Vacation Rentals

Anna Maria Island Paradise❤️Close to beach, shops&restaurants, heated pool, private lanai!
South West FL > Anna Maria Island > Holmes Beach
Condo , Bedroom(s): 2 , Sleeps: 6
Book a relaxing vacation at our condo, situated in a private complex on the beautiful Anna Maria Island, only a short walk to the beach, shops and restaurants!
From $700 /Week
Tropical Setting and Heated Lagoon Style Pool at "Your Own Oasis"
South West FL > Anna Maria Island > Holmes Beach
House , Bedroom(s): 3 , Sleeps: 6
Your Own Oasis is a newer, 3bed/2bath Retreat with a Private Lagoon Style Pool, close to both Bay and Beach and the free trolley stop is just one block away!
From $157 /Night
Alecassandra Vacation Villas - Family Vacation Location, Villa4 & Villa5, 4B4B
South West FL > Anna Maria Island > Bradenton Beach
Villa , Bedroom(s): 4 , Sleeps: 12
Alecassandra Vacation Villas On Anna Maria Island Villa #4 & #5, Sleeps 8-12 Guests 4 Bedroom - 4 Bath
From $2,200 /Week
Spectacular Location Desirable North End wHeated Pool!
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 3 , Sleeps: 6
Moon Shadow South's location can't be beat with peeks of Passage Key in Tampa Bay.
From $243 /Night
PRIME LOCATION ON AMI ** DIRECTLY ON WHITE SUGAR SAND BEACH ** HEATED POOL
South West FL > Anna Maria Island > Bradenton Beach
Condo , Bedroom(s): 2 , Sleeps: 4
LUXURY CONDO 2 Bed 2 Bath * SEE SUNSET FROM LANAI * WALK TO SHOPS/RESTAURANTS
From $171 /Night
Starfish Isle 4 Bedroom3 Bath ~ Private HEATED Pool & Spa, Close to BEACH! Free WiFi
South West FL > Anna Maria Island > Holmes Beach
Townhouse , Bedroom(s): 4 , Sleeps: 4
BOOK WITH CONFIDENCE ALL RESERVATIONS MADE AFTER FEBRUARY 18TH 2021, WILL BE REFUNDED 85% OF THE TOTAL BOOKING COST IF CANCELED AT LEAST 14 DAYS BEFORE ARRIVAL
From $275 /Night
Our Happy Place on Anna Maria Island
South West FL > Anna Maria Island
Condo , Bedroom(s): 2 , Sleeps: 6
Newly updated and beachy 2 bed/ 2 bath condo right across the street from the beach! Master has King bed, 2 twins in second bedroom.
From $225 /Night
Westbay Point and Moorings-Dancing Dolphin
South West FL > Anna Maria Island > Holmes Beach
Condo , Bedroom(s): 2 , Sleeps: 4
2BD/2BA Condo in Holmes Beach, FLorida
From $3,000 /Month
MANATEE COVE - Anna Maria Island Vacation Rental
South West FL > Anna Maria Island
House , Bedroom(s): 2 , Sleeps: 4
BAYFRONT HOME WITH PRIVATE DOCK
From $250 /Night
Carissa Beach House on Anna Maria Island
South West FL > Anna Maria Island > Holmes Beach
Apartment , Bedroom(s): 1 , Sleeps: 2
A Florida vacation rental on Anna Maria Island very close to the wonderful beaches of the Gulf of Mexico. Quiet & cozy apartment for 2 adults.
From $695 /Week
Sunset Landing AMI
South West FL > Anna Maria Island > Holmes Beach
House , Bedroom(s): 6 , Sleeps: 14
Sunset Landing AMI is a new, luxury 6 BR/4.5 BA beach house that sleeps 12, is spacious, tastefully decorated and has all of the amenities & comforts of home.
From $400 /Night