Anna Maria Island Vacation Rentals
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
Surf View by AMI Locals 209 54th St, Holmes Beach, FL 34217VRC18-000095Welcome to Surf View, an expansive eight bedroom, six bath luxury vacation home in Holmes Beach, perfect for large family gatherings, reunions, and group getaways. With a rooftop deck offering sweeping Gulf and Bay views, a resort style pool with waterslide and spa, and plenty o
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
Luna Sea by AMI Locals 2109 Avenue C, Bradenton Beach, Florida Welcome to Luna Sea, a stunning brand new luxury vacation home just steps from the soft sands of Cortez Beach on Anna Maria Island! With seven bedrooms, seven and a half bathrooms, and high end finishes throughout, this spectacular retreat was designed for families and groups seeking th
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
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
Villa #1 Sailfish by AMI Locals 3605 Gulf Dr, Unit #1, Holmes Beach, FL 34217 Welcome to Villa 1 Sailfish, a charming two-bedroom, two-bath poolside villa located at the Islands West Resort! Just a two-minute walk from the white sandy beaches of Holmes Beach, this adorable retreat offers the perfect blend of relaxation and convenience. With a share
Bay View Bliss by AMI Accommodations 117 7th St N Unit 29, Bradenton Beach, FL 34217 Welcome to Bay View Bliss, a newly remodeled two-bedroom, one bath coastal condo tucked in the heart of Bradenton Beach. Just a block from the beach, steps from the bay, and less than a mile from the vibrant Bridge Street district, this ground floor unit is your pe
Villa #3 Seahorse by AMI Locals 3605 Gulf Dr, Unit #3, Holmes Beach, FL 34217 Welcome to Villa #3 Seahorse, a cozy one bedroom, one bath beach bungalow just a two-minute walk from the sands of Holmes Beach on Anna Maria Island! Part of the charming Islands West Resort, this villa is perfect for couples, small families, or a relaxing solo getaway. W
The Palace by Exclusive Vacations 303 56th St, Holmes Beach, FL 34217 VRC24-000079 Welcome to The Palace, part of our Exclusive Collection. This extraordinary seven-bedroom, seven and a half bath multi-level vacation home is designed for the ultimate luxury getaway! Ideally located in Holmes Beach, this residence is just a short three-minute walk
Just Beachy by AMI Locals 211 65th St, Holmes Beach, Florida 34217 VRC19-000141 Welcome to Just Beachy by AMI Locals, a beautifully designed 6-bedroom, 4.5-bath luxury beach home just a 2-minute walk from the Gulf shores of Anna Maria Island. Nestled in the heart of Holmes Beach, this coastal chic retreat blends elegant design with family-friendly
Margarita-Ville by Anna Maria Island Accommodations 121 46th Street, Holmes Beach, FL 34217VRC16-000136Experience the ultimate island escape at Margarita-Ville, a stunning six-bedroom, four and a half bath vacation home designed for large families or groups seeking a memorable getaway! Just a two-minute walk from the beach, this beautifully landsca
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