Cottage vacation rentals in St. Thomas

Cottage in Charlotte Amalie

4.77 out of 5 average rating, 43 reviews

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!

The entrance to Skedaddle features a wooden door with a charming sign displaying the name. A small black step leads to the entryway, surrounded by a tiled patio. Lush greenery frames the entrance, enhancing the inviting appearance of the cottage.

4.94 out of 5 average rating, 108 reviews

SKEDADDLE COTTAGE unit number 2

Skedaddle is a stand alone cottage: a large 450 sq ft efficiency with 50 sq ft deck. Queen bed, mattress is 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 rain forest in town. Our place is 'old' Caribbean, wooden cottages, no concrete. Skipper & Skedaddle are two identical cottages next to each other.

4.96 out of 5 average rating, 55 reviews

A sandy beach stretches along the shoreline, leading to calm, clear waters. Soft waves gently lap at the shore, with sailboats visible in the distance. Lush green hills rise in the background, dotted with palm trees and a peaceful atmosphere.

Cottage in Water Island

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.

Superhost

A serene beach scene features soft white sand meeting calm turquoise waters beneath a clear blue sky. Lush green hills rise in the background, contributing to the tranquil coastal landscape.

4.77 out of 5 average rating, 48 reviews

3 Bedroom, Affordable, Clean St. John Cottage

Starfruit Cottage is a charming traditional island home that has all the necessary accommodations for a comfortable safe stay. Bedrooms and living spaces are fully airconditioned. Wifi throughout the home. Smart TVs are in all bedrooms and the living room for your entertainment. Kitchen is equipped with Stainless Steel appliances, and all the kitchen utensils to prepare your meals. Short 8-minute drive to Cruz Bay and about a 12-minute drive to the nearest National Park Beach, Hawksnest.

Superhost

A spacious bedroom features a decorative metal bed frame with light bedding. Colorful glass bottles adorn the stone walls, providing a unique accent. Natural light filters through the window slats, and a ceiling fan adds a whimsical touch to the rounded ceiling.

Cottage in Water Island

4.92 out of 5 average rating, 24 reviews

Boho Butterfly cottage

Don't just get away from it all, Get in touch with it all. Join us in our Bohemian paradise. The Boho Butterfly cottage is the perfect getaway for your vacation. This Private cottage is eco-friendly and built out of recycled bottles, in the morning the whole cottage will light up like a cathedral. Wake up to the sounds of the ocean, singing birds and the tropical Caribbean breeze. This cottage is one of 6 and only 10 min away from Honeymoon beach and the Water Island Ferry dock.

4.98 out of 5 average rating, 51 reviews

The view showcases a vibrant turquoise coastline and clear waters, with a boat gently floating in the distance. Lush greenery frames the scene, while a secluded cottage is nestled among tropical plants, offering a serene escape at the water's edge.

Cottage in Caret Bay

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

4.94 out of 5 average rating, 97 reviews

A wooden bridge is framed by lush tropical greenery, leading into a serene garden setting. Decorative stone planters, embellished with floral designs, are positioned on either side of the bridge, contributing to the inviting atmosphere.

Cottage in Northside

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.

A private pool with clear water is framed by a wooden deck, featuring two modern lounge chairs positioned nearby. The cottage and surrounding lush landscape are visible in the background, with a bright blue sky adding to the tranquil setting.

4.91 out of 5 average rating, 22 reviews

Seabreeze Cottage with private pool

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.

A charming studio home, surrounded by lush greenery, features a welcoming porch with steps leading to the entrance. Stone pathways are lined with various plants, complemented by seating areas designed for relaxation. The building is highlighted by large windows that invite natural light.

4.98 out of 5 average rating, 82 reviews

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.

5 out of 5 average rating, 22 reviews

The exterior of Serenity Breeze is highlighted by a bright yellow facade and a modern design, set against a backdrop of tranquil blue waters. Lush greenery surrounds the property, and a spacious driveway leads to the entrance, providing easy access to the stunning ocean views.

Cottage in Northside

Ocean View Retreat in St. Thomas

Welcome to Serenity Breeze! - Stunning ocean views from every room. - Spacious 1-bedroom retreat with a tranquil atmosphere. - Comfortable climate with trade winds and air conditioning. - Close proximity to Magen's Bay Beach (5-minute drive). - Explore downtown Charlotte Amalie's dining and shopping within 10 minutes. - Relax in private, gated neighborhood in Peterborg. - Complimentary concierge service for personalized trip planning.