Guesthouse vacation rentals in Saint Thomas

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Top-rated guesthouse rentals in Saint Thomas

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Guest favorite

Guesthouse in Southside

5 out of 5 average rating, 35 reviews

Darling Palms Tree House: Beachside Studio Oasis

Welcome to our spacious studio apartment nestled among a paradise of palm trees, with a ‘tree house' atmosphere. Just a short stroll away, discover the allure of a nearby beach and resort, offering two restaurants, a market, and a pool bar for ultimate relaxation. Embrace the outdoor ambiance on our expansive patio, complete with comfortable seating and a grill, perfect for alfresco dining. Please note that the studio shares a wall with another rental unit. Parking on property is available!

Guest favorite

Guesthouse in Saint Thomas

5 out of 5 average rating, 62 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 favorite

Guesthouse in Charlotte Amalie

4.87 out of 5 average rating, 55 reviews

Bellavista Cottage

The Bellavista Cottage is located on sunny St Thomas in the US Virgin Islands. We are pleased to offer charming and comfortable accommodations with access to the famous Bellavista Pool & Pool Deck. Situated above downtown Charlotte Amalie steeped in island history and architecture, the property is within walking distance of world class dining and shopping. Bellavista Cottage is an ideal off-the-beaten-path escape for savvy and discerning travelers seeking an intimate vacation experience.

Guest favorite

Guesthouse in Saint John

4.92 out of 5 average rating, 12 reviews

Faith

Forget your worries in this spacious and serene space. Enjoy outdoor kitchen and dining area in Faith Cottage. Relax in the shared space that makes up Grateful Grotto Gardens. Our one bedroom/ one bathroom cottage is all you need after a day at the beach. Centrally located off of Centerline Road, Minutes from Cruz Bay and less than 20 minutes from Coral Bay. You can feel at peace in the safe and homely residential setting and enjoy a comfortable and restful nights sleep in Grateful Grotto.

Guest favorite

Guesthouse in Northside

4.95 out of 5 average rating, 42 reviews

Island vibes and views! 5 min drive to the beach!

Relax to the sounds of the island and a gorgeous view of the harbor! You’ll have a private newly renovated apartment that sits within the jungle high up on the mountain side. From your living room you can see the Charlotte-Amalie Harbor, St Croix, and a glimpse of St John. We are a five minute drive to Hull Bay and the best fish tacos on the island. Magens Bay is just 10 minutes away. This middle apartment has a full kitchen, huge king bed, and renovated bathroom to make the stay yours!

Guesthouse in Charlotte Amalie

5 out of 5 average rating, 5 reviews

Two Tickets To Paradise Cottage -Tiki Bar & Pool

Welcome to Two Tickets To Paradise Cottage. The coolest place to stay on St Thomas. Enjoy a quiet piece of paradise and live like a local. Our beautifully renovated cottage, pool & bar has everything you need to relax or party. Solar & Tesla batteries keep the power on. The saltwater pool is refreshing at your own private tiki bar. Honor bar, 55" 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 sales manager.

Guest favorite

Guesthouse in Cruz Bay

5 out of 5 average rating, 5 reviews

Oceanfront Clifftop Escape Guest Suite

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

Superhost

Guesthouse in Charlotte Amalie West

4.92 out of 5 average rating, 249 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

Guesthouse in Water Island

4.92 out of 5 average rating, 50 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.

Guest favorite

Guesthouse in Northside

4.96 out of 5 average rating, 25 reviews

La Brisa: Oceanview Escape w/ Included Jeep Rental

Escape to La Brisa, a luxurious oceanview suite perched 1,100 feet above sea level on Skyline Drive. Enjoy breathtaking Caribbean vistas, modern coastal decor, and exclusive use of a 2019 AWD Jeep Compass for exploring the island. With thoughtful amenities and a serene location near top attractions, La Brisa offers the perfect blend of adventure and relaxation for an unforgettable stay. ***MUST BE 25 YEARS OLD TO BOOK.***