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.
119 properties available
Highlights • Canal front with private dock• Less than a 10-minute walk to the beach• Private pool with in-ground spa• Poolside bar• ElevatorBayshores by Anna Maria Island Accommodations228 S Harbor DrHolmes Beach, FL 34217VRC18-000040Step into a slice of Old Florida at Bayshores, a charming three-bedroom, three-bathroom canal front retreat nestled
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
Banana Cabana by Anna Maria Island Accommodations 318 64th Street, Holmes Beach, Florida 34217Relax and unwind at Banana Cabana, a charming three-bedroom, two-bath vacation home just minutes from Holmes Beach’s powdery Gulf beaches! This beautifully furnished retreat features a private pool, bubbling hot tub, outdoor tiki bar, and multiple outdoor
A Twist of Lime by AMI Locals 113 10th St N Bradenton BeachTPL22-000045 Discover the ultimate beach getaway at A Twist of Lime, perfectly situated just steps from the beautiful Gulf of Mexico and the tranquil Bay in stunning Bradenton Beach! This vibrant, spacious condo features three bedrooms and two and a half bathrooms, making it an ideal retrea
Honu Hale by Anna Maria Island Accommodations306 55th St, Holmes Beach, FL 34217Welcome to Honu Hale, your tropical island escape on beautiful Anna Maria Island! “Honu” means “turtle” in Hawaiian—and just like the sea turtle, you’ll find peace, comfort, and the laid-back rhythm of island life in this thoughtfully remodeled coastal retreat.Highlight
Lady From the Sea by Anna Maria Island Accommodations 205 Iris St Anna Maria, FL 34216 VR18-000156 Welcome to Lady from the Sea, a delightful three bedroom, three and a half bathroom vacation home located in the coveted north end of Anna Maria Island. Just a six-minute stroll to the serene sands of Bean Point Beach and a short ride to Pine Aven
Mermaid's Hideaway by Anna Maria Island Accommodations Holmes Beach Walkable Beachfront Home with Pool VRC16-000135Experience coastal tranquility at Mermaid's Hideaway, a beautiful three-bedroom vacation home just minutes from the finest beaches of Florida! Located three-minutes to Holmes Beach and the free trolley stop, this inviting retreat offer
Highlights • Private Pool • Less than a 5-minute walk to the beach • Pet friendly + Fenced-In Backyard• Near trolley stop and restaurants • BBQ grill Walking on Sunshine by AMI Locals2906 Gulf Dr Holmes Beach, FloridaVRC19-000232Your dream vacation awaits at Walking on Sunshine, a cute three-bedroom, three-bath getaway a block from the warm sandy b
Dolphin Daze by Anna Maria Island Accommodations Holmes Beach Canalfront Home with Pool VRC20-000147Welcome to Dolphin Daze, a stunning canal front vacation home with a dock and private heated pool, just a thirteen-minute walk from Holmes Beach! This spacious three-bedroom, four-bath getaway sleeps up to six guests. Perfect for families and friends
Mangoes on Magnolia by Anna Maria Island Accommodations 313 Magnolia Ave, Anna Maria, FL Welcome to Mangoes on Magnolia, your ultimate island retreat nestled just two blocks from the charm and energy of Pine Avenue. This beautifully appointed three-bedroom, two-bathroom vacation home offers the perfect blend of privacy and convenience. With a priva
Highlights• 2-minute walk from the Beach• Private Pool • Outdoor Shower• Dog-friendly with host approval plus pet feeCoconut Cottage #1 by AMI Locals108 39th St, Unit #1 Holmes BeachVRC18-000069Welcome to Coconut Cottage #1, an inviting ground-level condo just a two-minute walk from the beach! With three bedrooms and two bathrooms, this vacation re
Ainsley Beach House by Anna Maria Island Accommodations 209 55th St, Holmes Beach, FL 34217 VRC16-000185 Welcome to Ainsley Beach House, a charming three-bedroom, two-bath vacation home perfectly situated in the heart of Holmes Beach on Anna Maria Island. Just a five-minute stroll from the powder soft Gulf beaches, this inviting coastal retreat off
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