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
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,
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
"ENDLESS BAY VIEWS - 2 Bedroom, 2 Bathroom (Sleeps 4) – “West Bay Point 88” – 6400 Flotilla Drive unit 88 in Holmes Beach.Discover your perfect Anna Maria Island retreat at "West Bay Point 88" – a vacation rental with 2 bedrooms and 2 bathrooms in Holmes Beach, comfortably accommodating up to 4 guests. Nestled in the tranquil corner of Anna Maria 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
The perfect spot for an extended island getaway, 523 Loquat is a stunning three bedroom, 3 full bathrooms, canal front Anna Maria Island vacation rental home with accommodations for up 6 guests in casual island style luxury. <br /><br />523 Loquat is located in a coveted vacation destination in the city of Anna Maria just a short walk to Pine Avenu
DISCLOSURE!!: There is currently an ongoing disagreement regarding the beach access path on 78th Street. In the meantime, we ask that you use the beach access trail that is located on 77th street, directly behind the home you will be staying in.You can access it by walking through the side yard of this home. There is no need to walk all the way up
Stylishly decorated and spaciously accommodating, you’ll fall in love with Florida living when you stay at the gorgeous vacation rental 1107 Edgewater Circle in Perico Bay Club. Come for the sun, but stay for the view from this beautiful two bedroom, two bathroom condominium sleeping up to four guests!Perico Bay Club is a prestigious gated communit
Welcome to a relaxing tropical Island getaway when you stay at Anna Maria Island vacation rental "TipSea Turtle at Palm Isle Village 3201" ! This peaceful condo nestled just across the street from the beach, and sleeps up to six guests with 2 bedrooms and 2 bathrooms. Find everything you’ll need for the perfect vacation right at your flip flopped f
Beautiful, spacious, and accommodating; all words that suit Coral Castle. A gorgeous 5 bedroom/3.5 bath rental home is stunning and packed with incredible amenities. A hot tub, a dock, heated pool, and only a 3-minute walk away from the beach just to name a few! Now you can also bring along your fur babies - limit two dogs up to 25lbs each. The fee
Located directly on the Gulf of Mexico beach, “Hidden Cove” is a beautiful beachfront Holmes Beach vacation rental condo perfect for 4 guests! Well equipped with everything you need for a beach vacation; this 2 bedrooms and 2.5 bathrooms townhome style vacation rental has 1 king bed and 2 twin beds.<br /><br />Immerse yourself in the beach life exp
Welcome to the freshly updated Spacious Oasis! Spacious Oasis is a Mediterranean style 3-bedroom, 3-bathroom pool home located just blocks away which is a short stroll from the gorgeous beach of Anna Maria Island! This home has everything you need to feel like you are on vacation every day. This home also has an elevator for your convenience. Spaci
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