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
"Sugar Sands 7001A Holmes Blvd" 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 Bathroom with 1 King bed, 1 Queen bed, and 2 Twin beds. Located a short walk away from two pristine gulf beach accesses at 70th and 71st st
This perfect vacation rental villa “Harrington Bungalow 5” is located just a short walk from the beautiful beaches of Anna Maria Island. This bungalow is in a great group of six vacation rentals previously managed by the Harrington House Bed and Breakfast. Owner just added a private heated pool!<br /><br />It offers two bedrooms, two bathrooms and
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
Nestled into a gorgeous resort style setting, Anna Maria Island vacation rental home “Blue Lagoon 6 – Osprey” is a fun vacation destination with endless character. Accommodating up to 4 guests this 2 bedroom 2 bathroom vacation rental home offers 1 king bed, 1 queen bed and all the amenities of a beachy home away from home. <br /><br />Inside “Blue
BG’s Bungalow is your quintessential “Key West style” home that is located on the beautiful North End of Anna Maria Island where guests can enjoy the world-renowned beaches that are just across the street! This home offers guests a true island-experience with its tall ceilings, beachy decor, and amount of outdoor space. This bedroom has 4 bedrooms,
LESS THAN A 5MIN WALK TO THE GULF BEACHES - Find the perfect Anna Maria Island vacation spot at “Starfish Beach Cottage 2”! This newly renovated duplex is comfortable, stylish and close to the beach too! When you visit “Starfish Beach Cottage 2” you’ll find everything you’ll need for up to four guests. Inside this Holmes Beach rental you’ll find a
“Promise kept” is located in Holmes Beach on Anna Maria Island. This property has been renovated to feature some of the original characteristics of the vintage home. One stay here, and your promise will be kept to return again and again. Now dog friendly with 1 dog up to 25lbs.<br /><br />This beautiful ground level home has 3 bedrooms and 2 bathr
Find the perfect Anna Maria Island vacation spot at “Sugaree”! This renovated duplex is comfortable, stylish and close to the beach too! When you visit “Sugaree” you’ll find everything you’ll need for up to six guests.<br /><br />Inside this Holmes Beach rental you’ll find a spacious main living area and well-appointed bedrooms. <br /><br />In the
This Poolside condo offers direct access to the Pool Area, creating a dreamy atmosphere reminiscent of living atop the beautiful blue waters of the Gulf of Mexico. Memorable sunsets and the soothing sound of calm waves will leave you feeling refreshed and rejuvenated during your stay on Anna Maria Island. The kitchen, living, and dining areas boast
“115 South Beach Village” is the perfect Anna Maria Island vacation home to make a fun and memorable beach vacation destination! This pastel pink 3 bedroom, 2.5 bathroom, town house style vacation rental rooms up to 6 guests with 1 king bed, 1 queen bed and 2 twin beds. <br /><br />Stroll across the street to enjoy the best white sandy beaches the
“EverLasting Sunsets B” is the perfect Anna Maria Island beach rental for a relaxed Florida getaway. When you arrive at this unit you’ll be greeted with a lush tropical landscaping letting you know your vacation has begun!<br /><br /> During your visit you’ll be less than a block from the Gulf of Mexico beaches and endless Florida sunshine! This du