Cottage holiday rentals in Saint Thomas

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.

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

Island Times in Frenchtown, Centrally Located

We welcome you to the most authentic ISLAND TIMES vacation that we hope you fall in love with. Being on a hill, you will enjoy balmy breezes & beautiful views while appreciating the charm of Frenchtown. Wake up to the sun rising over the bay, spy the seaplane flying by your window, enjoy dinner on the patio with supplied amenities for cooking at home. Walk to bars, restaurants & downtown shopping; take a $1 Safari bus to the beach; pack lightly knowing that we have thought of everything for you!

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.

Secluded Beach Front Paradise: Castaway Cottage

A 2BR/2BA secluded cottage perched ~15-20yrds from the shoreline within a hop, skip & a jump to the beach, this fantastic spot offers solitude at the water's edge. The winding road home beckons the person seeking peace and quiet, where the stars shine brighter, the sea breeze seems fresher and is truly a retreat from the day-to-day rat race. Feel free to contact me if you have any questions. Possible 2door Jeep wrangler may be available depending on pick up/drop off times. 4 person maximum

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.

Blue Moon I - 2 BR Villa on Water Island, USVI

Perched above Druif Bay and Honeymoon Beach on picturesque Water Island, Blue Moon I is a charming two-bedroom, one-bath villa. The upper-level, open-air layout offers breathtaking panoramic views of the sea with sailboats and neighboring islands like St. Thomas, Hassel Island, and Culebra. For sunseekers, beach lovers, and snorkeling enthusiasts, Honeymoon Beach is just a stone's throw away. Blue Moon I delivers comfort and affordability, a perfect choice for a memorable island getaway.

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.

Beachfront Cottage #6

Escape into a lush oasis. This cottage is perfect for couples or single travelers looking for a luxurious laidback local vibe. Just steps to the beach, and with direct access to the pool, lawn, and pavilion area. Each cottage blends comfort with character, featuring its own distinct island style, thoughtful amenities, and just the right amount of privacy. Wake up to the sounds of nature, sip coffee on your private porch, and settle into the easy rhythm of life at The Hideaway.

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!

Serenity Breeze: Ocean View Retreat

Welcome to Serenity Breeze, your island paradise nestled in the heart of Peterborg. - 1-bedroom retreat with stunning ocean views - Tranquil atmosphere enhanced by cooling trade winds - Air conditioning for ultimate comfort - Breathtaking sunsets to enjoy every evening - Spacious design that promotes relaxation - Experience the tranquility of island life at Serenity Breeze. - Close to Magen's Bay Beach and vibrant dining in Charlotte Amalie and Red Hook

Caribia Cottage-Elegant Villa w/Private Pool

Caribia Cottage is located in a private Estate with access only through an electronic gate. The spectacular panoramic view of the St. Thomas Harbor is unforgettable and one which many a famous star toasted to when the property was formerly owned by a celebrated Broadway Producer. Walk just two steps from the Cottage into the spacious swimming pool. Enjoy gazing at the busiest Harbor in the Caribbean, as the mega yachts, seaplanes and cruise ships come and go.