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
With stunning direct gulf front views, the stylish “Water's Edge 209S” 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 one king bed and one queen bed in a beautiful coastal inspired atmosphere. <br /><br />Situated on the Gulf of Mexi
Harrington Cottage is an adorable Anna Maria beach cottage that’s so close to the Gulf of Mexico you can practically smell the sea salt air! Less than a block away you’ll find the white sand beaches of Anna Maria Island, all while staying in this cute 4 bedroom, 3 bath cottage. Enjoy the peace and quiet afforded by the city of Holmes Beach. Harring
A comfortable stay with a peekaboo view of the Gulf of Mexico, private pool, and rooftop deck included!With a recently updated kitchen, this Holmes Beach property is decorated with a beach cottage style, giving it a relaxing vibe that you’re sure to enjoy. This island getaway is only a few steps away from the beach, just a little jaunt across Gulf
Ready to find your piece of island paradise? Look no further than “Wave N’ Sea”. This beautiful, sunny Anna Maria home is a spacious three-bedroom two-bathroom rental that can accommodate up to six guests. With a new, and private, heated pool, an oversized yard with tropical landscaping, and less that two blocks from the beach, “Wave N’ Sea” is tru
With stunning direct gulf front views, the stylish “Gulf Place 23” is a fine example of a luxury island vacation getaway. Comfortably rooming up to 6 guests this 2 bedroom 2 bathroom Holmes Beach vacation rental condominium offers one king bed, two twin beds and a queen sleeper sofa in a beautiful coastal inspired atmosphere. <br /><br />Situated o
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.
Fall in love with Anna Maria Island paradise when you vacation at “Over the Moonl”! This gorgeous three bedroom, private heated pool getaway accommodates up to six guests with a king bed, a queen bed and two twin beds in this ground level single family home located in the coveted north end of Anna Maria. <br /><br />The city of Anna Maria boasts so
Paradise found indeed! Walk into the open floor plan and look out over the private heated pool, canal, dock and views of open water. This vacation retreat has 3 bedrooms and 3 bathrooms as well as smart Tv's in the living room, each bedroom and the outside patio. The kitchen is renovated for the chef in your party with updated appliances. Also with
Inside Casa Sierra 203 B you’ll enjoy an updated and laid back beach style. Relax in the living room with television and wireless internet after a long day of fun in the sun. The Kitchen has stainless steel appliances and everything you’ll want for your stay. Equipped with two bathrooms, both offer a walk-in shower.Casa Sierra Resort is a private
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
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
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