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
“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
Haverkos on Holmes- The Haven Unit 2 is part of a ground-level duplex, located in a peaceful residential area of the City of Holmes Beach. So you can enjoy peace and quiet during is island vacation, while still being close to everything else that the city has to offer! Such as great local dining and island boutiques. As a bonus, this unit is dog-fr
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
“Sea Glass” is a lovely ground level 3 bedroom 2 bathroom duplex style Holmes Beach vacation rental home suited for up to 6 vacationers. Plenty of space for everyone, this rental home has 1 king bed, 1 queen bed, a Twin over Full Bunk, a Twin bed, and a queen sleeper sofa. Spacious, but not too big, “Sea Glass” is sophistication without pretension.
This recently built single-family home is situated on a serene and picturesque street, just 6 houses away (ONLY STEPS) from the beach access path!On the ground floor, the home features a 1 car garage and provides access to the stunning pool and patio areas within the beautifully landscaped backyard. The residence boasts a dazzling, spacious heated
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
Spend your Anna Maria Island vacation in five star luxury when you visit “Fernweh”. This new Holmes Beach vacation rental offers both a stylish and relaxing destination for up to eight guests. If you experience wanderlust “Fernweh” is truly the place for you with a fabulous location, gorgeous floor plan, beautiful aesthetic and sophisticated island
“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
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
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
Gulf View Cottage is a charming, recently renovated home with a rooftop deck offering sweeping views of the Gulf. Relax and enjoy the private, heated pool while experiencing the ultimate Florida vacation!As you arrive at Gulf View Cottage, you'll notice its unique shape, spacious driveway, and beautiful tropical plants in the front yard. Step insid
"Yacht Rock Ranch" is a single-story ranch-style home featuring 4 bedrooms and three bathrooms. Originally constructed as a duplex, this property ensures excellent privacy. The centrally located bunk bedroom is ideal for children, as it is isolated from the pool area, and all pool doors are equipped with alarms.We provide various amenities to enhan