$0
for 3 nights

Home in Anna Maria, FL

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!

-
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

Exterior

1 full bed

Pool

1 full bed

Balcony

1 full bed

Dining Room

1 full bed

Game Room 1

1 full bed

Bedroom 1

1 full bed

Bedroom 3

1 king bed

Bedroom 4

1 king bed

Bedroom 5

1 king bed

Bedroom 6

2 twin beds

Exterior

1 full bed

Pool

1 full bed

Balcony

1 full bed

Dining Room

1 full bed

Game Room 1

1 full bed

Bedroom 1

1 full bed

Bedroom 3

1 king bed

Bedroom 4

1 king bed

Bedroom 5

1 king bed

Bedroom 6

2 twin beds

Amenities

Common Amenities

  • Free parking
  • Wifi
  • Surfboards
  • BBQ Utensils
  • Outdoor shower
  • Boat dock
  • Rooftop
  • Canal view
  • Gym
  • Kayaks
  • Patio
  • Game Room
  • Elevator
  • Hot water
  • Fire extinguisher
  • Carbon monoxide detector
  • Smoke detector
  • Air conditioning
  • Hair dryer
  • Heating
  • Kitchen
  • Ocean view
  • Ironing board
  • Toaster
  • Heated pool
  • Garden
  • Blender
  • Long term stays allowed
  • Baking sheet
  • Swim-up bar
  • First aid kit

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

  • Bed linens
  • Balcony
  • 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, FL 34216, US

Anna Maria, FL, US
27.527249-82.7302669
Timezone: America/New_York

Restaurants

Wicked Cantina Bradenton Beach

Nestled on Anna Maria Island across from the beach, Wicked Cantina serves up bold Austin-style Tex Mex tacos, sizzling fajitas, and award-winning margaritas in a lively Gulf-view patio vibe with live music daily.

Tide Tables Restaurant and Marina

Nestled in historic Cortez Fishing Village, Tide Tables serves the freshest dockside seafood like blackened Corvina fish tacos amid stunning Intracoastal Waterway views, dolphin sightings, and a laid-back tiki bar vibe. Dock your boat at marker 48 and savor Old Florida charm.

Sandbar Seafood + Spirits

Savor fresh Gulf-to-table seafood like chargrilled octopus and grouper at Sandbar Seafood + Spirits, Anna Maria Island's iconic beachfront gem. Dine toes-in-the-sand with breathtaking sunsets, rustic charm, and sustainable flavors in a refreshed coastal haven.

The Ugly Grouper

Nestled in Holmes Beach on Anna Maria Island, The Ugly Grouper is a lively outdoor haven for fresh seafood like crispy grouper tacos, epic frozen drinks, and live music that keeps the island vibes flowing. Play games, dine under cover, and savor the fun with family or friends.

Anna Maria Island Beach Cafe

Savor all-you-can-eat pancakes and sausage, fresh seafood platters, and juicy half-pound burgers at Anna Maria Island Beach Cafe, your gulf-front haven with casual patio dining, live music, and island-sized drinks at the bamboo beach bar.[1][2][3]

Anna Maria Oyster Bar on the Pier

Nestled on Historic Bridge Street Pier with stunning Intracoastal Waterway views, Anna Maria Oyster Bar on the Pier serves fresh Gulf oysters nine ways, seafood favorites like grouper and shrimp, and casual Florida vibes at great value.[1][2][4]

Beach House Waterfront Restaurant

Beach House Waterfront Restaurant is a casual waterfront dining destination on Anna Maria Island featuring fresh seafood and cocktails with stunning 650-foot Gulf of Mexico views, perfect for enjoying signature island sunsets from the climate-friendly outdoor deck or toes-in-the-sand seating.

The Waterfront Restaurant

Nestled along the serene Bayou DeSiard in a historic 1930s building, The Waterfront Grill offers upscale American and seafood dishes like grilled Black Angus steaks and Catfish DeSiard, paired with relaxing waterfront views and laid-back Louisiana charm.[1][2][4][6]

Ginny's & Jane E's Cafe and Gift Store

Ginny's & Jane E's is a charming cafe and boutique on Anna Maria Island that serves fresh breakfast and lunch featuring house-baked cinnamon rolls and quality ingredients, all while doubling as an eclectic gift shop filled with local art, handmade jewelry, and quirky coastal treasures that capture the laid-back island spirit.

Attractions

Manatee Public Beach

Discover the pristine white sands and turquoise waters of Manatee Public Beach, where shell-hunting, volleyball, playground fun, and lifeguard safety create a perfect family day out. Ideal for energetic families and groups seeking memorable Anna Maria Island adventures.[1][4][5]

Anna Maria Island Beach

Unwind on Anna Maria Island Beach's pristine white sands, where turquoise waters invite swimming, kayaking, and dolphin spotting amid stunning sunsets. Perfect for families, nature lovers, and anyone craving Old Florida's serene, adventure-filled escape.

De Soto National Memorial

Step back in time at De Soto National Memorial, where ranger-led kayak tours glide through coastal ecosystems, living history reenactments bring 16th-century explorers to life, and short trails reveal bird-filled shores and native villages. History buffs, families, and nature lovers will relish this free, uncrowded gem blending adventure and heritage.

Robinson Preserve

Discover Robinson Preserve's maze of shaded boardwalks, mangrove tunnels, and serene waterways perfect for kayaking, birdwatching, or hiking to a stunning observation tower. Nature lovers, families, and adventure seekers will love this lush 600-acre Florida wildlife haven.[1][2][4][5][6]

Bean Point Beach Access

Discover Bean Point Beach Access, Anna Maria Island's secluded northern tip where powdery white sands meet turquoise Gulf waters and stunning Sunshine Skyway Bridge views. Nature lovers and serenity seekers will cherish this uncrowded oasis, perfect for tranquil strolls and shelling.

Fort De Soto Dog Park / Beach

Unleash your furry friend at Fort De Soto's exclusive off-leash dog beach—the only one in Pinellas County—where they can romp on soft white sands, splash in turquoise waters, and play in adjacent fenced parks with showers. Dog-loving adventurers and their pups will adore this pet paradise amid nature trails and wildlife.

Ana Maria island

Discover Anna Maria Island's pristine sugar-white beaches and kayak through serene mangroves teeming with wildlife, all explorable by free trolley, bike, or golf cart in this Old Florida paradise. Families, beach lovers, and adventure seekers will cherish its relaxed charm and stunning sunsets.

Coquina Beach

Discover Coquina Beach's pristine white sands, calm waters teeming with dolphins, manatees, and sea turtles, plus thrilling kayaking and shell-hunting adventures. Families and couples love its safe, wildlife-rich shores and sunset magic.[1][2][4]

Holmes Beach

Discover the thrill of watersports in Holmes Beach, from adrenaline-pumping jet skiing and kayaking over crystal-clear Gulf waters teeming with sea life, to serene paddleboarding at sunset. Adventure seekers and beach lovers will adore this vibrant playground on Anna Maria Island.[1]

Palma Sola Botanical Park

Discover the magic of Palma Sola Botanical Park, a lush 10-acre oasis brimming with rare tropical fruits like dragon fruit and lychee, fluttering butterflies, tranquil lakes, and exotic gardens. Nature lovers, birdwatchers, and serene strollers will adore this free, frost-free haven perfect for peaceful exploration.

Things to know

Cancellation policy

Free cancellation up to 14 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
Jul 17, 2026$1410Available
Jul 18, 2026$1720Not Available
Jul 19, 2026$1319Not Available
Jul 20, 2026$1276Not Available
Jul 21, 2026$1251Not Available
Jul 22, 2026$1346Not Available
Jul 23, 2026$1409Not Available
Jul 24, 2026$1673Not Available
Jul 25, 2026$2004Not Available
Jul 26, 2026$1653Not Available
Jul 27, 2026$1595Not Available
Jul 28, 2026$1570Not Available
Jul 29, 2026$1574Not Available
Jul 30, 2026$1623Not Available
Jul 31, 2026$1923Not Available
Aug 1, 2026$1727Available
Aug 2, 2026$1339Available
Aug 3, 2026$1288Available
Aug 4, 2026$1291Available
Aug 5, 2026$1250Available
Aug 6, 2026$1299Available
Aug 7, 2026$1598Not Available
Aug 8, 2026$1552Not Available
Aug 9, 2026$1156Not Available
Aug 10, 2026$1048Available
Aug 11, 2026$972Available
Aug 12, 2026$954Available
Aug 13, 2026$972Available
Aug 14, 2026$1583Available
Aug 15, 2026$1445Available
Aug 16, 2026$1132Available
Aug 17, 2026$1193Available
Aug 18, 2026$1167Available
Aug 19, 2026$1173Available
Aug 20, 2026$1263Available
Aug 21, 2026$1206Not Available
Aug 22, 2026$1291Not Available
Aug 23, 2026$1071Not Available
Aug 24, 2026$1052Not Available
Aug 25, 2026$1049Not Available
Aug 26, 2026$1052Not Available
Aug 27, 2026$1025Not Available
Aug 28, 2026$1221Not Available
Aug 29, 2026$1199Not Available
Aug 30, 2026$967Not Available
Aug 31, 2026$952Not Available
Sep 1, 2026$824Not Available
Sep 2, 2026$824Not Available
Sep 3, 2026$1014Not Available
Sep 4, 2026$1363Not Available
Sep 5, 2026$1445Not Available
Sep 6, 2026$1286Not Available
Sep 7, 2026$1022Not Available
Sep 8, 2026$965Available
Sep 9, 2026$946Available
Sep 10, 2026$971Available
Sep 11, 2026$992Available
Sep 12, 2026$1044Available
Sep 13, 2026$773Not Available
Sep 14, 2026$724Not Available
Sep 15, 2026$721Not Available
Sep 16, 2026$747Not Available
Sep 17, 2026$941Available
Sep 18, 2026$1062Available
Sep 19, 2026$1050Available
Sep 20, 2026$805Available
Sep 21, 2026$763Available
Sep 22, 2026$759Available
Sep 23, 2026$763Available
Sep 24, 2026$880Available
Sep 25, 2026$994Available
Sep 26, 2026$995Available
Sep 27, 2026$798Available
Sep 28, 2026$749Available
Sep 29, 2026$721Available
Sep 30, 2026$736Available
Oct 1, 2026$876Available
Oct 2, 2026$1080Available
Oct 3, 2026$1182Available
Oct 4, 2026$1204Available
Oct 5, 2026$1169Available
Oct 6, 2026$1133Available
Oct 7, 2026$1172Available
Oct 8, 2026$1161Not Available
Oct 9, 2026$1289Not Available
Oct 10, 2026$1363Not Available
Oct 11, 2026$1193Not Available
Oct 12, 2026$1503Available
Oct 13, 2026$1200Not Available
Oct 14, 2026$1200Not Available
Oct 15, 2026$1212Not Available