Anna Maria, FL
Cloud Nine on Pine
About the property
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!
-
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
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!
-
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
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!
-
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) | Availability | Min Stay (nights) |
|---|---|---|---|
| Jul 17, 2026 | $1,480.11 | Not Available | 7 |
| Jul 18, 2026 | $986.74 | Available | 2 |
| Jul 19, 2026 | $754.99 | Available | 2 |
| Jul 20, 2026 | $1,026.91 | Not Available | 7 |
| Jul 21, 2026 | $1,016.61 | Not Available | 7 |
| Jul 22, 2026 | $1,093.86 | Not Available | 7 |
| Jul 23, 2026 | $915.67 | Available | 7 |
| Jul 24, 2026 | $1,434.79 | Not Available | 7 |
| Jul 25, 2026 | $1,320.46 | Not Available | 7 |
| Jul 26, 2026 | $1,088.71 | Not Available | 7 |
| Jul 27, 2026 | $1,050.60 | Not Available | 7 |
| Jul 28, 2026 | $1,063.99 | Not Available | 7 |
| Jul 29, 2026 | $1,035.15 | Not Available | 7 |
| Jul 30, 2026 | $1,067.08 | Not Available | 7 |
| Jul 31, 2026 | $1,332.82 | Not Available | 7 |
| Aug 1, 2026 | $1,396.68 | Not Available | 7 |
| Aug 2, 2026 | $1,081.50 | Not Available | 7 |
| Aug 3, 2026 | $1,039.27 | Not Available | 7 |
| Aug 4, 2026 | $1,042.36 | Not Available | 7 |
| Aug 5, 2026 | $1,011.46 | Not Available | 7 |
| Aug 6, 2026 | $1,049.57 | Not Available | 7 |
| Aug 7, 2026 | $1,340.03 | Not Available | 7 |
| Aug 8, 2026 | $1,194.80 | Available | 3 |
| Aug 9, 2026 | $891.98 | Available | 3 |
| Aug 10, 2026 | $806.49 | Available | 3 |
| Aug 11, 2026 | $753.96 | Available | 3 |
| Aug 12, 2026 | $734.39 | Available | 3 |
| Aug 13, 2026 | $807.52 | Available | 3 |
| Aug 14, 2026 | $968.20 | Available | 3 |
| Aug 15, 2026 | $1,023.82 | Available | 3 |
| Aug 16, 2026 | $856.96 | Available | 3 |
| Aug 17, 2026 | $822.97 | Available | 3 |
| Aug 18, 2026 | $794.13 | Available | 3 |
| Aug 19, 2026 | $804.43 | Available | 3 |
| Aug 20, 2026 | $857.99 | Available | 3 |
| Aug 21, 2026 | $965.11 | Available | 3 |
| Aug 22, 2026 | $947.60 | Available | 3 |
| Aug 23, 2026 | $757.05 | Available | 3 |
| Aug 24, 2026 | $703.49 | Available | 3 |
| Aug 25, 2026 | $813.70 | Available | 3 |
| Aug 26, 2026 | $723.06 | Available | 3 |
| Aug 27, 2026 | $740.57 | Available | 3 |
| Aug 28, 2026 | $978.50 | Available | 3 |
| Aug 29, 2026 | $913.61 | Available | 3 |
| Aug 30, 2026 | $863.14 | Available | 3 |
| Aug 31, 2026 | $595.34 | Available | 3 |
| Sep 1, 2026 | $569.59 | Available | 4 |
| Sep 2, 2026 | $603.58 | Available | 4 |
| Sep 3, 2026 | $762.20 | Available | 4 |
| Sep 4, 2026 | $1,021.76 | Available | 4 |
| Sep 5, 2026 | $1,082.53 | Available | 4 |
| Sep 6, 2026 | $962.02 | Available | 4 |
| Sep 7, 2026 | $730.27 | Available | 4 |
| Sep 8, 2026 | $654.05 | Available | 4 |
| Sep 9, 2026 | $638.60 | Available | 4 |
| Sep 10, 2026 | $678.77 | Not Available | 4 |
| Sep 11, 2026 | $765.29 | Not Available | 4 |
| Sep 12, 2026 | $757.05 | Not Available | 4 |
| Sep 13, 2026 | $623.15 | Not Available | 4 |
| Sep 14, 2026 | $612.85 | Not Available | 4 |
| Sep 15, 2026 | $614.91 | Not Available | 4 |
| Sep 16, 2026 | $618 | Not Available | 4 |
| Sep 17, 2026 | $691.13 | Available | 4 |
| Sep 18, 2026 | $828.12 | Available | 4 |
| Sep 19, 2026 | $896.10 | Available | 4 |
| Sep 20, 2026 | $741.60 | Available | 4 |
| Sep 21, 2026 | $736.45 | Available | 4 |
| Sep 22, 2026 | $734.39 | Available | 4 |
| Sep 23, 2026 | $736.45 | Available | 4 |
| Sep 24, 2026 | $744.69 | Available | 4 |
| Sep 25, 2026 | $807.52 | Available | 4 |
| Sep 26, 2026 | $807.52 | Available | 4 |
| Sep 27, 2026 | $615.94 | Available | 4 |
| Sep 28, 2026 | $576.80 | Available | 4 |
| Sep 29, 2026 | $556.20 | Available | 4 |
| Sep 30, 2026 | $568.56 | Available | 4 |
| Oct 1, 2026 | $655.08 | Available | 4 |
| Oct 2, 2026 | $765.29 | Available | 4 |
| Oct 3, 2026 | $942.45 | Available | 4 |
| Oct 4, 2026 | $846.66 | Available | 4 |
| Oct 5, 2026 | $846.66 | Available | 4 |
| Oct 6, 2026 | $846.66 | Available | 4 |
| Oct 7, 2026 | $846.66 | Available | 4 |
| Oct 8, 2026 | $898.16 | Available | 4 |
| Oct 9, 2026 | $1,051.63 | Available | 4 |
| Oct 10, 2026 | $1,113.43 | Not Available | 4 |
| Oct 11, 2026 | $951.72 | Not Available | 4 |
| Oct 12, 2026 | $940.39 | Not Available | 4 |
| Oct 13, 2026 | $932.15 | Not Available | 4 |
| Oct 14, 2026 | $936.27 | Not Available | 4 |
| Oct 15, 2026 | $983.65 | Not Available | 4 |
Amenities
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Where you'll be
Anna Maria, FL, 34216, US
Our promise to you
Lower prices, every time
Direct line, real care
Not just a transaction
You'll save $3,000+ booking direct!
Direct
Best price
$12,500
Airbnb
$18,500
Vrbo
$15,500
Booking.com
$18,500
Lower prices, every time
Pay less than you would anywhere else. No middlemen or platform fees.
Direct line, real care
Book with the team that actually runs the property. Faster answers, better service, real accountability.
Not just a transaction
We go further for direct guests. We're building a relationship, not closing a booking.