Cottage vacation rentals in Cinnamon Bay

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Popular amenities for Cinnamon Bay cottage rentals

Cottage rentals with a hot tub

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 stars24 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 Northside
4.89 out of 5 average rating, 36 reviews

Cliffhanger By The Sea - stunning oceanfront villa

BarbaraRating, 5 stars8 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!
Cottage in Coral Bay
5 out of 5 average rating, 14 reviews

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

HamishRating, 5 stars5 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 Coral Bay
5 out of 5 average rating, 6 reviews

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

JulieRating, 5 stars2 months 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 dining area is presented on an outdoor deck, featuring a table set for four overlooking a stunning coastal view. The scene includes vibrant blue waters and distant islands under a partly cloudy sky, creating a serene atmosphere for meals in the fresh air.
Cottage in Coral Bay
5 out of 5 average rating, 26 reviews

Fair Winds - Private, remote, hot tub

LizRating, 5 stars3 months ago
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!
A vibrant sunset illuminates the sky with rays extending over the lush landscape. The silhouette of hills can be seen in the background, with the horizon showcasing shades of orange and yellow. The scene offers a serene view of the Caribbean environment.
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 stars7 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!
Guest favorite
A covered deck area features a hot tub, two lounge chairs, and a dining table set for two. Lush greenery surrounds the space, and a stunning view of the bay and hills is visible through the railing, creating a serene atmosphere.
Cottage in Cruz Bay
4.95 out of 5 average rating, 76 reviews

Romantic Cottage - Stunning Ocean Views, Hot tub.

tiffanyRating, 5 stars1 month ago
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!
A private hot tub is set against a backdrop of lush tropical plants, offering views of the Caribbean Sea and distant islands. The clear water reflects the sky, creating a serene atmosphere surrounded by nature.
Cottage in Coral Bay

Windwardside Guest Cottage

Pet-friendly cottage rentals

Guest favorite
A serene outdoor space features a wooden deck leading to an infinity pool, surrounded by lush greenery. Lounge chairs are positioned near the pool, with a shaded area beneath a stylish gazebo. The backdrop reveals a gently sloping hillside adorned with tropical foliage.
Cottage in Saint John
4.92 out of 5 average rating, 61 reviews

1 Bedroom in The Garden of Eden Cottages -Solar

AnnaRating, 5 stars2 weeks ago
Great little cottage with everything you need. Lorraine and Bob were very friendly and helpful.
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 stars15 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, 99 reviews

Caribia Cottage-Elegant Villa w/Private Pool

DarrenRating, 5 stars4 weeks ago
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!
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 stars2 months 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 spacious deck is showcased with a glass table surrounded by two patterned chairs. Colorful lounge chairs are positioned nearby, offering a relaxed seating area. The panoramic view of the hills and water is visible in the background under a partly cloudy sky.
Cottage in Central
4.79 out of 5 average rating, 24 reviews

Beautiful View * Private Cottage * Fish Bay *

HollyRating, 5 stars1 week ago
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!!!)
The image captures a stunning view of the Caribbean Sea, with vibrant turquoise waters bordered by lush green hills and islands. The colors blend seamlessly, creating a serene and tranquil atmosphere. A clear blue sky complements the natural beauty of the landscape.
Cottage in Coral Bay
4.86 out of 5 average rating, 28 reviews

Tropical solar home EcoRetreat:Off season rate$150

JustinRating, 5 stars48 months ago
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!
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, 101 reviews

Surf Song Cottage

NeilRating, 5 stars5 months ago
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
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 stars11 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

Guest favorite
A yellow outdoor table is positioned in the foreground, offering a view of lush green hills and Coral Bay in the distance. The landscape is vibrant, with varying shades of green beneath a partly cloudy sky.
Cottage in Coral Bay
4.98 out of 5 average rating, 47 reviews

Jewel's View

BenRating, 5 stars1 month ago
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.
Superhost
A breathtaking sunset is displayed over the horizon, with vibrant hues of orange and yellow illuminating the sky. Soft clouds reflect the light, while the calm water below reflects the colors, showcasing boats anchored in the distance and the silhouettes of nearby islands.
Cottage in Cruz Bay
4.73 out of 5 average rating, 223 reviews

Villa La Vista Cottage

MatthewRating, 5 stars1 month ago
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.
Guest favorite
An expansive deck offers a view of the surrounding hills and ocean, with sailboats anchored in the bay. Two white chairs are positioned beside a small round table, creating a relaxed outdoor seating area. The sky is partly cloudy, with patches of blue visible.
Cottage in Cruz Bay
4.87 out of 5 average rating, 68 reviews

Two Bay View: Perfect for a private getaway

JenniferRating, 5 stars1 month ago
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!
Guest favorite
A bright interior space features a spacious bed covered with a white quilt. Light yellow walls and open shelving display various decorative items. A kitchenette with a stove and fridge is visible, along with large windows letting in natural light and providing views of the surrounding greenery.
Cottage in Salt Pond Beach
4.92 out of 5 average rating, 39 reviews

Lameshur Cottage's Guest House

MelanieRating, 5 stars1 month ago
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!
Guest favorite
Two hanging chairs are suspended from the ceiling, featuring soft cushions for comfort. A patterned area rug lies beneath, and there are round poufs nearby. The large windows provide a scenic backdrop of lush greenery and distant mountain views, enhancing the indoor-outdoor ambiance.
Cottage in Carolina, St. John
4.95 out of 5 average rating, 40 reviews

Verde Cottage (2BR/1BA) Peaceful Rainforest Oasis!

JuliannaRating, 5 stars4 days ago
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 :).
Guest favorite
A spacious balcony overlooks the calm turquoise waters of the ocean. Comfortable chairs, including two blue adirondack chairs and a round dining table with four additional chairs, provide inviting seating options for relaxing or dining outdoors.
Cottage in Caret Bay
4.98 out of 5 average rating, 53 reviews

Secluded Beach Front Paradise: Castaway Cottage

WayneRating, 5 stars1 month ago
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.
Guest favorite
A standalone studio house is positioned within a lush landscape, surrounded by tropical greenery and large boulders. The house features screened windows and a wraparound porch, providing access to the outdoor environment. Soft clouds drift above, creating a serene sky.
Cottage in Spanish Town
4.94 out of 5 average rating, 18 reviews

Studio at Guavaberry Spring Bay

Chloe KimRating, 5 stars3 weeks ago
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.
Guest favorite
An outdoor deck area is furnished with two light-colored armchairs and a small glass-top table. Lush tropical greenery surrounds the space, with views of the ocean visible in the distance beneath a partly cloudy sky.
Cottage in Tortola
5 out of 5 average rating, 23 reviews

Studio Cottage @ Botanica

KendaRating, 5 stars2 months ago
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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