Entire home

Coastal home near the shopping district and Gulf beaches

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A heated pool
Terrace/patio
Dining
6 bedrooms, iron/ironing board, free WiFi, bed sheets
Interior

Reviews

10 out of 10
Exceptional

Entire home

6 bedrooms7 bathroomsSleeps 8279 sq m

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Hot tub
  • Pool
  • Air conditioning

Explore the area

View in a map
Anna Maria, FL
  • Place, Anna Maria City Pier
    ‪8 min walk‬
  • Place, Anna Maria Beach
    ‪20 min walk‬
  • Place, Bean Point Beach
    ‪1 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪34 min drive‬

Room options

Similar properties

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Coastal home near the shopping district and Gulf beaches

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!

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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.
During your stay at this vacation home, you're just a quick walk from Anna Maria Island Museum and Historical Park. Enjoy features like a hot tub and laundry facilities. Enjoy your stay with amenities like free WiFi and a private pool in the vacation home.
  • Air-conditioned home with private pool, kitchen, and washing machine
  • Free WiFi
  • Amenities include laundry facilities and an elevator
  • 12 minutes by foot from Bean Point Beach and a 2-minute drive from Anna Maria Beach
This vacation home offers its guests a hot tub, barbecue grills, and laundry facilities. The front desk is open around the clock.

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Hot tub
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 6 bedrooms
  • Bedsheets provided

Bathroom

  • 6.5 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Fenced yard

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Lift
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping centre
  • Near the marina
  • Near the sea

Things to do

  • Billiards/pool table
  • Foosball table
  • Heated pool
  • Table tennis
  • Basketball nearby
  • Birdwatching nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Snorkelling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 3,000 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

745

Reviews

Coastal home near the shopping district and Gulf beaches Reviews

10

Exceptional

10/10

Cleanliness
Rating 10 - Excellent. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

Reviews

10/10 Excellent

John S.

Liked: Cleanliness

Delightful home and wonderful stay

Very new and beautiful rental home. Very luxurious feel to it. We must have been one of the first guests to stay, we have loved spending our vacation time on Anna Maria for the past ten years, and this time, we decided to book a large home and bring our extended family. This was the ideal Vrbo rental, with plenty of gathering space to connect and enjoy each other’s company while having personal space in the comfortable bedrooms with private bathrooms. The kitchen was my personal highlight along with the picturesque pool and outdoor areas. Our check-in was very simple, the management company was communicative before and during our stay (we appreciated this) and the home was clean. It is located in a great area, very convenient, and close to the beach. We hope to return again sometime soon.
Stayed 1 night in Feb 2023