
Holiday rentals with a pool in West Bradenton
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Top-rated rentals with a pool in West 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.

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.

Near AMI Beaches*Private Pool/Spa*2 Kings*Backyard
Off the Florida Keys, there's a place called Kokomo, that's where you wanna go to get away from it all...Relax with the whole family at Kokomo House! Bask in a lush, one-of-a-kind backyard w/ a HEATED pool/hot tub, outdoor dining, fire pit, lounge chairs, & hammock. Play bocce ball, cornhole, foosball, darts, board games, Ms Pacman or on the slackline swingset. 6 miles from Anna Maria Island, 5 miles from IMG, & 4.5 mi from LECOM Park and ½ mi from Manatee River boat ramp.

Saltwater heated pool w/ massage chair + hot tub
❗️Month of October is 30-50% off ❗️ Welcome to Citrus & Serena Stays, your private tropical oasis perfect for large families or groups! Near Bradenton’s attractions, including Anna Maria Island, this property features a screened-in heated saltwater pool, electric massage chair, fire pit, and more. With its playful orange-fruity décor, it’s ideal for an unforgettable vacation ☀Bradenton Beach - 12 Min ☀Riverwalk - 10 Min ☀Anna Maria Island - 12 Min ☀IMG Academy - 10 Min

Luxe Escape: Fire Pit, Pool, Golf near AMI & IMG
Searching for the ultimate family beach getaway? 🌊☀️ Look no further than Riverview Retreat — your dream summer escape! 🏠 5 Bedrooms | 3.5 Bathrooms | Sleeps 18 💦 Heated Pool + Outdoor Lounge 🏖️ Just Minutes from Sandy Beaches 🍽️ Gourmet Grilling & Alfresco Dining 🎯 Indoor/Outdoor Games for All Ages 🐾 Pet-Friendly — Bring the whole family! Pack your swimsuits, bring your loved ones, and get ready for endless sunshine, fun, and memories at Riverview Retreat!

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.

Luxury 3/3 Margaritaville Resort
Our luxury 3 BR/ 3 Bath Margaritaville inspired condo features one of the best unobstructed water views of Anna Maria Sound and Tampa Bay in the community. 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.

Private Oasis: Heated Saltwater Pool+Putting Green
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!

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!

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!

Cozy Private Estudio • Near IMG, Beach & Airport
Cozy tropical retreat just 4.6 miles from Sarasota Airport and 7 miles from the beach. Perfect for two! Enjoy a private stock tank pool, fully equipped kitchen, comfy bed, fast Wi-Fi, and free parking. Relax in your own peaceful outdoor space and feel the tropical vibe. Ideal for a romantic escape, a beach weekend, or simply to unwind in a unique and private setting.
Popular amenities for West Bradenton rentals with a pool
House rentals with a pool

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

Pool + Tiki Bar + Pickleball + Anna Maria Beaches!

Heated Pool + Hot Tub • Family Retreat Near AMI

Heated Pool |Game Room|SmartTVs|King Beds|Sleeps14

Luxury 4BR Oasis w/ Heated Pool near Beaches

Spa+Pool+Yard Games+2 Master+Upscale Area+Spacious

Blessed Haven Peaceful Getaway 3 Miles to Beach

Private Splash Pad, Pickleball, Htd Pool, Hot Tub
Apartment rentals with a pool

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

Sunset and beach view from your balcony Unit 403

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Cozy 2 bed/2.5 bath townhome

Oceanview: Open Wed & Thurs, $175/nt + Fees!

Waterfront condo on top floor @ Boca Ciega Resort

SHEEK and Glam- heated pool Updated! 3 mi to beach

The Seashell Cottage with peaceful water views!
Other holiday rentals with a pool

Cozy, modern cottage near beach2

༄ Coconut Breezes near Anna Maria Island ༄

Coral Tides. Updated pool home 5 mi to Anna Maria

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

Beaches + Heated Salt Pool/Spa + Large Fenced Yard

Modern Heated Pool Home - 5 Miles to Beach & IMG

Tranquil Tide Villa - Waterview! 15 min to beach

Modern Home in Bradenton
Quick stats about holiday rentals with a pool in West Bradenton
Total rentals
110 properties
Nightly prices starting at
€ 60 before taxes and fees
Total number of reviews
4.5K reviews
Family-friendly rentals
110 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Destinations to explore
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- Rentals with a patio West Bradenton
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- Rentals with outdoor seating West Bradenton
- Family-friendly rentals West Bradenton
- Rentals with a firepit West Bradenton
- House rentals West Bradenton
- Rentals with a washing machine and dryer West Bradenton
- Rentals with a hot tub West Bradenton
- Pet-friendly rentals West Bradenton
- Rentals with pools Manatee County
- Rentals with pools Florida
- Rentals with pools United States
- 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
- Lido Key Beach
- Anna Maria Public Beach
- Cortez Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Streamsong Resort
- Gulfport Beach Recreation Area
- Jannus Live
- Manasota Key Beach
- ZooTampa at Lowry Park
- North Beach
- Adventure Island
- River Strand Golf and Country Club