Vacation rentals in Venice, FL with a pool

Explore 420 vacation rentals, homes, and villas with pools in Venice, 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.

420 Homes with Pools in Venice

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

South Venice, FL, US
2 Bedrooms 4 Guests
Aug 29 - Sep 3
$161 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 -- Evolve 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

Beautiful Getaway ~ 4 Miles to Venice Beach!

South Venice, FL, US
3 Bedrooms 6 Guests
Sep 4 - 8
$189 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 -- Evolve 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)

Venice Vacation Rental w/ Pool, Near Beaches

South Venice, FL, US
2 Bedrooms 4 Guests
Aug 20 - Sep 19
$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 -- Evolve 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
Aug 22 - 24
$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 -- Evolve 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

Walk to the Bay: Family-Friendly Oasis in Sarasota

Vamo, FL, US
2 Bedrooms 6 Guests
Aug 20 - 23
$156 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 -- Evolve 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

Brady B Pool Home

Sarasota, FL, US
4 Bedrooms 7 Guests
Aug 30 - Sep 13
$207 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.

Heated Pool, Dock, Kayaks, on Lagoon, Turtle Beach 1-mile & Crescent Beach 2-miles, 1-bdr

Siesta Key, FL, US
1 Bedrooms 3 Guests
Aug 28 - 31
$275 night

The Siesta Key Bungalows offer a heated pool, courtyard & a dock on Heron Lagoon. A resort with something for everyone. The Pineapple Bungalow’s one bedroom space; has an open floor plan connecting a welcoming living room and full-kitchen. With a king-size bed, bathroom and front patio, you’ll feel at home. The Pineapple is fully stocked with linens, care essentials, plus eating & cooking utensils. An additional queen size bed pulls out from the sofa in the living room. We are happy to provide free high-speed WiFi internet & DirecTV with live sports, movie channels, and extensive channel options. Also included are electric appliances so you will not miss a beat. You have your own front patio for lounging. Take a few steps further and you can enjoy the resort’s exclusive dock on Heron Lagoon. The resort’s dock allows for lounging, fishing, or even launching one of our complementary kayaks! In addition to Heron Lagoon access, this resort has a shared, heated pool and outdoor space that is perfect to bask in the Florida sun! The pool is surrounded by an array of palm trees, Florida’s famous mangroves and tropical plants, providing a beautiful backsplash of greenery and partial shade. On the pool deck, you’ll find numerous sun-loungers to get your tan in, hang-out with friends and family, or just relax :) Adjacent to the pool deck, you can walk out on the shared patio with multiple BBQ-Grills and covered outdoor dining tables. This outdoor space is perfect for a pool gathering & grill-out! Resort guests will have access to the heated pool, patio with sun-loungers, the dock on Heron Lagoon, kayaks, the courtyard for outdoor eating and grilling, ONE free-parking space (1 vehicle max), and a ’beach-load-out’ that includes beach towels, chairs, cooler, blanket, cart and an umbrella. The laundry facilities are free and shared with other guests. The Pineapple Bungalow’s patio and the entire interior of your bungalow is exclusive to you! Our Guest Operations team has a combined 20+ years of customer service, operations, and management experience. Our guests are supported both locally in Siesta Key by a Guest Experience Manager, and virtually by your host. In addition to passionate operations professionals, the ownership group is engaged; highly involved in the decor, property improvement, and guest experience. It is not uncommon for our guests to unknowingly bump into or speak with the owners during their vacation :) Siesta Key Dreams always shows our exact location in our listings, so our guests know exactly how close they truly are to Heron Lagoon and the nearby beaches in Siesta Key. Unplug and explore your surroundings, such as Turtle Beach one mile south from this location or Crescent Beach, just 2.5 miles north. Sporty and less crowded, Turtle Beach offers picnic areas, a playground, volleyball court, and a plethora of sea shells to hunt for! Crescent Beach has the famous Point of Rocks, a hotspot for snorkeling and diving to view the tropical wildlife of Siesta Key. From cafes to fine dining in the area to the beautiful Siesta Key beaches, you will certainly find what you need. Did we mention that we provide all guests a complementary ‘beach-loud-out’ that includes beach towels, chairs, blanket, cart, cooler and an umbrella. You will receive ONE free parking spot on-site(one vehicle max), thus if you’re looking to soak up the sun and tour the island in your own vehicle, you always have an easy place to park when you come back. If you don’t want to drive, take advantage of the free Siesta Key Breeze Trolley which stops right outside our parking lot every 20 minutes from 8AM - 10PM daily. Siesta Key Dreams is also happy to offer free baggage-drop off to make your travels easier. Included with your reservation are complimentary bathroom toiletries (shampoo, conditioner, soap), coffee & Keurig-pods, and your choice of either a bottle of sparkling wine or sparkling grape juice. To prep for the numerous beach trips, we provide you with towels, beach chairs, umbrella, blanket, cooler and a cart to transport your items easily! Traveling with your children? We offer complementary cribs, highchairs, toys, silverware, and baby-monitors available per request! After you book your reservation, you will receive a message that has more details about your stay, and a link to the ’boarding-pass’ which includes the house rules agreement, guest verification, and security deposit instructions, this allows us to provide a safe space and contactless check-in. Do you have a large party? Siesta Key Dreams offers 3-bungalow rentals or you rent the entire resort!

Silver Palm Retreat

Sarasota, FL, US
3 Bedrooms 10 Guests
Aug 31 - Sep 7
$248 night

Welcome to Silver Palm Retreat! Experience the perfect Sarasota getaway at Silver Palm Retreat, a fully updated 3-bedroom sanctuary in the heart of the vibrant Gulf Gate neighborhood. Whether you’re relaxing in your private fenced backyard, challenging the family to foosball in the dedicated game room, or taking a short stroll to the best local restaurants and shops, this home offers a premier "live like a local" experience just minutes from the world-famous sands of Siesta Key. GULF GATE LIFESTYLE - Walkable Convenience: Leave the car behind! You are steps away from the Gulf Gate food and shopping district, home to Sarasota’s best cafes, bars, and boutiques. - Beach Proximity: A quick 5-10 minute drive takes you over the bridge to the white quartz sands of Siesta Key. PROPERTY HIGHLIGHTS - Family Fun: Dedicated Game Room featuring an Xbox, foosball table, and comfortable lounge seating. - Private Oasis: Fully fenced backyard with a sparkling pool (perfect for sunny Florida days). - Safety First: Equipped with hurricane-impact windows for peace and quiet, plus a pool door alarm for added safety for families with children. - Modern Comforts: 1,700+ sq. ft. of renovated space with Central AC, high-speed WiFi, and a private washer/dryer. - Pet Friendly: Small dogs considered with prior approval—bring the whole family! KITCHEN & DINING - Chef’s Kitchen: Fully stocked with brand-new stainless appliances, a large island bar for 3, and a dining table for 6. - Open Concept: Perfect for entertaining, the kitchen flows seamlessly into the main living areas. BEDROOMS & BATHROOMS - Master Suite: Queen bed, Smart TV, and an ensuite bath with a double vanity and walk-in shower. - Guest Comfort: A second Queen bedroom and a third bedroom with a Twin-trundle (two twins) ensure everyone has a cozy spot. - Bonus Sleeping: Need more room? Enjoy queen sleeper sofas in both the game room and the main living area. EXTRA PERKS - Beach Ready: We provide chairs, an umbrella, and towels for your trips to the Gulf. IMPORTANT INFO - Pool Note: The private pool is perfect for cooling off but is not heated. - Parking: Off-street driveway parking only. Per neighborhood rules, no commercial vehicles, boats, or trailers allowed. - House Rules: No smoking or parties allowed. Maximum occupancy of 10. YOUR RELAXING SARASOTA RETREAT IS JUST A RESERVATION AWAY. BOOK SILVER PALM TODAY! 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.

Gulf Gate Poolside Retreat

Sarasota, FL, US
3 Bedrooms 10 Guests
Aug 29 - Sep 12
$185 night

Welcome to Gulf Gate Poolside Retreat! A renovated 3BR/2BA home with a heated private pool, outdoor dining with a smart TV, and a quick drive to Siesta Key Beach. Sleep easy with a king, queen, two twin bunk sets with a trundle, and two queen sleeper sofas. The kitchen is fully stocked, there’s central A/C, and a washer and dryer. Pet friendly for up to two well-behaved dogs. LOCATION HIGHLIGHTS: - Gulf Gate neighborhood in Sarasota - Short drive to Siesta Key Beach, Lido Key, St. Armands - Close to Downtown Sarasota and shops - 12 miles from SRQ Airport PROPERTY FEATURES: - 3 bedroom/ 2 bathroom pool home (1780 sq ft) - Heated private in-ground pool (pool heat available for a fee) - Fenced yard, outdoor dining with grill - Driveway parking for two, garage space for one - Central A/C and ceiling fans - Washer and dryer - Pet-friendly up to two well-behaved dogs (prior approval needed, fee) LIVING ROOM: - Bright, comfortable space, couch doubles as a queen sofa bed - Streaming-ready TVs, all you need is your log in KITCHEN AND DINING: - Fully equipped kitchen with modern appliances - Breakfast bar seats 4 and dining table seats 6 - Outdoor dining by the pool seats 4 BEDROOMS AND BATHROOMS: - Master bedroom: king bed, queen sleeper sofa, closet, wall-mounted TV - Master ensuite bathroom: double vanity with walk-in shower - Guest bedroom #1: queen bed, sliding doors to the pool, wall-mounted TV - Guest bedroom #2: two twin bunk beds, one with trundle twin bed - Guest bathroom: double vanity with tub/shower combo EXTRA PERKS: - Complimentary beach items provided: a couple of beach chairs, a beach umbrella, and beach towels. LOCAL FAVORITES: - Close to Gulf Gate shops and restaurants - Minutes to Siesta Key sugar-sand beaches IMPORTANT INFO: - Quiet hours start at 10 pm - No parties allowed - No glass in or near pool, swim at your own risk CLEAN, MODERN, AND SET UP FOR EASY FAMILY TIME BY THE POOL WITH SIESTA KEY’S SUGAR-SAND BEACHES CLOSE BY. SEND US YOUR DATES AND WE’LL TAKE CARE OF THE REST. 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.

Coral Breeze

Sarasota, FL, US
3 Bedrooms 6 Guests
Aug 31 - Sep 7
$242 night

Coral Breeze – Modern Comfort with Year-Round Pool & Sunroom Your Sarasota getaway starts here! Coral Breeze is a stylishly remodeled 3BR/2BA home in the quiet Gulf Gate neighborhood, just a short drive to world-famous Siesta Key Beach. LOCATION HIGHLIGHTS: -Located in the quiet Gulf Gate neighborhood of Sarasota - Just a short drive to Siesta Key Beach, consistently ranked among the best in the U.S. - Close to shopping, restaurants, and local conveniences while maintaining a peaceful residential feel PROPERTY FEATURES: - 3 bedroom/ 2 bathroom pool home (1529sq ft) - Large heated pool (optional heating fee) - Fully fenced backyard for privacy LIVING ROOM: - Spacious, open living area with a large L-shaped sectional sofa - Big-screen Smart TV for relaxing movie nights - Bright, airy layout with large windows and natural light KITCHEN AND DINING: - Fully equipped kitchen with modern appliances and cookware - Open-concept design ideal for socializing while cooking - Dining table with seating for six guests BEDROOMS AND BEDROOMS: - Master bedroom: king bed, dresser with mirror, closet space - Master ensuite bathroom: walk-in shower with glass door, vanity with backlit mirror - Guest bedroom #1: queen bed, dresser with mirror, closet space with mirror doors - Guest bedroom #2: queen bed, dresser with mirror - Guest bathroom: tub/shower combo with glass doors, vanity with backlit mirror EXTRA PERKS: - Complimentary beach items provided: a couple of beach chairs, beach umbrella and beach towels LOCAL FAVORITES: - Siesta Key Beach – world-renowned white sand and turquoise waters - Gulf Gate Village – local shops, bars, and restaurants just minutes away - Legacy Trail – nearby biking and walking path - Downtown Sarasota – dining, arts, and entertainment less than 20 minutes away IMPORTANT INFO: - Pool heat available for an optional fee - No smoking or vaping permitted inside the home - Quiet residential neighborhood – no parties or large gatherings WHETHER YOU’RE HERE FOR A FAMILY GETAWAY, A SEASONAL ESCAPE, OR A COUPLES’ RETREAT, CORAL BREEZE OFFERS THE PRIVACY OF A RESIDENTIAL NEIGHBORHOOD WHILE BEING JUST A SHORT DRIVE FROM THE AWARD-WINNING SANDS OF SIESTA KEY BEACH. IMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.

Heated Pool, Dock, Kayaks, on Lagoon, Turtle Beach 1-mile & Crescent Beach 2-miles, 1-bdr

Siesta Key, FL, US
1 Bedrooms 3 Guests
Aug 20 - 23
$306 night

The Siesta Key Bungalows offer a heated pool, courtyard and a dock on Heron Lagoon. This is a resort that has something for everyone. The Catamaran Bungalow features a bright and airy one bedroom space; with a large living room and full-kitchen. With a king-size bed and private bathroom you’ll feel at home. The Catamaran Bungalow is fully stocked with linens, care essentials, plus eating and cooking utensils. The living room has a sofa that turns into a queen size bed, allowing for a max occupancy of three. We are happy to provide free high-speed WiFi internet, HDTV equipped with live sports & extensive channel options via DirecTV, also included are electric appliances so you will not miss a beat. Just a few steps out side your Bungalows entrance you can enjoy the private dock on Heron Lagoon. The resort’s private dock allows for lounging, fishing, or even launching one of our complementary kayaks! In addition to Heron Lagoon access, this resort has a shared, heated pool and outdoor space that is perfect to bask in the Florida sun! The pool is surrounded by an array of palm trees, Florida’s famous mangroves, and tropical plants, providing a beautiful backsplash of greenery and partial shade. On the pool deck, you’ll find numerous sun-loungers to get your tan in, hang-out with friends and family, or just relax :) Adjacent to the pool deck, you can walk out on the shared patio with multiple BBQ-Grills and covered outdoor dining tables. This outdoor space is perfect for a pool fun & grill-outs! Resort guests will have access to the heated pool, patio with sun loungers, the dock on Heron Lagoon, kayaks, the courtyard for outdoor eating and grilling, ONE-free-parking-space (one vehicle max), and a ’beach-load-out’ that includes beach towels, chairs, cooler, blanket, cart and an umbrella. The laundry facilities are free and shared with other guests. The the entire interior of your Catamaran Bungalow is exclusive to you! Our Guest Operations team has a combined 20+ years of customer service, operations, and management experience. Our guests are supported both locally in Siesta Key by a Guest Experience Manager, and virtually by your host. In addition to passionate operations professionals, the ownership group is engaged; highly involved in the decor, property improvement, and guest experience. It is not uncommon for our guests to unknowingly bump into or speak with the owners during their vacation :) Siesta Key Dreams always shows our exact location in our listings, so our guests know exactly how close they truly are to Heron Lagoon and the nearby beaches in Siesta Key. Unplug and explore your surroundings, such as Turtle Beach 1 mile south from this location or Crescent Beach, just 2.5 miles north. Sporty and less crowded, Turtle Beach offers picnic areas, a playground, volleyball court, and a plethora of sea shells to hunt for! Crescent Beach has the famous Point of Rocks, a hotspot for snorkeling and diving to view the tropical wildlife of Siesta Key. From cafes to fine dining in the area to beautiful Siesta Key beaches, you will certainly find what you need. Did we mention that we provide all guests a complementary ‘beach-loud-out’ that includes beach towels, chairs, blanket, cart, cooler and an umbrella :) You will receive ONE-free parking spot on-site, thus if you’re looking to soak up the sun and tour the island in your own vehicle, you always have an easy place to park when you come back. If you don’t want to drive, take advantage of the free Siesta Key Breeze Trolley which stops right outside our parking lot every 20 minutes from 8AM-10PM daily. Siesta Key Dreams is also happy to offer free baggage-drop off to make your travels easier. We also have onsite golf-cart rental available for our guests! After you book your reservation, you will receive a message that has more details about your stay, and a link to the ’boarding-pass’ which includes the house rules agreement, guest verification, and security deposit instructions, this allows us to provide a safe space and contactless check-in. Do you have a large party? Siesta Key Dreams offers 3-bungalow rentals or you can even rent the entire resort! Payment: 50% at time of booking, 50% 7-days prior to arrival

Heated Pool, Dock, Kayaks, on Lagoon, Turtle Beach 1-mile & Crescent Beach 2-miles, 1-bdr

Siesta Key, FL, US
1 Bedrooms 3 Guests
Aug 22 - 24
$406 night

The Siesta Key Bungalows offer a heated pool, courtyard, sun loungers, gas-grills, laundry facilities, & kayaks hitched to the private dock on Heron Lagoon. Truly a resort with something for everyone! The Dolphin Bungalow’s one bedroom space; has an open floor plan connecting a welcoming living room, full-kitchen, and a private backyard patio. A king bed, two HDTVs and a full bathroom will further enhance your overall experience. The Dolphin is fully stocked with linens, care essentials, plus eating & cooking utensils. An additional queen size bed pulls out from the sofa in the living room, allowing for a max unit capacity of three. We are happy to provide free high-speed WiFi internet & DirecTV with live sports, movie channels, and extensive channel options. Also, included are electric appliances so you will not miss a beat. Along with private interior space, you have your own backyard patio. Take a few steps further and you can enjoy the resort’s exclusive dock on Heron Lagoon. The resort’s dock allows for lounging, fishing, or even launching one of our complementary kayaks! In addition to Heron Lagoon access, this resort has a shared, heated pool and outdoor space that is perfect to bask in the Florida sun! The pool is surrounded by an array of palm trees, Florida’s famous mangroves and tropical plants, providing a beautiful backsplash of greenery and partial shade. On the pool deck, you’ll find numerous sun-loungers to get your tan in, hang-out with friends and family, or just relax :) Adjacent to the pool deck, you can walk out on the shared patio with multiple BBQ-Grills and covered outdoor dining tables. This outdoor space is perfect for a pool gathering & grill-out! Resort guests will have access to the heated pool, patio with sun-loungers, the dock on Heron Lagoon, kayaks, the courtyard for outdoor eating and grilling, ONE free-parking space (1 vehicle max), and a ’beach-load-out’ that includes beach towels, chairs, cooler, blanket, cart and an umbrella. The laundry facilities are free and shared with other guests. The Dolphin Bungalow’s backyard patio and the entire interior of your bungalow is exclusive to you! Our Guest Operations team has a combined 20+ years of customer service, operations, and management experience. Our guests are supported both locally in Siesta Key by a Guest Experience Manager, and virtually by your host. In addition to passionate operations professionals, the ownership group is engaged; highly involved in the decor, property improvement, and guest experience. It is not uncommon for our guests to unknowingly bump into or speak with the owners during their vacation :) Siesta Key Dreams always shows our exact location in our listings, so our guests know exactly how close they truly are to Heron Lagoon and the nearby beaches in Siesta Key. Unplug and explore your surroundings, such as Turtle Beach, one mile south from this location or Crescent Beach, just 2.5 miles north. Sporty and less crowded, Turtle Beach offers picnic areas, a playground, volleyball court, and a plethora of sea shells to hunt for! Crescent Beach has the famous Point of Rocks, a hotspot for snorkeling and diving to view the tropical wildlife of Siesta Key. From cafes to fine dining in the area to the beautiful Siesta Key beaches, you will certainly find what you need. Did we mention that we provide all guests a complementary ‘beach-loud-out’ that includes beach towels, chairs, blanket, cart, cooler and an umbrella. You will receive ONE free parking spot on-site(one vehicle max), thus if you’re looking to soak up the sun and tour the island in your own vehicle, you always have an easy place to park when you come back. If you don’t want to drive, take advantage of the free Siesta Key Breeze Trolley which stops right outside our parking lot every 20 minutes from 8AM - 10PM daily. Siesta Key Dreams is also happy to offer free baggage-drop off to make your travels easier. Included with your reservation are complimentary bathroom toiletries (shampoo, conditioner, soap), coffee & Keurig-pods, and your choice of either a bottle of sparkling wine or sparkling grape juice. To prep for the numerous beach trips, we provide you with towels, beach chairs, umbrella, blanket, cooler and a cart to transport your items easily! Traveling with your children? We offer complementary cribs, highchairs, toys, silverware, and baby-monitors available per request! After you book your reservation, you will receive a message that has more details about your stay, and a link to the ’boarding-pass’ which includes the house rules agreement, guest verification, and security deposit instructions, this allows us to provide a safe space and contactless check-in. Do you have a large party? Siesta Key Dreams offers 3-bungalow rentals or you rent the entire resort!

Crescent Cottage - 1034

Siesta Key, FL, US
4 Bedrooms 10 Guests
Aug 22 - 24
$655 night

🌴 Crescent Cottage | Private Pool, Pet Friendly, Walk to Crescent Beach 💖 Why You’ll Love This Home Just 0.2 miles from world-famous Crescent Beach, this freshly renovated island villa blends beachy charm with upscale finishes—plus a private heated pool and pet-friendly perks. Whether you’re gathering with family or escaping with friends, the home’s thoughtful layout and indoor-outdoor living promise effortless vacation vibes. 👨‍👩‍👧 Perfect For Families with kids, multi-gen travelers, pet owners, and beach lovers looking for walkable luxury near Siesta Key’s best shores. 🎞️ Imagine This Wake to the sound of palms swaying outside your window. Step into the sunroom with a fresh cup of coffee, the soft morning light warming the tiled floors. Head out for a beach stroll—just a 2-minute walk—and feel the quartz-crystal sand between your toes. Later, cool off in your private heated pool, grill lunch outdoors. As the sun sets, gather around the dining table or take a short drive to Siesta Key Village for fresh seafood and live music. End the night gathered around the fire pit, where laughter lingers and stars feel just a little closer. At Crescent Cottage, your beach days are effortless, and your evenings feel like vacation magic. 🛌 Where You’ll Sleep • Bedroom 1: King Bed, TV • Bedroom 2: King Bed, TV • Bedroom 3: Queen Bed, TV • Bedroom 4: Two Twin Beds, TV • Sunroom: Queen Sleeper Sofa 📍 Explore the Area • 0.2 Miles to Crescent Beach – Just a 2-Minute Walk to Quartz-White Sand and Turquoise Waters • 2.3 Miles to Siesta Key Village – Dine, Shop, and Explore the Island’s Iconic Beach Town • 0.3 Miles to Captain Curt’s Crab & Oyster Bar – A Local Favorite for Seafood and Sunsets • 2.0 Miles to Turtle Beach – Quieter Sands, Kayak Launches, and Nature Views • 7 Miles to Downtown Sarasota – Museums, Galleries, and Cultural Events Year-Round, Easy Access to Grocery Stores, Bike Rentals, and Watersport Outfitters Nearby • Located on the Quiet South End of Siesta Key – Perfect for Relaxed, Walkable Beach Days ⌛ Don’t Miss Out Homes this close to the beach with private pools and pet access book quickly—especially newly renovated ones. Your reservation includes peace of mind with our CottageClean™ program: a 6-hour deep clean and 35-point inspection before every stay. 📌 Need to Know: 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. All bedrooms are located on the first floor for easy access—no stairs required. A starter pack of kitchen and toiletry essentials is provided for your first couple of days. The primary guest making the reservation must be at least 26 years of age.

The Tropical Retreat

Sarasota, FL, US
4 Bedrooms 8 Guests
Sep 23 - Oct 7
$222 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.

Heated Pool, Dock, Kayaks, on Lagoon, Turtle Beach 1-mile & Crescent Beach 2-miles, 1-bdr

Siesta Key, FL, US
1 Bedrooms 3 Guests
Aug 20 - 23
$297 night

The Siesta Key Bungalows offer a heated pool, courtyard & a dock on Heron Lagoon. A resort with something for everyone. The Mermaid Bungalow’s airy one bedroom space; has an open floor plan connecting a welcoming living room and full-kitchen. With a king-size bed, bathroom and a veranda, you’ll feel at home. The Mermaid is fully stocked with linens, care essentials, plus eating & cooking utensils. An additional single-roll-away-bed allows accommodations for three guests. We are happy to provide free high-speed WiFi internet, HD Television equipped with live sports & extensive channel options via DirecTV, also included are electric appliances so you will not miss a beat. You have your own private veranda, great for lounging. Take a few steps further and you can enjoy the private dock on Heron Lagoon. The resort’s private dock allows for lounging, fishing, or even launching one of our complementary kayaks! In addition to Heron Lagoon access, this resort has a shared, heated pool and outdoor space that is perfect to bask in the Florida sun! The pool is surrounded by an array of palm trees, Florida’s famous mangroves and tropical plants, providing a beautiful backsplash of greenery and partial shade. On the pool deck, you’ll find numerous sun-loungers and chairs to get your tan in, hang-out with friends and family, or just relax :) Adjacent to the pool deck, you can walk out on the shared patio with multiple BBQ-Grills and covered outdoor dining tables. This outdoor space is perfect for a pool gathering or a grill-out! Resort guests will have access to the heated pool, patio with sun loungers, the dock on Heron Lagoon, kayaks, the courtyard for outdoor eating and grilling, ONE free-parking space (one vehicle max), and a ’beach-load-out’ that includes beach towels, chairs, cooler, blanket, cart and an umbrella. The laundry facilities are free and shared with other guests. The Mermaid Bungalow’s veranda and the entire interior of your bungalow is exclusive to you! Our Guest Operations team has a combined 20+ years of customer service, operations, and management experience. Our guests are supported both locally in Siesta Key by a Guest Experience Manager, and virtually by your host. In addition to passionate operations professionals, the ownership group is engaged; highly involved in the decor, property improvement, and guest experience. It is not uncommon for our guests to unknowingly bump into or speak with the owners during their vacation :) Siesta Key Dreams always shows our exact location in our listings, so our guests know exactly how close they truly are to Heron Lagoon and the nearby beaches in Siesta Key. Unplug and explore your surroundings, such as Turtle Beach 1-mile south from this location, or Crescent Beach just 2.5 miles north. Sporty and less crowded, Turtle Beach offers picnic areas, a playground, volleyball court, and a plethora of sea shells to hunt for! Crescent Beach has the famous Point of Rocks, a hotspot for snorkeling and diving to view the tropical wildlife of Siesta Key. From cafes to fine dining in the area to the beautiful Siesta Key beaches, you will certainly find what you need. Did we mention that we provide all guests a complementary ‘beach-loud-out’ that includes beach towels, chairs, blanket, cart, cooler and an umbrella. You will receive ONE free parking spot on-site (one vehicle max), thus if you’re looking to soak up the sun and tour the island in your own vehicle, you always have an easy place to park when you come back. If you don’t want to drive, take advantage of the free Siesta Key Breeze Trolley which stops right outside our parking lot every 20 minutes from 8AM -10PM daily. Siesta Key Dreams is also happy to offer free baggage-drop off to make your travels easier. Included within your reservation are complimentary bathroom toiletries (shampoo, conditioner, soap), coffee & Keurig-pods, and your choice of either a bottle of sparkling wine or sparkling grape juice. To prep for the numerous beach trips, we provide you with towels, beach chairs, umbrella, blanket, cooler and a cart to transport your items easily! Traveling with your children? We offer complementary cribs, highchairs, toys, silverware, and baby-monitors available per request! After you book your reservation, you will receive a message that has more details about your stay, and a link to the ’boarding-pass’ which includes the house rules agreement, guest verification, and security deposit instructions, this allows us to provide a safe space and contactless check-in. Do you have a large party? Siesta Key Dreams offers 3-bungalow rentals or you can even rent the entire resort!

Heated Pool, Dock, Kayaks, on Lagoon, Turtle Beach 1-mile & Crescent Beach 2-miles, 1-bdr

Siesta Key, FL, US
1 Bedrooms 3 Guests
Aug 20 - 23
$338 night

The Siesta Key Bungalows offer a heated pool, courtyard and a dock on Heron Lagoon. This is a resort that has something for everyone. The Tortuga Bungalow features a bright and airy one bedroom space; with a kitchen, bathroom, and a private lanai overlooking Heron Lagoon. With a king-size bed you’ll feel at home. The Tortuga Bungalow is fully stocked with linens, care essentials, plus eating and cooking utensils. The sofa turns into a queen size bed, allowing for a max occupancy of three. We are happy to provide free high-speed WiFi internet & HDTV equipped with live sports & extensive channel options via complementary DirecTV, also included are electric appliances so you will not miss a beat. You have your own private deck, great for lounging or grilling. Take a few steps further and you can enjoy the private dock on Heron Lagoon. The resort’s private dock allows for lounging, fishing, or even launching one of our complementary kayaks! We are happy to provide free, high-speed internet, Wi-Fi, HD Television equipped with live sports & extensive channel options via complementary DirecTV Stream, also included are electric appliances so you will not miss a beat. The Tortuga Bungalow has it’s own private lanai with Lagoon views, great for lounging, grilling, and gathering. Take a few steps further and you can enjoy the dock on Heron Lagoon. The resort’s private dock allows for lounging, fishing, or even launching one of our complementary kayaks! In addition to Heron Lagoon access, this resort has a shared, heated pool and outdoor space that is perfect to bask in the Florida sun! The pool is surrounded by an array of palm trees, Florida’s famous mangroves and tropical plants, providing a beautiful backsplash of greenery and partial shade. On the pool deck, you’ll find numerous sun-loungers to get your tan in, hang-out with friends and family, or just relax :) Adjacent to the pool deck, you can walk out on the shared patio with multiple BBQ-Grills and covered outdoor dining tables. This outdoor space is perfect for a pool fun & grill-outs! Resort guests will have access to the heated pool, patio with sun loungers, the dock on Heron Lagoon, kayaks, the courtyard for outdoor eating and grilling, ONE-free-parking (one vehicle max), and a ’beach-load-out’ that includes beach towels, chairs, cooler, a beach blanket, cart and an umbrella. The laundry facilities are free and shared with other guests. The Tortuga Bungalow’s lanai, grill and the entire interior of your bungalow is exclusive to you! Our Guest Operations team has a combined 20+ years of customer service, operations, and management experience. Our guests are supported both locally in Siesta Key by a Guest Experience Manager, and virtually by your host. In addition to passionate operations professionals, the ownership group is engaged; highly involved in the decor, property improvement, and guest experience. It is not uncommon for our guests to unknowingly bump into or speak with the owners during their vacation :) Siesta Key Dreams always shows our exact location in our listings, so our guests know exactly how close they truly are to Heron Lagoon and the nearby beaches in Siesta Key. Unplug and explore your surroundings, such as Turtle Beach 1mile south from this location or Crescent Beach, just 2.5 miles north. Sporty and less crowded, Turtle Beach offers picnic areas, a playground, volleyball court, and a plethora of sea shells to hunt for! Crescent Beach has the famous Point of Rocks, a hotspot for snorkeling and diving to view the tropical wildlife of Siesta Key. From cafes to fine dining in the area to the beautiful Siesta Key beaches, you will certainly find what you need. Did we mention that we provide all guests a complementary ‘beach-loud-out’ that includes beach towels, chairs, blanket, cart, cooler and an umbrella. You will receive ONE free parking spot on-site, thus if you’re looking to soak up the sun and tour the island in your own vehicle, you always have an easy place to park when you come back. If you don’t want to drive, take advantage of the free Siesta Key Breeze Trolley which stops right outside our parking lot every 20 minutes from 8AM-10PM daily. Siesta Key Dreams is also happy to offer free baggage-drop off to make your travels easier. We also provide on-site golf-cart rental! Note: One parking space per unit, no additional parking. After you book your reservation, you will receive a message that has more details about your stay, and a link to the ’boarding-pass’ which includes the house rules agreement, guest verification, and security deposit instructions, this allows us to provide a safe space and contactless check-in. Do you have a large party? Siesta Key Dreams offers 3-bungalow rentals or you can even rent the entire resort!

Heated Pool, Dock, Kayaks, on Lagoon, Turtle Beach 1-mile & Crescent Beach 2-miles, 1-bdr

Siesta Key, FL, US
1 Bedrooms 3 Guests
Aug 20 - 23
$297 night

The Siesta Key Bungalows offer a heated pool, courtyard & a dock on Heron Lagoon. A resort with something for everyone. The Sunset Bungalow’s airy one bedroom space; has an open floor plan connecting a welcoming living room and full-kitchen. With a king-size bed, bathroom and a veranda, you’ll feel at home. The Sunset is fully stocked with linens, care essentials, plus eating & cooking utensils. An additional single-roll-away-bed allows accommodations for three guests. We are happy to provide free high-speed WiFi internet, HD Television equipped with live sports & extensive channel options via DirecTV, also included are electric appliances so you will not miss a beat. You have your own private veranda, great for lounging. Take a few steps further and you can enjoy the private dock on Heron Lagoon. The resort’s private dock allows for lounging, fishing, or even launching one of our complementary kayaks! In addition to Heron Lagoon access, this resort has a shared, heated pool and outdoor space that is perfect to bask in the Florida sun! The pool is surrounded by an array of palm trees, Florida’s famous mangroves and tropical plants, providing a beautiful backsplash of greenery and partial shade. On the pool deck, you’ll find numerous sun-loungers and chairs to get your tan in, hang-out with friends and family, or just relax :) Adjacent to the pool deck, you can walk out on the shared patio with multiple BBQ-Grills and covered outdoor dining tables. This outdoor space is perfect for a pool gathering or a grill-out! Resort guests will have access to the heated pool, patio with sun loungers, the dock on Heron Lagoon, kayaks, the courtyard for outdoor eating and grilling, ONE free-parking space (one vehicle max), and a ’beach-load-out’ that includes beach towels, chairs, cooler, blanket, cart and an umbrella. The laundry facilities are free and shared with other guests. The Sunset Bungalow’s veranda and the entire interior of your bungalow is exclusive to you! Our Guest Operations team has a combined 20+ years of customer service, operations, and management experience. Our guests are supported both locally in Siesta Key by a Guest Experience Manager, and virtually by your host. In addition to passionate operations professionals, the ownership group is engaged; highly involved in the decor, property improvement, and guest experience. It is not uncommon for our guests to unknowingly bump into or speak with the owners during their vacation :) Siesta Key Dreams always shows our exact location in our listings, so our guests know exactly how close they truly are to Heron Lagoon and the nearby beaches in Siesta Key. Unplug and explore your surroundings, such as Turtle Beach 1-mile south from this location, or Crescent Beach just 2.5 miles north. Sporty and less crowded, Turtle Beach offers picnic areas, a playground, volleyball court, and a plethora of sea shells to hunt for! Crescent Beach has the famous Point of Rocks, a hotspot for snorkeling and diving to view the tropical wildlife of Siesta Key. From cafes to fine dining in the area to the beautiful Siesta Key beaches, you will certainly find what you need. Did we mention that we provide all guests a complementary ‘beach-loud-out’ that includes beach towels, chairs, blanket, cart, cooler and an umbrella. You will receive ONE free parking spot on-site (one vehicle max), thus if you’re looking to soak up the sun and tour the island in your own vehicle, you always have an easy place to park when you come back. If you don’t want to drive, take advantage of the free Siesta Key Breeze Trolley which stops right outside our parking lot every 20 minutes from 8AM -10PM daily. Siesta Key Dreams is also happy to offer free baggage-drop off to make your travels easier. Included within your reservation are complimentary bathroom toiletries (shampoo, conditioner, soap), coffee & Keurig-pods, and your choice of either a bottle of sparkling wine or sparkling grape juice. To prep for the numerous beach trips, we provide you with towels, beach chairs, umbrella, blanket, cooler and a cart to transport your items easily! Traveling with your children? We offer complementary cribs, highchairs, toys, silverware, and baby-monitors available per request! After you book your reservation, you will receive a message that has more details about your stay, and a link to the ’boarding-pass’ which includes the house rules agreement, guest verification, and security deposit instructions, this allows us to provide a safe space and contactless check-in. Do you have a large party? Siesta Key Dreams offers 3-bungalow rentals or you can even rent the entire resort!

Casa Coquina - 1038U

Siesta Key, FL, US
4 Bedrooms 14 Guests
Aug 23 - 25
$721 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

Siesta Springs

Sarasota, FL, US
5 Bedrooms 14 Guests
Aug 22 - 25
$1,099 night

Vunique Vacations 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 was built for vacation! With balconies on all levels and a roof top deck that is 50 feet above the ground, there are views everywhere! The heated saltwater pool and spa area are an homage to Florida’s famous natural springs (without the alligators of course). The pool area has crystal clear water and has a rock waterfall with integrated water slide and a rock jumping platform and rope swing for those brave enough to literally slide, swing, or jump in! There is also a large sun shelf with bubblers, and lights. At the backside of the pool, you’ll find a turf area that extends the playing and lounging areas and includes putt-putt golf. Adjacent to the pool is the covered patio area that features 2 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), with 2 master bedrooms, and a bunk room that was outfitted to be a kids dream with a rock-climbing wall, smart TV and seating, and arcade and gaming consoles! There are 4 king beds and 2 custom full over full bunk beds in this home; and 5 full baths and 2 half baths. 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 in garage, 2 in driveway). The fenced pool and backyard area (pet friendly - fees and restrictions apply), including 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, poolside basketball hoop, 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, 2 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 14 people comfortably via a 8-person custom dining table, 6-person kitchen island bar top. Master bedroom 2 has double -Juliet balconies’ accessed from the bedroom and bath, a king bed, and an en suite bathroom with double faucet vanity 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 balcony access, a king bed, and an en suite bath with double faucet vanity and walk-in shower. Bedroom 5 has a rock-climbing wall built into the room that every child is going to love, a seating area with smart TV, arcade game table, and balcony access (with parental safety features), 2 full over full bunk beds, 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, 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, dry bar, seating, workspace, 2 smart TVs, dining/card table, Wall Scrabble, and Nintendo Switch gaming console in this room. The dry bar has a beverage refrigerator with ice maker and trash pull-out. It also has a half bath, and a balcony with 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=WNPfYYiwzlM The North and South village entertainment districts can be accessed easiest 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! Please note that this home is in close proximity to an ongoing construction project. Please inquire with the host for more information. 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 (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!

Heated Pool, Dock, Kayaks, on Lagoon, Turtle Beach 1-mile & Crescent Beach 2-miles, 1-bdr

Siesta Key, FL, US
1 Bedrooms 3 Guests
Aug 20 - 23
$339 night

The Siesta Key Bungalows offer a heated pool, courtyard and a dock on Heron Lagoon. This is a resort that has something for everyone. The Ringling Bungalow features a bright and airy one bedroom space; with a kitchen, bathroom, and a private deck overlooking Heron Lagoon. With a king-size bed you’ll feel at home. The Bungalow is fully stocked with linens, care essentials, plus eating and cooking utensils. The sofa turns into a queen size bed, allowing for a max occupancy of three. We are happy to provide free high-speed WiFi internet & HDTV equipped with live sports & extensive channel options via complementary DirecTV, also included are electric appliances so you will not miss a beat. You have your own private deck, great for lounging or grilling. Take a few steps further and you can enjoy the private dock on Heron Lagoon. The resort’s private dock allows for lounging, fishing, or even launching one of our complementary kayaks! In addition to Heron Lagoon access, this resort has a shared, heated pool and outdoor space that is perfect to bask in the Florida sun! The pool is surrounded by an array of palm trees, Florida’s famous mangroves and tropical plants, providing a beautiful backsplash of greenery and partial shade. On the pool deck, you’ll find numerous sun-loungers to get your tan in, hang-out with friends and family, or just relax :) Adjacent to the pool deck, you can walk out on the shared patio with multiple BBQ-Grills and covered outdoor dining tables. This outdoor space is perfect for a pool fun & grill-outs! Resort guests will have access to the heated pool, patio with sun loungers, the dock on Heron Lagoon, kayaks, the courtyard for outdoor eating and grilling, ONE-free-parking (one vehicle max), and a ’beach-load-out’ that includes beach towels, chairs, cooler, a beach blanket, cart and an umbrella. The laundry facilities are free and shared with other guests. The Ringling Bungalow’s deck overlooking Heron Lagoon and the entire interior of your bungalow is exclusive to you! Our Guest Operations team has a combined 20+ years of customer service, operations, and management experience. Our guests are supported both locally in Siesta Key by a Guest Experience Manager, and virtually by your host. In addition to passionate operations professionals, the ownership group is engaged; highly involved in the decor, property improvement, and guest experience. It is not uncommon for our guests to unknowingly bump into or speak with the owners during their vacation :) Siesta Key Dreams always shows our exact location in our listings, so our guests know exactly how close they truly are to Heron Lagoon and the nearby beaches in Siesta Key. Unplug and explore your surroundings, such as Turtle Beach 1mile south from this location or Crescent Beach, just 2.5 miles north. Sporty and less crowded, Turtle Beach offers picnic areas, a playground, volleyball court, and a plethora of sea shells to hunt for! Crescent Beach has the famous Point of Rocks, a hotspot for snorkeling and diving to view the tropical wildlife of Siesta Key. From cafes to fine dining in the area to the beautiful Siesta Key beaches, you will certainly find what you need. Did we mention that we provide all guests a complementary ‘beach-loud-out’ that includes beach towels, chairs, blanket, cart, cooler and an umbrella. You will receive ONE free parking spot on-site, thus if you’re looking to soak up the sun and tour the island in your own vehicle, you always have an easy place to park when you come back. If you don’t want to drive, take advantage of the free Siesta Key Breeze Trolley which stops right outside our parking lot every 20 minutes from 8AM-10PM daily. Siesta Key Dreams is also happy to offer free baggage-drop off to make your travels easier. We also provide on-site golf-cart rental! Note: One parking space per unit, no additional parking. After you book your reservation, you will receive a message that has more details about your stay, and a link to the ’boarding-pass’ which includes the house rules agreement, guest verification, and security deposit instructions, this allows us to provide a safe space and contactless check-in. Do you have a large party? Siesta Key Dreams offers 3-bungalow rentals or you can even rent the entire resort!

Heated Pool, Dock, Kayaks, on Lagoon, Turtle Beach 1-mile & Crescent Beach 2-miles, 1-bdr

Siesta Key, FL, US
1 Bedrooms 3 Guests
Aug 20 - 23
$288 night

The Siesta Key Bungalows offer a heated pool, courtyard, sun loungers, gas-grills, laundry facilities, & kayaks hitched to the private dock on Heron Lagoon. Truly a resort with something for everyone! The Hibiscus Bungalow’s one bedroom space; has welcoming living room, full-kitchen, and a front veranda. A king bed, two HDTVs and a full bathroom will further enhance your overall experience. The Hibiscus is fully stocked with linens, care essentials, plus eating & cooking utensils. An additional queen size bed pulls out from the sofa in the living room, allowing for a max unit capacity of three. The Hibiscus sits at the end of the building, thus sharing only one wall, and it’s living rooms looks out to the courtyard. We are happy to provide free high-speed WiFi internet & DirecTV Stream with live sports, movie channels, and extensive channel options. Also, included is a drip coffee maker, Keurig machine, ice maker, and a toaster. Take a few steps from your private front door and you can enjoy the resort’s exclusive dock on Heron Lagoon. The resort’s dock allows for lounging, fishing, or even launching one of our complementary kayaks! In addition to Heron Lagoon access, this resort has a shared, heated pool and outdoor space that is perfect to bask in the Florida sun! The pool is surrounded by an array of palm trees, Florida’s famous mangroves and tropical plants, providing a beautiful backsplash of greenery and partial shade. On the pool deck, you’ll find numerous sun-loungers to get your tan in, hang-out with friends and family, or just relax :) Adjacent to the pool deck, you can walk out on the shared patio with multiple BBQ-Grills and covered outdoor dining tables. This outdoor space is perfect for a pool gathering & grill-out! Resort guests will have access to the heated pool, patio with sun-loungers, the dock on Heron Lagoon, kayaks, the courtyard for outdoor eating and grilling, and ONE free-parking space (1 vehicle max). We also provide beach gear which includes: beach towels, chairs, cooler, blanket, cart and an umbrella. The laundry facilities are free and shared with other guests. The Hibiscus Bungalow’s veranda and the entire interior of your bungalow is exclusive to you! Our Guest Operations team has a combined 20+ years of customer service, operations, and management experience. Our guests are supported both locally in Siesta Key by a Guest Experience Manager, and virtually by your host. In addition to passionate operations professionals, the ownership group is engaged; highly involved in the decor, property improvement, and guest experience. It is not uncommon for our guests to unknowingly bump into or speak with the owners during their vacation :) Siesta Key Dreams always shows our exact location in our listings, so our guests know exactly how close they truly are to Heron Lagoon and the nearby beaches in Siesta Key. Unplug and explore your surroundings, such as Turtle Beach, one mile south from this location or Crescent Beach, just 2.5 miles north. Sporty and less crowded, Turtle Beach offers picnic areas, a playground, volleyball court, and a plethora of sea shells to hunt for! Crescent Beach has the famous Point of Rocks, a hotspot for snorkeling and diving to view the tropical wildlife of Siesta Key. From cafes to fine dining in the area to the beautiful Siesta Key beaches, you will certainly find what you need. Did we mention that we provide all guests a complementary ‘beach gear that includes beach towels, chairs, blanket, cart, cooler and an umbrella. You will receive ONE free parking spot on-site (one vehicle max), thus if you’re looking to soak up the sun and tour the island in your own vehicle, you always have an easy place to park when you come back. If you don’t want to drive, take advantage of the free Siesta Key Breeze Trolley which stops right outside our parking lot every 20 minutes from 8AM - 10PM daily. Siesta Key Dreams is also happy to offer free baggage-drop off to make your travels easier. Included with your reservation are complimentary bathroom toiletries (shampoo, conditioner, soap), coffee & Keurig-pods, and your choice of either a bottle of sparkling wine or sparkling grape juice. To prep for the numerous beach trips, we provide you with towels, beach chairs, umbrella, blanket, cooler and a cart to transport your items easily! Traveling with your children? We offer complementary cribs, highchairs, toys, silverware, and baby-monitors available per request! After you book your reservation, you will receive a message that has more details about your stay, and a link to the ’boarding-pass’ which includes the house rules agreement, guest verification, and security deposit or damage waiver instructions, this allows us to provide a safe space and contactless check-in. Do you have a large party? Siesta Key Dreams offers 3-bungalow rentals or you rent the entire resort!

Mova Poolside Escape

Sarasota, FL, US
2 Bedrooms 4 Guests
Aug 20 - Sep 3
$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.

The Midnight Turtle

Siesta Key, FL, US
3 Bedrooms 8 Guests
Aug 20 - Sep 19
$266 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 Siesta Key Luxury Rental Properties. 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 Siesta Key Luxury Rental Properties 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 Siesta Key Luxury Rental Properties 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.

Siesta Sun Oasis - 5545

Sarasota, FL, US
5 Bedrooms 10 Guests
Aug 28 - Sep 4
$815 night

☀️ Siesta Sun Oasis | Private Pool, Walk to Siesta Key Beach, Game Room & Large Backyard Court 💖 Why You’ll Love This Home Siesta Sun Oasis offers a spacious island retreat designed for gathering, relaxing, and enjoying time outdoors. With five bedrooms and a large backyard built for recreation, this home makes it easy to balance beach days with time spent at home. A complimentary 6-passenger golf cart is included with bookings through November 1st and ready upon arrival, courtesy of Robin Hood Rentals, making it easy to explore Siesta Key’s beaches, shops, and restaurants. The private pool and oversized concrete court create a setting where everyone can find their favorite way to unwind, from poolside lounging to friendly games of pickleball or soccer. Inside, the home blends comfort and functionality with generous living spaces and a well-equipped kitchen featuring LG appliances, a wine cooler, and a combination microwave, air fryer, and oven for easy meals and entertaining. Siesta Sun Oasis provides the space to enjoy every part of your stay. 👨‍👩‍👧 Perfect For Families, multi-generational groups, or friends looking for a spacious Siesta Key stay with outdoor activities, poolside relaxation, and room for everyone to spread out. 🎞️ Imagine This Start the day outside as the morning sun fills the backyard. Plan the day around a quick trip to Siesta Key Beach before returning home to cool off in the private pool. In the afternoon, challenge friends to a game on the backyard court, perfect for pickleball, soccer, or casual outdoor play while others relax by the pool or gather inside around the pool table. As evening settles in, the backyard becomes the heart of the home. Start up the grill, share stories from the day, and enjoy the warm island air before retreating indoors to comfortable bedrooms across the home. 🛌 Where You’ll Sleep • Bedroom 1: King Bed, Ensuite Bath, TV • Bedroom 2: King Bed, TV • Bedroom 3: Queen Bed, TV • Bedroom 4: Queen Bed, Ensuite Jack and Jill Bath, TV • Bedroom 5: Queen Bed, Ensuite Jack and Jill Bath, TV • Office: Sleeper Sofa (Connected to the Primary Suite) 📍 Explore the Area • 0.5 Miles to Siesta Key Beach – Powdery White Sand and Gulf Swimming • 1.5 Miles to Siesta Key Village – Restaurants, Coffee Shops, and Island Boutiques • 1.6 Miles to Crescent Beach – A Scenic Stretch of Shoreline with Calm Waters • 6.0 Miles to Downtown Sarasota – Bayfront Parks, Arts, and Dining • 9.2 Miles to St. Armands Circle – Upscale Shopping and Restaurants ⌛ Book Today: 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 are provided for your first couple of nights. Free high-speed WiFi is included. We happily welcome one small dog (up to 25 lbs) with a $250 pet fee—breed guidelines apply to ensure a safe and comfortable stay for everyone. Please reach out prior to booking so we can help make your pup’s stay just as wonderful as yours.

Vacation Rentals in Venice by Amenities & Features

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Vacation Rentals Near Venice

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