Waterfront Properties
Gulf-front, canal-front, and private-beach homes with pools, hot tubs, and docks, so the water is always part of your stay.
Welcome to Anna Maria, FL
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Find Your Perfect Vacation Home
Curated waterfront homes on Anna Maria Island, cared for by a hands-on local team.
Private pools, docks, and Gulf views, minutes from sugar-sand beaches and the charm of Pine Avenue.
The Anna Maria Vacations Experience
Three promises, every stay
We keep a small, curated collection of homes so every property, and every guest, gets our full attention.
Convenient Locations
Steps or minutes to the beach, with Pine Avenue's shops and restaurants close by. Less driving, more island time.
Unparalleled Service
A hands-on local service team looks after each home and each guest, before, during, and after your stay.
Our Homes
Canal Front
Gulf Beachfront
Private Beach
A curated island collection
Every home is hand-picked for its setting, its comfort, and its closeness to the water.
Canal Front
Coconut Cove
North End, Anna Maria Island
A canal-front retreat on the island's coveted north end, with your own dock out back and the beach just steps away.
3 Bed3 BathSleeps 6PoolHot Tub
- Private dock on the canal
- Pool and hot tub
- Mini putting green
- Steps to the beach and Pine Avenue
Inquire for rates
Book Now
Gulf Beachfront
Turtle Beach
Gulf Beachfront, Anna Maria Island
Two Gulf-beachfront single-family homes side by side, each with its own private pool. Book one, or take both for a true group escape.
2 HomesPrivate PoolsBeachfront
- Direct Gulf beach frontage
- A private pool at each home
- Bookable separately or together
- Great for large groups and reunions
Inquire for rates
Book Now
Private Beach
Mimosa Bay
Anna Maria Island
A newly renovated Spanish-style home with its own private beach, a heated pool, and a hot tub, half a mile from Pine Avenue.
4 Bed2.5 BathSleeps 8Heated PoolHot Tub
- Newly renovated Spanish-style design
- Private beach on the water
- Heated pool and hot tub
- Half a mile to Pine Avenue
Inquire for rates
Book Now
Why Book With Us
Resort comforts, private-home privacy
Our homes pair true waterfront settings with the amenities that make an island week effortless.
Private pools and hot tubs
Heated pools, spas, and sun decks of your own. No shared amenities, no crowds, just your group.
True waterfront homes
Gulf beachfront, canal front with a private dock, or a private beach of your own. The water is the backyard.
A hands-on local team
Real people on the island who know each home personally and are a phone call away throughout your stay.
Room for the whole crew
From a cozy three-bedroom to two beachfront homes booked together, we can host couples, families, and large groups.
The Island
Why Anna Maria Island
Seven miles of old-Florida charm on the Gulf of Mexico, where flip-flops count as formal wear.
Sugar-Sand Beaches
Soft white sand and clear, warm Gulf water, from the north end to the south.
Gulf Sunsets
Evenings end with the sun melting into the Gulf. Bring a chair and stay a while.
Pine Avenue
Boutiques, coffee, and island dining along Anna Maria's beloved main street.
Life on the Water
Kayak the canals, paddleboard the flats, or cast a line right from the dock.
A Look Around
Moments on the island
A glimpse of the homes, the water, and the easy island days that keep guests coming back.
Hear From Our Guests
Guests love their stay
Real words from recent guests across our island homes.
★★★★★
"The property is beautiful! Ideal location and truly a gem! We would absolutely stay at this property again!"
Brett B.
Coconut Cove
★★★★★
"Great accommodations on the north end of AMI! We had zero problems during our one week stay! Great overall experience!"
Jerrett H.
Coconut Cove
★★★★★
"From the arrival to our departure we found the house, location, and recommendations outstanding!"
Tim
Turtle Beach
Plan Your Escape
Contact us for availability
Tell us your dates and your group, and we will match you with the right home. Rates vary by season, so please inquire for rates.
941-778-7200Call or text us to check dates, ask questions, or plan a multi-home stay.
Ready when you are
One call reaches the team that manages every home in our collection. We will help you compare properties, plan dates, and reserve your stay.
Call 941-778-7200Contact us for availability. Inquire for rates.