Your dates are popular!% of our inventory is booked.Book Now!
105 properties returned
Sort by:Random
Name
Beds
Beds
Sleeps
Sleeps
Random
Price
Price
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
LESS THAN A 5MIN WALK TO THE GULF BEACHES - Find the perfect Anna Maria Island vacation spot at “Starfish Beach Cottage 2”! This newly renovated duplex is comfortable, stylish and close to the beach too! When you visit “Starfish Beach Cottage 2” you’ll find everything you’ll need for up to four guests. Inside this Holmes Beach rental you’ll find a
On Anna Maria Island nothing is far from the beach, and "Maria's Way" is no exception. Walk just a short distance, about two blocks north, to the island most secluded powder sand beaches at beautiful Bean Point https://www.islandreal.com/bean-point-vacation-rentals. Not only close to the beach, also enjoy nearby Pine Avenue boutiques, restaurants a
If comfort and Luxury are what you look for in an Anna Maria Island vacation; "Mambo Italiano" is the perfect place for you! Enjoy the gorgeous architecture of this Mediterranean style home accommodating up to 8 guests with 4 bedroom 4 bathroom elevated vacation rental home offers 3 king beds, and 2 queen beds. Anna Maria Island vacation rental hom
Nestled into a gorgeous resort style setting, Anna Maria Island vacation rental home “Blue Lagoon 5 – Sandpiper” is a fun vacation destination with endless character. Accommodating up to 6 guests this 2 bedroom 2 bathroom vacation rental home offers 1 king bed, 2 twin beds and a 1 queen sleeper sofa and all the amenities of a beachy home away from
When you visit Anna Maria Island vacation rental “A Mermaid's Tale” you are sure to have an amazing Florida getaway! Sleep up to six guests in luxury and style. This three bedroom rental is just a short stroll to the best beaches you’ll find on the gulf coast. A trip to the beach was never this much fun! When you enter “A Mermaid's Tale” you’ll be
Charming cottage-style condo w/ shared pool, Gulf views and easy beach access!<br /><br />Vacation in style with this charming cottage-style condo on Anna Maria Island. Featuring a shared pool, Gulf views from the balcony, and easy access to gorgeous beaches, this condo is perfect for a couple of friends or a romantic retreat. Wake up to the sun st
Newly Updated - New bathrooms and updates completed in February of 2023!! Four minutes from the beach, located in the heart of Holmes Beach, and a private oasis on Anna Maria Island. All this and more makes “Forget Me Knot” the ideal place to stay during your island vacation. From the secluded and private placement to its closeness to the beach as
“Hideaway” is a fantastic Anna Maria Island vacation rental in Holmes Beach offering space for up to six guests just a few blocks from the beach! <br /><br />During your stay you’ll find everything you need for a laid back island getaway. Inside this Holmes Beach rental you’ll enjoy updated decor with a coastal flair. <br /><br />The main living sp
Upscale tropical getaway with private pool and; spa, with elevator - walk to the beachSlip into vacation mode at this beautiful Anna Maria Island home! Complete with panoramas of the Gulf of Mexico, a private pool, and 2,196 square feet of space, this luxurious home offers the ultimate Anna Maria experience.Located half a block from the beach and a
Come find a little piece of paradise here at Coconuts Beachfront #106. This lovely ground-level condo offers direct beach access from your private screened-in lanai! You can’t get any closer to the beautiful Anna Maria Island shoreline!Relax and take in the unsurpassed beach view from your private screened-in lanai, and enjoy the fun art fixtures i
Everything you expect from a relaxing stay can be found at this Anna Maria Island vacation rental condominium. If you’ve never experienced Gulf of Mexico beaches you are in for a real treat. Enjoy powder white sand, crisp blue water, gorgeous sunsets and great beach combing all waiting right outside your door! If you visit in the winter months, enj