Vacation Rentals with Private Pools on Anna Maria Island
106 properties available
Grande Haven by AMI Locals804 N Shore Drive, Anna Maria, Florida VR18-000049 Welcome to Grande Haven by AMI Locals, an exquisite seven bedroom, three bath Anna Maria Island vacation home located directly across the street from the public beach access to the island’s famous Bean Point. This luxurious coastal retreat offers elegant interiors, a resor
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
Water Colors by Anna Maria Island Accommodations 109 Palm Avenue, Anna Maria, FL, 34216 VR18-000060 Welcome to Water Colors, a stunning four-bedroom, four-bath Anna Maria Island accommodation just a one-minute walk from the powdery white sands of Anna Maria Beach. Perfect for family getaways or group vacations, this coastal retreat combines luxury
On the Flip Side by AMI Locals 2210 Avenue A, Bradenton Beach, Florida TPL23-000007 Welcome to On the Flip Side by AMI Locals, a stunning seven bedroom, seven and a half bath luxury vacation home that perfectly blends modern coastal comfort with resort-style amenities. Located just a four-minute walk from the Gulf beaches, this elegant retreat feat
Pelican Paradise by Anna Maria Island Accommodations 214 Elm Ave, Anna Maria, FL 34216 VR19-000001 Welcome to Pelican Paradise, your dream getaway just one block from the white sands of Anna Maria beach and steps from the boutique shops and dining along Pine Avenue. These four bedrooms, four and a half-bathroom luxury retreat offers a private pool
The Royal by AMI Locals3015 Avenue E, Holmes Beach, FL 34217 VRC23-000111 Experience luxury island living at The Royal, a designer four-bedroom, five and a half bath beachfront home just steps from the soft, powdery sands of Anna Maria Island. This impressive three-level estate features a spectacular rooftop deck with panoramic Gulf views, a priva
Moondance by AMI Locals 107 Maple Avenue, Anna Maria, Florida Welcome to Moondance, a luxury six-bedroom, six and a half bath Anna Maria Island vacation home located just two houses from the Gulf beaches. Nestled on a quiet, desirable street, this new construction beach home offers stunning Gulf views, resort style outdoor spaces, and an elevator p
Love Me Blue by Exclusive Vacations 792 Jacaranda Rd, Anna Maria, FL 34216 VR24-000043 Welcome to Love Me Blue, part of our Exclusive Collection. This luxury beach home offers four bedrooms, four and a half baths, located on the north end of Anna Maria Island! Just a three-minute walk to the serene Bean Point beach and one mile to the shops and res
Absolutely Anna by Anna Maria Island Accommodations 805 N Bay Blvd, Anna Maria, FL 34216 VR16-000095 Welcome to Absolutely Anna, a charming two-bedroom, two-bathroom vacation home with a private pool, cabana lounge, and screened-in porch, just a two-minute walk to Bean Point Beach. This dog-friendly Anna Maria Island rental is the perfect mix of co
Beach Cottage by Anna Maria Island Accommodations 211 71st St, Holmes Beach, FL 34217 VRC16-000178 Welcome to Beach Cottage, a charming ground-level vacation home in Holmes Beach, just a 3-minute walk to the white sands of the Gulf beaches. With four bedrooms, three bathrooms, and a private pool and spa, this coastal retreat is ideal for families a
Tropical Oasis by AMI Locals 204 72nd St, Holmes Beach, FL 34217 VRC18-000061 Welcome to Tropical Oasis, a true paradise nestled in the heart of Holmes Beach on Anna Maria Island. This exceptional eight bedroom, five and a half bathroom vacation home was designed for large family reunions or group getaways. Just a short stroll to the beach, this
Dolphin Pointe by Anna Maria Island Accommodations 711 Gladiolus St, Anna Maria, FL 34216 VR16-000318 Welcome to Dolphin Pointe, a beautifully renovated north end retreat that blends coastal charm with modern comfort. This three-bedroom, three and a half bath Anna Maria Island vacation home is just a two-minute walk to the white sand beaches, makin
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