Cottage vacation rentals in Cinnamon Bay

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Popular amenities for Cinnamon Bay cottage rentals

Cottage rentals with a hot tub

Cottage in Coral Bay
5 out of 5 average rating, 14 reviews

Cottage w/Awesome View, Hot Tub, Solar, sleep 2-4

HamishRating, 5 stars3 months ago
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 in Northside
4.89 out of 5 average rating, 36 reviews

Cliffhanger By The Sea - stunning oceanfront villa

BarbaraRating, 5 stars6 months ago
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!
A dining table is set for four on a covered porch, offering expansive views of the Caribbean Sea and distant islands. The table is adorned with a colorful floral centerpiece, and clear skies with scattered clouds can be seen above the vibrant landscape.
Cottage in Coral Bay
4.88 out of 5 average rating, 8 reviews

Fair Winds Villa - Perfect for two couples

SidneyRating, 5 stars22 months ago
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 in Coral Bay
5 out of 5 average rating, 6 reviews

Cottage w/Awesome View, Hot Tub, Solar, sleep 4-6+

JulieRating, 5 stars1 week ago
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.
Guest favorite
A two-person spa is situated on a deck, offering views of lush greenery and distant blue waters. The spa is surrounded by tropical plants, with a colorful towel draped nearby. The sky is filled with cotton-like clouds, creating a serene atmosphere.
Cottage in Coral Bay
5 out of 5 average rating, 25 reviews

Fair Winds - Private, remote, hot tub

KarenRating, 5 stars2 months ago
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!
Cottage in Cruz Bay
4.66 out of 5 average rating, 41 reviews

Amazing Views-Stardust 2 Bd/2 Bth Cottage, Hot Tub

HannahRating, 5 stars5 months ago
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!
Top guest favorite
A private deck features a hot tub surrounded by scenic mountain views. Outdoor seating includes a dining table with chairs and several lounge chairs, all set on wooden flooring. Lush greenery adds a natural touch to the vibrant setting.
Cottage in Saint John
4.98 out of 5 average rating, 95 reviews

Bon Bini -Solar Power w/ Battery Back-Up & Hot Tub

IvyRating, 5 stars2 weeks ago
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

Guest favorite
A cozy corner of the living space features a light gray sectional sofa adorned with vibrant patterned cushions. A dark wooden coffee table rests on a colorful area rug, adding warmth and character to the room. Natural light enters through a nearby window.
Cottage in Saint John
4.91 out of 5 average rating, 58 reviews

1 Bedroom in The Garden of Eden Cottages -Solar

MaryRating, 5 stars1 month ago
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 !
Superhost
A spacious bedroom features a decorative metal bed frame with light bedding. Colorful glass bottles adorn the stone walls, providing a unique accent. Natural light filters through the window slats, and a ceiling fan adds a whimsical touch to the rounded ceiling.
Cottage in Water Island
4.92 out of 5 average rating, 24 reviews

Boho Butterfly cottage

MikeRating, 5 stars13 months ago
Great eco-friendly glamping. We stayed in a concrete yurt that was beautiful listening to the waves all night long.
Top guest favorite
A serene pool area is depicted with a clear turquoise pool reflecting the sky. A graceful statue stands nearby, enhancing the tranquil setting. The distant view of the harbor is visible under a partly cloudy sky, framed by a decorative railing and outdoor seating.
Cottage in Northside
4.94 out of 5 average rating, 97 reviews

Caribia Cottage-Elegant Villa w/Private Pool

DesireeRating, 5 stars3 weeks ago
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.
Top guest favorite
A covered patio space features a round dining table set for six, surrounded by wicker chairs. A propane grill is situated nearby, with blooming bougainvillea providing a colorful backdrop. Views of the surrounding landscape and water can be seen through the open windows.
Cottage in Hansen Bay
5 out of 5 average rating, 72 reviews

Milk Moon Cottage

AdamRating, 5 stars1 week ago
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
Top guest favorite
A panoramic view of White Bay showcases crystal-clear turquoise waters and soft sandy beaches, dotted with boats. Lush green hillsides rise in the background, while wispy clouds drift across a bright blue sky, creating a serene coastal landscape.
Cottage in Jost Van Dyke, White Bay
5 out of 5 average rating, 10 reviews

Seaside Cottage overlooking incredible White Bay on Jost Van Dyke

BlairRating, 5 stars1 week ago
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.
A cozy bedroom is highlighted by a spacious white bed covered with a teal quilt. An inviting seating area features a yellow sofa, complementing the warm orange walls and wooden ceiling beams. Natural light enters through a nearby window, creating a relaxed ambiance.
Cottage in Central
4.77 out of 5 average rating, 22 reviews

Beautiful View * Private Cottage * Fish Bay *

JoshuaRating, 5 stars1 month ago
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!
Guest favorite
A unique bedroom features a spacious bed at the center, surrounded by walls adorned with colorful bottle bricks. The ceiling, designed with geometric shapes, is accentuated by a skylight. Windows allow natural light to fill the room, complemented by wooden furniture and a cooling fan.
Cottage in Water Island
4.94 out of 5 average rating, 100 reviews

Surf Song Cottage

MaggieRating, 5 stars5 months ago
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:)
A panoramic view of the ocean highlights multiple small islands surrounded by vibrant blue waters. The foreground features lush green foliage, adding depth to the scenic landscape. The sky is partly cloudy, contributing to the tranquil atmosphere of this hillside retreat.
Cottage in Northside
4.5 out of 5 average rating, 32 reviews

Bluewater Cottage (2) modern w/endless ocean view

LeslieRating, 5 stars9 months ago
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

Superhost
A private deck offers unobstructed views of Cruz Bay and surrounding islands. The scene includes vibrant greenery and hanging plants, while turquoise waters and a picturesque coastal landscape stretch into the distance under a clear sky.
Cottage in Cruz Bay
4.72 out of 5 average rating, 218 reviews

Villa La Vista Cottage

MattRating, 5 stars3 weeks ago
Amazing views of Cruz Bay. Very nice cottage and nice, convenient location.
Guest favorite
A panoramic view showcases the vibrant blue waters of Johnson Bay and the surrounding landscape. The scene is framed by a wooden railing with lush greenery in the foreground and distant hills under a clear blue sky.
Cottage in St. John
4.93 out of 5 average rating, 74 reviews

Ocean Views - Perfect for Budget-Minded Travelers

mollyeRating, 5 stars4 months ago
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.
Top guest favorite
A charming studio home, surrounded by lush greenery, features a welcoming porch with steps leading to the entrance. Stone pathways are lined with various plants, complemented by seating areas designed for relaxation. The building is highlighted by large windows that invite natural light.
Cottage in Cruz Bay
4.98 out of 5 average rating, 82 reviews

Sol~Azul Cozy Studio Cottage w/ Pool & Ocean View

JoyceRating, 5 stars2 weeks ago
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!
Superhost
Cottage in Coral Bay
4.89 out of 5 average rating, 18 reviews

Surf Sound Cottage

AliciaRating, 5 stars1 month ago
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!
Superhost
A serene beach scene features soft white sand meeting calm turquoise waters beneath a clear blue sky. Lush green hills rise in the background, contributing to the tranquil coastal landscape.
Cottage in Cruz Bay
4.77 out of 5 average rating, 48 reviews

3 Bedroom, Affordable, Clean St. John Cottage

HaleyRating, 5 stars1 month ago
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.
Guest favorite
A chaise lounge with a soft red cushion is positioned on a deck, overlooking a serene bay with boats anchored in the distance. Lush greenery frames the view, while the railing provides a secure boundary to enjoy the surrounding landscape.
Cottage in Cruz Bay
4.86 out of 5 average rating, 66 reviews

Two Bay View: Perfect for a private getaway

MeganRating, 5 stars2 months ago
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!
Top guest favorite
An open living space features large windows offering views of the ocean. A comfortable gray sofa and round coffee table sit on a rug, alongside a decorative teal cabinet. The adjacent bedroom is visible, with a king-sized bed framed by large windows that allow natural light.
Cottage in Tortola
5 out of 5 average rating, 24 reviews

One Bedroom Cottage @ Botanica

RichardRating, 5 stars1 month ago
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!
Superhost
A small balcony showcases a circular table with two chairs and a wicker chair adorned with cushions. A bouquet of vibrant flowers adds a pop of color. Below, the serene views of Coral Bay Harbor reveal anchored boats amidst lush green hills.
Cottage in Coral Bay
5 out of 5 average rating, 21 reviews

Harbor Lights private pool. Wifi and AC.

PaigeRating, 5 stars10 months ago
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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