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
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
If comfort and Luxury are what you look for in an Anna Maria Island vacation; "Mambo Italiano" is the perfect place for you! Enjoy the gorgeous architecture of this Mediterranean style home accommodating up to 8 guests with 4 bedroom 4 bathroom elevated vacation rental home offers 3 king beds, and 2 queen beds. Anna Maria Island vacation rental hom
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
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
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
This Anna Maria Island vacation Bungalow is perfect for a party of six. “Harrington Bungalow 6” is a three bedroom and two bathroom ground level home. This newly renovated property is only a short walk to the beautiful beach access. All this and more with a brand new private heated pool.<br /><br />You will be welcomed with the elegant and cozy de
Relax and unwind in the luxurious Anna Maria Island vacation rental home “Beach Pearl”. This five star rental has everything experienced vacationers look for in a home from the perfect location to well-appointed amenities. Just a block and a half from the powder sand beaches of Anna Maria City, “Beach Pearl” is the quintessential Anna Maria Island
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 /><
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
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
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
When you visit Anna Maria Island vacation rental “A Mermaid's Tale” you are sure to have an amazing Florida getaway! Sleep up to six guests in luxury and style. This three bedroom rental is just a short stroll to the best beaches you’ll find on the gulf coast. A trip to the beach was never this much fun! When you enter “A Mermaid's Tale” you’ll be