Vacation rentals with a pool in Bradenton

4.98 out of 5 average rating, 173 reviews

Near Downtown &Beach! Games! Private Pool! Hot Tub

Beach! River! Heated Saltwater Pool! Hot Tub! Your tropical beach vacation awaits! Prime location in proximity to local restaurants, attractions & sparkling waters. Nathan Hejl Interior Designer has updated this spacious 5BR/3.5BA vacation oasis to blend luxurious furniture & finishes w/ a barefoot, tropical vibe. Located in Historic River District in W Bradenton, walking distance to Manatee River, 2mi to Bradenton Convention & only 8mi to the famous Anna Maria Island beaches, 20mi to #1 Siesta

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.

4.96 out of 5 average rating, 123 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

4.97 out of 5 average rating, 189 reviews

SLeePs20-Hotub-2kingSuites-IMG-Airhockey-Families

We sleep 18 adults comfortably plus have 2 baby cribs, so can sleep 20! 5 BEDROOMS!!! NEW PICKLEBALL COURT- new mini golf course- Kids playground- Hot tub- bunks with tube slide- Arcade room- pool table and more! ▪️2Game Rooms ▪️2KingSuites ▪️7miles to Beach ▪️Blackout curtains ▪️BabyMonitor▪️Crib on wheels AND PackNPlay ▪️HighChair ▪️beach chairs▪️pool table▪️hot tub ▪️pickleball▪️RokuTV’s▪️Self Checkin ▪️AirHockey ▪️Grill ▪️FirePit ▪️Washer/Dryer ▪️CoffeeBar▪️Cable ⭐️No Checkout List⭐️

A large heated saltwater pool is enhanced by colorful floating rings. A waterfall feature adds a calming effect while lounge chairs are positioned nearby. The patio area is visible, furnished with multiple seating options, and surrounded by lush greenery and sunny skies.

4.99 out of 5 average rating, 100 reviews

Heated Pool | Game Room | Arcade | Sleeps14 | BBQ

Welcome to the Palms of Bradenton! This spacious home accommodates up to 14 guests, offering 4 cozy bedrooms, 2 modern baths, and plenty of space to unwind. Dive into the refreshing heated salt water pool, relax on the patio, or challenge your friends in the game room with foosball, a pool table, and arcade games. You'll be under 10 minutes from AMI beaches and 6 miles to IMG Academy! Conveniently located near great restaurants and grocery stores, this is the perfect spot for your next getaway.

4.98 out of 5 average rating, 103 reviews

A cozy living area features a light blue wall, with a comfortable white sofa arranged around a neutral-toned rug. In the foreground, a wooden dining table with four chairs provides seating. Natural light enters through a doorway that leads to an outdoor space.

Guesthouse in Bradenton

Serenity Lake

Keep it simple at this peaceful and centrally-located place. 15 minutes from beaches this lovely apartment sits on a pond full of fish with a dock. Large pool ready for swimming and sunning. Charcoal and gas grill available. Beautiful upper deck to sit and enjoy the large mango tree and view over the lake. Golf cart available for evening rides. There is a large driveway for a boat. Swim and fishing accessories available. Minutes from I-75 - also near the famous Lakewood Ranch downtown.

4.94 out of 5 average rating, 174 reviews

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

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.

4.85 out of 5 average rating, 106 reviews

A Place to Relax with sun battery heated pool.

Welcome to our beautiful 3 bedrooms 2-bathroom heated pool home! This spacious and cozy house has everything you need for a perfect escape from the hustle of everyday life. The living room is bright and airy with comfortable seating and a flat-screen TV. It has a direct access to the pool area, where you can relax, swim, or lounge in the shade watching outdoor TV. All bedrooms equipped with comfortable beds, fresh linens, and plenty of storage space to unpack and make yourself at home.

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.

4.88 out of 5 average rating, 188 reviews

Swim. Soak. Play. | Beaches | 5mi 2 IMG | Dine

Welcome to Villa Delfino—where summer days are filled with sunshine, beach adventures, and island exploration. When evening arrives, the villa transforms into a relaxing oasis with ambient lighting, outdoor gathering spaces, and the perfect atmosphere for creating lasting memories. Experience white-glove hospitality with a responsive local team, hands-on management, and detailed pre-arrival inspections. We're available throughout your stay to ensure a seamless, stress-free vacation.

A spacious patio is highlighted by a heated pool, surrounded by a decorative stone border. Comfortable outdoor seating is arranged nearby, beneath string lights that create a soft glow. A serene water view and lush greenery are visible in the background, enhancing the outdoor ambiance.

4.96 out of 5 average rating, 150 reviews

Casa Bella-5BR/Waterfront/Pool/Spa-9 Min AMI

Beautifully renovated 5 bedroom home. Located 3 minutes from beach access and 9 minutes to Anna Maria Island. A massive waterfront patio with string lights and heated pool and spa encompass this house. Master bedroom with walk-out to spa. Custom double walk-in shower in master suite. Family room with 86" television, decorative fireplace, and 15' ceiling. Roku TV’s in every bedroom. Outdoor propane grill. Beach chairs, umbrella, and cart. We welcome you to Casa Bella.

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, 426 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.

A saltwater heated pool is surrounded by a spacious patio area. Two lounge chairs with striped cushions are positioned nearby, along with a shaded bar area. Lush palm trees provide a tropical feel, with a well-maintained lawn and a privacy fence visible in the background.

4.94 out of 5 average rating, 236 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!

4.94 out of 5 average rating, 101 reviews

Home in South Bradenton

Stylish Pool Home • Near IMG & Beaches • Top Rated

Just 2.2 miles from IMG Academy and 6.5 miles from Sarasota Airport! Near beautiful Coquina and Anna Maria beaches. Enjoy a private pool, ping pong table, and modern comforts in this stylish 3-bedroom, 2-bath home. Fully equipped kitchen, washer/dryer, smart TV, and fast Wi-Fi. One pet allowed with a $200 fee. Relax or entertain in the spacious fenced backyard. Ideal for families or couples seeking comfort, sun, and fun in Bradenton!

Popular amenities for Bradenton rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

5.0 out of 5 average rating, 129 reviews

Sunrise Villa - Tropical 3 bedroom home with pool

4.9 out of 5 average rating, 105 reviews

Heated Pool *Fenced Yard *Dog Friendly

A serene bedroom features a spacious bed dressed in light linens, accompanied by bedside tables with lamps. Natural light filters through a window, while a neutral-toned rug adds warmth. A pair of chairs and a small ottoman provide a cozy reading nook.

4.92 out of 5 average rating, 109 reviews

King Suite! Heated Pool! 5 miles to beach!

4.79 out of 5 average rating, 287 reviews

Tropical Oasis - Private Pool - Close Beaches

4.98 out of 5 average rating, 125 reviews

4BR 3B: Heated Pool, Pool Table, close to AMI/IMG!

Superhost

Home in South Bradenton

5.0 out of 5 average rating, 4 reviews

Breezy Bay Beach Getaway

Superhost

5.0 out of 5 average rating, 4 reviews

The Wabi House

4.96 out of 5 average rating, 49 reviews

The Florida Rooms

Condo rentals with a pool

A fire table is positioned near large glass windows that frame a stunning sunset over the water. The reflection of the vibrant sunset is visible in the water, while the outdoor landscape is softly illuminated by the fading light.

4.97 out of 5 average rating, 211 reviews

Luxury 3/3 Margaritaville Resort

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, 142 reviews

A&A's Paradise near IMG & Anna Maria beaches

Superhost

An open kitchen features sleek white cabinetry and modern stainless steel appliances. A large island countertop offers ample preparation space, with a wooden cutting board placed prominently. Warm light fixtures hang above, creating an inviting work area. Natural light streams through a window, enhancing the clean design.

4.82 out of 5 average rating, 205 reviews

Shorewalk at its best ..

The inviting living area features a brown leather sofa paired with a teal accent chair. A circular mirror is positioned above a coffee table, which holds magazines. A patterned rug sits beneath, and natural light filters through the sliding glass doors.

4.96 out of 5 average rating, 161 reviews

Cozy 2 bed/2.5 bath townhome

A cozy lanai features a view of the tranquil lake, with vibrant turquoise chairs arranged around a patterned rug. Potted plants add greenery, while large glass doors provide natural light and an outdoor connection.

4.95 out of 5 average rating, 212 reviews

The Seashell Cottage with peaceful water views!

The image captures a serene beach scene at sunset, with a golden sun reflecting on the gentle waves. Silhouetted seagulls stand in the sand, their shadows stretching across the shoreline as the day's warmth begins to fade.

4.9 out of 5 average rating, 114 reviews

Serene 2 Bedroom Condo in ShoreWalk Resort

4.9 out of 5 average rating, 238 reviews

A screened lanai offers poolside views, with vibrant orange and blue chairs positioned to enjoy the scenery. Lush greenery borders the area, while palm trees sway in the gentle breeze. Glimpses of the Gulf of Mexico and a heated pool are visible through the railing.

Condo in Longboat Key

Beachfront Resort, Ocean View, Pool, Tennis, Gym

4.96 out of 5 average rating, 111 reviews

Condo in Holmes Beach

Steps to the beach! Condo with pool at The Terrace

Other vacation rentals with a pool

4.97 out of 5 average rating, 155 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!

A private pool area is illuminated at night, featuring a clear turquoise pool surrounded by paver stones. A covered patio with a dining table and chairs offers a cozy space, while lounge chairs are positioned around the pool, enhancing the outdoor experience.

5.0 out of 5 average rating, 69 reviews

Resort-Style Pool Home - 5mi to Beach & 3mi to IMG

A screened-in outdoor space features a heated swimming pool and spa, surrounded by a spacious deck. Bright blue lounge chairs are arranged nearby, with a shaded area visible at the back. The tranquil setting is complemented by lush greenery in the distance.

4.95 out of 5 average rating, 75 reviews

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

4.98 out of 5 average rating, 51 reviews

4 BR Pool Home | Sand Volleyball | Near AMI & IMG

A serene pool area is surrounded by lush greenery, featuring a private heated pool with a waterfall. Multiple lounge chairs are positioned beside the pool, while colorful floats rest on the water's surface. The patio is paved with large, light-colored tiles.

4.99 out of 5 average rating, 79 reviews

Bamboo Lagoon | private heated pool near AMI/beach

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.

4.94 out of 5 average rating, 53 reviews

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

A serene outdoor space showcases a sparkling pool framed by lush tropical landscaping. Palms and vibrant plants surround the area, with a flamingo statue in the foreground. Soft lighting from string lights enhances the tranquil atmosphere as the sky transitions to dusk.

5.0 out of 5 average rating, 92 reviews

Flamingo Royale — Beach Luxury Resort

An aerial view showcases a spacious backyard featuring an expansive swimming pool bordered by vibrant orange umbrellas. The pool area is complemented by a soothing hot tub, a mini-golf course, and a landscaped patio with seating. Lush greenery surrounds the space, enhancing the tropical ambiance.