6 bedrooms
•
6 beds
•
6.5 bathrooms
•
8 guests
•
New
•
3000 sq. ft.
Operated by a Wander partner
Trusted operators, vetted by Wander
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!
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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.
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
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Anna Maria, FL 34216, US
Anna Maria, FL, USSandbar 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 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]
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.
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 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.
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]
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 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.
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]
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]
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]
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.
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]
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]
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 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.
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.
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]
Free cancellation up to 14 days before check-in. No refund after that.
Pets not allowed
No smoking - fees will apply
Events not allowed
Check-in after 4:00 pm
Check-out before 10:00 am
8 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Jul 14, 2026 | $1147 | Not Available |
| Jul 15, 2026 | $1142 | Not Available |
| Jul 16, 2026 | $1183 | Not Available |
| Jul 17, 2026 | $1487 | Not Available |
| Jul 18, 2026 | $1104 | Available |
| Jul 19, 2026 | $862 | Available |
| Jul 20, 2026 | $1045 | Not Available |
| Jul 21, 2026 | $1025 | Not Available |
| Jul 22, 2026 | $1242 | Not Available |
| Jul 23, 2026 | $1028 | Available |
| Jul 24, 2026 | $1449 | Not Available |
| Jul 25, 2026 | $1330 | Not Available |
| Jul 26, 2026 | $1099 | Not Available |
| Jul 27, 2026 | $1059 | Not Available |
| Jul 28, 2026 | $1085 | Not Available |
| Jul 29, 2026 | $1208 | Not Available |
| Jul 30, 2026 | $1256 | Not Available |
| Jul 31, 2026 | $1360 | Not Available |
| Aug 1, 2026 | $1422 | Not Available |
| Aug 2, 2026 | $1102 | Not Available |
| Aug 3, 2026 | $1059 | Not Available |
| Aug 4, 2026 | $1061 | Not Available |
| Aug 5, 2026 | $1028 | Not Available |
| Aug 6, 2026 | $1069 | Not Available |
| Aug 7, 2026 | $1315 | Not Available |
| Aug 8, 2026 | $1222 | Available |
| Aug 9, 2026 | $911 | Available |
| Aug 10, 2026 | $823 | Available |
| Aug 11, 2026 | $768 | Available |
| Aug 12, 2026 | $755 | Available |
| Aug 13, 2026 | $813 | Available |
| Aug 14, 2026 | $953 | Available |
| Aug 15, 2026 | $1044 | Available |
| Aug 16, 2026 | $872 | Available |
| Aug 17, 2026 | $831 | Available |
| Aug 18, 2026 | $802 | Available |
| Aug 19, 2026 | $814 | Available |
| Aug 20, 2026 | $890 | Available |
| Aug 21, 2026 | $994 | Available |
| Aug 22, 2026 | $975 | Available |
| Aug 23, 2026 | $785 | Available |
| Aug 24, 2026 | $723 | Available |
| Aug 25, 2026 | $822 | Available |
| Aug 26, 2026 | $728 | Available |
| Aug 27, 2026 | $756 | Available |
| Aug 28, 2026 | $985 | Available |
| Aug 29, 2026 | $926 | Available |
| Aug 30, 2026 | $882 | Available |
| Aug 31, 2026 | $598 | Available |
| Sep 1, 2026 | $581 | Available |
| Sep 2, 2026 | $622 | Available |
| Sep 3, 2026 | $792 | Available |
| Sep 4, 2026 | $1052 | Available |
| Sep 5, 2026 | $1117 | Available |
| Sep 6, 2026 | $993 | Available |
| Sep 7, 2026 | $756 | Available |
| Sep 8, 2026 | $682 | Available |
| Sep 9, 2026 | $640 | Available |
| Sep 10, 2026 | $671 | Available |
| Sep 11, 2026 | $781 | Available |
| Sep 12, 2026 | $771 | Available |
| Sep 13, 2026 | $634 | Available |
| Sep 14, 2026 | $617 | Available |
| Sep 15, 2026 | $617 | Available |
| Sep 16, 2026 | $620 | Available |
| Sep 17, 2026 | $705 | Available |
| Sep 18, 2026 | $830 | Available |
| Sep 19, 2026 | $900 | Available |
| Sep 20, 2026 | $743 | Available |
| Sep 21, 2026 | $737 | Available |
| Sep 22, 2026 | $736 | Available |
| Sep 23, 2026 | $737 | Available |
| Sep 24, 2026 | $750 | Available |
| Sep 25, 2026 | $781 | Available |
| Sep 26, 2026 | $747 | Available |
| Sep 27, 2026 | $623 | Available |
| Sep 28, 2026 | $584 | Available |
| Sep 29, 2026 | $568 | Available |
| Sep 30, 2026 | $584 | Available |
| Oct 1, 2026 | $663 | Available |
| Oct 2, 2026 | $781 | Available |
| Oct 3, 2026 | $942 | Available |
| Oct 4, 2026 | $847 | Available |
| Oct 5, 2026 | $847 | Available |
| Oct 6, 2026 | $847 | Available |
| Oct 7, 2026 | $847 | Available |
| Oct 8, 2026 | $915 | Available |
| Oct 9, 2026 | $1059 | Available |
| Oct 10, 2026 | $1129 | Not Available |
| Oct 11, 2026 | $971 | Not Available |
| Oct 12, 2026 | $954 | Not Available |