Island Escape! Pool, Spa, Ping Pong and Fire Pit for Group Fun

Anna Maria, Florida
$1294 avg/night Minimum Stay 4 Nights
Bed 6

Bed

Bath 6

Bath

Home Private Vacation Home

Property Type

Sleep 8

Max Sleeps

Night 4 nights

Min Stay

Sail Away by AMI Locals
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.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    6 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 4439 Sq Ft (412 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Kitchen Island Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill Fenced Yard Firepit
  • POOL/SPA

    Heated Pool Hot Tub Private Pool
  • BATHROOMS

    6.5 Bathrooms Hair Dryer Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Basketball Nearby Birdwatching Nearby Fishing Nearby Fitness Facilities Nearby Horse Riding Nearby Marina Nearby Parasailing Nearby Power Boating Nearby Sailing Nearby Wildlife And Game Walks Nearby
  • ENTERTAINMENT

    Arcade/game Room Foosball Table Pool Or Billiards Table Table Tennis Smart TV With Cable/satellite Service
  • LIVING SPACES

    Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    Near A Health Or Beauty Spa Near A Hospital Near Outlet Shopping Near The Sea On The Waterfront
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Elevator Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 8

Map Map

School District Rates & Availability

Review Review

  • Mike D.

    Submitted Sep 3, 2025

    Stayed Aug 28, 2025

    It was impressively beautiful

  • Michael M.

    Submitted Aug 2, 2025

    Stayed Jul 27, 2025

    Great pool, interior and deck space. Beds were a little hard/uncomfortable. Construction next door was loud. The canal can sometimes smell like a canal.

  • Submitted Oct 5, 2022

    Stayed Sep 10, 2022

    Great place to stay. Had to buy cleaning materials and dish cloths, tea towels etc. Also 1 tiny bar of soap per room very mean with no toiletries or even washing up liquid! They said they'd drop these things off but they didn't. A bit disappointing on arrival. But once we'd bought these things we did have a great time and the house was great to stay at

  • Patrick W.

    Submitted Aug 31, 2022

    Stayed Aug 13, 2022

    Beautiful home with privacy on the canal and a block away from the beach. All of the amenities you would expect in a beach vacation home. One of the best homes we have stayed in…

  • Ryan W.

    Submitted Dec 15, 2021

    Stayed Dec 6, 2021

    We enjoyed every moment of our stay. The house was clean and well stocked. The pool and spa were wonderful and kept clean/maintained during our entire stay. I would recommend this property to anyone looking for an escape to a magical place. Anna Maria island was beautiful. The beaches were clean and not crowded.

  • Nelson C.

    Submitted Feb 24, 2021

    Stayed Feb 4, 2021

    Came to celebrate a couple of Birthdays and watch the Superbowl. The outside space was everything! Will definitely be back.

  • Anastasia V.

    Submitted Sep 4, 2020

    Stayed Aug 13, 2020

    As a family, we wanted to take a little getaway trip and it was important to us that we find a house that is luxurious and would meet all our needs for a relaxing vacation. This house was great because it had the pool and was close to the beach, it was very modern and spacious and comfortable. Overall, the house was great and we enjoyed our stay. There were some minor issues like the freezer not staying cold enough, dishwasher rack was bit broken, outdoor fans not all working, cobwebs in the chandelier, and the furniture was pretty badly stained. The maintenance crew was always quick to respond, but didn't always completely resolve the issues. That being said, we would still consider staying here again or a similar home in the area because the views are amazing and it's so close to the beach and the pool was exactly what we wanted.

  • nikki c.

    Submitted Jun 23, 2020

    Stayed Jun 13, 2020

    Everything you could possibly need and more with this home. Our kids loved the pool and game room area and enjoyed fishing off the pier. Will definitely rent again in the future.

  • Cassandra M.

    Submitted Apr 1, 2020

    Stayed Mar 14, 2020

    I never rave about a property or place I stay...sorry, but I’m just not that easily impressed. HOWEVER.. I recant! Nicest place we have ever stayed. We will come back to this exact house! We might even buy it if it’s for sale after our oldest graduates!!! Not kidding. Crazy amazing. Thank you♥️

  • victoria b.

    Submitted Jan 23, 2020

    Stayed Jan 17, 2020

    The house was gorgeous and in a great location. Would definitely stay again!

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Total

Includes taxes and fees
$1,294+
View details