$0
for 0 nights

Home in Anna Maria, FL

6 bedrooms

0 beds

7 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 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

Bedroom 1

1 king bed

Bedroom 2

1 king 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

Bedroom 1

1 king bed

Bedroom 2

1 king 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

  • Wifi
  • Free parking
  • Game Room
  • First aid kit
  • Fire extinguisher
  • Carbon monoxide detector
  • Smoke detector
  • Air conditioning
  • Putting green
  • Heating
  • Patio
  • Heated pool
  • Kitchen
  • Gym
  • Ocean view
  • Kayaks
  • Toaster
  • Garden
  • Bathtub
  • Beach access
  • Hot water

Pool

  • Outdoor pool
  • Hot tub

Patio

  • Outdoor seating
  • Outdoor dining area
  • BBQ Area
  • BBQ Utensils
  • Cornhole

Balcony

  • Outdoor seating
  • Outdoor dining area

Living Room

  • TV

Dining Room

  • Dining table

Kitchen

  • Oven
  • Cooking basics
  • Stove
  • Microwave
  • Freezer
  • Fridge
  • Dishwasher
  • Dishes
  • Coffee maker
  • Coffee
  • Kettle
  • Tea
  • Spices
  • Silverware
  • Cleaning supplies
  • 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
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap
  • Ensuite bathroom
  • Hair dryer

Bedroom 2

  • Bed linens
  • Ceiling fan
  • Balcony

Ensuite Bathroom 2

  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap
  • Ensuite bathroom

Bedroom 3

  • Bed linens
  • Ceiling fan

Ensuite Bathroom 3

  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap
  • Ensuite bathroom

Bedroom 4

  • Bed linens
  • TV

Ensuite Bathroom 4

  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap
  • Ensuite bathroom

Bedroom 5

  • Bed linens

Ensuite Bathroom 5

  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap

Bedroom 6

  • Bed linens

Ensuite Bathroom 6

  • Bath linens
  • Toilet
  • Shower
  • Shower gel
  • Shampoo
  • Conditioner
  • Body soap

Half Bath

  • Bath linens
  • Half bath
  • Toilet
  • Body soap

Common areas

  • Elevator

Laundry Room

  • Washer
  • Dryer
  • Cleaning supplies
  • Ironing board
  • Iron

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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

PV Standard CXL Policy ($295 penalty): No refund cancellation policy within 60 days of arrival, NO $295 fee is applied (not possible) ~clb 04/26/23; Full refund given if cancelled 61+ days before arrival, less $295 fee

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
May 30, 2026$1654Not Available
May 31, 2026$1334Not Available
Jun 1, 2026$1292Not Available
Jun 2, 2026$1275Not Available
Jun 3, 2026$1282Not Available
Jun 4, 2026$1335Not Available
Jun 5, 2026$1760Not Available
Jun 6, 2026$1888Not Available
Jun 7, 2026$1676Not Available
Jun 8, 2026$1648Not Available
Jun 9, 2026$1625Not Available
Jun 10, 2026$1648Not Available
Jun 11, 2026$1713Not Available
Jun 12, 2026$2040Not Available
Jun 13, 2026$1773Not Available
Jun 14, 2026$1713Not Available
Jun 15, 2026$1683Not Available
Jun 16, 2026$1740Not Available
Jun 17, 2026$1735Not Available
Jun 18, 2026$1755Not Available
Jun 19, 2026$1883Not Available
Jun 20, 2026$1815Not Available
Jun 21, 2026$1754Not Available
Jun 22, 2026$1765Not Available
Jun 23, 2026$1849Not Available
Jun 24, 2026$1849Not Available
Jun 25, 2026$1716Available
Jun 26, 2026$1771Available
Jun 27, 2026$1825Not Available
Jun 28, 2026$1651Not Available
Jun 29, 2026$1627Not Available
Jun 30, 2026$1639Not Available
Jul 1, 2026$1728Not Available
Jul 2, 2026$1904Not Available
Jul 3, 2026$2230Not Available
Jul 4, 2026$2029Available
Jul 5, 2026$1679Available
Jul 6, 2026$1500Available
Jul 7, 2026$1462Available
Jul 8, 2026$1447Available
Jul 9, 2026$1497Available
Jul 10, 2026$1647Available
Jul 11, 2026$1741Not Available
Jul 12, 2026$1682Not Available
Jul 13, 2026$1671Not Available
Jul 14, 2026$1677Not Available
Jul 15, 2026$1694Not Available
Jul 16, 2026$1696Not Available
Jul 17, 2026$1741Not Available
Jul 18, 2026$1715Available
Jul 19, 2026$1670Available
Jul 20, 2026$1691Not Available
Jul 21, 2026$1687Not Available
Jul 22, 2026$1695Not Available
Jul 23, 2026$1630Available
Jul 24, 2026$1754Not Available
Jul 25, 2026$1551Not Available
Jul 26, 2026$1373Not Available
Jul 27, 2026$1318Not Available
Jul 28, 2026$1335Not Available
Jul 29, 2026$1337Not Available
Jul 30, 2026$1350Not Available
Jul 31, 2026$1495Not Available
Aug 1, 2026$1495Not Available
Aug 2, 2026$1289Not Available
Aug 3, 2026$1240Not Available
Aug 4, 2026$1241Not Available
Aug 5, 2026$1207Not Available
Aug 6, 2026$1281Not Available
Aug 7, 2026$1453Not Available
Aug 8, 2026$1428Available
Aug 9, 2026$1212Available
Aug 10, 2026$1088Available
Aug 11, 2026$1021Available
Aug 12, 2026$1000Available
Aug 13, 2026$1008Available
Aug 14, 2026$1126Available
Aug 15, 2026$1164Available
Aug 16, 2026$1002Available
Aug 17, 2026$964Available
Aug 18, 2026$930Available
Aug 19, 2026$956Available
Aug 20, 2026$1006Available
Aug 21, 2026$1064Available
Aug 22, 2026$1028Available
Aug 23, 2026$860Available
Aug 24, 2026$813Available
Aug 25, 2026$788Available
Aug 26, 2026$793Available
Aug 27, 2026$849Available
Aug 28, 2026$995Available