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Vacation rentals with a pool in Sarasota

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Sarasota

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite

A large heated swimming pool occupies the center of the outdoor area, surrounded by a spacious lanai. Comfortable seating and a wall-mounted TV are visible, creating an inviting space for relaxation and leisure. Lush greenery borders the lanai, enhancing the tranquil atmosphere.

Home in Caloosahatchee

4.98 out of 5 average rating, 128 reviews

Heated Pool | Pet-friendly | Near Beach | Stocked

Catch your beach vibes at this newly renovated airy oasis with water views, relaxing lanai and huge heated pool in Cape Coral's desired Yacht Club community! Our coastal escape is pet and family friendly and is fully stocked with everything you need for an amazing vacation! We just renovated the entire house after Hurricane Ian so you'll get to enjoy a brand new kitchen (and huge island), new bathroom and new luxurious memory foam beds. Our pet fee is $75 per stay. 2 dogs max. NO cats please.

A cocktail pool is seen surrounded by a paved patio, featuring palm trees and tropical landscaping. Comfortable lounge chairs are positioned nearby, and a large umbrella provides shade. The serene water reflects the clear blue sky, contributing to a relaxing outdoor atmosphere.

Home in St. Petersburg

4.99 out of 5 average rating, 68 reviews

Remodeled pool cottage, just minutes from beaches

Relax by our cocktail pool in this recently remodeled guest cottage that is just minutes from the Sun Coast beaches. You will find our cottage is fully equipped and has everything you'll need for a quick getaway or an extended stay. The back door opens up to the patio and the lush, tropically landscaped backyard pool area. 5-minute drive to St Pete Beach, 7 to Treasure Island. Uber, Lyft or ride the SunRunner shuttle, and forget about the hassle and expense of beach parking. We are pet-friendly!

The screened-in pool area features a private swimming pool with a gently curving shape. Sunlight casts reflections on the water, while a colorful inflatable float rests nearby. Two white chairs and a small table are positioned to provide a relaxing space by the pool.

4.91 out of 5 average rating, 57 reviews

Heated POOL close to beach fenced in, kid friendly

Family friendly, Pool home has an open floor plan. New kitchen w/ stainless appliances & a breakfast bar. Living room has sleeper sofa w/ upgraded memory foam mattress. Large sunroom overlooks the fully screened in private pool & fenced tropical backyard. Many amenities: washer & dryer, pool floats, beach chairs, umbrella, beach towels & toys, coolers. 7 min by car to Manasota beach, 5 min to shopping restaurants etc. Primary has ensuite bathroom, walk in closet. Pack n play crib, toys & games!

A private pool in a clear blue shape is framed by a spacious deck. Sunlight reflects off the water, creating a bright atmosphere. A set of stairs leads into the pool, and a nearby lounge area is visible under a screened enclosure.

Home in Fort Myers

4.77 out of 5 average rating, 30 reviews

*Cozy 2 BR * Waterfront Home With Heated Pool

Welcome to your home away from home. this 2-bedroom, 2-bath home with pool blends luxury & comfort, creating an unforgettable retreat for families, couples, or friends. Just a short drive from vibrant downtown Fort Myers, you’ll delight in exploring unique shops, delectable restaurants & exciting attractions. Enjoy quick access to stunning beaches, top-tier golf courses, & thrilling outdoor adventures. Feel free to fish in the backyard & enjoy your perfect getaway in this home upon the water!

The private solar-heated pool features a clear blue surface and is surrounded by a secure fence. Two lounge chairs are positioned along the edge, offering a relaxing spot to enjoy the outdoors. A beach ball floats gently on the water's surface.

Home in Englewood

5 out of 5 average rating, 8 reviews

Pet Friendly Pool Home with Large Private Yard

Charming home nestled in a peaceful neighborhood. The entire home is yours, including a private solar-heated pool, covered & screened patio w/ gas BBQ, fully equipped kitchen, 2 bedrooms w/ queen beds, 2 baths, garage & private washer & dryer. Generous side yard can securely store your RV or boat! Easy 15-20 min drive to public beaches or explore the surrounding areas like Sarasota & Fort Myers – all within an hour! Great price for a private pool & pet friendly home in the center of it all!

A screened-in outdoor area features a heated swimming pool, surrounded by paver stones. Two lounge chairs are positioned nearby, and colorful floaties are visible in the water. The scene is framed by trees and a lawn in the background, with sunlight filtering through.

Home in St. Petersburg

4.91 out of 5 average rating, 147 reviews

Heated Pool and hot tub luxury vacation house

Spend your vacation in luxury! The hot tub and heated swimming pool are perfect for a family vacation or a couples' retreat. In winter we keep the pool temperature at 85 degrees. Enjoy the stylish furniture, a huge luxurious master suite with a large walk-in closet and work desk, a fully equipped kitchen and all the extras you would expect at the resorts. The living room features a 75’ TV! Short drive to Madeira Beach and Treasure Island. Small parties are allowed. A lot of parking space.

The outdoor pool area is highlighted by a heated pool with clear blue water reflecting sunlight. Surrounding the pool are unfinished concrete surfaces, providing spaces for lounging. A basketball hoop is positioned at one end, complemented by floating toys nearby, emphasizing a fun and relaxing atmosphere.

Home in St. Petersburg

4.9 out of 5 average rating, 100 reviews

3BR St. Pete Home, Heated Pool, 5 Min To Beaches

Looking for a beautiful pool home in St. Petersburg just 5 minutes from Florida's best beaches? This spacious 3BR, 2 bath home for 8 guests features a heated pool, ping pong table, dart board, putting green and pool basketball hoop. Enjoy fast WiFi, flat-screen TVs, and a fully equipped kitchen. The outdoor screened-in patio includes a comfortable sectional and smart TV, while the pool area boasts lounge chairs and furniture. Just 2 miles to the beach – perfect for relaxing.

Home in Cape Coral

4.96 out of 5 average rating, 166 reviews

Family Oasis: Waterfront Heated Pool & Game Room

This gorgeous vacation home boasts a luxury heated salt water pool and a relaxing jetted spa with views of a beautiful canal that provides direct access to three different lakes stocked with a great variety of freshwater fish. It's truly the ultimate dream getaway where guests come to comfortably unwind in a peaceful environment. Get away from it all and enjoy the gentle sound of the Florida breeze whispering through the palm trees!

Top guest favorite

The exterior of the home showcases a well-manicured lawn and landscaped garden, featuring palm trees and vibrant plants. A paved driveway leads to the entrance, and large windows are visible, allowing natural light to illuminate the interior.

Home in Punta Gorda

5 out of 5 average rating, 12 reviews

Stunning! Luxury waterfront home

STUNNING!! LUXURY WATERFRONT HOME - HEATED POOL- Close to Harbor/Fish Village -PREMIER HOST reviews averaging 5.0 since 2018 on other site. -Modern, newly updated home with open layout allowing for enjoyment of the cool waterfront breezes. -Boat dock with very close Harbor access within 10 minutes. -Southern exposure, full sun, heated pool, and waterfront. Oversized pool extends along large portion of rear of home.

A spacious pool area features a crystal-clear swimming pool surrounded by a screened enclosure. Comfortable lounge chairs and a dining set are visible under the bright blue sky. Foliage is seen in the background, adding a touch of greenery.

Home in Cape Coral

4.9 out of 5 average rating, 48 reviews

Amazing Luxurious 3 bedroom Pool home! Three Palms

Your family will be close to everything when you stay at this centrally-located home. Restaurants, shopping, parks, waterpark, mini golf and of course many different and unique BEACHES! The home has been completely remodeled with high end finishes and has everything for your stay! Pool heat IS included in your stay.

Vacation rentals for every style

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Popular amenities for Sarasota rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

The screened-in pool area features a clear, inviting swimming pool surrounded by a spacious deck. Natural light filters through the screen, highlighting the lush greenery visible in the background, creating a tranquil and private atmosphere.

Home in Sarasota

4.97 out of 5 average rating, 59 reviews

2223 Doud Street, Sarasota, FL

5 out of 5 average rating, 5 reviews

Oasis in Largo. Beautiful pool house, hot tub.

Home in Cape Coral

4.85 out of 5 average rating, 92 reviews

Comfy Cape house 4 beds/2baths/heated pool/Jacuzzi

The bright pool area is enclosed by a glass structure, featuring a clear blue swimming pool and a spacious stone patio. A small dining table with chairs is visible nearby, along with a lush plant adding greenery to the space. Natural light enhances the inviting atmosphere.

4.56 out of 5 average rating, 16 reviews

Lovely pool house 5 minutes from the beach

A well-furnished living area features a light-colored sofa with decorative pillows, a glass coffee table, and an area rug with subtle patterns. A dark wooden entertainment unit holds a television, and natural light filters in through nearby windows, enhancing the serene ambiance.

4.81 out of 5 average rating, 81 reviews

Tranquil Home. 2 minutes to Indian Rock Beach...

The exterior of a single-story house is visible, featuring a welcoming entrance with large windows and a landscaped front yard. Lush greenery, including palm trees and vibrant flowers, decorates the area. A two-car garage is seen on the left side, complemented by a concrete driveway.

Home in Brandon

4.92 out of 5 average rating, 12 reviews

Spacious House w/ Pool & Hot Tub near Tampa

A screened-in outdoor area features a clear pool with a hot tub. Comfortable seating is arranged nearby on a paved deck. Lush greenery is visible beyond the enclosure, adding to the serene environment.

Home in Fort Myers

4.91 out of 5 average rating, 23 reviews

Family Villa w/ private pool and hot tub!

A spacious salt-water pool is surrounded by lush greenery and a white fence. A hot tub is integrated within the pool area, and two lounge chairs are positioned nearby on a stone deck, creating a serene outdoor retreat.

4.88 out of 5 average rating, 96 reviews

Gorgeous Home w/ Huge Salt-Water POOL & SPA

Condo rentals with a pool

A cozy bedroom features a spacious bed dressed in a striped blanket, complemented by decorative pillows. A large flat-screen TV is positioned on a wooden dresser. Sheer curtains softly diffuse light, enhancing the warm tones of the wooden flooring.

Condo in Bradenton

5 out of 5 average rating, 10 reviews

Lovely Condo, Heated Pools, AMI, IMG, Top beaches

A clear view of the outdoor pool area is presented, surrounded by numerous lounge chairs. The vibrant blue ocean is visible in the background, with palm trees lining the shore. Two multi-story buildings frame the scene, contributing to a serene coastal atmosphere.

Condo in Indian Shores

4.9 out of 5 average rating, 20 reviews

POOL SIDE right on the BEACH 2 bdrm condo

An aerial view captures the community layout, highlighting the cluster of condo buildings with designated parking. The nearby heated pool and tennis courts are visible, set against lush greenery and providing access to the surrounding water bodies and shopping facilities.

Condo in Englewood

4.87 out of 5 average rating, 47 reviews

Condo With Heated Pool, Beaches Only Minutes Away

A tranquil outdoor area features a heated saltwater pool surrounded by lounge chairs. A covered eating space with several tables is adjacent to the pool, while the beach is visible in the background, just steps away from the property.

Condo in Bradenton Beach

5 out of 5 average rating, 5 reviews

Z. Water front condo, Via Roma, ground floor

A heated pool is surrounded by lounge chairs, with palm trees swaying gently in the breeze. Clear blue skies reflect off the water, creating a serene atmosphere. The area offers views of the pristine Gulf waters in the distance.

Condo in St. Petersburg

4.91 out of 5 average rating, 23 reviews

Lovely 2 bedrooms condo with pool in Boca Ciega

Top guest favorite

A large, heated pool is surrounded by lounge chairs and tropical palm trees. The bright yellow buildings of the complex provide a cheerful backdrop, complementing the clear blue sky. The pool area is well-maintained, offering inviting space for relaxation.

Condo in Seminole

4.97 out of 5 average rating, 146 reviews

SUNNY DELIGHT! HEATED POOL 2 miles to the beach🐶

A large swimming pool is surrounded by lounge chairs beneath the shade of tall trees. A separate hot tub is visible next to the pool, with a red umbrella providing shade to a nearby table. The area is fenced, offering a sense of privacy.

Condo in Sarasota

4.97 out of 5 average rating, 65 reviews

Peaceful retreat, pool, hot tub, near Siesta Key!

The image shows a well-maintained heated saltwater swimming pool surrounded by a clean deck area. Light-colored lounge chairs are positioned near the water, with a white railing providing safety. The pool's clear water reflects the surrounding greenery and nearby buildings.

Condo in Englewood

4.78 out of 5 average rating, 46 reviews

Cozy Condo With Heated Pool

Home rentals with a private pool

An outdoor patio area features comfortable blue sectional seating arranged around a fire pit table. The space is enclosed by a screen, allowing for views of the pool and surrounding greenery. Plenty of bright natural light illuminates the gathering area.

Home in South Gulf Cove

New place to stay

New! Poolside Sunset Serenity In South Gulf Cove

A serene canal view is presented from the dock, featuring lush palm trees and well-kept lawns along the water's edge. A thatched-roof gazebo is visible on the right, creating an inviting space for relaxation. The sky is partly cloudy, enhancing the tranquil atmosphere.

Home in Caloosahatchee

4.86 out of 5 average rating, 79 reviews

Luxury Waterfront Home with Pool

The covered outdoor dining area features a large, wooden table surrounded by white chairs, facing the inviting saltwater pool. Natural light filters through the arched openings, highlighting the poolside lounge chairs and tranquil greenery in the background.

Home in Seminole

4.94 out of 5 average rating, 54 reviews

Great 6br for All Ages/heated Pool 5 Min to Beach

The exterior of a modern home is shown with a well-maintained lawn and flowering bushes. A spacious driveway leads to a two-car garage, while warm light glows from the windows, hinting at a welcoming interior. A colorful sunset is visible in the background.

Home in Cape Coral

4.89 out of 5 average rating, 9 reviews

Blue Oasis - Saltwater Pool, Dock, Dog-Friendly

Two kayaks are positioned on a wooden dock, inviting exploration of the calm canal waters. The boat lift is visible alongside the dock, with manicured grass and tropical landscaping marking the shore. A covered patio is seen in the background, providing shaded relaxation.

Home in Caloosahatchee

5 out of 5 average rating, 34 reviews

Awesome Location W/boat Dock, Pool, & Kayaks!

A bright, inviting sunroom features large windows that allow natural light to fill the space. Two yoga mats are laid out on the wooden floor, surrounded by comfortable seating. Potted greenery is placed on a central table, enhancing the tranquil atmosphere.

Home in Palmetto

3.57 out of 5 average rating, 7 reviews

Sunny Palmetto Oasis: 4br Home with Private Pool

Quick stats about vacation rentals with a pool in Sarasota

Total rentals
870 properties
Nightly prices starting at
ﺩ.ﺇ37 before taxes and fees
Total number of reviews
25K reviews
Family-friendly rentals
680 properties are a good fit for families
Pet-friendly rentals
340 properties allow pets
Rentals with dedicated workspaces
510 properties have a dedicated workspace

Destinations to explore