Fall Special
We're sorry, this promotion has expired. Please visit our Current Specials for ongoing promotions and special discounts!
220 properties available
Little Dream by Anna Maria Accommodations 203 64th St, Unit B, Holmes Beach, FL 34217VRC16-000139Welcome to Little Dream! A charming one-bedroom, one-bath getaway just steps from the stunning Anna Maria Beaches! Located in a vibrant gated community, this cozy home offers easy access to beautiful beaches, local shops, and all the local favorite rest
Sand and Sea 109 A by Anna Maria Island Accommodations 109 Magnolia Ave, Unit A, Anna Maria, FL 34216 VR16-000422 Welcome to Sand and Sea 109 A, a charming two-bedroom, one-bath ground-level condo located just two houses from the beach. With the beach only a one-minute walk away and Pine Avenue’s shops and restaurants. This coastal retreat offers t
Hammock Dreams by Anna Maria Island Accommodations 131 Hammock Rd, Anna Maria, FL 34216 VR16-000408 Welcome to Hammock Dreams! Escape to the peaceful island lifestyle at Hammock Dreams, a stunning canal-front home nestled in the heart of Anna Maria. With three bedrooms, two bathrooms, and a private pool, this tropical retreat is ideal for families
Two Pina Coladas by Anna Maria Island Accommodations 123 46th St, Holmes Beach, FL 34217 VRC16-000094 Welcome to Two Pina Coladas by Anna Maria Island Accommodations, a luxurious six bedroom, four and a half bath home just one block from the Gulf beaches of Holmes Beach. Designed for large families and groups, this coastal gem combines resort style
Another Paradise by Anna Maria Island Accommodations 115 Willow Ave, Anna Maria, FL 34216 VR16-000382 Welcome to Another Paradise, a beautifully designed three-bedroom, three-bath coastal retreat located just a two-minute walk from the white sands of Anna Maria Beach. Perfect for families or small groups, this Anna Maria Island accommodation offers
Malibu Beach by AMI Locals 302 55th St, Holmes Beach, FL 34217 VRC18-000067 Welcome to Malibu Beach, an eight bedroom, seven bathroom luxury vacation home in Holmes Beach. Just a 5-minute walk to the white sands of Anna Maria Island, this multi-level retreat features a rooftop deck with panoramic Gulf and Bay views, a resort style pool with watersl
Our Place By The Sea by Anna Maria Island Accommodations 761 Jacaranda Rd, Anna Maria, FL 34216 VR16-000359 Welcome to Our Place By The Sea, a charming three bedrooms, two and a half bath vacation home on the peaceful north end of Anna Maria Island. Just a four-minute walk to Bean Point Beach, this ground-level retreat features a private pool, outd
Mermaid’s Retreat by Anna Maria Island Accommodations 104 29th St Unit 3, Holmes Beach, FL 34217 Welcome to Mermaid’s Retreat, a bright and inviting two-bedroom, one-bath Holmes Beach vacation rental by Anna Maria Island Accommodations, perfectly positioned just steps from the sugar-white sands of the Gulf of Mexico. This charming upper-level cond
Villa La Concha by Anna Maria Island Accommodations113 Maple Avenue, Anna Maria, FL, 34216VR16-000446Welcome to Villa La Concha, a luxurious six-bedroom, four-and-a-half-bath vacation rental just a one minute from the white sands of Anna Maria beach! Perfect for large families or groups, this coastal retreat features a private pool and spa, game ro
Bay Breezes at Bayside Bungalow by AMI Locals 201 S Bay Blvd, Unit #1, Anna Maria, FL 34216VR18-000088Welcome to Bay Breezes at Bayside Bungalow, a charming Anna Maria Island vacation rental offering two bedrooms, one bathroom, and a resort-style experience just steps from the beautiful bay and minutes to Anna Maria beaches! This delightful coastal
Addison’s Beach House by Anna Maria Island Accommodations 7203 Gulf Dr, South Unit, Holmes Beach, FL 34217 VRC16-000188 Welcome to Addison’s Beach House, your idyllic beach vacation escape just a three-minute walk from the breathtaking Holmes Beach on Anna Maria Island! This beautifully renovated, ground-level three-bedroom, two-bath home offers
Sand and Sea 113 A by Anna Maria Island Accommodations 113 Magnolia Ave, Unit A, Anna Maria, FL 34216 VR16-000423 Welcome to Sand and Sea 113 A, a charming two-bedroom, one-bath ground-level condo just a one-minute walk from Anna Maria Beach and two blocks from Pine Avenue. With a private patio, outdoor shower, and access to a large shared pool, th
Tell us what you're looking for and someone will contact you with available options.