Cottage holiday rentals in St. John

The Cottages at Calabash Boom - Cat’s Meow

Enjoy the beaches and national parks of St John and come home to Cats Meow. Everything needed for a memorable vacation, this air-conditioned cottage in Coral Bay boasts breathtaking views over the East End towards Tortola. Let the many shades of turquoise water mesmerize you and the sounds of the waves, birds and tree frogs soothe you. We provide beach chairs, snorkle gear, umbrellas, kitchen amenities, even shampoo, conditioner and make up wipes. Pack your flip flops, bathing suit and visit!

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.

Lowena Cottage

Spectacular clifftop house 150 yards from gorgeous sandy beach with stunning views of the North coast of Tortola