$0
for 0 nights

Home in Anna Maria, FL

6 bedrooms

6 beds

6.5 bathrooms

8 guests

New

3000 sq. ft.

Operated by a Wander partner

Trusted operators, vetted by Wander

About the property

Cloud Nine on Pine by Anna Maria Island Accommodations
Home in Anna Maria, Florida

Welcome to Cloud Nine on Pine, a six bedroom, six and a half bath luxury retreat in the heart of Anna Maria Island. This coastal home features three levels of stylish living space, a rooftop deck with 360° island views, and premium amenities that include a heated pool and spa, putting green, elevator, foosball, and ping pong. Just a four-minute walk to the Gulf’s white sand beaches and steps from Pine Avenue’s shops and dining, this vacation home is the perfect choice for families and groups looking for the ultimate Anna Maria Island getaway.

Highlights
• 4-minute walk to Anna Maria Beach
• 6 Bedrooms / 6.5 Bathrooms
• 5 King beds, 1 Full-over-Twin-over-Full bunk bed
• Rooftop deck with panoramic Gulf and Bay views
• Private heated pool and spa
• Elevator
• Putting green and cornhole
• Foosball, and ping pong table
• 4 parking spaces
• Steps from dining and shopping on Pine Avenue

Soak up the sun by the heated pool and spa, craft cocktails at the outdoor wet bar, or test your skills on the putting green. Kids and adults alike will love friendly competitions at the foosball and ping pong tables. When the day winds down, head to the rooftop deck for a front-row seat to Anna Maria’s breathtaking sunsets. With an elevator for easy access and plenty of space for everyone, this home truly has it all.

The second-floor great room is designed for relaxation and entertainment, with comfortable sofas, a large TV, and private terrace views. The gourmet kitchen features upgraded appliances, quartz counters, and a spacious island with barstool seating, making it easy to prepare meals together. Dine around the large family table or enjoy a breezy meal outdoors. For added convenience, this level also includes a half bath and laundry room.

Cloud Nine on Pine offers six beautifully appointed bedrooms, each with its own ensuite bathroom for added privacy and comfort. On the second floor, two king bedrooms and one triple bunk bedroom (full-over-twin-over-full) provide stylish accommodations, with the bunk room being a favorite for kids. Upstairs, the third floor features three additional king bedrooms, each with spa-inspired ensuite bathrooms, walk-in showers, and some with private balconies. In total, the home features five king bedrooms and one bunk room, making it perfect for large groups and families.

Room Details
Second Floor
-Primary Bedroom: King bed, ensuite walk-in shower
-Second Bedroom: Triple bunk (Full over Twin over Full), ensuite shower
-Third Bedroom: King bed, ensuite shower/tub combo

Third Floor
-Fourth Bedroom: King bed, ensuite shower
-Fifth Bedroom: King bed, ensuite shower
-Sixth Bedroom: King bed, ensuite shower

Cloud Nine on Pine puts you right in the heart of Anna Maria Island. You’re within walking distance of Pine Avenue’s boutiques, ice cream shops, and restaurants, with quick access to the AMI Trolley for exploring Holmes Beach, Bradenton Beach, and beyond. Visit the Historic City Pier, enjoy local fishing, or take part in endless water adventures; everything is just minutes away.

With luxurious amenities, a prime location, and plenty of room for families and groups, Cloud Nine on Pine by Anna Maria Island Accommodations is your dream vacation home. Whether you’re lounging poolside, watching sunsets from the rooftop deck, or discovering the charm of Anna Maria Island, this home makes every moment unforgettable. Book your island escape today!

-
There are no pets allowed in this home.

*Please note: 4 cars maximum are able to park at this home. 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 Accommodations, an Anna Maria Island property management company.

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 Accommodations 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

Patio

1 full bed

Rooftop

1 full bed

Living Room

1 full bed

Kitchen

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 full bunk beds, 1 twin bunk bed

Exterior

1 full bed

Patio

1 full bed

Rooftop

1 full bed

Living Room

1 full bed

Kitchen

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 full bunk beds, 1 twin bunk bed

Amenities

Common Amenities

  • Free parking
  • Wifi
  • Iron
  • BBQ Utensils
  • First aid kit
  • Gym
  • Beach access
  • Kayaks
  • Fire extinguisher
  • Carbon monoxide detector
  • Smoke detector
  • Air conditioning
  • Putting green
  • Heating
  • Patio
  • Heated pool
  • Kitchen
  • Ocean view
  • Toaster
  • Garden
  • Bathtub
  • Hot water
  • Long term stays allowed
  • Baking sheet
  • Cornhole
  • Game Room

Pool

  • Outdoor pool
  • Hot tub

Patio

  • Outdoor seating
  • BBQ Area

Balcony

  • Outdoor seating

Living Room

  • TV

Dining Room

  • Dining table

Kitchen

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

Game Room

  • Foosball table
  • Ping pong table
  • Pool table

Bedroom 1

  • Bed linens
  • TV
  • Balcony
  • Ceiling fan

Ensuite Bathroom 1

  • Bath linens
  • Hair dryer

Bedroom 2

  • Bed linens
  • Ceiling fan
  • Balcony

Ensuite Bathroom 2

  • Bath linens

Bedroom 3

  • Bed linens
  • Ceiling fan

Ensuite Bathroom 3

  • Bath linens

Bedroom 4

  • Bed linens
  • TV

Ensuite Bathroom 4

  • Bath linens

Bedroom 5

  • Bed linens

Ensuite Bathroom 5

  • Bath linens

Bedroom 6

  • Bed linens

Ensuite Bathroom 6

  • Bath linens

Half Bath

  • Bath linens

Common areas

  • Elevator

Laundry Room

  • Washer
  • Dryer
  • Ironing board

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Where you’ll be

Anna Maria, FL 34216, US

Anna Maria, FL, US
27.5281563-82.735506
Timezone: America/New_York

Restaurants

Sandbar Seafood + Spirits

Sandbar Seafood + Spirits is an iconic Anna Maria Island beachfront restaurant offering fresh wild-caught seafood and local organic vegetables in a relaxed atmosphere where you can dine with your toes in the sand while watching Gulf sunsets.

The Waterfront Restaurant

The Waterfront Gastropub in Carleton Place serves up Canadian pub fare, from hearty breakfasts to late-night drinks, in a lively spot with waterfront views, live music, and outdoor seating. Perfect for families or casual gatherings with free parking and a full bar.[1]

Beach House Waterfront Restaurant

Savor fresh seafood and cocktails at Beach House Waterfront Restaurant, where toes-in-the-sand dining and a 650ft Gulf of Mexico view create the ultimate beachfront sunset escape. Upscale casual vibes meet sustainable flavors on Anna Maria Island.

Anna Maria Island Beach Cafe

Savor all-you-can-eat pancakes and sausage, fresh seafood, and juicy burgers at Anna Maria Island Beach Cafe, your gulf-front haven with sandy play areas, live music, and island-sized drinks at the Bamboo Beach Bar.[1][2][3]

The Ugly Grouper

The Ugly Grouper is a laid-back, outdoor seafood restaurant on Anna Maria Island famous for its fresh grouper tacos and island vibe, complete with live music, games, and a quirky 3000-pound metal fish sculpture that makes it impossible to miss.

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

Nestled on Anna Maria Island, Ginny's & Jane E's Cafe and Gift Store blends hearty breakfasts, fresh bakery treats like giant cinnamon rolls, and an eclectic boutique of funky local art and coastal treasures in a quirky, welcoming vibe.[1][2][5]

Wicked Cantina Bradenton Beach

Nestled on Anna Maria Island with stunning Gulf views, Wicked Cantina serves up fresh, handmade Austin-style Tex Mex tacos, enchiladas, and award-winning margaritas alongside burgers and seafood. Enjoy the lively patio vibe, live music, and daily happy hour in this family-friendly beachside hotspot.

Anna Maria Oyster Bar on the Pier

Anna Maria Oyster Bar on the Pier is a casual waterfront seafood restaurant on Bradenton Beach's Historic Bridge Street, offering fresh oysters in nine preparations, Gulf Coast classics, and stunning 180-degree views of the Intracoastal Waterway with a laid-back Florida atmosphere.

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]

Robinson Preserve

Discover Robinson Preserve's 600-acre coastal paradise, where mangrove tunnels, wildlife spotting, and kayaking through salt marshes reveal dolphins, manatees, and vibrant birdlife from a stunning observation tower. Nature lovers, families, and outdoor adventurers will love this accessible Florida gem.[1][2][3][6]

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 at Camp Uzita, and short trails reveal bird-filled shores. History buffs, families, and nature lovers will relish this free, uncrowded gem blending adventure and heritage.[1][3][4][7]

Fort De Soto Dog Park / Beach

Unleash your furry friend at Fort De Soto's exclusive off-leash Dog Beach and Paw Playground, where they can romp on pristine white sands, splash in turquoise waves, and rinse off at dog showers. Dog lovers and families will adore this rare pet paradise blending beach bliss with park adventures.

Holmes Beach

Discover the thrill of Holmes Beach's pristine white sands and turquoise Gulf waters, where families splash at Manatee Public Beach, spot dolphins on kayaking tours, and zip around by golf cart. Perfect for adventure-loving families and beach enthusiasts seeking sun, surf, and serenity.[1][2][4][5][6]

Ana Maria island

Discover Anna Maria Island's pristine beaches and serene waters by renting a kayak or paddleboard to glide through mangroves and spot dolphins up close. Perfect for adventure seekers and nature lovers craving a peaceful, wildlife-filled escape.[1][3][4]

Bean Point Beach Access

Discover the secluded northern tip of Anna Maria Island at Bean Point Beach Access, where powdery white sands meet turquoise Gulf waters and stunning views of the Sunshine Skyway Bridge unfold. Nature lovers and serenity seekers will cherish this tranquil, uncrowded oasis reached via tree-lined paths.

Coquina Beach

Coquina Beach offers pristine white sand, excellent shelling opportunities, and abundant wildlife viewing—from dolphins to sea turtles—making it perfect for families and nature lovers seeking a relaxed yet engaging beach experience.

Palma Sola Botanical Park

Discover the serene 10-acre Palma Sola Botanical Park, a frost-free haven of rare palms, exotic fruit trees, butterflies, and tranquil lakes perfect for leisurely strolls. Nature lovers, photographers, and families seeking a free, peaceful escape will adore its thematic gardens and abundant wildlife.

Anna Maria Island Beach

Unwind on Anna Maria Island Beach's pristine white sands and turquoise waters, where wild dunes meet dolphin-filled bays for a serene Old Florida escape. Beach lovers, families, and nature seekers will adore its uncrowded charm and stunning sunsets.[1][2][5]

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 14, 2026$1147Not Available
Jul 15, 2026$1142Not Available
Jul 16, 2026$1183Not Available
Jul 17, 2026$1487Not Available
Jul 18, 2026$1104Available
Jul 19, 2026$862Available
Jul 20, 2026$1045Not Available
Jul 21, 2026$1025Not Available
Jul 22, 2026$1242Not Available
Jul 23, 2026$1028Available
Jul 24, 2026$1449Not Available
Jul 25, 2026$1330Not Available
Jul 26, 2026$1099Not Available
Jul 27, 2026$1059Not Available
Jul 28, 2026$1085Not Available
Jul 29, 2026$1208Not Available
Jul 30, 2026$1256Not Available
Jul 31, 2026$1360Not Available
Aug 1, 2026$1422Not Available
Aug 2, 2026$1102Not Available
Aug 3, 2026$1059Not Available
Aug 4, 2026$1061Not Available
Aug 5, 2026$1028Not Available
Aug 6, 2026$1069Not Available
Aug 7, 2026$1315Not Available
Aug 8, 2026$1222Available
Aug 9, 2026$911Available
Aug 10, 2026$823Available
Aug 11, 2026$768Available
Aug 12, 2026$755Available
Aug 13, 2026$813Available
Aug 14, 2026$953Available
Aug 15, 2026$1044Available
Aug 16, 2026$872Available
Aug 17, 2026$831Available
Aug 18, 2026$802Available
Aug 19, 2026$814Available
Aug 20, 2026$890Available
Aug 21, 2026$994Available
Aug 22, 2026$975Available
Aug 23, 2026$785Available
Aug 24, 2026$723Available
Aug 25, 2026$822Available
Aug 26, 2026$728Available
Aug 27, 2026$756Available
Aug 28, 2026$985Available
Aug 29, 2026$926Available
Aug 30, 2026$882Available
Aug 31, 2026$598Available
Sep 1, 2026$581Available
Sep 2, 2026$622Available
Sep 3, 2026$792Available
Sep 4, 2026$1052Available
Sep 5, 2026$1117Available
Sep 6, 2026$993Available
Sep 7, 2026$756Available
Sep 8, 2026$682Available
Sep 9, 2026$640Available
Sep 10, 2026$671Available
Sep 11, 2026$781Available
Sep 12, 2026$771Available
Sep 13, 2026$634Available
Sep 14, 2026$617Available
Sep 15, 2026$617Available
Sep 16, 2026$620Available
Sep 17, 2026$705Available
Sep 18, 2026$830Available
Sep 19, 2026$900Available
Sep 20, 2026$743Available
Sep 21, 2026$737Available
Sep 22, 2026$736Available
Sep 23, 2026$737Available
Sep 24, 2026$750Available
Sep 25, 2026$781Available
Sep 26, 2026$747Available
Sep 27, 2026$623Available
Sep 28, 2026$584Available
Sep 29, 2026$568Available
Sep 30, 2026$584Available
Oct 1, 2026$663Available
Oct 2, 2026$781Available
Oct 3, 2026$942Available
Oct 4, 2026$847Available
Oct 5, 2026$847Available
Oct 6, 2026$847Available
Oct 7, 2026$847Available
Oct 8, 2026$915Available
Oct 9, 2026$1059Available
Oct 10, 2026$1129Not Available
Oct 11, 2026$971Not Available
Oct 12, 2026$954Not Available