
Vacation rentals with a pool in Bradenton
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Bradenton
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Close to IMG + Pool + Outdoor Kitchen & Projector!
Welcome to Happy Daze! ☀️😎A spacious 3-bedroom, 2-bathroom Heated Saltwater Pool home with outdoor kitchen nestled on a peaceful lake only 5 miles to the picturesque Anna Maria Island beaches. This inviting residence offers accommodations for up to 7, making it an ideal retreat for families & friends. 5 miles - Anna Maria Island Beaches 3 miles - IMG Sports Academy 3 miles - Downtown Bradenton 1 mile - Hiking, 20 Covered Pickleball Courts, Disc Golf, Playgrounds & Skate Park at GT Bray Park.

Guest House with Hot tub & Heated Pool
Welcome to your serene retreat in sunny Florida! This beautifully finished 1-bedroom, 2-bathroom mother-in-law suite offers luxury, comfort, and privacy. With a heated pool and hot tub, we offer year round outdoor relaxation. Step into your own private oasis with a separate entrance and secluded patio, ideal for morning coffee or evening relaxation. Located in a quiet neighborhood backing up to a protected preserve, offering peace and natural beauty. Beach gear provided for easy beach days.

Heated Pool-Game Room-EV-Near AMI Beaches/IMG!
Enjoy easy living in this updated tropical home! Your private screened lanai is perfect for seamless indoor/outdoor relaxing, with a heated pool and covered dining/lounge area with a 58" outdoor TV! The interior of the home is bright and open with cheerful coastal decor and plenty of room to spread out. We provide everything you need with a well-stocked kitchen, gas grill, game room, beach gear, towels, EV Charger! In a quiet neighborhood with quick access to AMI beaches IMG, parks, and trails!

SLeePs18+2babyCrib-Hotub-2kingSuites-IMG-picklbal
We sleep 18 adults comfortably plus have 2 baby cribs, so can sleep 20! 5 BEDROOMS!!! NEW PICKLEBALL COURT- new mini golf course- Kids playground- Hot tub- bunks with tube slide- Arcade room- pool table and more! ▪️2Game Rooms ▪️2KingSuites ▪️7miles to Beach ▪️Blackout curtains ▪️BabyMonitor▪️Crib on wheels AND PackNPlay ▪️HighChair ▪️beach chairs▪️pool table▪️hot tub ▪️pickleball▪️RokuTV’s▪️Self Checkin ▪️AirHockey ▪️Grill ▪️FirePit ▪️Washer/Dryer ▪️CoffeeBar▪️Cable ⭐️No Checkout List⭐️

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.

FREE Heated Pool, Multiple King BRs, IMG Nearby
Welcome to the beautiful & cozy Bradenton Boho Bungalow near the historic Bradenton Country Club! One of the BEST locations to get around. Located on a very safe & quiet residential street with LOW traffic. Perfect for your family destination! We also provide FREE pool heat! *5 min to tons of shopping & dining *8 miles to Anna Maria Island / beaches *Close to Downtown Bradenton and Riverwalk *5 min to LECOM Field *10 min to IMG Academy *15 min to the Sarasota Airport

Pool & Sand Volleyball | 3 Kings | Near AMI & IMG
Escape to Two Palms, a spacious 4-bedroom, 3-bath retreat in Bradenton, Florida. Perfectly located just minutes from the sugar-sand beaches of Anna Maria Island. Designed with comfort and relaxation in mind, this home offers everything you need for a memorable getaway. Step inside to an open-concept living space filled with natural light and plenty of space to unwind. Outside, enjoy a private salt-water pool and a beach sand backyard featuring a sand volleyball court.

Casa Bella-5BR/Waterfront/Pool/Spa-9 Min AMI
Beautifully renovated 5 bedroom home. Located 3 minutes from beach access and 9 minutes to Anna Maria Island. A massive waterfront patio with string lights and heated pool and spa encompass this house. Master bedroom with walk-out to spa. Custom double walk-in shower in master suite. Family room with 86" television, decorative fireplace, and 15' ceiling. Roku TV’s in every bedroom. Outdoor propane grill. Beach chairs, umbrella, and cart. We welcome you to Casa Bella.

Relaxing 3BR Retreat+ Hot Tub + Pool +Beaches +IMG
🌴Welcome to Beachway Haven! This 5-Star ⭐️ hideaway is just mins from Anna Maria Island's Pristine Beaches & the Gulf of Mexico. Dive into relaxation with your own Heated Saltwater Pool & Spa Hot Tub, nestled in a tropical oasis. Only a skip away from Golf Courses, Nature Parks, IMG Academy, & Palma Sola Causeway's Beach Access – your gateway to Horseback Riding, Kayaking, & endless sandy adventures. Shopping & dining are only a few mins away too!

Palm Retreat Gold: Luxury Edition of #1 Rental
High end, luxury 3/2 pool home! 7 4k TVs w/ Netflix and cable (75" in living room), SONOS throughout house/pool, wifi, PS5, private heated salt water pool/Spa, putt putt, foosball, beach gear, Pack & Play, Game room (board games, billiards, shuffle board, arcade), massive kitchen/bar, washer & dryer, garage parking-- all in a quiet and safe neighborhood. Just 5 miles to the best beaches and restaurants. Entire home with no shared amenities!

Large 3BR Home, Heated Pool! Close to Beach, IMG
Experience the ultimate Florida retreat in Northwest Bradenton! Discover this delightful 3-bedroom, 3.5-bathroom house. With Palma Sola Bay steps away and Robinson Preserve nearby, this charming vacation rental blends coastal style with traditional Florida charm. Immerse yourself in the tranquility of this picturesque neighborhood and create unforgettable memories!

10 min AMI | 15 min IMG | Heated Pool
Escape to paradise in this beautifully designed 2-bedroom, 2-bathroom bungalow, located in the heart of sunny Bradenton just 10 min to Anna Maria Island. This chic and tranquil retreat boasts modern comforts and coastal charm, offering the perfect getaway for relaxation and rejuvenation.
Popular amenities for Bradenton rentals with a pool
House rentals with a pool

Glow in the dark game rm/HTD pool/Pool Table85”TVS

Retreat by the Bay-Heated Saltwater Pool

Breezy Livin' - Speakeasy - Pool - Spa - Game Room

Private Heated Pool | Bradenton Vacation Home

ON SALE - Canalfront, Pool, Grill, Dock

3BR/2BA Private Oasis: Pool, Hot Tub, Dining

Tropical Getaway: Pool, Putting Green,Near Beaches

Free Heated Pool/ Lanai/ Near AMI/Beaches/IMG
Condo rentals with a pool

Palms Villa: Cozy & Minutes from Anna Maria Island

On the Beach; Siesta Key SunBum Studio

Luxury 3/3 Margaritaville Resort

Beach Escape & Pool, steps to Beach & restaurants

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

*Casa Mia* Fabulous View Mins to Anna Maria Isl

Cozy 2 bed/2.5 bath townhome

Sun-Kissed Memories!
Other vacation rentals with a pool

New! Luxurious Retreat w/ Resort Amenities by AMI!

Heated Pool Retreat Near IMG & Anna Maria Island

Htd Pool & HotTub, 6mi to beach, Spotlessly Clean

Useppa Villa

Oceanfront | Pool, Dock & Boat Lift Near AMI & IMG

Freshly Renovated Vacation Villa at Shorewalk

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

Cozy & spacious home with heated pool
When is the best time to visit Bradenton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$47,275 GYD | G$59,199 GYD | G$63,382 GYD | G$50,622 GYD | G$44,347 GYD | G$47,484 GYD | G$49,576 GYD | G$44,138 GYD | G$39,117 GYD | G$40,372 GYD | G$46,229 GYD | G$52,505 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 Bradenton

Total vacation rentals
Explore 1,240 vacation rentals in Bradenton

Nightly prices starting at
Bradenton vacation rentals start at G$6,275 GYD per night before taxes and fees

Verified guest reviews
Over 39,000 verified reviews to help you choose

Family-friendly vacation rentals
1,180 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 510 rentals that welcome pets

Rentals with dedicated workspaces
810 properties have a dedicated workspace

Wi-Fi availability
1,240 of Bradenton vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Bradenton rentals

4.8 Average rating
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
- Turtle Beach
- Coquina Beach
- Vinoy Park
- Lido Key Beach
- Caspersen Beach
- Amalie Arena
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- Anna Maria Public Beach
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