Vacation rentals with a pool in South Bradenton

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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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Top guest favorite

The outdoor area showcases a heated saltwater pool enclosed by a screen, with vibrant citrus-themed murals on the walls. Soft lighting from string lights illuminates the space, enhancing the inviting atmosphere during twilight. A spacious sun deck offers seating and relaxation areas.

Home in Bradenton

4.99 out of 5 average rating, 102 reviews

Saltwater heated pool w/ massage chair + hot tub

❗️4th Weeknight FREE in Aug & Sep! See below for details! ❗️ 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

Guest favorite

A private inground pool is surrounded by lounge chairs and a pergola, offering a relaxing outdoor space. Plush grass and a textured concrete area create a seamless transition, while trees provide shade. A whimsical swan float rests in the water, inviting leisurely enjoyment.

Home in Bradenton

4.93 out of 5 average rating, 167 reviews

Endless Outdoor Fun-86°Pool-Game Room-Dog Friendly

WOW! Shake up your next vacation! Close to AMI and dntown Bradenton local eats. This VERY chic home is waiting for you! Feeling competitive? Our game room is filled with head to head competition air hockey, skee ball, basketball - you choose. Outside the fun continues with Giant Jenga, corn hole or connect 4. Enjoy the afternoon in our solar heated pool, SWING on the lounge chairs under the pergola while enjoying a fire. Or enjoy a day at the best beaches for INCREDIBLE fun for all ages.

Top guest favorite

Condo in Bradenton

4.96 out of 5 average rating, 110 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 spacious outdoor area is presented with a heated pool, framed by a screened enclosure. Poolside seating includes lounge chairs, while a concrete patio surrounds the pool. Lush greenery is visible beyond the enclosure, providing a sense of privacy and tranquility.

Home in Bradenton

4.94 out of 5 average rating, 126 reviews

Vacation Pool - House in Bradenton!

Welcome and enjoy a relaxing vacation house with your family. 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

Top 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

4.98 out of 5 average rating, 101 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!

Top guest favorite

A clear, inviting saltwater pool is surrounded by lush tropical palms. A large deck area offers seating with an umbrella, while a colorful inflatable floats on the water's surface, adding a playful touch to the serene outdoor space.

Home in Bradenton

4.98 out of 5 average rating, 198 reviews

Sunshine Oasis with heated saltwater pool

3 bedroom 2 bath home just minutes from beautiful Anna Maria Island. Just 15 minutes from Sarasota airport and 5 minutes from IMG Academy. Very close to Robinson Preserve The house has WIFI and cable TV. Security camera monitors driveway. Fully stocked kitchen: Pots, pans, utensils, new stainless steel appliances, coffee maker, Keurig, etc.). saltwater pool and privacy fenced in back yard. Beach equipment provided Two stall garage for parking.

Top guest favorite

An aerial view captures the pool area featuring a private heated saltwater pool and spa, surrounded by a spacious patio. Lush palm trees and vibrant landscaping border the space, while a serene pond complements the scene, enhancing the outdoor environment.

Home in Bradenton

5 out of 5 average rating, 105 reviews

AMI Beaches + IMG Sports + Hot Tub & Pool!

🌴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!

Top guest favorite

Condo in Bradenton

4.97 out of 5 average rating, 194 reviews

Shorewalk full condo AnnaMaria Beaches IMG

1174 sqft Shorewalk condo with 2-bedroom, 2 bath , kitchen and living room unit on desirable ground level with a beautiful lake view Within very short walking distance to grocery ,movies, shopping and dining, This condo is about 9 miles from Sarasota airport and about 13 miles from downtown Sarasota, about 6.8miles from the Bradenton Beach , about 10 miles from Anna Maria Island Less than 1 mile to the big gate of the IMG academy

Top guest favorite

A modern cottage is shown with a welcoming front porch featuring white railings. Two teal chairs are placed on the porch, surrounded by palm trees. Soft sunlight is seen illuminating the exterior, highlighting the light-colored siding and clean lines of the structure.

Home in Bradenton

5 out of 5 average rating, 11 reviews

Cozy, modern cottage near beach!

Escape to a Cozy Modern Cottage Near the Beach! Welcome to your perfect getaway—a charming, modern cottage close to the beach! What You'll Love: - Fully Equipped Kitchen - Fast WiFi & Smart TV - Low Cleaning Fee Perfect for: - Couples looking for a romantic escape - Solo travelers seeking relaxation - Small families or friends wanting a beachside adventure Book now and experience the perfect blend of comfort, style, and location!

Guest favorite

A screened veranda offers a view of a serene water feature and landscaped greenery. Palm trees frame the picturesque scene, while residential buildings are visible in the background against a clear blue sky.

Condo in Bradenton

4.94 out of 5 average rating, 32 reviews

Waterview Oasis Retreat minutes to Anna Maria Isla

Enjoy resort-style living on a tree-lined, 30-acre property with access to 2 heated pools, 2 Whirlpool spas, tennis courts, pickleball, basketball, ping-pong, billiard, shuffleboard, children's playground, BBQ grills and clubhouse amenities. Stylish and spacious condo unit on the ground floor. Large screened veranda with a wonderful water view. Amazing water view from the master bedroom as well. 60" TV. Completely renovated.

Top 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, 109 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!

Top guest favorite

A cozy sleeping area features a spacious bed with light green linens. A small wooden table and chair are positioned beside the bed, while a dresser adds storage space. A television is mounted on the wall, with decorative wall art enhancing the serene environment.

Guesthouse in Bradenton

4.98 out of 5 average rating, 122 reviews

Private Stock Tank Pool. Cozy Tropical Stay

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.