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
With stunning direct gulf front views, the stylish “Anna Maria Island Club 40” is a fine example of a beautiful island vacation getaway. Comfortably rooming up to 4 guests this 2 bedroom 2 bathroom Bradenton Beach vacation rental condominium offers one king bed and two twin beds in a beautiful coastal inspired atmosphere. Situated on the Gulf of M
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
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
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
Everything you expect from a relaxing stay can be found at this Anna Maria Island vacation rental condominium. If you’ve never experienced Gulf of Mexico beaches you are in for a real treat. Enjoy powder white sand, crisp blue water, gorgeous sunsets and great beach combing all waiting right outside your door! If you visit in the winter months, enj
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
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
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
"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
"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
“Palm Isle 3211” is the perfect Anna Maria Island beach rental for a cozy couple’s getaway, or even a casual vacation for up to four guests. This one bedroom villa beach rental offers a premium location near beaches, shopping and dining. Enjoy a well-appointed unit with nice updates and a laid back feel.<br /><br /> When you visit “Palm Isle 3211”
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