Cloud Nine on Pine
Cloud Nine on Pine by Anna Maria Island Accommodations
- Balcony
- Ensuite bathroom
- Bath linens
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Flexible check-in & out
Check-in after 4:00 PM • Check-out before 10:00 AM
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Easy cancellation
About this property
Cloud Nine on Pine by Anna Maria Island Accommodations 303 Pine Ave, Anna Maria, FL 34216 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.
Availability & Pricing
| Date | Price (USD, excl. fees and taxes) | Availability | Min Stay (nights) |
|---|---|---|---|
| Feb 16, 2026 | $695 | Available | 3 |
| Feb 17, 2026 | $695 | Available | 3 |
| Feb 18, 2026 | $695 | Available | 3 |
| Feb 19, 2026 | $695 | Available | 3 |
| Feb 20, 2026 | $695 | Available | 3 |
| Feb 21, 2026 | $695 | Not Available | 3 |
| Feb 22, 2026 | $695 | Not Available | 3 |
| Feb 23, 2026 | $695 | Not Available | 3 |
| Feb 24, 2026 | $695 | Not Available | 3 |
| Feb 25, 2026 | $695 | Not Available | 2 |
| Feb 26, 2026 | $695 | Not Available | 2 |
| Feb 27, 2026 | $695 | Not Available | 3 |
| Feb 28, 2026 | $695 | Not Available | 3 |
| Mar 1, 2026 | $695 | Not Available | 3 |
| Mar 2, 2026 | $695 | Not Available | 3 |
| Mar 3, 2026 | $695 | Not Available | 3 |
| Mar 4, 2026 | $695 | Not Available | 3 |
| Mar 5, 2026 | $695 | Not Available | 3 |
| Mar 6, 2026 | $695 | Available | 3 |
| Mar 7, 2026 | $695 | Available | 3 |
| Mar 8, 2026 | $695 | Available | 3 |
| Mar 9, 2026 | $695 | Available | 3 |
| Mar 10, 2026 | $695 | Available | 3 |
| Mar 11, 2026 | $695 | Not Available | 3 |
| Mar 12, 2026 | $695 | Not Available | 3 |
| Mar 13, 2026 | $695 | Not Available | 3 |
| Mar 14, 2026 | $695 | Not Available | 3 |
| Mar 15, 2026 | $695 | Available | 3 |
| Mar 16, 2026 | $695 | Available | 3 |
| Mar 17, 2026 | $695 | Available | 3 |
| Mar 18, 2026 | $695 | Available | 3 |
| Mar 19, 2026 | $695 | Available | 3 |
| Mar 20, 2026 | $695 | Available | 3 |
| Mar 21, 2026 | $695 | Not Available | 3 |
| Mar 22, 2026 | $695 | Not Available | 3 |
| Mar 23, 2026 | $695 | Not Available | 3 |
| Mar 24, 2026 | $695 | Not Available | 3 |
| Mar 25, 2026 | $695 | Not Available | 3 |
| Mar 26, 2026 | $695 | Not Available | 3 |
| Mar 27, 2026 | $695 | Not Available | 3 |
| Mar 28, 2026 | $695 | Not Available | 3 |
| Mar 29, 2026 | $695 | Not Available | 3 |
| Mar 30, 2026 | $695 | Not Available | 3 |
| Mar 31, 2026 | $695 | Not Available | 3 |
| Apr 1, 2026 | $695 | Not Available | 3 |
| Apr 2, 2026 | $695 | Not Available | 3 |
| Apr 3, 2026 | $695 | Not Available | 3 |
| Apr 4, 2026 | $695 | Not Available | 3 |
| Apr 5, 2026 | $695 | Not Available | 3 |
| Apr 6, 2026 | $695 | Not Available | 3 |
| Apr 7, 2026 | $695 | Not Available | 3 |
| Apr 8, 2026 | $695 | Not Available | 3 |
| Apr 9, 2026 | $695 | Not Available | 3 |
| Apr 10, 2026 | $695 | Not Available | 3 |
| Apr 11, 2026 | $695 | Not Available | 3 |
| Apr 12, 2026 | $695 | Not Available | 3 |
| Apr 13, 2026 | $695 | Not Available | 3 |
| Apr 14, 2026 | $695 | Not Available | 3 |
| Apr 15, 2026 | $695 | Not Available | 3 |
| Apr 16, 2026 | $695 | Not Available | 3 |
| Apr 17, 2026 | $695 | Not Available | 3 |
| Apr 18, 2026 | $695 | Available | 3 |
| Apr 19, 2026 | $695 | Available | 3 |
| Apr 20, 2026 | $695 | Available | 3 |
| Apr 21, 2026 | $695 | Available | 3 |
| Apr 22, 2026 | $695 | Available | 3 |
| Apr 23, 2026 | $695 | Available | 3 |
| Apr 24, 2026 | $695 | Available | 3 |
| Apr 25, 2026 | $695 | Available | 3 |
| Apr 26, 2026 | $695 | Available | 3 |
| Apr 27, 2026 | $695 | Available | 3 |
| Apr 28, 2026 | $695 | Available | 3 |
| Apr 29, 2026 | $695 | Available | 3 |
| Apr 30, 2026 | $695 | Not Available | 3 |
| May 1, 2026 | $695 | Not Available | 3 |
| May 2, 2026 | $695 | Not Available | 3 |
| May 3, 2026 | $695 | Not Available | 2 |
| May 4, 2026 | $695 | Not Available | 2 |
| May 5, 2026 | $695 | Not Available | 3 |
| May 6, 2026 | $695 | Not Available | 3 |
| May 7, 2026 | $695 | Not Available | 3 |
| May 8, 2026 | $695 | Not Available | 3 |
| May 9, 2026 | $695 | Available | 3 |
| May 10, 2026 | $695 | Available | 3 |
| May 11, 2026 | $695 | Available | 3 |
| May 12, 2026 | $695 | Available | 3 |
| May 13, 2026 | $695 | Available | 3 |
| May 14, 2026 | $695 | Available | 3 |
| May 15, 2026 | $695 | Not Available | 3 |
| May 16, 2026 | $695 | Not Available | 3 |
| May 17, 2026 | $695 | Not Available | 3 |
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