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
This beautiful Holmes Beach get-away is sure to make your stay on Anna Maria Island a memorable one. “Water’s Edge 204S” is a beach side condo with views of the tropical garden are just outside your window as well as peeks of the beach and Gulf of Mexico. Unit 204S is updated, with a gorgeous kitchen, spacious living area, and a dining area that ca
Get ready to fall in love with the vacation rental of your dreams when you visit “Sea Song”! This stunning direct gulf front Anna Maria vacation rental has been upgraded from the floors to the roof providing you with a wonderful gem of a vacation experience. Everything in this home is new and upgraded including a fresh coat of paint, the decor, bed
GONE COASTAL at FOUNTAINHEAD CONDOMINIUMS - Accommodating up to four guests for a fun laid back beach vacation, Fountainhead Unit 2 offers the perfect two bedroom, two bathroom getaway for you and your family. Centrally located on Anna Maria Island, Fountainhead Unit 2 is near everything for an entertaining stay including gulf beaches, free trolley
Fountainhead 2 - Gone Coastal
Condominium
2
2
Pool
No Pets
Sleeps 4
8 Views
This elevated villa boasts a private heated pool and a fenced yard. Step into the ultimate home away from home, nestled in the heart of Anna Maria city, directly along historic Pine Ave. During the updates the aim was to both preserve the charming village atmosphere of the street and create a versatile environment for boutique shopping, dining, and
“A Change in Latitude” will change the way you look at vacation rentals. Because of it’s spacious layout, fun amenities, and prime location you are sure to enjoy your stay.This elevated home, with it’s newly updated décor, sports 3 bedrooms and 3 bathrooms. Making it a wonderful place for up to 8 guests. You will find that both master bedrooms have
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
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
“Salty Sea Life” is a home away from home, newly remodeled and situated on a canal. This 3-bedroom 2 bath Bradenton home has both the space and accommodations for up to six people. Take full advantage of that space with your family and loved ones, as the living area is perfect for lounging and get togethers. Relax on the inviting sofas and take in
Enjoy a week in tropical island luxury when you visit the beautiful “Gulfview Townhomes Unit 4"! The perfect Anna Maria Island vacation rental condominium, “Gulfview Townhomes Unit 4" is a refreshing departure from the ordinary Florida holiday. Sleeping up to six guests just a short walk to pristine gulf beaches, this Holmes Beach vacation rental i
5
Gulfview Townhomes 4
Condominium
2
2
Full Baths
, 1 Half Baths
Pool
No Pets
Sleeps 6
15 Views
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
When you arrive to “111 South Beach Village”, located at 10th Street in Bradenton Beach, you are greeted with cheery pastel town homes tucked into Island paradise. This fun 3 bedroom 2.5 bathroom Anna Maria Island vacation rental home sleeps up to 6 guests with 1 king bed, 1 queen bed, and 2 twin beds. Enjoy beautiful gulf views from the rear side
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