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Cottage vacation rentals in Cinnamon Bay

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Top-rated cottage rentals in Cinnamon Bay

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Top guest favorite
The bedroom features a spacious bed with a light-colored blanket, complemented by wooden furniture, including a nightstand and wardrobe. Natural light enters through multiple windows, illuminating the room with a serene ambiance. A rustic decor adds charm, while a pet dog rests on the floor.
Cottage in Central

Caribbean Style Cottage

The 500sq. Tortuga Cottage is located in Fish Bay, St. John in the US Virgin Islands. The property is privately owned and adjacent to the National Park. This charming cottage places you within a 5 minute walk to Reef Bay beach and gives you access to many of St. John's greatest hiking trails. By car, we are 3 miles from town (Cruz Bay), where you will find all of your necessities. This is the ideal cottage for a couple or two friends. We have a full kitchen, a king Casper mattress, and much more

4.99 out of 5 average rating, 177 reviews
Top guest favorite
A panoramic view captures Coral Bay, framed by lush green hills and dotted with moored boats. The serene blue waters reflect the sky, showcasing a backdrop of soft white clouds. The picturesque landscape highlights the natural beauty of St. John.
Cottage in St. John

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

Managed by SeaToPeakSTJ Tucked high on Sea Grape Hill, Bon Bini Cottage is a peaceful retreat overlooking beautiful Coral Bay, St. John. The cottage boasts picturesque views, convenience to the town of Coral Bay and nearby beaches, and all of the amenities of home. KEY FEAUTRES --- One bedroom, one and a half bathroom home with AC Washer/Dryer Full-sized kitchen StarLink Internet Hot Tub Inflatable paddleboards, floats, beach chairs, beach coolers with ice packs, & beach towels all provided

4.98 out of 5 average rating, 114 reviews
Top guest favorite
A panoramic view captures the shimmering turquoise waters of Coral Bay, bordered by lush green hills. The rocky shoreline is complemented by patches of sand, creating a tranquil atmosphere. The clear sky is filled with scattered clouds, enhancing the natural beauty of the landscape.
Cottage in St. John

One bedroom cottage on the water

Take it easy at this unique and tranquil getaway. The property is on the water. Located in Coral Bay and boasts a king size memory foam bed, custom kitchen with quartz countertops and a 2 burner Miele stove, full bathroom, air conditioning and deck overlooking a salt pond and coral bay. Vaulted Cyprus ceiling, Kohler faucets, 600 thread count cotton sheets and a 60″ tv, and gas grill. Solar power with batteries and generator for consistent power! All guests must sign liability release forms.

5.0 out of 5 average rating, 53 reviews
Top guest favorite
A charming cottage with a red roof is positioned on a lush hillside, overlooking a serene bay and distant islands. Brightly colored flowers and tropical plants surround the property, while the sky is dotted with fluffy white clouds, and the water reflects a tranquil blue hue.
Cottage in Hansen Bay

Milk Moon Cottage

Situated on the quiet and serene East End of St. John, Milk Moon Cottage is a private oasis overlooking the British Virgin Islands. The cottage features striking views, convenience to East End beaches, and plenty of amenities to make guests feel right at home. *** KEY FEATURES *** -Two bedroom, two bathroom home with air-conditioning throughout -Full-sized kitchen -Completely private pool -WiFi -Beach chairs, beach cooler with ice packs, & beach towels all provided -Backup solar and batteries

5.0 out of 5 average rating, 95 reviews
Top guest favorite
Cottage in Cruz Bay

Skipper Cottage unit number 1

Skipper is a stand alone cottage: a large 450 sq ft efficiency with 50 sq ft deck. Queen bed, mattress is Marriott Silver Beauty Rest & full size futon couch/bed along with full kitchen & shower bathroom. The property is all fenced for Skipper, our water dog. Skipper was the captain of our boat Skedaddle. The yard is very lush & green, seems like rain forest in town. Our place is 'old' Caribbean, wooden cottages, no concrete. Skipper & Skedaddle are two identical cottages next to each other.

4.91 out of 5 average rating, 128 reviews
Top guest favorite
An outdoor patio features tiled stones surrounding a small salt-system plunge pool. Two lounge chairs with cushions are positioned nearby, while lush green banana plants fill the background. A beige umbrella provides shade, and the sky is bright with scattered clouds.
Cottage in Coral Bay

Sweet Spice: A Nifty Little Cottage. With A Pool!

This very small 1 BR cottage lives BIG with a screened porch, SOLAR POWER, valley views, ac, dishwasher, outdoor fitness, and plunge pool. With a clean modern vibe, Sweet Spice is more laidback getaway than luxury villa. It’s an ideal HQ for 2 active STJ adventurers - but with a few extra amenities! Located off the beaten path on the quiet side of STJ, it feels secluded but is only a 5 minute drive to the shops of Coral Bay. Note: road is rough and requires a 4WD and there are LOTS of stairs.

4.99 out of 5 average rating, 158 reviews
Top guest favorite
Cottage in East End

BEACHFRONT Cottage in Privateer Bay𓆉

Let us be your base camp as you have the adventure of a lifetime! The beach cottage is simple (2 bedroom/ 2.5bath) for those looking to explore everything the island of St. John has to offer. Here, swim in the crystal clear Caribbean waters just 75 steps away from your covered deck that overlooks Privateer Bay. The ends of the bay have fantastic small tide pools to explore. There's a full kitchen to prep meals on the deck. And fast wifi to stay connected. Solar power with back-up battery.

5.0 out of 5 average rating, 57 reviews
Top guest favorite
Cottage in St. John

Peaceful 1 bed/Lush gardens/Plunge pools

Experience ocean views, AC-cooled comfort, solar power and a spacious deck in this new solar-powered cottage. Part of a unique collection, it shares an infinity waterfall plunge pool with "Caribbean" cottage (two more cottages coming in 2026). Enjoy constant breezes, afternoon shade, and magical moonrises from the “Ocean” cottage. Guests have 24/7 on-site concierge service and assistance, with full vacation planning by a Superhost experienced in welcoming first-timers to St. John.

4.96 out of 5 average rating, 162 reviews
Superhost
An outdoor deck area features a round bistro table with two ornate chairs, surrounded by lush greenery. A potted plant adds a touch of nature. The panoramic view reveals the tranquil waters of Coral Bay and the verdant mountains in the background, enhancing the serene atmosphere.
Cottage in St. John

Blissful Treetop Retreat: Samsara

Perfect two-story cottage for young families. Top floor is open and breezy with Panoramic down island vistas; bottom floor with two bedrooms in cool to recharge. Samsara is the perfect place to slow down. Let the birds and tree frogs sing you to sleep and the sunrise over the island chain wake you up. Ideally located halfway between Cruz and Coral Bay and just 5 minutes from the North Shore beaches, Samsara is the perfect place from which to explore St. John.

4.9 out of 5 average rating, 137 reviews
Guest favorite
The cottage is set within a vibrant garden, with lush tropical plants and colorful shrubs surrounding the property. Tall palms provide shade, while a covered patio is visible through the greenery. A gated entrance adds a sense of privacy to the peaceful setting.
Cottage in Cruz Bay

Seabreeze Cottage with private pool in Cruz bay

The cottage is conveniently located two minutes to the town of Cruz bay and five minutes to National Park. It’s surrounded by lush landscape and gated property. The cottage is fully AC, covered patio, a private pool, outdoor bbq covered patio. AN ENTIRE COTTAGE BACK UP GENERATOR FOR POWER OUTAGES one of a few offer on the island. It will be helpful when the grid goes down of which occurs quite often. You can still have the comfort without any interruption.

4.93 out of 5 average rating, 41 reviews
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

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

Fully equipped, spacious studio with full kitchen. Beautiful view of the sea and St Thomas in a peaceful neighborhood near Cruz Bay. Easy to navigate roadways with flat driveway and plenty of parking. Enjoy a nice evening on the pool deck to watch the sunset. Conveniently located 10 min from beaches and shopping. Beach Chairs & Towels provided. Laundry on-site. Shared Grill and Pool area w/ the Main Villa on property. Perfect for a couples getaway.

4.97 out of 5 average rating, 114 reviews
Superhost
The cottage is surrounded by lush greenery, featuring a striking orange metal roof. The exterior includes several windows and a porch area shaded by vibrant tropical plants, creating a serene and natural setting amidst the mountain landscape.
Cottage

Coral Bay Farm Cottage

Enjoy paradise with this beautiful, newly remodeled cottage as your home away from home. This gem shares the same property, and overlooks, the only organic farm on the island. The farm produces all of the local salad greens, vegetables, herbs, and fruits for all the best restaurants and grocery stores. If you are planning on cooking at the property, let us know and we will bring you some fresh produce.

4.83 out of 5 average rating, 118 reviews

Popular amenities for Cinnamon Bay cottage rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Cottage rentals with a hot tub

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

Romantic Cottage - Stunning Ocean Views, Hot tub.

4.94 out of 5 average rating, 90 reviews
Guest favorite
A bright space features comfortable seating with blue and green cushions, complemented by a vibrant orange coffee table. Large windows provide views of the surrounding greenery. A dining area is visible, along with decorative art pieces enhancing the inviting ambiance.
Cottage in St. John

Dec-Mar Availability

4.95 out of 5 average rating, 76 reviews
Guest favorite
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

5.0 out of 5 average rating, 5 reviews
Top guest favorite
A dining table with colorful chairs overlooks a scenic view of Coral Bay. The sparkling blue water is dotted with boats, while lush green hills and distant mountains frame the landscape under a partly cloudy sky.
Cottage in Coral Bay

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

5.0 out of 5 average rating, 19 reviewsA thatch-roof cabana is shown with a cushioned daybed adorned in bright orange and turquoise pillows. Lush tropical plants surround the structure, and a view of the serene bay is visible in the background, creating a tranquil and private retreat.
Cottage in St. John

Coconut Cottage - a romantic jungle

4.88 out of 5 average rating, 25 reviews
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

Fair Winds - Private, remote, hot tub

5.0 out of 5 average rating, 33 reviewsA 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

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

4.69 out of 5 average rating, 45 reviewsA panoramic view of Coral Bay harbor showcases serene turquoise waters framed by lush green hills and vibrant vegetation. The coastal area features boats anchored in the bay, with a backdrop of rolling mountains and a sky filled with fluffy white clouds.
Cottage in Coral Bay

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

5.0 out of 5 average rating, 7 reviews

Pet-friendly cottage rentals

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

Lameshur Cottage's Guest House

4.93 out of 5 average rating, 57 reviews
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 White Bay

Seaside Cottage overlooking incredible White Bay on Jost Van Dyke

5.0 out of 5 average rating, 13 reviews
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

Caribia Cottage-Elegant Villa w/Private Pool

4.9 out of 5 average rating, 104 reviews
Top guest favorite
A colorful vehicle is parked on a winding driveway, bordered by lush greenery and flowering plants. The vibrant facade of Fiddlewood Cottage is visible, nestled against a backdrop of verdant hills and blue skies.
Cottage in Coral Bay

Fiddlewood Cottage, Solitude within nature's magic

4.97 out of 5 average rating, 35 reviews
Cottage in Central

Authentic, Budget, Island Stay, Stunning Views

4.79 out of 5 average rating, 38 reviewsThe 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

Tropical solar home EcoRetreat: Hike to the Beach!

4.86 out of 5 average rating, 28 reviewsA cozy living area is furnished with a blue sofa and armchair adorned with decorative cushions. A patterned area rug adds warmth to the space, while natural light filters through sheer curtains. Two lamps provide additional illumination, complementing the light-colored walls.
Cottage in Northside

The Cottage at Villa Indigo

4.82 out of 5 average rating, 22 reviews
Cottage in Northside

Bluewater Cottage (2) modern w/endless ocean view

4.44 out of 5 average rating, 39 reviews

Private cottage rentals

Superhost
A spacious bedroom features a traditional wooden four-poster bed adorned with a leaf-patterned pillow. Two bedside tables are positioned next to the bed, each with a lamp. Light filters in through large windows with sheer curtains, enhancing the inviting atmosphere.
Cottage in Cruz Bay

Villa La Vista Cottage

4.74 out of 5 average rating, 242 reviews
Guest favorite
Cottage in Coral Bay

The Cottages at Calabash Boom - Cat’s Meow

4.8 out of 5 average rating, 10 reviews
Top guest favorite
A tranquil coastal view captures a brilliant sunset over the water, with silhouetted hills in the background. The sky showcases shades of orange and pink, reflecting off the calm sea, creating a serene atmosphere ideal for relaxation.
Cottage in Coral Bay

Coral Heaven Air-conditioned Convenient Location

4.97 out of 5 average rating, 35 reviews
Top guest favorite
A cozy screen porch features a swinging chair and a round dining table set for four. Surrounded by lush greenery, a coffee table with a decorative wooden design sits nearby. Natural light filters through the screens, creating a serene atmosphere.
Cottage in Carolina, St. John

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

4.96 out of 5 average rating, 56 reviews
Guest favorite
A spacious living area is visible, featuring a comfortable seating arrangement with dark cushions. A bright rug lies on the terracotta tiled floor, while large glass doors open to a screened porch, showcasing expansive views of the surrounding landscape and tropical greenery.
Cottage in St. John

Tropical Tree House

4.93 out of 5 average rating, 54 reviews
Guest favorite
The entrance to the cottage is framed by lush tropical plants and palm trees, creating a vibrant atmosphere. A decorative stone archway leads to a white door with a glass panel, which is set against warm orange exterior walls.
Cottage in St. John

Private, Perfect for Couples Retreat-Ocean Views

4.96 out of 5 average rating, 25 reviews
Guest favorite
A serene view of the turquoise ocean is presented, with clear water revealing colorful coral formations beneath the surface. An island is visible in the distance, surrounded by lush greenery, while the coastline is adorned with palm trees leading up to a charming cottage.
Cottage in Caret Bay

Secluded Beach Front Paradise: Castaway Cottage

4.95 out of 5 average rating, 73 reviews
Top guest favorite
Cottage in Tortola

Studio Cottage @ Botanica

5.0 out of 5 average rating, 47 reviews

Destinations to explore