
Cottage vacation rentals in Cinnamon Bay
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Top-rated cottage rentals in Cinnamon Bay
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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 a Marriott Silver Beauty Rest & full futon along with full kitchen & shower bathroom. The property is all fenced for Skipper, my Portuguese Water Dog. Skipper was the captain of our boat Skedaddle. The yard is very lush & green, seems like a mini rain forest in town. Our place is 'old' Caribbean, wooden cottages, no concrete. Skipper & Skedaddle are two identical cottages next to each other.

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

Amazing Views- Stunning Pool - Eco-Luxury Getaway
Dove Cottage is perched magically on a ridge with jaw dropping views. A luxury Eco Villa with views out and down and up and beyond to the white sand kissed emerald islands floating on the azure sea. A simple elegant home with impeccable design, an amazing pool and patio. Unmatched privacy from this East End location near the famous Lime Out floating taco bar and the great snorkeling beaches of St John's unspoiled remote peninsula. Perfect for couples or small families, NOT ideal for 4 adults.

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

Cottage Studio @ Botanica
Studio Cottage with kitchenette and outdoor deck, perfect for two. Five minutes drive away from Cane Garden Bay and ten minutes from town, Botanica is a garden oasis spanning over an acre, with four standalone houses. By day, you will be amazed by the views of the hills, the bay and neighbouring islands while you soak in the sun on the deck overlooking the lush garden. At night, you will be lulled to sleep by the sounds of nature - crickets, frogs and the whispering of the coconut fronds.

Little Spice: A Modern Tiny Cottage in Coral Bay
Come stay in your own private tiny cottage in Coral Bay, on the quiet side of St. John! Little Spice is the perfect base camp for up to two active, adventurous adults interested in exploring the island. No kids, please. While the space is small, it definitely packs a BIG punch including SOLAR POWER, kitchenette, a/c, wifi, queen bed, full bath, valley views, and a private outside lounging space with a grill. And for the beach? Beach chairs, noodle floats and a cooler. What are you waiting for?

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.

Lameshur Cottage's Guest House
This secluded Caribbean cottage is tucked into the hillside on the quieter south side of St. John and offers panoramic mountain views of the surrounding National Park. It is within easy walking distance to many of St. John's best beaches and hiking trails. The interior of the cottage offers comfortable accommodations with a queen-size bed that sleeps two and a fully equipped kitchen and bath. The large covered porch provides spacious outdoor living and dining areas with a grill and daybed.

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.

One bedroom cottage on the water
Take it easy at this unique and tranquil getaway. The property is on the water, and is located in Coral Bay. Brand new, and boasts a king size memory foam bed, custom kitchen with quartz countertops and a two 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!

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.

Island Life With the Comforts of Home
Here Comes the Sun is a short drive from Coral Bay shops, restaurants, and bars. It's an island escape a little off the beaten path yet conveniently located to some of the best beaches and trails St. John offers. Its hillside perch allows breezes, magnificent sunrises and ocean views of the East End and BVIs. Relax on the deck and listen to sounds from the bordering jungle. (4WD required.)
Popular amenities for Cinnamon Bay cottage rentals
Cottage rentals with a hot tub

Cliffhanger By The Sea - stunning oceanfront villa

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

Windwardside Guest Cottage

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

Coconut Cottage - a romantic jungle

Romantic Cottage - Stunning Ocean Views, Hot tub.

Fair Winds Villa - Perfect for two couples

Fair Winds - Private, remote, hot tub
Pet-friendly cottage rentals

Peaceful 1 bed/Tropical gardens/Plunge pools

Boho Butterfly cottage

Caribia Cottage-Elegant Villa w/Private Pool

Authentic, Budget, Island Stay, Stunning Views

Tropical solar home EcoRetreat: Hike to the Beach!

Surf Song Cottage

Bluewater Cottage (2) modern w/endless ocean view

Jungle Cat Cottage
Private cottage rentals

Two Bay View: Perfect for a private getaway

SKEDADDLE COTTAGE unit number 2

Cottages in Cane Garden Bay #2

Pura Vida Coral Bay - the serene and quiet side!

Coral Heaven Air-conditioned Convenient Location

Coastal Caribbean Cottage

Neptune's Home

Coral Bay Vista
Destinations to explore
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- Culebra Vacation rentals
- Sainte-Anne Vacation rentals
- Saint Thomas Vacation rentals
- Little Saint James Vacation rentals
- Saint Croix Vacation rentals
- Aguadilla Vacation rentals
- Basse-Terre Island Vacation rentals
- Flamenco Beach
- Limetree Beach
- Honeymoon Beach
- Magens Bay Beach
- Coki Beach
- Secret Harbor Beach
- Cane Garden Beach
- Mosquito Bay Beach
- Cinnamon Bay Beach
- Cane Bay Beach
- Virgin Islands National Park
- Peter Bay Beach
- Josiah's Bay
- Sugar Beach
- Maho Bay Beach
- Coral World Ocean Park
- Sun Bay Beach
- The Baths
- Cane Bay
- Lindquist Beach
- Brewers Bay Beach
- Paradise Point Tranway
- Point Udall
- Chocolate Hole




