Holiday rentals with a pool in West Bradenton

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, 101 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.

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!

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.

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.

4.89 out of 5 average rating, 112 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 new pool area features a calm swimming space surrounded by lush greenery. Lounge chairs are positioned partially submerged in the water, providing a relaxing spot. A large umbrella offers shade, and a seating area can be seen nearby under a canopy.

4.98 out of 5 average rating, 227 reviews

Bradenton Gem - BRAND NEW POOL!

** NEW POOL! ** You’re going to love this! The house is central to everything. World-Famous beaches 15 minutes away. Explore up-and-down the coast... Anna Maria Island, Holmes Beach, Coquina, Longboat, Lido, Siesta, etc. Downtown Bradenton (incl Bishop Museum, RiverWalk and Pier 22 Restaurant) is only 1 mile away. Tampa and Sarasota attractions, including the Ringling Museum, Sarasota Jungle Gardens, Busch Gardens, St. Pete's Pier, wildlife Preserves all around… fun for the whole family!

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.

4.87 out of 5 average rating, 105 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.

4.97 out of 5 average rating, 61 reviews

Family Fun Heated Pool, Games, Crib, Peloton

Perfect for families and beach lovers. Modern spacious house just a 10-15 min drive from the famous Anna Maria Island beaches! Enjoy a huge private heated saltwater pool, a game room with a pool table, pacman arcade machine, and a dedicated office with a Peloton bike. This private oasis is packed with amenities like beach gear, lawn games, cruiser bikes, and kayaks, for the perfect Florida getaway. Your ultimate base for relaxation and adventure awaits in this peaceful neighborhood.

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, 105 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

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, 151 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, 238 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 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

Kick back and relax at this newly renovated 3BR, 2BA Bradenton retreat! Enjoy a private pool, outdoor fireplace, and huge putting green—perfect for family fun or evening drinks. Inside, you'll love the vibrant tropical feel, designer wallpaper, and open-concept living space with a fully stocked kitchen. Just minutes from beaches and downtown, this stylish getaway has everything you need for a perfect Florida escape.

Popular amenities for West Bradenton rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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

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

4.97 out of 5 average rating, 33 reviews

Backyard Oasis | Game Room | Luxury | Heated Pool

4.92 out of 5 average rating, 26 reviews

Beautiful home with guest house~mini golf and pool

4.98 out of 5 average rating, 47 reviews

Heated Saltwater Pool • Near AMI & Beaches

5.0 out of 5 average rating, 68 reviews

Heated Pool, Hot Tub+AMI Beaches+Large Yard+IMG

4.96 out of 5 average rating, 52 reviews

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

Superhost

5.0 out of 5 average rating, 4 reviews

The Wabi House

Apartment 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

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, 150 reviews

Shorewalk upgraded condo upstairs unit 4415

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

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!

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

Apartment in Holmes Beach

4.88 out of 5 average rating, 112 reviews

#terraceLIFE | 2 Blocks to Beach | Heated Pool

Apartment in Holmes Beach

4.96 out of 5 average rating, 111 reviews

Steps to the beach! Condo with pool at The Terrace

Other holiday rentals with a pool

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.

4.86 out of 5 average rating, 64 reviews

NW Bradenton New Renovation 2023

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, 61 reviews

10 min AMI | 15 min IMG | Heated Pool

A private saltwater pool is framed by swaying palm trees and a sun shelf. Two lounge chairs are positioned nearby for relaxation. The surrounding space is brightened by natural sunlight, with a white fence and lush greenery enhancing the serene atmosphere.

5.0 out of 5 average rating, 75 reviews

Heated Pool + Spa | Game Room | 5mi to AMI

4.98 out of 5 average rating, 45 reviews

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

4.94 out of 5 average rating, 35 reviews

Resort-Style Pool/Spa • Game Room • Mini Golf •AMI

5.0 out of 5 average rating, 14 reviews

Paradise Palms - Private Pool 7 Mins to Anna Maria

4.96 out of 5 average rating, 49 reviews

The Florida Rooms

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.