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Vacation rentals with a pool in South Bradenton

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in South Bradenton

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

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Top guest favorite
A spacious living area features a large sectional sofa, offering ample seating. A contemporary chandelier hangs from the ceiling, while a light-colored coffee table sits at the center. In the background, a modern kitchen is visible, accentuated by sleek cabinetry and bright lighting.
Home in Bradenton
4.96 out of 5 average rating, 113 reviews

AMI/IMG/Boat/Bikes/Golf/Hottub/Kayak/Beach/pool

Welcome to the Paradise Fun House, the ultimate spot for your dream bash! Our Airbnb oasis is packed with tons of fun and activities for an epic stay. Cruise around on free bikes or kayaks, fish with top-notch gear, challenge friends to mini-golf, chill in the hot tub, or enjoy our game collection. Golf clubs and beach gear are ready to roll. Our spacious layout is perfect for partying all night long. Book now for the ultimate fun or relaxing experience! Boat/Dog-sitting/cleaning are available

Top guest favorite
A screened lanai offers a peaceful retreat with a view of the pond and trees reflecting on the water. Comfortable seating is provided, accompanied by a small table. Natural light flows in, enhancing the serene atmosphere of the space.
Condo in Bradenton
4.97 out of 5 average rating, 129 reviews

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

Guest favorite
A comfortable living area is furnished with a gray sofa and decorative pillows. A large beanbag sits on the textured rug, while a medium-sized TV is positioned on a light-colored console. Natural light fills the space through sliding glass doors, adorned with sheer curtains.
Home in Bradenton
4.95 out of 5 average rating, 121 reviews

Waterfront View Mins To AMI Beaches

Luxurious lakefront 2 bedroom, 2 bathroom condo, located just 10 minutes from Bradenton Beach & Anna Maria Island. Located in the Shorewalk Resort in West Bradenton, the condo is also just minutes from the white sandy beaches of Anna Maria Island, Siesta Key, Longboat Key, Lido Key & St. Armands Circle. Whether you’re looking for a family friendly vacation, winter getaway, IMG Academy visit, romantic retreat, or you just want to relax and enjoy the Florida sun, this place is perfect for you!

Top guest favorite
The enclosed Florida room features comfortable outdoor furniture, with colorful cushions adorning the seating. A wooden coffee table is positioned in the center, and large windows provide views of the pool area outside, allowing natural light to fill the space.
Home in Bradenton
4.94 out of 5 average rating, 156 reviews

Private Heated Pool | Bradenton Vacation Home

Welcome to your private Bradenton pool oasis! . 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

Top guest favorite
The outdoor area features a spacious swimming pool surrounded by lush tropical plants and shaded by a screen enclosure. A hot tub is positioned beside the pool, and the bright blue water reflects the clear sky above.
Home in Bradenton
4.91 out of 5 average rating, 114 reviews

Exquisite modern home with pool - 10 min to beach

A beautiful modern home 10 min to Anna Maria Island and the beach with breathtaking amenities in Bradenton Florida. This 3 bedrooms, 2 bathrooms property is appointed with exquisite finishes and furniture throughout, heating and cooling pool, hot tub, large patio with lounge chair, complimentary bicycles and beach chairs, sonos system, outdoor BBQ and much more. Additional Housekeeping can be provided at an extra cost. Please contact the Property Manager for more information.

Guest favorite
A serene backyard features a heated pool surrounded by lounge chairs and shaded areas. Tropical plants and flowers add color, while the setting sun casts a warm glow. Umbrellas provide shade over the seating, creating a welcoming space for relaxation and outdoor enjoyment.
Home in Bradenton
4.97 out of 5 average rating, 112 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.

Guest favorite
A mobile home with a welcoming front porch is surrounded by lush greenery and colorful flowering plants. The structure features a light exterior, complemented by a decorative element above the porch. A carport for vehicle parking is visible, alongside a well-maintained pathway.
Cottage in Bradenton
4.96 out of 5 average rating, 131 reviews

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.

Top guest favorite
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.
Home in Bradenton
4.98 out of 5 average rating, 205 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.

Top guest favorite
Home in Bradenton
4.97 out of 5 average rating, 118 reviews

[Guest Favourite] Family Fun Oasis | Heated Pool,

Welcome to your family-friendly getaway! Enjoy a heated pool*, hot tub, swing set, sand box, fire table, BBQ, and fun arcade games for all ages. Relax in cozy king beds and kid-friendly bedrooms designed for easy stays. Located just minutes from the zoo, beaches, and great restaurants, there’s always something to explore. Whether you’re relaxing at home or out adventuring, this is the perfect place to make lasting family memories.

Top guest favorite
A spacious living room features a large grey sectional sofa with teal accent pillows, a wooden coffee table, and a light blue area rug. Large glass doors provide access to an outdoor area, while a vibrant seascape painting adorns the wall.
Apartment in Bradenton
4.98 out of 5 average rating, 136 reviews

Sweet Retreat at Shorewalk!

Bring the whole family to this great place with lots of room for fun. A spacious 2 bedroom, 2 bathroom condo on the second floor, newly renovated and fully equipped, is within walking distance of supermarkets, restaurants, the cinema, and bowling. Whether you are a single family on vacation, a couple enjoying a weekend getaway, or a sports team in training, we have you covered. Stay with us and enjoy all the comforts of home!

Superhost
A spacious backyard is showcased with a freshly renovated salt-water pool at the center. Comfortable lounge chairs are positioned near the pool, with a tiki bar visible in the background. Lush greenery and a putting green enhance the inviting outdoor space.
Home in Bradenton
4.83 out of 5 average rating, 250 reviews

Backyard Oasis, Heated Pool Tiki Bar Near IMG

This gorgeous home has been completely renovated with an OPEN Concept layout, New Heated (85 degrees) Salt Water Pool, Tiki Bar with 50" TV, Putting Green, Kornhole boards, and Gas Grill! Located 5 Minutes from IMG Academy and 15-20 Minutes from AMI & Lido Beach, 10 minutes from SRQ airport and 10 min to downtown Bradenton and Sarasota. HIGH Speed WiFi, Off Street Parking, very comfortable foam mattress beds and pillows.

Guest favorite
Home in Bradenton
4.93 out of 5 average rating, 192 reviews

Casa Noir | POOL • BBQ • FIRE PIT • GAMES • VIBES

Welcome to Casa Noir ! Your private, photoshoot worthy retreat! Lounge by the sparkling pool beneath the angel-wing mural, unwind on the swing daybed by the fire pit, or level up your stay with air hockey, arcade games, and a bike workout in screened in lanai while you watch the kids in the pool. Every corner is designed for fun, style, and that perfect photo moment for the Gram. No other stay vibes quite like this one!

Popular amenities for South Bradenton rentals with a pool

When is the best time to visit South Bradenton?

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Avg. priceﺩ.ﺇ624ﺩ.ﺇ786ﺩ.ﺇ962ﺩ.ﺇ544ﺩ.ﺇ499ﺩ.ﺇ496ﺩ.ﺇ518ﺩ.ﺇ477ﺩ.ﺇ463ﺩ.ﺇ488ﺩ.ﺇ521ﺩ.ﺇ558
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Quick stats about vacation rentals with a pool in South Bradenton

  • Total vacation rentals

    Explore 100 vacation rentals in South Bradenton

  • Nightly prices starting at

    South Bradenton vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

  • Verified guest reviews

    Over 3,500 verified reviews to help you choose

  • Family-friendly vacation rentals

    90 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    100 of South Bradenton vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across South Bradenton rentals

  • 4.8 Average rating

    South Bradenton stays are highly rated by guests—averaging 4.8 out of 5!