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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Top guest favourite
Home in Bradenton Beach
4.96 out of 5 average rating, 25 reviews

Walk 2 blocks to Beach + Private Pool + King Beds!

☀️Welcome to Bayberry Beach Cottage A on Anna Maria Island! Just +/- 400 feet (2 min walk) to the beach! With a heated private pool, fenced backyard, outdoor games, & grill, it’s the perfect spot for fun-filled days and relaxing nights! 🌴This recently renovated beach cottage has 2 king bedrooms, 1.5 baths. 📍You’re just a 2-minute walk to Salt, a trendy restaurant and craft cocktail bar with live music. More local favorites and beach bars are nearby, & lively Bridge Street is only 1 mile away

Superhost
Flat in Bradenton Beach
5 out of 5 average rating, 3 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

Superhost
Home in Holmes Beach
5 out of 5 average rating, 4 reviews

A Sunny, Sandy Spring Escape @ The Solace Retreat

Welcome spring at The Solace Retreat, a beautifully remodeled duplex just steps from the sugar-sand shores of Anna Maria Island. Surrounded by blooming tropical beauty and gentle coastal breezes, this bright, inviting escape is designed for effortless relaxation. With access to both sides, it’s ideal for multifamily stays—offering the perfect blend of togetherness and privacy. Enjoy stylish, comfortable spaces, soak up the sunshine, and RECHARGE this season with our 5★ white-glove hospitality.

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, 119 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!

Top guest favourite
A bright living area features turquoise walls and natural light streaming in through multiple windows. A comfortable gray sofa and a vibrant yellow accent chair provide seating. A wooden dining table with white chairs offers a space for meals, while a coffee table sits in the center.
Flat in Bradenton Beach
5 out of 5 average rating, 19 reviews

Coconut Vacation Rentals/1BR/Pool/Steps to Beach!

Coconut Vacation Rentals - Coastal Getaway Retreat! Experience the best of Anna Maria Island in this charming 1-bedroom, 1-bath apartment-style unit located in a quaint quadplex home. Blending classic Old Florida vibes with modern touches, this ground-level unit (just one small step up) offers comfort, privacy, and convenience—all just a short stroll from the pristine white sands of Bradenton Beach and the sparkling Gulf of Mexico. Enjoy breathtaking sunrises and sunsets over Tampa Bay!

Top guest favourite
A spacious outdoor living area is shown, featuring a seating arrangement with floral-patterned cushions and a wooden coffee table. A dining table, set for six, is positioned nearby. The screened lanai offers views of the pool, surrounded by greenery and clear blue skies.
Home in Bradenton
5 out of 5 average rating, 102 reviews

NEW Saltwater Pool + Spa | Mins to AMI Beaches/IMG

Spend your days playing in the pool and soaking up the sun at this coastal escape! The huge screened lanai includes a pristine heated saltwater pool with a spillover spa and sun ledge, and large covered outdoor living and dining space. The updated 3 bedroom, 2 bath interior is bright and spacious, with a lot of natural light and nearly every room flows out to the pool. Located in a quiet neighborhood with quick access to AMI beaches, IMG, walking trails, parks, shopping & restaurants!

Guest favourite
Home in Holmes Beach
5 out of 5 average rating, 6 reviews

Anna Maria retreat house

Elevated home with all the amenities. Walking distance to the beach, chairs and towels provided. Relax in the backyard patio, including pool with waterfall . The shaded balcony overlooks the pool if you need to escape the sunshine. There’s a free trolley that runs all day in AMI if you don’t want to take the car out. The house is located across the street from Bimini Bay, enjoy a jog through these side streets in the morning. Local shops and restaurants 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.

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, 405 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.

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

AMI Bridge Street Beach House|Wi-Fi| Center of All

Bridge Street Beach House in Shadow of Clock Tower at Pier + Anna Maria Oyster Bar = "Center of it All" • Location!! On Bridge Street restaurants/bars + Pier! No car needed! • Relax peacefully w/ fish jumping + birds flying along Bay! • Fish off Seawall or entire Bridge Street Pier and have your own fishing station! • Fabulous heated pool a block away at Pelican Post (extra charge). • Kayaks/Paddleboard. • Grill at home. • Friendly/fun community +Clubhouse.

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!

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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