
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

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.

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!

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!

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
We enjoyed our stay at Fair Winds. We especially liked the beautiful view,the hot tub and outdoor shower, and waking up every morning to the sunrise view in front of us. The house was very private,and we appreciated the town of Coral Bay, much quieter and less built up than Cruz Bay. At night the view of the stars from the deck was incredible. The drive to the house is not for the faint of heart, we appreciated Margaret showing us the way the first time up, and we got used to it as the week went on. St John is so beautiful. We had a great week here celebrating our 25th anniversary!

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!

Bon Bini -Solar Power w/ Battery Back-Up & Hot Tub
I absolutely adored my stay at Bon Bini. This was my 5th on island and this is by far my best experience because of this cottage. I loved walking out every morning to the view and hearing the lively animals. Seeing the donkeys, goats, chickens. Location is nearby many of the best beaches and not too far from town. The drive up hill to find the place was intimidating but Emily gave awesome instructions and got easy. This place feels magical and would love to stay here every time.
Pet-friendly cottage rentals

1 Bedroom in The Garden of Eden Cottages -Solar
We enjoyed our visit to StJohn Island and especially the East side and beaches and beauty and peace! The cottage is so cute and the deck was nice to enjoy the champagne that she left for us!! So sweet! The bed is incredibly comfortable and the linens were so nice and soft also!! We are particular about beds and this one was one of the most comfortable ever! The pool was a little hidden gem and a nice spot to hang out. Thanks so much for the communications and kindness - we appreciated your hospitality !

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
First I have to say both Maria and Chloe were fantastic hosts. They went above and beyond for me and my godmother. The cottage was absolutely adorable and perfect for two people. Very clean and homey. We loved it! The surrounding view of St. Thomas by the private pool was absolutely beautiful. You could even see the view from inside the cottage. What a amazing experience. The cottage is hands down my go too when I visit St. Thomas.

Milk Moon Cottage
We had a blast at the cottage. We slept upstairs and my 7 yr olds stayed downstairs which worked out well to have our separate spaces. Views every morning were incredible and the breeze kept any bugs away. Location was 35 min from Cruz Bay but the privacy and seclusion was exactly what we wanted. We’ll 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 *
We had an incredible stay at this St. John gem! If you're looking for a private, authentic island experience, this is it. The hosts were incredibly responsive and helpful, making us feel right at home. The house itself is a charming rustic island home with breathtaking views. We loved having two separate living spaces, perfect for our group of two couples. The provided coolers, chairs, and floaties were a fantastic bonus, and we truly felt like we were living like locals. Plus, it was wonderfully affordable for all the amenities and views. Highly recommend!

Surf Song Cottage
Incredible energy, beautifully and thoughtfully decorated, and secluded from the rest of the world. If you’re looking for a beautiful place to escape on a small island, look no further. Grab a golf cart from Rachel’s rentals and enjoy the freedom of exploring water island! Ingrid was a delight in helping us with anything we needed. Everyone that was working/staying on the property was like minded and wonderful. Can’t wait to come back:)

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

Villa La Vista Cottage
Amazing views of Cruz Bay. Very nice cottage and nice, convenient location.

Ocean Views - Perfect for Budget-Minded Travelers
Such a beautiful spot on the more secluded area on the island. We stayed in the larger house on the property so this is a review for that one but it was absolutely incredibly and had everything we needed and more. The views are top notch. Sam was there to help us get in and parked once we got off the early morning ferry. Overall it was spectacular — highly recommend.

Sol~Azul Cozy Studio Cottage w/ Pool & Ocean View
Beautiful setting, comfortable, roomy, attractive cottage. Nice to have a full kitchen, bed was super comfortable, sitting TV area was comfortable, sun porch with table and chairs was a plus too. The deck and pool area is so pretty and peaceful. I spent a lot of time just floating in that pool! Met Holly briefly a few times and she is very helpful and pleasant. LOVED to sit on the front porch in the morning watch and the random chicken walking around. Easy, quick access to Cruz Bay and the northern beaches. HIGHLY RECOMMEND!

Surf Sound Cottage
Tara's place was a perfect place to stay on St. John. Very private and peaceful with beautiful views of the sea and other islands. Very close to rams head trail and salt pond beach, which was one of our favorite places on the island . Between falling asleep to the sound of the beach below, or laying on the upper patio overlooking the islands in the evening, we hope to stay at Tara's place when we come back to St. John!

3 Bedroom, Affordable, Clean St. John Cottage
Had a great stay! Location is close to town and all the beaches. Cottage is very clean and was perfect for our trip. Make sure you have a 4 wheel drive car to get there. Driveway is steep.

Two Bay View: Perfect for a private getaway
What a beautiful home to stay in! It was perfect for the 2 of us! All the snorkel gear, coolers, towels, and chairs were helpful- so we didn’t have to rent any. Home is about 5 minutes to Cruz bay, and about 25-30 to Coral bay. Easy to get in/out of the house with our rental jeep. You have a shared road- but your own private drive. It was helpful for Mary to show us the drive from town to the house on our first night! Thank you for a wonderful vacation! Much enjoyed your slice of paradise!

One Bedroom Cottage @ Botanica
Where to begin? Saj and Stuart's place was extremely comfortable, well appointed, located near 2 amazing bays with outstanding vistas of turquoise waters, spectacular sunsets, nearby islands. Saj was so responsive, caring and accomodating and her gardens are gorgeous. This was by far the nicest Airbnb we've ever stayed in and a true bargain at the price. A 4 wheel drive vehicle is recommended but we mostly made do walking, hitching and hiring taxis. If its available, snap it up!

Harbor Lights private pool. Wifi and AC.
My husband and I just went for our 20th anniversary. We LOVED how private the home was yet has such an amazing view. The property is perfect for a couple wanting to relax and take in the island. The pool was perfect for cooling off after a day at the beach. Loved waking up and having coffee on the porch in the mornings. The property also had an amazing outdoor shower that felt private yet in nature. JP helped us check in and he was very helpful with surrounding restaurant suggestions as well as some insider info for beaches and hikes. It couldn't have been more perfect !
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- Virgin Islands National Park
- Limetree Beach
- Morningstar Beach
- Salt River Beach
- Turquoise Beach
- Hull Bay Beach
- Mandahl Bay Beach
- Sugar Beach
- Hansen Bay Beach
- Sandy Point Beach
- Cathys Fancy Beach
- Grassy Point Beach
- Cormorant Beach Club
- Playa Media Luna
- Johns Folly Beach
- Luis Pena Beach
- Coral World Ocean Park
- Judiths Fancy Beach
- Buccaneer Beach
- Saint Croix Country Club Beach
- Sprat Hall Beach
- Frederiksted Beach
- Tamarind Reef Beach
- Reef Beach
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