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
“Palms Beach West” on Gulf Drive is where Anna Maria Island vacations become lifetime memories! This beautiful Holmes Beach vacation rental home provides accommodations for up to 6 guests including 3 Bedrooms, 2 Bathrooms with 1 King bed, 1 Queen bed, and 2 Twin beds. <br /><br />Located a short walk away from a pristine gulf beach access 3700 bloc
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
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
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
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
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
Discover the allure of Anna Maria Island's northern end with the delightful "Mango Beach House." This idyllic beach cottage features 3 bedrooms and 2 bathrooms, comfortably accommodating up to 8 guests with 2 King beds, 1 Queen bed, and 2 Twin beds (bunkbed).<br /><br />Relax on the secluded sugar sand beach of Bean Point, which is just a short str
Experience the Tropical beach paradise vacation of a lifetime when you stay at Holmes Beach vacation rental condominium “Vista Grande Sul Mar”. This gorgeous beach front condo, located within the Vista Grande complex, rooms up to 6 guests with 1 king bed, 1 queen bed and 2 twin beds in this 3 bedroom 3 bathroom spacious vacation destination.<br /><
Located on beautiful canal front property in Anna Maria City, 230 Chilson Avenue "Sand Dollar Dream" is the perfect spot for a Florida vacation with a brand new, private, heated pool and spa. Relax in spacious back yard swaying the hammock amongst the lush tropical landscaping, or roast s'mores in the fire pit seating area. This lovely renovated ho
With 3 bedrooms, two and a half baths, and able to sleep up to 6 guests just steps away from the beach, “Sea La Vie” is the perfect place to spend your Anna Maria Island Vacation. This great vacation destination is comfortably furnished and decorated with a breezy nautical theme. The plush bedding is dressed in our premium quality linen, so you ar
When looking to accommodate a large group during you paradise Anna Maria Island vacation look no further than “Tina’s Piece of Paradise”. This fun four bedroom, three 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 di
“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