3-4 Bedroom Anna Maria Island Rentals
Browse our variety of 3-4 bedroom Anna Maria Island rentals, ideal for families and friends getaways! Enjoy your own living space and prepare delicious meals and snacks in the comfort of your own kitchen. Cool off and relax in the privacy of an on-site pool! Ready to search? Use our filters below to find your perfect Anna Maria Island vacation rental near Holmes Beach and Bradenton Beach.
Enjoy beaches, kayaking, paddleboarding, and fishing. Explore Bridge Street, shop at boutiques, dine on fresh seafood, or take a sunset cruise. Rent a bike or golf cart to explore the island.
Where is Anna Maria Island in FL?
It is located on Florida’s Gulf Coast, south of Tampa Bay and west of Bradenton, between the Gulf of Mexico and Sarasota Bay.
What airport is closest to Anna Maria Island, FL?
Sarasota-Bradenton International Airport (SRQ) is the closest airport, about 30 minutes away. Tampa International Airport (TPA) is about an hour away.
Frequently Asked Questions
What to do in Anna Maria Island, FL?Enjoy beaches, kayaking, paddleboarding, and fishing. Explore Bridge Street, shop at boutiques, dine on fresh seafood, or take a sunset cruise. Rent a bike or golf cart to explore the island.
Where is Anna Maria Island in FL?
It is located on Florida’s Gulf Coast, south of Tampa Bay and west of Bradenton, between the Gulf of Mexico and Sarasota Bay.
What airport is closest to Anna Maria Island, FL?
Sarasota-Bradenton International Airport (SRQ) is the closest airport, about 30 minutes away. Tampa International Airport (TPA) is about an hour away.
135 properties available
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
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-
Highlights• Less than a 5-minute walk to the beach• Private Pool• Putting Green• Near shops and restaurants• BBQ Grill and Outdoor SeatingSocial Nest by Anna Maria Island Accommodations 308 Pine AveAnna Maria, FL 34216Welcome to Social Nest, a second-level home above a business in the heart of Pine Avenue with a private backyard featuring a stunnin
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Azure by Anna Maria Island Accommodations 268 Gladiolus St, Anna Maria, FL 34216VR18-000114Welcome to Azure, a modern vacation rental located in Anna Maria, just three blocks from the beautiful Bean Point beach! This getaway features three bedrooms and two bathrooms, making it the perfect getaway for families looking to unwind in a tropical paradis
Emerald Shores West by Anna Maria Island Accommodations 214 Fir Ave Anna Maria, Florida Welcome to Emerald Shores West! This two-story three, three-bedroom, two-bath duplex offers a prime location just a minute's walk from the spectacular gulf beaches! Plus, Anna Maria Island’s famous Pine Ave is just a five-minute stroll away, featuring local bak
Coral Kai by Anna Maria Island Accommodations 117 Maple Avenue Anna Maria, Florida VR20-000067 Welcome to Coral Kai, the perfect vacation rental for you and your friends! Featuring three luxurious king bedrooms and three-and-a-half baths, this stunning home places you just six houses from the beautiful Gulf of Mexico beaches and half a mile from th
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
Highlights• Less than a 10-minute walk from the beach• Private pool and hot tub• Near parks• Outdoor shower• Near restaurants and shopsIsland Mojo by Anna Maria Island Accommodations312 58th StHolmes Beach, FL 34217VRC16-000143Welcome to Island Mojo, an adorable Anna Maria Island getaway with a sparkling pool and hot tub just four blocks from the s
Highlights• Canal front home• Less than a 15-minute walk to the beach• Private Pool• Ping Pong table• Outdoor living spaceHammock Dreams by Anna Maria Island Accommodations 131 Hammock Rd Anna Maria, FL 34216 VR16-000408 Welcome to Hammock Dreams! This three-bedroom, two-bathroom canal-front home offers a private dock where you can lounge and watc
Highlights• 1-minute walk from the Beach• Private Pool • Outdoor Shower• Dog-friendly with host approval plus pet feeCoconut Cottage #2 by AMI Locals108 39th St, Unit #2 Holmes BeachVRC#18-000070Welcome to Coconut Cottage #2, an inviting ground-level condo just a minute’s walk from the beach! With three bedrooms and two bathrooms, this vacation ren
Highlights • Beachfront condo • Private beach access • Shared pool • Private patio • Washer and dryer Palm Gables 112 by Anna Maria Island Accommodations 112 36th St Holmes Beach, FL 34217 VRC18-000128 Experience beachfront bliss at Palm Gables 112! Nestled in the secluded Palm Gables complex, this pristine three-bedroom and two-bath condo offers
Addison's Beach House by Anna Maria Island Accommodations 7203 Gulf Dr, South Unit Holmes Beach, FL 34217 VRC16-000188Welcome to Addison’s Beach House, your idyllic beach vacation getaway! Just a short 2-minute stroll from the breathtaking Gulf waters, this rental three-bedroom, two-bathroom home invites you to experience the warmth of soft sandy
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