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 80 properties available
The Palms 2 by Anna Maria Vacations Holmes Beach Vacation Condo VRC16-000099Welcome to The Palms 2, a beautifully updated second-level condo just one block from the stunning sands of Holmes Beach! Perfect for families or small groups, this refreshing Anna Maria Island retreat features two bedrooms and two bathrooms, offering comfort and convenience
Hot HOT 40
The Palms 2
Holmes Beach
Bedrooms 2 BR
Bathrooms 2 BA
Guests 6 guests
Rating 5 (19)
The Colony by Anna Maria Island Accommodations 227 S Harbor Dr, Holmes Beach, FLWelcome to The Colony, a custom-built vacation home with a breathtaking private backyard that features a spacious pool, hot tub, and a covered patio, great for entertaining and making memories with your friends and family! This home has four bedrooms and four and a half
Hot HOT 31
The Colony
Holmes Beach Pet Friendly
Bedrooms 4 BR
Bathrooms 4 BA
Bathrooms 1 Half Bath
Guests 8 guests
Rating 5 (5)
Highlights • Rooftop deck• 4-minute walk to the beach• Private heated pool and spaWelcome to Gulf View Beach House! Be ready to experience tranquil sounds and the fresh breeze of the Gulf of Mexico right from the living room, balconies, and rooftop deck. You'll also be able to see the Intercoastal Waterway, Bradenton Beach Marina, and Cortez Fish
Hot HOT 35
Gulf View Beach House
Bradenton Beach Pet Friendly
Bedrooms 5 BR
Bathrooms 3 BA
Guests 15 guests
Rating 5 (63)
Highlights:• Less than a 5-minute walk to the beach• Less than 1-mile from Bridge Street • Bay views and access from complex• Bayside community pool• Less than a 5-minute walk to the Trolley stopBay View Bliss by AMI Accommodations117 7th St N Unit 29Bradenton Beach, FL 34217 Welcome to Bay View Bliss, a newly remodeled two-bedroom, one-bath condo
Hot HOT 21
Bay View Bliss
Bradenton Beach
Bedrooms 2 BR
Bathrooms 1 BA
Guests 4 guests
Rating 5 (2)
Pink Palm Bungalow by Anna Maria Island Accommodations304 Palm Ave Anna Maria, FL 34217VR16-000353Welcome to Pink Palm Bungalow, an island getaway featuring a 14x28ft saltwater pool surrounded by a private, tropical garden. This three-bedroom, two-bathroom vacation bungalow is a short walk to the pristine Gulf coast beaches, amazing restaurants, an
Hot HOT 30
Pink Palm Bungalow
Anna Maria
Bedrooms 3 BR
Bathrooms 2 BA
Guests 6 guests
Rating 5 (37)
Ainsley Beach House by Anna Maria Island Accommodations209 55th St Holmes Beach, FL 34217VRC16-000185Come and experience the ultimate island living at Ainsley Beach House! This beautiful three-bedroom and two-bathroom getaway is stunning both inside and out. You'll appreciate the convenience of being just a short walk away from the pristine Gulf of
Hot HOT 35
Ainsley Beach House
Holmes Beach Pet Friendly
Bedrooms 3 BR
Bathrooms 2 BA
Guests 6 guests
Rating 5 (40)
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 50
Called In Sic
Anna Maria
Bedrooms 4 BR
Bathrooms 3 BA
Guests 8 guests
Rating 5 (43)
Flip Flops and Fish Tales by Anna Maria Vacations426 Magnolia Ave Anna Maria, FloridaVR19-000035Welcome to Flip Flops and Fish Tales, an inviting vacation home with a private pool and multiple balconies with beautiful views half a mile from Palmetto Ave Beach! This rental has three bedrooms and two and a half bathrooms and is pet friendly!Highligh
Hot HOT 16
Flip Flops and Fish Tales
Anna Maria Pet Friendly
Bedrooms 3 BR
Bathrooms 2 BA
Bathrooms 1 Half Bath
Guests 8 guests
Rating 5 (4)
Shell We Dance by Anna Maria Island Accommodations 224 Chilson Ave Anna Maria, FloridaThis immaculate canal-front home is a true gem, with six lavish bedrooms and six and a half bathrooms. It comes with a host of amenities, including but not limited to a rooftop deck, an outdoor bar, and a sparkling pool. Whether you're seeking a glamorous getaway
Hot HOT 51
Shell We Dance
Anna Maria Pet Friendly
Bedrooms 6 BR
Bathrooms 6 BA
Bathrooms 1 Half Bath
Guests 8 guests
Rating 5 (5)
Highlights• Less than a 5-minute walk to the beach• Private Wading Pool• Pet Friendly• Near shopping and restaurants • Outdoor seating, grill, and corn holePrivate Palms by AMI Accommodations 132 48th St Holmes Beach, FL 34217Welcome to Private Palms, a newly remodeled four bedroom, two bath island home situated in a tranquil neighborhood of Holmes
Hot HOT 35
Private Palms
Holmes Beach Pet Friendly
Bedrooms 4 BR
Bathrooms 2 BA
Guests 8 guests
Rating 5 (7)
Villa #3 Seahorse by AMI LocalsVilla in Holmes Beach, FloridaWelcome to Villa #3, a stunning beach bungalow with one-bedroom and one-bath. Island West Resort is a beautiful resort with unique villas located two minutes from the Gulf of Mexico with a shared pool and BBQ grills. It boasts comfy outdoor couches and lounge chairs surrounded by tropical
Hot HOT 11
Villa #3 Seahorse
Holmes Beach Pet Friendly
Bedrooms 1 BR
Bathrooms 1 BA
Guests 4 guests
Rating 5 (86)
Highlights• Less than a 10-minute walk to the beach• Private pool with in-ground spa• Washer and dryer• BBQ grillAMI Breeze by AMI Locals 507 Spring Ave Anna MariaVR20-000022Welcome to AMI Breeze where you are nestled in a relaxed, beachy neighborhood that is just minutes away from the beach! The two bedroom and two bathroom home has a spacious bac
Hot HOT 38
AMI Breeze
Anna Maria Pet Friendly
Bedrooms 2 BR
Bathrooms 2 BA
Guests 6 guests
Rating 5 (24)

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