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
DISCLOSURE!!: There is currently an ongoing disagreement regarding the beach access path on 78th Street. In the meantime, we ask that you use the beach access trail that is located on 77th street, directly behind the home you will be staying in.For this you will need to walk down 78th Street to reach Gulf Dr. Using Gulf Dr make your way towards 77t
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
“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
Located on beautiful canal front property in Anna Maria City, 230 Chilson Avenue "Sand Dollar Dream" is the perfect spot for a Florida vacation with a brand new, private, heated pool and spa. Relax in spacious back yard swaying the hammock amongst the lush tropical landscaping, or roast s'mores in the fire pit seating area. This lovely renovated ho
The Beach Is Just Steps Away!!!3 Bedroom, 2 Bath, Almost 1,500 Sq. Ft. Fresh and Clean!The newly listed Salt Shack is an adorable 3 bedroom 2 bathroom beach escape on Anna Maria Island. This vacation rental home is spacious enough for up to 7 guests, although the new city ordinance only allows for 6. This ground level location in Holmes Beach has e
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
With stunning direct gulf front views, the stylish “Water's Edge 209S” is a fine example of a luxury island vacation getaway. Comfortably rooming up to 4 guests this 2 bedroom 2 bathroom Holmes Beach vacation rental condominium offers one king bed and one queen bed in a beautiful coastal inspired atmosphere. <br /><br />Situated on the Gulf of Mexi
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
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
This recently built single-family home is situated on a serene and picturesque street, just 6 houses away (ONLY STEPS) from the beach access path!On the ground floor, the home features a 1 car garage and provides access to the stunning pool and patio areas within the beautifully landscaped backyard. The residence boasts a dazzling, spacious heated
“Ocean Park Terrace” is directly on the coast providing the quintessential beach experience complete with powder white sand, blue water, fresh gulf breezes and amazing sunsets. You’ll want to spend all day soaking up the sun and salt water! Relax with a good book, cool drink or chat with friends around the heated community pool. Enjoy premium linen
"La Casa Marie" - Luxurious Gulf-Front Vacation Condo in Holmes BeachWelcome to "La Casa Marie," a stunning waterfront vacation condo situated in the picturesque La Casa Costiera complex at 7320 Gulf Drive, Holmes Beach. This exquisite 3-bedroom, 2.5-bathroom retreat can comfortably accommodate up to 6 guests, featuring a King bed, a Queen bed, and