Vacation rentals with a pool in West Bradenton

A serene backyard is viewed from above, featuring a well-maintained lawn that gently slopes toward a tranquil pond. Nearby, two cornhole boards are positioned on the grass, surrounded by lush greenery and flowering plants. A white fence outlines the property.

5 out of 5 average rating, 75 reviews

Close to IMG + Pool + Outdoor Kitchen & Projector!

Welcome to Happy Daze! ☀️😎A spacious 3-bedroom, 2-bathroom Heated Saltwater Pool home with outdoor kitchen nestled on a peaceful lake only 5 miles to the picturesque Anna Maria Island beaches. This inviting residence offers accommodations for up to 7, making it an ideal retreat for families & friends. 5 miles - Anna Maria Island Beaches 3 miles - IMG Sports Academy 3 miles - Downtown Bradenton 1 mile - Hiking, 20 Covered Pickleball Courts, Disc Golf, Playgrounds & Skate Park at GT Bray Park.

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 out of 5 average rating, 61 reviews

Flamingo Royale — Beach Luxury Resort

Welcome to the Flamingo Royale — Your luxury sanctuary! This exquisite escape gives tropical elegance perfect for indulgent relaxation and unforgettable memories. Experience the charm of old Florida with a modern twist in a stylish setting. Step outside to your personal paradise—a shimmering pool surrounded by lush landscaping & palms galore. W/ beautiful Anna Maria Island just moments away, relish pristine beaches, boutique shopping, and fine dining. Experience paradise at the Flamingo Royale!

A serene outdoor area features a well-maintained lawn with stone pathways and tropical landscaping. Palm trees provide shade around a bar area, overlooking the water. A private dock is visible in the background, with the gentle bayou waters reflecting the blue sky.

5 out of 5 average rating, 59 reviews

Waterfront Bungalow• Dock•Heated Swim Spa•Near AMI

Watch for dolphins and manatees from your private dock and unwind under the stars in the heated swim spa. This peaceful waterfront bungalow near Anna Maria Island is a five-star favorite; perfect for couples or families craving calm, comfort, and coastal charm. Enjoy direct water access for boating or paddling, stunning bayou views, and quick access to beaches, shops, and dining. 🚤 Bring your boat or jet skis • 🌴 5 min to Robinson Preserve • 🏖️ 10 min to AMI • 📶 Fast Wi-Fi | Smart TV

A serene backyard features a heated pool with a sun shelf and a hot tub, surrounded by lounge chairs and a hammock. Ambient lighting highlights the lush greenery, creating a relaxing space for gatherings or quiet moments.

4.96 out of 5 average rating, 137 reviews

Kokomo-Heated Pool/Spa, Fire Pit, Playset, Family

Off the Florida Keys, there's a place called Kokomo, that's where you wanna go to get away from it all...Relax with the whole family at Kokomo House! Bask in a lush, one-of-a-kind backyard with a HEATED pool/hot tub, outdoor dining, fire pit, lounge chairs, & hammock. Play bocce ball, cornhole, foosball, darts, board games, Ms Pacman or on the slackline swingset. 6 miles from Anna Maria Island, 5 miles from IMG, & 4.5 mi from LECOM Park and ½ mi from Manatee River boat ramp.

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.

4.96 out of 5 average rating, 114 reviews

Pickleball Court, Heated Pool, King Beds

- FREE POOL HEAT, private pool - PICKLEBALL COURT in our back yard. - 2 King Beds, Queen sleeper sofa, 2 bunk beds - Close to Anna Maria Island - 7.3 miles to IMG Academy - Large back yard fully fenced - BBQ Grill - Outdoor TV - Outdoor dining table - 1 mile from Robinson Preserve: kayak rentals, nature hiking, running, and playgrounds - Beach chairs, beach towels, cooler, umbrella provided. - pack n play, high chair - Ping Pong table in garage - Smart TV in every room

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.

4.95 out of 5 average rating, 126 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, 394 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.

4.78 out of 5 average rating, 270 reviews

Tropical Oasis - Private Pool - Close Beaches

Enjoy a tropical Paradise with private pool. Beautiful palms and an over-sized private pool. This beautiful pool home is only a short drive to Anna Maria Island. Floridas most beautiful white beaches on the Gulf Coast. Huge master bedroom with attached full bath and access to the pool area. Free high speed WIFI. Smart TV in living room queen room. 2 parking spaces. Convenient to beach bars, golf, shopping. 25 Min. Sarasota and 45 Min. Tampa Airport.

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.

4.95 out of 5 average rating, 204 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!

An aerial view captures a heated saltwater pool accompanied by a spa hot tub, surrounded by a stone patio and tropical landscaping. Loungers and Adirondack chairs are positioned for relaxation under a shaded umbrella. A serene pond and lush greenery create a tranquil backdrop.

5 out of 5 average rating, 118 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!

4.93 out of 5 average rating, 174 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!

Popular amenities for West Bradenton rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An aerial view of the outdoor space reveals a heated saltwater pool shaped like a lagoon, surrounded by lounge chairs and umbrellas. A full-size pickleball court takes center stage, complemented by a nearby mini-golf putting green and a trampoline, all set within lush landscaping.

4.91 out of 5 average rating, 22 reviews

New! Luxurious Retreat w/ Resort Amenities by AMI!

A vibrant outdoor space is showcased with a table and chairs under a large umbrella, surrounded by lush greenery. The game room features a pool table and retro arcade games, while cozy seating areas inside invite relaxation. A glimpse of the heated pool is visible in the courtyard.

4.93 out of 5 average rating, 45 reviews

Super Clean, Heated Pool & Hot Tub, 6mi to beach

A collage presents four views of Palm Haven, including a heated pool surrounded by tropical foliage, a dining area with a round table set for six, a king bedroom with soft bedding and stylish decor, and a cozy living area adorned with greenery.

4.97 out of 5 average rating, 62 reviews

Private Backyard + Heated Pool + Luxury Boho Style

Superhost

An aerial view reveals a spacious outdoor area featuring a heated pool, lounge chairs, and a grassy play area. A vibrant mural of palm trees decorates the background, while an outdoor dining area is set with a large table beside the pool.

4.92 out of 5 average rating, 26 reviews

Free Heated Pool~Pickleball~Golf~4 Kings+Kid Suite

An aerial view showcases a spacious, heated swimming pool adjacent to a vibrant outdoor recreation area featuring a pickleball court and nearby children's playground equipment. The lush green lawn is neatly bordered by privacy fencing, enhancing the inviting atmosphere for recreation and relaxation.

5 out of 5 average rating, 55 reviews

Pickleball, Axe Throwing, Mini-Golf, Bowling, IMG

5 out of 5 average rating, 13 reviews

4BD Oasis Sleep 21 Htd Pool, HotTub, Pickle&BBall

A bright, open living area features a spacious sectional sofa, complemented by a modern coffee table. Large windows provide natural light and overlook a quiet outdoor space. A decorative fireplace adds character to the room, enhancing a cozy ambiance.

4.87 out of 5 average rating, 38 reviews

NW Bradenton New Renovation 2023

4.96 out of 5 average rating, 27 reviews

Pool, Game Room, Fire Pit, Hammock, Near AMI

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

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.

4.98 out of 5 average rating, 194 reviews

Luxury 3/3 Margaritaville Resort

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

An open kitchen features a dark granite countertop with seating for two. A set of pendant lights hangs above, illuminating the space. Modern appliances and warm wood cabinetry create a functional cooking area. A welcoming sign is displayed on the wall near the laundry machines.

4.85 out of 5 average rating, 137 reviews

Shorewalk upgraded condo upstairs unit 4415

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

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, 140 reviews

Cozy 2 bed/2.5 bath townhome

4.99 out of 5 average rating, 209 reviews

An aerial view captures a multi-story condominium overlooking a beach. Lush palm trees surround a heated pool area, with docks lining the waterfront. The expansive coastline is visible in the background, highlighting the scenic proximity of beach and bay.

Condo in Treasure Island

Spectacular beach to bay views from this resort.

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

Other vacation rentals with a pool

5 out of 5 average rating, 5 reviews

FUN! - 12 min to Beach, 10 min to IMG, Heated Pool

5 out of 5 average rating, 43 reviews

Freshly Renovated Vacation Villa at Shorewalk

An engaging game room is featured with arcade consoles, inviting vibrant decor. The outdoor area displays a colorful swimming pool surrounded by lounge chairs and an umbrella. A putting green is visible alongside the pool. A bird's-eye view captures the lively pickleball court in bright hues.

5 out of 5 average rating, 22 reviews

Pickleball, Heated Pool & Spa, Golf, 5 mi to AMI

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

An outdoor area features a heated pool surrounded by lounge chairs and umbrellas. A fire pit is positioned in front of a seating arrangement, creating a cozy gathering spot. Soft lighting from string lights adds ambiance to the serene space, enhanced by lush greenery.

5 out of 5 average rating, 38 reviews

Blessed Haven Peaceful Getaway 3 Miles to Beach

The outdoor area features a screened-in pool surrounded by a spacious travertine patio. A heated saltwater pool is illuminated under the evening sky, with lounge chairs and a dining area visible. The interior opens to the patio, enhancing the connection between indoor and outdoor spaces.

4.99 out of 5 average rating, 81 reviews

Winter Specials! Near AMI & IMG~Heated Salt Pool

4.95 out of 5 average rating, 97 reviews

Sleeps 12-AMI-Heated Pool-HotTub-Christmas Tree