
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.

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

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

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!

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

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.

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.

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.

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.

[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.

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!

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.

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
House rentals with a pool

4BR Golf View-Heated Pool/IMG Academy/Near Beaches

Paradise Retreat

NEW Saltwater Pool + Spa | Mins to AMI Beaches/IMG

IMG Lake & Beach Home with Pool White Sand Beaches

Heated Swim Spa / Hot Tub Boho Family Home

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

Summer Deals! 4/3.5 Heated Pool Home Close to Ever

Rest Easy, Htd Pool, Tiki Hut, 11 min to Beach
Condo rentals with a pool

Palms Villa: Cozy & Minutes from Anna Maria Island

Luxury Condo, Free Wifi,Pools,Tennis, Beaches - 2

Luxury 3/3 condo in Margaritaville Resort

Comfy Siesta Key Condo

Sunset and beach view from your balcony Unit 403

Cozy 2 bed/2.5 bath townhome

Beach Front Madeira Beach

Island Time!
Other vacation rentals with a pool

Heated Pool *Fenced Yard *Dog Friendly

Shorewalk “A Little Piece of Paradise”

Cozy, modern cottage near beach2

Pets Are Welcome/ Heated Pool/ Close to AMI

Pool • RV Park • Pets OK • 500 MB WiFi • IMG & AMI

Best of 2 worlds at Shorewalk

The Lovely Family House

Tropic Luxe | Saltwater Pool + Hot Tub + Near AMI
When is the best time to visit South Bradenton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ624 | ﺩ.ﺇ786 | ﺩ.ﺇ962 | ﺩ.ﺇ544 | ﺩ.ﺇ499 | ﺩ.ﺇ496 | ﺩ.ﺇ518 | ﺩ.ﺇ477 | ﺩ.ﺇ463 | ﺩ.ﺇ488 | ﺩ.ﺇ521 | ﺩ.ﺇ558 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
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!
Destinations to explore
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- St Johns River Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Havana Vacation rentals
- Tampa Vacation rentals
- Four Corners Vacation rentals
- Kissimmee Vacation rentals
- Family-friendly rentals South Bradenton
- Waterfront rentals South Bradenton
- House rentals South Bradenton
- Rentals with lake access South Bradenton
- Apartment rentals South Bradenton
- Condo rentals South Bradenton
- Rentals with outdoor seating South Bradenton
- Fitness-friendly rentals South Bradenton
- Rentals with a hot tub South Bradenton
- Rentals with a washer and dryer South Bradenton
- Rentals with beach access South Bradenton
- Rentals with a fire pit South Bradenton
- Pet-friendly rentals South Bradenton
- Rentals with a patio South Bradenton
- Rentals with pools Manatee County
- Rentals with pools Florida
- Rentals with pools United States
- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
- Crescent Beach
- Busch Gardens Tampa Bay
- John's Pass
- Anna Maria Island Beach
- Bean Point Beach
- Coquina Beach
- Turtle Beach
- Lido Key Beach
- Vinoy Park
- Amalie Arena
- Caspersen Beach
- Tampa Convention Center
- Dunedin Beach
- Sand Key Beach
- Cortez Beach
- St Pete Beach
- Hard Rock Casino
- Manasota Key Beach
- Jannus Live
- Anna Maria Public Beach
- Tampa Palms Golf & Country Club





