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Holiday rentals with a pool in Bradenton Beach

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Bradenton Beach

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Superhost
Flat in Bradenton Beach
5 out of 5 average rating, 4 reviews

Bradenton Beach 2BD - Pool, Tennis Beach Access

Enjoy laid-back island living at this beautifully updated lake-view condo, just steps from the Gulf and minutes from everything Anna Maria Island has to offer. Designed for couples or small families, this bright coastal retreat features two king bedrooms, two full bathrooms, an open living space with serene lake views, and access to fantastic community amenities. With a dedicated 5-minute beach path, community pool, tennis courts, and bocce ball, this condo offers the perfect blend of relaxation

Guest favourite
Home in Bradenton Beach
4.9 out of 5 average rating, 41 reviews

AMI Dock of the Bay - "On the Water" 1st Floor

AMI Beach + Bay Home with Fishing Pier + Heated Pool on Sarasota Bay - "Dock of the Bay" / Entire 1st floor of Duplex called "On the Water" • Unbelievable views of water + birds + wildlife + night lights! • Relax with fish jumping and birds flying along 1 of only 34 coveted docks/piers south of Cortez Bridge! • Fish off dock and rod holders! • Heated pool w/ spa jets/benches only 10 ft from Bay! • Walk 2 blocks to Bridge Street/Key West-style restaurants, bars. • Live Music heard on dock!

Top guest favourite
Home in Bradenton Beach
5 out of 5 average rating, 31 reviews

Gorgeous 4BR w/Htd Pool | Walk 2 Beach | Boat Dock

Welcome to Casa Rosa - centrally located - 5 min walk to the beach, walk to town/Bridge St or kayak/boat from your own dock/heated pool! Every morning, you can watch the sunrise, dolphins and boats go by from the 2nd floor porches. In the afternoon, take a quick 5 minute walk to play at the beach or watch the sunset! Are you competitive? We have ping pong, pickleball and kayaks to exude your energy! Want to just relax? Hang out by the pool, snuggle on the large sofa, or relax on the porch

Guest favourite
A spacious bedroom features a large bed with striped bedding, complemented by two nightstands with lamps. Sliding glass doors open to a private backyard with a plunge pool. Natural light floods the room, highlighting the warm wooden ceiling and inviting decor.
Home in Holmes Beach
4.96 out of 5 average rating, 200 reviews

Be an AMI

This stylish and light home offers single-level private accommodations. The recently updated interior and private backyard oasis with plunge pool offers the perfect space for a truly relaxing and enjoyable vacation. Inside, the stylish and comfy space has room for everyone to spread out and relax while enjoying the two flat screen TVs. No expense was spared in designing and furnishing this home. The sleeper sofa pulls out to a memory foam queen bed, meaning the cottage can comfortably sleep 4.

Top guest favourite
A modern kitchen area features pale blue walls and a round dining table set for four. Stainless steel appliances, including a microwave and oven, are visible. A decorative light fixture made of translucent discs hangs above the table, adding a coastal touch to the space.
Apartment in Holmes Beach
4.99 out of 5 average rating, 148 reviews

Short Stroll to the Surf! ~ Make Memories on AMI

Nestled in a charming, quiet community of just 8 units, this beautifully updated beach condo offers the perfect blend of relaxation and convenience. The condo is just a short stroll (about 150 steps!) to the pristine white sand beach, where you can soak up the sun and enjoy the coastal views. Wonderful family getaway or couples escape. Private, covered 2 car parking. Laundry in unit. Beach wagon, chairs and gear available. A hidden gem close to everything you need for a relaxing island stay.

Top guest favourite
A tranquil outdoor space features a wooden dining table surrounded by eight chairs set on a tiled patio. A small, curved swimming pool is framed by lush tropical plants, and umbrellas provide shaded areas. The vibrant greenery creates a serene atmosphere.
Bungalow in Bradenton Beach
4.92 out of 5 average rating, 120 reviews

Bougie Bungalow at the Beach

This newly renovated, completely private, comfortable Anna Maria Island bungalow is super clean & very comfortable. It has an open, split floor plan, 2 king bedrooms, each with private baths, separate dining and Florida room & is only 3 houses from the amazing white sand beach, the bay & Pier. Only 1 block over is Historic Bridge Street with cool restaurants, mini golf, quaint shops & bars with live music. Once here, you never need to drive -everything is within a block walking distance!

Guest favourite
A private pool area is surrounded by palm trees and shaded by umbrellas. The inviting water reflects blue skies, while a colorful float adds a playful touch. Comfortable seating is arranged around the pool, creating a relaxed outdoor atmosphere.
Home in Bradenton
4.88 out of 5 average rating, 169 reviews

Spring is in the air - HTD Pool*Hot Tub*Game RM

Elevated Hospitality, Thoughtfully Delivered Experience true white-glove hospitality. Our dedicated team responds within minutes, with hands-on management and a quality inspector ensuring every detail is thoughtfully prepared before you arrive. Throughout your stay, we remain available and attentive to any need—so you can relax and enjoy a seamless, comfortable experience. Welcome to Villa Delfino—your sunny island escape with spring breezes, perfect temperatures, and endless sunshine.

Guest favourite
A spacious backyard features a well-maintained lawn bordered by small trees and plants. Lounge chairs are positioned around a sparkling pool, with a shaded seating area under an umbrella visible in the background. The fence provides privacy, enhancing the tranquil outdoor setting.
Home in Bradenton
4.9 out of 5 average rating, 225 reviews

Beautiful pool home minutes from Anna Maria Island

This cozy, clean and modern HEATED POOL home is only 5 miles from Anna Maria island, close to shops of all sorts and great restaurants. It is also only 6 miles to IMG academies. It has 3 bedrooms and 2 full bathrooms with a beautiful pool. It has a fully private and fenced off yard that will be perfect for BBQ’s and outdoor activities! The large yard will be perfect to bring your furry friend along as well! This home is in the perfect location that will not disappoint!

Top guest favourite
A heated saltwater pool is surrounded by lush tropical vegetation, creating a serene atmosphere. Poolside seating is offered by several lounge chairs, alongside a shaded area with an umbrella. Sunlight reflects off the water's surface, enhancing the tranquil setting.
Home in Bradenton Beach
4.97 out of 5 average rating, 194 reviews

STEPs to BEACH! /Heated Salt Pool/Sunsets/5 STAR!

Less than a 2 min WALK to the white sand beaches of the Gulf, this 4 BR home comfortably sleeps 8. Large bedrooms & a spacious floor plan (the kitchen, dining and living rooms flow together), the house is perfect for families. The bedrooms are split 2+2 & paired with bathrooms on opposite ends of the house (a pocket door adds privacy). Private heated saltwater pool sits amidst the tropical yard. Hop on the free trolley and explore Florida's gorgeous Anna Maria Island.

Top guest favourite
A serene outdoor space features a sparkling pool surrounded by lush greenery and tropical plants. Comfortable lounge chairs are placed along the poolside, and string lights cast a warm glow overhead. A shaded seating area with a gazebo can be seen in the background.
Home in Bradenton
4.91 out of 5 average rating, 406 reviews

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.

Top guest favourite
An aerial view captures a serene private pool encompassed by a stone patio, with several lounge chairs arranged nearby. Lush greenery and tropical plants border the scene, while a dark pond reflects the surrounding nature, enhancing a tranquil outdoor space.
Home in Bradenton
5 out of 5 average rating, 129 reviews

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!

Superhost
Flat in Bradenton Beach
5 out of 5 average rating, 5 reviews

Bayfront 2BR | Heated Pool | Walk to Beach

Enjoy a heated & chilled pool and peaceful bay views in the heart of Anna Maria Island. This beautifully maintained 2BR/2BA condo offers a private balcony overlooking the water and is just steps from the white-sand beach. Located near Bridge Street, you can walk to boutique shops, waterfront dining, and lively nightlife. Relax poolside, stroll to dinner, and return to your serene island retreat — the perfect blend of luxury and location.

Popular amenities for Bradenton Beach rentals with a pool

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Quick stats about holiday rentals with a pool in Bradenton Beach

  • Total holiday rentals

    Explore 730 holiday rentals in Bradenton Beach

  • Nightly prices starting at

    Bradenton Beach holiday rentals start at £52 per night before taxes and fees

  • Verified guest reviews

    Over 9,960 verified reviews to help you choose

  • Family-friendly holiday rentals

    560 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 200 rentals that welcome pets

  • Rentals with dedicated workspaces

    330 properties have a dedicated workspace

  • Wifi availability

    730 of Bradenton Beach holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Bradenton Beach rentals

  • 4.8 Average rating

    Bradenton Beach stays are highly rated by guests – averaging 4.8 out of 5!

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