Holiday rentals with a pool in West Bradenton

Sparkling Clean Pool Home near Gulf Beaches

Our Vacation Home is in one of the premier neighborhoods of NW Bradenton. We are on a quiet Cul-De-Sac with no traffic. Just a short walk from the Manatee River, a couple of miles to the most beautiful beaches of the world. Vacation will never be the same! Walk to Warner's Bayou at Manatee River and watch Sailboats and have a picnic. With Restaurants, shopping, even a National Park close by. Fully equipped home for family parties. Pool stuff, beach towels, chairs, umbrella. Gas Grill and more!!

NEW Beach Retreat | Heated Pool, Bocce, Pickleball

Welcome to Starboard! Your private backyard resort in Bradenton built for unforgettable group getaways. Enjoy a heated pool, private pickleball court, huge putting greens, and an epic game room. This fun-filled home sleeps 14 with bright open living spaces, a full coffee bar, covered patio dining with a BBQ grill, and a poolside lounge area. Play bocce, cornhole, and disc golf—plus beach chairs, umbrellas, cooler, and towels ready for beach days just 10 minutes from the Gulf Coast beaches. 🌴

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. SPRING SPECIAL: Book now and enjoy our limited seasonal discount before dates fill up!

Spring is in the air - HTD Pool*Hot Tub*Game RM

Elevated Hospitality, Thoughtfully Delivered Experience true white-glove hospitality. Our dedicated team responds within minutes, with hands-on management and a quality inspector ensuring every detail is thoughtfully prepared before you arrive. Throughout your stay, we remain available and attentive to any need—so you can relax and enjoy a seamless, comfortable experience. Welcome to Villa Delfino—your sunny island escape with spring breezes, perfect temperatures, and endless sunshine.

NEW Saltwater Pool + Spa | Mins to AMI Beaches/IMG

Spend your days playing in the pool and soaking up the sun at this coastal escape! The huge screened lanai includes a pristine heated saltwater pool with a spillover spa and sun ledge, and large covered outdoor living and dining space. The updated 3 bedroom, 2 bath interior is bright and spacious, with a lot of natural light and nearly every room flows out to the pool. Located in a quiet neighborhood with quick access to AMI beaches, IMG, walking trails, parks, shopping & restaurants!

Exquisite modern home with pool - 10 min to beach

A beautiful modern home 10 min to Anna Maria Island and the beach with breathtaking amenities in Bradenton Florida. This 3 bedrooms, 2 bathrooms property is appointed with exquisite finishes and furniture throughout, heating and cooling pool, hot tub, large patio with lounge chair, complimentary bicycles and beach chairs, sonos system, outdoor BBQ and much more. Additional Housekeeping can be provided at an extra cost. Please contact the Property Manager for more information.

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.

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.

Beautiful pool home minutes from Anna Maria Island

This cozy, clean and modern HEATED POOL home is only 5 miles from Anna Maria island, close to shops of all sorts and great restaurants. It is also only 6 miles to IMG academies. It has 3 bedrooms and 2 full bathrooms with a beautiful pool. It has a fully private and fenced off yard that will be perfect for BBQ’s and outdoor activities! The large yard will be perfect to bring your furry friend along as well! This home is in the perfect location that will not disappoint!

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!

Family Fun House with Peloton, pool and games

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