Vacation rentals with a pool in West Bradenton

A polished, heated saltwater pool glows in a soft blue hue, surrounded by lounge chairs under a screened enclosure. Warm lights illuminate the inviting backyard space, reflecting off the tranquil water, while a gas grill is positioned nearby for outdoor cooking.

4.97 out of 5 average rating, 149 reviews

Lux Vacay Near AMI & IMG: PCKL Ball, Pool, Put Put

Enjoy a relaxing spring getaway in our cozy home, perfect for sunshine-filled mornings and peaceful evenings. Spacious 5BR retreat with a private, resort-style backyard featuring a heated pool & spa, pickleball court, mini golf, fire pit, and screened lanai. Sleeps up to 18 with ample parking for 7 cars + a boat. Perfect for families, IMG Academy sports teams, and group getaways near Anna Maria Island. Not quite ready to book? Tap the in the ❤️ upper-right corner to save this listing and come

4.97 out of 5 average rating, 188 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 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, 107 reviews

King Suite! Heated Pool! 5 miles to beach!

Unwind at this stunning vacation getaway that is only 5 min away from Anna Maria Island. Although shops and restaurants are only minutes away, the area feels peaceful and secluded. The kitchen is furnished with stainless steel appliances, granite countertops, and a custom coffee bar. Enjoy your meals together around the dining room table, or take it to the back patio for an epic barbecue. Enjoy the expansive private back yard with heated pool. The scenery is ideal for a back yard barbecue.

4.91 out of 5 average rating, 103 reviews

Boating/Fishing Paradise at Bayfront Dock! Pool!

Introducing Majestic Isla, the crown jewel of our luxurious, BAYFRONT home w/ sweeping water views! This grand manor is situated near Anna Maria Island and central to the activities that Bradenton has to offer. The property's deep saltwater canal provides direct access to the Gulf, making it a paradise for boating and fishing enthusiasts. Whether you're seeking a tranquil retreat or an adventure-filled getaway, Majestic Isla offers the perfect blend of luxury and comfort right in our backyard!

The image showcases a spacious outdoor area featuring a private pool surrounded by a screened lanai. A bright beach scene is visible beyond the pool. The garage includes game equipment, while a colorful teen shed is visible, designed for relaxation and fun.

4.9 out of 5 average rating, 111 reviews

5 stars! ⭐️🏖 HotTub&Pool-4BR/2BA 5 miles to beach!

Welcome to “5 Beaches” — the ultimate family-friendly getaway! Just minutes from five stunning sugar-sand beaches, this spacious 4BR home has everything you need for fun and relaxation. Dive into the private heated pool, unwind in the hot tub, or enjoy ping pong, air hockey, and giant Connect 4 in the game garage. With baby gear, beach gear, a fully stocked kitchen, and even a teen hangout shed, it’s perfect for multiple families. Safe, quiet neighborhood — book now and make lasting memories!

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, 185 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.

4.87 out of 5 average rating, 104 reviews

4/2 Home Heated Pool/close to Anna M. Beaches/ IMG

Escape to the Gulf Coast and enjoy the perfect blend of location, comfort, and sunshine! This beautiful 4-bedroom, 2-bathroom home with a private screened-in pool is located in Spanish Park, one of Bradenton’s most peaceful and centrally located neighborhoods. Tucked away on a quiet street, but only minutes from shopping, dining, IMG Academy, and the white sand beaches of Anna Maria Island, this is the ideal spot for families, professionals, or snowbirds looking for a relaxing stay.

4.99 out of 5 average rating, 144 reviews

Resort Style Retreat, Pickleball, Htd Pool, Play.

- 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 - Corn toss - Ping Pong - Boardgames - 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 - Smart TV in every room

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, 104 reviews

Heated Pool+5mile to AMI & IMG+Kid Friendly

📍PRIME LOCATION📍 5 miles to Anna Maria Island! A single-story home off Manatee Ave. and your direct route to beaches & Gulf fun! ☀️FAMILY & PET FRIENDLY☀️ Stocked with essentials and all you need poolside or at the beach. Kids, dogs, & grownups will love it here! 🏡EASY, BREEZY LAYOUT FOR GROUPS🏡 Three open indoor/outdoor living areas with pool views & access from nearly every room. 🌴PRIVATE PARADISE WITH SUNSET VIEWS🌴 Unwind in a heated saltwater pool, fenced half-acre

4.97 out of 5 average rating, 32 reviews

Backyard Oasis | Game Room | Luxury | Heated Pool

Welcome to Eleanor By The Sea your stylish, newly updated Florida escape—perfectly located just minutes from Anna Maria Island, Holmes Beach, and Downtown Bradenton. This stunning 3-bedroom, 2-bath home offers a peaceful residential setting, modern interiors, and a beautifully landscaped backyard designed for relaxation. Whether you're here for beach days, local dining, fishing trips, or exploring Bradenton’s charming riverfront, this home is the ideal base for your getaway.

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, 149 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.

Popular amenities for West Bradenton rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

4.94 out of 5 average rating, 127 reviews

Tropical Getaway: Pool, Putting Green,Near Beaches

4.98 out of 5 average rating, 47 reviews

Heated Saltwater Pool • Near AMI & Beaches

4.97 out of 5 average rating, 61 reviews

Family Fun Heated Pool, Games, Crib, Peloton

An outdoor screened patio is shown, furnished with comfortable seating and a coffee table. A ceiling fan adds a cooling touch. Beyond, a private heated pool is visible, surrounded by lush greenery, creating a serene environment for relaxation.

4.9 out of 5 average rating, 69 reviews

Serene Cove with heated pool + yard near beaches

Superhost

5.0 out of 5 average rating, 4 reviews

The Wabi House

Superhost

5.0 out of 5 average rating, 4 reviews

Viva La Flamingo! 10 Min to AMI, Heated Pool

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, 91 reviews

Flamingo Royale — Beach Luxury Resort

4.98 out of 5 average rating, 45 reviews

5BR Tropical Backyard w/ Saltwater Pool, Spa| Game

Condo rentals with a pool

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

A vibrant sunset is captured over the water, with deep orange and yellow hues blending against a backdrop of clouds. The scene is framed by silhouettes of foliage, creating a serene natural setting that highlights the beauty of the coastal landscape.

4.94 out of 5 average rating, 185 reviews

Luxury 3/3 condo in Margaritaville Resort

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.

4.87 out of 5 average rating, 149 reviews

Shorewalk upgraded condo upstairs unit 4415

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.

4.83 out of 5 average rating, 117 reviews

Palms Villa: Cozy & Minutes from Anna Maria Island

4.88 out of 5 average rating, 112 reviews

Condo in Holmes Beach

#terraceLIFE | 2 Blocks to Beach | Heated Pool

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

4.96 out of 5 average rating, 111 reviews

Condo in Holmes Beach

Steps to the beach! Condo with pool at The Terrace

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!

Other vacation rentals with a pool

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.

5.0 out of 5 average rating, 97 reviews

Close to IMG + Pool + Outdoor Kitchen & Projector!

5.0 out of 5 average rating, 68 reviews

Sparkling Pool & Spa+AMI Beaches+Large Yard!

A serene backyard scene is highlighted by a sparkling pool, accompanied by lounge chairs and a hammock nestled among lush trees. The stylish bungalow features a spacious deck, creating an inviting atmosphere for outdoor relaxation. The sky is painted in calming hues as sunset approaches.

4.97 out of 5 average rating, 60 reviews

10 min AMI | 15 min IMG | Heated Pool

A private heated saltwater pool is surrounded by lush greenery, offering a peaceful atmosphere. Several lounge chairs are positioned around the pool area on the elegant stone patio, with the exterior of the home visible nearby under a twilight sky.

5.0 out of 5 average rating, 41 reviews

Luxury 5BR w/ Pool, Spa & Game Room near AMI

4.96 out of 5 average rating, 72 reviews

6mi to beach, Htd Pool-HotTub, Spotlessly Clean

A screened-in outdoor area features a private pool surrounded by lush greenery. Comfortable loungers are positioned poolside, inviting relaxation. The enclosure allows for natural light while providing protection. Decorative string lights add a touch of ambiance for evening enjoyment.

4.81 out of 5 average rating, 26 reviews

4 Br Bradenton Home~Private Pool, Outdoor Bar, W/D

A spacious dining area features a dark wood table surrounded by four chairs, complemented by a neutral-toned area rug. Bright pendant lights hang above, illuminating the space. A modern kitchen with white cabinetry and stainless-steel appliances is visible in the background, alongside a cozy seating area.

4.96 out of 5 average rating, 83 reviews

3BR/Bungalow w/ Heated Saltwater Pool Near IMG/AMI