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.

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.

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!

Pool & Sand Volleyball | 3 Kings | Near AMI & IMG

Escape to Two Palms, a spacious 4-bedroom, 3-bath retreat in Bradenton, Florida. Perfectly located just minutes from the sugar-sand beaches of Anna Maria Island. Designed with comfort and relaxation in mind, this home offers everything you need for a memorable getaway. Step inside to an open-concept living space filled with natural light and plenty of space to unwind. Outside, enjoy a private salt-water pool and a beach sand backyard featuring a sand volleyball court.

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.

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!

Near Beach • Pool & Arcade Fun Getaway

Relax in this beautiful family friendly single-level home just minutes from the beach! Enjoy a private pool, BBQ grill, and spacious backyard perfect for family fun. Inside, unwind with a fully stocked kitchen, modern comforts, and family-friendly touches like arcade games. With free parking, WiFi, and beach essentials provided, this bright coastal retreat offers everything you need for a perfect getaway!

Beautiful home with guest house~mini golf and pool

Escape to this 3BR/2BA Northwest Bradenton retreat with a private 1/1 guest house! Enjoy your own backyard oasis with sparkling pool, mini golf, and lush tropical landscaping. Perfectly situated near beaches, shopping, dining, and parks, this centrally located getaway blends comfort, fun, and convenience. Ideal for families or groups seeking space, relaxation, and unforgettable Florida sunshine.