Cottage holiday rentals in Saint Thomas

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Top-rated cottage rentals in Saint Thomas

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Top guest favourite
Cottage in Cruz Bay
4.9 out of 5 average rating, 122 reviews

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.

Superhost
A colorful patio is furnished with a large table and six red chairs, shaded by a vibrant striped umbrella. Scenic views of the bay and surrounding hills are visible, creating a pleasant outdoor dining space.
Cottage in Charlotte Amalie
4.8 out of 5 average rating, 54 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!

Guest favourite
Cottage in Carolina, St. John
4.96 out of 5 average rating, 48 reviews

Verde Cottage (2BR/1BA) Peaceful Rainforest Oasis!

Nestled in the rainforest down a long stairway fringed with tyre palms and tree orchids, a newly remodeled 650 sqft Cottage sits enveloped by virgin St John flora and fauna. The main living areas and bedrooms are all tastefully appointed and fully air-conditioned. The efficiency kitchen is well-equipped. The large wraparound screen porch provides indoor/outdoor living with cozy seating and dining 'al fresco'. Welcome to the Verde Cottage - your peaceful island getaway on Bordeaux Mountain!

Guest favourite
An entrance is framed by wooden fencing, leading into a lush landscape. Vibrant greenery and flowering plants can be seen, with gravel paths guiding visitors towards the tiny cottage. The backdrop features rolling hills, enhancing the tranquil island setting.
Cottage in Coral Bay
4.97 out of 5 average rating, 239 reviews

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?

Guest favourite
A spacious outdoor patio extends towards the water, featuring a table surrounded by colorful chairs in red and blue. The coastline and lush greenery are visible in the background, with gentle waves lapping at the shore.
Cottage in Caret Bay
4.95 out of 5 average rating, 64 reviews

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

Top guest favourite
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
4.97 out of 5 average rating, 66 reviews

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.

Guest favourite
A private balcony features a round table set with glasses and plates, surrounded by four chairs. Lush greenery and sweeping ocean views are visible in the background, capturing the tranquil atmosphere of the location.
Cottage in Northside
4.93 out of 5 average rating, 40 reviews

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

Guest favourite
The entrance to the cottage is framed by lush tropical plants and palm trees, creating a vibrant atmosphere. A decorative stone archway leads to a white door with a glass panel, which is set against warm orange exterior walls.
Cottage in Saint John
4.95 out of 5 average rating, 21 reviews

Private, Perfect for Couples Retreat-Ocean Views

Nestled on St. John’s spectacular South Shore, this tastefully decorated one-bedroom cottage is the ideal home-away-from-home island getaway! Solar panels and back up batteries to fully power the house. The bedroom features a King bed, A/C, & flat-screen TV. The kitchen features granite countertops, stainless steel appliances & island with seating for 4. The cozy living area has A/C, comfortable seating, flat screen tv, dvd player & Bose surround sound speaker.

Guest favourite
A circular glass table with turquoise metal chairs is positioned on a deck, offering a panoramic view of the vibrant St. Thomas Harbor and surrounding hills. The clear blue sky complements the scene, while lush greenery frames the outdoor space, enhancing the natural beauty of the setting.
Cottage in Northside
4.9 out of 5 average rating, 103 reviews

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.

Top guest favourite
The pool deck features a rectangular swimming pool surrounded by lounge chairs and a parasol. Lush greenery and colorful planters add to the setting. A rainbow arches across a cloudy sky in the background, enhancing the tranquil atmosphere of the outdoor space.
Cottage in Cruz Bay
4.98 out of 5 average rating, 98 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.

Superhost
The cottage is surrounded by lush greenery, featuring a striking orange metal roof. The exterior includes several windows and a porch area shaded by vibrant tropical plants, creating a serene and natural setting amidst the mountain landscape.
Cottage in St. John
4.86 out of 5 average rating, 106 reviews

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.

Guest favourite
An expansive deck offers a view of the surrounding hills and ocean, with sailboats anchored in the bay. Two white chairs are positioned beside a small round table, creating a relaxed outdoor seating area. The sky is partly cloudy, with patches of blue visible.
Cottage in Cruz Bay
4.86 out of 5 average rating, 73 reviews

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.

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