals in Nokomis, FL with a pool

Explore 449 vacation rentals, homes, and villas with pools in Nokomis, FL for your next getaway or business trip. Step outside to your own private or shared pool and into a home filled with premium amenities such as Air Condition Homes, Homes with Free Parking and Best Affordable Homes. Throughout your stay, unwind poolside, soak up the sun, and enjoy an outdoor space designed for relaxation. With options starting as low as $48 per night and homes offering up to 15 bedrooms and 17 bathrooms, it's easy to book a comfortable, personalized stay. You'll also have access to high-speed Wi-Fi and 24/7 local support, creating a more secure, connected atmosphere for your trip. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, so each trip's more rewarding than the last. Book your next poolside escape with Homes & Villas by Marriott.

449 Homes with Pools in Nokomis

Beautiful Getaway ~ 4 Miles to Venice Beach!

South Venice, FL, US
3 Bedrooms 6 Guests
Sep 14 - 17
$175 night

Florida is a beautiful state with amazing beaches and this 3-bedroom, 2.5-bath vacation rental gives you access to the best of it! This Venice home was recently built less than 2 miles from the water and has all of the amenities that you could need for a beach getaway such as a fully equipped kitchen and private backyard with a furnished patio. Step outside and explore Venice and Caspersen Beach or head up the coast and soak up the sun in Sarasota. No matter the reason, start your escape here! -- THE PROPERTY -- Newly Built | Private Yard | Free WiFi Your next beach getaway just found its home with a private yard, luxurious interior, and a great location near Florida’s best beaches! Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Additional Sleeping: Inflatable Mattress OUTDOOR LIVING: Patio w/ seating, private pool (heated w/ fee), spa, smoker, beach chairs & towels, umbrella, beach cart INDOOR LIVING: Smart TVs, modern interior, dining table KITCHEN: Fully equipped w/ stainless steel appliances, breakfast bar w/ seating, coffee maker, toaster, spices, cooking basics, dishware/flatware GENERAL: Central air conditioning, washer/dryer, linens/towels, complimentary toiletries, hair dryer, hangers FAQ: Step-free access, 3 exterior security cameras (facing out), optional nightly pool heat fee (paid pre-trip, applied to entire stay) PARKING: Driveway (2 vehicles), garage (2 vehicles) -- THE LOCATION -- BEACH LIVING: Caspersen Beach (1.2 miles), Venice Beach (4.3 miles), Manasota Key Beach (5.4 miles), Blind Pass Beach (9.1 miles), Siesta Key Beach (18.8 miles), Port Charlotte Beach Park (24.1 miles), Lido Key Beach (25.8 miles) WATER ACTIVITIES: South Venice Beach Ferry (2.5 miles), Venice Fishing Pier (3.9 miles), Caspersen Canoe & Kayak Launch (5.3 miles), TNT Fishing Charters Venice (16.1 miles) LOCAL ATTRACTIONS: Shamrock Park & Nature Center (1.2 miles), Venice East Golf Course (4.1 miles), Hawk’s Run Golf Course (4.2 miles), Venetian Waterway Park (4.3 miles), Venetian Golf & River Club (8.4 miles), Warm Mineral Springs Park (11.6 miles) SARASOTA: Marie Selby Botanical Gardens (21.6 miles), Sarasota Jungle Gardens (24.8 miles), Ca' d'Zan (26.3 miles), Mote Marine Laboratory & Aquarium (26.5 miles) DAY ADVENTURES: Busch Gardens Tampa Bay (81.8 miles), Walt Disney World (127 miles), Universal Studios (139 miles) AIRPORT: Sarasota Bradenton International Airport (25.9 miles) -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Must be at least 25 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: Your safety matters. This property features 3 exterior security cameras: 1 camera is located on the front entrance facing the entryway, 1 camera is on the garage facing the driveway, and 1 camera is on the back door facing the backyard. The cameras are outward facing and do not look into interior spaces. The camera records video and sound when activated by motion - NOTE: This property sleeps 6 guests in 3 beds, but the maximum occupancy is flexible up to 8 with the use of the inflatable mattress - NOTE: There is an optional pool heat fee of $50/night (+ fees & taxes, paid pre-trip, applied to entire stay)

4 Mi to Historic Dtwn Venice: Home w/ Heated Pool!

South Venice, FL, US
2 Bedrooms 4 Guests
Sep 14 - 19
night

Pet Friendly w/ Fee | Gas Grill | Beach Chairs, Towels & Umbrella Make the most of your Sunshine State retreat with a stay at this 2-bedroom, 2-bath Venice vacation rental! The home features an open-concept living area, a fully stocked kitchen, multiple outdoor spaces, and proximity to popular attractions. When you’re not lounging next to the private pool, catch some rays at Caspersen Beach, cast a line off the Venice Fishing Pier, or hit the links at a nearby golf course! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 queen bed - Additional Sleeping: 1 portable crib INDOOR LIVING - 2 Smart TVs w/ cable - Dining table, coffee bar - Books, board games OUTDOOR LIVING - Screened patio, Smart TV w/ cable - Dining area, small refrigerator - Lanai w/ lounge chairs, private pool, pool toys - Beach chairs, towels & umbrella - Gas grill, fenced backyard KITCHEN - Refrigerator, stove/oven, dishwasher - Dishware/flatware, cooking basics, spices - Keurig/drip coffee maker - Blender, Crockpot, microwave, toaster oven - Water filter, ice maker GENERAL - Free WiFi - Central A/C & heating, ceiling fans - Linens/towels, iron/board, washer/dryer - Trash bags, paper towels - Hair dryer, complimentary toiletries FAQ - Pet fee (paid pre-trip) - Exterior security camera (facing out) ACCESSIBILITY - Single-story home, 1 step to enter PARKING - Driveway (2 vehicles) -- THE LOCATION -- - Near beaches: Caspersen Beach, Venice Beach, South Brohard Beach Paw Park, Nokomis Public Beach - Proximity to golf: Lake Venice Golf Club, Pelican Point Golf & Country Club, Jacaranda West Country Club - 4 miles to Historic Downtown Venice: restaurants, bars, shops - 4 miles to Venice Fishing Pier - 3 miles to Venice Municipal Airport, 32 miles to Sarasota Bradenton International Airport -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $100 fee (+ fees & taxes) - No events, parties, or large gatherings - Must be at least 21 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - Your safety matters. This property features an exterior security camera next to the front door facing the front entry area. This camera is inactive and will be off during your stay - This single-story home requires 1 step to enter

Venice Vacation Rental w/ Pool, Near Beaches

South Venice, FL, US
2 Bedrooms 4 Guests
Sep 14 - Oct 14
$137 night

Book your next getaway at this Venice, Florida, vacation rental! This charming 2-bedroom, 2-bathroom home boasts a bright, airy interior, a well-appointed outdoor space that's perfect for soaking up the sunshine, and all the comforts you'll need to enjoy your stay. Spend your days swimming in the pool or pack up your gear to head to Manasota Key Beach or Venice Beach. Explore Historic Downtown Venice before heading inside to relax and enjoy a home-cooked meal! -- THE PROPERTY -- Free WiFi | Washer & Dryer | Outdoor Shower Bedroom 1: King Bed | Bedroom 2: Queen Bed | Additional Sleeping: 2 Twin Air Mattresses OUTDOOR LIVING: Private yard, private outdoor pool, fire pit w/ seating, deck w/ outdoor dining area INDOOR LIVING: Cable TVs, dining tables, open floor plan, books KITCHEN: Dishwasher, coffee maker, cooking basics, dishware/flatware, toaster, Crockpot, blender GENERAL: Central A/C & heating, linens/towels, complimentary toiletries, ceiling fans, hair dryers, iron/ironing board FAQ: Step-free access, optional nightly pool heat fee (paid pre-trip, applied to entire stay) PARKING: Garage (1 vehicle), driveway (1 vehicle), free street parking (first-come, first-served) -- THE LOCATION -- SAND & SUN: Shamrock Park & Nature Center (1 mile), Manasota Key Beach (4 miles), Paw Park Beach (5 miles), Caspersen Beach (6 miles), Venice Beach (6 miles), Humphris Park (7 miles), Nokomis Public Beach (8 miles) THINGS TO SEE & DO: Venice Airport Festival Grounds (5 miles), Historic Downtown Venice (5 miles), Venice Fishing Pier (5 miles), Logan River Tours (8 miles), Mote Marine Laboratory & Aquarium (27 miles) TEE TIME: Venice East Golf Course (3 miles), Jacaranda West County Club (3 miles), Boca Royale Golf & Country Club (5 miles), Pelican Pointe Golf and Country Club (5 miles), Myakka Pines Golf Club (12 miles) AIRPORT: Sarasota-Bradenton International Airport (33 miles) -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Must be at least 25 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: There is an optional pool heat fee of $10/night (+ fees & taxes, paid pre-trip, applied to entire stay)

3 Mi to Manasota Key: Stylish Single-Story Home!

South Venice, FL, US
2 Bedrooms 4 Guests
Sep 14 - 16
$211 night

Newly Renovated | Screened-In Pool | Smart TVs in Every Room | In-Unit Laundry | 7 Mi to Dtwn Venice Trade your daily routine for sunny skies and scenic shores at this 2-bedroom, 2-bath vacation rental in Venice! Catch some rays at Manasota Key Beach or hit the trails in Lemon Bay Preserve, then head home to lounge poolside and sip cocktails on the patio. As evening sets in, grab your snacks and sink into the sofa for a cozy movie night. Book this Gulf Coast getaway today! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 queen bed OUTDOOR LIVING - Screened lanai w/ pool (heated w/ fee) - Covered furnished patio - Fenced yard INDOOR LIVING - 3 Smart TVs - 4-person dining table - Ceiling fans KITCHEN - Refrigerator, dishwasher, microwave, stove/oven - Cooking basics, dishware & flatware - Drip coffee maker (bring your own coffee) GENERAL - Free WiFi - Central A/C & heating - Washer & dryer - Linens, towels, complimentary toiletries FAQ - 2 exterior security cameras (facing out) - Optional nightly pool heat fee (paid pre-trip, applied to entire stay) - No gate before pool ACCESSIBILITY - Single-story home, small step to enter - No grab rails in bathroom PARKING - Garage (1 vehicle) - Driveway (1 vehicle) -- THE LOCATION -- - Quiet residential area near essential shopping & dining - 3 miles to Caspersen Beach - 3 miles to Shamrock Park & Nature Center - 7 miles to Venice Fishing Pier - 30 miles to Myakka River State Park - 74 miles to Southwest Florida Int’l Airport -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Must be at least 25 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This single-story home requires a small step to enter - There are no grab rails in the bathrooms - This property may not be suitable for young children due to the ungated pool area - There is an optional pool heat fee of $40/night (+ fees & taxes, paid pre-trip, applied to entire stay) - Your safety matters. This property features 2 exterior security cameras: camera 1 is a Ring doorbell device facing the front outdoor entry, and camera 2 is in front of the house facing the driveway. The cameras do not look into interior spaces. The cameras record video and sound when activated by motion Licence number: 68-8019935629-6;DWE6806353

Beachfront Home on Gulf of Mexico w/ Indoor Pool

South Venice, FL, US
3 Bedrooms 6 Guests
Nov 3 - 6
$448 night

Pack your bags for a lavish getaway and stay at this chic oceanfront vacation rental in Englewood! Resting on a stunning private beach, the 3-bedroom, 3-bath home has a 2nd-story deck, private beach area, and outdoor shower making it the ideal place for your seaside retreat. Revel in the high-end interior, complete with a wet bar, 2 kitchens, and unique artworks throughout. End each evening with an al fresco meal on the furnished patio, followed by a sunset stroll along the ocean! -- THE PROPERTY -- 2,700 Sq Ft | Gulf-Front Location | Private Beach Area | Secure Gated Community Bedroom 1: Queen Bed | Bedroom 2: King Bed | Bedroom 3: Queen Bed BEACHFRONT LIVING: Private beach access, multiple outdoor entertainment spaces, large oceanfront deck, patio w/ Adirondack chairs, full outdoor bathroom w/ shower & bathtub, high-top bar seating, stainless steel gas grill, outdoor dining table w/ sun umbrella, bird sanctuary INDOOR OASIS: Indoor/outdoor feature, indoor pool (not heated), interior Gulf of Mexico Views, 3 flat-screen Smart TVs, cable, multiple fireplaces, upscale furnishings, electric decor & artwork, stained glass windows, formal dining tables GOURMET KITCHEN: 2 fully equipped kitchens, stainless steel appliances, stainless steel storage & cabinets, eat-in breakfast bar, drip coffee maker, full knife set, high-end culinary essentials, electric fireplace, toaster oven, full wet bar, blender, Crockpot, spices, dishware & flatware SUITES: 2 main suites, flat-screen Smart TV, wall-to-wall windows, luxury en-suite bathroom, stained glass windows GENERAL: Free WiFi, private gated community, linens/towels, air conditioning, laundry machines, first aid kit, hairdryer, trash bags, keyless entry FAQ: May not be suitable for children (no pool fence & ample stairs) ACCESSIBILITY: 2-story home, exterior staircase to enter PARKING: Driveway (3 vehicles), RVs/recreational vehicles not permitted -- THE LOCATION -- SUN + SAND: Manasota Key Beach (on-site), Blind Pass Beach (3.8 miles), Stump Pass Beach State Park (8.2 miles), Venice Beach (9.7 miles), Casperson Beach (10.0 miles) OUTDOOR DESTINATIONS: Lemon Bay Park and Environmental Center (6.2 miles), Casperson Canoe & Kayak Launch (10.4 miles), Cedar Point Environmental Park (10.5 miles), Ann & Chuck Dever Regional Park (11.7 miles) GUIDED ADVENTURES: Island Jet Ski Tours & Rentals (8.7 miles), Captain Jack’s Charters (8.7 miles), Topsider Boat Tours (11.1 miles), Logan River Tours (11.2 miles) THINGS TO DO: Warm Mineral Springs Park (13.5 miles), Fishermen’s Village (30.0 miles), MUSCLE CAR CITY Museum (43.7 miles), Sun Splash Family Waterpark (65.1 miles) AIRPORT: Sarasota-Bradenton Int'l Airport (35.7 miles) -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Must be at least 25 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This multi-level home requires multiple flights of stairs for access - The indoor pool is not heated - Please note that due to the excess sand from the hurricanes, the outdoor photos may not accurately reflect the property currently - There is no pool safety fence and many stairs, and therefore the property may not be suitable for children - The cleaning fee includes the pool cleaning service - WiFi can be limited due to the remote location of this property - Please be advised that during summer months there can be red tide algae blooms and may cause respiratory irritation. Please review red tide updates on local sites - Turtle Nesting Season runs from May 1st through October 31st. As sea turtles are protected, close monitoring is performed by a volunteer turtle patrol. Beaches are patrolled regularly and fines are set forth for outdoor and indoor lights. Curtains should be drawn at night if the lights are on. Fill any holes on the beach and knock down sand castles, as these create obstacles for the mother turtles and hatchlings. The beach should be clear of beach chairs and debris. Turtles will confuse plastic bags and balloons for food like jellyfish - Your safety matters. This property features 1 exterior security camera facing outward toward the driveway. It does not look into any interior spaces. The camera records video and sound when activated by motion

The Tropical Retreat

Sarasota, FL, US
4 Bedrooms 8 Guests
Sep 23 - Oct 7
$202 night

Welcome to Tropical Retreat — A Gulf Gate Retreat with Heated Salt Water Pool, Perfect for a Family Getaway Near Siesta Key Experience the ultimate Sarasota getaway at Tropical Retreat, a guest favorite 4-bedroom sanctuary in the heart of the desirable Gulf Gate neighborhood. Designed specifically with families and couples in mind, this true vacation home pairs breezy coastal elegance with fun pops of color and whimsical beach-themed decor that makes every room feel like a vacation. The owners cherish this as their family getaway and wish to share it with other families who will treat it with care. PRIVATE BACKYARD PARADISE - Heated Pool: Spend your afternoons in the private, sparkling pool surrounded by a quiet, residential setting (Note: Pool heat is extra) - Family Setup: From the modern, fully stocked kitchen to the exterior security cameras for added peace of mind, every detail has been curated for a stress-free stay. VIBRANT COASTAL INTERIORS: - Designer Beach Vibes: Each bedroom features its own unique coastal personality, from serene master retreats to playful guest rooms. - Whimsical Kids’ Rooms: Little ones will love the immersive ocean and island-themed walls - designed to spark the imagination before a day at the beach. - Space for Everyone: With 7 total beds, this home offers rare flexibility for large families, multi-generational groups, or couples traveling together. LOCATION HIGHLIGHTS - Minutes to the Sand: A quick 10-minute drive to the world-famous quartz sands of Siesta Key Beach. - Foodie Haven: A short stroll or drive to the Gulf Gate dining scene, home to Sarasota’s best breweries, sushi, and bakeries. IMPORTANT INFO - To preserve the quiet atmosphere of our neighborhood, we exclusively host families and couples. We do not allow large parties, events, or corporate rentals. - Essentials: Smart TVs for streaming (streaming only, no cable) so bring your logins! High-speed WiFi. - Sorry, no pets. - Smoke-free environment. - Pool Heat: Optional pool heat is available for an additional fee to ensure the perfect temperature. Whether you’re gathering with family, planning a seasonal escape, or just looking for a serene spot to unwind, Tropical Retreat offers the space, comfort, and location to make your Sarasota stay unforgettable. IMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.

Walk to the Bay: Family-Friendly Oasis in Sarasota

Vamo, FL, US
2 Bedrooms 6 Guests
Sep 14 - 17
$172 night

Private Yard | Kayaks & Bikes | 4 Mi to Siesta Beach Seeking Florida sunshine and a laid-back vibe? This Sarasota vacation rental offers the ideal base for a sun-kissed getaway. Start your morning fishing or kayaking just down the street in Little Sarasota Bay, then relax on the shores of beautiful Siesta Key beaches. After sun-soaked days return to your 2-bed, 2-bath house to unwind in the pool or have dinner on the screened porch. Don’t miss your Gulf Coast escape — book now! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 queen bed - Living Room: 1 queen sleeper sofa - Additional Sleeping: 1 full air mattress available upon request INDOOR LIVING - Smart TVs - Dining table - Playpen OUTDOOR LIVING - Private pool (not heated, depth 4’) - Screened porch - Outdoor dining, charcoal grill (charcoal grill) - 2 paddleboards w/ paddles, 2 bikes, adult & child life jackets - 6 beach chairs, beach umbrellas - Beach toys, cooler KITCHEN - Refrigerator, stove/oven, microwave, dishwasher - Keurig & drip coffee makers - Dishware & flatware, cooking basics GENERAL - Keyless entry, self check-in, free WiFi - Washer & dryer, iron/board, trash bags/paper towels - Linens, bath & beach towels - Complimentary toiletries, hair dryer - Central heating & A/C, ceiling fans FAQ - Quiet hours (after 11:00 PM) - 1 exterior security camera (facing out) ACCESSIBILITY - Single-story house, step-free access PARKING - Driveway (4 vehicles) ADDT’L ACCOMMODATIONS - An additional property is available 1 block away with a separate nightly rate. If you would like to reserve both rentals, please inquire for more information prior to booking -- THE LOCATION -- - Walking distance to Vamo Park: Little Sarasota Bay access, kayaking & fishing - Easy access to restaurants & shops, golf courses - 9 miles to Nokomis, 10 miles to Venice - 15 miles to Myakka River State Park - 13 miles to Sarasota Bradenton Int’l Airport -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Per Florida guidelines, guests must be at least 25 years old to book - Photo ID may be required upon check-in - Please observe quiet hours after 11:00 PM ADDITIONAL INFORMATION - This single-story house offers step-free access - Your safety matters. This property features 1 exterior security camera located at the front of the home facing the walkway to the main entrance. It does not look into any interior spaces. The camera records video and sound when activated by motion

Island Time East - 355

Siesta Key, FL, US
3 Bedrooms 14 Guests
Sep 14 - 16
$695 night

🏝️ NEW! Island Time East | Private Heated Pool, Game Room, In the Heart of Siesta Key Village Be the First to Stay! 💖 Why You’ll Love This Home Island Time East is a beautifully remodeled three-bedroom, three-and-a-half-bath home in the heart of Siesta Key Village, offering room for up to 14 guests. A private heated pool and spa anchor the outdoor space, while a dedicated game room with ping pong and foosball keeps things lively indoors. With Siesta Key Beach a short walk away and the Village’s shops and restaurants right outside the door, this home delivers an easy, upscale island stay. This home is part of a duplex unit and may share a dividing wall, floor, ceiling, or outdoor space with the adjoining unit. 👨‍👩‍👧 Perfect For Families and groups of up to 14 looking for an upscale Siesta Key Village home with private pool access and an easy walk to the beach. 🎞️ Imagine This Mornings start in the granite-countertop kitchen, coffee in hand as the group eases into the day in the open living area. The master suite private balcony with sliding glass doors looks directly over the pool, a quiet spot to take in the coastal surroundings before things pick up. By midday, the heated pool and spa become the natural gathering point, while the game room just off the pool deck is ready for a round of ping pong or foosball. When the group is ready to explore, Siesta Key Beach is a short walk away, with beach towels provided so heading out is effortless. Evenings bring the option to wander into the Village for dinner and shopping, or stay in and let the group settle into the living room for movie night. 🛌 Where You’ll Sleep • Bedroom 1: King Bed, Ensuite Bath — Main Level • Bedroom 2: Two Full/Full Bunk Beds, Ensuite Bath — Upper Level • Bedroom 3: King Bed, Ensuite Bath — Upper Level • Living Room: Queen Sleeper Sofa 📍 Explore the Area • Located in Siesta Key Village — Shops, Dining, and Nightlife • 0.1 Miles to Siesta Key Beach — Powdery Quartz Sand and Crystal-Clear Water • 6.0 Miles to Downtown Sarasota — Bayfront Parks, Arts, and Restaurants • 8.8 Miles to St Armands Circle — Dining, Shopping, and Entertainment ⌛ Book Now Island Time East offers a private pool, game room, and an unbeatable Siesta Key Village location — ideal for groups looking for upscale comfort close to it all. Backed by our CottageClean™ program: a 6-hour deep clean and 35-point inspection. 🔎 Please Note This home is part of a duplex unit and may share a dividing wall, floor, ceiling, outdoor space, or amenities with the adjoining unit. Your rental includes access to the right side of the first-floor garage, the right private backyard and pool area, and the entire right side of the building. The pool is heated from November 15th to April 15th. While the heater works to maintain comfortable temperatures, performance can vary during colder weather. We happily welcome up to 2 small dogs (up to 25 lbs) with a $250 fee per pet — breed guidelines apply to ensure a safe and comfortable stay for everyone. Looking for more space? This home is part of a duplex with other bookable options: 6 Bedroom Option: Village Vibe (Sleeps 28) 3 Bedroom Option: Island Time West (Sleeps 14)

Mova Poolside Escape

Sarasota, FL, US
2 Bedrooms 4 Guests
Sep 14 - 28
$206 night

Welcome to Mova Poolside Escape! This cozy 2-bedroom, 2-bath cottage in South Sarasota’s Vamo neighborhood is the perfect winter escape, now featuring a newly added heated pool with a sun-shelf and loungers. Located just 14 minutes from Siesta Key’s famous beaches, shops, and restaurants, this private monthly rental home offers convenience and comfort. LOCATION HIGHLIGHTS: - South Sarasota Vamo neighborhood - 14-minute drive to Siesta Key Beach - Close to shops, restaurants, and Costco - Near Casey Key Fish House and Oscar Scherer State Park - Easy access to Westfield Mall and Historic Spanish Point PROPERTY FEATURES: - 2-bedroom, 2-bath pool home (1300 sq ft) - New heated pool with sun-shelf and loungers (note: pool heat extra) - Screened patio with fan and lighting - Private single-car garage with washer and dryer - Fenced backyard (partially enclosed for small dogs, approval and fee required) - Keyless entry for easy access LIVING ROOM: - Leather sofa seating, Samsung Smart TV with 4K streaming - Open layout connected to kitchen KITCHEN AND DINING: - Spacious kitchen layout, stainless steel appliances and Bosch dishwasher - Dining table seats 4 BEDROOMS AND BATHROOMS: - Master bedroom with king bed and Smart TV, direct access to lanai and pool - Master ensuite bathroom: custom tiled shower - Guest bedroom with two twin beds and Smart TV - Guest bathroom has tub/shower combo EXTRA PERKS: - Complimentary beach items provided: a couple of beach chairs, an umbrella, and beach towels LOCAL FAVORITES: - Siesta Key Beach and Crescent Beach - Casey Key Fish House dining - Oscar Scherer State Park for nature trails - Shelby Gardens at Historic Spanish Point - Nearby grocery, shopping, and dining options IMPORTANT INFO: - No smoking allowed - Pool heat available for an extra fee - Small dog with approval only, no cats THIS CHARMING SARASOTA IS READY TO HOST YOUR NEXT WARM GETAWAY! All pets must be approved so reach out to us first. Certain properties have weight and breed restrictions. For approved pets, there is an a nonrefundable pet fee of $300 plus taxes and processing fee per pet. Make sure to pick up after your dogs. IMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.

Casa Eulimia - 1034U

Siesta Key, FL, US
4 Bedrooms 12 Guests
Sep 15 - 17
$820 night

🌴 Casa Eulimia | Private Heated Pool, Walk to Crescent Beach, Pet Friendly 💖 Why You’ll Love This Home Just a short stroll from Crescent Beach, Casa Eulimia blends spacious indoor living with a private outdoor oasis designed for relaxing after a day on the island. This beautifully appointed duplex offers its own heated pool, multiple outdoor gathering spaces, and a third-floor balcony overlooking the lush backyard. Whether you’re spending the afternoon poolside or heading to nearby beaches and restaurants, everything you need for an unforgettable Siesta Key getaway is close at hand. Casa Eulimia is one side of a duplex. Guests will enjoy private access to the left side backyard and heated pool area, and the entire third floor of the three-story building. 👨‍👩‍👧 Perfect For Families, couples traveling together, or groups of friends looking for a spacious beach retreat with a private pool and walkable access to Siesta Key’s southern end. 🎞️ Imagine This Wake to the sound of palm trees swaying before wandering just a couple of minutes to Crescent Beach for a morning along the Gulf. Spend the afternoon floating in your private heated pool, escaping the sun beneath the covered patio, or gathering around the outdoor dining table for lunch. As evening arrives, pour your favorite drink and head to the third-floor balcony overlooking the tropical backyard before taking the short walk to Crescent Village for dinner and live music. 🛌 Where You’ll Sleep • Bedroom 1: King Bed, Chair Sleeper • Bedroom 2: King Bed, Chair Sleeper • Bedroom 3: King Bed • Bedroom 4: Queen Bed • Living Room: Queen Sleeper Sofa Accommodates up to 12 guests. 📍 Explore the Area • 0.1 Miles to Crescent Beach – Powdery White Sand and Gulf Waters • 0.1 Miles to Point of Rocks – One of Siesta Key’s Best Snorkeling Spots • 0.6 Miles to Crescent Village – Restaurants, Shopping, and Island Favorites • 3.0 Miles to Siesta Key Village – Dining, Boutiques, and Nightlife • Free Siesta Key Trolley – Convenient Transportation Around the Island ⌛ Don’t Wait Casa Eulimia combines a private heated pool, spacious accommodations, and one of Siesta Key’s most desirable walkable locations, making it an ideal home base for your island getaway. Your reservation includes peace of mind with our CottageClean™ program, featuring a six-hour deep clean and a detailed 35-point inspection before your arrival. 🔎 Need to Know Casa Eulimia is one side of a duplex. Guests will enjoy private access to the left side two-car garage, the left side backyard and heated pool area, and the entire third floor of the three-story building. Portions of the property may share a dividing wall, floor, ceiling, or other exterior spaces with the neighboring unit. Please contact us if you have any questions about the property’s layout. We happily welcome up to 2 small dogs (up to 25 lbs) with a $250 fee per pet—breed guidelines apply to ensure a safe and comfortable stay for everyone. The pool is heated between November 15th and April 15th. While we do our best to keep it warm, cooler temperatures may impact heating performance. The home has stairs; please contact us if accessibility is a concern. For added convenience, an elevator is available for guest use. The primary guest making the reservation must be at least 26 years of age. Interested in additional space? This duplex can also be reserved as: The Abalone – Entire 8-bedroom property Casa Junonia – Neighboring 4-bedroom unit

Casa Junonia - 1032L

Siesta Key, FL, US
4 Bedrooms 12 Guests
Sep 19 - 21
$811 night

Welcome to Casa Junonia, a gorgeous vacation rental duplex located on the Southern end of Siesta Key. This spacious and airy property is adorned with coastal decor and offers a plentiful amount of natural light, creating a relaxed and welcoming atmosphere. Casa Junonia is the perfect vacation rental for those seeking luxury and convenience. With a luxurious private heated pool, guests can unwind and relax in style. The 2nd story balcony offers breathtaking views of the pool area and lush landscaping, creating an idyllic setting for a morning coffee or evening cocktail. The location is ideal for those who want to explore the local area. It’s less than a mile away from Crescent Village, where guests can enjoy a variety of shopping, dining, and entertainment options. Crescent Beach and Point of Rocks are less than a 2-minute walk away, providing easy access to the beach and crystal-clear waters. Siesta Key Village and Siesta Key Beach are also just a short drive away. Casa Junonia is designed to cater to guests’ every need. The property features a private cabana room, perfect for those who want to relax in the shade or enjoy a peaceful moment to themselves. An outdoor refrigerator and dining area are available, making it easy to dine alfresco or enjoy a refreshing drink by the pool. This vacation unit offers four bedrooms and three full bathrooms, offering ample space for up to 12 guests. The sleeping arrangements consist of three king beds, one queen bed, one queen sofa sleeper, and two twin chair sofa sleepers, all with linens provided for your convenience. Casa Junonia is also equipped with a full kitchen and all of the amenities needed to prepare a delicious meal. For added convenience and peace of mind, the property also features a private garage, with a total capacity of two cars. This ensures that guests have ample space to park their vehicles, with added security and protection. With stunning decor, ample amenities, and easy access to local attractions, Casa Junonia is sure to exceed your expectations and provide a memorable vacation experience on Siesta Key! Exclusive Amenities Include: • Private Heated Pool • Pool Views on 2nd Story Balcony • Less than 1 miles to Crescent Village • Less than a 2 minute walk to Crescent Beach & Point of Rocks • Just a short drive to Siesta Key Village & Siesta Key Beach • Private Cabana Room • Ping Pong Table • Outdoor Refrigerator • Outdoor Dining and lounge areas • 1 unit of Duplex Property • 4 Bedrooms, 3 Full Baths • 3 King Beds, 1 Queen Bed, 1 Queen Sofa Sleeper, 2 Twin Chair Sofa Sleepers (Sleeps 12) with linens provided • Spacious Balcony With seating area • Private 2 Car Garage • Free WiFi & 6 HDTV’s • Regular & Keurig Coffee Maker, Dishwasher, Washer & Dryer, and Kitchen Essentials Provided • Starter Pack of Toiletry Essentials Included - Shampoo, Conditioner, Hand / Face Soap, Body Lotion, & Makeup Wipes • Starter Pack of Home Essentials Included - Dish Soap, Dish Sponge, Dishwasher Tablets, Laundry Tablets, & Cleaning Wipes • Beach Towels, Chairs, Cooler, & Caddy Provided • Gas Grill • Enhanced cleaning protocols provided by our CottageClean Team • Island Shuttle Transportation Available • Dog-Friendly with a Fee (1 dog up to 25lbs) Casa Junonia can accommodate up to 12 guests with a bedding configuration as follows: • Bedroom # 1: King Bed (1) - Sleeps: 2 + Chair Sofa Sleeper (1) - Sleeps: 1 • Bedroom # 2: King Bed (1) - Sleeps: 2 + Chair Sofa Sleeper (1) - Sleeps: 1 • Bedroom # 3: King Bed (1) - Sleeps: 2 • Bedroom # 4: Queen Bed (1) - Sleeps: 2 • Living Room: Queen Sleeper Sofa (1) - Sleeps: 2 We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol within our CottageClean Program. After our six hour in-depth cleaning of your home, we complete a 35 point property inspection to ensure that you feel tremendously safe and happy with this amazing home. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before! NEED TO KNOW: This home is a part of a duplex unit, meaning that it could share a dividing wall, floor, ceiling, outdoor space, and/or amenities with another unit(s). When renting this unit, you will have access to the right side of the 1st floor which is only garage spaces (2), the right backyard and pool area, along with the entire 2nd floor of the 3 story building. This pool is heated from November 15th to April 15th. Contact us directly for more information regarding any shared space for this vacation home. This home has stairs. If any member of your party has difficulty with stairs, please contact us to discuss alternative accommodations.

Point of Rocks

Sarasota, FL, US
5 Bedrooms 14 Guests
Sep 14 - 17
$748 night

Property Manager was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway. This Siesta Key luxury vacation rental is ideal for any family or group despite age ranges, and it has repeatedly demonstrated that there is something for all here! The resort style pool and heated spa boasts a waterslide and sun-shelf area with bubblers and lights that are just right for lounging or for the younger guests to play. Adjacent to the pool area, you’ll discover a sizable open-air patio space with loungers. Nearby, you’ll encounter the sheltered patio space housing 2 large smart TV’s, numerous seating and dining options, outdoor grill (natural gas), ping pong, and darts! It is the ultimate spot to unwind after a day spent at the beach! These areas are all within the fenced backyard for privacy and security, rendering it family-friendly and ideal for the home’s pet-friendly policy (fees and restrictions apply). This approximately 2,600 square foot coastal farmhouse is so charming from top to bottom! You’ll adore it, we assure you! It also boasts strategically positioned windows and sliding doors to invite plenty of natural light in, maintaining an airy and luminous atmosphere. This home includes an elevator with service to all floors. This home offers 5 bedrooms (each with en suite baths), and 5 full baths and 2 half baths. 2 of the 5 bedrooms are complete with balcony access. There are 4 king beds, 1 full over full bunk bed, and a queen sleeper sofa. It comfortably accommodates 14 people in beds. The living room is arranged as the ideal gathering spot, encompassing the kitchen, living, and dining areas of the home with access to a balcony. The kitchen is fully equipped, and we emphasize this because we understand how crucial it is to you, our valued guests! Not only is it equipped, but it’s also equipped with the brands and products you trust. This home also features a game room with multiple gaming consoles - Nintendo, PlayStation, and more - as well as an assortment of board games like a full size Connect 4 game. Floor Plan Description (by level): Ground Level: Free parking for up to 4 vehicles (2 covered spaces, and 2 spaces in the driveway). On this ground level you’ll find the fully fenced pool and backyard area (pet friendly - fees and restrictions apply), including the covered patio space. As we already shared, it’s such a great space for everyone. In addition to all the details already shared, there are ceiling fans throughout the space for added comfort. The home’s beach equipment can be found here, which includes 2 beach wagons, 2 coolers, 6 beach chairs, and 4 bikes. We include a full refrigerator and freezer (with ice maker) here as well so your beach prep and breakdown, and your use of the home and pool is that much easier. These appliances can also be used to support your pool days and time at home as well. You’ll also access the home’s main entrance foyer with elevator and stair access to the home’s two (2) living levels above. The First Level of Living (2nd Floor): This level features the great room, balcony overlooking the pool, and master bedroom. The great room features a fully stocked kitchen with a range and hood vent, full sized refrigerator (with ice maker) and freezer, dishwasher, trash and recycling storage, microwave, toaster, coffee maker and more. These spaces are very well appointed with drinkware, cookware, bakeware, dishware, cutlery, and specialty items like crockpots, blenders, and more. If you have any questions on kitchen supplies, our reservationists would be happy to provide more details. The kitchen also includes a dining area with a custom island dining table for 16. The dining table is such a cool feature, and all of our guests love it for entertaining, especially around the holidays! Just off this space is a comfortable living room with seating (queen sleeper located here) and balcony access. The balcony on this level extends the interior living space and complements it well! The balcony is furnished with 2 high top tables with seating for 8. There is 1 bedroom on this floor, master bedroom 1, and it features balcony access, a king bed, and an en suite bathroom with wet room including an oversized shower with dual shower heads and a free-standing soaker tub. There is also a half bath off the great room and a laundry room with washer and dryer on this floor. The Second Level of Living (3rd Floor): This level features the remaining 4 bedrooms, and all of them feature en suite bathrooms. Master bedroom 2 (bedroom 2) features balcony access, a king bed, and an en suite bathroom with double vanity, wet room including an oversized shower with dual shower heads and a free-standing soaker tub. Bedroom 3 & 4 both feature a king bed and an en suite bath with vanity and walk-in shower. Bedroom 5 features a full over full bunk bed (sleeps 4) and an en suite bath that features a vanity and shower/bathtub combination. There is a game room on this floor with multiple gaming consoles, board games, and more. There is another half bath and washer and dryer on this floor as well. https://www.youtube.com/watch?v=aGKeOcn75MQ Just 1 block from the world-famous Siesta Key Beach, and an easy stroll or brief bike ride to South Siesta Key Village for access to all the restaurants, entertainment, shopping, grocers, and more, you can’t beat this location! This incredibly enjoyable entertainment district is right around the corner, and it boasts something for everyone, and it’s swiftly becoming a guest favorite! However, even with this closeness, this Point of Rocks neighborhood is peaceful, so it offers the perfect blend of fun when you desire it, and tranquility when you require it. Plus, as we mentioned, you’re within a block of the beach as well, so walkability here is phenomenal! If you wish to explore further, without the inconvenience of driving, you’ll discover multiple stops nearby for the complimentary trolley that offers transportation service to the entirety of Siesta Key. You’re also merely a short Uber/Lyft ride to the mainland Sarasota area (5 minutes) and downtown Sarasota (20-25 min) for access to Sarasota’s Performing Arts scene, and numerous fantastic restaurants, shops, marinas, bars and entertainment, grocers, and more. Furthermore, day trips to Lido Key, Anna Maria Island, Venice Beach (shark tooth hunting), Myakka State Park and so much more are all less than an hour away, as well as the amazing theme parks of Tampa and Orlando that are all just 1-2 hours away! This Siesta Key luxury vacation rental features Smart TVs with cable and streaming services, as well as Free Wi-Fi throughout the property - including the outside areas for complete coverage for all your work or personal needs. TVs in all bedrooms. Accessibility - in addition to the home’s elevator access to all levels, most doorways and walkways are 30 inches or larger and walk-in showers featured in most bathrooms. Please see the Photos, 3D Tour, & Video for this home for exact information. *Don’t forget to check out our Matterport 3D Tour for this home* And, if you still have any questions concerning our homes, rates, availability calendar, amenities, policies, or otherwise, please contact our team of professional reservationists and we will be happy to assist you. We want you to fully understand what you are booking, and yes, an actual human team member is available to help! You are just a couple of clicks away from paradise!

Maritime Manor

Sarasota, FL, US
8 Bedrooms 22 Guests
Sep 19 - 22
$1,706 night

Property Manager was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway. This one has the wow factor for sure! It’s perfect for your large family or group travel event! With 8 bedrooms, 8 full baths and 2 half baths, and over 4,600 square feet of interior living, an abundance of outdoor living areas, and unmatched amenities and service, the experience it provides is guaranteed to create core memories! The focal point of the home is the outdoor living space and the world-class, heated saltwater pool and spa that includes a rock waterfall with grotto and water slide, poolside basketball hoop, jumping platform, and double beach entry for ease and convenience. After a quick swim around this water park of a pool, you’ll find yourself walking through several incredible living spaces immediately off the pool itself. The first is the pool patio with tons of seating and lounging options. The second is the gigantic, covered patio that offers an outdoor kitchen and grill, 3 TVs, a custom-built couch with wrap around bar top behind it, and additional seating and a huge outdoor dining table nearby. The third is the home’s largest club room, and it’s located off the pool. It was designed to entertain, and its location only emphasizes that further! It includes a golf simulator that doubles as a gaming and movie/streaming theater, a shuffleboard table, a climbing wall for kids, 4 additional TVs, a wet bar, and soft and bar top seating! These spaces are all within the fenced in the backyard for privacy and security making it family friendly and perfect for the home’s pet friendly policy (fees and restrictions apply), and there are large outdoor fans throughout all the patio spaces for added comfort. This home sleeps 22 people comfortably in beds. Every bedroom has an en suite bathroom for convenience and privacy! It was built with your vacation in mind! The great room includes the kitchen, dining, and living areas. The kitchen is fully stocked, and we mean that! Not only is it stocked, but it’s also stocked with the products and manufacturers you trust because we know how important it is to you, our valued guests! Above the great room, you’ll find a second club room space with soft seating, media center, and wet bar; as well as the home’s rooftop deck with seating and beautiful Gulf of Mexico and sunset views! Floor Plan Description (by level): Ground Level: The main staircase and elevator access to all levels is here, along with free parking for up to 6 vehicles (2 covered and 4 uncovered). In the garage, you’ll find the beach equipment provided, 2 beach wagons, 2 coolers, 4 bikes, and 10 beach chairs. We also include a full refrigerator and freezer (with ice maker) here as well so your beach prep and breakdown, and your use of the home and pool is that much easier. The backyard area (pet friendly – fees and restrictions apply) is fully fenced and includes the resort style pool, covered patio area, pool patio, and the club room with climbing wall, golf simulator and theater, 4 TVs and more that were all listed above in the initial summary. Ping Pong and outdoor connect 4 are also located on this level. The First Level of Living (2nd Floor): The home’s great room is on this level with the fully stocked kitchen that includes a pantry with refrigerator and freezer drawers, 4-burner cooktop with exhaust hood vent, double oven, full sized refrigerator and freezer (with ice maker), nugget ice maker, 2 sets of trash and recycling bins, 2 dishwashers, microwave, toaster, coffee maker, and more. The kitchen is very well appointed with cookware, bakeware, dishware, cutlery, and specialty items like crockpots, blenders, and more. Whether you’re cooking for the family, or you’ve hired a private chef or caterer, this kitchen has everything to support you! The interior dining area has a dining table for 10, plus bar seating for 8 at the kitchen island, and balcony dining options for 14. The living room provides comfortable custom furniture and a media center (80” + TV), and a dedicated workspace or office. Bedrooms 1-5 are on this level. Bedroom 1 is the home’s second master bedroom. It overlooks Sabal Lake and the pool area. It provides private balcony access, a king bed, closet, and an en suite bath that includes an oversized double vanity, a large shower with free-standing bathtub, and private water closet. Bedrooms 2-5 are king suites that feature a king bed, closet, and an en suite bathroom with vanity (some have double vanity) and walk-in shower. Bedrooms 2 and 3 have a shared balcony, and bedrooms 3 and 4 have a double vanity in their en suite baths. There is also a half bath and a laundry room with sink and 2 stackable washer/dryer units on this level. The Second Level of Living (3rd Floor): On this level you’ll find the second club room with soft seating, media center, and a wet bar with beverage refrigerator (ice maker) and trash-recycling pull-out. There are also 3 bedrooms on this level (Bedrooms 6-8). Bedroom 6 is the home’s master bedroom. It has a king bed, walk-in closet, and an en suite bath that includes 2 vanities plus makeup vanity, a large shower with free-standing bathtub, and private water closet. Bedroom 7 is another king suite that features a king bed, walk-in closet, and an en suite bathroom with double faucet trough sink vanity and walk-in shower. Bedroom 8 is the home’s bunk room featuring a king bed, queen bed, and 2 sets of custom-built twin bunk beds. It’s such a unique room and it’s designed to suit all types of group and family dynamics! It has a closet, 2 TVs, and an en suite bathroom with a large vanity with double faucet trough sink, and a shower/bathtub combination. There is also a half bath and a second laundry room with sink and stackable washer/dryer units on this level. Rooftoop Deck: This rooftop space provides regular and bar seating, three umbrellas and Gulf views. It is perfect for enjoying sunrise over Siesta and greater Sarasota, or sunset over the Gulf of Mexico. So, be sure to grab a book, a coffee or cocktail, and enjoy the sea breeze and Florida sun from this amazing perch overlooking all of Siesta Key. https://www.youtube.com/watch?v=SbPsP_c0g14 This home is located in South Siesta Village with immediate access to restaurants, entertainment, shopping, markets, marina, and more; and, it is a short walk or shorter bike ride from the world-famous Siesta Key Beach (Beach Access 12), so a car is not needed! If you want to explore further, without the hassle of driving, you’ll find multiple stops nearby for the free trolley that provides transportation service to the entirety of Siesta Key. You’re also just a quick drive or Uber/Lyft to the mainland Sarasota area (5 minutes) and downtown Sarasota (20-25 min) for access to the Sarasota’s Performing Arts scene, and numerous fantastic restaurants, shops, marinas, bars and entertainment, grocers, and more. And, day trips to Lido Key, Anna Maria Island, Venice Beach, Myakka State Park and so much more are all less than an hour away, as well as the amazing theme parks of Tampa and Orlando that are all just 1-2 hours away! This Siesta Key luxury vacation rental features Smart TVs with cable and streaming services, as well as Free Wi-Fi throughout the property - including the outside areas for complete coverage for all your work or personal needs. TVs in all bedrooms. Accessibility - in addition to the home’s elevator access to all levels (except rooftop), most doorways and walkways are 30 inches or larger and walk-in showers featured in most bathrooms. Please see the Photos, 3D Tour, & Video for this home for exact information. *Don’t forget to check out our Matterport 3D Tour for this home* And, if you still have any questions concerning our homes, rates, availability calendar, amenities, policies, or otherwise, please contact our team of professional reservationists and we will be happy to assist you. We want you to fully understand what you are booking, and yes, an actual human team member is available to help! You are just a couple of clicks away from paradise!

The Midnight Turtle

Siesta Key, FL, US
3 Bedrooms 8 Guests
Sep 14 - Oct 14
$186 night

Welcome to The Midnight Turtle, a beautifully refreshed four-bedroom, three-bath vacation rental tucked inside the exclusive Tortoise Estates community on South Siesta Key. This spacious coastal retreat offers private deeded beach access, a sparkling private pool, screened balconies, and plenty of room for families and groups to relax and reconnect. Located near Turtle Beach and just a short drive to Siesta Key Village, guests can enjoy the perfect balance of peaceful island living and convenient access to shopping, dining, and world famous white sand beaches. Highlights • Private deeded beach access at Tortoise Estates • Recently refreshed home • Private saltwater heated pool • 3 Bedrooms / 3 Bathrooms • 3 Kings, 2 Twins • Screened balconies with pool views • Outdoor shower • Beach chairs and beach cart • Washer and dryer • 4 parking spots • Pet friendly with host approval Step outside and discover your own private backyard oasis designed for easy coastal living. The sparkling private saltwater heated pool is surrounded by an large paver deck with lounge chairs perfect for soaking up the Florida sunshine after a beach day. The outdoor shower makes rinsing off after the sand simple and convenient, while the covered patio area offers a shaded spot to relax or gather with family and friends. Above, screened in balconies overlook the pool and lush tropical landscaping. The private deeded beach access at Tortoise Estates adds an exclusive touch, allowing guests to enjoy quick and easy access to the Gulf shoreline without the crowds. Inside, The Midnight Turtle offers bright, open living spaces designed for comfort and connection. The ground floor living room features plush seating, a large TV, and an inviting layout perfect for movie nights, casual conversations, or relaxing after a day on Siesta Key. Upstairs, a second living area creates even more space for guests to spread out, complete with comfortable furnishings, vaulted ceilings, and direct access to the screened balcony. The beautifully updated kitchen features white cabinetry, granite countertops, stainless steel appliances, and ample prep space for everything from quick breakfasts to full family dinners. Multiple dining areas provide both casual and formal seating, making it easy to gather everyone together for meals and vacation memories. The primary suite on the second floor is a spacious and relaxing retreat featuring a king bed, large windows, a dedicated workspace with desk, and private balcony access with an outdoor daybed perfect for enjoying peaceful mornings or unwinding in the evening. The ensuite bathroom includes a shower and tub combination, creating a comfortable and private escape during your stay. Also on the second floor, the second guest bedroom offers another king bed and easy access to the shared hallway bathroom. The third bedroom includes two twin beds, making it a perfect setup for kids or additional guests, with access to the same shared bathroom featuring a walk-in shower. On the ground floor, the bonus living space provides additional flexibility for guests with comfortable accommodations and convenient access to the nearby hallway bathroom with a walk-in shower that also connects directly to the pool area. This layout is ideal for families and groups looking for extra room to spread out while still enjoying the comfort and functionality of a three-bedroom home. Room Details • Primary Bedroom, 2nd Floor: King bed and ensuite bathroom with shower and tub combination • Second Bedroom, 2nd Floor: King bed with shared hallway bathroom • Third Bedroom, 2nd Floor: Two Twin beds with shared hallway bathroom and walk-in shower • Bonus Room, Ground Floor: King bed with nearby hallway bathroom and walk-in shower with pool access The Midnight Turtle includes thoughtful extras that make every stay more convenient, including beach chairs, a beach cart, washer and dryer, and an outdoor shower for easy cleanup after beach adventures. Guests will love the prime South Siesta Key location near Turtle Beach, known for its peaceful shoreline, kayaking, shelling, and unforgettable sunsets. Just a short drive away, Siesta Key Village offers boutique shopping, waterfront dining, live music, and the vibrant island atmosphere guests return for year after year. Whether your vacation plans include relaxing poolside, beach hopping, or exploring Sarasota’s coastal charm, this home places you close to it all. The Midnight Turtle offers everything you need for an unforgettable beach vacation. With private deeded beach access, a private saltwater heated pool, spacious gathering areas, and the perfect South Siesta Key location. Whether you are planning a family getaway, a couples retreat, or a long awaited friends trip, this refreshed coastal home delivers comfort, convenience, and the relaxed luxury of island living. Reserve your stay today and start counting down to your Siesta Key vacation. - This home is managed by Property Manager. With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our Property Manager Rental Policies for full details. 4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Property Manager Rental Policies for full details. Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Casita Sun Star - 1135

Siesta Key, FL, US
3 Bedrooms 10 Guests
Sep 16 - 18
$547 night

🌴 Casita Sun Star | A Siesta Key Gem with Private Pool + Walk to Beach & Village 💖 Why You’ll Love This Home Casita Sun Star is a vibrant and sunny retreat on Siesta Key, just 0.2 miles from Crescent Beach and steps from dining and shops in Crescent Village. With its own private heated pool, spacious layout, and bright, coastal vibes, this home offers an authentic island escape just minutes from it all. 👨‍👩‍👧 Perfect For Perfect for families, couples, or small groups looking for a single-level home with a private yard and pool, pet-friendly perks, and walkable access to Southern Siesta Key’s best beaches and bites. 🎞️ Imagine This Wake up to a soft breeze coming through your screened front porch and sip coffee before strolling just 0.2 miles to Crescent Beach. After a morning at the shore or snorkeling at Point of Rocks, return home to your fully fenced backyard and unwind in your private heated pool, surrounded by palms and privacy. Cook up something delicious in the fully equipped kitchen or grill under the stars. With 3 bedrooms and 3 full bathrooms, there’s plenty of room for everyone to spread out and enjoy the sunshine. 🛌 Where You’ll Sleep • Bedroom 1: King Bed, Ensuite Bath, TV • Bedroom 2: King Bed, Shared Ensuite Bath, TV • Bedroom 3: Two Full Beds, Shared Hall Bath, TV • Queen Sleeper Sofa: Located in Living Room – Sleeps 2 📍 Explore the Area • 0.2 Miles to Crescent Beach Access #13 • 0.3 Miles to Point of Rocks Snorkeling Spot • 0.2 Miles to Crescent Village (Restaurants, Shops, Bars) • 1.2 Miles to Siesta Key Public Beach Access • 1.8 Miles to Siesta Key Village • Walk to Cafés, Bike Rentals, Boat Launches, and Live Music • Located in a Peaceful, Walkable Southern Siesta Key Neighborhood ⌛ Don’t Wait With a private pool, fenced yard, pet-friendly policy, and accommodations for up to 10 guests, Casita Sun Star delivers the relaxing island experience you’ve been dreaming of. Your stay includes our CottageClean™ protocol—a 6-hour deep clean plus a 35-point inspection—so you can check in with complete confidence. 📝 Need to Know: Starter packs of kitchen and toiletry essentials provided for a seamless first couple of nights. Free high-speed WiFi included. This is a single-level duplex unit with a shared wall but no shared amenities. Dog-friendly with a 25-pound limit and pet fee. When renting this unit, you will have access to a private fenced backyard and pool area along with access to the home from Crescent St. The pool is heated between November 15 – April 15.

Brady B Pool Home

Sarasota, FL, US
4 Bedrooms 7 Guests
Sep 14 - 28
$196 night

Welcome to Brady B Pool Home! Step back in time to the ’70s without sacrificing modern comfort! Affectionately named after the iconic TV show, the Brady B Pool Home is a spectacular 2,100 sq. ft. ranch designed for the whole gang. Located in the heart of the sought-after Gulf Gate neighborhood, this spacious retreat offers a nostalgic ’throwback’ vibe with all the room you need to stretch out, relax, and enjoy the Florida sun—just 10 minutes from the world-famous sands of Siesta Key. LOCATION HIGHLIGHTS: - Situated in the popular Gulf Gate neighborhood of Sarasota, FL - Only 10-minute drive to Crescent Beach and other nearby beaches - Close to grocery stores, convenience stores, restaurants, and breakfast cafés - Spacious lot with room to stretch out, home not fenced - Easy access to local attractions, shopping, and dining PROPERTY FEATURES: - 4 bedroom/ 2 bathroom one-level ranch home (over 2,100 sq ft) - Vaulted ceilings and retro 1970’s charm throughout - Large screened-in lanai and private pool (pool heat optional, extra charge) - Shaded patio with loungers and chairs - Circle driveway with garage for one car, driveway parking for three additional vehicles - Full-sized washer and dryer, and dishwasher - Pet friendly: well-behaved dog allowed under 40 lbs. with fee LIVING ROOM: -Family room with retro style furniture, beige sofa, two striped chairs, two rattan swivel chairs - Large sliding doors to pool area for fresh air and natural light - Smart TV (YouTube TV) KITCHEN AND DINING: - Spacious kitchen with white appliances, cabinets, and vinyl flooring - Filtered drinking water tap under sink - Dining table seats 5 plus breakfast bar seating for 5 BEDROOMS AND BATHROOMS: - Master bedroom with King bed, walk-in closet, sliding doors to pool, Smart TV - Master ensuite bath with dual sinks, separate soaker tub, step-in shower - Guest bedroom #1 with King bed, small Smart TV, two closets - Guest bedroom #2 with Queen bed, desk, Smart TV - Guest bedroom #3 with twin-over-queen bunk beds, no closet - Guest bathroom with tub/shower combination, single sink vanity, handicap support bar EXTRA PERKS: - Private pool with optional heating and colored pool lights with remote - Family-style BBQ grill on lanai LOCAL FAVORITES: - Crescent Beach and Gulf beaches within 10–20 minutes - Gulf Gate neighborhood restaurants, cafés, and shops - Easy access to Sarasota attractions and recreation IMPORTANT INFO: - No smoking inside the home; smoking in pool area requires closing all windows and doors - Pool safety: close supervision required for children; pool door alarm installed - No trailers, commercial vehicles, or oversized vehicles without prior approval - Yard is not fenced CREATE MEMORIES AND MAKE THIS GETAWAY YOURS - RESERVE YOUR STAY NOW! All pets must be approved so reach out to us first. Certain properties have weight and breed restrictions. For approved pets, there is an a nonrefundable pet fee of $300 plus taxes and processing fee per pet. Make sure to pick up after your dogs. IMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.

Crescent Beach House

Sarasota, FL, US
5 Bedrooms 14 Guests
Sep 15 - 18
$777 night

Property Manager was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway. This home is perfect for any vacation, any family or group regardless of age ranges, and it has proven time and again that there is something for everyone here! The heated saltwater pool and spa features a waterslide and sun-shelf area with bubblers and lights that is perfect for lounging or for the kids to play. The oversized spa makes its use very comfortable. Beside the pool area you’ll find a large open-air patio space with loungers. Nearby, you’ll find the covered patio space that includes a large smart TV, multiple seating and dining options, outdoor grill (natural gas), ping pong and mini-basketball hoop! It is the perfect place to relax after a day spent at the beach! These spaces are all within the fenced backyard for privacy and security making it family friendly and perfect for the home’s pet friendly policy (fees and restrictions apply). This approximately 2,600 square foot coastal farmhouse is charming through and through! You’ll love it, we promise! It also has well placed windows and sliding doors to bring in great natural light, keeping things light and bright. This home has an elevator with service to all floors.This home provides 5 bedrooms (all with en suite baths), and 5 full baths and 2 half baths. 3 of the 5 bedrooms have balcony access. There are 4 king beds, 1 full over full bunk bed, and a queen sleeper sofa. It comfortably sleeps 14 people in beds. The great room is set up as the perfect gathering space that includes the kitchen, living, and dining area of the home with access to a balcony. This home also boasts a game room with Nintendo Switch 2 gaming console and assorted board games. Floor Plan Description (by level): Ground Level: Free parking for up to 5 vehicles (2 covered spaces, and 3 spaces in the driveway). On this ground level you’ll find the fully fenced pool and backyard area (pet friendly - fees and restrictions apply), including the covered patio space. As we already shared, it’s such a great space for everyone. In addition to all the details already shared, there are ceiling fans throughout the space for added comfort. The home’s beach equipment can be found here, which includes 2 beach wagons, 2 coolers, 6 beach chairs, and 4 bikes. We include a full refrigerator and deep freezer nearby for easy storage of food, drinks, and ice, so your beach prep and breakdown are that much easier. These appliances can also be used to support your pool days and time at home as well. You’ll also access the home’s main entrance foyer with elevator and stair access to the home’s two (2) living levels above. The First Level of Living (2nd Floor): Here, you’ll find the main great room and balcony. The great room features a fully stocked kitchen with a range and hood vent, full sized refrigerator (with ice maker) and freezer, dishwasher, trash and recycling storage, microwave, toaster, coffee maker and more. These spaces are very well appointed with drinkware, cookware, bakeware, dishware, cutlery, and specialty items like crockpots, blenders, and more. If you have any questions on kitchen supplies, our reservationists would be happy to provide more details. The kitchen also includes a dining area with a custom island dining table for 16. The dining table is such a cool feature, and all of our guests love it for entertaining, especially around the holidays! Just off this space is a comfortable living room with seating (queen sleeper located here) and balcony access. The balcony on this level extends the interior living space and complements it well! There is 1 bedroom on this floor, master bedroom 1, and it features balcony access, a king bed, and an en suite bathroom. There is also a half bath off the great room and a laundry room with washer and dryer on this floor. The Second Level of Living (3rd Floor): This level features the remaining 4 bedrooms, and all of them feature en suite bathrooms. Master bedroom 2 (bedroom 2) features balcony access, a king bed, and an en suite bathroom with double vanity. Bedroom 3 (balcony access) & 4 both feature a king bed and an en suite bath with vanity and walk-in shower. Bedroom 5 features a full over full bunk bed (sleeps 4) and an en suite bath that features a vanity and shower/bathtub combination. There is a game room on this floor with Nintendo Switch 2 gaming console, board games, and more. There is another half bath and washer and dryer on this floor as well. https://www.youtube.com/watch?v=McGEvBKL1VI On the beach block, meaning you don’t have to cross any roads to get to the beach! You’re literally within 1 block of the world-famous Siesta Key Beach. This super fun entertainment district is literally right around the corner, and it has something for everyone, and it is quickly becoming a guest favorite! But, even with this proximity, this Point of Rocks neighborhood is quiet, so it provides the perfect mix of fun when you want it, and quiet when you need it. And, as we shared, you’re within a block to the beach too, so walkability here is incredible! If you want to explore further, without the hassle of driving, you’ll find multiple stops nearby for the free trolley that provides transportation service to the entirety of Siesta Key. You’re also just a quick drive or Uber/Lyft to the mainland Sarasota area (5 minutes) and downtown Sarasota (20-25 min) for access to the Sarasota’s Performing Arts scene, and numerous fantastic restaurants, shops, marinas, bars and entertainment, grocers, and more. And, day trips to Lido Key, Anna Maria Island, Venice Beach (shark tooth hunting), Myakka State Park and so much more are all less than an hour away, as well as the amazing theme parks of Tampa and Orlando that are all just 1-2 hours away! This Siesta Key luxury vacation rental features Smart TVs with cable and streaming services, as well as Free Wi-Fi throughout the property - including the outside areas for complete coverage for all your work or personal needs. TVs in all bedrooms. Accessibility - in addition to the home’s elevator access to all levels, most doorways and walkways are 30 inches or larger and walk-in showers featured in most bathrooms. Please see the Photos, 3D Tour, & Video for this home for exact information. *Don’t forget to check out our Matterport 3D Tour for this home* And, if you still have any questions concerning our homes, rates, availability calendar, amenities, policies, or otherwise, please contact our team of professional reservationists and we will be happy to assist you. We want you to fully understand what you are booking, and yes, an actual human team member is available to help! You are just a couple of clicks away from paradise!

Sunset Lagoon Estate

Siesta Key, FL, US
10 Bedrooms 28 Guests
Sep 14 - 17
$2,093 night

Property Manager was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway. Welcome to an extraordinary dual-home retreat on a private street just steps from the award-winning sands of Siesta Key Beach. Combining two luxurious five-bedroom homes – Blue Lagoon and Serving Sunset into one expansive estate, this vacation destination is ideal for extended families or multi-family groups seeking style, space, and the serenity of the Gulf Coast. This nearly 7,200-square-foot estate offers ten total bedrooms, ten full bathrooms, and four half baths—comfortably accommodating up to 28 guests in beds. Both homes include private heated saltwater pools, rooftop decks 50 feet above ground with Gulf views, club rooms, and balconies on all levels. The property is fully fenced, pet-friendly (fees and restrictions apply), and built for entertainment and relaxation at every level. Floor Plan Description (by level): Ground Level: On arrival, guests are greeted by parking for up to eight vehicles—four covered and four in the driveways. Each home features its own fully fenced backyard oasis. Unit A’s pool is styled after a natural Florida spring, complete with a cascading rock waterfall, an integrated waterslide, a rope swing, poolside basketball hoop and a rock jump platform. Meanwhile, Unit B features a volleyball-themed pool with a 20x30-foot court area and adjacent lounging zones for spectators. Both pools include expansive sun shelves, bubblers, and LED lighting. Behind the pools, each yard offers a custom turf mini-golf course. The adjacent covered patios are ideal for outdoor living and feature smart TVs (Home A has 2 and Home B has 3), natural gas grills, ceiling fans, outdoor connect 4 and bocce ball games and abundant soft seating and dining spaces. Each home provides a refrigerator and freezer near the patio for poolside snacks and drinks, and the beach gear setup includes two wagons, two coolers, ten beach chairs, and four adult bikes per home. These resort-style grounds are private, secure, and perfect for both adults and kids to relax and play freely. Guests also enter each home through a welcoming foyer with elevator and stair access to all upper levels, including the club rooms and rooftop decks. The First Level of Living (2nd Floor): This level functions as the primary shared space in both homes and includes the kitchen, dining, and living areas. Each great room is designed with comfort and flow in mind, connecting easily to balconies with additional outdoor seating. In Home A, the fully stocked chef’s kitchen includes a large pantry, cooktop with hood vent, dual wall ovens, full-size refrigerator with ice maker, freezer, two dishwashers, microwave, coffee maker, toaster, blender, crockpot, and extensive cookware and serve ware. Guests can dine together at the 8-person dining table or the 6-seat kitchen island. The adjacent living area offers plush seating, a large smart TV, and balcony access for enjoying the Gulf breeze. Home B mirrors these high-end finishes and appliances. The dining area seats 13 total guests with space for eight at the table and five at the island. Both homes’ open-concept layouts ensure everyone remains connected—whether preparing meals, watching a movie, or enjoying happy hour outdoors. Each home also includes a king-bedroom on this level. Master Bedroom 2 in both homes features a king bed, dual Juliet balconies (one from the bedroom, one from the en suite bath), and a luxurious en suite bathroom with a walk-in shower and double faucet vanity with trough sink. A convenient half bath is also located in each home on this level. The Second Level of Living (3rd Floor): This level houses three bedrooms in each home, for a total of six guest suites. All bedrooms feature balcony access and en suite bathrooms, providing privacy and comfort for everyone in your group. In Home A, Bedrooms 3 and 4 each include a king bed, balcony access, and en suite bathrooms with walk-in showers and double vanities. Bedroom 5 is a custom bunk room designed with kids in mind—it features two full-over-full bunk beds, two smart TVs and dual monitors perfect for gaming or productivity. This suite also includes a city closet and en suite bath with a shower/tub combo. In Home B, Bedrooms 3 and 4 echo the same upscale design, each with a king bed, en suite bath, and private balconies with peeking Gulf views. Bedroom 5 is another children’s favorite with two full-over-full bunk beds, a rock-climbing wall, a smart TV, and a fun layout designed to entertain. Its en suite bath includes a combination tub and shower. Each home also features an oversized laundry room with a utility sink and dual stackable washer/dryer sets on this floor, making mid-stay laundry a breeze. The Third Level of Living & Rooftop Deck (4th Floor): The top floor in each home blends luxurious sleeping quarters with elevated entertainment spaces. Each home’s Master Bedroom 1 is a sanctuary of comfort and style. In Home A, the suite includes a king bed, Gulf views, walk-in closet, balcony access, and a stunning en suite bathroom with dual vanities, a freestanding soaking tub, walk-in double shower, and a private water closet. Home B’s Master Bedroom 1 is similarly appointed, offering direct rooftop access, a king bed, Gulf-facing balcony, and a spa-like en suite with walk-in double shower, dual vanities, freestanding tub, and a private water closet. The club rooms on this level are made for entertainment and relaxation. In Home A, the club room features a wet bar with sink, beverage and wine fridges, and an ice maker. Entertainment options include a smart TV, Nintendo Switch gaming consoles, wall Scrabble, and air hockey. A half bath and balcony provide access to the rooftop deck. In Home B, the club room includes shuffleboard, dual smart TVs, and a workstation—along with a wet bar and beverage fridge. A half bath and stairway lead directly to the rooftop deck. These rooftop spaces are ideal for coffee at sunrise or cocktails at sunset, with panoramic views stretching across Siesta Key and the Gulf of Mexico. Outfitted with comfortable seating, these elevated retreats are unforgettable highlights of the estate. https://www.youtube.com/watch?v=VrmBWqJtdvo https://www.youtube.com/watch?v=eHzunY8jO74 Steps to Your Private Beach! Guests can walk, bike, or ride the free island trolley to explore Siesta Key’s North and South Village entertainment districts filled with restaurants, bars, shops, and groceries. Downtown Sarasota is a quick 10–15-minute drive for world-class dining, theater, and waterfront parks, and day trips to Lido Key, Anna Maria Island, or even Orlando’s major attractions are easy and accessible. These Siesta Key luxury vacation rentals feature Smart TVs with cable and streaming services, as well as Free Wi-Fi throughout the property - including the outside areas for complete coverage for all your work or personal needs. TVs in all bedrooms. Accessibility - in addition to both homes being equipped with private elevators providing access to all interior levels (excluding the rooftop deck), most doorways and walkways are 30 inches or larger and walk-in showers featured in most bathrooms. Please see the Photos, 3D Tour, & Video for this home for exact information. *Don’t forget to check out our Matterport 3D Tour for this home* And, if you still have any questions concerning our homes, rates, availability calendar, amenities, policies, or otherwise, please contact our team of professional reservationists and we will be happy to assist you. We want you to fully understand what you are booking, and yes, an actual human team member is available to help! You are just a couple of clicks away from paradise!

Siesta Key Village, Heated Pool, Beach Access 4-min. Walk, 3bdr

Siesta Key, FL, US
3 Bedrooms 10 Guests
Sep 20 - 23
$403 night

Known for its quartz sand and crystal clear waters, the beaches of Siesta Keys are ranked No. 2 in the U.S. and No. 9 globally as one of the best travel destinations in 2024. Siesta Key, a barrier island in the Gulf of Mexico, is less than a 30 min drive from SRQ Airport. This vacation rental is one of a few hand-selected options brought to you by Property Manager. With Beach and Village walkability, we are confident that this space will cultivate unforgettable memories. This two-story townhouse style location, Siesta Key Dream’s closest unit to the Village, includes 3 spacious bedrooms that are perfect for up to 10 guests. On the first floor, you’ll experience an open floor plan connecting a welcoming living room, a dining room that seats 6, and kitchen featuring stainless steel appliances. On the second floor, you’ll find three bedrooms and two bathrooms. The main bedroom has an in-room bathroom, tub with jets, and a walkout balcony perfect for a coffee and a read. In the guest room, you’ll see a Juliet balcony that provides fantastic view of the pool below, the keys greenery, and surrounding neighborhoods. This location provides free, high-speed internet & Wi-Fi, multiple HD Televisions equipped with live sports & extension channel options via free streaming services, and electric appliances (fridges, ovens, dishwashers, Keurig-pods, washers/dryers) so you will not miss a beat. If needed, this rental can accommodate up to seven beds, which includes a sofa bed on the first floor & a fold-away bed on the second floor. Outside, you’ll have a shared, heated pool and outdoor space that is perfect to bask in the Florida sun and enjoy a quiet pool day or festive BBQ! The 18 x 26 ft pool is surrounded by an array of palm trees and tropical plants, providing full coverage and privacy from neighbors. On the pool deck, you’ll find multiple chaise lounge chairs, large umbrellas for shade, dining tables, and a BBQ for use. This outdoor space is perfect for relaxing or gatherings with friends and family! Property Manager always shows our exact address in our listings, so our guests know exactly how close they truly are to the beach and village. Unplug and explore your surroundings, such as the Siesta Village which is a mere ten steps across the street from you – it is so close, you can often hear live music playing! From cafes to fine dining, local shopping and entertainment, you will certainly find what you need. If you’re looking to soak up the sun and clear waters, the beach access point is less than a 5-minute walk from this property. Easily slip on your sandals and take a brief stroll to experience the brilliant 99% white quartz sand. In addition to the stunning, white quartz sand, the beaches of Siesta Keys offer picnic areas, concession stands, and volleyball courts. The shallow, crystal water and year-round lifeguard protection makes each beach a safe and relaxing escape. Having your property mere minutes away from the ocean means that you will certainly witness breathtaking sunsets. A 3-minute walk from the beach reveals Siesta Village, which offers a wide-range of dining and entertainment options from gourmet donuts, coffee, and seafood to award-winning steakhouses. We recognize that parking can be difficult at times to locate, which is why our rentals come with private, reserved spaces at no additional cost to you. Alternatively, we offer an exclusive upgrade which includes a golf cart rental for easy travel and access to all the top tourist spots around town. The Siesta Key Breeze Trolley also operates on the main roads outside your rental, which is free for all riders and operates 8 AM - 10 PM, seven days a week! Property Manager wishes to provide you with "Unreasonable Hospitality” – service at the highest caliber, well above your expectations. As soon as you secure your vacation rental, our team will provide you with clear expectations to help prepare for your stay. If you experience any issues upon arrival, a Guest Experience Manager who lives within the Siesta Keys area will be available at a moment’s notice to assist you. Property Manager takes pride in providing professional and personalized services to ensure that your stay is unforgettable. Included within your reservation and rental cost are complimentary bathroom toiletries (shampoo, conditioner, soap), coffee & a Keurig-pods, and your choice of either a bottle of wine, champagne, or sparkling grape juice. To prep for the numerous beach trips, we provide you with towels, beach chairs, umbrellas, and carts to transport your items easily! Traveling with your children? We offer complementary cribs and highchairs available per request! Shortly after you secure your vacation rental, you will receive a link where you can book local services experiences provided by vendors throughout the island. Property Manager provides golf-carts to rent and mid-stay services such as cleanings, and linen changes. When available, guests can request flexible booking with early check-in or late check out options. Property Manager also offers baggage drop-off prior to your check-in time. You will be able to indicate your preferences in the link you will receive prior to check-in. Guests will receive a Rental Agreement via email that provides common details about our terms and conditions, such as our no-smoking policy. Before you check-in, and just after booking, we require guest verification. At the time of check-in, we place a security deposit hold of $500 on the card on file. You will receive information after booking and the process only takes a couple minutes. This allows us to provide a safe location for our guests, neighbors, and employees. Looking for a larger space? Property Manager offers the entire complex to rent.

Siesta SunDaze - 5430

Sarasota, FL, US
3 Bedrooms 6 Guests
Sep 27 - 29
$777 night

Siesta SunDaze | Canal Front, Pool, Hot Tub, Walk to Siesta Key Beach Why You’ll Love This Home Perfectly positioned near Siesta Key Village and the island’s main beach access points—yet tucked away on a quiet residential street—this home offers the best of both worlds. The spacious backyard is designed for all-day enjoyment, featuring a screened-in lanai, ample seating, multiple backyard dining areas, a private pool and hot tub, outdoor grill, ping pong table, canal-front views, and plenty of kayaks ready for launch. Whether you’re seeking relaxation or activity, there’s something here for everyone. Perfect For Families and extended families (very kid-friendly), groups traveling together, and guests who love balancing outdoor adventure with laid-back relaxation. Imagine This Step inside and feel instantly at home in this open-floor-plan retreat with a mid-century modern vibe and vaulted ceilings. To the right, the living spaces flow effortlessly from the dining area to the kitchen, garage, and direct access to the pool. To the left, you’ll find serene, comfortable bedrooms and bathrooms designed for rest and privacy. Straight ahead, expansive views draw you outdoors to the screened lanai and backyard oasis. Start your mornings paddling along the canal in one of the many kayaks or watching local wildlife from an Adirondack chair. When the day heats up, grab the provided beach gear and head just minutes away to famous Siesta Key Beach for sun, sand, and swimming. As evening approaches, choose between dining out at village favorites like Siesta Key Oyster Bar or The Hub, or stop by the nearby market and grill fresh seafood at home. End the night in the hot tub with a cocktail in hand as the peaceful atmosphere and views set the tone for another island day. Where You’ll Sleep • Bedroom 1: King Bed, Ensuite Bath, TV • Bedroom 2: Queen Bed, Hall Bath • Bedroom 3: 2 Twin Beds, Hall Bath Explore the Area • 0.5 Miles to Siesta Key Beach Main Access – Scenic, Expansive Beach Great for Walking, Swimming, and Sunsets • 0.9 Miles to Siesta Key Village – Restaurants, Shops, and Live Music • 2.2 Miles to South Siesta Key Village – Restaurants, Shops, near Crescent Beach & Point of Rocks • 7.6 Miles to Downtown Sarasota – Dining, Entertainment, and Nightlife Options Don’t Wait — This home books fast. Your reservation includes peace of mind with our CottageClean™ program, featuring a six-hour deep clean and a 35-point inspection before every stay—ensuring your home feels fresh, safe, and truly vacation-ready upon arrival. NEED TO KNOW: This pool is heated from November 15th to April 15th. Starter packs of kitchen and toiletry essentials are provided for a seamless first couple of nights. Free high-speed WiFi is included.

Golden Set

Sarasota, FL, US
5 Bedrooms 14 Guests
Sep 19 - 22
$920 night

Property Manager was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway. The outdoor spaces are incredible! There are balconies on all levels and a roof top deck that is 50 feet above the ground, so there are views everywhere! The pool area is a guaranteed guest favorite! We designed this heated saltwater pool and spa with multiple functions, the most obvious being pool volleyball. The playing area is nearly 20 feet by 30 feet, so the whole family can play, and the remainder of the pool area and covered patio are separated by a wall and landscaping, so the effects of the volleyball game don’t extend beyond the playing area! The pool also includes a waterslide, and a large sunshelf with seating and pool bar, bubblers, lights, poolside basketball hoop and staircase that leads to the pool area. At the backside of the pool, you’ll find a turfed area and it includes putt-putt golf. Adjacent to the pool is the covered patio area that features 3 smart TVs, outdoor grill (natural gas), and plenty of covered seating and dining options. These spaces are all within the fenced backyard for privacy and security making it family friendly and perfect for the home’s pet friendly policy (fees and restrictions apply). This nearly 3,600 square foot home provides views and balconies on all levels. This home has an elevator with service to all floors (except the rooftop). This home provides 5 bedrooms (all with en suite baths and balcony access), and 5 full baths and 2 half baths. There are 4 king beds and 2 custom full over full bunk beds! There are 2 master bedrooms and a bunk room that your kids will surely love. The home comfortably sleeps 14 people in beds. The great room is set up as a family friendly gathering space that includes the kitchen, living, dining areas, and a balcony with additional seating. The kitchen is fully stocked, and we mean that because we know how important it is to you, our valued guests! Not only is it stocked, but it’s also stocked with the products and manufacturers you trust. This home also offers a club room or secondary living space with multiple games, wet bar that supports this space, and a balcony with seating that provides access to the home’s 50-foot-high rooftop deck! Floor Plan Description (by level): Ground Level: Free parking for up to 4 vehicles (2 covered & 2 in driveway). The fenced pool and backyard area (pet friendly - fees and restrictions apply) includes the covered patio space and pool that was previously described, and there are ceiling fans throughout the space. The home’s ping pong table, corn hole boards, outdoor connect 4, bocce ball and beach equipment can be found here that includes 2 beach wagons, 2 coolers, 10 beach chairs, and 4 bikes. We include a full refrigerator and freezer (with ice maker) here as well so your beach prep and breakdown, and your use of the home and pool is that much easier. These appliances can also be used to support your pool days and time at home as well. You’ll also access the home’s main entrance foyer with elevator and stair access to the home’s three (3) living levels and rooftop deck above. The First Level of Living (2nd Floor): The great room has a fully stocked kitchen that includes a large pantry, cooktop with hood vent, double ovens (2), full sized refrigerator (with ice maker) and freezer, trash and recycling pull-outs, 2 dishwashers, microwave, toaster, coffee maker, and is very well appointed with cookware, bakeware, dishware, cutlery, and specialty items like crockpots, blenders, and more. If you have any questions on kitchen supplies, our reservationists would be happy to provide more details. The living area is very comfortably set up with smart TV and seating, with access to a balcony with additional dining seating. The dining area here seats 16 people comfortably via a 10-person custom dining table, 6-person kitchen island bar top. Master bedroom 2 is also on this level, and it has double -Juliet balconies’ accessed from the bedroom and bath, a king bed, and an en suite bathroom with double faucet vanity with trough sink and walk-in shower. There is a half bath on this floor. The Second Level of Living (3rd Floor): You’ll find 3 bedrooms on this level. Bedrooms 3 and 4 both have peaking Gulf views, balcony access, a king bed, and an en suite bath with double faucet vanity with trough sink and walk-in shower. Bedroom 5 has a seating area with smart TV, workspace with 2 TVs that can connect to computers for dual screens for work and computer gaming, balcony access (with parental safety features) and peaking Gulf views, 2 full over full bunk beds, multiple city closets, and an en suite bathroom with vanity and shower/bathtub combination. There is also an oversized laundry room on this level with utility sink and 2 stackable washer/dryer units. The Third Level of Living & Rooftop Deck (4th Floor): Master bedroom 1 has Gulf views, balcony access, a window nook, walk in closet, and a large en suite bathroom with 2 vanities, walk-in double shower, freestanding bathtub, and private water closet. The club room has Gulf views, a dry bar, beverage refrigerator with ice maker, trash/recycling pull out, seating, workspace area, Nintendo Switch gaming console, foosball and wall Scrabble. It also has a half bath, and a balcony and stair access to the roof top deck (both with Gulf views). The rooftop deck is perfect for enjoying sunrise over Siesta and greater Sarasota, or sunset over the Gulf of Mexico. So, be sure to grab a book, a coffee or cocktail, and enjoy the sea breeze and Florida sun from this amazing elevated outdoor living space that overlooks all of Siesta Key. These are great indoor and outdoor entertainment spaces! https://www.youtube.com/watch?v=nc5JxIKjxqs North and South Siesta village entertainment districts and all the restaurants, entertainment, shopping, grocers, and more on the Key can be accessed by bike, golf cart, car, or free trolley. If you want to explore further, without the hassle of driving, you’ll find multiple stops nearby for the free trolley that provides transportation service to the entirety of Siesta Key. You’re also just a quick drive or Uber/Lyft (10-15 minutes) to downtown Sarasota for access to the amazing Sarasota Performing Arts scene, and numerous fantastic restaurants, shops, marinas, bars and entertainment, and more. And, day trips to Lido Key and Anna Maria Island are just 30 minutes away, as well as the amazing theme parks of Tampa and Orlando that are all just 1-2 hours away! This home provides private beach access. Access to the private beach is controlled. Please accurately list the number of travelers associated with your reservation, and our team will contact you and walk you through the easy to follow private beach rules. This Siesta Key luxury vacation rental features Smart TVs with cable and streaming services, as well as Free Wi-Fi throughout the property - including the outside areas for complete coverage for all your work or personal needs. TVs in all bedrooms. Accessibility - in addition to the home’s elevator access to all levels, most doorways and walkways are 30 inches or larger and walk-in showers featured in most bathrooms. Please see the Photos, 3D Tour, & Video for this home for exact information. *Don’t forget to check out our Matterport 3D Tour for this home* And, if you still have any questions concerning our homes, rates, availability calendar, amenities, policies, or otherwise, please contact our team of professional reservationists and we will be happy to assist you. We want you to fully understand what you are booking, and yes, an actual human team member is available to help! You are just a couple of clicks away from paradise!

Shaker of Salt

Sarasota, FL, US
7 Bedrooms 19 Guests
Sep 14 - 17
$1,553 night

Property Manager was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway. Looking for your Lost Shaker of Salt? Well, you’ve found it in this luxury rental home on Siesta Key that pays homage to the late, great Jimmy Buffet and the theme behind his music - paradise, good vibes, and of course great cocktails with better friends! This home is a dream, with outdoor covered patios, balconies, pool area, private sand volleyball court, and entertainment spaces, you’ll have it all! Ya, you read that right, there is a sand volleyball court! You can search, but you won’t find another home like this anywhere in Southwest Florida. It’s truly unique! Woven around the volleyball court you’ll find a beautiful lagoon style pool and spa, with a waterslide, beach entry, and large sun shelves with bubblers and lights! The covered patio is a real outdoor living space with a real tiki bar, 3-large smart TV’s, outdoor grill (natural gas), and multiple dining and lounging options. These spaces are all within the fenced in backyard that borders Sabal Lake and provides privacy and security making it family friendly and perfect for the home’s pet friendly policy (fees and restrictions apply). Sabal Lake is fed directly from Sarasota Bay and provides a peaceful wildlife estuary full of mangroves, birds, and fish for you to enjoy. When you enter this home with 4,100 square feet interior living space, you’ll notice the elevator with service to all floors (except the rooftop), and the fact that this home was purposefully designed to provide the best vacation possible! It has 7 bedrooms (all with en suite baths) and 7 full baths and 2 half baths. There are a total of 6 king beds and 2 sets of king over king bunk beds that comfortably sleep 19 people in beds. The great room is set up as the perfect gathering space as it includes the kitchen, living, and dining areas of the home. The kitchen is a fully stocked kitchen, and we mean that because we know how important it is to you, our valued guests! Not only is it stocked, but it’s also stocked with the products and manufacturers you trust. Additionally, this home features a club room or secondary living space with smart TV, gaming consoles, wet bar with bar top seating, and access to a balcony and the rooftop deck. There are 2 balconies off the great room and club room spaces, the rear balconies overlook the pool and lake, and the front balconies overlook South Siesta Village. Floor Plan Description (by level): Ground Level: Free parking for up to 6 vehicles (2 covered spaces, and 4 spaces in the driveway). On this ground level you’ll find the fully fenced backyard area (pet friendly - fees and restrictions apply), including the sand volleyball court, pool, and covered patio space. This entire area, as previously described, is unmatched! And again, just a reminder, you have a private volleyball court all to yourself! The home’s beach equipment can be found in the garage, which includes 2 beach wagons, 2 coolers, 6 beach chairs, and 4 bikes. We include a full refrigerator and freezer here as well so your beach prep and breakdown, and your use of the home and pool is that much easier. These appliances can also be used to support your pool days and time at home as well. You’ll also access the home’s main entrance foyer with elevator and stair access to the home’s 2 living levels above. The First Level of Living (2nd Floor): This level features a great room with the fully stocked kitchen that includes a cooktop, wall mounted double ovens, full sized refrigerator (with ice maker) and freezer, double dishwashers, double trash/recycling, microwave, toaster, coffee maker, and is very well appointed with cookware, bakeware, dishware, cutlery, and specialty items like crockpots, blenders, and more. If you have any questions on kitchen supplies, our reservationists would be happy to provide more details. The living area is very accommodating, and the dining area seats 16 people comfortably - dining table for 10 and bar seating for 6. There are also 2 balconies on this level, with the rear balcony providing additional dining and seating options directly off the great room. There are 3 bedrooms on this floor including the master bedroom. The master features water views, a king bed, walk-in closet, and an oversized en-suite bathroom with double vanity, a large walk-in shower offering dual shower heads and a free-standing bathtub, and a private water closet. Bedroom 2 (water views) and bedroom 3 both feature king beds and an en-suite bathroom with vanity and walk-in shower. Also located on this floor is a half bath and laundry room with 2 stackable washer/dryer units. The Second Level of Living (3rd Floor): The club room is a secondary living space with comfy couches and large smart TV, wet bar with beverage fridge, bar top seating for 4, and a half bath. The club room houses Nintendo Switch gaming console. It has balcony access with views of the lake and village area and provides stair access to the rooftop deck. There are also 4 bedrooms on this floor. Bedrooms 4 (water view), 5 and 6 all feature a king bed and an en-suite bathroom with vanity and walk-in shower. Bedroom 7 features 2-sets of custom-built king over king bunk beds, seating, and an en-suite bathroom with a vanity and shower/bathtub combo! The Rooftop Deck: This rooftop space provides seating and beautiful views of the Gulf of Mexico, sunset, and treetop views over Siesta Key. It’s perfect for enjoying sunrise over the South Siesta Key Village, or sunset over the Gulf of Mexico, so be sure to grab a book, a coffee or cocktail, and enjoy the sea breeze and Florida sun from this amazing perch overlooking all of Siesta Key. https://www.youtube.com/watch?v=3nKXcGLWoik This home is located in the South Siesta Village entertainment district. You’re next to all the restaurants, entertainment, shopping, markets, marina, and so much more! This super fun entertainment district is a guest favorite! But, even with this proximity, we’ve designed this luxury rental home so that you still have your own privacy. It’s the perfect mix of fun when you want it, and quiet when you need it. You’re also within 1 block from the world-famous Siesta Key Beach (Beach Access 12), so walkability here is maxed at 100%! If you want to explore further, without the hassle of driving, you’ll find multiple stops nearby for the free trolley that provides transportation service to the entirety of Siesta Key. You’re also just a quick drive or Uber/Lyft to the mainland Sarasota area (5 minutes) and downtown Sarasota (20-25 min) for access to the Sarasota’s Performing Arts scene, and numerous fantastic restaurants, shops, marinas, bars and entertainment, grocers, and more. And, day trips to Lido Key, Anna Maria Island, Venice Beach (shark tooth hunting), Myakka State Park and so much more are all less than an hour away, as well as the amazing theme parks of Tampa and Orlando that are all just 1-2 hours away! This Siesta Key luxury vacation rental features Smart TVs with cable and streaming services, as well as Free Wi-Fi throughout the property - including the outside areas for complete coverage for all your work or personal needs. TVs in all bedrooms. Accessibility - in addition to the home’s elevator access to all levels, most doorways and walkways are 30 inches or larger and walk-in showers featured in most bathrooms. Please see the Photos, 3D Tour, & Video for this home for exact information. *Don’t forget to check out our Matterport 3D Tour for this home* And, if you still have any questions concerning our homes, rates, availability calendar, amenities, policies, or otherwise, please contact our team of professional reservationists and we will be happy to assist you. We want you to fully understand what you are booking, and yes, an actual human team member is available to help! You are just a couple of clicks away from paradise!

La Contento Casa - 5560

Siesta Key, FL, US
3 Bedrooms 8 Guests
Oct 21 - 28
$758 night

"🌴 La Contento Casa | Private Heated Pool, Walk to Siesta Key Village and Beach 💖 Why You’ll Love This Home Awaken to sun-drenched mornings and tranquil canal views in this inviting waterfront retreat. La Contento Casa offers a seamless blend of indoor comfort and outdoor serenity, promising an escape where every moment feels like a breath of fresh air. 👨‍👩‍👧 Perfect For Families seeking a memorable beach vacation, couples desiring a peaceful waterfront escape, or small groups looking for a comfortable and convenient base to explore Siesta Key. 🎞️ Imagine This Your day begins with a gentle breeze drifting in as you relax on your covered back porch, watching the palms sway. After a leisurely breakfast prepared in the gourmet-grade kitchen with its convenient window pass-through to the patio, you gather your beach essentials—provided for your convenience—and take the short, invigorating 10-minute walk to Siesta Key Beach, feeling the world-famous white sands beneath your toes. Back at La Contento Casa, the private heated pool is waiting, followed by an afternoon lounging by the water, perhaps with a drink crafted at your outdoor bar with sink. As evening approaches, the scent of a home-cooked meal fills the air, enjoyed alfresco with the canal views as your backdrop. Later, unwind in the spacious living area, sharing stories and laughter, before drifting off to sleep in one of the comfortable king beds, dreaming of another perfect day in paradise. 🛌 Where You’ll Sleep - Bedroom 1: King Bed, shared bath, main floor, TV - Bedroom 2: King Bed, shared bath, main floor, TV - Bedroom 3: Two Twin Beds, shared bath, main floor, TV - Bonus Room: Two Rollaway Beds, located in common area 📍 Explore the Area Discover the best of Siesta Key with ease. 0.4 miles to Siesta Key Beach, renowned for its crystal-white quartz sand. Enjoy a delightful stroll or quick drive to Siesta Key Village (1.4 miles), offering an array of charming boutiques, diverse dining options, and vibrant coastal energy. 📝 Your Siesta Key Escape Awaits Don’t wait—this home books fast. Your reservation includes peace of mind with our CottageClean™ program: a 6-hour deep clean and 35-point inspection. Need to Know: Starter packs of kitchen and toiletry essentials provided for a seamless first couple of nights. Free High-Speed WiFi. This pool is heated between November 15 - April 15. Please note: There is 1 rental per 30 day period, per Sarasota, FL ordinance. Contact us for more information. Reservation must follow under the accordance of the Sarasota County code regulations."

Casa Coquina - 1038U

Siesta Key, FL, US
4 Bedrooms 14 Guests
Sep 14 - 16
$811 night

🌴 Casa Coquina | Pet Friendly, Ping Pong Table, Private Pool, Steps to Beach 💖 Why You’ll Love This Home Step into coastal elegance at Casa Coquina, where bright, airy spaces meet serene outdoor living. This beautifully designed duplex offers a private heated pool, lush tropical landscaping, and sweeping water views from the third-floor balcony. It’s your peaceful sanctuary just steps from the crystal-clear shores of Crescent Beach. This home is a part of a duplex. When renting this unit, you will have access to the left side of the 1st floor, the left backyard and pool area, along with the entire 3rd floor of the 3 story building. 👨‍👩‍👧 Perfect For Families, friend groups, and multi-generational travelers seeking a stylish and spacious retreat with plenty of room to gather or unwind. 🎞️ Imagine This You wake to golden sunlight pouring through the kitchen windows, the scent of salt air mingling with fresh coffee. Step onto the balcony overlooking your private heated pool, where the gentle ripple of water soothes your mind. Inside, the open floor plan invites laughter and connection, while the cabana room offers a quiet escape. After a day on nearby Crescent Beach, return for an alfresco dinner beside the pool, surrounded by swaying palms and the cool evening breeze. 🛌 Where You’ll Sleep • Bedroom 1: King Bed, Ensuite Bath, TV • Bedroom 2: King Bed, Jack & Jill Bath, TV • Bedroom 3: Two Queen Beds, Ensuite Bath, TV • Bedroom 4: Two Full Beds, Jack & Jill Bath, TV • Living Room: Queen Sleeper Sofa, Main Living Area, TV 📍 Explore the Area • 0.1 miles to Crescent Beach - Ideal for Swimming and Snorkeling • 0.15 miles to Point of Rocks - A Top Snorkeling and Tide Pool Destination • 0.8 miles to Crescent Village - Featuring Dining, Shopping, and Nightlife • 3 miles to Siesta Key Village - Full of Eclectic Shops and Entertainment • 7 miles to St. Armands Circle - Known for Upscale Boutiques and Restaurants ⌛ Don’t wait—this home books fast. Your reservation includes peace of mind with our CottageClean™ program: a 6-hour deep clean and 35-point inspection. 🔎 NEED TO KNOW: This home is a part of a duplex unit, meaning that it could share a dividing wall, floor, ceiling, outdoor space, and/or amenities with another unit(s). When renting this unit, you will have access to the left side of the 1st floor which is only garage spaces (2), the left backyard and pool area, along with the entire 3rd floor of the 3 story building. This unit is on the 3rd floor and will not have access to the 2nd floor. Contact us directly for more information regarding any shared space for this vacation home. The pool is heated from November 15th to April 15th. While the heater works to maintain comfortable temperatures, performance can vary during colder weather. We happily welcome up to 2 small dogs (up to 25 lbs) with a $250 fee per pet—breed guidelines apply to ensure a safe and comfortable stay for everyone. The home has stairs; please contact us if accessibility is a concern. For added convenience, an elevator is available for guest use. The primary guest making the reservation must be at least 26 years of age. Interested in different units in the same building? Book specific units from this complex by following the URLs below: 8 Bedroom Option: The Conch 4 Bedroom Option: Casa Antilles

Vacation Rentals in Nokomis by Amenities & Features

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Vacation Rentals Near Nokomis

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