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
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
The perfect spot for a memorable island vacation! This ground level vacation rental offers a gorgeous heated pool with a fabulous outdoor common area including gazebo, tropical landscaping, dining areas and plenty of lounge chairs for relaxing. There is also a putting green, custom cornhole and a bocce ball pitch. If you want to enjoy the outdoors,
Experience the white sandy beaches and gorgeous sunsets of Anna Maria Island at My Big Fat Beach House. My Big Fat Beach House is located just 2 short blocks to the beach and the perfect vacation gathering place for family and friends. Swaying palm trees line the private backyard, guests of all ages will enjoy the saltwater pool/spa, waterfall, ou
Nestled into a gorgeous resort style setting, Anna Maria Island vacation rental home “Blue Lagoon 6 – Osprey” is a fun vacation destination with endless character. Accommodating up to 4 guests this 2 bedroom 2 bathroom vacation rental home offers 1 king bed, 1 queen bed and all the amenities of a beachy home away from home. <br /><br />Inside “Blue
For a laid back beach vacation you won’t soon forget, visit “EverLasting Sunsets A” in the city of Holmes Beach! <br /><br />“EverLasting Sunsets A” offers accommodations for three guests in a premium beach bound location. This cozy duplex is just a short block walk from some of Anna Maria Island’s most coveted beaches in Holmes Beach. These beach
When looking to accommodate a large group during your paradise Anna Maria Island vacation look no further than “Catchin’ Rays”. This fun four bedroom, four bathroom Holmes Beach vacation rental spaciously sleeps up to 8 guests in comfort and style. After spending a week at this fabulous Holmes Beach vacation rental home within walking distance to t
“EverLasting Sunsets B” is the perfect Anna Maria Island beach rental for a relaxed Florida getaway. When you arrive at this unit you’ll be greeted with a lush tropical landscaping letting you know your vacation has begun!<br /><br /> During your visit you’ll be less than a block from the Gulf of Mexico beaches and endless Florida sunshine! This du
Holmes Beach is a quaint and salty beach town with tons of character. From perfect beaches to great dining and nightlife, this destination is sure to please. “The Villas 3B” is a few blocks north from Holmes Beach city center. Here is where you’ll find many things to do within a short walk. The complex offers a shared free dryer and coin-op washer.
Part of the Haverkos on Holmes, a dog-friendly duplex, The Haven Unit 1 is a single bed single-bath, ground-level duplex that’s located in a peaceful residential area of Holmes Beach. Though still close enough to the restaurants and shopping so that you can experience what the island has to offer. Also, the beach isn’t too far away either!As state
“Promise kept” is located in Holmes Beach on Anna Maria Island. This property has been renovated to feature some of the original characteristics of the vintage home. One stay here, and your promise will be kept to return again and again. Now dog friendly with 1 dog up to 25lbs.<br /><br />This beautiful ground level home has 3 bedrooms and 2 bathr
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
Holmes Beach vacation rental "The Coconuts Beach Resort 101" is the perfectly charming cozy spot great for four guests, or a more intimate couples getaway. You will fall in love with the lively decor in this quaint condo. The open space of the kitchen, living and dining area are great for chatting with friends and relaxing. In the bedroom find two