Anna Maria Island Beachfront Rentals

Book a Beachfront Vacation Home on Anna Maria Island...

Anna Maria Island beachfront vacation rentals give you immediate access to the best beaches on the west coast of Florida. Our beachfront rentals in Anna Maria, Holmes Beach, and Bradenton Beach are positioned directly on Anna Maria Island’s turquoise waters and sugary sand. With vacation rentals on both the bay and gulf side of Anna Maria Island, we offer beachfront homes near Bean Point Beach, Bayfront Park, Manatee Beach, and other beaches in-between. If you’re looking for the perfect vacation home on the beach, please give our knowledgeable agents a call or drop us an email.


Properties Available 12 properties available
Captain Ron's Beach Pad by Anna Maria Island Accommodations Bradenton Beach Gulf Front Rental Welcome to Captain Ron's Beach Pad, a stunning beachfront home directly on Bradenton Beach. This inviting ground-level retreat features two bedrooms and two bathrooms, comfortably sleeping up to six guests. With breathtaking Gulf views from your private pa
Hot HOT 49
Captain Ron's Beach Pad
Bradenton Beach
Bedrooms 2 BR
Bathrooms 2 BA
Guests 6 guests
Rating 5 (48)
Highlights• Beachfront • Outdoor kitchen area• Pool and hot tub• Private beach access• ElevatorTarpon Lookout by Anna Maria Island Accommodations2302 Gulf Dr NBradenton Beach, FL 34217TPL18-000468The ultimate beachfront vacation awaits you at Tarpon Lookout, a luxury five-bedroom and five-and-a-half bathroom getaway with private beach access, a gul
Hot HOT 21
Tarpon Lookout
Bradenton Beach
Bedrooms 5 BR
Bathrooms 5 BA
Bathrooms 1 Half Bath
Guests 10 guests
Rating 5 (42)
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 34
The Twins Hideaway at Sun Plaza West
Holmes Beach
Bedrooms 2 BR
Bathrooms 2 BA
Guests 6 guests
Rating 5 (5)
Sunset Terrace 209 by Anna Maria Island Accommodations 2312 Gulf Drive, Unit #209, Bradenton Beach, FL 34217 TPL18-000456 Welcome to Sunset Terrace 209, a two-bedroom, two-bath beachfront condo in Bradenton Beach that’s perfect for couples or small families. This inviting Anna Maria Island accommodation features direct access to the sandy shorelin
Hot HOT 21
Sunset Terrace 209
Bradenton Beach
Bedrooms 2 BR
Bathrooms 2 BA
Guests 4 guests
Rating 5 (14)
Beachfront Bungalow by AMI Locals Holmes Beach Gulf-Front Cottage with Private Pool and Spa VRC19-000270 Welcome to Beachfront Bungalow, a rare four-bedroom, three-and-a-half-bath coastal cottage located directly on the sandy shores of Holmes Beach on Anna Maria Island. With nothing but your private pool and spa between you and the Gulf of Mexico,
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Beachfront Bungalow
Holmes Beach Pet Friendly
Bedrooms 4 BR
Bathrooms 3 BA
Bathrooms 1 Half Bath
Guests 8 guests
Rating 5 (27)
Palm Gables 110 by Anna Maria Vacations Holmes Beach Beachfront Condo 110 36th St, Holmes Beach, FL 34217 Welcome to Palm Gables 110, a rare Gulf-front three-bedroom condo perfectly situated in the heart of Holmes Beach on beautiful Anna Maria Island. With bold tropical decor, stunning panoramic views of the Gulf of Mexico, and a private balcony th
Hot HOT 49
Palm Gables 110
Holmes Beach
Bedrooms 3 BR
Bathrooms 2 BA
Guests 6 guests
Rating 5 (39)
Coconuts Beachfront #112 by Anna Maria Vacations 100 73rd Street, Unit #112, Holmes Beach, FloridaVRC21-000175Your dream beach vacation starts at Coconuts Beachfront #112, a stunning second-floor condo offering direct beach views from your private balcony! This one-bedroom, one-bath home provides easy access to pristine beaches, a shared pool with
Hot HOT 37
Coconuts Beachfront #112
Holmes Beach
Bedrooms 1 BR
Bathrooms 1 BA
Guests 4 guests
Rating 5 (15)
Beachfront Paradise by AMI Locals 2514 Gulf Drive North, Bradenton Beach, FL 34217Escape to Beachfront Paradise, part of our Exclusive Collection. Offering an exquisite eight bedroom, six-and-a-half bath waterfront estate with spectacular ocean views and private beach access! This boutique luxury home boasts a heated pool and spa, perfect for large
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Beachfront Paradise
Bradenton Beach Pet Friendly
Bedrooms 8 BR
Bathrooms 6 BA
Bathrooms 1 Half Bath
Guests 16 guests
Rating 5 (28)
Highlights • Beachfront with beach access • Private pool with in-ground spa • Ping pong table Oceanfront Paradise by AMI Locals 2500 Gulf Dr. N Bradenton Beach, FloridaWelcome to Oceanfront Paradise, a stunning five-bedroom plus den, seven-bath beachfront retreat designed for the ultimate coastal getaway. Set directly along the sugar-white sands,
Hot HOT 32
Oceanfront Paradise
Bradenton Beach Pet Friendly
Bedrooms 5 BR
Bathrooms 5 BA
Bathrooms 2 Half Bath
Guests 16 guests
Rating 5 (10)
Bay View Beauty by AMI Locals 881 N Shore Dr, Anna Maria, FL 34216 VR18-000097 Welcome to Bay View Beauty, part of our Exclusive Collection. This luxurious seven-bedroom, seven and a half bath beachfront home with direct beach access and unobstructed bay views. Ideally located along Anna Maria’s North Shore Drive, this luxury retreat places you ste
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Bay View Beauty
Anna Maria Pet Friendly
Bedrooms 7 BR
Bathrooms 7 BA
Bathrooms 1 Half Bath
Guests 16 guests
Rating 5 (61)
Anna Maria Wave by Anna Maria Island Accommodations 2806 Avenue E, Holmes Beach, FL 34217 Welcome to Anna Maria Wave by Anna Maria Island Accommodations, a spectacular four-bedroom, four-bathroom beachfront home that captures the essence of coastal luxury on beautiful Anna Maria Island. Perfect for families and groups, this contemporary retreat com
Hot HOT 28
Anna Maria Wave
Holmes Beach Pet Friendly
Bedrooms 4 BR
Bathrooms 4 BA
Guests 8 guests
Rating 5 (2)
Highlights •Beach Front with Amazing Gulf Views•Direct Beach Access•Resort Style Pool and Spa with Tanning Deck•Rooftop Deck with Unobstructed Gulf Views•Games such as Outdoor Ping Pong Table•Elevator for Guest Convenience•Dog friendly with approval and additional fee•Outdoor Grill, Dining and Living Space•Close Proximity to Shopping and DiningExcl
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Sea Swept
Bradenton Beach Pet Friendly
Bedrooms 10 BR
Bathrooms 8 BA
Bathrooms 1 Half Bath
Guests 20 guests
Rating 5 (32)

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