Guest house holiday rentals in St. Thomas

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Top-rated guest house rentals in St. Thomas

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Guest favourite
A panoramic view of the ocean is captured, showcasing a blend of turquoise water and clouds. Lush greenery is visible in the foreground, featuring swaying palm trees. The horizon is marked by a distant ship, creating a sense of serenity and connection to nature.
Guest house in Southside
4.94 out of 5 average rating, 17 reviews

Darling Palms Retreat: Solar Beachside 2BR Oasis

Solar powered with battery backup, this charming two-bedroom, one-bath apartment offers peace and comfort just a stone’s throw from a beautiful beach and resort with two restaurants, a pool bar, and a market. Nestled in a serene oasis of swaying palm trees, this inviting retreat features a full kitchen, perfect for creating delightful meals—and a cozy patio space. Enjoy the ideal blend of convenience and tranquility. Please note: the unit shares a wall with another apartment. Parking available.

Guest favourite
The exterior of a charming guest suite is shown, featuring a light-colored building with decorative shutters. Surrounding planters with vibrant greenery are visible, along with a path of stepping stones leading to the entrance. A seating area is partially seen to the left.
Guest house in East End
5 out of 5 average rating, 5 reviews

Garden Suite at Sapphire Beach Retreat

Very comfortable guest suite with direct access to Sapphire Beach. The garden suite boasts a queen bed in the main room and 3 twin beds in the bunk room... 2 bunks and a trundle. The Suite has a refrigerator, microwave and coffee maker. In addition, there is a private patio for your enjoyment. The location is premium. The home is just 5 minutes from Red Hook. You'll enjoy the ability to walk unto Sapphire Beach and enjoy all of Sapphire's offerings... coffee shop, restaurants and bars.

A scenic view of Hull Bay is visible, framed by lush greenery. Clear blue waters contrast with the surrounding landscape, evoking a sense of tranquility. The distant horizon blends seamlessly with the sky, indicating a serene coastal environment.
Guest house in Saint Thomas
4.7 out of 5 average rating, 56 reviews

Hull Bay Glamping Studio: Walk 2 Beach!

This unique & tranquil studio is situated amongst the palm trees with a spectacular view of Hull Bay that’s a short 10 minute walk & 15 minute drive to Magen’s Bay! Features a queen bed, kitchenette, AC & full bathroom located off the outdoor deck. Deck features outdoor couches & dining area. Parking is located at the bottom of the road. Please be advised, the road is somewhat steep, but it's just a short walk up the hill to the private gated entry. Private staircase leads to front entryway.

Top guest favourite
Guest house in Cruz Bay
5 out of 5 average rating, 21 reviews

Oceanfront Clifftop Escape Guest Suite

Maridadi Clifftop is perched atop Boatman Point, offering sweeping, south-facing views, and is located just under a 10-minute drive (2 miles) from Cruz Bay. The clifftop boasts a stunning outdoor terrace perched just above the crashing waves, surrounded by lush tropical vegetation. Inside, a modern, air-conditioned unit features a king-size bed, smart TV, ceiling fan, his and hers nightstands, a walk-in closet, a full bathroom, and a living area, creating the perfect romantic Caribbean escape.

Superhost
Two comfortable lounge chairs are positioned on a private deck, facing breathtaking views of the Caribbean Sea and surrounding islands. Bright blue skies and fluffy clouds create a serene backdrop, while lush greenery is visible in the distance.
Guest house in St. Thomas

Take your Breath Away Views Upper Cottage

OUTSTANDING views of BVI's, ST John & Caribbean Blues! Spacious, tranquil & breezy Cottage perched on the top of Harmony Hill! Newly remodeled with YOU in mind & all the comforts of home. Privacy, million dollar views from all rooms, designated office/work area and 2 private decks and abundant closet spaces for all your needs. Indoor & outdoor dining. Centrally located on island & less than 10 min Magen's, Coki, Lindquist, Sapphire Beach. Take it easy at this unique and tranquil getaway.

Top guest favourite
A private infinity pool is situated on a terrace, overlooking lush greenery and a panoramic ocean view. A vibrant rainbow arcs across the horizon, while gentle waves suggest a tranquil atmosphere. The pool's edge blends seamlessly with the surrounding landscape.
Guest house in Saint Thomas
5 out of 5 average rating, 105 reviews

Sunrise Cottage - Secluded, Romantic, Private

Sunrise cottage is located on the cool & breezy north side of St. Thomas. A relaxing 1 bedroom cottage with a full kitchen & living area. You can soak up the sun on the sundeck or hang out in your private soaking pool, while appreciating the breath taking view during the day & the abundance of stars at night. When venturing out you are 20 mins to Magen’s Bay Beach, 15 mins to Town, 30 mins to Red Hook. Note: The hosts live on property with 2 dogs and this cottage is adult only 18 or older.

Guest house in Southside
5 out of 5 average rating, 11 reviews

Tropical Escape - Private Studio in Gated Estate

Come enjoy our executive studio apartment located in the private, gated Isla Vista Estate, a premier St Thomas Legacy Property that was a former Governor's home. It is located above the Marriot and is convenient to town and beaches. The studio features a private deck with gas grill, queen bed, convertible chair/bed for an additional guest (2 adults 1 child max). The kitchen is equipped with a stovetop, fridge and microwave. The studio has been recently renovated with new furnishings.

Guest favourite
An outdoor area features a vibrant tiki bar with lights illuminating the space, accompanied by a refreshing saltwater pool. Surrounded by lush tropical foliage, the deck offers various seating options, creating an inviting atmosphere for relaxation and entertainment.
Guest house in Charlotte Amalie
5 out of 5 average rating, 6 reviews

Two Tickets To Paradise Cottage -Jeep, Bar & Pool

Welcome to Two Tickets To Paradise Cottage. The coolest place to stay on St Thomas. Live like a local. Our beautifully renovated cottage, pool & bar has everything you need to relax or party. Solar & Tesla batteries. The saltwater pool is refreshing at your own private tiki bar. Honor bar, TV and bluetooth surround sound. Red's Rum Roost is island famous and has it's own t-shirt. The owner is a retired Hilton Hotels manager. We include the use of our Jeep Wrangler with your stay.

Guest favourite
A spacious bedroom is highlighted by a vaulted ceiling with exposed wooden beams. A colorful patterned bedspread covers the bed, complemented by two bedside lamps. A seating area with chairs is arranged next to a small table, adding to the cozy ambiance.
Guest house in Saint John
4.9 out of 5 average rating, 51 reviews

Hope

Our one bedroom/ one bathroom cottage is all you need after a day at the beach. Centrally located off of Centerline Road, Hope Cottage is minutes from Cruz Bay and less than 20 minutes from Coral Bay. Nestled in a serene garden setting. The surrounding area of Gifft Hill is home to local schools and is a stones throw away from the Emergency clinic. You can feel at peace in the safe and homely residential setting. Enjoy a comfortable and restful nights sleep in Grateful Grotto.

Superhost
The exterior of Omajelan Castle is depicted, showcasing its regal architecture with pointed turrets and large white shutters. A staircase leads to the entrance, framed by lush greenery. The structure features a distinct blue facade, harmonizing with the surrounding natural landscape.
Guest house in Charlotte Amalie West
4.9 out of 5 average rating, 288 reviews

OMAJELAN CASTLE (A)

Welcome to the Omajelan Castle. Set amongst the lush mountain canopy of Santa Maria, on the North Western side of St. Thomas, with a view that is befitting of a king and queen. About 5 minutes from the beach and 15 minutes from downtown, Charlotte Amalie, The Omarjelan Castle's regal architecture is further enhanced by a breathtaking yet tranquil view of the Atlantic ocean. These small yet comfortable efficiencies afford you a unique experience you'll not soon forget

A charming outdoor seating area is featured in front of the cottage, showcasing three comfortable chairs positioned around a small table. The backdrop includes large windows framed by a vibrant yellow exterior, surrounded by natural foliage, with a clear blue sky overhead.
Guest house in Water Island
4.91 out of 5 average rating, 55 reviews

Water Island Home with a View

The newly renovated Cliff Breeze Cottage is a stand-alone cottage located on the south-eastern cliff shore of beautiful Water Island, the little-known 4th U.S. Virgin Island. Just a 5 minute walk to Honeymoon beach and a few beach bars and restaurants. You can also just relax on the beach, swim, or snorkel with some of the sea turtles and marine life that hangout just offshore. There are also golf carts available for rent for exploring Water Island.

Top guest favourite
Guest house in Northside
4.97 out of 5 average rating, 61 reviews

Incredible Views!- Solar Power- 5 min to beach!

- You’ll have a private newly renovated apartment (middle level) that sits within the jungle high up on the mountain side. - Views of Charlotte-Amalie Harbor, St Croix, and a glimpse of St John. - 5 minute drive to Hull Bay and the best fish tacos on the island. Magens Bay is just 10 minutes away. - Starlink internet so you’ll never lose internet! - House complex is powered by solar panels and back up batteries!

Popular amenities for guest house rentals in St. Thomas