Cottages in Anna Maria Island, FL
Cottages in Anna Maria Island, FL, from $130 a night. Book direct on each manager's site, no OTA fee.
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Tidal Days
Cottage · 2 bed · 2 bath · sleeps 4
Bradenton Beach, FL
From $550 a night
- internet / wifi
- air conditioning
- central heating
- linens provided
Exact location
Book direct on Anna Maria Island Vacation Homes
Tidal Dream
Cottage · 2 bed · 2 bath · sleeps 5
Bradenton Beach, FL
From $675 a night
- internet / wifi
- air conditioning
- central heating
- linens provided
Exact location
Book direct on Anna Maria Island Vacation Homes
Kokomo
Cottage · 2 bed · 2 bath · sleeps 6
Anna Maria, FL
From $196 a night
- bed linens
- cable/satellite tv
- clothing storage
- dryer
City-level location
Book direct on Anna Maria Island Beach Rentals
On Turtle Time
Cottage · 2 bed · 2 bath · sleeps 6
Anna Maria, FL
From $205 a night
- bed linens
- cable/satellite tv
- clothing storage
- dryer
City-level location
Book direct on Anna Maria Island Beach Rentals
Anna Maria Aloha
Cottage · 2 bed · 2 bath · sleeps 6
Anna Maria, FL
From $228 a night
- bed linens
- clothing storage
- dryer
- hair dryer
City-level location
Book direct on Anna Maria Island Beach Rentals
The Cottage on Pine
Cottage · 2 bed · 1 bath · sleeps 4
Anna Maria, FL
From $231 a night
- bed linens
- clothing storage
- dryer
- hair dryer
City-level location
Book direct on Anna Maria Island Beach Rentals
Cozy 1 Bedroom 1 Bathroom Apartment Cottage Only A Short Distance From The Beach
Cottage · 1 bed · 1 bath · sleeps 4
Longboat Key
From $206 a night
- air conditioning
- dryer
- fire extinguisher
- garden
Exact location
Book direct on Niranar
White Pelican
Cottage · 1 bed · 1 bath · sleeps 4
Holmes Beach
From $130 a night
Exact location
Book direct on Doreste Properties, Anna Maria Island, Vacation rental AMI, homes on Anna Maria, homes with pool AMI, Homes with pool An
Lakeview Lookout
Cottage · 2 bed · 2 bath · sleeps 6
Anna Maria
From $350 a night
Exact location
Book direct on Doreste Properties, Anna Maria Island, Vacation rental AMI, homes on Anna Maria, homes with pool AMI, Homes with pool An
Luxury Beach Cottage for Families on the North Shore of Anna Maria Island
Cottage · 3 bed · 2 bath · sleeps 8
Anna Maria, FL
From $857 a night
- air conditioning
- available in the cottage: wifi
- barbecue grill
- children's dinnerware
City-level location
Book direct on Book Vacation Rentals, Holiday Rental Homes Directly From Owners
Little Gull Cottage 1BD
Cottage · 1 bed · 1 bath · sleeps 4
Longboat Key
From $1,000 a night
Exact location
Book direct on Luxury Vacation Rentals
Charming Cottage With Modern Amenities Close To Beach W/ Pool, Beach Gear, Bikes
Cottage · sleeps 2
Longboat Key
From $341 a night
- air conditioning
- dryer
- fire extinguisher
- garden
Exact location
Book direct on Niranar
Beach Cottage On Elm! Home With Pool, Spa, Rooftop Deck And Gulf Views
Cottage · sleeps 8
Longboat Key
From $890 a night
- air conditioning
- dryer
- fire extinguisher
- garden
Exact location
Book direct on Niranar
Castaway Cottage: Near IMG and Beaches
Cottage · sleeps 14
Bradenton, FL
From $177 a night
City-level location
Book direct on Savvy
Anna's Cottage
Cottage · 1 bed · 1 bath · sleeps 8
Anna Maria, FL
No nightly rate published
- a/c
- allow pets
- annual rental
- bay fishing
Exact location
Book direct on Sato Real Estate
Beachwalker Cottage
Cottage · 1 bed · 1 bath · sleeps 6
Holmes Beach, FL
No nightly rate published
- a/c
- allow pets
- annual rental
- bay fishing
Exact location
Book direct on Sato Real Estate
Canario Cottage
Cottage · 1 bed · 3 bath · sleeps 6
Anna Maria, FL
No nightly rate published
- bath towels
- beach amenities
- beach towels
- blender
Exact location
Book direct on Anna Maria Island Vacation Rentals & Real Estate
Coconut Cottage
Cottage · 1 bed · 3 bath · sleeps 6
Anna Maria, FL
No nightly rate published
- bath towels
- beach towels
- blender
- central a/c
Exact location
Book direct on Anna Maria Island Vacation Rentals & Real Estate
Conch Cottage
Cottage · 1 bed · 2 bath · sleeps 3
Bradenton Beach, FL
No nightly rate published
- bath towels
- beach towels
- blender
- budget friendly
Exact location
Book direct on Anna Maria Island Vacation Rentals & Real Estate
Coquina Cottage A
Cottage · 1 bed · 2 bath · sleeps 4
Anna Maria, FL
No nightly rate published
- bath towels
- bay view
- beach amenities
- beach towels
Exact location
Book direct on Anna Maria Island Vacation Rentals & Real Estate
Magnolia Cottage
Cottage · 1 bed · 1 bath · sleeps 8
Anna Maria, FL
No nightly rate published
- a/c
- allow pets
- annual rental
- bay fishing
Exact location
Book direct on Sato Real Estate
Sweet Retreat Cottage
Cottage · 1 bed · 1 bath · sleeps 8
Anna Maria, FL
No nightly rate published
- a/c
- allow pets
- annual rental
- bay fishing
Exact location
Book direct on Sato Real Estate
The Salty Beach Cottage
Cottage · 1 bed · 1 bath · sleeps 8
Anna Maria, FL
No nightly rate published
- a/c
- allow pets
- annual rental
- bay fishing
Exact location
Book direct on Sato Real Estate
Turtle Bay Cottage
Cottage · 2 bed · 4 bath · sleeps 8
Bradenton, FL
No nightly rate published
- dryer
- hair dryer
- internet
- linens provided
Exact location
Book direct on Anchor Down Vacation Rentals on Anna Maria Island
Willow Cottage
Cottage · 1 bed · 1 bath · sleeps 6
Anna Maria, FL
No nightly rate published
- a/c
- allow pets
- annual rental
- bay fishing
Exact location
Book direct on Sato Real Estate
Zen Beach Cottage
Cottage · 1 bed · 1 bath · sleeps 6
Anna Maria, FL
No nightly rate published
- a/c
- allow pets
- annual rental
- bay fishing
Exact location
Book direct on Sato Real Estate
1922 Cottage Getaway - Historic Bradenton
Cottage · 2 bed · 2 bath · sleeps 6
Bradenton, FL
No nightly rate published
- air conditioning
- dishes and silverware
- dryer in the unit, free
- hair dryer
Exact location
Book direct on Historic Bradenton Getaways
Annas Cottage
Cottage · 1 bed · 2 bath · sleeps 6
Bradenton Beach, FL
No nightly rate published
- queen
- shower
- toilet
- botanical garden
Exact location
Book direct on Anna Maria Island Rentals
Blue Turtle Cottage
Cottage · 3 bed · 1 bath · sleeps 6
Holmes Beach
No nightly rate published
- grill
- pool
- private pool
- beach gear included
Exact location
Book direct on Coastal Chic Vacations
Coastal Cottage
Cottage · 1 bed · 2 bath · sleeps 6
Holmes Beach, FL
No nightly rate published
- king
- queen
- shower
- toilet
Exact location
Book direct on Anna Maria Island Rentals
Key Lime Cottage
Cottage · 1 bed · 2 bath · sleeps 6
Anna Maria, FL
No nightly rate published
- private heated pool
- color changing pool lights
- spacious tropical back patio
- outdoor shower with warm water
Exact location
Book direct on Beach Boutique Rentals
Kiwi Cabana
Cottage · 1 bed · 2 bath · sleeps 6
Anna Maria, FL
No nightly rate published
- completely renovated ground level home
- private heated pool
- spacious tropical back patio
- outdoor dining table and umbrella
Exact location
Book direct on Beach Boutique Rentals
Sail Away Cottage
Cottage · 1 bed · 2 bath · sleeps 6
Bradenton Beach, FL
No nightly rate published
- outdoor shower
- queen
- shower
- toilet
Exact location
Book direct on Anna Maria Island Rentals
Sea Glass Cottage on Anna Maria Island
Cottage · 2 bed · 2 bath · sleeps 4
Bradenton Beach, FL
No nightly rate published
- air conditioning
- dishes and silverware
- pool
- tv
Exact location
Book direct on Sea Glass Sanctuary
The Veranda on Jacaranda
Cottage · 1 bed · 3.5 bath · sleeps 8
Anna Maria, FL
No nightly rate published
- private heated pool and backyard oasis
- poolside lounge, bar and dining area
- 85” outdoor tv and gas grill
- sonos speakers throughout
Exact location
Book direct on Beach Boutique Rentals
Tortuga Cottage
Cottage · 1 bed · 2 bath · sleeps 6
Bradenton Beach, FL
No nightly rate published
- queen
- shower
- toilet
- twin/ single
Exact location
Book direct on Anna Maria Island Rentals
Beachfront · Heated Pool & Spa · Balcony Views
Cottage · 2 bed · sleeps 9
Balcony Views Bradenton Beach, FL
No nightly rate published
- air conditioning
- dishes and silverware
- dryer in the unit
- hair dryer
Exact location
Book direct on coastalreserveproperties.com
The Sandbox Cottage
Cottage · 2 bed · 1.5 bath · sleeps 6
Holmes Beach, FL
No nightly rate published
Exact location
Book direct on Holmes Beach Dog-Friendly Rental with Pool
Sea Glass Cottage
Cottage · 3 bed · 3 bath
Anna Maria Island, FL
No nightly rate published
Location not published
Book direct on Luxury Vacation Rentals
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Managers here
How prices are computed
Lowest rate the manager has published. Your dates may cost more; the real price is on their site. The "from" figure is the lowest nightly rate the manager published on that listing page when we last fetched it. It excludes taxes, cleaning and other fees, it is not a quote, and it is not live availability.
Updated 2026-10-30 08:04 UTC. Prices and facts are whatever the manager published on their own site.