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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.

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Top guest favorite

An expansive backyard features a private heated pool, surrounded by lounge seating and a well-maintained putting green. Softly glowing twilight casts a warm hue over the space, framed by lush greenery and a serene atmosphere.

Home in Sarasota

5 out of 5 average rating, 101 reviews

Living The Dream: Heated Pool + Mini Golf +Swings

BNB Breeze Presents: Living The Dream! From the swings at the dining room table and the neon sign, to the moss wall and the private putt-putt course, Living the Dream is fully loaded and is the ultimate luxury vacation home! Located just 15 minutes away from BOTH Lido Key and Siesta Key Beach, this incredible stay includes: ✔ Backyard Putt-Putt Course ✔ Private Heated Saltwater Pool w/ Lounge Chairs ✔ Covered Patio w/ String Lights ✔ Jura Espresso Machine ✔ 65" Frame TV w/ Youtube TV Included!

A covered outdoor dining area is featured, furnished with a round table and four cushioned chairs. The space is positioned adjacent to the private pool, surrounded by a screened enclosure that allows for natural light and a view of the pool.

Bungalow in Sarasota

4.91 out of 5 average rating, 349 reviews

Pool & fenced-in yard in downtown edge bungalow

This 2 bed-2 bath house is a homey Florida bungalow with wood floors and lots of natural light, located in a quiet neighborhood on the downtown core edge. Enjoy a spacious and private, fenced-in backyard with pool, covered grill and eating area. The home is minutes away from the Legacy Trail, the new Bay Park, Payne Park, dining, live music, bars, theatres, opera house, performance venues, comedy club, antiquing, kayak launches, tennis and basketball courts, farmer's market, shopping and more.

A private backyard features a spacious swimming pool surrounded by a paved patio. A play structure stands on the grass nearby, providing an area for children to enjoy. Lush greenery and a fenced perimeter create a tranquil outdoor retreat.

Home in Sarasota

4.9 out of 5 average rating, 107 reviews

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.

Top guest favorite

A large, heated pool is enclosed within a screened patio, with clear water inviting relaxation. The surrounding area is spacious, featuring concrete flooring and a view of well-maintained landscaping beyond the pool, offering privacy and tranquility.

Home in Sarasota

4.98 out of 5 average rating, 142 reviews

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.

A bright and airy indoor space features a coastal-themed rug with a starfish design. Light-colored furniture and a wooden table provide a casual dining area, while large windows allow natural light to fill the room and offer views of the backyard.

Home in Sarasota

4.93 out of 5 average rating, 357 reviews

☀Coastal Gem☀Heated pool & amazing location!☀

- Located in a quiet Sarasota neighborhood minutes from shopping, restaurants, & Siesta Key, this amenity packed home is perfect for families and beach enthusiasts! - Enjoy the heated pool and comfy outdoor furniture in your fenced in backyard where you can bask in the sun swimming and grilling. - Beautifully designed coastal interior w/ new appliances, Smart TVs, and fast WiFi. - Your on-site Superhost is available if needed to assist with making your stay enjoyable and worry free.

The exterior of the home showcases a one-story structure surrounded by a well-kept lawn. A covered parking area is present, alongside vibrant landscaping featuring various plants and trees. Clear blue skies create a bright and welcoming atmosphere.

Home in Sarasota

4.94 out of 5 average rating, 152 reviews

La Hacienda / heated pool, hot tub, 6 mi to beach

Experience the allure of La Hacienda, a charming rental with a warm Southwestern-inspired interior with unique touches. This 4-bedroom, 2-bath home features a spacious living room with comfortable seating and multiple smart TVs. The private backyard awaits with a heated pool and hot tub for ultimate relaxation and entertainment. Located near downtown, you'll have easy access to beaches and dining. Indulge in the perfect blend of chillin', grillin' and sippin' at La Hacienda!

A sparkling pool is surrounded by neatly arranged lounge chairs on a stone patio. The building nearby features multiple balconies and large windows, allowing natural light to filter through. Lush greenery and palm trees enhance the area, creating a relaxing outdoor setting.

Apartment in Indian Beach-Sapphire Shores

4.96 out of 5 average rating, 140 reviews

Free Early Chk-in, Super Clean, Free Parking,Bikes

Escape the ordinary and immerse yourself in an extraordinary stay at our unique Airbnb property on the main road 1 mile from downtown Sarasota. Discover over 60 enticing amenities, from a secure room safe to a luxurious, indulgent bed. Just a stone's throw away from downtown Sarasota, Lido Beach, and essential amenities like grocery stores and pharmacies, our corner apartment with a dazzling wrap-around patio is your perfect hideaway. Bicycles at your disposal. Book now

A sparkling pool is surrounded by a spacious patio, featuring lounge chairs and a vibrant red umbrella. Lush tropical landscaping creates a serene retreat, providing an inviting space for relaxation and leisure under a clear blue sky dotted with fluffy white clouds.

Home in Sarasota

4.96 out of 5 average rating, 119 reviews

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.

A resort-style swimming pool is surrounded by lush tropical landscaping. Palm trees are seen flanking the pool area, which features a spacious deck. A building with large windows and a matching roof is visible in the background, enhancing the relaxed setting.

Home in Sarasota

4.88 out of 5 average rating, 49 reviews

Coastal Retreat 3/2 Near Beaches & Downtown

This beautifully decorated home with resort style amenities is centrally located in Sarasota and is overlooking a gorgeous pond with a fountain. It includes spacious 3 bedrooms and 2.5 bathrooms with the open concept layout and contemporary coastal interior design . Conveniently located near Sarasota's most sought-after destinations! Nestled in close proximity to the pristine, award-winning beaches, vibrant Downtown Sarasota, and the bustling UTC Mall.

A heated pool with a vivid blue surface reflects sunlight. Two bright blue lounge chairs sit invitingly at the pool's edge, surrounded by a spacious deck area featuring additional lounge chairs. A grill is positioned nearby, enhancing the outdoor enjoyment.

Home in Sarasota

4.96 out of 5 average rating, 184 reviews

The Palms-Private Heated Pool Hot Tub-5mi to beach

THE PALMS is a single-family home with heated private pool in the heart of Sarasota. The home is 5 miles to the #1 beach in the USA, Siesta Key Beach. It offers 3 bedrooms, 2 bathrooms, a large living space & screened-in outdoor sunroom. The fully private, fully enclosed outdoor space is one-of-a-kind with a modern pool, hot tub, BBQ grill, fire pit, beach bar, outdoor TV & lounge chairs for families & snowbirds to enjoy Florida living in style!

A serene pool area is captured, featuring a turquoise pool surrounded by a screened enclosure. Comfortable lounge chairs are positioned nearby, and a decorative statue is visible by the pool's edge. Lush greenery and a wooden fence enhance the tranquil setting.

Guesthouse in Sarasota

4.99 out of 5 average rating, 140 reviews

Maggie's Hideaway

This adorable little bungalow is hidden away in one of Downtown Sarasota's oldest historical neighborhoods and only a couple miles from Sarasota Bay and surrounding beaches. Beautiful Lido Beach is only five miles west, Siesta Key is seven miles southwest, with Benderson Park being only seven miles east. Fabulous shopping and world class dining is plentiful in this downtown community. There is plenty to see and do in Sarasota - Come see us!

An outdoor area features a heated pool surrounded by a spacious deck. Lounge chairs are positioned nearby for relaxation, and a dining set offers seating for outdoor meals. A screened enclosure provides protection from insects while allowing natural light to filter through.

Home in Sarasota

4.91 out of 5 average rating, 102 reviews

Heated Pool 3bdr 2bth Close to Downtown

Freshly remodeled home as of 2021, Great for family vacation. Amazing location right in the middle of town, no more than a ten minute drive to the incredible attractions. Easy drive to the #1 beach/Siesta beach world famous for its astonishing clear waters and impeccable views. This home has a private entrance with a heated outdoor pool. We are also pet friendly/dog. Small dog only, under 15 pounds, pet fee required.

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Popular amenities for Fruitville rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

A tranquil private pool is surrounded by lush greenery and colorful plants. Lounge chairs are positioned nearby on a paved patio, creating an inviting space for relaxation. The clear blue sky and fluffy clouds enhance the serene outdoor atmosphere.

Home in Sarasota

4.94 out of 5 average rating, 31 reviews

Tyne Haven Heated Saltwater Pool + Patio

A clear swimming pool reflects the evening sky, surrounded by a spacious patio. Outdoor seating for dining is arranged under an umbrella, with chairs positioned nearby. Lush greenery provides privacy, and large glass doors lead to the inviting interior of the home.

Home in Sarasota

5 out of 5 average rating, 6 reviews

Pool, Spa, & Private Gym in the Heart of Sarasota

Top guest favorite

A serene outdoor space features a saltwater pool with a tanning shelf, surrounded by a sunlit patio. A large umbrella provides shade over a white lounge chair. Two additional outdoor chairs are positioned nearby, offering a relaxed seating area.

Home in Sarasota

4.98 out of 5 average rating, 63 reviews

Modern coastal downtown home w/saltwater pool

A heated swimming pool is enclosed within a screened patio, featuring a turquoise hue. Red lounge chairs and an umbrella are visible alongside the pool, providing a comfortable area for relaxation. The surrounding fencing offers privacy, while tropical plants add a natural touch.

Home in Sarasota

4.9 out of 5 average rating, 80 reviews

Sarasota Getaway “Have some fun under the sun.”

Home in Sarasota

5 out of 5 average rating, 5 reviews

Heated Pool|Hot Tub|Arcades|Game Room|4 Bedrooms

A caged outdoor space features a heated saltwater pool, surrounded by a spacious deck. Sun loungers are positioned nearby, and a covered area for dining is visible in the background. Lush greenery adds a touch of nature to the setting.

Home in Sarasota

4.86 out of 5 average rating, 173 reviews

Beaches, Shopping, Sculling-Sarasota is calling!

The illuminated swimming pool reflects soft light, creating a serene atmosphere in the backyard. Surrounding the pool are lounge chairs and a patio table, with the fenced area providing privacy. Palm trees and landscaping enhance the tranquil setting, viewable at night.

Home in Sarasota

4.92 out of 5 average rating, 64 reviews

The Coral Cottage-heated pool, Siesta beach 15 min

A screened-in pool area features a sparkling pool surrounded by a tiled deck. Comfortable lounge chairs and a small dining table with an umbrella provide seating options. A grill is positioned in the corner, and a fence offers privacy from the outside.

Home in Sarasota

4.86 out of 5 average rating, 59 reviews

Central Sarasota Family Home w/ Heated Pool!

Condo rentals with a pool

A community pool area is highlighted, featuring a clear blue pool surrounded by lounge chairs. The yellow building with arched windows stands in the background, and palm trees add greenery to the serene environment. A sunny sky enhances the overall vibrant atmosphere.

Condo in Sarasota

4.97 out of 5 average rating, 201 reviews

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

A spacious pool area is shown, framed with palm trees and lounge chairs under bright blue umbrellas. The inviting water reflects the sky, while a building with large windows is visible in the background, offering a comfortable area for relaxation.

Condo in Siesta Key

4.91 out of 5 average rating, 127 reviews

Sea Shell Ocean view On Beach Walk everywhere Pool

Top guest favorite

A comfortable living area features a neutral sofa with decorative cushions, flanked by two bedside tables with lamps. A piece of wall art depicting a beach scene adds a calming touch, while a ceiling fan provides overhead cooling. Natural light is visible through an open doorway.

Condo in Siesta Key

4.92 out of 5 average rating, 239 reviews

Sea Club 2-Relaxing Siesta Key Condo-Siesta Sky

A two-story building with a light yellow exterior is situated among palm trees and lush greenery. The entrance features a covered porch, and the pathway is lined with flowering plants, leading to the parking area and common spaces.

Condo in Lido Key

4.8 out of 5 average rating, 104 reviews

LIDO KEY 1 BR/1Bath Heated Pool 16

A heated swimming pool is surrounded by vibrant greenery and palm trees, providing a refreshing escape. Lounge chairs are placed along the deck, with a clear blue sky above and a nearby building in the background, reinforcing a tranquil atmosphere.

Condo in Sarasota

4.89 out of 5 average rating, 141 reviews

6 min to Siesta Beach | Heated Pool | Lake View

Condo in Bradenton

4.95 out of 5 average rating, 133 reviews

Cozy 2 bed/2.5 bath townhome

A light-filled living area showcases a large white sectional sofa adorned with colorful throw pillows. A turquoise coffee table displays decorative shells, and a light-toned area rug is centered beneath. Artwork featuring vibrant coastal scenes is mounted on the walls, enhancing the relaxed ambiance.

Condo in Bradenton

4.96 out of 5 average rating, 157 reviews

The Seabreeze Cottage with peaceful water views

Top guest favorite

An oceanfront view is captured from the private lanai, showcasing the serene blue waters of the Gulf of Mexico and a heated pool below. Palm trees frame the scene, and beachgoers can be seen in the distance enjoying the sandy shore.

Condo in Longboat Key

4.98 out of 5 average rating, 185 reviews

Condo with a View 1: Beachfront!

Quick stats about vacation rentals with a pool in Fruitville

Total rentals
110 properties
Nightly prices starting at
ﺩ.ﺇ110 before taxes and fees
Total number of reviews
3.7K reviews
Family-friendly rentals
100 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace

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