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
Perfect for a fun couple’s getaway, a casual vacation, or even a family escape. “The Villas 3A” is a one-bedroom villa that boasts a top tier location near shopping, dining, and beaches, as it’s located in the city of Holmes Beach. Able to sleep up to four guests, this unit has a welcoming and laid-back feel that’s synonymous with an island vacati
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
The Beach Is Just Steps Away!!!3 Bedroom, 2 Bath, Almost 1,500 Sq. Ft. Fresh and Clean!The newly listed Salt Shack is an adorable 3 bedroom 2 bathroom beach escape on Anna Maria Island. This vacation rental home is spacious enough for up to 7 guests, although the new city ordinance only allows for 6. This ground level location in Holmes Beach has e
Inside this Holmes Beach vacation rental you’ll find a well-appointed condominium to kick your feet up in island style. The living room offers a flat screen television, comfortable furniture and the dining area seating four. In the kitchen you’ll find all the basics including a dishwasher. Off the kitchen there is a private balcony.Accommodating up
This small quiet complex is just a two minute walk to the beautiful white sand beach. A ground level unit, find an outdoor patio with a spacious common area complete with a large heated pool, gazebo, lush tropical landscaping, and picnic tables. This makes a perfect setting for a memorable Island adventure!Casa Sierra Resort is a private Mediterran
When you arrive to “111 South Beach Village”, located at 10th Street in Bradenton Beach, you are greeted with cheery pastel town homes tucked into Island paradise. This fun 3 bedroom 2.5 bathroom Anna Maria Island vacation rental home sleeps up to 6 guests with 1 king bed, 1 queen bed, and 2 twin beds. Enjoy beautiful gulf views from the rear side
Palm Isle Village 3215 is located in Holmes beach on Anna Maria Island. You will be welcomed with the island style decor throughout the home. This villa has 1 bedroom and 1 bathroom. The bedroom has a king size bed with sliding glass doors that lead out to a private patio area. The patio area has two loungers to relax and soak up Florida’s hot sun.
As one of the most popular beachfront accommodations on Anna Maria Island and a favorite of thousands of guests over many years, we are delighted to now have this beautifully presented and recently remodeled and creatively renovated condo under our management.Take in the unsurpassed beach view from your private balcony, and enjoy the fun art fixtur
“A Change in Latitude” will change the way you look at vacation rentals. Because of it’s spacious layout, fun amenities, and prime location you are sure to enjoy your stay.This elevated home, with it’s newly updated décor, sports 3 bedrooms and 3 bathrooms. Making it a wonderful place for up to 8 guests. You will find that both master bedrooms have
North Beach Village 6301 is a lovely three-bedroom rental located in the island city of Holmes Beach. This home is within the peaceful North Beach Village community, hence the name, where you’ll find great comfort and relaxation in island style. The foliage that surrounds you has a beautiful, tropical feel, there’s even a community pool for you to
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
GONE COASTAL at FOUNTAINHEAD CONDOMINIUMS - Accommodating up to four guests for a fun laid back beach vacation, Fountainhead Unit 2 offers the perfect two bedroom, two bathroom getaway for you and your family. Centrally located on Anna Maria Island, Fountainhead Unit 2 is near everything for an entertaining stay including gulf beaches, free trolley