Anna Maria, FL

Cloud Nine on Pine

6 bedrooms 0 beds 7 baths 8 guests New

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.

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.

Availability & Pricing

For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

Date Price (USD, excl. fees and taxes) AvailabilityMin Stay (nights)
May 18, 2026$854.90Not Available2
May 19, 2026$819.88Not Available2
May 20, 2026$840.48Not Available2
May 21, 2026$883.74Not Available2
May 22, 2026$1,090.77Available2
May 23, 2026$1,826.19Not Available4
May 24, 2026$1,581.05Not Available4
May 25, 2026$1,400.80Not Available4
May 26, 2026$1,405.95Not Available4
May 27, 2026$1,137.12Available2
May 28, 2026$1,225.70Available2
May 29, 2026$1,464.66Available2
May 30, 2026$1,751Not Available5
May 31, 2026$1,446.12Not Available7
Jun 1, 2026$1,485.26Not Available7
Jun 2, 2026$1,813.83Not Available7
Jun 3, 2026$1,822.07Not Available7
Jun 4, 2026$1,840.61Not Available7
Jun 5, 2026$2,055.88Not Available7
Jun 6, 2026$2,106.35Not Available5
Jun 7, 2026$1,886.96Not Available5
Jun 8, 2026$1,837.52Not Available5
Jun 9, 2026$1,807.65Not Available5
Jun 10, 2026$1,830.31Not Available5
Jun 11, 2026$1,907.56Not Available5
Jun 12, 2026$2,150.64Not Available5
Jun 13, 2026$1,783.96Not Available3
Jun 14, 2026$1,632.55Not Available3
Jun 15, 2026$1,603.71Not Available3
Jun 16, 2026$1,657.27Not Available4
Jun 17, 2026$1,602.68Not Available4
Jun 18, 2026$1,674.78Not Available4
Jun 19, 2026$1,794.26Not Available4
Jun 20, 2026$1,814.86Not Available4
Jun 21, 2026$1,754.09Not Available4
Jun 22, 2026$1,768.51Not Available4
Jun 23, 2026$1,848.85Not Available4
Jun 24, 2026$1,848.85Not Available4
Jun 25, 2026$1,845.76Available2
Jun 26, 2026$1,890.05Available2
Jun 27, 2026$1,835.46Not Available7
Jun 28, 2026$1,656.24Not Available7
Jun 29, 2026$1,630.49Not Available7
Jun 30, 2026$1,657.27Not Available7
Jul 1, 2026$1,733.49Not Available7
Jul 2, 2026$1,921.98Not Available7
Jul 3, 2026$2,181.54Not Available7
Jul 4, 2026$2,408.14Available4
Jul 5, 2026$2,052.79Available4
Jul 6, 2026$1,821.04Available4
Jul 7, 2026$1,760.27Available4
Jul 8, 2026$1,756.15Available3
Jul 9, 2026$1,803.53Available3
Jul 10, 2026$2,008.50Available3
Jul 11, 2026$1,732.46Not Available7
Jul 12, 2026$1,681.99Not Available7
Jul 13, 2026$1,684.05Not Available7
Jul 14, 2026$1,683.02Not Available7
Jul 15, 2026$1,685.08Not Available7
Jul 16, 2026$1,684.05Not Available7
Jul 17, 2026$1,732.46Not Available7
Jul 18, 2026$1,995.11Available2
Jul 19, 2026$1,963.18Available2
Jul 20, 2026$1,893.14Not Available7
Jul 21, 2026$1,889.02Not Available7
Jul 22, 2026$1,722.16Not Available7
Jul 23, 2026$1,683.02Available7
Jul 24, 2026$1,757.18Not Available7
Jul 25, 2026$1,720.10Not Available7
Jul 26, 2026$1,526.46Not Available7
Jul 27, 2026$1,460.54Not Available7
Jul 28, 2026$1,478.05Not Available7
Jul 29, 2026$1,493.50Not Available7
Jul 30, 2026$1,524.40Not Available7
Jul 31, 2026$1,678.90Not Available7
Aug 1, 2026$1,588.26Not Available7
Aug 2, 2026$1,367.84Not Available7
Aug 3, 2026$1,331.79Not Available7
Aug 4, 2026$1,305.01Not Available7
Aug 5, 2026$1,282.35Not Available7
Aug 6, 2026$1,360.63Not Available7
Aug 7, 2026$1,527.49Not Available7
Aug 8, 2026$1,422.43Available4
Aug 9, 2026$1,213.34Available4
Aug 10, 2026$1,087.68Available4
Aug 11, 2026$1,021.76Available4
Aug 12, 2026$1,001.16Available4
Aug 13, 2026$1,010.43Available4
Aug 14, 2026$1,127.85Available4
Aug 15, 2026$1,175.23Available4
Aug 16, 2026$1,008.37Available4

Where you'll sleep

Amenities

Ocean view
Beach access
Pool outdoor
Hot tub
Gym
Putting green
BBQ Area
Patio

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Where you'll be

Anna Maria, FL, 34216, US

Things to know

Cancellation policy

Property rules

Children welcome (2–12 years).
Infants welcome (under 2).
No pets allowed.
No parties or events.

Safety & security

Check-in after 4:00 PM.
Check-out before 10:00 AM.
Maximum 8 guests.