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Home in Anna Maria, Florida

Sail Away

6 bedrooms

6 beds

6.5 bathrooms

8 guests

New

4439 sq. ft.

Luxury

Elevated properties with standout design

Operated by a Wander partner

Trusted operators, vetted by Wander

About the property

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!

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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.

Where you’ll sleep

Bedroom 1

1 full bed

Bedroom 2

1 bed

Bedroom 3

1 king bed

Bedroom 4

1 king bed

Bedroom 5

1 king bed

Bedroom 6

2 twin beds

Bedroom 1

1 full bed

Bedroom 2

1 bed

Bedroom 3

1 king bed

Bedroom 4

1 king bed

Bedroom 5

1 king bed

Bedroom 6

2 twin beds

Amenities

Common Amenities

  • Wifi
  • Free parking
  • Ocean view
  • Game Room
  • Patio
  • Elevator
  • Hot water
  • Fire extinguisher
  • Carbon monoxide detector
  • Smoke detector
  • Air conditioning
  • Hair dryer
  • Heating
  • Kitchen
  • Ironing board
  • Toaster
  • Heated pool
  • Garden
  • Blender
  • Long term stays allowed
  • Baking sheet

Pool

  • Outdoor pool
  • Hot tub

Patio

  • Outdoor seating
  • BBQ Area
  • Ceiling fan

Balcony

  • BBQ Area
  • Fire pit
  • Outdoor seating

Living Room

  • TV
  • Fire place

Dining Room

  • Dining table

Kitchen

  • Kettle
  • Wine glasses
  • Oven
  • Stove
  • Microwave
  • Fridge
  • Dishwasher
  • Dishes
  • Coffee maker

Game Room 1

  • Ping pong table
  • Foosball table
  • TV
  • Ceiling fan

Game Room 2

  • Pool table

Bedroom 1

  • Balcony
  • Bed linens
  • TV
  • Ceiling fan

Ensuite Bathroom 1

  • Bath linens
  • Bathtub

Bedroom 2

  • Balcony
  • TV
  • Bed linens
  • Ceiling fan

Ensuite Bathroom 2

  • Bath linens

Bedroom 3

  • Balcony
  • Bed linens
  • Ceiling fan

Ensuite Bathroom 3

  • Bath linens

Bedroom 4

  • TV
  • Ceiling fan
  • Bed linens

Ensuite Bathroom 4

  • Bath linens

Bedroom 5

  • TV
  • Bed linens
  • Ceiling fan

Ensuite Bathroom 5

  • Bath linens

Bedroom 6

  • Bed linens

Ensuite Bathroom 6

  • Bath linens

Half Bath

  • Bath linens

Laundry Room

  • Washer
  • Dryer

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Where you’ll be

Anna Maria, Florida 34216, United States

Anna Maria, Florida, United States
27.527249-82.7302669
Timezone: America/New_York

Things to know

Cancellation policy

50% refund up to 30 days before check-in. No refund after that.

Property rules

Pets not allowed

No smoking - fees will apply

Events not allowed

Safety & security

Check-in after 4:00 pm

Check-out before 10:00 am

8 guests maximum

Availability & Pricing

DatePrice (USD, excl. fees and taxes)Availability
Oct 23, 2026$979Not Available
Oct 24, 2026$979Not Available
Oct 25, 2026$773Not Available
Oct 26, 2026$721Available
Oct 27, 2026$721Available
Oct 28, 2026$721Available
Oct 29, 2026$721Available
Oct 30, 2026$746Available
Oct 31, 2026$900Not Available
Nov 1, 2026$737Not Available
Nov 2, 2026$721Not Available
Nov 3, 2026$745Not Available
Nov 4, 2026$721Available
Nov 5, 2026$768Available
Nov 6, 2026$1121Not Available
Nov 7, 2026$1194Not Available
Nov 8, 2026$889Not Available
Nov 9, 2026$825Not Available
Nov 10, 2026$794Not Available
Nov 11, 2026$816Not Available
Nov 12, 2026$851Not Available
Nov 13, 2026$1057Available
Nov 14, 2026$1207Not Available
Nov 15, 2026$821Not Available
Nov 16, 2026$791Not Available
Nov 17, 2026$770Not Available
Nov 18, 2026$788Not Available
Nov 19, 2026$721Available
Nov 20, 2026$943Available
Nov 21, 2026$2018Not Available
Nov 22, 2026$2018Not Available
Nov 23, 2026$2532Not Available
Nov 24, 2026$2566Not Available
Nov 25, 2026$2676Not Available
Nov 26, 2026$2664Not Available
Nov 27, 2026$2690Not Available
Nov 28, 2026$2018Not Available
Nov 29, 2026$721Not Available
Nov 30, 2026$721Not Available
Dec 1, 2026$767Not Available
Dec 2, 2026$767Not Available
Dec 3, 2026$767Not Available
Dec 4, 2026$792Not Available
Dec 5, 2026$870Not Available
Dec 6, 2026$767Not Available
Dec 7, 2026$767Not Available
Dec 8, 2026$767Not Available
Dec 9, 2026$767Not Available
Dec 10, 2026$767Not Available
Dec 11, 2026$849Not Available
Dec 12, 2026$840Not Available
Dec 13, 2026$767Not Available
Dec 14, 2026$767Not Available
Dec 15, 2026$767Not Available
Dec 16, 2026$767Not Available
Dec 17, 2026$767Not Available
Dec 18, 2026$804Not Available
Dec 19, 2026$1680Not Available
Dec 20, 2026$1707Not Available
Dec 21, 2026$1338Not Available
Dec 22, 2026$1439Not Available
Dec 23, 2026$1619Not Available
Dec 24, 2026$1797Not Available
Dec 25, 2026$2244Not Available
Dec 26, 2026$2871Available
Dec 27, 2026$2841Available
Dec 28, 2026$3451Available
Dec 29, 2026$3451Available
Dec 30, 2026$3451Available
Dec 31, 2026$3451Available
Jan 1, 2027$3451Available
Jan 2, 2027$3605Available
Jan 3, 2027$3605Available
Jan 4, 2027$2318Available
Jan 5, 2027$886Available
Jan 6, 2027$871Available
Jan 7, 2027$887Available
Jan 8, 2027$982Available
Jan 9, 2027$1151Available
Jan 10, 2027$853Available
Jan 11, 2027$853Available
Jan 12, 2027$853Available
Jan 13, 2027$853Available
Jan 14, 2027$886Available
Jan 15, 2027$1197Available
Jan 16, 2027$1179Not Available
Jan 17, 2027$1120Not Available
Jan 18, 2027$994Not Available
Jan 19, 2027$994Not Available
Jan 20, 2027$974Not Available
Jan 21, 2027$1020Not Available