Vacation rentals with a fireplace in Holmes Beach

Eileen’s house- steps to the beach.

This home is an original 1959 home in a quiet residential neighborhood. It has been pristinely maintained. It is one house from the white sand and blue waters of the Gulf of Mexico with a private beach access. The beach in this area is more private. This home is also one street over from a shopping area with restaurants, post office, bank, bars, and shopping. It has a beautiful yard and fenced back yard. Enjoy your evenings in the outdoor living area with friends and family around the fire pit.

JOJO'S Beachside 1Acre Estate-New Pool

LUXURY CUSTOM HOME WITH NEW HEATED SALTWATER POOL ONLY 1.5 MILES TO BEAUTIFUL WHITE SAND REDINGTON BEACH ON 1 ACRE OF LAND. HOME HAS JUST BEEN TOTALLY RENOVATED WITH TASTEFUL FINISHES. THIS AREA IS VERY QUIET AND UNIQUE FOR PINELLAS COUNTY WITH LARGER LOTS AND HOMES. 2300 SQUARE FEET WITH HIGH VAULTED CEILINGS. LARGE OPEN KITCHEN, T.V.'S IN EVERY RROM. GREAT LOCATION JUST MINUTES FROM: COFFEE SHOPS , GROCERY STORE, SHOPPING, RESTAURANTS, MOVIE THEATERS AND PARKS. LARGE PAVER DECK BY POOL AREA.

AMI/IMG/Boat/Bikes/Golf/Hottub/Kayak/Beach/pool

Welcome to the Paradise Fun House, the ultimate spot for your dream bash! Our Airbnb oasis is packed with tons of fun and activities for an epic stay. Cruise around on free bikes or kayaks, fish with top-notch gear, challenge friends to mini-golf, chill in the hot tub, or enjoy our game collection. Golf clubs and beach gear are ready to roll. Our spacious layout is perfect for partying all night long. Book now for the ultimate fun or relaxing experience! Boat/Dog-sitting/cleaning are available

Beautiful Beach House

Beautiful, updated 1937 beach house. Original LongBeach cottage. Gated entrance to property. Three bedroom, two bath. Master bathroom has bathroom en suite. Hardwood floors throughout. Kitchen updated. Beautiful front and back porches to enjoy the sunshine. Private access to beach and Gulf of Mexico. Walking distance to shops and Tennis. Bedrooms include master with King, second bedroom with queen, third bedroom with two twins. Come join us in longboat key for sunshine, beaches,culture,tennis

4BR 3B: Heated Pool, Pool Table, close to AMI/IMG!

Welcome to The Salt House, a spacious 2,400 sq ft retreat that beckons you to unwind and indulge in the ultimate vacation experience. A vacation getaway in Bradenton, FL is conveniently located 8 miles away from the stunning Anna Maria Island & only 3 miles from the prestigious IMG Academy. This 4-bedroom, 3-bathroom haven offers a slice of paradise, complete with a refreshing pool, exciting pool table, charming outdoor fire pit, hammock, a delightful kids' playhouse, & a SUV for you to rent!

Tiki Bar Paradise! Heated Pool & Gaming Oasis!

Welcome to one of our beautiful properties, only 9 minutes to Siesta Key Beach! 24/7 Host Support - no AI messaging or hidden fees. Gorgeous HEATED POOL & Tiki Bar. Corn hole, ring game, or water pong on dry land or play volleyball, basketball, or beer pong in the pool. Bring the competition inside to the Game Room to play billiards or any number of family card/board games. Relax in the cozy living room w/ fireplace & fully equipped kitchen. Minutes to Siesta Key, the Village & Downtown SRQ.

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!

Island Vibe 7

Welcome to Island Vibe 7, a newly renovated 4-bedroom, 3-bathroom home with private, heated/chilled pool, and a private back yard! The property will sleep 8 people with 3 King beds, and 2 Twin beds that can convert to a King. Plus, there is a pullout couch in the living room! In the backyard, you'll find a large open private patio and a covered, shaded area overlooking the pool. Island Vibe 7 is located in a 7-night minimum rental zone. License #: VRC25-000081

Beach Baby/4 Min Walk to Beach/ Pool/HotTub /Games

Welcome to Beach Baby – Your Laid-Back Island Escape Just a short stroll from the sugar-white sands, Beach Baby is your perfect Anna Maria Island getaway. Located only six houses from the Gulf and about a 4-minute walk to the stunning Bean Point Beach, this bright and breezy retreat is all about soaking up sunshine, salty air, and easy coastal living. Spend your days beach hopping, biking to local shops, or simply unwinding in your own private backyard oasis.

Casa Noir | POOL • BBQ • FIRE PIT • GAMES • VIBES

Welcome to Casa Noir ! Your private, photoshoot worthy retreat! Lounge by the sparkling pool beneath the angel-wing mural, unwind on the swing daybed by the fire pit, or level up your stay with air hockey, arcade games, and a bike workout in screened in lanai while you watch the kids in the pool. Every corner is designed for fun, style, and that perfect photo moment for the Gram. No other stay vibes quite like this one!

Private Ocean View Beach Retreat with Balcony

Only steps from the beach, this newly updated and perfectly located beach condo is your luxury getaway. The large bedroom, lofty living area and modern open kitchen, as well as the generous balcony with direct view of the Gulf will make you never want to leave again. This condo is better equipped than your average vacation rental and comes with your private daily sunset spectacle. Continue to read for more...

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.