Beachfront Luxury + Pool Deck + Complimentary Golf Cart | Cloud 9
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.
The home features four king suites, each professionally styled with TVs and private en-suite bathrooms, plus a fun and flexible bunk room with full-over-full bunk beds. A convenient half bath is located just outside the bunk room, making it ideal for kids, teens, or additional guests while maintaining comfort and privacy for everyone.
Elevated Coastal Living
The heart of the home is the gourmet chef’s kitchen, featuring a 48-inch gas range ready for memorable family meals. Prefer dining outdoors? Fire up the gas BBQ on the pool deck and enjoy relaxed evenings under the island sky.
After dinner, uncork a bottle from the wine cooler and settle onto the private covered porch to watch breathtaking Gulf sunsets unfold — the perfect end to a perfect day.
Outdoor Relaxation & Adventure
Easy beach access in a quiet residential setting
Close stroll to iconic Bean Point
Pool deck ideal for grilling, lounging, and gathering
Multiple TVs for movie nights and relaxation
When you’re ready to explore, Cloud 9 includes a curated selection of amenities:
Adult bikes for island cruising
Paddle boards and kayak for coastal adventures
Complimentary Golf Cart Included
To make island exploring effortless, Cloud 9 includes a complimentary 6-passenger street-legal golf cart with your stay.
Golf Cart Qualifications:
Drivers must:
Be age 25+
Sign a golf cart waiver
Provide a valid North American driver’s license
Provide proof of auto insurance
International Guests: While we cannot provide a golf cart directly, we’re happy to connect you with our preferred partners offering guest discounts:
Beach N Rides and Rentals
The Coconut Rentals (premium gas golf carts)
Why Guests Love Cloud 9
True beachfront location near Bean Point
4 king suites with private baths + bunk room with nearby half bath
Chef’s kitchen + pool deck grilling
Covered porch with unforgettable sunset views
Included golf cart and adventure gear for easy island living
Whether you’re relaxing poolside, strolling the beach at sunset, or exploring Anna Maria Island by golf cart, Cloud 9 delivers a stay that truly lives up to its name.
Good to Know
Amenity & Equipment Waiver required for all guests 18+
Pets welcome with pre-approval, fee, signed waiver & vaccination proof
24/7 guest support available for a seamless stay
Hosted by Serendipity Vacation Rentals
We look forward to welcoming you to your beachfront escape at Cloud 9.
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24-hour checkin
First aid kit
Fire Extinguisher
Essentials
Shampoo
Hangers
Laptop Friendly workspace
Sound system
Electronic key card access
Private living room
Suitable for infants
Electric kettle
Shower
Baby crib
Dining room
Hot water
Private entrance
Extra pillows and blankets
Cooking basics
Beach essentials
Laundromat
Bay
Coin laundry
Duty free
Health beauty spa
Marina
Museums
Theme parks
Water parks
Winery tours
Zoo
Jacuzzi
Toilet
Car not necessary
Childrens dinnerware
Pack n play travel crib
Books
Dining area
Ice maker
Antiquing
Bird watching
Boating
Eco tourism
Gambling
Horseback riding
Outlet shopping
Paddle boating
Shopping
Water sports
Wildlife viewing
Beach
Near ocean
Village
Boat
Golf
Tennis
Veranda
Water sports gear
Luggage dropoff allowed
Long term stays allowed
Cleaning before checkout
Stair gates
Deadbolt lock
Emergency exit
Fire emergency contact
Hospital nearby
Medical emergency contact
Outdoor lighting
Police emergency contact
Breakfast possible
Cleaning optional
Massage
Private chef
Basketball court
Cycling
Deepsea fishing
Fishing
Fishing bay
Fishing fly
Fishing freshwater
Fishing surf
Golf
Hiking
Hunting
Jet skiing
Parasailing
Pier fishing
Sailing
Scuba or snorkeling
Water Skiing
Snorkeling
Snorkeling diving
Surfing
Swimming
Wind surfing
Family
Romantic
Enhanced Cleaning Practices
Contactless Check-In/Out
Fenced yard
Dishes & utensils for children
Books for kids
Meal delivery
Kitchen island
Dining table
Outdoor furniture
Cleaning products
Body soap
Shower gel
Clothing storage
Baby safety gates
Board games
Baking sheet
Barbeque utensils
Coffee
Wine glasses
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| Rate Period | Nightly | Weekend Night | Weekly | Monthly | Min Stay |
|---|---|---|---|---|---|
Apr 29 - Apr 30 2026 | $1,700 | 2 nights | |||
May 01 - May 02 2026 | $2,000 | 2 nights | |||
May 02 - May 06 2026 | $1,900 | 3 nights | |||
May 07 - May 08 2026 | $2,000 | 3 nights | |||
May 08 - May 09 2026 | $2,100 | 3 nights |
Fees:
Notes:
CC Convenience Fee: 4.00%
Weekly Discount: 5.00% (for stays between 7 and 27 nights)
Last updated on April 25, 2026
Tracy K.Paradise!
This home was perfect for our family vacation- great views, clean, well stocked, we will definitely be back! Thank you!
Stayed: March 2026 Submitted: April 10, 2026
Host response
"Thank you so much for your kind words! We're thrilled to hear the home was perfect for your family vacation and that you enjoyed the views, cleanliness, and well-stocked amenities. It was a pleasure hosting you, and we would absolutely love to welcome you back anytime. Safe travels until then!"
Melanie F.This is a great house with great amenities! The views and beach access are amazing! Having the golf cart and bikes was also super convenient . House was clean and communication with hosts was great. Would definitely come back!
Stayed: December 2025 Submitted: January 22, 2026
Dede L.Hosts were quick to respond and easy to communicate with. We had a couple of minor suggestions which they were receptive to. The available 6 passenger golf cart was a HUGE bonus. Garage was well stocked with beach equipment and supplies.
Stayed: November 2025 Submitted: December 02, 2025
AshleyThe 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.
Stayed: October 2025 Submitted: October 22, 2025
PaulaHad a short family vacation. The place was open, large and easy for all of us to gather together as well as enough rooms and nooks and patios and balcony's for us to spread out. Would highly recommend and will rent from them again!
Stayed: October 2025 Submitted: October 14, 2025
Thu"Beautiful home with great views" Everything was clean, comfortable, just as described. The added amenities made our stay even better. Golf cart and bikes were extra bonus included in this home. It was perfect!!! Thank you Maria for being in touch with me.
Stayed: October 2025 Submitted: October 09, 2025
MildredCloud 9 was exceptional, it felt like a home right away. The accommadations were exactly as was represented. (actually even nicer in person). We relax, went swimming in the beach, pool and hot tub. We listened to the waves and enjoyed the amazing sunrises, breeze and wild life while having our morning coffee. It was the best way to celebrate our mom's 92 birthday with my sisters. Can't wait to go back!
Stayed: September 2025 Submitted: October 06, 2025
MichaelThis home was beautiful and never stopped impressing. It is one of the few homes I have stay in at the shore where the AC systems were able to keep up and perform in extreme heat. The golf cart really is a must and makes exploring and enjoying the island so much more unique, fun and special feeling. The home is situated on the bay side of the island, and I think that is a bonus. It was very private and had great wildlife sightings. Seeing the bridge framed in the distance was stunning and the clouds were on full Postcard Mode the entire trip. Great pool and yard as well. The kitchen is very well appointed as well. We had an in home chef one evening and she had no problem navigating and executing a terrific meal for our group. Highly recommended.
Stayed: August 2025 Submitted: August 19, 2025
KimWe had a fantastic stay at Cloud 9 – the home is beautiful, clean, and perfectly located. The host was incredibly responsive and helpful throughout our visit. We encountered a couple of minor issues, but they were addressed promptly and professionally, which we really appreciated.Communication was excellent from start to finish, and it’s clear that the Serendipity team truly cares about their guests’ experience. We’re already looking forward to returning next year!Highly recommend this property for a relaxing and well-managed getaway on Anna Maria Island.
Stayed: July 2025 Submitted: July 28, 2025
AdamWhat a beautiful, well appointed property. The view is simply worth the price of admission, but the amenities are a close second! We loved the spacious pool area, kayaks and paddle boards. The kitchen is a chef's dream... well stocked with beautiful serving ware, cookware, Instapot, barware, etc. We cooked three meals a day during our stay and it was so nice to have everything we needed. The beds were so comfortable and the pillows were perfect. If you are looking for a home with ample hang out spots and a million dollar view (including dolphin and manatee sightings), this is your place!
Stayed: June 2025 Submitted: June 22, 2025
GinaWhile the house was beautiful, it was not ready after the hurricane and we pretty much paid full price. There were workers in and out during our stay, unannounced, and some of the items were not working properly when we arrived (hot tub, internet, smoke alarm, elevator, pool heater, ipads, no TVs on wall outside by pool, etc.). The door code did not work but the there was maintenance on the property when we arrived and they gave us their code. The communication with us during our stay was very poor. We did not know people were coming to work on property unless we called about an issue. It was very uncomfortable. I did bring these issues to their attention and they refunded me $500 but we paid nearly $7000 for our 3 day stay. It definitely was not worth the money given the issues that we had and the property was definitely not ready for guests when we arrived. They did seem responsive to our concerns and we had a great time, nonetheless, and dealt with the issues.
Stayed: November 2024 Submitted: December 01, 2024
BenStart to finish this was a splendid stay. Everything was as pictured and advertised. The staff was extremely helpful and communicative. I would highly recommend this place to anyone looking for a beach paradise. We look forward to booking our next stay.
Stayed: August 2024 Submitted: August 26, 2024
AdrienneThis house was absolutely beautiful. The pictures look just like the home, pool, and hot tub. We had a wonderful time and we plan to plan another trip within a year. The house was close to many delicious restaurants. Renting an extra golf cart was perfect for 8 people.
Stayed: August 2024 Submitted: August 20, 2024
AmandaThis home and location exceeded my expectations! It was the cleanest home I’ve stayed in, the pool/spa/outdoor space was fabulous! Well done! It’s also one of the only homes that provided more than just one toilet paper, paper towel rolls, soap, etc. I came with my supplies but never had to use!The were super responsive. We only had one minor issue with the elevator the day we arrived and they were there to help and fix the issue within minutes! I highly recommend this home and host if you want an amazing stay! Definitely far exceeds some others on the island I’ve stayed at. They care about their guests and it shows.I can’t say enough, thank you for making our stay so memorable and enjoyable! We will be back if you will have us!
Stayed: June 2024 Submitted: June 19, 2024
Lori C.This house is amazing. It's right on the beach with beautiful views. We used all the outdoor/pool space which had plenty of seating for our family of 8. The rooms are spacious with a great layout and the house was very clean. We had a couple of minor issues and Dan was at the house within minutes to fix them. Its in a great location-walkable to town. I would highly recommend staying here.
Stayed: January 2024 Submitted: January 08, 2024
Michael F.
AntonioWonderful Clean Home on a quiet street! Great Host! Views were amazing from all levels and outside. A/C worked great when needed. Heated Pool and Jacuzzi worked great! Can't say enough about the house and location! Would definitely stay here again!
Stayed: November 2023 Submitted: November 06, 2023
Cherie T.Anna Maria Island just became one of our favorite places in the world!! On Cloud 9 is an awesome house in a great location with everything you could ask for to make your vacation first class!!! We will be back as soon as possible!
Stayed: July 2023 Submitted: July 07, 2023