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

Tropical Paradise - Private Pool - Close Beaches
Relax in a tropical Pool Home. With beautiful palms and an over-sized private pool. This beautiful pool home is only a short drive to Anna Maria Island. Floridas beautiful white beaches on the Gulf of Mexico. Pool heating available. Huge master bedroom with attached full bath and access to the pool area. Free high speed WIFI. 55" Smart TV in living room and a second Smart TV in the queen room. 2 parking spaces. Convenient to beach bars, golf, shopping. 25 Min. Sarasota and 45 Min. Tampa Airport.

1930s Cottage + Pool 12 miles to Beach
Located in the heart of historic Palmetto FL, you will find this adorable cottage. This home has 2 bedrooms & 1 bath in the main home with a pull out sofa, as well as, a pool house with a full bath & daybed. You will love the southern charm of this home while relaxing by the pool or having morning coffee on the front porch. There are many restaurants & shops w/in walking distance as well as local parks & preserves. If you love the beach, this home is just a short drive to FL's beautiful beaches.

Heated saltwater pool home - turf putting green
Private 3 bedroom single family home 4 miles to white sand gulf beaches Longboat Key and Anna Maria Island. HEATED SALTWATER POOL home with access to ride bikes to the beach. Spread out in the oversized backyard with your own private pool and sitting area, featuring artificial turf yard and putting green, and beautiful landscaping. All hurricane damage has been repaired. The fence is fixed and the backyard is again completely private. The pergola pictured in photos was lost in the storm.

Waterfront+Pool+Putting Green+Beach Gear! 2BR/2BA
• Perfect for couples, families, or remote work escapes • Unwind by the water • Fish from dock • Well equipped kitchen (no food items) • Starter supplies: coffee, tea, paper goods & toiletries • 2 bd / 2 ba • Selfie Wall • Keyless Entry • Pool • Putting Green *Tap the 🖤 in the corner to save this listing and find it faster later* • 10 miles to beach, *Award Winning Ana Maria Island • 7 miles to IMG Academy • 11 miles to SRQ Airport • 2 miles from Pittsburgh Pirates Training Camp

Chic Oasis-Backyard Goals-Game Room-Pup Haven-Pool
Step into chic comfort at this stylish retreat, designed in sleek black-and-white decor with modern touches. The backyard is made for relaxation and fun-enjoy the warm glow of the fire while lounging on the swings under our pergola, take a dip in the pool, or challenge family and friends to some outdoor games. Inside relax on the comfy couch, or keep the good times rolling in our indoor game room; perfect for all ages. This home blends style, comfort and play for family and friends.

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.

Sunshine Oasis 2 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. Fully stocked kitchen: Pots, pans, utensils, new stainless steel appliances, coffee maker, Keurig, etc.). Newly refinished saltwater pool and privacy fenced in back yard. Beach equipment provided The house also has a two stall garage for parking. Home away from home!

Pickleball Court, Heated Pool, King Beds
- FREE POOL HEAT, private pool - PICKLEBALL COURT in our back yard. - 2 King Beds, Queen sleeper sofa, 2 bunk beds - Close to Anna Maria Island - 7.3 miles to IMG Academy - Large back yard fully fenced - BBQ Grill - Outdoor TV - Outdoor dining table - 1 mile from Robinson Preserve: kayak rentals, nature hiking, running, and playgrounds - Beach chairs, beach towels, cooler, umbrella provided. - pack n play, high chair - Ping Pong table in garage - Smart TV in every room

AMI Beaches + IMG Sports + Hot Tub & Pool!
🌴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!

Shorewalk full condo AnnaMaria Beaches IMG
1174 sqft Shorewalk condo with 2-bedroom, 2 bath , kitchen and living room unit on desirable ground level with a beautiful lake view Within very short walking distance to grocery ,movies, shopping and dining, This condo is about 9 miles from Sarasota airport and about 13 miles from downtown Sarasota, about 6.8miles from the Bradenton Beach , about 10 miles from Anna Maria Island Less than 1 mile to the big gate of the IMG academy
Popular amenities for Bradenton rentals with a pool
House rentals with a pool

Just 5 miles to Anna Maria Island Beaches + IMG!

Waterfront View Mins To AMI Beaches

Luxury Coastal Getaway, minutes from AMI!

Vacation Pool - House in Bradenton!

Pool house by the bay

Modern Heated Pool Home - 5 Miles to Beach & IMG

Palm Breeze Pool Home

Waterfront Bungalow •Dock• Htd Swim Spa • Near AMI
Condo rentals with a pool

Relax in a Newly Renovated Beach Front Paradise

Luxury 3/3 Margaritaville Resort

Beach Escape & Pool, steps to Beach & restaurants

Tropical Beachfront Penthouse-Beach Cottages

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

Sunset and beach view from your balcony Unit 403

Cozy 2 bed/2.5 bath townhome

Oceanview: Open Wed & Thurs, $250/nt + Fees!
Other vacation rentals with a pool

New! Luxurious Retreat w/ Resort Amenities by AMI!

Heated Pool *Fenced Yard *Dog Friendly

Pool + Tiki Bar + Pickleball + Anna Maria Beaches!

Pets Are Welcome/ Heated Pool/ Close to AMI

Epic Family Fun: Hot Tub, Sauna & Pickleball Fun

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

Grotto Pool House, 3 bed, 2 bath, IMG 3 miles, AMI

Three Bedroom Jungle Paradise with heated pool
Quick stats about vacation rentals with a pool in Bradenton
Total rentals
1.2K properties
Nightly prices starting at
€ 26 before taxes and fees
Total number of reviews
38K reviews
Family-friendly rentals
1.1K properties are a good fit for families
Pet-friendly rentals
480 properties allow pets
Rentals with dedicated workspaces
780 properties have a dedicated workspace
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- Anna Maria Island
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