Anna Maria Island Vacation Rentals


Properties Available 266 properties available
Highlights• Less than a 10-minute walk to the beach• Shared pool• Near a free Anna Maria Island trolley stop• Screened-in balconies• Shared outdoor living space with seating and grillSeahorse Cove by Anna Maria Island Accommodations312 64th StHolmes Beach, FL 34217VRC16-000109Welcome to Seahorse Cove, a fun and inviting two-story duplex with a larg
Hot HOT 31
Seahorse Cove
Holmes Beach
Bedrooms 4 BR
Bathrooms 3 BA
Guests 8 guests
Highlights• Less than a 10-minute walk from the beach• Private pool and hot tub• Near parks• Outdoor shower• Near restaurants and shopsIsland Mojo by Anna Maria Island Accommodations312 58th StHolmes Beach, FL 34217VRC16-000143Welcome to Island Mojo, an adorable Anna Maria Island getaway with a sparkling pool and hot tub just four blocks from the s
Hot HOT 45
Island Mojo
Holmes Beach
Bedrooms 3 BR
Bathrooms 2 BA
Guests 6 guests
Two Pina Coladas123 46th StHolmes Beach, FL 342171 Block to BeachWelcome to the ultimate in large family luxury vacation homes, with peeks of the Gulf of Mexico from the balconies! Newly renovated in January of 2019, this 6 bedroom/4.5 bath beauty features a large, private, tropically landscaped backyard with heated pool and hot tub, gas grill, swi
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Two Pina Coladas
Holmes Beach
Bedrooms 6 BR
Bathrooms 4 BA
Bathrooms 1 Half Bath
Guests 12 guests
Sea Oats by Anna Maria Island Accommodations 116 48th St Holmes Beach, Florida VRC16-000115 Welcome to Sea Oats! Experience the splendor of Anna Maria Island in this stunning 6-bedroom, 4.5-bathroom vacation home. Perfect for families seeking a memorable beach getaway, this rental is only 4 houses from the beach, with easy access to nearby attracti
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Sea Oats
Holmes Beach
Bedrooms 6 BR
Bathrooms 4 BA
Bathrooms 1 Half Bath
Guests 12 guests
Bayside Cutie at Bayside Bungalow by AMI Locals 201 S Bay Blvd, Unit #2 Bradenton Beach, FL 34217 VR18-000088 Island dreams and coastal living await at Bayside Cutie at Bayside Bungalow! This one-bedroom and one-bathroom Anna Maria Island getaway has a private patio area where you can enjoy sipping coffee or cocktails while soaking up the Florida s
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Bayside Cutie at Bayside Bungalow
Anna Maria Pet Friendly
Bedrooms 1 BR
Bathrooms 1 BA
Guests 4 guests
Deckadance by AMI Locals407 N Bay Blvd. Anna Maria, FL 34216Experience the ultimate getaway at Deckadance! This brand-new luxury rental features 4 bedrooms and 4.5 bathrooms, making it the perfect choice for families or groups looking to indulge in the beauty of Anna Maria Island. Just across the street, you’ll find pristine bay beaches and the nea
Hot HOT 18
Deckadence
Anna Maria
Bedrooms 4 BR
Bathrooms 4 BA
Bathrooms 1 Half Bath
Guests 8 guests
Highlights• 2-minute walk to the beach• Private pool• Outdoor shower Seaside Manor by Anna Maria Island Accommodations106 8th St S Bradenton Beach Welcome to Seaside Manor, a beautiful vacation home that is perfectly located just a one-minute walk from the beach! This three-bedroom, two-bathroom Anna Maria Island rental accommodates up to seven g
Hot HOT 40
Seaside Manor
Bradenton Beach
Bedrooms 3 BR
Bathrooms 2 BA
Guests 7 guests
Highlights• Less than 10-minutes to Anna Maria Island Beach• Close to restaurants and shops on Pine Ave• Half-a-mile from AMI City Pier• Multiple BalconiesAnna Maria Guest House 317 by Anna Maria Island Accommodations 317 Pine AveAnna Maria, FL 34216Welcome to Anna Maria Guest House 317, an adorable beach cottage located on the Famous Pine Ave and
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Anna Maria Guest House 317
Anna Maria
Bedrooms 3 BR
Bathrooms 2 BA
Guests 6 guests
Highlights• Right across the street from the beach • Private pool and hot tub• Outdoor dining area with BBQ grill• Wraparound porch • Near free island trolley stopSeagrape Cottage by Anna Maria Island Accommodations601 Gulf Drive SBradenton Beach, FL 34217Welcome to Seagrape Cottage, a gorgeous and newly renovated vacation getaway with a brand-new
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Seagrape Cottage
Bradenton Beach
Bedrooms 4 BR
Bathrooms 4 BA
Guests 9 guests
Highlights•Steps from the Beach with Convenient Beach Access•Resort Style 360 Infinity Edge Pool and Spa•Rooftop Deck and Panoramic Gulf Views•Outdoor Grill and Dining Area•Fun Games such as Corn Hole and Ping Pong•Walking Distance to Downtown Holmes Beach Shopping and DiningExclusive Amenities: •6 Seat Club Car Cru Golf Cart for Guest Use•Luxury B
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The Black Pearl
Holmes Beach
Bedrooms 4 BR
Bathrooms 5 BA
Bathrooms 1 Half Bath
Guests 8 guests
Totally Beachin’ by AMI Locals2208 Ave A Bradenton Beach, Florida Welcome to Totally Beachin’, a timeless paradise with three bedrooms and three bathrooms just seconds from the Anna Maria Sound and a quick walk from the sparkling Gulf beach! This getaway has many features perfect for entertaining friends and family, including a private pool, a putt
Hot HOT 31
Totally Beachin'
Bradenton Beach Pet Friendly
Bedrooms 3 BR
Bathrooms 2 BA
Guests 6 guests
Called In Sic by Anna Maria Island Accommodations 813 Jacaranda Rd Anna Maria, FL 34216VR18-000103Welcome to Called in Sic, your luxurious four-bedroom, three-bathroom vacation rental located just a block from the stunning Bean Point on the serene north end of Anna Maria Island. Perfect for families, friends, or anyone looking to unwind, our beauti
Hot HOT 22
Called In Sic
Anna Maria
Bedrooms 4 BR
Bathrooms 3 BA
Guests 8 guests

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