
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.

[Guest Favourite] Family Fun Oasis | Heated Pool,
Welcome to your perfect getaway! Located in the heart of the city, our family-friendly retreat offers a perfect blend of comfort and adventure. Dive into a world of nearby activities and attractions, all within easy reach. Enjoy quality time together in our spacious living area or whip up a feast in the fully equipped kitchen. With parks and entertainment just around the corner, every day is an opportunity for fun and laughter. Come and make unforgettable memories in your new home away from home

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

Freshly Renovated Vacation Villa at Shorewalk
Time to relax, enjoy the water views from all living areas including the primary bedroom! Best location, you are in the center of the action! Resort view overlooking pool and clubhouse, surrounded by water! Freshly renovated and designer decorated. Spacious 1,200 sf 2 BR/2BA: King Bed/2 Twin Beds. AC, stocked kitchen, IMG Academy close, 6 mi to Bradenton Beach. ALL 5 STAR REVIEWS! Movie Theater, grocery stores, pub/restaurants within walking HS WIFI, Roku-TV, Spectrum/Premium Netflix, HDMI 1

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!

Htd Pool ~ PuttPutt ~ Fire Pit ~ Close2IMG
🌴 Welcome to Turtle Cove, part of the Luxe BnB Stays collection! This tropical retreat is located in central Bradenton just minutes from Gulf beaches, historic downtown, and IMG Academy. Enjoy your private backyard oasis: 💦 Heated Pool ⛳ Putting Green 🔥 Fire Pit 🍔 BBQ Grill & Outdoor Dining 🎱 Pool Table 🌴 Spacious Tropical Lounge Spend your days exploring Anna Maria Island’s beautiful beaches, strolling historic downtown Bradenton, or relaxing poolside in your own private oasis.

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

Sunrise Villa - Tropical 3 bedroom home with pool
Relax with the family at this tropical oasis. Sunrise Villa sits in the corner of a quiet cul-de-sac, just a quarter mile from Palma Sola Bay and 5 miles from the quaint island of Anna Maria and its sandy white beaches. Enjoy the tropical backyard paradise and the abundance of restaurants, beaches, and entertainment in close proximity. Lounge by the pool, take a bike ride along the bay, take a short bike/car ride over to the island, or take a short car ride to downtown Bradenton.

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.

The Seashell Cottage with peaceful water views!
Hello and welcome to my beautiful Seashell Cottage! I have completely renovated and remodeled this townhome for you! It has a new kitchen and bathroom, new vinyl plank flooring upstairs, new furniture and bedding throughout, and is freshly painted. Decorated in a turquoise beachy decor, it gives you a sense of peace and tranquility the moment you step inside! There are gorgeous water views of the lake from both the first and second floor.

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!
Popular amenities for South Bradenton rentals with a pool
House rentals with a pool

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

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

NEW saltwater pool/spa! Free pool heat!

Saltwater heated pool w/ massage chair + hot tub

Tropical Oasis - Private Pool - Close Beaches

ON SALE - Canalfront, Pool, Grill, Dock

Backyard Oasis, Heated Pool Tiki Bar Near IMG

Sunset Views & Heated Pool
Condo rentals with a pool

Lovely Condo, Heated Pools, AMI, IMG, Top beaches

Palms Villa: Cozy & Minutes from Anna Maria Island

A Coastal Retreat Steps From the Sea

Luxury 3/3 Margaritaville Resort

Gated 2BR/2BA Condo w/ Pool

Serene 2 Bedroom Condo in ShoreWalk Resort

Sunset and beach view from your balcony Unit 403

Cozy 2 bed/2.5 bath townhome
Other vacation rentals with a pool

Luxury Coastal Getaway, minutes from AMI!

Lux Cozy Condo | 2br Heated Pools | Near AMI & IMG

Heated Pool • Game Arcade • Family Putting Oasis

Charming Bungalow w/ Pool; Minutes to Beaches

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

3BR/Bungalow w/ Heated Saltwater Pool Near IMG/AMI

FREE Heated Pool, Multiple King BRs, IMG Nearby

The Lovely Family House
When is the best time to visit South Bradenton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$30,755 GYD | G$42,889 GYD | G$42,889 GYD | G$30,964 GYD | G$28,453 GYD | G$28,244 GYD | G$29,500 GYD | G$27,198 GYD | G$26,361 GYD | G$27,826 GYD | G$29,709 GYD | G$31,801 GYD |
| 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 G$14,645 GYD per night before taxes and fees

Verified guest reviews
Over 4,050 verified reviews to help you choose

Family-friendly vacation rentals
90 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
90 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!
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- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
- Crescent Beach
- Busch Gardens Tampa Bay
- John's Pass
- Coquina Beach
- Turtle Beach
- Vinoy Park
- Lido Key Beach
- Caspersen Beach
- Amalie Arena
- Dunedin Beach
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- Hard Rock Casino
- Manasota Key Beach
- River Strand Golf and Country Club
- Tampa Convention Center
- North Beach At Fort DeSoto Park




