Vacation rentals with a pool in South Bradenton

An oversized private pool is surrounded by lush tropical plants and palm trees, offering a serene atmosphere. The pool features a gently curving shape and a tiled edge, with comfortable lounge chairs positioned nearby for relaxation.

4.77 out of 5 average rating, 257 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, 101 reviews

Condo in Bradenton

A&A's Paradise near IMG & Anna Maria beaches

Conveniently located just 12 minutes drive from the beaches, close to IMG Academy and all amenities, this second floor corner condo has much to offer. Its picturesque lake view, modern upgrades, and spectacular open-concept design combine to enhance your vacation experience. Facilities at Shorewalk Palms include heated swimming pools, hot tubs, tennis court, basketball court, shuffle board court, pool table, ping pong table, BBQ area and a kid's playground. All are available for your enjoyment

A spacious outdoor area is presented with a heated pool, framed by a screened enclosure. Poolside seating includes lounge chairs, while a concrete patio surrounds the pool. Lush greenery is visible beyond the enclosure, providing a sense of privacy and tranquility.

4.94 out of 5 average rating, 117 reviews

Vacation Pool - House in Bradenton!

Welcome and enjoy a relaxing vacation house with your family. This heated POOL house is well situated and well-maintained in a cul-de-sac and is central to the beach (15 minute drive to Anna Maria Island), IMG Academy, The Bradenton Country Club, famous Riverwalk, downtown and numerous restaurants and shopping options. Enjoy your own private oasis with plenty of space for your family and friends with 3 bedrooms that can sleep 8 guests and a fourth bonus room that can sleep 2 additional guests

The screened lanai includes an inground heated pool adorned with floating rings. Colorful beach balls hang above the pool, casting playful shadows. The surrounding area features light-colored patio flooring and a door leading to the house, creating an inviting outdoor space.

4.91 out of 5 average rating, 170 reviews

Sunsational lounge area-Insta ready-Steamy hot tub

The Sunshine House gives a whole new meaning to fun in the sun. From the moment you step inside you are greeted by by sunshine with a beautiful mural. Each room greets you with it's own flair of bringing the sunshine in. And the back yard is set up to make you forget you came to see our beautiful beaches. Close to IMG, the downtown scene, the beautiful beaches of Anna Maria Island, restaurants, shops. This is the perfect location for your next family vacation. Don't forget your shades.

5 out of 5 average rating, 204 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

4.86 out of 5 average rating, 114 reviews

A bright living and dining area features a round glass table set for four, cozy seating arrangements with light-colored sofas, and a television. Natural light flows through large sliding glass doors, which lead to a screened lanai overlooking a serene outdoor space.

Condo in Bradenton

Florida Bella Rosa-2 spas & pools near IMG/beaches

Enjoy our beautiful lakeside, sunny, lovingly decorated condo with a nice coastal Florida feel, located in Shorewalk Vacation Villas complex. You can almost feel the cool Ana Maria Island breeze sweep through our condo. Located 7 miles from the Gulf/AMI beaches & 2 miles from IMG Academy, also 20 min drive by car to the Sarasota airport WITHIN WALKING DISTANCE: Publix supermarket, Amped Fitness, Aldi Grocery store, CVS Pharmacy, Golf course, restaurants and Regal Oakmont movie theater

4.87 out of 5 average rating, 213 reviews

A shared swimming pool reflects shimmering blue water, with gentle ripples creating a serene effect. A stainless steel handrail is visible at one side, offering support for entry. Sunlight enhances the clarity of the water, inviting relaxation and enjoyment.

Guesthouse in Sarasota

Supercute Beach Themed Retreat Free Parking Wi-FI

Come and enjoy our newly remodeled 400 square foot laid back beached themed guest house. Located just 1.5 miles away from Sarasota/ Bradenton airport, and less than 10 miles away from our world famous beaches. Whether you are a single person in search of a long term stay or a family looking for a short vacation, we have the place for you. Our guest area is attached to our main residence and has a private entrance. Enjoy our shared swimming pool and outside patio areas.

4.97 out of 5 average rating, 119 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 serene private pool is surrounded by lush tropical landscaping and a protective white fence. Lounge chairs are positioned nearby, creating an inviting relaxation area. The clear blue water reflects the sky, contributing to a calm atmosphere.

4.95 out of 5 average rating, 259 reviews

Paradise Retreat

The health and safety of our guests are always our top priority. All our rentals offers Minimum person -to- person contact with PRIVATE POOL AND CONTACTLESS CHECK IN. Plus each reservation is backed by 24/7 customer support and expert cleaning in line with CDC guidelines. My place is close to Florida's most famous white sandy beaches on Anna Maria Island and the world famous Siesta Key Beach. It is only 5 minutes to the IMG Academy, 15 minutes to Sarasota airport.

A serene outdoor space features a sparkling pool surrounded by lush greenery and tropical plants. Comfortable lounge chairs are placed along the poolside, and string lights cast a warm glow overhead. A shaded seating area with a gazebo can be seen in the background.

4.92 out of 5 average rating, 368 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.

A clear, inviting saltwater pool is surrounded by lush tropical palms. A large deck area offers seating with an umbrella, while a colorful inflatable floats on the water's surface, adding a playful touch to the serene outdoor space.

4.98 out of 5 average rating, 194 reviews

Sunshine Oasis with heated saltwater pool

3 bedroom 2 bath home just minutes from beautiful Anna Maria Island. Just 15 minutes from Sarasota airport and 5 minutes from IMG Academy. Very close to Robinson Preserve The house has WIFI and cable TV. Security camera monitors driveway. Fully stocked kitchen: Pots, pans, utensils, new stainless steel appliances, coffee maker, Keurig, etc.). saltwater pool and privacy fenced in back yard. Beach equipment provided Two stall garage for parking.