Vacation rentals with a pool in West Bradenton

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

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.

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 Mod Mango} Pool & Fire Pit, Near AMI Beaches

Beach days. Poolside afternoons. Evenings by the fire under the string lights. Welcome to The Mod Mango—a private, family-friendly retreat 6 minutes from Bradenton Riverwalk, 15 minutes from Anna Maria Island, and 12 minutes from IMG Academy. This spacious 3-bedroom home sleeps up to 8 and features a pool, in-pool spa, fully fenced backyard, shaded seating, propane BBQ grill, and smoker. Enjoy a fully stocked kitchen, Smart TVs, fast Wi-Fi, a dedicated workspace, and parking for a boat or RV.

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!

Heated Pool+4BR+5mi 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

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.

Heated Pool *Fenced Yard *Dog Friendly

My dear guests! You are gonna LOVE this house. It has everything you need to have perfect vacation You can’t ask for a better location, the house is minutes away from world known beaches like Anna Maria Holmes Beach Longboat etc It’s only 3 mins away from DOWNTOWN with phenomenal waterfront restaurants and river walk. Tampa Sarasota StPete and all attractions offered are right there for you and your family Huge pool and outdoor dining space will help you to relax

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.

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.

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!

The Wabi House

Our home is a one-of-a-kind Wabi Sabi-inspired retreat, designed to a create a warm, peaceful atmosphere. Every space has been carefully curated with natural wood tones, custom accent walls, ambient lighting, and modern furnishings to help you truly unwind. Enjoy a private screened pool, relaxing indoor-outdoor living, and stylish spaces. Whether you’re sipping coffee by the pool in the morning. This home was designed to make your stay memorable.