
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.

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.

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

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

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

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.

SLeePs 18-JaCuZZi-2kingSuites-Pickleball-2babyCrib
We sleep 18 AND 2 baby crib MESSAGE ME FOR ADDITIONAL INFO 5 BEDROOMS!!! NEW PICKLEBALL COURT- new mini golf course- Kids playground- Hot tub- bunks with tube slide- Arcade room- pool table and more! ▪️2 Game Rooms ▪️2KingSuites ▪️7 miles to Beach ▪️Blackout curtains ▪️BabyMonitor▪️Crib AND Pack N Play ▪️HighChair ▪️beach chairs▪️pool table▪️hot tub ▪️pickleball▪️RokuTV’s▪️Self Checkin ▪️AirHockey ▪️Grill ▪️FirePit ▪️Washer/Dryer ▪️Coffee Bar▪️Cable ⭐️No Checkout List⭐️

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.

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!

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!

Casa Noir | POOL • BBQ • FIRE PIT • GAMES • VIBES
Welcome to Casa Noir ! Your private, photoshoot worthy retreat! Lounge by the sparkling pool beneath the angel-wing mural, unwind on the swing daybed by the fire pit, or level up your stay with air hockey, arcade games, and a bike workout in screened in lanai while you watch the kids in the pool. Every corner is designed for fun, style, and that perfect photo moment for the Gram. No other stay vibes quite like this one!
Popular amenities for Bradenton rentals with a pool
House rentals with a pool

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

Pool, mini golf, pickleball, sport court, hot tub

Close to IMG + Pool + Outdoor Kitchen & Projector!

NEW! 10 min to AMI & IMG-Hted Pool-MiniGolf-Arcade

Paradise Cove - Modern Home with a Private Pool! O

Sarasota Escape | Minutes to Beaches + Downtown

NEW Pickleball | Pool | Playset | 7 min to AMI

Luxury Retreat: Saltwater Pool, Fire Pit & Games!
Condo rentals with a pool

Luxury 3/3 Margaritaville Resort

Shorewalk upgraded condo upstairs unit 4415

Beach Escape & Pool, steps to Beach & restaurants

Sunset and beach view from your balcony Unit 403

Cozy 2 bed/2.5 bath townhome

Steps to the beach! Updated Condo at The Terrace

Oceanfront Open Mon - Fri, $150/nt + Fees!

Shorewalk full condo AnnaMaria Beaches IMG
Other vacation rentals with a pool

Designer 2BR Retreat w/ Private Pool!

Useppa Villa

Poppi Beach House: Heated Pool~Mini Golf~Game Room

Heated Pool•Lake view•Beach Stuff•Baby Gear•3 beds

BRAND NEW Pool Paradise | Put-put! Games! Fire Pit

Beach Vibes Vacation Home w/ Heated Pool

Tropical Getaway: Pool, Putting Green,Near Beaches

Lux Getaway: Pool| Hot Tub| Bocce Ball nr AMI &IMG
When is the best time to visit Bradenton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ830 | ﺩ.ﺇ1,039 | ﺩ.ﺇ1,113 | ﺩ.ﺇ889 | ﺩ.ﺇ779 | ﺩ.ﺇ834 | ﺩ.ﺇ870 | ﺩ.ﺇ775 | ﺩ.ﺇ687 | ﺩ.ﺇ731 | ﺩ.ﺇ779 | ﺩ.ﺇ815 |
| 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 1,190 vacation rentals in Bradenton

Nightly prices starting at
Bradenton vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

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

Family-friendly vacation rentals
1,130 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 480 rentals that welcome pets

Rentals with dedicated workspaces
780 properties have a dedicated workspace

Wi-Fi availability
1,190 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
- Crescent Beach
- John's Pass
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Turtle Beach
- Dunedin Beach
- Caspersen Beach
- Coquina Beach
- Lido Key Beach
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- Amalie Arena
- Bean Point Beach
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