Vacation Rentals
220 properties available
Honeywood House by Anna Maria Island Accommodations 243 Willow Ave, Anna Maria, FL 34216 Welcome to Honeywood House, a canal-front three-bedroom, four-bath vacation home with a private dock, pool, and spa. Located on scenic Bimini Bay, this pet-friendly retreat offers direct access to Tampa Bay by boat and is just a short ten-minute walk to the Gul
Blue Bay by Anna Maria Island Accommodations 205 S Bay Blvd, Anna Maria, FLVPR16-000138Experience the ultimate coastal retreat at Blue Bay, a luxurious and expansive vacation estate offering eight bedrooms and six bathrooms! Located just across the street from the pristine Tampa Bay, this home embodies beachside elegance with breathtaking water vie
Gone Gulfin’ by AMI Locals 9605 Gulf Drive, Anna Maria, Florida Welcome to Gone Gulfin’, a brand new, five-bedroom, four and a half bath luxury beach home just one block from the Gulf beaches. Perfect for families and friends seeking a modern island retreat, this stunning home features a private pool and spa, rooftop deck, and fun outdoor games li
Hurricane House by Anna Maria Island Accommodations 205 Spring Ave, Anna Maria, FL, 34216 VR16-000396 Welcome to Hurricane House, a beautifully remodeled three-bedroom, three-bath beach retreat in the heart of Anna Maria Island. Just a three-minute walk to the beach access and the popular Pine Avenue shopping district. This single-level home combi
Seabreeze A by Anna Maria Island Accommodations 403 39th St, Unit A, Holmes Beach, FL 34217 VRC16-000112 Welcome to Seabreeze A, the perfect family-friendly condo just a three-minute walk from Manatee Beach in Holmes Beach! This cozy two-bedroom, two-bath home is ideal for creating lifelong memories with loved ones. Enjoy your own private balcony
Villa #2 Shrimp by AMI Locals 3605 Gulf Dr, Unit #2, Holmes Beach, FL 34217 Experience the perfect island retreat at Villa #2 Shrimp, a beautifully decorated studio space and bath within the Islands West Resort, just two minutes from Holmes Beach’s pristine Gulf shores! This vibrant bungalow offers beautiful decor, a lovely outdoor sitting area, a
Our Tern by Anna Maria Island Accommodations 111 Tern Dr, Anna Maria, Florida 34216 VR22-000023 Welcome to Our Tern, a gorgeous canal front vacation home on the north end of Anna Maria Island! This three bedroom, three and a half bath retreat offers a private dock, sparkling pool and hot tub, and multiple outdoor living spaces, making it the perfec
Island Mojo by Anna Maria Island Accommodations 312 58th St, Holmes Beach, FL 34217 VRC16-000143 Welcome to Island Mojo, a charming three bedroom, two bathroom ground-level home just eleven minutes from the Gulf. Perfectly located near parks, restaurants, shops, and the island trolley, this cozy coastal retreat features a private heated pool, relax
Highlights• Beachfront • Outdoor kitchen area• Pool and hot tub• Private beach access• ElevatorTarpon Lookout by Anna Maria Island Accommodations2302 Gulf Dr NBradenton Beach, FL 34217TPL18-000468The ultimate beachfront vacation awaits you at Tarpon Lookout, a luxury five-bedroom and five-and-a-half bathroom getaway with private beach access, a gul
Blue Tide (Formerly Island Sol) by Anna Maria Vacations 2116 Avenue A, Bradenton Beach, FL 34217 TPL20-000004 RBT20-000002Welcome to Blue Tide by Anna Maria Vacations, a luxury five-bedroom, four-bathroom custom home designed for the ultimate Anna Maria Island vacation. Perfectly located in Bradenton Beach, just two blocks from the Gulf beaches, th
Swell Life by AMI Locals 110 46th St, Holmes Beach, Florida VRC21-000150 Experience a slice of paradise at Swell Life, a custom-built 4-bedroom, 4-bathroom home located just steps from the stunning beaches of Anna Maria Island—no streets to cross! Perfect for families and groups seeking a memorable beach getaway, this beautifully designed home off
Attitude By Latitude by Anna Maria Island Accommodations 4808 Gulf Drive, Unit B, Holmes Beach, FL 34217 VRC16-000182Welcome to Attitude by Latitude, three bedrooms, two and a half bathrooms coastal getaway just a short walk from the stunning Gulf beaches. Perfect for families or friends, this home offers a private heated pool, a fully stocked game
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