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Home rentals with a pool near Siesta Beach

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool near Siesta Beach

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

A spacious backyard pool area features a heated pool surrounded by a secure screen enclosure. The inviting poolside is complemented by a paved patio and access to the home through sliding glass doors, revealing views of tropical landscaping and ample outdoor seating.

Home in West Bradenton

4.99 out of 5 average rating, 153 reviews

Suncoast Beach Getaway - 10 Minutes to Gulf & IMG

Enjoy some of Florida's finest white sandy beaches. Only 4 miles/10 minutes to the shimmering Gulf of Mexico or IMG Academy. This Luxurious 4 bedroom 2 bath pool home has an additional queen futon & 2 sets of bunkbeds. 100% remodeled by builder/owner. Over 2300 square ft. of A/C space (3 zones) all on one level with a huge private HEATED POOL. Featuring a fully stocked gourmet chef kitchen & stunning granite counters! The very large rear lanai also may also serve as a 4th bedroom. Come & relax!

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 heated saltwater pool is situated within a screened enclosure, framed by lush greenery and palm trees. The tranquil water reflects soft evening light, enhancing the peaceful ambiance. A lounge chair is positioned beside the pool, inviting relaxation.

Home in Port Charlotte

5 out of 5 average rating, 11 reviews

Heated Saltwater Pool Near Sarasota Fort Myers

Private heated saltwater pool oasis. Florida nature but only 10 minutes from shops and restaurants. In a great location to explore many of the Gulf Coast beaches! Easy drive to Siesta Key, Lido Key, Venice Beach, Nokomis Beach, Englewood Beach, Fishermans Village in Punta Gorda, Sunseekers resort, Boca Grande, Fort Myers, Naples, Anna Maria Island. Enjoy exploring and coming back to large tv for movie night outdoors. Toast marshmallows on the fire table. Enjoy a dip in the saltwater pool

A screened-in pool area is presented, featuring a heart-shaped heated swimming pool surrounded by a spacious deck. Lush greenery and palm trees are visible beyond the enclosure, providing a serene outdoor setting for relaxation.

4.91 out of 5 average rating, 183 reviews

Vacation Rental with private swimming pool

Located in a desirable community of South Venice. Venice, Manasota, Nokomis and Sharky’s beaches are located only 5 miles away. The historic Venice Avenue of unique shops, restaurants, special events. Farmer market, tennis courts, and children fountain are close by. Newly renovated home and swimming pool in a quiet peaceful area in an ideal place for any season gateway.A great place for biking, running and walking. My place great for couples, solo adventurers or families with kids.

A private heated pool is surrounded by a screened lanai, providing a bright and airy space. Comfortable seating options are positioned nearby, along with a few plants adding a natural touch. Sunlight filters through the screen, casting gentle shadows across the deck area.

Home in Port Charlotte

4.92 out of 5 average rating, 139 reviews

Heated Pool Vacation Getaway

This 3 bedroom, 2 bath house with private heated pool is located in a quiet neighborhood near everything that Southwest Florida has to offer. Minutes from restaurants and grocery stores, a couple of miles from the Port Charlotte Harbor and a short drive to some of the most beautiful beaches, you can truly have it all. Our house offers great wifi, a fully functional kitchen, updated furnishings and a heated pool. Self check-in and out guarantee complete privacy.

A spacious pool area is enclosed by a screened-in structure, featuring a sparkling blue pool and a sun lounger. Lush greenery surrounds the space and a serene lake is visible beyond, framed by a colorful sunset sky.

Home in Bradenton

5 out of 5 average rating, 17 reviews

Lakefront Pool Home w/Resort Amenities Near Beach

Escape to this lakeside haven with a private heated pool, just minutes from the pristine beaches of Siesta Key, Anna Maria Island, Bradenton Beach & Lido Key. Relax in the serene setting or explore the nearby sandy shores. Whether you're looking for a peaceful retreat or coastal adventure, this stunning getaway has it all for an unforgettable stay! Perfect for families, friends, or couples seeking both tranquility and excitement. Book your slice of paradise today!

Top guest favorite

A private swimming pool is surrounded by a screened patio, featuring a relaxing seating area. The pool exhibits a curved design with clear water, while the surrounding tiled deck is complemented by a shaded area and an outdoor dining space in the background.

5 out of 5 average rating, 24 reviews

New! Perfect Vacation Home w/pool

Enjoy this home that is fully renovated and designed for a perfect vacation. Hang out at the pool or head to the beach. Your family will be close to everything when you stay at this centrally-located place. 2.7 miles from the beach. 2 minute walk to Venetian Waterway Park trail. Close to Fox Lea Farms. Kitchen is fully stocked. Outdoor grill with utensils. Washer and dryer for your convenience. Beach towels, chairs and umbrella are provided.

A screened-in pool area is highlighted, featuring a clear blue pool, surrounded by a spacious deck. Lush greenery and a serene view of a lake are visible in the background, enhancing the outdoor space's tranquility.

Home in Nokomis

4.91 out of 5 average rating, 23 reviews

Beautiful Waterfront House, Pool, 7 Min to Beach

Have fun and make some great memories at this stunning 3 bedroom/ 2 bathroom pool house. Head outdoors and take a dip in the fully-screened pool, spend time grilling and dining on the pool deck, and enjoy your morning coffee while listening to the birds that frequent the lake and sanctuary island located behind the house. Only 7 minutes away from Nokomis beach.

The inviting pool area is illuminated by string lights, adding warmth to the setting. A cozy seating arrangement is visible on the deck, while vibrant lounge chairs are positioned nearby. The soft glow of the water reflects the evening atmosphere, enhancing the relaxing environment.

Home in Bradenton Beach

4.79 out of 5 average rating, 47 reviews

AMI Sunset Beach - Pool Side Retreat w/ Pool +Deck

AMI's Sunset Beach part of 7 miles of white sand beaches! • 200+ five-star ratings over all sites! • Pool views from inside home. • Decks with views of Beach + Gulf of Mexico + Pool. • Pool with sun shelf. • Paddleboard + Kayak + Firepit + Patio + Grill. • High-speed WiFi. • First floor of duplex "pool-side". • Central location next to Sunset Beach.

Vacation home in Sarasota

5 out of 5 average rating, 15 reviews

Stunning Sarasota Estate with Beautiful Pool

Newly renovated and spacious 4 bedroom home on a private and quiet 1 acre of land in the heart of Sarasota. Minutes from local restaurants, golf courses and shopping. 15 minutes to the beautiful Lido beach and 10 minutes to Downtown and the Marina. Fully secured fenced in yard and one of a kind backyard with a heated pool.

A private heated pool is enclosed by a screened lanai, showcasing a spacious patio area paved with light-colored bricks. Lush greenery is visible beyond the pool area, offering a sense of privacy and tranquility. Seating arrangements are positioned nearby for relaxation.

Home in Sarasota

4.79 out of 5 average rating, 195 reviews

Relaxing 3BR/2Ba Oasis with Heated Pool.

Welcome to our charming and inviting house, the perfect retreat for a private and comfortable stay. Feel at home with self check-in, cleanliness, and high-speed WiFi. Enjoy streaming on Roku and Sling TV. Relax in the private heated pool. Ideal for couples, solo adventurers, business travelers, and families.

The screened swimming pool reflects bright blue water, creating a serene space. Lush greenery and a pond can be seen beyond a white picket fence, providing a calming backdrop. Light clouds are visible in the distance, enhancing the outdoor setting.

Home in Bradenton

4.88 out of 5 average rating, 126 reviews

Coastal Charm

Charming 3 bedroom, 2 bath home with room to explore. Beautiful swimming pool that overlooks pond and x-large patio to enjoy outdoor dining and relaxing. Coastal decor throughout to enjoy your tropical surroundings. Just 5 miles and easy passage to the beach this home makes for an affordable beach vacation.

Popular amenities for rentals with a pool near Siesta Beach

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

A private pool is surrounded by a stone patio and lounge chairs, providing ample space for relaxation. A shaded area is created by an umbrella, while lush greenery and a wooden fence enhance the outdoor setting. The sky is bright with scattered clouds.

Home in Sarasota

4.63 out of 5 average rating, 19 reviews

Vitamin Sea: Private Pool, Downtown, and Beaches!

A spacious outdoor dining area features a large table surrounded by six chairs, positioned on a light blue surface. In the background, a crystal clear pool reflects sunlight, while an umbrella provides shade. A fenced perimeter and greenery enhance the setting's privacy.

Home in Sarasota

4.93 out of 5 average rating, 135 reviews

Centrally located oasis.

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 heated swimming pool is featured within a screened enclosure, surrounded by a blue patio. Beyond the pool, a serene view of lush greenery and a canal is visible, offering a sense of privacy and nature.

Home in North Port

4.81 out of 5 average rating, 134 reviews

Luxury villa 4 bdr with a heated pool (14guests)

An inviting saltwater pool is surrounded by a screened enclosure, providing a clear view of the tranquil water. Light dances on the surface, reflecting from overhead lights. A small area for lounging is visible alongside the pool, enhancing the outdoor space.

Home in Bradenton

4.87 out of 5 average rating, 291 reviews

Large 4 bedroom pool home tiki bar close to Ami

A spacious outdoor area features a heated pool surrounded by a screened enclosure, allowing for unobstructed views. Sun loungers are positioned at the pool’s edge, while a dining set with chairs is arranged nearby, offering a comfortable space for relaxation and enjoyment.

Home in North Port

4.81 out of 5 average rating, 43 reviews

Tropical Pool Vacation Getaway!

A heated saltwater pool is displayed within a screened enclosure, featuring a gently curved shape. A floating lounger is visible in the water, with a concrete deck surrounding the pool. Lush greenery and a white privacy fence are seen in the background.

4.88 out of 5 average rating, 17 reviews

Private Heated Pool & Spa. Walk to Shamrock Park.

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 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

An upgraded kitchen is displayed with sleek white cabinetry and stainless steel appliances. A large island with a white countertop provides seating. Pendant lights hang above, illuminating the workspace. Open shelves feature plants and dishware, enhancing a clean and functional atmosphere.

Condo in Osprey

4.92 out of 5 average rating, 12 reviews

Lovely 2 bedroom condo with pool & tennis courts

A relaxing pool area is surrounded by palm trees, with several lounge chairs positioned around the sparkling water. The ocean beach can be seen in the background, along with sandy dunes and greenery.

Condo in St. Pete Beach

4.88 out of 5 average rating, 147 reviews

Sun, Beach Views, and Smiles!!!

A welcoming living area features two comfortable sofas adorned with striped cushions. A light wooden coffee table sits in the center, complemented by nautical-themed decor on the nearby walls. Natural light fills the space through large windows, enhancing the inviting atmosphere.

Condo in Siesta Key

4.87 out of 5 average rating, 101 reviews

Siesta Village Short Walk to Beach w heated Pool

The image captures a tranquil pool area, featuring a circular pool surrounded by a paved deck. Multiple lounge chairs with teal cushions are arranged around the pool, with verdant trees and apartments visible in the background under a bright blue sky.

Condo in Bradenton

4.84 out of 5 average rating, 127 reviews

Shorewalk upgraded condo upstairs unit 4415

A spacious outdoor pool is surrounded by palm trees, reflecting the twilight sky. The water is illuminated, showcasing clear blue tones. Lounge chairs are positioned around the pool, offering relaxation areas as the sunset casts soft hues over the landscape.

Condo in St. Petersburg

4.9 out of 5 average rating, 58 reviews

2 bedroom condo with a pool on Boca Ciega Bay

A community swimming pool is surrounded by lounge chairs with bright turquoise cushions. Soft clouds drift overhead, and trees provide shade in the background. The pool is illuminated with clear blue water, inviting relaxation on a warm day.

Condo in Bradenton

4.88 out of 5 average rating, 72 reviews

Lakeside Condo. Beaches, Restaurants, IMG nearby.

Other great vacation rentals near Siesta Beach

Top guest favorite

The outdoor space features a heated pool surrounded by colorful lounge chairs and inflatable pool toys. A shaded seating area is visible, along with a vibrant children's playset in the background. The sky displays a striking sunset, enhancing the relaxing atmosphere.

Home in Bradenton

4.98 out of 5 average rating, 57 reviews

Sunshine Family Paradise With Heated Pool, Hot Tub

A bright living room is furnished with a light-colored sofa, accent pillows, and a round coffee table. A large television is positioned across from the seating area. Natural light filters through sheer curtains, and a potted plant adds a touch of greenery to the space.

Home in St. Petersburg

4.92 out of 5 average rating, 38 reviews

King / Child Friendly / Near DT / Plunge Pool

Top guest favorite

The exterior of the vacation home is showcased, featuring bright yellow doors framed by a welcoming pathway. Lush landscaping surrounds the entrance, while large windows allow natural light to fill the interior. A mixture of trees and shrubs adds to the greenery.

Home in Bradenton

4.76 out of 5 average rating, 175 reviews

Recently Updated! - Close to White Sandy Beaches!

The kitchen features a round dining table with four sleek chairs, positioned under a modern light fixture. Stainless steel appliances are visible, including a prominent refrigerator. Natural light filters through vertical blinds, illuminating the stylish wood-like flooring.

Home in Bradenton

4.95 out of 5 average rating, 133 reviews

"Oasis Villa Retreat" Near Beaches and IMG Academy

Top guest favorite

A spacious living area features a light gray sofa arranged around a dark coffee table, with a neutral area rug underneath. A flat-screen television is mounted on the wall, and large windows allow natural light to illuminate the space, creating a welcoming environment.

Home in Sarasota

4.98 out of 5 average rating, 390 reviews

The Cottage at Central Park II

Top guest favorite

A modern single-story home with a sloped roof and stone accents is presented in a well-maintained front yard. The driveway leads to a two-car garage, and large windows provide ample natural light. A clear blue sky and wispy clouds frame the scene.

Bungalow in St. Petersburg

4.8 out of 5 average rating, 65 reviews

Breathtaking 3 BR House Available

A spacious hot tub sits filled with water, surrounded by a screened-in patio area. The setting features a relaxing ambiance with views of the adjacent outdoor dining space and landscaped backyard, providing a serene environment for unwinding.

Home in Bradenton

4.98 out of 5 average rating, 136 reviews

Near downtown! Saltwater Pool! HOT TUB! Games!

Aerial view showcasing a wide beach lined with palm trees and beachfront establishments. The crystal-clear turquoise water gently meets the sandy shore, inviting relaxation. The sky above is bright blue with a few scattered clouds, highlighting a serene coastal environment.

Home in Bradenton

4.91 out of 5 average rating, 128 reviews

Luxury Cottage near Anna Maria Island and Beach

Destinations to explore