Holiday rentals with a pool in West Bradenton

Flamingo Royale — Beach Luxury Resort

Welcome to the Flamingo Royale — Your luxury sanctuary! This exquisite escape gives tropical elegance perfect for indulgent relaxation and unforgettable memories. Experience the charm of old Florida with a modern twist in a stylish setting. Step outside to your personal paradise—a shimmering pool surrounded by lush landscaping & palms galore. W/ beautiful Anna Maria Island just moments away, relish pristine beaches, boutique shopping, and fine dining. Experience paradise at the Flamingo Royale!

WOW-King Bed w/86° Pool, Turf Golf green, Beaches

Location! Have fun with the whole family at this stylish home. Just minutes to Anna Maria Island beaches. This incredible newly built home sets the highest standards of luxury living. It’s the ideal retreat with its expansive views of the outdoors from the moment you enter. Open concept with large French doors throughout the home creates the perfect indoor-outdoor lifestyle. Spend the day lounging by the heated pool with a cold drink in your hand. Fun turf yard area with games and putting green

Private Backyard + Heated Pool + Luxury Boho Style

Welcome to Palm Haven! A retro-modern-boho style freshly updated home in W. Bradenton with wall-to-wall bay window views to a private pool and secluded palmy backyard patio. Heat the pool up to 90 degrees! Enjoy close access to the Warner Bayou boat launch & the scenic drive to Anna Maria Island (AMI). After your adventures, retreat back to Palm Haven when you need a place to cool off, wind down & relax. Perfect atmosphere & space for families and/or professionals to unwind and break away.

Minutes to Beaches & AMI|Heated Pool|IMG

We are happy to share our home with you & truly hope you enjoy the area as much as we do. Welcome to our home! Nestled in beautiful West Bradenton, our home features a heated saltwater pool and easy access to some of Florida’s most stunning Gulf beaches just minutes to the nearest beach and 6.4 miles to the breathtaking shores of Anna Maria Island. Whether you're here to unwind, explore, or catch unforgettable sunsets, your peaceful home away from home is ready to welcome you!

Upscale Resort*Htd Pool/Hot Tub*5 Bdrms*GameRoom

Off the Florida Keys, there's a place called Kokomo, that's where you wanna go to get away from it all...Relax with the whole family at Kokomo House! Bask in a lush, one-of-a-kind backyard w/ a HEATED pool/hot tub, outdoor dining, fire pit, lounge chairs, & hammock. Play bocce ball, cornhole, foosball, darts, board games, Ms Pacman or on the slackline swingset. 6 miles from Anna Maria Island, 5 miles from IMG, & 4.5 mi from LECOM Park and ½ mi from Manatee River boat ramp

Private Oasis: Heated Saltwater Pool+Putting Green

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!

Palm Retreat Gold: Luxury Edition of #1 Rental

High end, luxury 3/2 pool home! 7 4k TVs w/ Netflix and cable (75" in living room), SONOS throughout house/pool, wifi, PS5, private heated salt water pool/Spa, putt putt, foosball, beach gear, Pack & Play, Game room (board games, billiards, shuffle board, arcade), massive kitchen/bar, washer & dryer, garage parking-- all in a quiet and safe neighborhood. Just 5 miles to the best beaches and restaurants. Entire home with no shared amenities!

Sweet Retreat at Shorewalk!

Bring the whole family to this great place with lots of room for fun. A spacious 2 bedroom, 2 bathroom condo on the second floor, newly renovated and fully equipped, is within walking distance of supermarkets, restaurants, the cinema, and bowling. Whether you are a single family on vacation, a couple enjoying a weekend getaway, or a sports team in training, we have you covered. Stay with us and enjoy all the comforts of home!

Palma Sola Pool Home, minutes to AMI

Welcome to this beautiful home that has been all newly renovated. You’ll be greeted with an open and bright space with beautiful 4 panel french doors leading into the oversized backyard. Location is ideal, a quick 4.3 mile drive takes you to Holmes Beach on Anna Maria Island, 10 minutes to IMG academy, local restaurants and stores, Publix, Fresh Market are all just around the corner from the home.