Large group vacation rentals in Fruitville, FL

Explore 53 large group vacation rentals, homes, and villas in Fruitville, FL for your next getaway or business trip. With space for everyone, enjoy the comfort and privacy of a home designed for gathering, alongside premium amenities such as Air Condition Homes, Homes with Free Parking and Pet-Friendly Homes. Throughout your stay, spend time together, share meals, and relax in spacious living areas that make group travel feel cohesive. With options starting as low as $76 per night and homes offering up to 6 bedrooms and 4 bathrooms, it's easy to book a stay that fits your group. And with 24/7 local support and high-speed Wi-Fi, everyone stays connected and protected. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, making each trip more rewarding than the last. Book your next group getaway with Homes & Villas by Marriott.

53 Great for Groups in Fruitville

Adorable Dog-Friendly pool home close to the beaches, Downtown Sarasota, restaurants and shops.

Sarasota, Florida, US
3 Bedrooms 6 Guests
Aug 26 - 29
$357 night

Welcome to Fanta Sea, your charming Sarasota retreat, where coastal comfort meets modern style. This inviting 3-bedroom, 2-bathroom vacation rental is perfect for families or groups seeking a serene getaway with a blend of indoor and outdoor living. Nestled in a quiet and desirable neighborhood, Fanta Sea is ideally located near the Legacy Trail, the world-renowned Siesta Key and Lido Key beaches, Downtown Sarasota, and a variety of local shops, and top rated restaurants. As you arrive, you’ll appreciate the convenience of a two-car garage, providing ample space for your vehicles and beach gear. The home’s coastal vibe, with soothing hues of white, blue, and gray, instantly welcomes you into a relaxed Florida lifestyle. Every detail has been thoughtfully designed to create a comfortable and stylish retreat. The heart of the home is the large, open kitchen, where you’ll find new stainless-steel appliances and beautiful quartz countertops. Whether you’re whipping up a quick breakfast or preparing a full dinner, this kitchen is fully equipped to meet all your needs. The adjacent dining area offers picturesque views of the sparkling pool and lush backyard, making every meal feel like a special occasion. Large windows and an open floor plan allow natural light to flood the living spaces, creating a bright and airy atmosphere. The home comfortably accommodates up to six guests and one furry friend across three spacious bedrooms, each with its own SMART TV for streaming your favorite shows. The primary suite is a true sanctuary, featuring a king-size bed, luxurious linens, and an ensuite bathroom. The ensuite is highlighted by a large glass walk-in shower and a sleek, modern design that provides a spa-like experience. Wake up refreshed and step right outside to enjoy the peaceful morning sun by the pool. The two guest bedrooms are equally charming, with one offering a cozy queen bed and the other furnished with two twin beds—perfect for children or friends. Both rooms share access to a well-appointed guest bathroom with a bathtub/shower combo and stocked with plush towels and quality toiletries for your convenience. One of the standout features of Fanta Sea is its seamless connection between indoor and outdoor living. Step into the enclosed sunroom, a perfect spot to enjoy a morning coffee or evening cocktail. The sunroom leads to the backyard oasis, where you’ll find everything you need for relaxing days in the Florida sunshine. Take a refreshing dip in the pool, lounge on one of the sun chairs, or enjoy al fresco dining at the second outdoor dining table with an umbrella for shade. There’s also a dining set in the sunroom for more intimate meals, rain or shine. The fenced backyard offers privacy and tranquility, making it a great space for families with children or those looking to simply unwind in their own personal paradise. After a day at the nearby beaches or exploring the local attractions, the outdoor space is perfect for unwinding. Whether you’re soaking up the sun or enjoying a casual evening meal, the backyard is designed for relaxation. Beyond the home itself, Fanta Sea is ideally situated to make the most of Sarasota’s many attractions. Just a short drive away, you can access the pristine sands of Siesta Key Beach, consistently ranked as one of the best beaches in the world. For those who enjoy outdoor activities, the nearby Legacy Trail offers miles of scenic walking and biking paths. Downtown Sarasota is also within easy reach, where you can explore an array of shops, restaurants, and cultural attractions, including art galleries, theaters, farmer’s markets, live music and nightlife. At Fanta Sea, you’ll find a harmonious blend of comfort, style, and convenience, creating the perfect backdrop for your Sarasota vacation. Whether you’re spending your days by the pool, exploring the beaches, or enjoying the vibrant downtown, this home promises an unforgettable stay. Other Things to Note: ---------------------------------------- Pet Fee: This is a pet friendly home and allows 1 dog. Please include your pet in your booking so we can make the appropriate arrangements for the departure cleaning. A $125 pet fee is required to help remove pet hair and dander from any furnishings and floors for our future guests. Dogs are not allowed in the pool at any time as the filtration system is not designed for filtering pet hair. Thank you for your understanding, and we look forward to hosting you and your pup! Pool Heater: We recommend only heating the pool in the months of October through May, as the pool during summer months should not need heating. If you’d like the pool heated during your stay, please let us know 48 hours or more before your arrival so we can have it ready for you. A $12 daily heating fee applies to help cover energy costs. Please note, if you request heating after check-in, a $50 service fee will be added for our team to come out and activate the heater. Dogs are not allowed in the pool at any time as the filtration system is not designed for filtering pet hair. Thank you for your understanding—we want to ensure you enjoy a comfortable and relaxing swim! ---------------------------------------- Welcome to Sarasota! Considered one of the top places to visit in Florida, Sarasota is home to white sandy beaches, crystal clear waters from the Gulf of Mexico and a diverse community full of enriching arts and culture. The Sarasota beaches are comprised of six islands, each with their own unique personality, natural beauty, and fun adventures. Longboat Key is the northernmost key with 12 miles of sandy shores and a place sea turtles come to nest. Lido Key has three beaches and home to the famed St. Armand’s Circle. Siesta Key has two main bridges and is regarded as the #1 beach in the world. Caspersen Beach in Venice is dog-friendly and the perfect place for shark tooth hunters. Manasota Key is the nature lovers dream with walking trails from Gulf to bay. And finally, Casey Key has an 18-acre park, picnic areas and concession stand, perfect for a fun day trip. After a day enjoying one of the many beaches, explore another side of Sarasota- the arts, restaurants, and nightlife. Known as Florida’s Cultural Coast, Sarasota County has an array of museums, galleries and performing art venues. For the foodie in all of us, enjoy several award-winning restaurants with views of the Gulf, skyline and more. From fine dining to small seafood joints and numerous food festivals, there is an abundance of choices.

Dog-Friendly, Private Pool at Bobby Jones Golf Club

Sarasota, Florida, US
3 Bedrooms 6 Guests
Aug 26 - 31
$320 night

Bobby Jones Golf Club! This dog-friendly 3-bedroom, 2-bathroom pool home is perfect for golf lovers, nature enthusiasts, and anyone seeking a refreshing getaway in a private, welcoming setting. Recently updated with chic coastal decor, this home features an airy open floor plan with elegant wood plank flooring, light-filled interiors, and sophisticated yet cozy furnishings, giving it a blend of Florida charm and upscale comfort. Upon entering, you’re greeted by a spacious living room designed for both relaxation and fun. The large sectional sofa invites you to unwind and enjoy movie nights on the big SMART TV. Sliding glass doors across the back of the home not only allow natural light to flow through but also provide a seamless transition to the stunning backyard oasis, complete with a private pool, lush landscaping, and ample seating. Here, you’ll find sun loungers, chairs, and end tables, creating the perfect setup for soaking up the Florida sun or relaxing with a good book. The gourmet kitchen is a highlight of the home, equipped with gleaming granite countertops, a large island for meal prep or casual dining, and top-of-the-line white appliances, including a gas cooktop. This fully stocked kitchen makes it easy to whip up anything from a quick snack to a family feast. Adjacent to the kitchen, the high-top dining area offers four chairs and an easy-going vibe perfect for casual breakfasts, while a more formal dining area provides additional seating for special meals and gatherings. A small desk and chair with a pool view make it convenient for guests who need to catch up on work or plan the day’s activities. The primary bedroom is a true retreat, offering a plush king-sized bed, a SMART TV, and private access to the pool area, where early risers can slip out for a sunrise swim. The ensuite bathroom has a double vanity, a separate walk-in shower, and a jetted tub, providing a spa-like experience to start or end your day in luxury. Both guest bedrooms are equally inviting, each furnished with comfortable queen beds, SMART TVs, and plenty of closet space. The guest bathroom features a spacious walk-in shower and is conveniently located for easy access from both the living area and the guest bedrooms. Outdoors, the private, fenced backyard offers a serene oasis for relaxation and entertainment. Grill up your favorite meals on the table top grill ( the built-in grill is locked and would require an additional cost to use), or simply lounge by the pool, soaking in Sarasota’s sunny weather. Whether you’re dining alfresco or enjoying drinks under the stars, this space is designed for memorable gatherings with family or friends. One of the biggest perks of this location is its proximity to the iconic Bobby Jones Golf Club. This renowned course is just steps away, offering 18 holes of Championship golf against a scenic backdrop. In addition to golf, the area boasts a beautiful nature park with cycling trails, walking paths, and more for those who enjoy the outdoors. Downtown Sarasota’s shopping, dining, and cultural attractions are also just a short drive away, making this an ideal spot for anyone wanting to explore the best of Sarasota’s beaches, arts scene, and coastal attractions. This vacation rental combines the best of Florida living—comfortable, stylish interiors, a gorgeous outdoor space, and access to world-class golf and outdoor activities. Whether you’re here for a week or a month, this Sarasota retreat is sure to become your favorite escape! Please Note --------------- This is a pet friendly home and allows 1 dog up to 40lbs max or 2 small dogs considered. Please include your pet in your booking so we can make the appropriate departure cleaning arrangements. A $125 pet fee, per pet is required to help with the departure cleaning to remove pet hair and dander from any furnishings and floors for our future guests. Dogs are not allowed in the pool at any time as the filtration system is not designed for filtering pet hair. Thank you for your understanding, and we look forward to hosting you and your pup! About the Bobby Jone’s Golf Club Bobby Jones Golf Club and Nature Park in Sarasota is a local gem that blends challenging golf and serene nature experiences in one picturesque destination. Named after legendary golfer Bobby Jones, this historic club offers 45 holes across three distinctive courses, providing options for golfers of all skill levels. The American and British courses are designed to test and inspire players, with fairways lined by tall trees, scenic water hazards, and natural landscaping that celebrates the Florida environment. Beyond golf, Bobby Jones Golf Club is home to a tranquil Nature Park, offering visitors a chance to enjoy Sarasota’s native flora and fauna. Walking trails wind through lush wetlands and forested areas, providing peaceful spaces to observe local wildlife and migratory birds. The park also features interpretive signage to educate visitors on the area’s ecology and conservation efforts, making it a great spot for nature enthusiasts. Whether you’re a seasoned golfer or someone who simply enjoys nature, Bobby Jones Golf Club and Nature Park offers a relaxing escape just minutes from downtown Sarasota. This unique blend of sport and serenity makes it a beloved destination for both locals and visitors, inviting all to experience the beauty of Florida’s Gulf Coast. City of Sarasota: VR24-00224

Updated Centrally Located Pool Home 15 Minutes to Siesta Key Beach. Close to Golfing, Nature Parks, UTC Mall and Other Attractions

Sarasota, FL, US
3 Bedrooms 6 Guests
Aug 26 - 31
$286 night

Welcome to Mauna Loa Hideaway in gorgeous Sarasota, Florida! This stunning 3-bedroom, 3-bathroom home with private backyard and screened-in pool has been beautifully updated and is the perfect getaway for families or groups of friends looking for a comfortable and convenient home from which to explore this amazing gulf side city. Just a short drive to Siesta Key Beach, Lido Key Beach, Sarasota Jungle Gardens, Myakka State Park, University Town Center (UTC) Mall, local golf courses and other great Sarasota attractions and amenities! - Private screened-in heated pool and patio area - Quiet Sarasota neighborhood - Outdoor seating and dining areas - Outdoor grill area for family cookouts - Beautifully updated interior - Fully equipped kitchen - Spacious primary suite with king bed and ensuite bathroom - Family-friendly layout with bunk room and trundle bed - Dedicated office/workspace for remote work - Washer and dryer - Perfect for families, groups, beach trips, golf getaways, and long stays - Convenient location close to top beaches, parks, shopping, dining, and attractions As soon as you step inside, you’ll be greeted by a beautifully decorated interior that features high-end furnishings and all the modern amenities you need for a comfortable stay. The spacious living room is the perfect place to relax and unwind after a day at the beach, featuring a large white sectional sofa, a SMART TV, and a cozy fireplace that’s perfect for cooler nights. The dining room features a cute dinette that’s perfect for enjoying meals with your loved ones, while the fully equipped kitchen boasts granite countertops, wood cabinetry, and stainless-steel appliances. Whether you’re a seasoned chef or just looking to whip up some quick and easy meals, you’ll love cooking and entertaining in this beautiful space. The primary bedroom is a true oasis of comfort and luxury, featuring a king-size bed, an ensuite bathroom with a large walk-in shower, and a spacious walk-in closet that’s perfect for storing your clothes and belongings. The second bedroom features a full-size bed, nightstands, and plenty of closet space, while the third bedroom is perfect for kids, featuring a bunk bed with a trundle and an office space that’s perfect for getting work done on the go. There is also an ensuite bathroom with a walk-in shower. The 3rd bathroom offers a tub and shower to make bathing the kids after the beach a breeze.  But the real highlight of this stunning vacation home is the private screened-in heated pool area. Surrounded by lush landscaping and featuring plenty of comfortable loungers and outdoor table, this is the perfect spot to relax and soak up the Florida sunshine. Take a dip in the sparkling pool, enjoy a cold drink and some good conversation, or simply kick back and enjoy the peace and tranquility of your own private oasis. When you’re ready to venture out and explore, you’ll find that this rental house is conveniently located just a 15-minute drive to the famous Siesta Key beach.  Some of Sarasota’s best parks, and attractions are just a short drive away, and there are plenty of other beautiful beaches within easy reach. You’ll also find plenty of great restaurants, bars, and shops nearby, as well as attractions like the Ringling Museum of Art and the Marie Selby Botanical Gardens. Additional amenities in this beautiful vacation home include a washer and dryer, so you can pack light and stay fresh throughout your stay. Whether you’re looking for a relaxing getaway or an action-packed adventure, this stunning vacation home in Sarasota, Florida is the perfect choice for your next getaway. Book your stay today and start counting down the days until you can enjoy all the sun, sand, and fun that this amazing city has to offer! Top Beaches ---------------------------- - Siesta Key Beach – Approx. 15 minutes with world-famous white quartz sand crystal-clear Gulf waters, beach volleyball, sunsets, restaurants, and nightlife - Lido Beach – Approx. 15 minutes with relaxing beach atmosphere close to shopping and dining at St. Armands Circle - South Lido Park – Approx. 18 minutes with nature trails, kayaking, picnic areas, and quieter beach access - Longboat Key Beach – Approx. 20 minutes with peaceful Gulf beaches and scenic coastal views - Turtle Beach – Approx. 20 minutes, great for kayaking, shelling, and boating Top Attractions Within 10–15 Minutes ---------------------------- - Sarasota Jungle Gardens: Family-friendly attraction with flamingos, tropical gardens, and wildlife - The John and Mable Ringling Museum of Art: Sarasota’s iconic museum and historic estate - Marie Selby Botanical Gardens: Stunning waterfront botanical gardens and butterfly displays - St. Armands Circle: Upscale shopping, dining, cafes, and nightlife - University Town Center (UTC) Mall: Luxury shopping, restaurants, and entertainment - Nathan Benderson Park: Walking trails, rowing events, kayaking, and outdoor recreation - Myakka River State Park: Hiking, wildlife viewing, airboat tours, and Old Florida scenery - Mote Marine Laboratory & Aquarium: Marine exhibits, sharks, sea turtles, and family activities - Bayfront Park: Waterfront views, marina, playground, and sunset walks Nearby Golf Courses ---------------------------- The Meadows Country Club Bobby Jones Golf Club University Park Country Club Closest Airports ---------------------------- Sarasota-Bradenton International Airport – Approx. 15 minutes St. Pete–Clearwater International Airport – Approx. 1 hour Tampa International Airport – Approx. 1 hour 15 minutes Please Note --------------------- Pool Heater: We recommend only heating the pool in the months of October through May, as the pool during summer months should not need heating. If you’d like the pool heated during your stay, please let us know 48 hours or more before your arrival so we can have it ready for you. A $12 daily heating fee applies to help cover energy costs. Please note, if you request heating after check-in, a $50 service fee will be added for our team to come out and activate the heater. Thank you for your understanding—we want to ensure you enjoy a comfortable and relaxing swim! Welcome to Sarasota! ---------------------------- Considered one of the top places to visit in Florida, Sarasota is home to white sandy beaches, crystal clear waters from the Gulf and a diverse community full of enriching arts and culture. The Sarasota beaches are comprised of six islands, each with their own unique personality, natural beauty, and fun adventures. Longboat Key is the northernmost key with 12 miles of sandy shores and a place sea turtles come to nest. Lido Key has three beaches and home to the famed St. Armand’s Circle. Siesta Key has two main bridges and is regarded as the #1 beach in the world. Caspersen Beach in Venice is dog-friendly and the perfect place for shark tooth hunters. Manasota Key is the nature lovers dream with walking trails from Gulf to bay. And finally, Casey Key has an 18-acre park, picnic areas and concession stand, perfect for a fun day trip. After a day enjoying one of the many beaches, explore another side of Sarasota- the arts, restaurants, and nightlife. Known as Florida’s Cultural Coast, Sarasota County has an array of museums, galleries and performing art venues. For the foodie in all of us, enjoy several award-winning restaurants with views of the Gulf, skyline and more. From fine dining to small seafood joints and numerous food festivals, there is an abundance of choices.

Near Downtown + Ocean: Sarasota Getaway

Sarasota, FL, US
3 Bedrooms 8 Guests
Aug 31 - Sep 7
$120 night

Smart Appliances | Vintage Bar Cart w/ Bartender Kit | Walk to Arlington Park & Aquatic Complex Full of colorful accents, smart devices, and antique stylings, this 3-bedroom, 2-bath home is the Gulf Coast getaway you’ve been waiting for. Situated on a fenced treeline lot, this Sarasota vacation rental is stocked with entertainment and close to all of Circus City’s highlights. When you're ready to venture, grab the beach gear for a day in the sand at Lido Key Beach or Siesta Key Beach! -- THE PROPERTY -- 25-VR-00090 SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 1 full bed - Bedroom 3: 2 twin bunk beds - Living Room: 1 twin sleeper sofa - Additional Sleeping: portable crib OUTDOOR LIVING - Deck, private yard  - Weber charcoal grill - Adirondack chairs - Beach chairs & towels - Paddleboard, tent, beach gear INDOOR LIVING - 1,080 sq ft - Smart TV, frame TV, streaming - Smart laptop-friendly desk - Rainwater showerheads, en-suite bathroom KITCHEN - Stove/oven, Smart refrigerator, microwave, dishwasher - Drip & Keurig coffee makers, blender, Crockpot - Professional cookware, dishware & flatware, spices - Paper towels, trash bags - Ice maker, water filter - Dining table w/ chairs GENERAL - Free WiFi - Keyless entry - Central heating & A/C, ceiling fans - Linens & towels, washer & dryer, iron & board - Complimentary toiletries, hair dryers, hangers FAQ - 1 external security camera (facing out) ACCESSIBILITY - Single-story home - Exterior stairs required for entry PARKING - Covered parking (2 vehicles) - Gravel driveway (1 vehicle) -- THE LOCATION -- - Easy access to beaches - 2 miles to Downtown - 4 miles to Sarasota Pier - 6 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 - 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 exterior stairs for entry - Your safety matters. This property features 1 exterior security camera located on the front of the house, facing the front door. The camera is outward facing and does not look into any interior spaces. The camera actively records video and sound Licence number: DWE6806055;VR25-00090

Vitamin Sea

Sarasota, FL, US
4 Bedrooms 8 Guests
Aug 26 - Sep 2
$182 night

What Guests Love- Private Pool – Optional heat (Nov–Apr) for $35/day + tax; must be scheduled before arrival Screened Lanai – Outdoor seating, ambient lighting, and poolside lounging Propane Grill – Perfect for outdoor cooking Beach Gear – 2 chairs, umbrella, cooler Garage & Parking – One-car garage with automatic opener + driveway parking Fully Stocked Kitchen – Modern appliances, granite countertops, bar seating, plus separate dining area for 6 Spacious Living Room – 2 large sofas, flat-screen TV, and lanai access 1 set of towels (1 bath, 1 hand, and 1 washcloth) are provided per person for the max number of people the home sleeps Laundry Room – Full-size washer/dryer Guest House – Private kitchenette, bathroom, and living area Tech & Comfort – Wi-Fi, Streaming TV, central A/C Pet Friendly – One small, well-behaved dog considered ($200 pet fee + tax, approval required). No cats. No Smoking inside the home Location Highlights 8 minutes → Gillespie Park (dog park, pickleball, tennis, trails, fitness equipment) 6 minutes → Payne Park (dog park, skate park, disc golf, playgrounds, cafe) 5 miles → Lido Beach 7 miles → Siesta Key Beach 20 minutes → Sarasota/Bradenton Airport Close to downtown Sarasota for dining, shopping, and nightlife Welcome to your private Sarasota retreat, featuring a sparkling pool (heat optional), screened lanai, and a detached guest house for ultimate comfort and privacy. The main house offers an open-concept floor plan with a modern kitchen, dining space, and two spacious living rooms with that opens to the lanai. Three bedrooms include a master suite with en-suite bath and two guest rooms with convenient access to a shared bathroom. The guest house by the pool is a perfect setup for extended family, friends, teens, or a nanny. It features a king bed, TV, sofa, kitchenette, washer/dryer, full bath, and a cozy private patio. Whether you’re unwinding by the pool, grilling outdoors, or heading out to enjoy Sarasota’s white-sand beaches, lively downtown, or family-friendly parks, this home is the perfect place to make lasting memories! 4 BR / 3 BA / Sleeps 8 Sarasota FL 34237 Vacation Rental License # 25-VR-000004 Minimum stay duration of 7 days/nights Sleeping Arrangements Master Bedroom – Queen bed with en-suite bathroom Guest Bedroom 1 – Queen bed with en-suite bathroom Guest Bedroom 2 – King bed, shares hallway bath with tub/shower combo Guest Bedroom 3 (Detached Guest House, 320 sq ft) – King bed, King sofa, TV, beverage fridge, table with 2 chairs, washer/dryer, full bathroom, and small private patio/courtyard by the pool Note: Main house also offers a Full-size Sofa Bed Professionally cleaned and sanitized per CDC guidelines between each stay. Extended stays (60+ days) require a mid-stay professional clean (fee applies). License: 425-VR-000004

6 Mi to Siesta Beach! Extended Getaway w/ Pool

Sarasota, FL, US
3 Bedrooms 8 Guests
Aug 26 - Sep 25
$253 night

4 Mi to Downtown Sarasota | Bring Your Pups | Garage Parking | Lounge Seating | BBQ Grill Embrace the laid-back Florida lifestyle at this Sarasota vacation rental, offering a prime location and essentials for a slower, sunnier daily rhythm! Start your day with a refreshing pool dip, then hit the waves at Siesta Key Beach or shop around at St. Armands Circle. When it’s time to unwind, cook a comforting meal in your own space or enjoy a nightcap out on the patio. Secure your extended escape! -- THE PROPERTY -- OUTDOOR LIVING - Private pool (unheated) - Adirondack chairs, lounge chairs w/ umbrella - Grill (propane provided) INDOOR LIVING - Open-concept layout, modern furnishings - Dedicated workspace - 4 Smart TVs - 6-person dining area - Washer & dryer KITCHEN - Microwave, refrigerator, stove/oven, dishwasher - Stainless steel appliances, granite countertops - Cooking basics, dishware & flatware - Keurig coffee maker (coffee provided) - Air fryer ACCESSIBILITY - Single-story home, 2 small steps to enter PARKING - Garage (2 vehicles) - Driveway (2 vehicles) - No street parking -- THE LOCATION -- - Residential neighborhood near golf, dining & everyday essentials - 2 miles to Westfield Siesta Key area: movie theater, restaurants, grocery stores - 4 miles to Marie Selby Botanical Gardens - Under 5 miles to Bayfront Park - 7 miles to St. Armands Circle - 9 miles to The John & Mable Ringling Museum of Art -- 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/ $450 fee (+ fees & taxes, dogs only, 2 pets max) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - Please observe quiet hours from 10:00 PM to 8:00 AM ADDITIONAL INFORMATION - Single-story home, 2 small steps to enter - Long-term renter on-site (separate unit, mother-in-law suite) SECURITY CAMERA INFORMATION - 1 exterior device - Location: doorbell - Coverage: front entrance

Sea La Vie Villa with Tropical Views

Sarasota, FL, US
3 Bedrooms 6 Guests
Aug 26 - Oct 10
$176 night

Welcome to your Sarasota getaway! Nestled in the heart of the vibrant Village Brooke community, this beautifully remodeled 3-bedroom, 2-bath condo is perfect for extended stays, offering modern comforts and unbeatable amenities. Whether you’re here to relax by the pool, explore Sarasota’s world-class attractions, or simply escape to a home away from home, this is your ideal retreat. LOCATION HIGHLIGHTS: - Village Brooke community in central Sarasota - Minutes to Siesta Key Beach, shopping, dining & golf - Less than 1 mile to Publix & Starbucks - Easy access to local attractions, boating, and outdoor recreation PROPERTY FEATURES: - 3 bedroom/ 2 bathroom 2nd floor condo (1144 sq ft) - Fully remodeled condo, modern finishes throughout - 2 heated community pools, tennis courts & shuffleboard - Clubhouse with kitchen and lounge space - Assigned parking space - Upstairs unit (stair access only) - Dedicated WIFI, central AC - Community laundry – app-operated (no coins needed) LIVING ROOM: - Comfortable living area with Smart TV + cable - Streaming-ready entertainment setup - Private balcony for morning coffee or evening relaxation KITCHEN & DINING: - Updated kitchen with stainless appliances - Granite countertops & fully stocked essentials - Dining table seats 6 plus 4 at kitchen island BEDROOMS & BATHROOMS: - Master suite – NEW hybrid king mattress + en-suite bath with walk in shower - 2nd & 3rd bedrooms – Queen beds & ample closets - Guest bathroom with updated vanity and tub/shower combo EXTRA PERKS: - Close to golf courses, beaches & local cafés - Ideal for extended stays or work-from-anywhere stays IMPORTANT INFO: - HOA application & approval required – allow minimum 10 days for approval - Minimum stay required (varies by season) - No pets, smoking or vaping permitted - Parking restrictions: no boats, pick-up trucks, motorcycle, trailers, jet skis, or any oversized or commercial vehicles allowed. BOOK YOUR SARASOTA STAY AT VILLAGE BROOKE AND EXPERIENCE THE PERFECT BALANCE OF RELAXATION AND CONVENIENCE. IMPORTANT: The min age to rent is 25 years old. No parties, large gatherings. Please reach out if you have any questions.

Dog & Family Friendly, Updated Home, Walking Distance to Downtown, Payne Park, Short Drive to Beaches

Sarasota, Florida, US
4 Bedrooms 9 Guests
Aug 31 - Sep 3
$347 night

Welcome to Urban Nest on Eighth! A Downtown Sarasota Retreat that is dog-friendly, family-friendly and close to all the fun this area has to offer. This newly renovated vacation home is perfect for families, offering comfortable furnishings, colorful art, and a relaxed coastal vibe. Located within walking distance of Downtown Sarasota’s shops, dining, and popular parks, it’s ideal for exploring the best of the area on foot. Enjoy evenings gathered around the fire pit, cookouts on the grill, and easy beach days with provided beach essentials. Prime Location: • Perfectly situated within walking distance of vibrant Downtown Sarasota, filled with top-rated restaurants, cafés, boutiques, galleries, rooftop bars overlooking the Gulf, live music and nightlife. • Just a quick walk to Payne Park, featuring tennis courts, a circus-themed playground, skate park, and scenic walking trails—a favorite spot for families and furry friends. • A short drive to popular attractions including Marie Selby Botanical Gardens, St. Armands Circle, and Lido Key Beach for a day in the sun. Home Highlights: • Dog-friendly and family-friendly, welcoming guests of all ages (and paws!) to relax and enjoy. • Completely renovated inside and out with a fresh mid-century modern design and all-new furnishings. • Open floor plan creates a bright, airy, and inviting atmosphere perfect for family gatherings. • Comfortable, stylish décor with colorful art and cozy touches throughout. • Large, plush sectional in the living room with SMART TV for movie nights or lounging after exploring Sarasota. Gourmet Kitchen and Dining: • Fully equipped modern kitchen with sleek stainless steel appliances, cookware, utensils, and plenty of kitchen essentials. • Spacious countertops and an open layout with island and seating - ideal for cooking and family gatherings. • Indoor dining area perfect for family breakfasts, casual lunches, or evening dinners. Bedrooms and Bathrooms: • 4 total bedrooms designed for comfort and flexibility: -Primary bedroom: King bed with luxury linens. -Two guest bedrooms: Each with queen beds and stylish décor (one includes a SMART TV). -Kids’ bedroom: Bunk bed with twin over full plus twin trundle for extra sleeping space. • 2 updated bathrooms featuring glass walk-in showers, modern vanities, and plush bath towels provided. Outdoor Living: • Large private fenced in backyard—safe for kids and dogs to play freely. • Brick patio with outdoor dining table and chairs for al fresco meals. • Fire pit area with Adirondack chairs for cozy evenings under the stars. • Gas grill for cookouts and outdoor shower for rinsing off after a day at the beach or park. Extra Amenities: • In-home washer and dryer for guest convenience. • Beach essentials including chairs and towels. • Pack ’n Play for families traveling with little ones. • High-speed Wi-Fi, central A/C, and ample parking. This dog-friendly, family-friendly Sarasota retreat blends modern comfort, convenient location, and relaxed coastal charm, making it the perfect home base for your next Florida getaway. Pet Fee: This is a pet friendly home! Please include your pet in your booking so we can make the appropriate arrangements for the departure cleaning. A $125 pet fee per dog is required to help remove pet hair and dander from any furnishings and floors for our future guests. Thank you for your understanding, and we look forward to hosting you and your pup!

Downtown Sarasota Private Vacation Home - Minutes to Beaches, Beautiful Backyard, and Pet-Friendly!

Sarasota, FL, US
3 Bedrooms 6 Guests
Aug 28 - Sep 4
$227 night

Downtown Sarasota Private Vacation Home - Minutes to Lido Key Beach, St. Armands Circle, and all that Downtown Sarasota, FL has to offer! Our 3-bedroom, 3 Bathroom private vacation home offers a fantastic property perfect for your relaxing South Florida Gulf Coast Vacation. - 3 Bedrooms / 3 Bathrooms - 5 miles to popular Gulf Coast Beaches - Fully Equipped Kitchen - Dining for 4 at the dining table - Spacious Patio and Backyard with outdoor seating area - Parking for three cars in the driveway - Beach Equipment for guest use (Beach Towels, 4 Chairs, and a Cooler) - Baby and Child Items Available: High Chair, Booster Seat, Pack n Play, Toddler Bed Rail, Blocks and Books for Play - BBQ Grill and Backyard Firepit - 2 Bicycles - Dog-Friendly +$ - 25-year minimum age to rent restriction BEDROOMS (Single-story home) - Bedroom 1: Master King Bedroom / Ensuite Bathroom / 50" Smart TV - Bedroom 2: One King Bedroom / Attached Bathroom / 50" Smart TV - Bedroom 3: One King Daybed Bedroom / Attached Bathroom Minimum Length of Stay Rules - per Sarasota City - Accommodations must be for a minimum stay of 7 nights per the city rules. Dog-Friendly Home (+$) - This is a dog-friendly home - There is an additional $250 + tax nonrefundable fee - There is a two-dog limit - Dog(s) must be disclosed, and the additional fee must be paid prior to arrival. BBQ: - There is a BBQ at this property for complimentary guest use. - While there is a propane tank included with the BBQ, we do not provide refills. - Guests are welcome to swap the tank at any local store. - BBQ must be cleaned upon guest departure, or an additional $56 fee will be charged. Security Camera Location Disclosure: - Ring Doorbell at Front Entry Distances to Shopping & Attractions: The House is located on Novus Street - Lido Beach 4.8 miles - Sunset Beach 6 miles - St. Armands Circle 4.5 miles - Publix Supermarket at Bay Street .6 miles - Sarasota Jungle Gardens 4 miles - Ringling Museum 5 miles - Marie Selby Botanical Gardens 1.5 miles - Sarasota/Bradenton (SRQ) Airport 5 miles Why Choose this Rental? - Professionally managed to serve all your needs - Management company has over 30 years of experience hosting well over 300,000 families - Go straight to your rental with online email check-in - 24/7 on-call maintenance - Smoke-free for your comfort - Towels and linens are provided - Complimentary WiFi Starter welcome packet supplies: - 2 rolls of toilet paper per bathroom - 2 round hotel-size bar soaps per bathroom - 1 hotel-size shampoo/conditioner per full bathroom - 1 roll of paper towel - 1 packet dishwasher detergent - 2 trash bags, size 13-gallon - 1 small box of laundry detergent (enough for one load) - Garbage can liners in each bedroom/bathroom, small garbage cans Any supplies beyond this are up to the guest to replenish; we do not restock these items. No salt/pepper or cleaning supplies are stocked due to safety issues. This is an industry-standard practice. FOR GUESTS WHO BOOK 30 NIGHTS OR LONGER STAYS: (This does not apply if you are staying less than 30 nights.) We will collect a $1,500 deposit. Balance is due 60 days prior to arrival If canceled 90 days or more before arrival, we keep $250.00. $1,250.00 will be refunded. If canceled between 61 and 89 days prior to arrival, we keep the $1,500.00 deposit. No cancellation or modification 60 days or less prior to arrival.

Sarasota Gem w/ Lake Access & On-Site Fishing!

Sarasota, FL, US
3 Bedrooms 8 Guests
Aug 26 - 28
$150 night

Lake Access w/ On-Site Fishing | Near Sarasota Beach | 6 Mi to Downtown Sarasota | Dual Living Areas | Al Fresco Dining Designed for beach lovers craving a quiet escape, this Sarasota vacation rental lets you explore the coast by morning and unwind in tranquility at night! Visit Selby Gardens or hit the waves at Siesta Beach, then return home to fish in the lake, Ready to slow down? Sip wine on the screened porch to end the perfect day. Lock in your Florida retreat! -- THE PROPERTY -- OUTDOOR LIVING - Screened porch w/ dining area - Private backyard, pond views - BBQ grill - Lake Access w/ On-Site Fishing Near Sarasota Beach ( bring your own fishing poles ) INDOOR LIVING - 2 furnished living areas - 6-person dining table - Washer & dryer - 1 Smart TV - Ceiling fans KITCHEN - Refrigerator, stove/oven, microwave, dishwasher - Cooking basics, dishware/flatware - Drip coffee maker ACCESSIBILITY - Single-story home, 2 steps to enter PARKING - Garage (1 vehicle) - Driveway (4 vehicles) -- THE LOCATION -- - Quiet rural setting near shopping/dining hubs & I-75 - 2 miles to Urfer Family Park - 5 miles to Siesta Key & Siesta Beach - 6 miles to Marie Selby Botanical Gardens - 7 miles to Bayfront Park - 11 miles to The John & Mable Ringling Museum of Art - 11 miles to Myakka River State Park -- 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 - Photo ID may be required upon check-in - Please observe quiet hours after 11:00 PM ADDITIONAL INFORMATION - Single-story home, 2 steps to enter SECURITY CAMERA INFORMATION - 3 external devices - Location: 2 in front of property, 1 in back - Coverage: Front side, back side

Hacienda del Sol

Sarasota, FL, US
3 Bedrooms 8 Guests
Aug 26 - Sep 2
$117 night

SLEEPING ARRANGEMENTS 3 BR / 3 BA / Sleeps 8 Master bedroom - One King bed with en-suite bathroom (walk-in shower) and wall-mounted TV. Guest bedroom 1 - One Queen bed with en-suite bathroom (walk-in shower). Guest bedroom 2 - One queen bedroom with desk and access to the hallway bathroom (tub/shower combination) Living Room - Pull out queen sofa can accommodate 2 people ______________________________________________________________________________ AMENITIES One small well behaved dog would be CONSIDERED with a paid pet fee of 200.00. Check with the property manager for approval before booking. NO CATS Close to Downtown Sarasota, beaches, shopping, nightlife. Two blocks from the Legacy Trail 5 minutes to Payne Park 6 minutes to Pompano Pickleball Courts (12 hard courts) Outdoor patio with seating and ambient lighting. Beach chairs, towels, a beach umbrella, and a cooler are provided for use during the stay. Outdoor fire pit with seating in the fenced backyard. Desk in the living room and guest room, perfect for those remote workers to get some work done. Propane grill for outdoor cooking. Large spacious living room with wall-mounted TV and two leather couches (one with pull out queen bed) Fully stocked modern kitchen with everything you need to make meals at home. A separate dining room with seating for eight opens to the kitchen and living area. 1 set of towels (1 bath, 1 hand, and 1 washcloth) are provided per person for the max number of people the home sleeps Laundry room with full-size washer and dryer High Speed WIFI included (600 MBPS) No Smoking in the home! _____________________________________________________________________________ FULL DESCRIPTION This charming 1953 home is 5 minutes from the beautiful and Dog-Friendly, Ringling/Payne Park where you can spend a leisurely morning or afternoon on the walking paths enjoying the scenery, or an action-packed day of enjoying the Circus themed playground, disc golf, cycling, Tennis Center, Skate Park, Cafe in the Park and more! The home has been newly renovated and professionally decorated. This is an incredible location! We are TWO BLOCKS from The Legacy Trail, downtown, and parks so bring your bikes or favorite walking shoes and come enjoy the fantastic Florida weather. Upon entering the home you are greeted with a large dining area with seating for eight that is open to the kitchen and living room. The master bedroom has a king bed and ensuite bathroom. The second guest room has a queen bed and en-suite bathroom with a shower stall and the third bedroom has a queen bed, desk, and access to the hallway bathroom. The third bedroom also has double doors that lead out to the patio. All bedrooms have comfortable new sheets bedding and towels. The living room has two sofas with one that pulls out into a queen bed and a large wall-mounted TV. Double doors off the living room lead to the private deck and back yard that come alive at night with ambient lighting. The backyard also has a BBQ grill and firepit with seating for a relaxing evening after a long day at the beach or sightseeing. The host has even provided a few games and puzzles for families to enjoy. This comfortable private home is located just minutes from downtown Sarasota where you will find many options for dining, shopping, and nightlife. Payne Park is within walking distance from the home and includes Bicycle Trails, Equipment/Facility Rental, Hiking Trails, Picnic Facilities, Playground, and a Restaurant In Park. No trip to Sarasota would be complete without going to one of the world-class white sand beaches nearby. Siesta Key Beach is 7 miles and Lido Beach is 5 miles from the home. Check out St Armand’s Circle near Lido Beach for additional shopping and great restaurant choices. Flying into Sarasota/Bradenton airport is easy and convenient with direct flights from many cities and is only a 20 minutes drive from the home. PLEASE NOTE- For extended stays of 60 days or more we require a mid-stay clean be done by our cleaners. A member of our team will reach out upon your booking to coordinate the fee and scheduling. License: VR24-00216

Luxury Pool Home, Modern and Chic Furnishings, Close to Top Beaches and Downtown Sarasota

Sarasota, FL, US
3 Bedrooms 6 Guests
Aug 28 - Sep 4
$442 night

Welcome to your stunning modern oasis in the heart of Sarasota, where design meets luxurious comfort! This stunning two-story dog-friendly vacation home, with three bedrooms, three and a half bathrooms, and a private backyard with heated pool promises an unforgettable and relaxing retreat. With its central location and high-end furnishings this vacation home is a perfect blend of elegance, comfort, convenience, and contemporary style. Highlights and Amenities • Heated swimming pool with pool-side loungers • Pet-friendly with private fenced-in backyard oasis • Outdoor seating areas, and BBQ grill • Private upstairs balcony overlooking the pool • Fully stocked beach essentials, including beach chairs, cooler, and umbrella • King and Queen Bedrooms with High-Quality Linens • Ensuite Bathrooms with Plush Towels • High Speed Internet • Walkable to Downtown Sarasota restaurants, shops, galleries, and nightlife • Short drive to Siesta Key, Lido Key, and Sarasota’s top rated beaches • Free Trolley for convenient transportation • Near top-rated parks and golf courses Interior Features • Completely renovated with a modern design • High-end furnishings and stylish décor throughout • Spacious open floor plan ideal for families and groups • Living room featuring Smart TV with streaming services, and pool views • Gourmet kitchen fully equipped kitchen with all cooking essentials • Spacious countertops with extra seating and ample storage • Modern appliances, Keurig and Espresso machine The Interior Space Upon entering the home, you are greeted by an open-concept living space adorned with sophisticated decor. The spacious living area invites you to relax and unwind, while the ceiling-to-floor sliding glass doors offer breathtaking views of the pool and provide easy access to the private outdoor oasis. The deluxe kitchen is a chef’s dream, fully stocked with all the essentials needed to prepare gourmet meals. The stunning white granite countertops and the large island with a sink and three barstools make it a perfect space for both cooking and socializing. State-of-the-art stainless appliances ensure that you have everything you need at your fingertips. Adjacent to the kitchen is a modern dining table that comfortably seats four, creating an intimate setting for family meals or entertaining guests. About the Bedrooms The primary bedroom, located on the main level, is a sanctuary of luxury. It features a king-sized bed, a spacious walk-in closet, and an ensuite bathroom that rivals a spa. The bathroom boasts a large glass shower, a separate soaking tub, and a double vanity. One of the unique features of the primary bedroom is its private entrance to the pool area, allowing you to step out into paradise whenever you desire. The two guest bedrooms are equally inviting, each furnished with a king-sized bed and their own ensuite bathrooms with sleek glass walk-in showers. These rooms provide a serene retreat for your guests, ensuring they have a comfortable and private space to relax. The second story of the home offers an additional living space and the third bedroom, which opens up to a balcony overlooking the pool. This elevated vantage point provides a tranquil spot to enjoy morning coffee or evening cocktails while soaking in the tropical ambiance. The Outdoor Area The private backyard is a true highlight of the home. The pool and loungers are perfect for soaking up the Florida sun after a day at Lido or Siesta Key Beach. The tropical mural painted on the exterior wall adds a vibrant splash of color, enhancing the vacation vibe. Whether you’re swimming, lounging, or dining al fresco, this outdoor oasis offers endless opportunities for relaxation and enjoyment. Central Downtown Location Located in the heart of Sarasota and just 6 minutes from Lido and Siesta Key Beaches, this vacation home is ideally situated to explore the best that the area has to offer. From beautiful beach sunsets to vibrant downtown attractions, you’ll have everything you need within reach. Whether you’re seeking a peaceful retreat or an adventure-filled getaway, this modern vacation home provides the perfect base for your Sarasota escape. LOCAL ATTRACTIONS ------------------------ • Sarasota Pompano Park Pickleball Courts • Legacy Trail • Siesta Key Beach • Lido Key Beach • Downtown Sarasota • St Armands Circle • Sarasota Jungle Gardens • John Ringling Museum GOLF AND COUNTRY CLUBS ---------------------------- • The Meadows • University Park Country Club • Tatum Ridge • IMG Academy Golf Club • Esplanade Golf • Waterleaf LOCAL GROCERY ------------------- • Detwiler’s Farm Markets: Great for organic fruits and vegetables! • Publix • Trader Joes • Whole Foods • Fresh Market • Walmart Grocery ADDITIONAL AMENITIES ---------------------------- • Fresh Hotel-Style Linens • Plush Towels and Washcloths • Starter of Bath Essentials - soaps, shampoo, conditioner • Paper Towels, Dish Soap, Kitchen Sponge • Trash Bags and Laundry Detergent • Local Coffee, Keurig and Espresso Machine * Please be prepared to bring any additional supplies that you will need during your stay. Thank you! AREA ATTRACTIONS ----------------------- • 12 miles from IMG Academy • 2 minute drive to Downtown Sarasota • 1 minute walk to Payne Park • 1 mile from Bayfront Park • 1 mile from Marie Selby Botanical Gardens • 1 mile from the Ritz-Carlton and Westin Hotels • 11 miles to Waterside at Lakewood Ranch AIRPORTS ------------ • 5 Miles from Sarasota-Bradenton International Airport (SRQ) • 63 miles from Tampa International Airport (TPA) BEACHES ------------- • Lido Key Beach (4 miles) • Siesta Key Beach (7 miles) • Turtle Beach (9 miles) • Longboat Key Beach (10 miles) • Anna Maria Island (20 miles) Other Things to Note: ------------------------- Pet Fee: This is a pet friendly home and allows 1 dog. Please include your pet in your booking so we can make the appropriate arrangements for the departure cleaning. A $125 pet fee is required to help remove pet hair and dander from any furnishings and floors for our future guests. Dogs are not allowed in the pool at any time as the filtration system is not designed for filtering pet hair. We also ask that you kindly dispose of pet waste in the appropriate bins, and do not allow pets on furniture or beds. In consideration of any neighbors please try to minimize barking and keep your pet on a leash when walking. Thank you for your understanding, and we look forward to hosting you and your pup! Pool Heater: We recommend only heating the pool in the months of October through May, as the pool during summer months should not need heating. If you’d like the pool heated during your stay, please let us know 48 hours or more before your arrival so we can have it ready for you. A $12 daily heating fee applies to help cover energy costs. Please note, if you request heating after check-in, a $50 service fee will be added for our team to come out and activate the heater. Dogs are not allowed in the pool at any time as the filtration system is not designed for filtering pet hair. Thank you for your understanding—we want to ensure you enjoy a comfortable and relaxing swim! --------------------------------- Welcome to Sarasota! Considered one of the top places to visit in Florida, Sarasota is home to white sandy beaches, crystal clear waters from the Gulf of Mexico and a diverse community full of enriching arts and culture. The Sarasota beaches are comprised of six islands, each with their own unique personality, natural beauty, and fun adventures. Longboat Key is the northernmost key with 12 miles of sandy shores and a place sea turtles come to nest. Lido Key has three beaches and home to the famed St. Armand’s Circle. Siesta Key has two main bridges and is regarded as the #1 beach in the world. Caspersen Beach in Venice is dog-friendly and the perfect place for shark tooth hunters. Manasota Key is the nature lovers dream with walking trails from Gulf to bay. And finally, Casey Key has an 18-acre park, picnic areas and concession stand, perfect for a fun day trip. After a day enjoying one of the many beaches, explore another side of Sarasota• the arts, restaurants, and nightlife. Known as Florida’s Cultural Coast, Sarasota County has an array of museums, galleries and performing art venues. For the foodie in all of us, enjoy several award-winning restaurants with views of the Gulf, skyline and more. From fine dining to small seafood joints and numerous food festivals, there is an abundance of choices. City of Sarasota VR24-00179

High-end Furnishings, Heated Pool, Mins to Downtown and Beaches

Sarasota, Florida, US
4 Bedrooms 8 Guests
Aug 26 - 30
$545 night

Welcome to Ringside on Ringling! Coastal Luxury in the heart of Sarasota just minutes from Downtown and Florida’s top-rated beaches. Experience the perfect blend of luxury, location, and relaxation at Ringside on Ringling, a beautifully renovated coastal-modern vacation home inspired by Sarasota’s rich circus history. Nestled in one of Sarasota’s most desirable and walkable neighborhoods, you’ll be just minutes from downtown dining, shopping, nightlife, and the area’s award-winning Gulf Coast beaches. Highlights and Amenities • Private heated saltwater swimming pool • Backyard oasis with dining area and pool loungers • Corn hole game for family-friendly fun • Large outdoor dining table and BBQ grill • Fully stocked beach essentials, including: beach chairs, cooler, and umbrella • Walkable to Downtown Sarasota restaurants, shops, galleries, and nightlife • Short drive to Siesta Key, Lido Key, and Sarasota’s top beaches • Located in a highly sought-after, tree-lined neighborhood • Free Trolley for convenient transportation • Near top-rated parks and golf courses • Payne Park Playground and Skate Park just 2-minutes away Interior Features • Completely renovated with a coastal-modern design • High-end furnishings and stylish décor throughout • Spacious open floor plan ideal for families and groups • Large living room featuring: Plush sectional sofa, extra-large SMART TV, dining table with seating for eight, and dedicated wine bar for entertaining Gourmet Kitchen • Fully equipped kitchen with all cooking essentials • Spacious countertops with extra seating and ample storage • Modern appliances, Keurig, French Press, Nespresso and classic drip coffee makers • Perfect for everything from quick breakfasts to family dinners Sleeping Accommodations Primary Suite 1 • King-size bed • SMART TV • Large closet • Private ensuite bathroom with walk-in shower and plush towels and premium linens Primary Suite 2 • King-size bed • SMART TV • Large closet • Private ensuite bathroom • Walk-in shower • Plush towels and premium linens Guest Bedroom 3 • King-size bed • SMART TV • Ample closet storage Guest Bedroom 4 • Two twin beds • SMART TV • Ample closet storage Guest Bathroom • Bathtub and shower combination • Vanity with storage • Soft, plush towels Why Guests Love Ringside on Ringling • Walkable downtown location • Luxury coastal-modern style • Two private king suites • Heated pool and outdoor entertainment space • Sand-resistance Turkish beach towels and beach essentials provided • Close to Sarasota’s best beaches, attractions, dining, and nightlife Whether you’re planning a family vacation, couples’ getaway, or a trip with friends, Ringside on Ringling offers everything needed for an unforgettable Sarasota escape. Hop on the Bay Runner Trolley (only a quick 7-minute walk) and enjoy your free ride to Downtown, over the Ringling Bridge to St. Armand’s Circle, Lido Beach and The Ted Sperling Nature Park for kayaking. Payne Park is also under a 10-minute walk. This 29-acre park is home to the Payne Park Skate Park, a large circus themed playground for children, walking trails, on site cafe and amphitheater. The Legacy Trail is also less than ½ mile from the house, a 22.9 mile paved trail for cyclists, walkers and inline skaters. Some of our favorite public golf courses include University Park CC, Rosedale CC, the new Calusa Country Club (Lakewood Ranch), Bobby Jones, IMG Academy, Waterlefe, Misty Creek, Serenoa and Manatee Golf Course. Sarasota’s Rich Ringling History The name Ringside on Ringling celebrates Sarasota’s connection to the legacy of John Ringling, one of the visionaries behind the famous Ringling Bros. and Barnum and Bailey Circus. Today, visitors can experience that history firsthand at The Ringling, a stunning waterfront estate featuring the Ca’ d’Zan mansion, the Circus Museum, and beautiful art galleries. Guests staying here are just minutes from exploring Sarasota’s vibrant downtown, filled with restaurants, boutiques, and nightlife, as well as nearby world-class beaches. The Ringling legacy blends culture, art, and coastal charm, making this location a unique and memorable destination for vacationers. City of Sarasota 26-VR-000100

Amazing and Spacious Pool Home, Outdoor Bar with TV, Minutes to the Beaches

Sarasota, Florida, US
3 Bedrooms 8 Guests
Aug 26 - 29
$384 night

Welcome to your beautifully renovated Sarasota retreat. A spacious 3-bedroom, 3-bath vacation home designed for comfort, style, and effortless indoor-outdoor living. Amenities and Highlights: • 10 minutes to world-famous Siesta Key Beach • 5 miles to vibrant Sarasota downtown (boutiques, restaurants and live music) • Private screened-in heated pool • Outdoor bar with kitchenette, mini fridge and SMART TV • Outdoor dining table for 8 • Sun loungers and gas grill • Completely renovated interior • SMART TVs throughout • Fireplace in living room • Fully stocked kitchen with island seating • Large walk-in showers (2) + tub/shower combo (1) • Beach chairs, umbrella and cooler provided • Toiletries, plush towels and soft linens included Step inside to an open, airy floor plan filled with natural light and modern finishes throughout. The inviting living room features a comfortable oversized couch, a cozy fireplace, and a large SMART TV, creating the perfect space to relax after a day at the beach. Whether you’re gathering for movie night or enjoying a quiet morning coffee, this home blends warmth with contemporary design. The fully stocked kitchen is thoughtfully updated with quality appliances, generous counter space, and a large island with stools for casual dining or entertaining. It’s ideal for preparing anything from quick breakfasts to full family dinners. The adjacent dining room offers seating for your group and overlooks the pool area through elegant French doors, creating a seamless connection between indoor and outdoor spaces. The home comfortably accommodates families and groups with two queen bedrooms and a third bedroom featuring two sets of bunk beds — perfect for kids or additional guests. The primary bedroom and one guest bedroom include a SMART TV for added comfort and convenience. The primary suite and one guest bedroom feature private ensuite bathrooms. Two of the bathrooms offer spacious walk-in showers, while the third includes a convenient shower and tub combination. Plush towels, soft linens, and complimentary toiletries are provided to ensure a comfortable stay. Step outside to your own private backyard oasis — the true highlight of the property. The screened-in, heated pool allows for year-round enjoyment. The outdoor bar area is complete with a kitchenette, mini fridge, and SMART TV, making it ideal for entertaining. Gather around the outdoor dining table for eight, relax poolside with a refreshing drink, or use the gas grill for an evening cookout. Just beyond the screened enclosure, additional sun loungers provide space to enjoy Florida’s beautiful weather. Located just 10 minutes from the white sands of Siesta Key Beach and only 5 miles from downtown Sarasota’s lively dining, shopping, and entertainment scene, this home offers the perfect balance of relaxation and excitement. Your ideal Florida getaway begins here. -------------------------------------- Pool Heat: We recommend only heating the pool in the months of October through May, as the pool during summer months should not need heating. If you’d like the pool heated during your stay, please let us know 48 hours or more before your arrival so we can have it ready for you. A $12 daily heating fee applies to help cover energy costs. Please note, if you request heating after check-in, a $50 service fee will be added for our team to come out and activate the heater. Thank you!

Sienna Sunset

Sarasota, FL, US
3 Bedrooms 8 Guests
Aug 31 - Sep 14
$168 night

Sleeping Arrangements Master Bedroom- 1 King Guest Room 1- 1 Queen Guest Room 2- 1 Queen Living space sofa bed- 1 Queen ****************************************************************************************************************************************************************************** Dogs allowed with prior approval from management company and a non-refundable pet fee of $200 plus tax. NO CATS Please Note- this home offers driveway parking only. Garage is not for use. Find peace, serenity, and fun on the west Florida shore in this charming townhome! With so many things to do and sights to see, your group will always be entertained when staying here. Take a short drive to the Gulf of Mexico where you can play all day on the waves parasailing, paddleboarding, surfing, boating, deep-sea fishing, and so much more. It’s only three miles to downtown Sarasota, where you’ll find local eateries, arts, shops, and family-friendly attractions. When you want to stay closer to home base, take a dip in the sparkling heated community pool on-site and enjoy the loungers, tables, and umbrellas on the pool deck. Upon entry, you’ll be met with a bright interior and a warm feeling of welcome throughout the space. Take a load off and settle on the plush furniture in the living area, hold a great conversation with your loved ones, or host a movie night on the large TV. The open and airy concept of the townhome promotes togetherness, so no conversation will be lost here! Prepare grand meals and poolside snacks in the beautiful kitchen, equipped with stainless steel appliances and a floating island breakfast bar. Head upstairs to find spacious and comfortable bedrooms with ample room for personal effects. Get a great night’s rest from the day’s activities in the main bedroom, equipped with a fantastic view, a large walk-in closet, and a lovely en suite bathroom with a luxurious walk-in shower. Step out onto your private lanai to watch the sunset with your favorite drink in hand. Upstairs also features its own living room/entertainment area with large screen TV. Perfect for families traveling together or traveling with kids. 1 set of towels (1 bath, 1 hand, and 1 washcloth) are provided per person for the max number of people the home sleeps ** PLEASE NOTE- For extended stays of 60 days or more we require a mid-stay clean be done by our cleaners. A member of our team will reach out upon your booking to coordinate the fee and scheduling. This is non-negotiable. WHAT’S NEARBY Attraction Distance from home Escape Reality 0.6 Miles Conservatory Park 2.0 Miles Siesta Key Rum 3.0 Miles Sarasota Classic Car Museum 4.0 Miles Children’s Garden 4.9 Miles Van Wezel Performing Arts Hall 5.6 Miles Lakewood National Golf Club 13.5 Miles The Mall at University Town Center (4 miles down the road) Downtown Sarasota (5 miles away) The Ringling Museum (3 miles from your front door) SRQ Airport (2.5 miles away) Lido Key Beach (Less than 10 miles away) Siesta Key Beach (Less than a 30-minute away) Longboat Key (About 30 minutes away)

Luxe 3BR Townhouse with Rooftop Views | Downtown

Sarasota, FL, US
3 Bedrooms 8 Guests
Jan 30 - Feb 6
$864 night

Welcome to Uptown Oasis, a brand-new, chic, and luxurious three-story townhouse in the heart of Sarasota! Designed for comfort and style, this 3-bedroom, 3.5-bath retreat features modern décor, and premium amenities—perfect for travelers seeking an upscale urban escape. Property Highlights: Prime Location – Just a short walk to downtown Sarasota’s vibrant shops, restaurants, and nightlife. Convenient Access – Steps away from the trolley stop, providing easy access to Downtown, St. Armand’s Circle, Lido Beach, and more. Spacious and Stylish – An open floor plan with high-end finishes and contemporary décor throughout. Interior Features First Floor: Grand entrance leading to a guest bedroom with a queen bed and ensuite bathroom—your private, quiet retreat for visitors. Second Floor – Open Living Space: Gourmet kitchen with state-of-the-art appliances, sleek cabinetry, and an oversized island. Expansive dining and living area featuring a SMART TV and access to the balcony. Outdoor high-top dining set and grill on the balcony for alfresco meals. Dedicated office space with a queen Murphy bed and desk for added convenience. Convenient powder room for guests. Full-size stacked washer and dryer. Third Floor – Ultimate Comfort: Primary bedroom with a king bed, ensuite bathroom, and walk-in closet. Private balcony with sun loungers, a couch, and chairs—your personal outdoor retreat. Guest bedroom with a queen bed, with a bathroom conveniently located across the hall. Entertainment and Tech: SMART TVs in the living room and all three bedrooms. High-speed WiFi throughout the home. Explore Sarasota: Steps from the Legacy Trail—ideal for biking, running, and walking. Quick access to Sarasota’s best beaches, restaurants, shopping and boutiques. Trolley access for easy trips to Sarasota’s top attractions. Whether you’re here for a workcation, a weekend getaway, or an extended stay, Uptown Oasis offers the perfect blend of luxury, convenience, and modern charm! LOCAL ATTRACTIONS ------------------------ - Sarasota Pompano Park Pickleball Courts - Legacy Trail - Siesta Key Beach - Lido Key Beach - Downtown Sarasota - St Armands Circle - Sarasota Jungle Gardens - John Ringling Museum GOLF AND COUNTRY CLUBS ---------------------------- - The Meadows - University Park Country Club - Tatum Ridge - IMG Academy Golf Club - Esplanade Golf - Waterleaf LOCAL GROCERY ------------------- - Detwiler’s Farm Markets: Great for organic fruits and vegetables! - Publix - Trader Joes - Whole Foods - Fresh Market - Walmart Grocery ADDITIONAL AMENITIES ---------------------------- - Fresh Hotel-Style Linens - Plush Towels and Washcloths - Starter of Bath Essentials - soap, shampoo & conditioner - Paper Towels, Dish Soap, Kitchen Sponge - Trash Bags - Local Coffee - Laundry Detergent * Please be prepared to bring any additional supplies that you will need during your stay. Thank you! AREA ATTRACTIONS ----------------------- - 12 miles from IMG Academy - 1 minute from Downtown Sarasota - 2 minutes from Payne Park - 1 mile from Bayfront Park - 1 mile from Marie Selby Botanical Gardens - 1 mile from the Ritz-Carlton and Westin Hotels - 3 miles from Bobby Jones Golf Club - 11 miles to Waterside at Lakewood Ranch AIRPORTS ------------ - 5 Miles from Sarasota-Bradenton International Airport (SRQ) - 63 miles from Tampa International Airport (TPA) BEACHES ------------- - Lido Key Beach (4 miles) - Siesta Key Beach (7 miles) - Turtle Beach (9 miles) - Longboat Key Beach (10 miles) - Anna Maria Island (20 miles) PET FRIENDLY ---------------- This is a pet friendly home! Please include your pet in your booking so we can make the appropriate arrangements for the departure cleaning. A $125 pet fee per dog is required to help remove pet hair and dander from any furnishings and floors for our future guests. Thank you for your understanding, and we look forward to hosting you and your pup! PRIVATE ELEVATOR ---------------------- PLEASE NOTE: Elevators are subject to wear and tear as they have complex mechanical parts and could malfunction if not used properly causing temporary interruptions in service. While we address maintenance and repairs promptly, please be aware that you may have to use the stairs during your stay. If you or a guest has mobility issues please contact us for other rental options - thank you! WELCOME TO SARASOTA! ---------------------------- Considered one of the top places to visit in Florida, Sarasota is home to white sandy beaches, crystal clear waters from the Gulf Coast and a diverse community full of enriching arts and culture. The Sarasota beaches are comprised of six islands, each with their own unique personality, natural beauty, and fun adventures. Longboat Key is the northernmost key with 12 miles of sandy shores and a place sea turtles come to nest. Lido Key has three beaches and home to the famed St. Armand’s Circle. Siesta Key has two main bridges and is regarded as the #1 beach in the world. Caspersen Beach in Venice is dog-friendly and the perfect place for shark tooth hunters. Manasota Key is the nature lovers dream with walking trails from Gulf to bay. And finally, Casey Key has an 18-acre park, picnic areas and concession stand, perfect for a fun day trip. After a day enjoying one of the many beaches, explore another side of Sarasota- the arts, restaurants, and nightlife. Known as Florida’s Cultural Coast, Sarasota County has an array of museums, galleries and performing art venues. For the foodie in all of us, enjoy several award-winning restaurants with views of the Gulf, skyline and more. From fine dining to small seafood joints and numerous food festivals, there is an abundance of choices.

Sun-Soaked Sarasota Oasis w/ Pool & Hot Tub!

Sarasota, FL, US
3 Bedrooms 7 Guests
Aug 26 - 28
$273 night

Experience the southwestern coast of Florida at this tastefully designed 3-bedroom, 2-bathroom vacation rental home located in Sarasota. This modern property boasts a spacious interior, Smart TVs, a fully equipped kitchen, a screened patio, and a private yard with a pool and hot tub for maximum relaxation. After a day of hitting the greens at Serenoa Golf Club or shopping in Siesta Key Village, return to this tropical retreat for uninterrupted bliss. Your next trip to the Sunshine State awaits! -- THE PROPERTY -- Central A/C | Screened Patio | Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Twin/Full Bunk Bed MAIN FEATURES: Private pool (heated w/ addt'l fee), hot tub, lounge seating, umbrellas, open-concept interior, Smart TVs w/ cable, ceiling fans, walk-in closets KITCHEN: Fully equipped, dishwasher, refrigerator, stove/oven, microwave, dishware/flatware, coffee grinder, Keurig coffee maker, toaster, toaster oven, blender, Crockpot, garbage disposal, ice maker, spices, water filter, bar seating GENERAL: Free WiFi, washer/dryer, iron/board, linens/towels, complimentary toiletries, shampoo, hair dryer, keyless entry, trash bags/paper towels FAQ: Step-free access, single-story home, 3 exterior security cameras (facing out), optional nightly pool heat fee (paid pre-trip, applied to entire stay) PARKING: Driveway (2 vehicles), garage (1 vehicle), free street parking (first-come, first-served) -- THE LOCATION -- THINGS TO DO: Marie Selby Botanical Gardens Downtown (8.0 miles), Sarasota Jungle Gardens (11.4 miles), The John and Mable Ringling Museum of Art (12.4 miles), Ca’ d’Zan (12.9 miles), Riverwalk (22.2 miles) FUN IN THE SUN: Crescent Beach (6.3 miles), Siesta Key Beach (7.4 miles), Beach Access 11 (7.5 miles), Sunset Beach (8.4 miles), Turtle Beach (8.5 miles), Lido Key Beach (11.6 miles), Nokomis Public Beach (12.6 miles), Coquina Beach (23.4 miles) GOLF COURSES: Serenoa Golf Club (4.3 miles), The Palms Golf Club at Forest Lakes (4.7 miles), TPC Prestancia (4.8 miles), Stoneybrook Golf and Country Club (6.8 miles), Misty Creek Country Club (6.9 miles) FAMILY-FRIENDLY FUN: Big Cat Gulf Coast Sanctuary (5.5 miles), Siesta Key Village (8.4 miles), Bayfront Park (8.5 miles), Mote Marine Laboratory & Aquarium (12.5 miles) AIRPORTS: Sarasota Bradenton International Airport (12.6 miles), Tampa International Airport (64.1 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 allowed - 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 $30/night (+ fees & taxes, paid pre-trip, applied to entire stay) - NOTE: Your safety matters. This property features 3 exterior security cameras: 1 camera is located at the front door facing the entrance, 1 camera is located at the garage facing the driveway, and 1 camera is at the back patio facing the pool area. The cameras are outward facing and do not look into interior spaces. The cameras record video and sound when activated by motion. They will record when they first sense motion and 30 seconds after the last motion is detected

Cozy Cottage in Arlington Park, Mins to Beach, Shopping, Downtown Nightlife

Sarasota, Florida, US
4 Bedrooms 8 Guests
Aug 26 - 29
$457 night

Charming Sarasota Cottage Retreat with Backyard Oasis. Just a short walk to the Arlington Park and Aquatic Center providing access to pools, tennis and basketball courts, walking trails, fitness center, playgrounds, picnic areas, and more. • Prime Sarasota Location: Tucked away in a peaceful, tree-lined street, this charming 4-bedroom cottage offers the perfect blend of privacy, comfort, and convenience in the heart of Sarasota. • Close to Everything: Just minutes from world-famous Siesta Key Beach, Downtown Sarasota, shopping, dining, and local attractions, making it easy to enjoy the very best of the Gulf Coast. • Walk to Arlington Park and Aquatic Center: Spend the day enjoying lap and leisure pools, tennis and basketball courts, walking trails, fitness center, playgrounds, picnic areas, and more—all just a short stroll away. • Coastal Cottage Charm: This inviting two-story retreat combines relaxed cottage vibes with modern comforts, featuring light-filled spaces, cozy furnishings, and stylish touches throughout. • Four Comfortable Bedrooms: Designed to comfortably sleep up to 8 guests, each bedroom offers plush bedding, plenty of storage for a restful stay. Two of the guest bedrooms offer SMART TVs to quietly enjoy a show before bedtime. • Two Full Bathrooms: Includes a spacious primary ensuite, and guest bathroom with tub/shower combination. • Warm and Welcoming Living Spaces: The open-concept layout creates the perfect gathering place with comfortable seating, a large Smart TV, and easy flow between the living, dining, and kitchen areas. • Fully Stocked Kitchen: Prepare everything from quick beach snacks to family dinners in the bright kitchen featuring stainless appliances, ample counter space, and all the essentials needed for entertaining. • Backyard Oasis: Step outside to your own private outdoor retreat featuring a spacious deck, relaxing hot tub, outdoor dining area, gas grill, loungers, and private fenced-in backyard designed for entertaining and unwinding after a day at the beach. • Indoor-Outdoor Living: Whether you’re soaking in the hot tub under the stars, grilling fresh seafood, or enjoying cocktails on the deck, this backyard space is made for memorable vacation moments. • Perfect for Remote Work: A dedicated office space in the upstairs bedroom has a desk and chair which offers a quiet setup for guests needing to work while away. • Family-Friendly and Peaceful: Located on a quiet residential street, this cottage retreat is ideal for families, couples, and small groups seeking a relaxing Sarasota getaway. • Modern Comforts Throughout: Enjoy fast Wi-Fi, Smart TVs, central air conditioning, and thoughtful amenities that make your stay comfortable and carefree. This cozy Sarasota cottage retreat offers the perfect mix of beach-town charm and modern convenience, complete with a backyard oasis designed for relaxation, connection, and unforgettable Florida vacation memories. City of Sarasota 26-VR-000099

Sarasota House w/ Private Pool - 4 Mi to Beach!

Sarasota, FL, US
2 Bedrooms 4 Guests
Aug 26 - Sep 2
$236 night

Whether you're looking to spend time by the pool or at the beach, 'Siesta Jewel’ is perfect for travelers on a memorable Floridian adventure and snowbirds seeking to escape the winter! Lounge in the home’s pleasant lanai or prepare a delicious meal on the patio’s gas grill. This 2-bedroom, 2-bathroom Sarasota vacation rental is also located in a quiet neighborhood just minutes away from golf courses, Marie Selby Botanical Gardens, Bayfront Park, and some of America's most beautiful beaches! -- THE PROPERTY -- Lanai | Gas Grill | Quiet Neighborhood | 4 Mi to Marie Selby Botanical Gardens | Near Golf Bedroom 1: King Bed | Bedroom 2: King Bed OUTDOOR LIVING: Private outdoor pool, pool toys, lounge seating, patio, beach chairs/umbrellas, boogie boards INDOOR LIVING: Flat-screen TV w/ cable, leather sofa, ceiling fans, en-suite bathroom KITCHEN: Stove/oven, refrigerator, microwave, dishwasher, dishware/flatware, cooking basics, coffee maker, Crockpot, toaster, blender, expansive counters, breakfast bar GENERAL: Free WiFi, central air conditioning, towels/linens, washer/dryer, laundry detergent, hair dryer, trash bags/paper towels, keyless entry ACCESSIBILITY: Single-story home, 1 step to enter FAQ: Quiet hours starting at 9:00 PM, 2 exterior security cameras (facing out), optional nightly pool heat fee (paid pre-trip, applied to entire stay) PARKING: Garage (2 vehicles), driveway (2 vehicles), street parking (first-come, first-served) -- THE LOCATION -- SAND & SUN: Public Beach Access (4 miles), Crescent Beach (5 miles), Sarasota Beach (6 miles), Siesta Beach (6 miles), Indian Beach Park (7 miles), Lido Key Beach (8 miles) ATTRACTIONS: Marie Selby Botanical Gardens Downtown Sarasota (4 miles), Bayfront Park (4 miles), Mote Marine Laboratory & Aquarium (8 miles) GOLF: Village Green Golf Club (1 mile), The Palms Golf Club at Forest Lakes (2 miles), Bobby Jones Golf Club (5 miles), The Highlands Golf Course (7 miles), The Groves Golf Course (7 miles) DAY TRIPS: Walt Disney World Resort (119 miles), Universal Studios Florida (126 miles) AIRPORT: Sarasota Bradenton International Airport (8 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: This single-story home requires 1 step to enter - NOTE: Your safety matters. This property features a Ring doorbell device with an exterior security camera facing the street, and a Ring spotlight exterior security camera located on the garage facing the street. The cameras do not look into any interior spaces. The doorbell camera records video and sound for 30 seconds when motion is detected by the device. The spotlight camera will turn on the spotlights and walkway lights for 3 minutes when activated by motion; it will also record video and sound for 60 seconds - NOTE: Please observe quiet hours after 9:00 PM - NOTE: There is an optional pool heat fee of $35/night (+ fees & taxes, paid pre-trip, applied to entire stay)

Renovated Mid-Century Home with Heated Pool & Yard

Sarasota, Florida, US
3 Bedrooms 6 Guests
Aug 26 - 31
$304 night

Welcome to Sarasota Solitude – A Mid-Century Modern Retreat with a Private Heated Pool, Just Minutes from Siesta Key! Tucked away in a quiet Sarasota neighborhood just 6 miles from the world-famous white sand beaches of Siesta Key, Sarasota Solitude offers the perfect balance of modern comfort, family-friendly amenities, and location convenience. This recently renovated 3-bedroom, 2-bathroom home blends classic mid-century architecture with thoughtful upgrades, creating a stylish and welcoming space for up to six guests. Property Highlights -3BR/2BA with king, queen, and two twin beds (convertible to king) -Private heated pool with safety fence in screened lanai -65" Smart TV, full kitchen, washer/dryer, outdoor grill -Pet-friendly (with fee), sleeps up to 6 -Beach towels, chairs, umbrella, and cooler included -High chair and pack n play available for an additional $10/day. -Smart TVs have been added to bedrooms -Equipped with video surveillance focused on entryways and pool equipment for your peace of mind. Whether you’re shopping and dining at St. Armand’s Circle, exploring the art and culture of downtown Sarasota, or simply soaking in the sun poolside, Sarasota Solitude offers a peaceful and stylish base for your Florida vacation. Other Things to Note: ---------------------------------------- Pet Fee: This is a pet friendly home and allows 1 dog. Please include your pet in your booking so we can make the appropriate arrangements for the departure cleaning. A $125 pet fee is required to help remove pet hair and dander from any furnishings and floors for our future guests. Dogs are not allowed in the pool at any time as the filtration system is not designed for filtering pet hair. Thank you for your understanding, and we look forward to hosting you and your pup! Pool Heater: We recommend only heating the pool in the months of October through May, as the pool during summer months should not need heating. If you’d like the pool heated during your stay, please let us know at least 24–48 hours before your arrival so we can have it ready for you. A $12 daily heating fee applies to help cover energy costs. Please note, if you request heating after check-in, a $50 service fee will be added for our team to come out and activate the heater. Dogs are not allowed in the pool at any time as the filtration system is not designed for filtering pet hair. Thank you for your understanding—we want to ensure you enjoy a comfortable and relaxing swim! ---------------------------------------- Welcome to Sarasota! One of Florida’s top destinations, known for its white-sand beaches, clear Gulf waters, and vibrant arts and culture scene. Explore six stunning barrier islands, each with its own charm: *Longboat Key – 12 miles of serene coastline and sea turtle nesting *Lido Key – Three beaches and the vibrant St. Armands Circle *Siesta Key – Voted the #1 beach in the world *Caspersen Beach – Dog-friendly and great for shark tooth hunting *Manasota Key – A nature lover’s paradise with Gulf-to-bay trails *Casey Key – Features an 18-acre park perfect for family outings After the beach, dive into Sarasota’s arts, dining, and nightlife: *Known as Florida’s Cultural Coast with museums, live performances, and galleries. *A variety of dining options, from upscale restaurants with Gulf views to casual seafood spots and lively food festivals.

The Castaway Cottage

Sarasota, FL, US
3 Bedrooms 8 Guests
Aug 26 - Sep 2
$206 night

Experience the perfect Sarasota getaway! This beautifully updated 3-bedroom, 2-bath vacation home combines comfort, convenience, and a prime location just steps from Ed Smith Stadium, home of the Baltimore Orioles Spring Training. Whether you’re planning a family vacation, beach escape, golf trip, or baseball getaway, you’ll love being just minutes from Sarasota’s best attractions. Spend your days lounging by your private screened pool (pool heat available as an add on amenity at $35 plus tax per day and should be arranged at least 3 days prior to check in to allow for scheduling), exploring the vibrant shops and restaurants of Downtown Sarasota, or soaking up the sun on the white sands of Lido Key Beach, located less than 5 miles away. World-famous Siesta Key Beach, St. Armands Circle, and Sarasota’s arts and cultural attractions are all within an easy drive. Inside, the bright, open-concept living space is designed for relaxing after a day of adventure. The comfortable living room features soaring ceilings, plenty of natural light, and a large smart TV for movie nights. The fully equipped kitchen opens to the living area, making it easy to prepare meals while staying connected with family and friends. A spacious dining area provides plenty of seating for everyone. Things To Note- Pet Policy- One well-behaved dog considered with PRIOR approval and $200 pet fee + tax, No cats. Pool Heater- Is available as an add on amenity at $35 plus tax per day and should be arranged at least 3 days prior to check in to allow for scheduling. Stays of greater than 30 nights may require a mid-stay clean and would be arranged through management. VR-24-00135 What Guests Love- Private screened swimming pool Walk to Ed Smith Stadium Less than 5 miles to Lido Key Beach Minutes to Downtown Sarasota, St. Armands Circle & Siesta Key Fully equipped kitchen Smart TVs & high-speed Wi-Fi Driveway parking Bright, open floor plan with vaulted ceilings Quiet residential neighborhood Sleeping Arrangements Primary Bedroom: King Bed with ensuite bath Guest Bedroom: Queen Bed Guest Bedroom: Two Twin Beds (or customize to your actual setup) The Perfect Sarasota Location You’ll be in the heart of everything Sarasota has to offer- Ed Smith Stadium: Walkable- 3–5-minute walk Downtown Sarasota: Approximately 2 miles Lido Key Beach: Less than 5 miles St. Armands Circle: Less than 5 miles Siesta Key Beach: Approximately 7 miles Restaurants, shopping, golf courses, parks, and marinas all nearby. Whether you’re attending Spring Training, enjoying a beach vacation, or exploring Sarasota’s award-winning dining and arts scene, this home offers the ideal home base for your Florida escape. Book your Sarasota vacation today and enjoy the perfect combination of location, comfort, and your own private pool! License: VR-24-00135

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Vacation Rentals Near Fruitville

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