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
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
Classic Key Royale canal front home with a private pool located at 632 Emerald Lane, Holmes Beach, Anna Maria Island is the home of your vacation dreams. Nestled in a quiet community away from the hustle and bustle of the city, you can truly relax and unwind. <br /><br />Amazing three bedroom and two and a half bath canal front vacation rental home
Nestled into a gorgeous resort style setting, Anna Maria Island vacation rental home “Blue Lagoon 5 – Sandpiper” is a fun vacation destination with endless character. Accommodating up to 6 guests this 2 bedroom 2 bathroom vacation rental home offers 1 king bed, 2 twin beds and a 1 queen sleeper sofa and all the amenities of a beachy home away from
Spend your Anna Maria Island vacation in five star luxury when you visit “Fernweh”. This new Holmes Beach vacation rental offers both a stylish and relaxing destination for up to eight guests. If you experience wanderlust “Fernweh” is truly the place for you with a fabulous location, gorgeous floor plan, beautiful aesthetic and sophisticated island
“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
When looking to accommodate a large group during you paradise Anna Maria Island vacation look no further than “Tina’s Piece of Paradise”. This fun four bedroom, three bathroom Holmes Beach vacation rental spaciously sleeps up to 8 guests in comfort and style. After spending a week at this fabulous Holmes Beach vacation rental home within walking di
The perfect spot for an extended island getaway, 523 Loquat is a stunning three bedroom, 3 full bathrooms, canal front Anna Maria Island vacation rental home with accommodations for up 6 guests in casual island style luxury. <br /><br />523 Loquat is located in a coveted vacation destination in the city of Anna Maria just a short walk to Pine Avenu
Anna Maria Island vacation rental home “EverLasting Sunsets A and B” is a fabulous ground level duplex perfect for any family getaway. Enjoy 3 bedrooms and 2 bathrooms with 2 king beds and 1 queen bed providing everyone space for a comfortable vacation.<br /><br />With separate units “EverLasting Sunsets A&B” is a great way to vacation with fam
"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
Part of the Haverkos on Holmes, a dog-friendly duplex, The Haven Unit 1 is a single bed single-bath, ground-level duplex that’s located in a peaceful residential area of Holmes Beach. Though still close enough to the restaurants and shopping so that you can experience what the island has to offer. Also, the beach isn’t too far away either!As state
“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
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