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
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
This three bedroom three and a half bath villa is located just a few blocks from the white sandy beaches of Anna Maria Island. This spacious vacation home offers an open floor plan, perfect for all family and friends to gather for laughter and wonderful memories. This dreamy vacation home has a remodeled kitchen features such as granite countertops
The North Beach Village community offers a quiet and peaceful slice of the Holmes Beach island life. Just a short walk to pristine Gulf of Mexico beaches makes spending time at this home a real treat. Just grab your swimsuit, sunblock and a cold drink and relax the day away on powder sand beaches. You will love spending time with friends and family
“Appletini” is just a few blocks away from pristine gulf beaches! Not only will you be able to walk to the beach, but you’ll find nearby free trolley stops on Marina Drive and Gulf Drive. Hop on the free trolley and you’ll find restaurants and shops just minutes away. While you visit you’ll have access to a propane barbecue grill great for a Flor
"Yacht Rock Ranch" is a single-story ranch-style home featuring 4 bedrooms and three bathrooms. Originally constructed as a duplex, this property ensures excellent privacy. The centrally located bunk bedroom is ideal for children, as it is isolated from the pool area, and all pool doors are equipped with alarms.We provide various amenities to enhan
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
Charming cottage-style condo w/ shared pool, Gulf views and easy beach access!<br /><br />Vacation in style with this charming cottage-style condo on Anna Maria Island. Featuring a shared pool, Gulf views from the balcony, and easy access to gorgeous beaches, this condo is perfect for a couple of friends or a romantic retreat. Wake up to the sun st
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
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
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.
"Flip Flop Oasis" Two Single Family Homes with Adjoining Yards and TWO Heated PoolsFirst Home 201 57th Street "Flip Flop Inn" If you are searching for luxury on your Island vacation, this home is your dream come true. Tucked away on a quiet street on Anna Maria Island, this Mediterranean-style Townhouse is your perfect family vacation destination.T
When you visit Anna Maria Island vacation rental “Hop, Skip and a Beach” you are sure to have an amazing Florida getaway! Sleep up to eight guests in luxury and style. This four-bedroom rental with game room with heated pool and spa is just a short walk from the best beaches you’ll find on the gulf coast.When you enter “Hop, Skip and a Beach” you’l