Anna Maria Island Featured Properties

Our Anna Maria Island Featured Properties showcase all of the best amenities and locations in Anna Maria Island and nearby Bradenton, Florida. Many offer a private pool or a rooftop deck, are close to the beaches, and have beautifully comfortable interiors that will ensure you enjoy every moment of your vacation! Our expert Reservations team is on standby to answer any questions, so please feel free to call us at 941-779-0733.


Properties Available 14 properties available
Hammock Dreams by Anna Maria Island Accommodations 131 Hammock Rd, Anna Maria, FL 34216 VR16-000408 Welcome to Hammock Dreams! Escape to the peaceful island lifestyle at Hammock Dreams, a stunning canal-front home nestled in the heart of Anna Maria. With three bedrooms, two bathrooms, and a private pool, this tropical retreat is ideal for families
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Hammock Dreams
Anna Maria
Bedrooms 3 BR
Bathrooms 2 BA
Guests 6 guests
Rating 5 (8)
Beach Retreat by Anna Maria Island Accommodations 208 72nd Street, Unit A, Holmes Beach, FL 34217 VRC16-000857 Welcome to Beach Retreat, a bright and spacious four-bedroom, three-bathroom vacation home just a short two-minute walk from Holmes Beach. This three-level coastal escape features an elevator, a private heated pool, and multiple balconies
Hot HOT 53
Beach Retreat (AMIA)
Holmes Beach
Bedrooms 4 BR
Bathrooms 2 BA
Bathrooms 1 Half Bath
Guests 8 guests
Rating 5 (12)
Highlights• 5-minute walk to the beach• Private Pool• Outdoor showerOur Place By The Sea761 Jacaranda Rd Anna Maria, FL 34216VR16-000359Welcome to Our Place By The Sea, an inviting vacation home with a private pool on the quiet north end of Anna Maria Island just a five-minute walk from secluded Bean Point Beach! This ground-level home has three be
Hot HOT 40
Our Place By The Sea
Anna Maria
Bedrooms 3 BR
Bathrooms 2 BA
Bathrooms 1 Half Bath
Guests 6 guests
Rating 5 (42)
Highlights•Directly across from Gulf with Convenient Beach Access•Resort Style Pool and Spa with Tanning Deck•Rooftop Deck with Panoramic Gulf and Bay Views•Fully Equipped Outdoor Kitchen•Fun Games such as Outdoor Putting Green and Rooftop Cornhole •Close Proximity to Historic Bridge Street Shopping and Dining•Dog friendly with approval and additio
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Dream State
Bradenton Beach Pet Friendly
Bedrooms 6 BR
Bathrooms 5 BA
Bathrooms 1 Half Bath
Guests 12 guests
Rating 5 (12)
Salty Soul by Anna Maria Island Accommodations 26 Seaside Ct, Holmes Beach, FL Welcome to Salty Soul, your family’s canal-front island escape located in beautiful Holmes Beach on Anna Maria Island! With two spacious bedrooms, two ensuite bathrooms, and a private dock, this charming single-level retreat is perfect for families or small groups lookin
Hot HOT 46
Salty Soul
Holmes Beach Pet Friendly
Bedrooms 2 BR
Bathrooms 2 BA
Guests 4 guests
Rating 5 (4)
It’s a Jungle Out There by Anna Maria Island Accommodations 4002 5th Ave, Holmes Beach, FL 34217 VRC19-000173 Welcome to It’s a Jungle Out There by Anna Maria Island Accommodations, a breathtaking six bedroom, three and a half bath luxury retreat located in the heart of Holmes Beach, just a short stroll from the white sand shores of the Gulf. This
Hot HOT 52
It's a Jungle Out There
Holmes Beach
Bedrooms 6 BR
Bathrooms 3 BA
Bathrooms 1 Half Bath
Guests 12 guests
Rating 5 (28)
What A Catch by Anna Maria Island Accommodations 2408 Avenue C, Bradenton Beach, FL 34217 Welcome to What A Catch by Anna Maria Island Accommodations, an exceptional seven bedroom, seven and a half bath luxury home just a 2-minute walk from the beach. With a private pool, rooftop deck with Gulf views, and plenty of space to relax and entertain, thi
Hot HOT 59
What A Catch
Bradenton Beach
Bedrooms 7 BR
Bathrooms 7 BA
Bathrooms 1 Half Bath
Guests 16 guests
Rating 5 (10)
Shell We Dance by Anna Maria Island Accommodations 224 Chilson Ave, Anna Maria, FL 34216Experience the pinnacle of luxury on Anna Maria Island at Shell We Dance, part of our Exclusive Collection. This canal-front estate boasts six lavish bedrooms and six and a half bathrooms! Featuring a private pool, spa, rooftop deck with sweeping water views, an
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Shell We Dance
Anna Maria Pet Friendly
Bedrooms 6 BR
Bathrooms 6 BA
Bathrooms 1 Half Bath
Guests 8 guests
Rating 5 (6)
Periwinkle Place by Exclusive Vacations 226 Periwinkle Plaza, Anna Maria, FL 34216 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
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EXCLUSIVE COLLECTION
Periwinkle Place
Anna Maria Pet Friendly
Bedrooms 6 BR
Bathrooms 6 BA
Bathrooms 1 Half Bath
Guests 8 guests
Rating 5 (1)
Poseidons Palace by Anna Maria Island Accommodations 202 72nd St, Holmes Beach, FL 34217 VRC16-000122 Welcome to Poseidons Palace, an extraordinary eight bedroom, five and a half bath vacation retreat just a two-minute walk from the beach. Designed with families and groups in mind, this spacious home features a resort style backyard with a private
Hot HOT 81
Poseidons Palace
Holmes Beach
Bedrooms 8 BR
Bathrooms 5 BA
Bathrooms 1 Half Bath
Guests 16 guests
Rating 4.9 (29)
Seaside Serenity by Anna Maria Island Accommodations 301 Bay Dr N, Bradenton Beach, FL 34217 Welcome to Seaside Serenity, a charming 2-bedroom, 1 bath bayfront cottage in Bradenton Beach. The second story living space is perched directly on the water with a private dock and panoramic sunrise views, this Florida-style home is perfect for guests seek
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Seaside Serenity
Bradenton Beach
Bedrooms 2 BR
Bathrooms 1 BA
Guests 7 guests
Rating 5 (15)
Conch House by AMI Locals 307 66th St, Unit B, Holmes Beach, FloridaVRC18-000085Welcome to Conch House, a gorgeous three-level vacation home offering six spacious bedrooms and four and a half bathrooms, perfect for family vacations, multi-generational getaways, or group retreats. Located just a five-minute walk to Holmes Beach, this stunning home b
Hot HOT 41
Conch House
Holmes Beach Pet Friendly
Bedrooms 6 BR
Bathrooms 4 BA
Bathrooms 1 Half Bath
Guests 12 guests
Rating 5 (36)

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