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Sail Away Vacation Rental With Private Dock and Swim-Up Bar

Home Rental in Anna Maria Florida

Canal-front home in Anna Maria Island with a private dock, pool and in-ground spa, rooftop deck, and game room—an easy walk to the beach and Pine Avenue shops, a flexible vacation rental place to stay.

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AMI Locals
Connect directly with the local vacation rental manager.
Rates from
$700 / night
Additional fees may apply
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Rental overview

Why You'll Love This Rental

Sail Away is a 6-bedroom, 6.5-bath waterfront home in Anna Maria, Florida, set canal-front with a private dock and island-view rooftop deck. With 4,439 square feet and sleeping for 8, it offers a spacious layout anchored by five king bedrooms plus a twin-over-twin bunk room. Standout features include a private pool with a swim-up bar, an in-ground spa, and multiple outdoor gathering areas, along with elevator access for easier movement between floors.

The backyard is arranged for time outside, with a pool sun shelf, fire pit area, grill, outdoor shower, and outdoor seating and dining space. Indoors, the home includes an open living area with a fireplace, a full kitchen with a large island, and a separate game room with a pool table, ping pong, and foosball. Bedroom suites are spread across the second and third floors, with several balconies and en-suite baths. Practical conveniences include washer/dryer, keyless entry, provided towels/linens, and parking for up to four cars. No pets are allowed, and exterior security cameras are present in select areas.

Good fit for
Boating Fishing Family Vacations
Canal-front dock Private canal-front dock accommodates boats up to 19 ft.
Private pool and spa Private pool includes a swim-up bar and an in-ground hot tub/spa.
Rooftop deck Rooftop deck provides island views.
Game room Game room includes pool table, ping pong, and foosball.
King-heavy bedding Sleeping includes five king beds plus a twin-over-twin bunk.
At a glance

Property Highlights

Waterfront - ViewLocation Setting
Near a BeachBeach Access
6 BedroomsBedrooms
6 Full, 1 Half BathroomsBathrooms
Sleeps 8Guest Capacity
4439 sq. ft.Living Space
Pool (Private)Pool
Internet AccessInternet
TelevisionTelevision
YesAir Conditioning
YesWasher / Dryer
Location & nearby Explore the Area

This home is in Anna Maria, Florida, on a residential street with a canal-front waterfront setting and near-beach access. The property includes a private dock for boating and a rooftop deck oriented to island views. The source notes proximity to Anna Maria beach and Pine Avenue for shops and dining. Guests should be aware that select exterior areas are monitored by video surveillance and that local noise expectations apply in this residential area.

Plan your stay

Rates & Availability (USD)

Rates from
$700 per night
3-day minimum stay
Check current rates & availability

Live booking details are maintained by AMI Locals.

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Availability Calendar

Use the calendar as a guide, then confirm current availability directly with the manager.

Available Booked
About this rental

About This Rental

Sail Away is a canal-front, 4,439-square-foot home in Anna Maria with 6 bedrooms and 6.5 bathrooms, accommodating up to 8 guests. The setting combines waterfront views with near-beach access, and the property includes a private dock that can fit up to a 19 ft boat. An elevator is available, and the home is located on a residential street.

Outdoor amenities are centered around a private pool with a sun shelf and swim-up bar, plus an in-ground hot tub/spa. The yard also includes a fire pit area, outdoor shower, grill, outdoor lighting, and multiple spaces to sit and dine outside, including covered and uncovered deck areas. A rooftop deck adds another place to take in the island setting.

Inside, the home offers an open living area with a television and fireplace, along with a full kitchen equipped for group meals (major appliances, cookware, dishes/utensils, and a kitchen island). For downtime at home, there is a dedicated game room with a pool table, ping pong table, and foosball.

Sleeping is arranged as 5 king beds and 1 twin-over-twin bunk bed. The primary suite is on the third floor with balcony access and an en-suite bathroom that includes a soaking tub and walk-in shower. Another king suite is also on the third floor. Three additional king bedrooms are on the second floor, each with an en-suite bath (several with balconies), along with the bunk room featuring an en-suite bath with a shower/tub combo. Additional practical features include washer/dryer, internet access, towels/linens, keyless lock, and parking for up to four cars. No pets are allowed, and select exterior areas are monitored by video surveillance.

Sail Away by AMI Locals
Vacation Rental License #VR19-000048

Welcome to Sail Away, a spectacular six bedroom, six and a half bath canal-front luxury home in the heart of Anna Maria Island. With a private dock, a resort style pool with a swim up bar, and a rooftop deck showcasing stunning island views, this vacation rental is designed for unforgettable gatherings with family and friends. Just a short walk from the beautiful beaches of Anna Maria and Pine Avenue’s boutique shops and waterfront dining, Sail Away offers the perfect blend of relaxation and island adventure.

Highlights
• Canal front with private dock (fits up to 19ft boat)
• 8-minute walk to Anna Maria beach
• 6 Bedroom / 6.5 Bath
• 5 King beds, 1 Twin-over-Twin bunk bed
• Private pool with in-ground spa and swim-up bar
• Rooftop deck with sweeping island views
• Game room with pool, ping pong, and foosball tables
• Elevator access
• BBQ grill and outdoor shower
• 4 Parking spaces

The backyard is an island oasis with a sparkling pool featuring a sun shelf and swim up bar, a relaxing spa, and a sunken fire pit perfect for evening gatherings. Lounge in the Florida sunshine, fire up the BBQ grill for outdoor dining, or catch the big game on the outdoor bar’s mounted TV. Boaters will love the private dock, able to accommodate boats up to 19 ft, while the rooftop deck offers panoramic views of Anna Maria Island’s turquoise waters and vibrant sunsets.

Inside, the open concept living room invites you to unwind with plush seating, a large TV, and an elegant electric fireplace. A decorative wine cellar adds a touch of sophistication, while the gourmet kitchen is equipped with a six burner stove, double ovens, premium appliances, and a massive island that makes group cooking a breeze. The dining area offers a spacious setup for group meals and additional seating at the bar for larger gatherings, providing flexible dining options for everyone. Upstairs, a second living space with a wine fridge, TV, and access to the rooftop deck provides an additional spot to relax and entertain.

The third-floor primary suite is a showstopper, complete with balcony access, a spacious walk-in closet, and a spa-like ensuite bathroom featuring a soaking tub, walk-in shower, and double vanity. The second suite, also on the third floor, offers a king bed, balcony views, and a luxurious ensuite bathroom. Three more king bedrooms on the second floor each feature their own ensuite baths and balconies, while the bunk room is a nautical retreat with twin-over-twin beds and a shower/tub combo.

Room Details
• Primary Bedroom, 3rd floor: King bed, balcony, walk-in closet, ensuite bathroom with soaking tub and walk-in shower
• Second Bedroom, 3rd floor: King bed, balcony, ensuite bathroom with walk-in shower
• Third Bedroom, 2nd floor: King bed, balcony, ensuite bathroom with walk-in shower
• Fourth Bedroom, 2nd floor: King bed, balcony, ensuite bathroom with walk-in shower
• Fifth Bedroom, 2nd floor: King bed, ensuite bathroom with walk-in shower
• Sixth Bedroom, 2nd floor: Twin-over-Twin bunk bed, ensuite bathroom with shower/tub combo

For added convenience, Sail Away includes an elevator, washer and dryer, and a game room with a pool table, foosball, and ping pong. Beach days are a breeze with easy access to Anna Maria’s beach, and nearby Pine Avenue offers charming shops, restaurants, and ice cream stops to enjoy after a day in the sun.

Sail Away is the ultimate island retreat for families, groups, or travelers seeking luxury, space, and fun. Reserve your stay today and start planning your perfect getaway!

-
No pets are allowed in this property.

4 cars maximum are able to park at this home. One of the garages is locked as owner’s storage. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.

This home is managed by AMI Locals, an Anna Maria Island property management company.

These premises are monitored by video surveillance in select exterior areas.

We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.

Please see our AMI Locals Rental Policies for full details.

Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.
Before you book

Vacation Rental Policies

Check In

4:00 PM

Check Out

10:00 AM

Things to enjoy

Activities and Special Interests

This property provides access to the following activities and special interests:

Fishing
Golfing
Family Vacations
Boating
Canoeing
Fly Fishing
Kayaking
Beach
Deep Sea Fishing
Ocean
Surfing
Scuba Diving
Wind Surfing

Other Activities and Special Interests

Museums Nearby
Boating Nearby
Local Eco Tourism Nearby
Horseback Riding Nearby
Outlet Shopping Nearby
Wildlife Viewing Nearby
Fitness Center Nearby
Laundromat Close By
Tennis Court Nearby
Basketball Court Nearby
Hiking Nearby
Jet Skiing Nearby
Parasailing Nearby
Sailing Nearby
Snorkeling Nearby
Surfing Nearby
Swimming Nearby
Health Beauty Spa Nearby
Marina Nearby
Shopping Nearby
Bird Watching Nearby
Kayaking Nearby
Water Sports Nearby
What's included

Property Amenities

Property Features

Towels/Linens
Coffee Maker
Hair Dryer
Full Kitchen
Microwave
Oven
Refrigerator
Stove
Toaster
Balcony
Elevator
Blender
Ceiling Fan(s)

Featured Amenities

Television
Internet Access
Air Conditioning
Grill
Dishwasher
Washer/Dryer
Hot Tub
Pool (Private)
Fireplace

Entertainment

Ping Pong Table
Pool Table
Game Room

Outdoor

Boat Dock

Other Property Amenities

Residential Street
Anna Maria
Anna Maria Island
Dishes and Utensils
Fire Extinguisher
Living Room
Clothes Hangers
Heating
Hot Water
Long Term Stays Allowed
Private Entrance
Smoke Detector
Hospital Close By
Carbon Monoxide Detector
Deadbolt Lock
Pots and Pans
Contactless Check-In
Pack 'n Play
Foosball
Backyard
Iron and Ironing Board
Patio
Fenced Yard
Kitchen Island
Dining Table
Security Camera Present
Four (4) Parking Spaces
Bathtub
Canal Front
Cornhole
Fire Pit
Keyless Lock
Outdoor Seating
Outdoor Shower
Rooftop Deck
Water Front
Clothing Storage
Wine Glasses
Baking Sheet
Hot Water Kettle
Outdoor Dining Area
Sun Loungers
Active Ring Doorbell
Beach Chairs Provided
Outdoor Lighting
Required Stairs
Uncovered Deck
Covered Deck
Helpful details

Frequently Asked Questions

Sail Away is located in Anna Maria, Florida.

Sail Away accommodates up to 8 guests.

6 Bedrooms and 6 Full, 1 Half Bathrooms.

The listed beach access for Sail Away is Near a Beach.

Yes. The property lists Pool (Private).

The property lists a 3-night minimum stay.
Local management

Professionally Managed By

AMI Locals View Manager Profile

Questions about this rental?

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Contact Reservations and Guest Services AMI Locals
Daytime Phone
Property reference
#191955 · Sail Away
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