Fall Special
We're sorry, this promotion has expired. Please visit our Current Specials for ongoing promotions and special discounts!
225 properties available
Key Largo Cottage by Anna Maria Island Accommodations 315 62nd Street, Holmes Beach, FloridaDiscover the ultimate family getaway at Key Largo Cottage, a charming bungalow-style vacation rental perfectly situated along Anna Maria Island’s peaceful streets! This spacious home features three bedrooms, three modern bathrooms, and a private heated pool
Seagrass Sunsets by Anna Maria Island Accommodations101 25th St N Unit 4 Bradenton Beach, FL 34217Welcome to Seagrass Sunsets, a charming 2-bedroom, 2-bathroom coastal condo located just steps from the white-sand shores of Bradenton Beach. Nestled in a modest, low-key building along a quiet street, this relaxing retreat offers a peaceful place to u
Private Palms by Anna Maria Island Accommodations 132 48th St, Holmes Beach, Florida 34217 Welcome to Private Palms, a beautifully remodeled four-bedroom, two-bath coastal retreat just a 3-minute walk to Holmes Beach and close to the shops and dining of Holmes Beach Towne Center. This bright and stylish home features a private pool, relaxed outdoor
Highlights• Newly Remodeled• Less than a 5-minute walk from the beach • Private Pool and Hot Tub• Putting Green, Corn Hole, and Ping Pong Table• Outdoor ShowerIsland Chic by Anna Maria Island Accommodations 212 67th St Holmes Beach, FL 34217Welcome to Island Chic, a beautifully renovated home featuring four bedrooms and four bathrooms. This incred
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
Bay View Beauty by Exclusive Vacations 881 N Shore Dr, Anna Maria, FL 34216 VR18-000097 Welcome to Bay View Beauty, part of our Exclusive Collection. This luxurious seven-bedroom, seven and a half bath beachfront home with direct beach access and unobstructed bay views. Ideally located along Anna Maria’s North Shore Drive, this luxury retreat place
Beach Breeze by AMI Locals 205 Elm Ave, Anna Maria, FL 34216 VR16-000510 Welcome to Beach Breeze by AMI Locals, a vibrant four bedroom, three bath coastal retreat perfectly situated in the heart of Anna Maria Island. Just a two-minute walk to the beach and two minutes from Pine Avenue’s charming shops and restaurants, this home combines island styl
Island Breeze by Anna Maria Island Accommodations 235 64th Street, Holmes Beach, FL 34217 Experience the perfect beach retreat at Island Breeze, a stylish three-bedroom, two-bath townhome just a two-minute walk from Holmes Beach’s pristine Gulf beaches! Perfect for relaxation or adventure, this coastal gem offers a private screened in porch, outdoo
Palmetto Paradise by Exclusive Vacations 107 Palmetto Ave, Anna Maria, Florida VR22-000061 Welcome to Palmetto Paradise, a coastal chic four bedroom, four and a half bath luxury beach home on the beach block in Anna Maria, just steps to the Gulf and a short walk to Pine Avenue boutiques, restaurants, and sweet shops. Designed for easy family stays,
Meet Me at Sunset by Anna Maria Island Accommodations 109 Palmetto Ave, Anna Maria, FL 34216 Welcome to Meet Me at Sunset, part of our Exclusive Collection. This modern four-bedroom, four and a half bath home is designed with chic beach style and premium amenities. Located just steps from Anna Maria’s white sand shoreline and within walking distanc
The Curated Palm by Anna Maria Island Accommodations 520 Kumquat Drive, Anna Maria, FL 34216 Welcome to The Curated Palm, a four bedroom, four and a half bath luxury canal-front home designed for multi-family vacations, group getaways, and extended stays. This stunning retreat offers resort-style outdoor living with a private saltwater pool, oversi
Tiny Tides by Anna Maria Island Accommodations520 Spring Ave Unit A, Anna Maria, FL 34216Welcome to Tiny Tides, a cozy and recently refreshed cottage-style getaway tucked in the heart of Anna Maria. This two-bedroom, one-bath home is perfect for couples or small families looking for a comfortable, budget-friendly place to stay while enjoying everyt
Tell us what you're looking for and someone will contact you with available options.