Vacation rentals with a pool in Manatee County

An oversized private pool is surrounded by lush palms and tropical plants. The pool area features a tiled patio and is enclosed by a wooden fence, creating a sense of privacy. A covered sitting area is visible in the background, enhancing the outdoor space.

4.78 out of 5 average rating, 265 reviews

Tropical Paradise - Private Pool - Close Beaches

Relax in a tropical Pool Home. With beautiful palms and an over-sized private pool. This beautiful pool home is only a short drive to Anna Maria Island. Floridas beautiful white beaches on the Gulf of Mexico. Pool heating available. Huge master bedroom with attached full bath and access to the pool area. Free high speed WIFI. 55" Smart TV in living room and a second Smart TV in the queen room. 2 parking spaces. Convenient to beach bars, golf, shopping. 25 Min. Sarasota and 45 Min. Tampa Airport.

4.96 out of 5 average rating, 103 reviews

A fenced-in outdoor area features a swimming pool surrounded by a red brick patio. Sun loungers are positioned beside the pool, and a pool house is visible in the background, complemented by lush greenery and large trees draped with moss.

Cottage in Palmetto

1930s Cottage + Pool 12 miles to Beach

Located in the heart of historic Palmetto FL, you will find this adorable cottage. This home has 2 bedrooms & 1 bath in the main home with a pull out sofa, as well as, a pool house with a full bath & daybed. You will love the southern charm of this home while relaxing by the pool or having morning coffee on the front porch. There are many restaurants & shops w/in walking distance as well as local parks & preserves. If you love the beach, this home is just a short drive to FL's beautiful beaches.

4.97 out of 5 average rating, 157 reviews

A private heated pool is enclosed by a screened lanai, surrounded by lush tropical plants. Soft purple lights create a relaxed ambiance. Comfortable seating and dining areas are positioned nearby, inviting leisurely moments by the water.

Home in Sarasota

ROYS PLACE private, tropical, romantic paradise.

NAMED #1 BEST AIRBNB WITH POOL IN SARASOTA BY TRIP 101 TRAVEL GUIDE FOR 2022, 2023, 2024. An exceptional vacation is a frame for an exceptional life. Offered for you, a romantic boutique home. Sarasota Chic decor, quality furnishings, lush tropical landscaping. Only property in urban Sarasota with your own private (EXCLUSIVE to you, NOT shared) CLOTHING OPTIONAL heated pool for tropical fun. One block walk to beautiful sunsets over Sarasota Bay. All tropical serenity yet close to everything.

A private inground pool is surrounded by lounge chairs and a pergola, offering a relaxing outdoor space. Plush grass and a textured concrete area create a seamless transition, while trees provide shade. A whimsical swan float rests in the water, inviting leisurely enjoyment.

4.93 out of 5 average rating, 169 reviews

Chic Oasis-Backyard Goals-Game Room-Pup Haven-Pool

Step away from the ordinary into your chic escape! Styled in modern black & white with a trendy edge, it is the perfect backdrop for your insta-worthy stay. Rainy day? No problem - our game room is packed with hours of fun, friendly competition. Evenings made magical with a night cap swim, cozy fire, or oversized yard games. Don't forget your photo op with our angel wings mural - the ultimate backdrop for your memories. Your pup is welcome too! This isn't just a stay - it's a vibe.

4.99 out of 5 average rating, 227 reviews

A private stock tank pool is surrounded by a wooden deck and lounge chairs. An umbrella provides shade over the pool area. Colorful towels and a stylish table with refreshments are visible, set amidst a landscaped courtyard with lush greenery.

Guesthouse in Sarasota

Magical Guesthouse 1 mi from SRQ airport

@Aloe_Stranger Dreamy + fresh! This 1-bedroom guesthouse has a king bed, full bath, kitchen, washer/dryer, daybed + sleeper sofa. NEW STOCK TANK POOL! Full of style - it feels like you're in your own art installation. 1 mile from SRQ Airport, it boasts a great location as well cushy comforts. 1/2 mile from Sarasota Bay, 15 min from Lido Beach, 15 min from Siesta Key and many beaches around the Sarasota/Bradenton area. 10 min from downtown Sarasota, 1 mile from the historic Ringling Museum

4.96 out of 5 average rating, 138 reviews

Condo in Bradenton

Cozy 2 bed/2.5 bath townhome

Renovated 2 bedroom/2.5 bathroom townhome nestled in a quiet, gated community in Bradenton between I-75 & some of the best beaches in the country. My townhome is 2 bedrooms (queen size) with en suite bathrooms. The beds are queen-sized. Amenities in the neighborhood include large heated pool, tennis and basketball courts, a playground, a volleyball area, a sports field, and a designated parking spot only steps away from the front door. Non-numbered guest parking is also available

Superhost

A small solar heated plunge pool is surrounded by a screened enclosure, with clear blue water reflecting sunlight. Lush landscaping and views of the private lake enhance the serene environment. The pool area is designed for relaxation with easy access provided by a metal handrail.

4.81 out of 5 average rating, 130 reviews

Heated Pool (No Cleaning Fee)

Solar heated plunge pool (14' X 18' small) Not so warm in cold weather with over night in the 40's or 50's. Located 11 miles from Bradenton Beach, 30 minutes (15.5 miles) from Anna Maria Island and 12 minutes from IMG. Our home is on a small private lake.. 3rd bedroom is an office with a queen sleeper sofa. We do not have cable TV; we use streaming services and a local antenna for reception. There is a whole house filtration/water softener installed for great quality water.

A well-maintained pool area is surrounded by lush greenery and features partial shade provided by overhead canopies. White lounge chairs are positioned beside a clear blue pool, which contains a floating inflatable in a vibrant orange color. A gas grill and outdoor dining setup are visible in the background.

4.97 out of 5 average rating, 100 reviews

Orange Oasis: Clean, heated pool, near beaches.

Enjoy your little slice of paradise at the beautifully decorated Orange Oasis! 3 bedrooms & 2 baths, plus a daybed with trundle. Heated Pool. High speed wifi & 4 TV's all with Hulu, Apple TV, Disney+, & ESPN. Vaulted ceiling, rainfall walk-in shower, washer & dryer, large fenced backyard, pool, garage parking, Weber grill, & a quiet safe neighborhood. The home comes fully stocked with Ziploc bags, cooking/kitchen essentials, coffee, beach essentials, & outdoor/indoor games.

4.86 out of 5 average rating, 100 reviews

A screened-in private pool area is visible, featuring a spacious rectangular pool bordered by sun loungers. Lush greenery is seen beyond the pool, providing a serene backdrop. A shaded outdoor dining area is positioned nearby, contributing to the inviting outdoor space.

Home in Sarasota

The Aqua House-3/2 w/ heated pool by Golf Course

Unwind in this chic, well-appointed home, perfect for a memorable family escape. With 3 bedrooms boasting plush comfort and 2 modern bathrooms, it offers ample space. The generously stocked kitchen invites culinary delights. Start your day in the screened pool area overlooking the golf course, sipping coffee, or bask in serenity with an evening cocktail while floating in the pool. Siesta Beach is 14 miles away and Lido Beach is 11 miles away. Your relaxing retreat awaits!

4.97 out of 5 average rating, 120 reviews

A clear blue swimming pool is surrounded by tall white fencing, with an area for lounging equipped with multiple blue and white chairs in the background. A bright yellow umbrella stands next to the pool, providing shade for visitors.

Cottage in Bradenton

Coastal Style 2BR cottage near Anna Maria Island

Relax with the whole family at this peaceful place to stay. Located in a mobile home/RV park 6.5 miles from Anna Maria Island, which offers some of the most beautiful beaches on the gulf coast. Centrally located between St. Petersburg and Siesta Key. This kid friendly community offers many amenities such as Pickle ball, swimming pool, shuffle board, horseshoes and gym on site. Stay a few days or a few months! Snow birds are welcome! Only 3.3 miles to Sarasota Airport.

A private backyard features a heated saltwater pool surrounded by spacious lounge chairs and a cozy dining area. Brightly colored patio lights and a large umbrella add to the outdoor ambiance. A pink inflatable flamingo floats in the pool, creating a playful atmosphere.

4.91 out of 5 average rating, 386 reviews

Palm Retreat: #1 Top Rated Rental of Bradenton/AMI

Enjoy Florida sun in a stunning, newly renovated 4/2 pool home! We have provided almost everything we could think of including five 4k TVs w/ Netflix and cable, wifi, heated (optional) salt water pool w/ 7' privacy fencing, adult bikes, beach gear, Pack & Play, office, board games, relaxing lounge chairs, stocked kitchen, washer & dryer, garage parking, dog crate, all in a quiet and safe neighborhood. Oh, and of course it's just 5 miles to world renowned beaches.

An aerial view captures the pool area featuring a private heated saltwater pool and spa, surrounded by a spacious patio. Lush palm trees and vibrant landscaping border the space, while a serene pond complements the scene, enhancing the outdoor environment.