Exclusive Vacations, Luxury Homes on Anna Maria Island


Exclusive Vacations Luxury Rentals

The Exclusive Vacations Collection on Anna Maria Island offers handpicked luxury vacation homes with heated resort-style pools and spas, included 6-seat Club Car golf carts, premium Beach Essentials, and state-of-the-art Beach Bikes. Each property features a Gourmet Kitchen, Plush Bedrooms with premium linens, professionally designed interiors, and Hotel-Grade Cleaning for spotless stays—ideal for travelers seeking upscale amenities, convenience, and memorable island experiences. Personalized Concierge Service ensures your vacation is completely relaxing and enjoyable.

Why Choose EXCLUSIVE VACATIONS

  • Heated resort-style pools & spas for year-round relaxation
  • 6-seat Club Car Cru golf cart included for island exploration
  • Premium beach essentials: chairs, umbrellas, carts, games, towels
  • Luxury beach bikes for easy, scenic rides around the island
  • Gourmet kitchens with high-end appliances and cookware
  • Plush bedrooms: premium linens, luxury mattresses, designer furnishings
  • Designer Interiors - inspired spaces and finishes
  • Hotel-grade cleaning and meticulous maintenance before every stay


Properties Available 18 properties available
Coastal Splash by Exclusive VacationsVacation Rental License # VRC26-000094Welcome to Coastal Splash, a beautifully designed four-bedroom, four-and-a-half-bathroom luxury vacation rental in the heart of Holmes Beach on Anna Maria Island. Just a few blocks from the Gulf and approximately a five-minute walk to the island's sugar-white sand beaches, t
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Coastal Splash
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
HalfBathrooms 1 Half baths
Guests 10 guests
Rating 5 (1)
Welcome to 81A by Exclusive Vacations, a design-forward luxury retreat inspired by the iconic architecture of Florida’s 30A and thoughtfully reimagined for Anna Maria Island. Located just two blocks from the beach and Pine Avenue, this five-bedroom, five-and-a-half-bath home offers a seamless blend of refined Mediterranean style, resort-level ameni
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81A
House Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 5 baths
HalfBathrooms 1 Half baths
Guests 8 guests
Rating 5 (3)
Periwinkle Place by Exclusive Vacations Vacation Rental License #VR25-000004 Indulge in the ultimate luxury beach home at Periwinkle Place, part of our Exclusive Collection. This stunning estate in the heart of Anna Maria offers six spacious bedrooms and six and a half bathrooms. Just a five-minute walk from the pristine shoreline and steps from th
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Periwinkle Place
House Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 6 baths
HalfBathrooms 1 Half baths
Guests 8 guests
Rating 5 (8)
Sweet Caroline by Exclusive Vacations Vacation Rental License #VR23-000009 Welcome to Sweet Caroline, part of our Exclusive Collection. This luxury four bedroom, four and a half bath Anna Maria Island vacation home just one small block from the Gulf beaches. This coastal retreat blends refined design, resort-style amenities, and a relaxed island vi
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Sweet Caroline
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
HalfBathrooms 1 Half baths
Guests 8 guests
Rating 4.9 (24)
Just Breathe by Exclusive Vacations Vacation Rental License #VR23-000046 Welcome to Just Breathe, part of our Exclusive Collection. This luxury four bedroom, four and a half bath vacation home perfectly positioned on the Bayfront across from Tampa Bay and just a short walk to the Gulf beaches. This home pairs modern sophistication with a relaxed is
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Just Breathe
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
HalfBathrooms 1 Half baths
Guests 8 guests
Rating 5 (24)
Welcome to Midnight Breeze by Exclusive Vacations, a modern coastal luxury home located just one block from the Gulf in Holmes Beach. This four-bedroom, four and a half-bath retreat features a rooftop deck with outdoor kitchen and putting green, theater room, game room, resort style pool and spa, and elevator, all within a short walk or bike ride t
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Midnight Breeze
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
HalfBathrooms 1 Half baths
Guests 8 guests
Rating 4.8 (5)
Go with the Flow by Exclusive VacationsVacation Rental License #VR24-000026Welcome to Go with the Flow, an exceptional three-level luxury retreat offering five bedrooms and five and a half bathrooms, thoughtfully designed for an elevated Anna Maria Island getaway. Located just a short five-minute stroll to Anna Maria Beach, this newly built vacatio
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Go with the Flow
House Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 5 baths
HalfBathrooms 1 Half baths
Guests 8 guests
Rating 5 (29)
Deckadence by Exclusive Vacations Bayfront Luxury | Rooftop Spa, Resort Pool + Golf Cart VR25-000002 Welcome to Deckadence by Exclusive Vacations, a luxury coastal retreat ideally located across the street from the bay and just a short walk to the Gulf beaches on Anna Maria Island. This four-bedroom, four-and-a-half-bath home features a rooftop dec
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Deckadence
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
HalfBathrooms 1 Half baths
Guests 8 guests
Rating 5 (10)
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
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Love Me Blue
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
HalfBathrooms 1 Half baths
Guests 8 guests
Rating 5 (18)
Hardin Hideaway by Exclusive VacationsWelcome to Hardin Hideaway by Exclusive Vacations, a newly constructed luxury retreat tucked away on the coveted North End of Anna Maria Island. Thoughtfully designed for elevated coastal living, this five-bedroom, five and a half bathroom home combines sophisticated interiors, exceptional outdoor spaces, and r
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Hardin Hideaway
House
Bedrooms 5 bedrooms
Bathrooms 5 baths
HalfBathrooms 1 Half baths
Guests 8 guests
Rating 5 (1)
Big Nauti by Exclusive Vacations TPL22-000071, DWE5105909Welcome to Big Nauti, an extraordinary eight bedroom, eight and a half bath luxury waterfront home that redefines Anna Maria Island living. Located directly on the Bay in Bradenton Beach, this stunning retreat pairs breathtaking panoramic views with resort amenities, including a rooftop deck,
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Big Nauti
House Pet Friendly
Bedrooms 8 bedrooms
Bathrooms 8 baths
HalfBathrooms 1 Half baths
Guests 18 guests
Rating 5 (31)
Blissful Paradise by Exclusive Vacations VRC22-000194 Welcome to Blissful Paradise, a newly built four bedroom, four and a half bath luxury vacation home in Holmes Beach! Just a short walk from Anna Maria Island’s white sand Gulf beaches, this modern retreat features vaulted ceilings, a gourmet kitchen, game tables, and a private heated pool with
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Blissful Paradise
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
HalfBathrooms 1 Half baths
Guests 8 guests
Rating 4.9 (14)