
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.

Palms Villa: Cozy & Minutes from Anna Maria Island
Your apartment is bright and airy. It has everything that a vacation home demands. Every comfort and convenience. Corner unit with lots of natural lighting. Seconds from fishing lakes, walking bridges and fountains, 2 heated pools, hot tubs, tennis courts and much more. Located in Shorewalk Vacation Villas near supermarkets, stores, great restaurants and minutes away from Anna Maria Island and beautiful beaches. If you’re looking for a quiet, private, relaxing space, THIS is the place for you.

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!

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

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.

Family Fun, Sunshine & Coastal Charm*HTD Pool/Spa
Escape the cold and dive into sunshine, sandy beaches, and breathtaking sunsets at this cheerful retreat! Perfect for family fun, this home features a heated pool, soothing hot tub, and plenty of space for games and laughter. Relax on inviting outdoor patios, soak up the warm Florida breeze, or make memories playing together indoors. With sun-filled days, cozy nights, and endless beach adventures, this is your ultimate getaway to recharge, reconnect, and celebrate life in style.

Beachfront Resort, Ocean View, Pool, Tennis, Gym
Beachfront on beautiful Longboat Key, this condominium offers all the amenities of a resort with the privacy and seclusion that has Silver Sands Beach Resort guests returning each year. Enjoy a coffee on your private patio looking at the Gulf and the beach. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy complimentary chaise lounges and beach umbrellas while breathing in the fresh air. You can't get closer to the beach.

Sunny Bella Rosa – Pools, Spas, near IMG & Beaches
Welcome to Florida Bella Rosa – a charming, sun-filled lakeside condo with a warm coastal Florida vibe, lovingly decorated to make you feel right at home. Located in the sought-after Shorewalk Vacation Villas community, you’ll almost sense the gentle Anna Maria Island breeze drifting through your stay. We’re just 7 miles from the stunning Gulf/Anna Maria Island beaches and only 2 miles from IMG Academy, with Sarasota–Bradenton International Airport just a 20-minute drive away.

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.

Tropical Oasis - Private Pool - Close Beaches
Enjoy a tropical Paradise with private pool. Beautiful palms and an over-sized private pool. This beautiful pool home is only a short drive to Anna Maria Island. Floridas most beautiful white beaches on the Gulf Coast. Huge master bedroom with attached full bath and access to the pool area. Free high speed WIFI. Smart TV in living room queen room. 2 parking spaces. Convenient to beach bars, golf, shopping. 25 Min. Sarasota and 45 Min. Tampa Airport.

Private Heated Pool, Turfed Putting Green Retreat
Imagine life in a tropical oasis-surrounded by palms trees, turfed lawn and putting green while enjoying the Florida sun relaxing your private saltwater heated pool with extended sun shelf. This 3 bedroom/2 bath 1940s bungalow is a great place to relax and unwind with your own resort style backyard. The fully equipped home, located between downtown Bradenton and Anna Maria Island offers fun in every direction. We guarantee you'll want to stay awhile!
Popular amenities for South Bradenton rentals with a pool
House rentals with a pool

Heated saltwater pool home - turf putting green

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

Heatd Pool + PuttPutt + Close2IMG + Tropical Oasis

Heated Pool, Spa, BBQ, Games, Fire Pit, Sleeps 10

Azul Oasis of Bradenton

Cozy Boho Bungalow Pool/Spa QR Code Walkthrough

Heated Pool (No Cleaning Fee)

Casa Bella-5BR/Waterfront/Pool/Spa-9 Min AMI
Condo rentals with a pool

Lavish 2BR Condo: Two Pools~WiFi! By IMG~Beaches

“Salty Sugaree" Condo-Close to AMI, IMG, & beaches

Upscale 2/2 Key West style condo 6 mins from IMG

Crystal House on Siesta Key Beach

LIDO KEY 1 BR/1Bath Heated Pool 16

Luxury 3/3 Margaritaville Resort

Sunset and beach view from your balcony Unit 403

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

100 yr Old Stone Home + Pool + 9 miles to beaches

Five Beach Retreat * Best Value @ Shorewalk Resort

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

SF-near Beaches and IMG, Pool, Tennis, Pickleball

Tiny Apartment with Pool

2BR - Retreat near IMG and Beaches

Fantastic 1 bed/1bath on IMG Campus!

Modern Ground Floor Rental Unit near Anna Maria Is
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$30,732 GYD | G$42,857 GYD | G$42,857 GYD | G$30,941 GYD | G$28,432 GYD | G$28,223 GYD | G$29,477 GYD | G$27,178 GYD | G$26,341 GYD | G$27,805 GYD | G$29,686 GYD | G$31,777 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$14,634 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
- Crescent Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Turtle Beach
- Coquina Beach
- Caspersen Beach
- Dunedin Beach
- Vinoy Park
- Lido Key Beach
- Amalie Arena
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- Manasota Key Beach
- River Strand Golf and Country Club
- Englewood Beach
- North Beach At Fort DeSoto Park
- Splash Harbour Water Park




