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198 properties available
Love Me Blue by Exclusive Vacations Vacation Rental License #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 restaurants of Pi
EXCLUSIVE COLLECTION
EXCLUSIVE COLLECTION
https://www.exclusivevacations.com/rentals/love-me-blue/https://www.exclusivevacations.com/rentals/love-me-blue/
Love Me Blue
House
4
bedrooms
4
baths
1
Half baths
8
guests
5
(15)
Fortunate Sol by AMI Locals Vacation Rental License #VR22-000005 Welcome to Fortunate Sol, a beautifully remodeled six-bedroom, four and a half bath home located just one block from the sugar-white sands of Anna Maria Island’s Gulf beaches. This peaceful retreat features a private heated pool with spa, generous outdoor living space, and a prime loc
Fortunate Sol
House
6
bedrooms
4
baths
1
Half baths
8
guests
5
(28)
Gulf Haven East by AMI Locals Escape to paradise at Gulf Haven East, a charming two-bedroom, dog-friendly vacation home nestled just a five-minute walk from the sugary sands of Manatee Beach in Holmes Beach! This cozy island retreat offers modern comforts and a lush patio perfect for relaxing or sunset cocktails. Located close to Holmes Beach Town
Gulf Haven East
Duplex
2
bedrooms
1
baths
4
guests
5
(1)
Caribbean Reef by AMI Locals VRC18-000084 Welcome to Caribbean Reef, an inviting three-bedroom, two-bathroom Holmes Beach vacation home by AMI Locals, perfectly situated just a four-minute stroll from the sugary white sands of Anna Maria Island’s Gulf Coast. This stylish private villa blends island charm with modern comfort, featuring a heated pool
Caribbean Reef
House
3
bedrooms
2
baths
6
guests
5
(51)
A Charming Beach Cottage on Elm by AMI Locals Welcome to A Charming Beach Cottage on Elm, a four bedroom, three bath coastal retreat just one block from the turquoise Gulf waters and steps from Pine Avenue. With a private pool and spa, rooftop deck, and Gulf views from the primary suite balcony, this beautifully renovated home blends comfort and st
A Charming Beach Cottage on Elm
House
4
bedrooms
3
baths
8
guests
5
(27)
Beach Sunrise and Sunset Villas by AMI Locals Welcome to Beach Sunrise and Sunset Villas by AMI Locals, a beautifully designed duplex just one minute from Bradenton Beach! With five bedrooms and four bathrooms between two private villas, this property is perfect for multi-generational families, couples traveling together, or large groups seeking a
Beach Sunrise and Sunset Villas
Duplex
5
bedrooms
4
baths
12
guests
5
(1)
Bay Happy by AMI Locals Vacation Rental License #VR21-000047 Welcome to Bay Happy, a four bedroom, three bath home located across the street from Tampa Bay and Bayfront Park on Anna Maria Island. With a private pool, bay view balconies, and just a 10-minute walk to the Gulf beaches, this home is the perfect blend of island adventure and relaxation.
Bay Happy
House
4
bedrooms
3
baths
8
guests
4.9
(47)
Calypso Current by Exclusive VacationsVacation Rental License #VR25-000049Welcome to Calypso Current by Exclusive Vacations, a newly constructed luxury beach-block home in the heart of Anna Maria Island. This four-bedroom, four-and-a-half-bath retreat features a resort-style lazy river pool, rooftop deck with fire pit and Gulf views, private puttin
EXCLUSIVE COLLECTION
EXCLUSIVE COLLECTION
https://www.exclusivevacations.com/rentals/calypso-current/https://www.exclusivevacations.com/rentals/calypso-current/
Calypso Current
House
4
bedrooms
4
baths
1
Half baths
8
guests
5
(1)
Blue Pineapple by AMI Locals CAA20-000023 Welcome to Blue Pineapple by AMI Locals, a stylish 4-bedroom, 2.5-bathroom island retreat just a 3-minute walk from the Gulf beaches of Holmes Beach. This beautiful three-level home combines tropical charm and modern comfort with a private pool, covered patio, and multiple balconies perfect for catching the
Blue Pineapple
House
4
bedrooms
2
baths
1
Half baths
8
guests
5
(20)
Sunkissed Shores by AMI Locals Vacation Rental License #TPL25-000086, DWE5105519 Welcome to Sunkissed Shores, a newly built luxury vacation home offering seven spacious bedrooms and six bathrooms, ideal for large families or friend getaways. Located just across the street from the white-sand beach, this stunning retreat features breathtaking views,
Sunkissed Shores
House
7
bedrooms
7
baths
1
Half baths
16
guests
5
(12)
High Tide by AMI Locals Vacation Rental License #VR21-000077 Wake up to the soothing sound of the waves and take in panoramic Gulf views at High Tide, a spectacular three bedroom, three bathroom beachfront retreat nestled on the north end of Anna Maria Island. With ocean views, a beachfront patio, and walkable access to Pine Avenue’s charming shops
High Tide (AMIL)
Duplex
3
bedrooms
3
baths
6
guests
4.9
(60)
Bean Point Bungalow by AMI Locals Vacation Rental License #VR17-000061 Welcome to Bean Point Bungalow, a charming three bedroom, two bath home on the coveted north end of Anna Maria Island. With a private pool, lush tropical landscaping, and less than a 5-minute walk to the quiet white sands of Bean Point Beach, this pet-friendly retreat is the per
Bean Point Bungalow
House
3
bedrooms
2
baths
6
guests
5
(105)
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