Your dates are popular!% of our inventory is booked.Book Now!
101 properties returned
Sort by:Random
Name
Beds
Beds
Sleeps
Sleeps
Random
Price
Price
“Summer Breeze” is one of the premier homes on the island. The perfect home for an Anna Maria Island getaway. With tropical landscaping, updated inside and out, and this rental home is stunning on all fronts. Elevated, high-end tropical décor, and pristine floors, “Summer Breeze” is love at first sight. Five large bedrooms, a spacious layout, this
“Salty Sea Life” is a home away from home, newly remodeled and situated on a canal. This 3-bedroom 2 bath Bradenton home has both the space and accommodations for up to six people. Take full advantage of that space with your family and loved ones, as the living area is perfect for lounging and get togethers. Relax on the inviting sofas and take in
A one of a kind direct beach front vacation is waiting for you at “Dodt House”. This uniquely designed multi family style home was recently updated to offer you a sophisticated, fun and relaxing beach getaway for up to fourteen guests. When you arrive at “Dodt House” you’ll know you have found your new favorite Florida vacation destination. Located
With stunning direct Bimini Bay views, the stylish “High Tides and Good Vibes Westbay Point and Moorings Unit 265” is a fine example of a luxury island vacation getaway. Comfortably rooming up to 4 guests this 2 bedroom 2 bathroom Holmes Beach vacation rental condominium offers two king beds and a queen sleeper sofa in a beautiful coastal inspired
Classic Key Royale canal front home with a private pool located at 632 Emerald Lane, Holmes Beach, Anna Maria Island is the home of your vacation dreams. Nestled in a quiet community away from the hustle and bustle of the city, you can truly relax and unwind. <br /><br />Amazing three bedroom and two and a half bath canal front vacation rental home
Following a beautifully sculpted path will lead you to a tropical archway of two large coconut trees, there you’ll fine your own piece of island paradise. “Anna Maria Cottage” is an island oasis that's more than worthy of its name sake. This island cottage, placed perfectly near the beaches of Anna Maria, is a treat for the eyes. Inside you’ll find
“Martinique” is directly on the coast providing the quintessential beach experience complete with powder white sand, blue water, fresh gulf breezes and amazing sunsets. You’ll want to spend all day soaking up the sun and salt water! Relax with a good book, cool drink or chat with friends around the heated community pool. Enjoy premium linen service
Fun and tastefully decorated recently remodeled, “Aquarius” is the ideal place for a fabulous Anna Maria Island vacation getaway for up to eight guests. Situated just a short walk from beautiful gulf beaches, when you visit this vibrant vacation rental you’ll leave with memories that last a lifetime.Offering four bedrooms and two and a half bathroo
Welcome to a relaxing tropical Island getaway when you stay at Anna Maria Island vacation rental "TipSea Turtle at Palm Isle Village 3201" ! This peaceful condo nestled just across the street from the beach, and sleeps up to six guests with 2 bedrooms and 2 bathrooms. Find everything you’ll need for the perfect vacation right at your flip flopped f
DISCLOSURE!!: There is currently an ongoing disagreement regarding the beach access path on 78th Street. In the meantime, we ask that you use the beach access trail that is located on 77th street, directly behind the home you will be staying in.You can access it by walking through the side yard of this home. There is no need to walk all the way up
“Pirate’s Cove” is a great island oasis to enjoy during your stay, the perfect cove for your vacation getaway. One of the only "Any Day" arrival properties on the island.This elevated home is built for family vacations, as it has the room to allow for a relaxing vacation giving everyone their space. “Pirate’s Cove” has an extensive layout, with mul
This perfect vacation rental villa “Harrington Bungalow 5” is located just a short walk from the beautiful beaches of Anna Maria Island. This bungalow is in a great group of six vacation rentals previously managed by the Harrington House Bed and Breakfast. Owner just added a private heated pool!<br /><br />It offers two bedrooms, two bathrooms and