Anna Maria Island


Properties Available 429 properties available
AMI Breeze by AMI Locals Vacation Rental License #VR20-000022 Welcome to AMI Breeze! Tucked away in a relaxed neighborhood just minutes from the soft white sands of Anna Maria Beach, this two bedroom, two bath retreat is perfect for families, couples, or friends. With a private heated pool and spa surrounded by lush landscaping, plus stylish inte
AMI Breeze
House Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (40)
Triple Play by Anna Maria Island Accommodations VR16-000416 Welcome to Triple Play, a canal-front 3-bedroom, 3-bath vacation home where you can enjoy three perfect ways to relax: a short walk to the beach, a refreshing dip in your private pool and spa, or fishing and kayaking right from your own docks. Located just an 8-minute walk to Anna Maria Be
Triple Play
House
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 (48)
Absolute Paradise by Anna Maria Vacations VR16-000465 Welcome to Absolute Paradise, a beautifully updated five-bedroom, four-bath beach home just a short stroll from the white sand shores of Anna Maria Island. Perfectly located near Pine Avenue’s shops and restaurants, this home combines coastal charm and modern comfort with fantastic outdoor space
Absolute Paradise
House
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 14 guests
Rating 4.9 (44)
View of the Gulf by Anna Maria Vacations Home in Holmes Beach, Florida VRC16-000749 Experience coastal luxury at View of the Gulf, a magnificent villa with ocean views, just steps from Holmes Beach’s white sandy beaches! This seven-bedroom, four and a half bath home boasts a stunning rooftop deck, private pool with built-in seating, hot tub, tiki
View of the Gulf
House
Bedrooms 7 bedrooms
Bathrooms 4 baths
HalfBathrooms 1 Half baths
Guests 14 guests
Rating 5 (32)
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
EXCLUSIVE COLLECTION EXCLUSIVE COLLECTION
81A
House Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 5 baths
HalfBathrooms 1 Half baths
Guests 8 guests
Rating 5 (1)
Coconut Breeze Estate by Anna Maria Island Accommodations Home in Anna Maria, FloridaEscape to Coconut Breeze Estate, your ultimate four-bedroom, four-bathroom retreat on Anna Maria Island! Nestled on the highly desirable northern end, this stunning home is just a five-minute walk from the pristine beaches at Bean Point. Located near Pine Avenue’s
Coconut Breeze Estate
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 12 guests
Rating 4.8 (19)
Seahorse Cottage by AMI Locals VRC16-000110 Welcome to Seahorse Cottage, a beautifully designed three-bedroom, three and a half bath vacation home just a six-minute walk from the white sands of Holmes Beach! Perfectly situated across the street from the free Anna Maria Island Trolley stop, this coastal retreat offers a private heated pool, relaxing
Seahorse Cottage
Duplex
Bedrooms 3 bedrooms
Bathrooms 3 baths
HalfBathrooms 1 Half baths
Guests 6 guests
Rating 5 (12)
Dolphin House by Anna Maria Vacations Duplex in Holmes Beach, FloridaVRC16-000338Experience the tropical charm and luxury of Dolphin House, a beautiful three-bedroom, two-and-a-half-bath townhome just a six-minute walk from the beach in Holmes Beach! This stunning home features a brand-new sparkling pool with a gorgeous waterfall, a covered patio w
Dolphin House
Duplex
Bedrooms 3 bedrooms
Bathrooms 2 baths
HalfBathrooms 1 Half baths
Guests 6 guests
Rating 5 (5)
Anna Maria Island Club 29 by Anna Maria Vacations Condo in Bradenton Beach, FloridaTPL18-000061 / CND5105467Welcome to Anna Maria Island Club 29, an inviting beachfront condo offering stunning ocean views from your private balcony! This two-bedroom, two-bath residence features a terrace overlooking the water and access to a beautiful beachfront co
Anna Maria Island Club 29
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (2)
Marbella Villa 1 by AMI Locals Vacation Rental License #TPL18-000131, CND5105469Welcome to Marbella Villa 1, a beautifully furnished three bedroom, two bath condo with direct beachfront access on Anna Maria Island. Located in Bradenton Beach. This retreat offers a private screened lanai, modern comforts, and stunning views of the Gulf. With family-
Marbella Villa 1
Condo
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.3 (3)
Sunshine State of Mind by AMI Locals Vacation Rental License #VR16-000484 Experience panoramic sunset views, refreshing gulf breezes, and the salty aroma of the sea with just steps from Anna Maria Island’s white sands at Sunshine State of Mind! Located on the highly desired northern end of the island, this recently updated three-bedroom, two-bath
Sunshine State of Mind
House
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.7 (23)
Welcome to Island Sol by AMI Locals, one of the most spectacular Anna Maria Island vacation rentals! This nine bedroom, six and a half-bath luxury beach home sits on a quiet street in Bradenton Beach, just a 2-minute walk to the Gulf beaches. With a private heated pool, spa, and waterslide, plus a rooftop deck for sunset views, this coastal chic re
Island Sol
House Pet Friendly
Bedrooms 9 bedrooms
Bathrooms 6 baths
HalfBathrooms 1 Half baths
Guests 22 guests
Rating 4.9 (75)

Tell us what you're looking for and someone will contact you with available options.

I agree