Vacation rentals with a pool in South Bradenton

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.

4.97 out of 5 average rating, 121 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

The enclosed Florida room features comfortable outdoor furniture, with colorful cushions adorning the seating. A wooden coffee table is positioned in the center, and large windows provide views of the pool area outside, allowing natural light to fill the space.

4.94 out of 5 average rating, 139 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

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.

4.97 out of 5 average rating, 115 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!

4.99 out of 5 average rating, 248 reviews

A private stock tank pool is surrounded by a wooden deck and lounge chairs. An umbrella provides shade over the pool area. Colorful towels and a stylish table with refreshments are visible, set amidst a landscaped courtyard with lush greenery.

Guesthouse in Sarasota

Magical Guesthouse 1 mi from SRQ airport

@Aloe_Stranger Dreamy + fresh! This 1-bedroom guesthouse has a king bed, full bath, kitchen, washer/dryer, daybed + sleeper sofa. NEW STOCK TANK POOL! Full of style - it feels like you're in your own art installation. 1 mile from SRQ Airport, it boasts a great location as well cushy comforts. 1/2 mile from Sarasota Bay, 15 min from Lido Beach, 15 min from Siesta Key and many beaches around the Sarasota/Bradenton area. 10 min from downtown Sarasota, 1 mile from the historic Ringling Museum

A private backyard features a heated pool surrounded by a spacious patio, offering lounge chairs and a vibrant mural. The area is enclosed, providing a secure environment for families, while a putting green lies nearby, inviting guests to enjoy outdoor activities.

4.97 out of 5 average rating, 116 reviews

Heatd Pool + PuttPutt + Close2IMG + Tropical Oasis

Welcome to Turtle Cove – This freshly designed home is centrally located in Bradenton - minutes from beautiful beaches, historic downtown, and the IMG academy. This Tropical Oasis has something for the whole family, including a Heated Pool, Putting Green, Fire Pit, BBQ Grill, Pool Table, Outdoor Bar, & more! Whether you want to spend your days enjoying the beautiful beaches or soaking up rays in your private pool, you are sure to create lasting memories during your stay at Turtle Cove!

An inviting exterior view of Sunrise Villa showcases a well-maintained landscape featuring lush greenery and vibrant plants. A spacious driveway leads up to a garage, with decorative stone detailing accentuating the garden area. The home is framed by palm trees, contributing to the tropical ambiance.

5 out of 5 average rating, 109 reviews

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.

A bright living and dining area features a round glass table set for four, cozy seating arrangements with light-colored sofas, and a television. Natural light flows through large sliding glass doors, which lead to a screened lanai overlooking a serene outdoor space.

4.87 out of 5 average rating, 119 reviews

Sunny Bella Rosa – Pools, Spas, near IMG & Beaches

Welcome to Florida Bella Rosa – a charming, sun-filled lakeside condo with a warm coastal Florida vibe, lovingly decorated to make you feel right at home. Located in the sought-after Shorewalk Vacation Villas community, you’ll almost sense the gentle Anna Maria Island breeze drifting through your stay. We’re just 7 miles from the stunning Gulf/Anna Maria Island beaches and only 2 miles from IMG Academy, with Sarasota–Bradenton International Airport just a 20-minute drive away.

A serene backyard features a heated pool surrounded by lounge chairs and shaded areas. Tropical plants and flowers add color, while the setting sun casts a warm glow. Umbrellas provide shade over the seating, creating a welcoming space for relaxation and outdoor enjoyment.

4.97 out of 5 average rating, 107 reviews

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.

A spacious living and dining area features a table set for four with light-colored chairs. A comfortable sofa is arranged against the wall, and large sliding glass doors allow natural light to flood the space, providing views of the nearby lake and greenery.

4.98 out of 5 average rating, 203 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

4.98 out of 5 average rating, 121 reviews

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

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!

4.93 out of 5 average rating, 173 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!

4.98 out of 5 average rating, 164 reviews

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

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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A heated pool is framed by a spacious deck featuring colorful lounge chairs. A whimsical unicorn float sits in the water, while palm trees provide a tropical touch. A vibrant sunset paints the sky with hues of orange and pink, creating a serene atmosphere.

4.98 out of 5 average rating, 102 reviews

[Top Pick] Family Fun Oasis | Heated Pool, Hot Tub

A tranquil outdoor space features a heated pool surrounded by stone pavers. Comfortable lounge chairs are positioned nearby, and a modern fire pit offers seating. The restored stone house stands in the background, framed by palm trees under a clear blue sky.

4.96 out of 5 average rating, 23 reviews

100 yr Old Stone Home + Pool + 9 miles to beaches

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.

4.99 out of 5 average rating, 114 reviews

Saltwater heated pool w/ massage chair + hot tub

4.78 out of 5 average rating, 270 reviews

Tropical Oasis - Private Pool - Close Beaches

A spacious screened lanai is shown with comfortable seating arrangements, including a blue lounge chair and dark woven furniture. The heated pool is visible beyond the seating area, surrounded by lush greenery, while a ceiling fan offers a cooling breeze.

4.99 out of 5 average rating, 69 reviews

Beach Vibes Vacation Home w/ Heated Pool

A spacious living area features modern furnishings, including a dark sofa and an elegant dining table. Natural light filters through the windows, illuminating a light rug and neutral walls. Decorative elements include houseplants and table lamps, contributing to a calm ambiance.

5 out of 5 average rating, 20 reviews

Shell Seeker Villa near IMG academy, beaches & fun

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.

4.91 out of 5 average rating, 394 reviews

Palm Retreat: #1 Top Rated Rental of Bradenton/AMI

5 out of 5 average rating, 19 reviews

Family Oasis | Heated Pool, Hot Tub & Game Room

Condo rentals with a pool

Superhost

A bright bedroom features a spacious bed with light bedding and a wicker nightstand on either side, each topped with a lamp. A chair rests in the corner, and a large window offers views of greenery outside, bringing in ample natural light.

4.82 out of 5 average rating, 102 reviews

Palms Villa: Cozy & Minutes from Anna Maria Island

Superhost

The living area features a light-colored sofa complemented by an orange accent chair. A coffee table sits on a textured area rug, while wall art adds color to the red accent wall. Glass doors open to a view of outdoors, surrounded by greenery.

Condo in Sarasota

4.9 out of 5 average rating, 133 reviews

Sunny 2nd-Floor Condo w/ Heated Pool | 1BR

4.94 out of 5 average rating, 158 reviews

A serene community pool is surrounded by a fence and complemented by lounge chairs positioned nearby. The pool's clear blue water reflects the sunlight, while the yellow exterior of the building provides a warm backdrop. Windows with awnings complete the inviting atmosphere of the area.

Condo in Sarasota

ONLY $155/night in January!

4.94 out of 5 average rating, 159 reviews

Adirondack chairs in soft blue are positioned on the sandy beach, offering scenic views of the ocean and coastline. The sun reflects off the water, enhancing the tranquil atmosphere, while a distant figure strolls along the shore. Lush greenery borders the sandy area.

Condo in Bradenton Beach

Beach Escape & Pool, steps to Beach & restaurants

A fire table is positioned in view of a vibrant sunset, reflecting shades of orange, pink, and purple across the sky. The scene is framed by large glass panels, offering unobstructed views of the horizon, enhancing the outdoor experience.

4.91 out of 5 average rating, 139 reviews

New Luxury 3/3 Condo in Margaritaville Resort

4.98 out of 5 average rating, 220 reviews

Condo in Longboat Key

Oceanfront: Open Sun - Thurs, $250/night!

4.96 out of 5 average rating, 101 reviews

Condo in Holmes Beach

Steps to the beach! Updated Condo at The Terrace

4.96 out of 5 average rating, 191 reviews

An open-concept living area features a light-colored, patterned sofa paired with a wooden coffee table. A large flat-screen TV is mounted on the wall, and a serene window nook offers natural light, enhancing the coastal charm of the space.

Condo in Treasure Island

~Shore Thing~ Coastal Exquisite Waterfront Condo

Other vacation rentals with a pool

4.95 out of 5 average rating, 21 reviews

Lovely Condo, Heated Pools, AMI, IMG, Top beaches

5 out of 5 average rating, 8 reviews

Shore Serenity Condo Near Beaches, Pools and Shops

A living area features a blue sectional sofa adorned with decorative pillows. A wooden coffee table sits in front, and a light-colored desk with a chair is positioned nearby. Two windows allow natural light to fill the space, complemented by tropical-themed artwork on the wall.

4.83 out of 5 average rating, 6 reviews

Coastal Retreat Cottage 1 b/1b

4.98 out of 5 average rating, 55 reviews

A screened-in pool area features a sparkling blue pool, surrounded by several lounge chairs in turquoise. Two umbrellas provide shade, while lush greenery is visible in the background, showcasing the tranquil waterway just beyond.

Guest suite in Bradenton

Waterfront Suite-20 min to Gulf Beaches

A screened-in pool area features a sparkling pool accompanied by a spa, both bordered by smooth concrete. Surrounding the pool are lounge chairs in bright colors, with lush greenery visible through the fencing, offering a serene outdoor retreat.

4.94 out of 5 average rating, 33 reviews

Heated Pool, Spa, BBQ, Games, Fire Pit, Sleeps 10

A heated pool is surrounded by a spacious deck and palm trees, reflecting the clear sky. A white fence encloses the area, providing a secure and inviting space for relaxation and enjoyment.

4.96 out of 5 average rating, 52 reviews

AMI, 2 Heated Pools, IMG, 2 hot tubs, Pickleball