
Cottage vacation rentals in Cinnamon Bay
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Top-rated cottage rentals in Cinnamon Bay
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Popular amenities for Cinnamon Bay cottage rentals
Cottage rentals with a hot tub

Fair Winds Villa - Perfect for two couples
A lovely week for our family vacation to St John! Fair Winds is very private, cozy, and comfortable. The VIEW IS AMAZING. We stargazed every night and felt the trade winds cool us off after an outdoor shower in paradise. The kids loved staying in the guest house while us parents stayed in the main house bedroom. Thank you, Margaret for meeting us in Coral Bay and leading us up the mountain so we knew exactly where to go!

Cliffhanger By The Sea - stunning oceanfront villa
Owners were super nice and easy to work with! Caretakers, Joe and Sally couldn't have been more helpful. My family would love to return to this special house!

Cottage w/Awesome View, Hot Tub, Solar, sleep 2-4
Cynthia and her team were amazing. From the moment we booked until we left, the communication was prompt and helpful. The place is Heaven on Earth! The views are amazing and very private. There are gorgeous paths on the property with exotic plants and wildlife. The hosts have everything you will need, including aloe for sunburns, beach chairs, snorkeling gear, towels, coolers, etc. This is probably the nicest and most well appointed rental we have stayed in. The location is quiet and only a short drive to restaurants, the market, marina, beaches and hikes. However, being at the far end of the island, everything is scaled down and there are fewer people. We found uninhabited beaches and some of the best hiking ever. If you don't like crowds, this is the place for you. Highly recommend.

Cottage w/Awesome View, Hot Tub, Solar, sleep 4-6+
Our stay at Stonehenge Cottage checked all the boxes - perfect location, beautiful surroundings, plenty of room for 5 adults, comfortable beds, and lots of amenities. The place is close to restaurants in Cruz Bay and there are 3 markets to pick up groceries and fresh fish for cooking at home. It is also close to the hiking trails and beaches on the south side of the island which are less populated and provide great snorkeling.

Fair Winds - Private, remote, hot tub
Great get away to the lovely Fairwinds. Coral Bay is a treasure and Margaret was terrific - greeting us to lead us up the house on our arrival and very responsive to our questions. Great trip!

Amazing Views-Stardust 2 Bd/2 Bth Cottage, Hot Tub
Lynn’s place was perfect for us as 2 couples visiting St. John. Close to everything and with beautiful views, we enjoyed our stay. Kitchen was also really well-equipped which was much appreciated!

Romantic Cottage - Stunning Ocean Views, Hot tub.
enjoyed every minute at meritage! You barely hear traffic there, just waves and nature.. spectacular views and privacy..I was on the balcony every chance I had just staring off into the distance.. so relaxing! The place was perfect for the two of us. Close enough to cruz bay for dinner etc, but far enough out that it was peaceful and relaxing. They have a bigger house right next store that I was worried would be loud, but honestly barely heard them. We will definitely stay there again on our next visit if available!

Windwardside Guest Cottage
Pet-friendly cottage rentals

1 Bedroom in The Garden of Eden Cottages -Solar
Great little cottage with everything you need. Lorraine and Bob were very friendly and helpful.

Boho Butterfly cottage
Great eco-friendly glamping. We stayed in a concrete yurt that was beautiful listening to the waves all night long.

Caribia Cottage-Elegant Villa w/Private Pool
Maria and Chloe were such great hosts! Their prompt communication and local recommendations were simply the best and made us feel right at home! They went above and beyond to make sure we had the best time and we did! The place was absolutely beautiful with hands down the best views on the island!! If you're looking for a private place to stay with truly million dollar views and taking a dip in your own private pool, don't look any further and book this right away! You will be extremely impressed with this place! Thank you Maria and Chloe for making our vacation memorable!! We will be back!

Seaside Cottage overlooking incredible White Bay on Jost Van Dyke
White Bay Villas cottages are just a slice of paradise. The view is the "wow" factor, however the cottage is more spacious than even the pictures do justice with a nice little separate living room and a small galley kitchen that has everything you need. The location is very private...a very manageable 4-5 minute footpath winds down to the private beach at east end of White Bay. You cannot leave a car immediately at the cottage...I was there without a car and any number of local drivers can pick you up very quickly...I think Jost Van Dyke is fine without a rental car FWIW due to the friendly and responsive taxis.

Beautiful View * Private Cottage * Fish Bay *
Just as described. Beautiful view. Host was very proactive with directions, recommendations and instructions. Apple Maps took us right there, but if not very precise instructions were shared ahead of time! Close enough to beaches, restaurants, the national park and shopping, but was also peaceful and secluded! WiFi was a little spotty but we weren’t there for the WiFi (again the views of the back porches!!!)

Tropical solar home EcoRetreat:Off season rate$150
Amazing deal with a fantastic host! You take your AWD up a bumpy, adventerous road, park, walk up an incline to a set of stairs. You're immediately rewarded with an amazing view of the island. Waking up in the morning to the view is something we'll never forget. At night, the moon illuminates the island and the ocean. Coming from NYC, its something I've never experienced. You'll love the hermit crabs, lizards, and frogs. Bring bug spray! Read the signs - no toilet paper in the toilet!! Headlamps were convenient to have at night, but they are definitely not necessary. Grab some cereal at the local grocery store for easy food in the morning. Breakfast is sometimes hard to find on the island. This Airbandb is in a great location for the restaurants that are around and for beaches out east and west. Try a different way of living. You won't regret it!

Surf Song Cottage
More than a Airbnb, this place a community of wonderful people congregating in a beautiful natural atmosphere. The two other groups there with me both have been going there yearly for almost a decade and it’s clear why. We even got offered a boat trip snorkeling in the middle of the bay among other hospitality! A fantastic place to support

Bluewater Cottage (2) modern w/endless ocean view
St. Thomas was great but meeting Mida was my favorite part of the trip. She did more than she was suppose to do. Her personality was a true blessing during this trip. If you guys have de opportunity to book with her, don’t think it twice. After that trip I won a mom in st. Thomas.
Private cottage rentals

Jewel's View
Absolutely enjoyed our stay! Perfect getaway for my wife and I on the quieter side of the Island. We’ll definitely be back to enjoy Jewels View next time we visit St. John…. Excellent communication/responsiveness with host and very eager to help during your stay.

Villa La Vista Cottage
Loved the place . Beautiful view . Perfect for two people. It did have a steep driveway but also had stairs which made it a lot easier. Supper happy with the place no complaints.

Two Bay View: Perfect for a private getaway
Everything was exactly as described. We liked the location that was close to town but away from the main area. Very convenient and also nice to walk the neighborhood. Just wish we could’ve stayed longer!

Lameshur Cottage's Guest House
I cannot say enough great things about our stay at Bill and Emily's Lameshur Guest Cottage! We had flamingos on the pond next door every morning and beautiful weather. Bill was easy to communicate with leading up to the trip and gave good recommendations for where to go, what rental company to use, etc. The place was well stocked when we got there with paper towels, toilet paper, linens and towels, coffee (which is expensive to buy there so very nice to have!) and basic kitchen necessities. All kitchen appliances, pots/pans, silverware etc were in really good condition and made it nice to make ourselves meals when we wanted to. Bill went above and beyond to provide amenities for guests that surpassed what was shown in the listing! They had a snorkel/feet washing station, snacks and drinks available for purchase on-site, and a small vacuum for cleaning sand out of the rental Jeep before returning it. I will recommend this place to everyone and anticipate visiting again someday!

Verde Cottage (2BR/1BA) Peaceful Rainforest Oasis!
Very kind host that answered all my questions, the cottage was super cute and well kept and the screened in patio was the best part to sit in the morning and eat breakfast. There are many amenities such as snorkel gear, sunscreen, beach towels, and more that made our stay more enjoyable without having to purchase expensive stuff at the stores :).

Secluded Beach Front Paradise: Castaway Cottage
Secluded cottage with private setting. Absolutely stunning views with your own private reef to snorkel. I snorkeled every day and did not see another person. Definitely need to be comfortable with driving on rough roads with switchbacks and also capable of climbing lots of stairs when leaving the cottage. Make sure you go to EAST Caret bay. I had a little trouble finding it because I turned at the west Caret bay sign initially. The journey there is sooo worth it. You won’t hear a sound other than birds, the waves crashing, or frogs and insects at night. If you’re looking for privacy with gorgeous views and snorkeling at your doorstep, this is the place.

Studio at Guavaberry Spring Bay
Tina gave me a warm welcome and explained everything in detail. The accommodation looked just like the photos, and the kitchen was small but perfect. The beach is amazing. It’s also within walking distance to The Baths. I would definitely come back if I visit again.

Studio Cottage @ Botanica
We highly recommend Stu’s place. We stayed two nights after a sailing trip and loved the location, the garden, and the apartment. The studio lives large because it is smartly designed with all the amenities needed. The views are amazing. We would definitely stay again!
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- Flamenco Beach
- Honeymoon Beach
- Magens Bay Beach
- Limetree Beach
- Mosquito Bay Beach
- Oppenheimer Beach
- Coki Beach
- Cane Garden Beach
- Chocolate Hole
- Cinnamon Bay Beach
- Cane Bay Beach
- Peter Bay Beach
- Gibney Beach
- Pelican Cove Beach
- Josiah's Bay
- Playa Sun Bay
- Caneel Bay Beach
- Maho Bay Beach
- Salt River Beach
- Virgin Islands National Park
- Oil Nut Bay
- Grapetree Beach
- Hull Bay Beach
- Secret Harbor Beach