Anna Maria, FL

Sail Away

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8 guests
6 bedrooms
7 bathrooms
4439 sqft

Sail Away by AMI Locals

  • Balcony
  • Surfboards
  • Bath linens
8 guests
6 bedrooms
7 bathrooms
4439 sqft

  • Flexible check-in & out

    Check-in after 4:00 PM • Check-out before 10:00 AM

  • Easy cancellation


About this property

Sail Away by AMI Locals 241 Willow Avenue, Anna Maria, Florida 34216 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.

Sail Away by AMI Locals 241 Willow Avenue, Anna Maria, Florida 34216 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.

Availability & Pricing

Date Price (USD, excl. fees and taxes) AvailabilityMin Stay (nights)
Feb 16, 2026$695Available3
Feb 17, 2026$695Available3
Feb 18, 2026$695Available3
Feb 19, 2026$695Available3
Feb 20, 2026$695Available3
Feb 21, 2026$695Available3
Feb 22, 2026$695Available3
Feb 23, 2026$695Available3
Feb 24, 2026$695Available3
Feb 25, 2026$695Available3
Feb 26, 2026$695Available3
Feb 27, 2026$695Available3
Feb 28, 2026$695Not Available3
Mar 1, 2026$695Not Available3
Mar 2, 2026$695Not Available3
Mar 3, 2026$695Not Available3
Mar 4, 2026$695Not Available3
Mar 5, 2026$695Not Available3
Mar 6, 2026$695Not Available3
Mar 7, 2026$695Not Available3
Mar 8, 2026$695Not Available3
Mar 9, 2026$695Not Available3
Mar 10, 2026$695Not Available3
Mar 11, 2026$695Not Available3
Mar 12, 2026$695Not Available3
Mar 13, 2026$695Not Available3
Mar 14, 2026$695Available3
Mar 15, 2026$695Available3
Mar 16, 2026$695Available3
Mar 17, 2026$695Available3
Mar 18, 2026$695Available3
Mar 19, 2026$695Available3
Mar 20, 2026$695Available3
Mar 21, 2026$695Available3
Mar 22, 2026$695Not Available3
Mar 23, 2026$695Not Available3
Mar 24, 2026$695Not Available3
Mar 25, 2026$695Not Available3
Mar 26, 2026$695Not Available3
Mar 27, 2026$695Not Available2
Mar 28, 2026$695Not Available2
Mar 29, 2026$695Not Available3
Mar 30, 2026$695Not Available3
Mar 31, 2026$695Not Available3
Apr 1, 2026$695Not Available3
Apr 2, 2026$695Not Available3
Apr 3, 2026$695Not Available3
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Apr 16, 2026$695Not Available3
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Apr 22, 2026$695Not Available3
Apr 23, 2026$695Not Available3
Apr 24, 2026$695Not Available3
Apr 25, 2026$695Available3
Apr 26, 2026$695Available3
Apr 27, 2026$695Available3
Apr 28, 2026$695Available3
Apr 29, 2026$695Available3
Apr 30, 2026$695Available3
May 1, 2026$695Available3
May 2, 2026$695Available3
May 3, 2026$695Not Available3
May 4, 2026$695Not Available3
May 5, 2026$695Not Available3
May 6, 2026$695Not Available3
May 7, 2026$695Not Available3
May 8, 2026$695Not Available3
May 9, 2026$695Not Available3
May 10, 2026$695Not Available3
May 11, 2026$695Not Available3
May 12, 2026$695Not Available3
May 13, 2026$695Not Available3
May 14, 2026$695Not Available3
May 15, 2026$695Not Available3
May 16, 2026$695Not Available3
May 17, 2026$695Available3

Top notch amenities

GUEST FAVORITES

Patio
Balcony
Surfboards
Bath linens
Bed linens
Body soap
Conditioner
Shampoo
Air conditioning

Where you'll sleep



Explore Anna Maria, FL

Immerse yourself in the sun-drenched beauty of Anna Maria, a destination defined by its white-sand shores and vibrant coastal atmosphere. You are steps away from the pristine Anna Maria Island Beach, with Manatee Public Beach and the convenient Publix Super Market at Holmes Beach both a short drive away. Explore the winding boardwalks of Robinson Preserve for birdwatching and scenic nature views, or venture

Things to know

Here are some things which you should know before booking Sail Away

House rules

Check-in after 4:00 PM
Check-out before 10:00 AM
8 guests maximum
Pets not allowed
No smoking - fees will apply
Events not permitted
Commercial photography requires approval

Cancellation policy

This property follows Prime Vacations - Anna Maria’s standard cancellation policy.