$0
for 3 nights

Home in Anna Maria, Florida

Cloud 9

5 bedrooms

5 beds

5 bathrooms

8 guests

3000 sq. ft.

Luxury

Elevated properties with standout design

Operated by a Wander partner

Trusted operators, vetted by Wander

About the property

Welcome to Cloud 9, a stunning beachfront retreat where modern luxury meets relaxed coastal living. Perfectly positioned on the quiet north end of Anna Maria Island, this beautifully designed 5-bedroom home offers everything your group needs for an unforgettable island escape — from elegant interiors to effortless beach access just moments away.

Experience luxury in our five-bedroom home, meticulously designed for comfort and enjoyment. Each of the four king suites is a sanctuary, featuring a private en-suite bathroom and a TV for your entertainment. The bunk room offers a fun and flexible space with full-over-full bunk beds, perfect for kids or additional guests. A convenient half bath is located just outside the bunk room. The gourmet chef's kitchen is equipped with a 48-inch gas range, ideal for preparing delicious meals. Enjoy outdoor dining with the gas BBQ on the pool deck. Unwind on the private covered porch with a wine cooler, offering stunning Gulf sunset views. This property provides easy beach access and is a short walk to Bean Point. The pool deck is perfect for grilling, lounging, and socializing.

Cloud 9 is ideally situated on Anna Maria Island's walkable North End, offering easy access to the beach, Bean Point, and the shops and restaurants of Pine Avenue. For exploring further, the free island trolley provides convenient transportation, with a stop located right on Pine Ave. Free parking is available on the premises and on the street. The closest major airport is approximately a 1-hour drive away.

Please review and agree to the Reservation Agreement.

Pool is heated to 84 degrees in the Winter Months Only (when temperatures outside are consistently below 84 degrees).
Spa is heated 101 year-round

Rates and Availability are subject to change until reservation is completed.
A deposit must be received in order to reserve the dates you desire.

Pets- Non-Aggressive breeds, vaccinated & current on a flea prevention program allowed only with prior approval.
Pet Fee and Pet Waiver Required.
$500 first pet, $250 each additional pet
Any unauthorized pets= 25% surcharge

Traveler must provide photo ID and guest list
If for some reason the property you booked is unavailable, we may offer to rebook the Traveler at another property, if a substantially similar property is available for the same period and under a new reservation. Owner is not responsible for events beyond our control, ie: inclement weather, storms, evacuations, etc. Travel Insurance is recommended and may be purchased independently from several sites (Red Sky Travel Insurance, Square Mouth, etc.)

Due to the extensive equipment provided at the home, there are additional documents required.
The use of the bikes, SUP and Kayak require a signed Equipment Waiver for anyone 18+

All Drivers of the property's Golf Cart must be 25, and provide a copy of a valid U.S. Driver's License and Insurance.

We give our guests space to relax but are always available if needed! You’ll receive a personal smart lock code before check-in, and we’re just a message, call, or email away if you have any questions or need anything during your stay. For direct support, contact our office phone.

Property License: DWE5107091

Amenities

Common Amenities

  • Free parking
  • Hot water
  • Fire extinguisher
  • Air conditioning
  • Dryer
  • First aid kit
  • Washer
  • Carbon monoxide detector
  • Beach
  • Beach View
  • Children’s dinnerware
  • Cleaning Disinfection
  • Cleaning products
  • Enhanced cleaning practices
  • Essentials
  • Family/kid friendly
  • Fishing
  • Golf - Optional
  • High touch surfaces disinfected
  • Horseback Riding
  • Pets allowed
  • Private entrance
  • Shopping
  • Spa
  • Suitable for children (2-12 years)
  • Suitable for events
  • Suitable for infants (under 2 years)
  • Water Sports
  • Water View

Bathroom 1

  • Bathtub
  • Bath linens

Bathroom 2

  • Body soap

Bathroom 3

  • Conditioner

Bathroom 4

  • Shampoo

Bathroom 5

  • Shower gel

Patio

  • BBQ Utensils
  • Outdoor seating
  • Patio

Kitchen

  • Baking sheet
  • Blender
  • Coffee
  • Coffee maker
  • Cooking basics
  • Dishes
  • Freezer
  • Ice maker
  • Kettle
  • Kitchen
  • Microwave
  • Mini fridge
  • Oven
  • Fridge
  • Stove
  • Toaster
  • Wine glasses

Exterior

  • Beach access
  • Beach essentials
  • Elevator
  • Kayaks
  • Ocean view
  • Waterfront

Garage

  • Bicycle
  • Garage

Living room

  • Board games
  • Ceiling fan
  • Heating
  • Fire place
  • Sound system
  • TV

Playground

  • Toys

Dining room

  • Dining table
  • High chair

Garden

  • Garden

Common area

  • Wifi
  • Long term stays allowed
  • Smoke detector

Laundry room

  • Iron

Office

  • Dedicated workspace

Entry

  • Luggage drop off allowed
  • Stair gate

Pool

  • Outdoor pool

Bedroom 1

  • Bed linens
  • Safe

Bedroom 2

  • Closet

Bedroom 3

  • Crib

Bedroom 4

  • Extra pillows

Bedroom 5

  • Hangers

4.9 · 80 reviews

A

Anonymous

1 week ago

Our stay was absolutely beautiful!! The house, location, and amenities were top notch. The views and home were incredible. Having the bikes and golf cart to explore the island was such a great experience. Very worth the cost and we can’t wait to come back again!!
A

Anonymous

June 2026

We had a wonderful stay, the house is beautiful, and the views are unmatched. The layout was perfect for our group, and we enjoyed the pool and views from every deck. The kitchen was well stocked; we had everything we needed. The golf cart and bikes were a great addition; we used them daily. We will definitely be back.
A

Ashley S.

October 2025

The view; impeccable. The golf cart was such a great thing to have access too. House was clean. The company who runs this house was so responsive. We had one issue with a grill and within 24 hours we had a new one. Everything we needed we had access to. Garage was stocked with beach chairs. Just fyi…the house next door is under construction and they start banging around 7am. Makes it not so relaxing sitting poolside or sleeping past 7am. Probably another month of construction. Sunrises were so beautiful. Once construction is done, which is by no means something this house can prevent, this place would be top notch. The family had a wonderful time.

Where you’ll be

Anna Maria, Florida 34216, United States of America

Anna Maria, Florida, United States of America
27.53618622-82.73771667
Timezone: America/New_York

Things to know

Cancellation policy

50% refund up to 60 days before check-in. No refund after that.

Property rules

Pets allowed with fee

No smoking - fees will apply

Events allowed

Safety & security

Check-in after 4:00 pm

Check-out before 10:00 am

8 guests maximum

Availability & Pricing

DatePrice (USD, excl. fees and taxes)Availability
Oct 17, 2026$1479Not Available
Oct 18, 2026$1504Not Available
Oct 19, 2026$1504Not Available
Oct 20, 2026$1503Not Available
Oct 21, 2026$1504Not Available
Oct 22, 2026$1472Not Available
Oct 23, 2026$1445Not Available
Oct 24, 2026$1399Not Available
Oct 25, 2026$1363Not Available
Oct 26, 2026$1326Not Available
Oct 27, 2026$1322Not Available
Oct 28, 2026$1318Not Available
Oct 29, 2026$950Available
Oct 30, 2026$950Available
Oct 31, 2026$1345Not Available
Nov 1, 2026$1327Not Available
Nov 2, 2026$1319Not Available
Nov 3, 2026$1412Not Available
Nov 4, 2026$1456Not Available
Nov 5, 2026$1489Not Available
Nov 6, 2026$1501Not Available
Nov 7, 2026$1497Not Available
Nov 8, 2026$1404Not Available
Nov 9, 2026$1000Available
Nov 10, 2026$1000Available
Nov 11, 2026$1000Available
Nov 12, 2026$1465Not Available
Nov 13, 2026$1545Not Available
Nov 14, 2026$1604Not Available
Nov 15, 2026$1000Available
Nov 16, 2026$1000Available
Nov 17, 2026$1000Available
Nov 18, 2026$1000Available
Nov 19, 2026$1000Available
Nov 20, 2026$1000Available
Nov 21, 2026$1799Not Available
Nov 22, 2026$1985Not Available
Nov 23, 2026$2033Not Available
Nov 24, 2026$2310Not Available
Nov 25, 2026$2381Not Available
Nov 26, 2026$2288Not Available
Nov 27, 2026$2273Not Available
Nov 28, 2026$2119Not Available
Nov 29, 2026$1515Available
Nov 30, 2026$1498Not Available
Dec 1, 2026$1526Not Available
Dec 2, 2026$1410Not Available
Dec 3, 2026$1429Not Available
Dec 4, 2026$1000Available
Dec 5, 2026$1000Not Available
Dec 6, 2026$1000Not Available
Dec 7, 2026$1000Not Available
Dec 8, 2026$1000Not Available
Dec 9, 2026$1000Not Available
Dec 10, 2026$1410Not Available
Dec 11, 2026$1526Not Available
Dec 12, 2026$1592Not Available
Dec 13, 2026$1463Not Available
Dec 14, 2026$1000Available
Dec 15, 2026$1000Available
Dec 16, 2026$1000Available
Dec 17, 2026$1000Available
Dec 18, 2026$1000Available
Dec 19, 2026$1945Not Available
Dec 20, 2026$2198Not Available
Dec 21, 2026$2274Not Available
Dec 22, 2026$2346Not Available
Dec 23, 2026$2587Not Available
Dec 24, 2026$2000Available
Dec 25, 2026$2000Not Available
Dec 26, 2026$2798Not Available
Dec 27, 2026$3265Not Available
Dec 28, 2026$3343Not Available
Dec 29, 2026$3351Not Available
Dec 30, 2026$3181Not Available
Dec 31, 2026$3191Not Available
Jan 1, 2027$3040Not Available
Jan 2, 2027$2875Not Available
Jan 3, 2027$1250Available
Jan 4, 2027$1250Available
Jan 5, 2027$1250Available
Jan 6, 2027$1250Available
Jan 7, 2027$1250Available
Jan 8, 2027$1350Available
Jan 9, 2027$1350Available
Jan 10, 2027$1275Available
Jan 11, 2027$1275Available
Jan 12, 2027$1275Available
Jan 13, 2027$1275Available
Jan 14, 2027$1275Available
Jan 15, 2027$1350Available