Vacation rentals with a pool in South Bradenton

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in South Bradenton

  • Total vacation rentals

    Explore 100 vacation rentals in South Bradenton

  • Nightly prices starting at

    South Bradenton vacation rentals start at ﺩ.ﺇ 184 per night before taxes and fees

  • Verified guest reviews

    Over 3,500 verified reviews to help you choose

  • Family-friendly vacation rentals

    90 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    100 of South Bradenton vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across South Bradenton rentals

  • 4.8 Average rating

    South Bradenton stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated rentals with a pool in South Bradenton

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

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Guest favorite
A serene outdoor space is viewed, featuring a spacious yard with lush green grass. A vibrant sunset casts a warm glow. The area includes Adirondack chairs, a cornhole setup, and a patio adorned with string lights. A deck and umbrellas provide shaded seating options.
Home in Bradenton
4.92 out of 5 average rating, 99 reviews

Bradenton 3 Bed Hideaway Near Anna Maria Island

Introducing the Bradenton Bliss Hideaway—an idyllic 3-bed, 2-bath retreat, a mere 20 minutes from the allure of Anna Maria Island. Nestled in a vibrant neighborhood, each room is a canvas of tranquility, inviting you to unwind in coastal charm. Revel in the seamless blend of relaxation and adventure, with Bradenton's lively attractions just moments away. Your escape to coastal bliss awaits—a story of serenity and excitement, painted with the hues of the Gulf and the warmth of a welcoming home!

Guest favorite
A spacious living area features a large sectional sofa, offering ample seating. A contemporary chandelier hangs from the ceiling, while a light-colored coffee table sits at the center. In the background, a modern kitchen is visible, accentuated by sleek cabinetry and bright lighting.
Home in Bradenton
4.97 out of 5 average rating, 116 reviews

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

Welcome to the Paradise Fun House, the ultimate spot for your dream bash! Our Airbnb oasis is packed with tons of fun and activities for an epic stay. Cruise around on free bikes or kayaks, fish with top-notch gear, challenge friends to mini-golf, chill in the hot tub, or enjoy our game collection. Golf clubs and beach gear are ready to roll. Our spacious layout is perfect for partying all night long. Book now for the ultimate fun or relaxing experience! Boat/Dog-sitting/cleaning are available

Top guest favorite
A screened lanai offers a peaceful retreat with a view of the pond and trees reflecting on the water. Comfortable seating is provided, accompanied by a small table. Natural light flows in, enhancing the serene atmosphere of the space.
Condo in Bradenton
4.97 out of 5 average rating, 136 reviews

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

Guest favorite
A comfortable living area is furnished with a gray sofa and decorative pillows. A large beanbag sits on the textured rug, while a medium-sized TV is positioned on a light-colored console. Natural light fills the space through sliding glass doors, adorned with sheer curtains.
Home in Bradenton
4.95 out of 5 average rating, 126 reviews

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!

Guest favorite
Three blue Adirondack chairs are positioned on a grassy area overlooking a tranquil canal. The chairs face the water, enhancing the serene environment. A white picket fence borders the space, with greenery and trees visible in the background.
Cottage in Bradenton
4.94 out of 5 average rating, 157 reviews

Waterfront Retreat• Private Pool• Golf• Ping Pong!

Dive into the ultimate summer getaway! Relax at this cozy waterfront cottage with a private pool, & a short drive to AMI’s white-sand beaches. 2BR/2BA with two living areas include a bright Florida room overlooking the canal. Enjoy ping pong and a putting green ⛳. Start your mornings with coffee on the dock, watching fish jump out of the water. Fast WiFi, workspace, beach gear, and a kitchen with cooking essentials. Perfect for beach days, family getaways, or a relaxing coastal escape.

Top guest favorite
Home in South Bradenton
4.94 out of 5 average rating, 162 reviews

Private Heated Pool | Bradenton Vacation Home

Welcome to your private Bradenton pool oasis! . This heated pool house is well situated and well-maintained in a cul-de-sac and is central to the beach (15 minute drive to Anna Maria Island), IMG Academy, The Bradenton Country Club, famous Riverwalk, downtown and numerous restaurants and shopping options. Enjoy your own private oasis with plenty of space for your family and friends with 3 bedrooms that can sleep 8 guests and a fourth bonus room that can sleep 2 additional guests

Guest favorite
A sunny backyard features a refreshing saltwater pool surrounded by a smooth deck. Blue and white lounge chairs create a comfortable lounging area, while a vibrant yellow bungalow is seen in the background. Lush green turf offers a spacious setting for relaxation.
Home in Bradenton
4.94 out of 5 average rating, 225 reviews

Private Heated Pool, Turfed Putting Green Retreat

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!

Superhost
Home in South Bradenton
4.86 out of 5 average rating, 105 reviews

Pool • Pets OK • 500MB WiFi • IMG & AMI • RV Park

⭐ ️5/5 "Felt right at home... Very welcoming, family-friendly vibe and the private pool was phenomenal" - Julio P. ✅ Phenomenal Private Pool (100% fenced yard) 💻 500 Mbps WiFi & dedicated workspace 🍽️ Fully stocked kitchen 🚙 Boat/RV Parking (for 5 vehicles) 🐶 Pet-Friendly (with doggy daycare nearby) 🏖️5.5 miles to Anna Maria Island (AMI) & Longboat Key 📍3.7 miles to IMG Academy & Manatee Hospital 🛫7.4 miles from SRQ Airport

Guest favorite
A spacious living room features a large grey sectional sofa with teal accent pillows, a wooden coffee table, and a light blue area rug. Large glass doors provide access to an outdoor area, while a vibrant seascape painting adorns the wall.
Apartment in Bradenton
4.97 out of 5 average rating, 142 reviews

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!

Guest favorite
Home in Bradenton
4.92 out of 5 average rating, 199 reviews

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!

Top guest favorite
An inviting outdoor pool area features upgraded lounge chairs set beside a clear, private pool. A dining space is positioned under the screened enclosure, allowing for enjoyable gatherings. The sunset sky in the background adds a tranquil ambiance, enhancing the outdoor relaxing experience.
Home in Bradenton
4.94 out of 5 average rating, 109 reviews

Tropical Getaway: Pool, Putting Green,Near Beaches

Kick back and relax at this newly renovated 3BR, 2BA Bradenton retreat! Enjoy a private pool, outdoor fireplace, and huge putting green—perfect for family fun or evening drinks. Inside, you'll love the vibrant tropical feel, designer wallpaper, and open-concept living space with a fully stocked kitchen. Just minutes from beaches and downtown, this stylish getaway has everything you need for a perfect Florida escape.

Top guest favorite
Guesthouse in Bradenton
4.98 out of 5 average rating, 201 reviews

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 South Bradenton rentals with a pool

When is the best time to visit South Bradenton?

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Avg. priceﺩ.ﺇ 624ﺩ.ﺇ 786ﺩ.ﺇ 962ﺩ.ﺇ 544ﺩ.ﺇ 499ﺩ.ﺇ 496ﺩ.ﺇ 518ﺩ.ﺇ 477ﺩ.ﺇ 463ﺩ.ﺇ 488ﺩ.ﺇ 521ﺩ.ﺇ 558
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