Cottage holiday rentals in St. John

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.

Orchid House Cottage at Stoney Point

Orchid House, at Stoney Point, a 1.5 acre nature retreat! Outdoor living and elegant glamping at its best in a tiny 1 Bedroom, solar powered, hardwood cottage on beautiful East End. Breathtaking views of Privateer Bay Beach and the entire BVI are steps away. Sleeping is the only activity located inside the screened cottage. The kitchenette, dining, sitting area and bath are on covered porches. Orchid House is surrounded by native trees, orchids and tropical vegetation for complete privacy.

Tropical Tree House

Perched high among the trees on Bordeaux Mountain, Tropical Treehouse is a charming Caribbean cottage that offers privacy, cooling trade winds, and sweeping views across St. John, Drake’s Channel, and Tortola. Surrounded by lush greenery, this elevated retreat feels wonderfully secluded while still being close to the best of Coral Bay. Perfect for a romantic island escape or an adventurous home base, this one-of-a-kind treehouse delivers tranquility, comfort, and an authentic island experience.

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?

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

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 air conditioning Washer/Dryer Full-sized kitchen StarLink Internet Hot Tub Stand-up paddleboards, floats, beach chairs, beach coolers with ice packs, & beach towels all provided

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.

Ocean Views - Perfect for Budget-Minded Travelers

One of the best values on St. John! Summertime Rolls is a cozy, tranquil Caribbean cottage with views of Johnson Bay, Hurricane Hole, St. John's east end, and the BVIs. It's well appointed with mini-split A/C, UV water system and a well-equipped, good-sized bright kitchen. Great location close to beaches, snorkeling, hiking trails, and the restaurants and nightlife of Coral Bay. Enjoy sunrises and fall asleep to the sounds of the surrounding forest. (2-door 4WD is required.)

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!

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.

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.

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.

Two Bay View: Perfect for a private getaway

Two Bay View is an octagonal cottage set on three private acres between Great Cruz Bay and Chocolate Hole. The home offers both privacy and convenience to Cruz Bay (approximately 2 mile drive). Facing north-east on St. John's north side, it gets the famous trade-wind breezes nearly all year long. The cottage has an 180 degree view with expansive decks on the two upper levels.