
Cottage holiday rentals in Cinnamon Bay
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Top-rated cottage rentals in Cinnamon Bay
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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

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.

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.)

Cruz Bay Coastal Cottage. Fresh, Private.
The Coastal Cottage is within convenient walking distance to Cruz Bay beach, shops, restaurants, and grocery stores. There's no need to rent a car for your stay, but be prepared for walking some hills! Recently renovated, the decor is fresh and comfortable with a full kitchen. There is AC in the bedroom and great room, with a screened-in porch for quiet relaxation.

Waterfront Cottage with private beach!
Postcard perfect cottage in Hurricane Hole for a couple. Shared private beach with 2 other houses, all new cottage since the hurricanes. Gentle slope, easy access , SmartTV, Wifi, A/C in bedroom, BBQ, 2 person kayak... everything you need for a perfect vacation, a home away from home!

Surf Sound Cottage
Surf Sound offers privacy, panoramic ocean views, and constant sea breezes. Overlooking John's Folly bay in the peaceful Coral Bay Quarter. We are conveniently located near fantastic beaches, great dining & entertainment.
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

Orchid House Cottage at Stoney Point

Bluewater Cottage (2) modern w/endless ocean view
Private cottage rentals

Two Bay View: Perfect for a private getaway

Cottages in Cane Garden Bay #2

Teahouse Treehouse | Romantic St John Cottage

Pura Vida Coral Bay - the serene and quiet side!

Coral Heaven Air-conditioned Convenient Location

Neptune's Home

Coral Bay Vista

Sea Spirit is for sea lovers!
Destinations to explore
- Punta Cana Holiday rentals
- San Juan Holiday rentals
- Bayahibe Holiday rentals
- La Romana Holiday rentals
- Carolina Holiday rentals
- Culebra Holiday rentals
- Little Saint James Holiday rentals
- Saint Thomas Holiday rentals
- Sainte-Anne Holiday rentals
- Saint Croix Holiday rentals
- Aguadilla Holiday rentals
- Basse-Terre Island Holiday rentals
- Flamenco Beach
- Limetree Beach
- Magens Bay Beach
- Honeymoon Beach
- Coki Beach
- Secret Harbor Beach
- Cane Garden Beach
- Cinnamon Bay Beach
- Cane Bay Beach
- Virgin Islands National Park
- Peter Bay Beach
- The Baths
- Josiah's Bay
- Sun Bay Beach
- Maho Bay Beach
- Coral World Ocean Park
- Cane Bay
- Paradise Point Tranway
- Brewers Bay Beach
- Lindquist Beach
- Cruz Bay
- Point Udall
- Sandy Point Beach
- Coki Point Beach





