$0
for 6 nights

Home in Anna Maria, FL

6 bedrooms

6 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

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

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.

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]

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
Jun 12, 2026$1788Not Available
Jun 13, 2026$1637Not Available
Jun 14, 2026$1315Not Available
Jun 15, 2026$1278Not Available
Jun 16, 2026$1324Not Available
Jun 17, 2026$1251Not Available
Jun 18, 2026$1320Not Available
Jun 19, 2026$1592Not Available
Jun 20, 2026$1642Not Available
Jun 21, 2026$1363Not Available
Jun 22, 2026$1396Not Available
Jun 23, 2026$1464Not Available
Jun 24, 2026$1465Not Available
Jun 25, 2026$1143Available
Jun 26, 2026$1353Available
Jun 27, 2026$1771Not Available
Jun 28, 2026$1608Not Available
Jun 29, 2026$1583Not Available
Jun 30, 2026$1594Not Available
Jul 1, 2026$1690Not Available
Jul 2, 2026$1828Not Available
Jul 3, 2026$2230Not Available
Jul 4, 2026$1524Available
Jul 5, 2026$1331Available
Jul 6, 2026$1205Available
Jul 7, 2026$1088Available
Jul 8, 2026$1085Available
Jul 9, 2026$1124Available
Jul 10, 2026$1239Available
Jul 11, 2026$1822Not Available
Jul 12, 2026$1753Not Available
Jul 13, 2026$1745Not Available
Jul 14, 2026$1740Not Available
Jul 15, 2026$1747Not Available
Jul 16, 2026$1760Not Available
Jul 17, 2026$1821Not Available
Jul 18, 2026$1701Available
Jul 19, 2026$1646Available
Jul 20, 2026$1678Not Available
Jul 21, 2026$1671Not Available
Jul 22, 2026$1680Not Available
Jul 23, 2026$1602Available
Jul 24, 2026$1746Not Available
Jul 25, 2026$1468Not Available
Jul 26, 2026$1280Not Available
Jul 27, 2026$1226Not Available
Jul 28, 2026$1255Not Available
Jul 29, 2026$1258Not Available
Jul 30, 2026$1294Not Available
Jul 31, 2026$1398Not Available
Aug 1, 2026$1467Not Available
Aug 2, 2026$1265Not Available
Aug 3, 2026$1215Not Available
Aug 4, 2026$1217Not Available
Aug 5, 2026$1189Not Available
Aug 6, 2026$1242Not Available
Aug 7, 2026$1394Not Available
Aug 8, 2026$1400Available
Aug 9, 2026$1186Available
Aug 10, 2026$1064Available
Aug 11, 2026$1001Available
Aug 12, 2026$977Available
Aug 13, 2026$1006Available
Aug 14, 2026$1097Available
Aug 15, 2026$1072Available
Aug 16, 2026$918Available
Aug 17, 2026$874Available
Aug 18, 2026$860Available
Aug 19, 2026$863Available
Aug 20, 2026$934Available
Aug 21, 2026$1009Available
Aug 22, 2026$1000Available
Aug 23, 2026$836Available
Aug 24, 2026$790Available
Aug 25, 2026$765Available
Aug 26, 2026$766Available
Aug 27, 2026$825Available
Aug 28, 2026$981Available
Aug 29, 2026$929Available
Aug 30, 2026$727Available
Aug 31, 2026$694Available
Sep 1, 2026$642Available
Sep 2, 2026$650Available
Sep 3, 2026$829Available
Sep 4, 2026$1043Available
Sep 5, 2026$1103Available
Sep 6, 2026$965Available
Sep 7, 2026$777Available
Sep 8, 2026$722Available
Sep 9, 2026$627Available
Sep 10, 2026$694Available