Anna Maria Island Vacation Rentals


Properties Available 267 properties available
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
Hot HOT 44
Sea Oats
Holmes Beach
Bedrooms 6 BR
Bathrooms 4 BA
Guests 12 guests
Rating 3.6 (3)
Blue Bay by Anna Maria Island Accommodations 205 S Bay Blvd Anna Maria, Florida VR16-000138 Welcome to Blue Bay – Your Luxurious Family and Large Group Escape! This stunning Anna Maria Island rental features a main house with six bedrooms and five bathrooms, along with a guest house offering two additional bedrooms and one bath. Blue Bay offers br
Hot HOT 31
Blue Bay
Anna Maria Pet Friendly
Bedrooms 8 BR
Bathrooms 6 BA
Guests 18 guests
Rating 4.2 (4)
Highlights • Less than a 5-minute walk to the beach • PoolAnna Maria Guest House 212 by Anna Maria Accommodations 212 Pine AveAnna Maria, FL 34216Welcome to Anna Marie Guest House 212, an inviting vacation rental one and a half blocks from the warm Gulf of Mexico waters and beach. This three-bedroom and two-bathroom getaway is above a small, local
Hot HOT 73
Anna Maria Guest House 212
Anna Maria
Bedrooms 3 BR
Bathrooms 2 BA
Guests 8 guests
Rating 4.6 (13)
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 cute-as-a-button two-bedroom, one-bath cond
Hot HOT 19
Bay View Bliss
Bradenton Beach
Bedrooms 2 BR
Bathrooms 1 BA
Guests 4 guests
Welcome to Tropical Tiki by AMI Accommodations 7707 20th Ave NWBradenton, FL 34209A sensational inland 4 bedroom, 3 bathroom home located in Shaw’s Point neighborhood of NW Bradenton where you are blocks from the Manatee River and the historical De Soto National Memorial. The home is spacious with state-of-the-art appliances, designed with nautical
Hot HOT 44
Tropical Tiki
Bedrooms 4 BR
Bathrooms 3 BA
Guests 8 guests
Rating 5 (1)
Little Pink Houses by Anna Maria Island Accommodations718 Holly Rd Anna Maria, FL 34216VR18-000136Welcome to Little Pink Houses, an inviting vacation home with a private pool and hot tub just a quick stroll from secluded Bean Point Beach! This home has three bedrooms and three bathrooms, and one is above the garage, perfect for guests that love ext
Hot HOT 51
Little Pink Houses
Anna Maria
Bedrooms 3 BR
Bathrooms 3 BA
Guests 8 guests
Rating 5 (3)
Highlights • 5-minute walk to the beach • Newly renovated • Private dock • Private pool • Outdoor shower North End Zen by Anna Maria Island Accommodations 112 Hammock Rd Anna Maria, FL 34216 VR16-000360 We warmly welcome you to North End Zen, a four bedroom and three bathroom escape! This stunning canal-front home is a haven for travelers in search
Hot HOT 45
North End Zen
Anna Maria
Bedrooms 4 BR
Bathrooms 3 BA
Guests 8 guests
Highlights • Less than a 10-minute walk from the beach • Private pool • Putting Green• Outdoor living space• Near restaurants and shopsLady From The Sea by Anna Maria Island Accommodations 205 Iris St Anna Maria, FL 34216 VR18-000156 Welcome to Lady From the Sea, a fantastic north-end vacation home on Anna Maria Island with a private pool and pu
Hot HOT 35
Lady From The Sea
Anna Maria
Bedrooms 3 BR
Bathrooms 3 BA
Guests 8 guests
Rating 4.6 (3)
Highlights • Recently restored historic home • Less than a 10-minute walk to the Beach and Bay• Private Pool and Pet Friendly• Near Restaurants and Boutiques• Outdoor Shower and Covered PatioButtonwood Cottage by AMI Locals405 Pine Ave Anna Maria, FloridaFull of old Florida charm and recently restored, we welcome you to Buttonwood Cottage, a beach-
Hot HOT 49
Buttonwood Cottage
Anna Maria Pet Friendly
Bedrooms 3 BR
Bathrooms 2 BA
Guests 8 guests
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 91
Ainsley Beach House
Holmes Beach Pet Friendly
Bedrooms 3 BR
Bathrooms 2 BA
Guests 6 guests
Rating 4.5 (2)
Gulf Breeze Villa B by Anna Maria Island Accommodations 204 65th St, Unit B (East Unit) Holmes Beach, FL 34217 VRC16-000146 Gulf Breeze Villa B, a one-bedroom, one-bath retreat, is perfect for a romantic escape or a small family vacation. Enjoy the tranquility of island life with its private backyard, complete with a sparkling pool, sun loungers, a
Hot HOT 28
Gulf Breeze Villa B
Holmes Beach Pet Friendly
Bedrooms 1 BR
Bathrooms 1 BA
Guests 4 guests
Rating 5 (1)
Highlights• Brand new home• Private pool and In-ground spa• Game room• Less than a 15-minute walk to the beach• Rooftop deck Anna Maria Beach House by Anna Maria Island Accommodations518 Spring Ave Anna Maria, FloridaWelcome to Anna Maria Beach House, your new go-to destination for an unforgettable getaway! This newly built home is tailored to prov
Hot HOT 84
Anna Maria Beach House (AMIA)
Anna Maria Pet Friendly
Bedrooms 6 BR
Bathrooms 6 BA
Guests 8 guests
Rating 5 (4)

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