1-2 Bedroom Anna Maria Vacation Rentals

Enjoy our selection of 1-2 bedroom Anna Maria Island rentals, perfect for a couples' or friends' getaway or small families! Prepare your meals in your kitchen and dining space, and splash the day away in the luxury of the on-site pool. Take part in nearby attractions and things to do near Holmes Beach and Bradnton Beach! Use our search filters below to find your ideal Anna Maria Island vacation rental.

Frequently Asked Questions

Why Book Direct with Anna Maria Accommodations?
Save money by avoiding third-party fees and get local support. Our team offers insider tips, exclusive deals, and a curated selection of vacation rentals for a stress-free Anna Maria Island getaway.

Benefits of a vacation rental vs a hotel?
Vacation rentals offer more space, privacy, and home-like amenities like full kitchens and private pools. They are ideal for families or extended stays and offer personalized experiences with fewer crowds.

How do you get to Anna Maria Island, FL?
Fly into Sarasota-Bradenton International Airport (SRQ), 30 minutes away, or Tampa International Airport (TPA), an hour away. To reach the island, rent a car, take a shuttle, or use rideshare services.

Properties Available 73 properties available
Poolside Condo Unit Layout: • Bedroom with King bed• Hallway Bathroom with shower/tub combo• Queen sleeper sofa in the Living roomKitchen and Dining area, Living Room, Lanai with direct shared pool accessThis fun Coconuts condo was just completely updated with all new decor and furnishings! The kitchen is fully stocked with all that you would need
Hot HOT 12
Coconuts Poolside #102
Holmes Beach
Bedrooms 1 BR
Bathrooms 1 BA
Guests 4 guests
Highlights• Beachfront• Shared Pool• Beach Facing Balcony• Near an Anna Maria Island Trolley Stop• Washer and DryerCoconuts Beachfront #112100 73rd St, Unit #112Holmes Beach, FloridaVRC21-000175Your dream beach vacation awaits at Coconuts Beachfront #112, a stunning second-floor beachfront condo featuring a private balcony with breathtaking Gulf of
Hot HOT 55
Coconuts Beachfront #112
Holmes Beach
Bedrooms 1 BR
Bathrooms 1 BA
Guests 4 guests
Beachfront Condo Unit Layout:• Bedroom with King bed• Hallway Bathroom with shower/tub combo• Queen sleeper sofa in the Living roomKitchen and Dining area, Living Room, Private Screened-in Lanai with direct beach accessThe view from this beachfront condo is absolutely dreamy. It makes you feel like you are living right on top of the beautiful blue
Hot HOT 27
Coconuts Beachfront #107
Holmes Beach
Bedrooms 1 BR
Bathrooms 1 BA
Guests 4 guests
Coconuts Beachfront #109 by AMI Locals100 73rd St Unit 109 - Holmes Beach, FL 34217 Welcome to Coconuts Beachfront #109, the perfect getaway for couples and friends looking to unwind on beautiful Anna Maria Island! This stunning beachfront condo features 1 bedroom and 1 bathroom on the second floor accessible by stairs, providing an idyllic retrea
Hot HOT 30
Coconuts Beachfront Unit #109
Holmes Beach
Bedrooms 1 BR
Bathrooms 1 BA
Guests 4 guests
Rating 4 (1)
Highlights• 2-minute walk to the beach• Dog Friendly • Shared Pool• Close to restaurants and grocery stores• BBQ grillVilla #3 Seahorse by AMI Locals3605 Gulf Dr, Unit #3 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
Hot HOT 31
Villa #3 Seahorse
Holmes Beach Pet Friendly
Bedrooms 1 BR
Bathrooms 1 BA
Guests 4 guests
Rating 5 (3)
Barefoot by the Bay at Bayside Bungalow by AMI Locals 201 S Bay Blvd, Unit #3 Anna Maria FL 34217 VR18-000088 Welcome to Barefoot by the Bay at Bayside Bungalow! This vibrant ground-level condo offers one bedroom, two bathrooms, plus a den to ensure each guest has a comfortable stay. It is located just across the street from the beautiful Bay beach
Hot HOT 40
Barefoot by the Bay at Bayside Bungalow
Anna Maria Pet Friendly
Bedrooms 1 BR
Bathrooms 2 BA
Guests 6 guests
Highlights • 2-minute walk to the beach• Private Patio • Dog Friendly• Community pool accessBlue Lagoon 1 by Anna Maria Island Accommodations6602 Holmes Blvd Holmes Beach, FL 34217 VRC16-000166 Welcome to Blue Lagoon 1, a fantastic vacation condo less than a five-minute walk from Holmes Beach! With one bedroom and one and a half bathrooms, this re
Hot HOT 44
Blue Lagoon 1
Holmes Beach Pet Friendly
Bedrooms 1 BR
Bathrooms 1 BA
Guests 4 guests
Bayside Cutie at Bayside Bungalow by AMI Locals 201 S Bay Blvd, Unit #2 Bradenton Beach, FL 34217 VR18-000088 Island dreams and coastal living await at Bayside Cutie at Bayside Bungalow! This one-bedroom and one-bathroom Anna Maria Island getaway has a private patio area where you can enjoy sipping coffee or cocktails while soaking up the Florida s
Hot HOT 18
Bayside Cutie at Bayside Bungalow
Anna Maria Pet Friendly
Bedrooms 1 BR
Bathrooms 1 BA
Guests 4 guests
Rating 5 (3)
Highlights• 3 houses from Holmes Beach • Shared pool• Near free island trolley stop• Community washer and dryer• Near restaurants Palm Cay 6 by Anna Maria Island Accommodations 3000 Gulf Dr, Unit #6Holmes Beach, FL 34217VRC16-000127Welcome to Palm Cay 6, a ground-level corner unit that is less than a minute's walk to the powdery white sands of the
Hot HOT 34
Palm Cay 6
Holmes Beach
Bedrooms 1 BR
Bathrooms 1 BA
Guests 4 guests
Rating 5 (1)
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• 2-minute walk to the beach• Dog Friendly • Shared Pool• Close to restaurants and grocery stores• BBQ grillVilla #5 Seashell by AMI Locals3605 Gulf Dr, Unit #5 Holmes Beach, FloridaYour dream beach getaway awaits you at Villa #5 Seashell, a vibrant one-bedroom and one-bath villa. Island West Resort is a beautiful resort with unique villa
Hot HOT 20
Villa #5 Seashell
Holmes Beach Pet Friendly
Bedrooms 1 BR
Bathrooms 1 BA
Guests 4 guests
Rating 4.5 (2)
Highlights • 5-minute walk to the beach • Near restaurants and shops • BBQ grill • Outdoor living space • Washer and dryer Bikini So Tiny by AMI Locals 309 Pine Ave Anna Maria, Florida Welcome to Bikini So Tiny, a beachy one-bedroom, one-bath bungalow with original Anna Maria Island historic touches while still offering a modern getaway! Located on
Hot HOT 26
Bikini So Tiny
Anna Maria Pet Friendly
Bedrooms 1 BR
Bathrooms 1 BA
Guests 4 guests

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