
Holiday 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.

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!

Free Early Chk-in, Near-Ringling College Van Wezel
Beach ready Apt!! Escape the ordinary and immerse yourself in an extraordinary stay at our unique Airbnb property on a main road 1 mile from downtown Sarasota. Beside ARTS&DESIGN COLLEGE!! Discover over 60 enticing amenities, from a secure room safe to a luxurious, indulgent bed. Essential amenities such as grocery stores/pharmacies/ & CVS. less than a mile away. This cornerr apartment has a dazzling wrap-around patio .and 2 Bicycles. Send me a message if you have any questions .

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.

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. Pool heating available. 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.

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.

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.

Palm Retreat: #1 Top Rated Rental of Bradenton/AMI
Enjoy Florida sun in a stunning, newly renovated 4/2 pool home! We have provided almost everything we could think of including five 4k TVs w/ Netflix and cable, wifi, heated (optional) salt water pool w/ 7' privacy fencing, adult bikes, beach gear, Pack & Play, office, board games, relaxing lounge chairs, stocked kitchen, washer & dryer, garage parking, dog crate, all in a quiet and safe neighborhood. Oh, and of course it's just 5 miles to world renowned beaches.

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!

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.

New Luxury 3/3 Condo in Margaritaville Resort
Our luxury 3 BR/ 3 Bath Margaritaville inspired condo features wonderful unobstructed water views of Anna Maria Sound and Tampa Bay. The unit features a gourmet kitchen, high-end mattresses, furniture and electronics. The unit comes with bikes and plenty of beach gear. Come enjoy one of the best units in the only luxury development in the area. Skip the hassle of a trip to the off-site management office with keyless entry.

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 Bradenton rentals with a pool
House rentals with a pool

Designer 2BR Retreat w/ Private Pool!

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

Ultra Clean, Private Pool & Hot Tub, 6mi to beach

Pool house by the bay

Heated Pool-Game Room-EV-Near AMI Beaches/IMG!

Gone Coastal - private heated pool near AMI/beach

The Peachy Beach House, steps to the gulf

Luxury ~ Heated Pool ~ Games ~ near AMI, IMG, SRQ
Apartment rentals with a pool

Modern 1/1.5 Waterfront at The Strand

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

Beach Escape & Pool, steps to Beach & restaurants

Sunset and beach view from your balcony Unit 403

Stunning BEACH FRONT Condo, KING Size Bed, Balcony

One-Bedroom Condo on LBK!

Waterfront condo on top floor @ Boca Ciega Resort

3/3 condo with Pool - 2 miles to beach
Other holiday rentals with a pool

Modern 3BR Retreat + Anna Maria Beaches + IMG!

SeaScape

Close to IMG + Pool + Outdoor Kitchen & Projector!

Waterfront Suite-20 min to Gulf Beaches

Heated Pool• Gated• Lake View • Near Beach• UTC

Serene 2 Bedroom Condo in ShoreWalk Resort

Tiny Apartment with Pool

AMI/IMG-Heated Pool-Pickleball-Mini Golf-4 Kings
When is the best time to visit Bradenton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $295 SGD | $370 SGD | $396 SGD | $316 SGD | $277 SGD | $297 SGD | $310 SGD | $276 SGD | $244 SGD | $260 SGD | $277 SGD | $290 SGD |
| 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 holiday rentals with a pool in Bradenton

Total holiday rentals
Explore 1,190 holiday rentals in Bradenton

Nightly prices starting at
Bradenton holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 37,660 verified reviews to help you choose

Family-friendly holiday rentals
1,130 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 480 rentals that welcome pets

Rentals with dedicated workspaces
780 properties have a dedicated workspace

Wifi availability
1,190 of Bradenton holiday rentals include wifi 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
- Crescent Beach
- John's Pass
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Dunedin Beach
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Cortez Beach
- Lido Key Beach
- Anna Maria Public Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Jannus Live
- Gulfport Beach Recreation Area
- ZooTampa at Lowry Park
- North Beach
- River Strand Golf and Country Club
- Tampa Palms Golf & Country Club
- Adventure Island
- Honeymoon Island Beach




