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
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
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
Fall in love with Anna Maria Island paradise when you vacation at “Over the Moonl”! This gorgeous three bedroom, private heated pool getaway accommodates up to six guests with a king bed, a queen bed and two twin beds in this ground level single family home located in the coveted north end of Anna Maria. <br /><br />The city of Anna Maria boasts so
“Hideaway” is a fantastic Anna Maria Island vacation rental in Holmes Beach offering space for up to six guests just a few blocks from the beach! <br /><br />During your stay you’ll find everything you need for a laid back island getaway. Inside this Holmes Beach rental you’ll enjoy updated decor with a coastal flair. <br /><br />The main living sp
Experience the white sandy beaches and gorgeous sunsets of Anna Maria Island at My Big Fat Beach House. My Big Fat Beach House is located just 2 short blocks to the beach and the perfect vacation gathering place for family and friends. Swaying palm trees line the private backyard, guests of all ages will enjoy the saltwater pool/spa, waterfall, ou
After you stay at the "Sea Pirate 2" you’ll want to make it your vacation destination year after year! This two bedroom one bathroom Holmes Beach vacation rental home sleeps six guests with one queen bed, two twin beds and queen sleeper sofa. "Sea Pirate 2" offers a fun and fresh island feel with exciting colors and endless style. Find everything f
“Palms Beach West” on Gulf Drive 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 Bathrooms with 1 King bed, 1 Queen bed, and 2 Twin beds. <br /><br />Located a short walk away from a pristine gulf beach access 3700 bloc
"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
Following a beautifully sculpted path will lead you to a tropical archway of two large coconut trees, there you’ll fine your own piece of island paradise. “Anna Maria Cottage” is an island oasis that's more than worthy of its name sake. This island cottage, placed perfectly near the beaches of Anna Maria, is a treat for the eyes. Inside you’ll find
The cottages at Palm Isle Village are some of the finest and most favored vacation properties on Anna Maria Island. We are always very proud to recommend to our vacationers, and no one can say it isn't a special place to spend quality time with friends and family. With so many indulgent, delightfully tropical features, it becomes difficult to disce
“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
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