Anna Maria Island Vacation Rentals


Properties Available 225 properties available
Mango Tango by Anna Maria Island Accommodations 145 50th Street, Holmes Beach, FL 34217VRC20-000155Welcome to Mango Tango, a charming yellow beach haven just four minutes from Anna Maria Island’s pristine beaches. Perfect for families and groups, this four-bedroom, 3-bathroom, modern vacation home features a private pool, lush backyard, and plenty
Hot HOT 16
Mango Tango
Holmes Beach
Bedrooms 4 BR
Bathrooms 3 BA
Bathrooms 1 Half Bath
Guests 8 guests
Rating 5 (1)
Island Mojo by Anna Maria Island Accommodations 312 58th St, Holmes Beach, FL 34217 VRC16-000143 Welcome to Island Mojo, a charming three bedroom, two bathroom ground-level home just eleven minutes from the Gulf. Perfectly located near parks, restaurants, shops, and the island trolley, this cozy coastal retreat features a private heated pool, relax
Hot HOT 31
Island Mojo
Holmes Beach
Bedrooms 3 BR
Bathrooms 2 BA
Guests 6 guests
Rating 5 (24)
Coastal Couture by AMI Locals 103 Park Ave, Anna Maria, FL 34216 VR21-000085 Welcome to Coastal Couture, a coastal chic 5 bedroom, 4.5 bath luxury beach home on the north end of Anna Maria Island. You are about a 1-minute walk to Anna Maria Beach and close to Pine Avenue for boutiques, cafes, bike paths, and golf cart rentals. Designed for stylish
Hot HOT 11
Coastal Couture
Anna Maria Pet Friendly
Bedrooms 5 BR
Bathrooms 4 BA
Bathrooms 1 Half Bath
Guests 12 guests
Rating 5 (10)
Honey I'm Holmes by Anna Maria Island Accommodations305 73rd St Holmes Beach, FloridaWelcome to Honey I’m Holmes! Start your island getaway here at our newly refreshed coastal home in a charming neighborhood of Holmes Beach! This gorgeous, modern four bedroom, three bath retreat is a short walk to the glistening sandy beaches of the Gulf! An open l
Hot HOT 14
Honey I'm Holmes
Holmes Beach Pet Friendly
Bedrooms 4 BR
Bathrooms 3 BA
Guests 8 guests
Rating 5 (11)
A Place in Paradise Unit A by Anna Maria Island Accommodations 218 Palmetto Ave, Unit A, Anna Maria, FL 34216 VR16-000529 Welcome to A Place in Paradise Unit A, a charming two-bedroom, two-bath duplex located just a short walk from the sugar-white beaches of Anna Maria Island. Perfect for families or small groups, this coastal cottage offers the id
Hot HOT 16
A Place in Paradise Unit A
Anna Maria Pet Friendly
Bedrooms 2 BR
Bathrooms 2 BA
Guests 4 guests
Rating 5 (35)
A Wave From It All by Anna Maria Island Accommodations 404 Spring Ave, Anna Maria, FL, 34216 VR19-000058 / DWE5105449 Welcome to A Wave From It All, a luxurious five-bedroom, six-and-a-half-bath vacation rental in the heart of Anna Maria Island. Just a short seven-minute walk to the island’s white-sand beaches and steps from the boutiques and eate
Hot HOT 12
A Wave From It All
Anna Maria Pet Friendly
Bedrooms 5 BR
Bathrooms 6 BA
Bathrooms 1 Half Bath
Guests 14 guests
Rating 5 (26)
Island Chic by Anna Maria Island Accommodations 212 67th St, Holmes Beach, FL 34217 Welcome to Island Chic by Anna Maria Island Accommodations, a newly remodeled four-bedroom, four-bath coastal retreat located just a three-minute walk from the sugar sands of Holmes Beach. This beautifully updated home blends modern luxury with island charm, offerin
Hot HOT 43
Island Chic
Holmes Beach
Bedrooms 4 BR
Bathrooms 4 BA
Guests 8 guests
Rating 5 (6)
Another Paradise by Anna Maria Island Accommodations 115 Willow Ave, Anna Maria, FL 34216 VR16-000382 Welcome to Another Paradise, a beautifully designed three-bedroom, three-bath coastal retreat located just a two-minute walk from the white sands of Anna Maria Beach. Perfect for families or small groups, this Anna Maria Island accommodation offers
Hot HOT 23
Another Paradise
Anna Maria
Bedrooms 3 BR
Bathrooms 3 BA
Guests 8 guests
Rating 5 (40)
Dream State by Exclusive Vacations 100 6th St S, Bradenton Beach, Florida TPL24-000019 Welcome to Dream State by AMI Locals, an extraordinary six bedroom, five and a half luxury coastal retreat located directly across from the Gulf on beautiful Anna Maria Island. Every detail of this exquisite home has been designed to inspire relaxation, featuring
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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 (13)
Santorini by Anna Maria Island Accommodations 111 9th St. N, Bradenton Beach, FL, 34217 Welcome to Santorini, a charming two bedroom, one and a half-bath cottage that blends Greek-inspired style with Florida’s coastal charm. Just a three-minute walk to the white sands of Bradenton Beach, this cottage is ideally located near local restaurants, shops
Hot HOT 23
Santorini
Bradenton Beach Pet Friendly
Bedrooms 2 BR
Bathrooms 1 BA
Bathrooms 1 Half Bath
Guests 5 guests
Rating 5 (3)
The Twins Hideaway at Sun Plaza West by Anna Maria Island Accommodations 5608 Gulf Dr, Unit 108, Holmes Beach, FL 34217VRC20-000171Discover your ultimate beach vacation at The Twins Hideaway at Sun Plaza West, a beautifully updated two-bedroom, two-bath condo nestled directly in Holmes Beach on Anna Maria Island! Just steps from the stunning Gulf b
Hot HOT 19
The Twins Hideaway at Sun Plaza West
Holmes Beach
Bedrooms 2 BR
Bathrooms 2 BA
Guests 6 guests
Rating 4.8 (7)
Walking on Sunshine by AMI Locals 2906 Gulf Dr, Holmes Beach, Florida VRC19-000232 Welcome to Walking on Sunshine by AMI Locals, a stylish three-bedroom, three-bath coastal getaway located just one block from the pristine sands of Holmes Beach. Perfect for families and pet owners, this Anna Maria Island vacation rental features a private pool, a fe
Hot HOT 15
Walking on Sunshine
Holmes Beach Pet Friendly
Bedrooms 3 BR
Bathrooms 3 BA
Guests 6 guests
Rating 5 (59)

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