
Vacation rentals with a pool in Fruitville
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Fruitville
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Coastal Farmhouse - 3/2 with heated saltwater pool
Experience relaxation at this tranquil 3BD/2BA home with a heated pool, perfect for a family retreat! Prepare meals in the fully equipped kitchen or savor local delights on the screened-in lanai. Each bedroom boasts plush bedding, ensuring a restful night's sleep. Plus, a cozy living room. Conveniently located, just under 9 miles from Siesta & Lido Key Beach, Der Dutchman 2.2 miles and 2.5 miles from Yoder's Restaurant. Shopping and dining options at University Town Center, only 7.7 miles away.

3 bedroom Heated salt water pool close to Siesta
Your family will be close to everything when you stay at this centrally-located place. 15 minutes to Siesta Beach, 10 minutes to UTC mall, 15minutes to downtown, 20 minutes to SRQ airport. This home is fully remodeled, fully furnished, sleeps 8. We have 1 king size bed in the master, second bedroom is queen bed, 3rd bedroom is 1 full and 1 twin beds. This is open plan home with a big family room, 60" TV above electric fireplace, formal dining room seats 6 with the bar seats 4. Master has 55"TV

Heated 3BR Pool Home Glen Oaks | Close to Downtown
Family-friendly pool home near Bobby Jones Golf Club, perfectly located in the heart of Sarasota. You’re less than 10 minutes from top attractions, dining, and shopping, Downton Sarasota and just a short drive to the world-famous Siesta Beach or Lido Beach. This private home features its own entrance, a heated pool, and a fully fenced backyard—ideal for families and added privacy. We’re pet-friendly too! Comfortable, central, and close to everything—perfect for your Sarasota getaway VR24-00164

Heated Pool Oasis 3BR/2BA near Siesta Key Beach
Relax at this modern heated pool house located just 15 min from the famous Siesta Key Beach. Nested in a quiet neighborhood with a lot of privacy, the house has plenty of space for an entire family or a group of friends. An additional family room with a TV for kids. Relax by the pool in the spacious outdoor area or explore the beautiful downtown filled with restaurants. Recently renovated, this home offers handmade authentic Mexican tile flooring to compliment a cozy and contemporary design.

The Cottage At Central Park
There is no more charming place to stay! From the minute you step inside this immaculate and cozy private residence you will feel right at home. With a beautiful open kitchen, natural light that pours into every room, a spacious back porch overlooking the pool and fenced in yard with a fire pit, this is the perfect place to entertain AND relax. Minutes from the #1 rated Siesta Key beach and downtown Sarasota in one of the areas most sought after neighborhoods you are in the middle of it all!

The Oasis
Welcome to The Oasis, your Florida home away from home! Centrally located, between siesta key and st Armand’s circle, near many fantastic restaurants, grocery stores, and downtown. This home has everything you need for a fantastic stress free stay in Sarasota. A luxurious Italian style pool and garden area, a spacious indoor area with a full sized kitchen, king bed, queen bed, 1 twin bed and 2 twin air mattress. 4 smart tvs. We love this stunning and cozy home and we’re sure you will too!

Sunny Palm Villa
Welcome to Sunny Palm Villa! This family friendly 3 bedroom 2 bathroom home with a heated pool is just the place you have been looking for. A wonderful place to unwind and relax by the pool or one of the nearby beaches. Conveniently located 20 minutes from Siesta Key Beach or Lido Key Beach. Only 15 minutes from University Town Center shopping, Mote Aquarium and Nathan Bendersen Rowing Park. The Legacy Bike Trail and famous Dutch, Amish restaurants in Pinecraft only 5 minutes away.

Mid-Century Oasis with Pool in Arlington Park 1
A perfect blend of Sarasota’s architectural heritage and contemporary elegance right in the heart of Arlington Park. This bright, newly renovated 2 bed/2 bath & pull out sofa in a mid-century gem offers a serene escape, providing a refreshing interplay of historical charm and modern luxury. Enjoy the separate sunroom/office for those working from home, or use as an extra sleeping space with comfy pull out sofa. Take a break with a quick dip in the sparkling pool. VR24-00160

Casa Cruz-3RM/2BA w/Heated Salt Water Pool
You'll have a great time at this modern 3RM/2 BA house with a heated salt water pool. This beautiful home is located 6 minutes to SRQ Airport, 20 minutes to the #1 rated beach in the country, Siesta Key, 5 minutes to Publix and local restaurants, and 10 minutes to high-end shopping at UTC mall. You’ll have access to major FL highways. The home is equipped with all the essentials needed for short term/long term stays. Book your stay today! Casa Cruz es su Casa!

Sunshine House- Sarasota Pool Retreat
Welcome to the Sunshine House a sunny Sarasota retreat! This charming 3-bedroom, 2-bathroom home features a salt water heated pool and is just 20 minutes from the stunning Lido and Siesta Key Beaches. Perfect for families or groups, our home offers a spacious living area, fully equipped kitchen, comfortable bedrooms and an office setup. Relax by the pool, enjoy nearby dining and shopping, or explore the beautiful beaches. Your perfect getaway awaits!

Luxury Pool Family Home-Siesta Beach/DT-3BR/2BA
Welcome to your private oasis! This stunning pool home has undergone a meticulous renovation, offering a spacious and luminous retreat. Nestled on a serene street, it provides a peaceful escape while being in close proximity to Sarasota's top destinations. Whether you're seeking the sun-kissed shores of Siesta Key Beach, the vibrant downtown scene, or the flavors of the Fresh Fish Waltz Market, this home offers easy access to it all.

Your DreamOasisAwaits: SiestaKeyEscape with Pool!
Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴
Popular amenities for Fruitville rentals with a pool
House rentals with a pool

Sea Esta | Private Saltwater POOL + Putting Green!

Sarasota's Luxury Oasis

Sarasota Getaway “Have some fun under the sun.”

Siesta Key Beach Getaway

Beautifully Remodeled Home with Pool Near Siesta

Modern POOL home

Stunning New 3 bed 3 bath pool home by Siesta Key!

A Whale of a Good Time!
Condo rentals with a pool

Gateway to Siesta Key - 1/2 Mile to the Beach

6 Siesta Breakers - Condo, Ocean View, Heated Pool

LIDO KEY 1 BR/1Bath Heated Pool 16

Comfy Siesta Key Condo

Siesta Key Ground Floor Condo 2BR On Trolley Line

Lake View 1BR Condo | Heated Pool Near Siesta

Quiet Gulf & Canal View 1 BR -2 Supyaks-Htd Pool

Cottage on Siesta Key Beachside & Stunning sunsets
Other vacation rentals with a pool

Pickleball, Kayak, LegacyTrail, Beaches, Downtown

Lovely Beach Bungalow

Paradise on Prospect w/ Htd Saltwater Pool

Sarasota home featuring private salt water pool

Stylish Beautifully Remodeled Condo in Sarasota

Heated saltwater pool near Siesta and Downtown

Three bedroom pool home in Sarasota

Cozy Getaway Home near Siesta Key Beach
When is the best time to visit Fruitville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$49,309 GYD | G$61,636 GYD | G$59,338 GYD | G$47,010 GYD | G$40,742 GYD | G$41,996 GYD | G$41,160 GYD | G$39,489 GYD | G$36,564 GYD | G$36,982 GYD | G$38,026 GYD | G$45,339 GYD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
Quick stats about vacation rentals with a pool in Fruitville

Total vacation rentals
Explore 120 vacation rentals in Fruitville

Nightly prices starting at
Fruitville vacation rentals start at G$8,357 GYD per night before taxes and fees

Verified guest reviews
Over 4,410 verified reviews to help you choose

Family-friendly vacation rentals
100 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
120 of Fruitville vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Fruitville rentals

4.9 Average rating
Fruitville stays are highly rated by guests—averaging 4.9 out of 5!
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