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, 15 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.

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Guesthouse in Cruz Bay

4.82 out of 5 average rating, 34 reviews

St. John Oceanview Stone Villa, 4BR w/King Suite

This beautiful hillside stone villa offers stunning ocean views of neighboring islands and is located on the top floor of the home, on a steep hill near the main road. Ideal for families or small groups, it’s just an 8-minute drive from Cruz Bay, grocery stores, restaurants, and beaches. • Master suite w/King bed & Patio • 2 Bedrooms w/Queen beds • 1 Bedroom w/2 Full beds • 2 Bathrooms • Living area • Kitchen with workstation • Dining area • A/C • 3 Patios • Smart TVs • WiFi

Top guest favorite

Guesthouse in Cruz Bay

5 out of 5 average rating, 18 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.

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Guesthouse 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 favorite

Guesthouse in Saint Thomas

5 out of 5 average rating, 89 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

4.86 out of 5 average rating, 59 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

4.97 out of 5 average rating, 34 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.

Guesthouse in Charlotte Amalie

5 out of 5 average rating, 6 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.

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Guesthouse in Charlotte Amalie West

4.9 out of 5 average rating, 275 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

4.91 out of 5 average rating, 54 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, 56 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!

Guest favorite

Guesthouse in East End

4.96 out of 5 average rating, 57 reviews

Large studio

Newly built compact yet spacious one bedroom studio located in a convenient location, minutes from beautiful beaches, grocery stores, gas stations, bars and restaurants. Gated property with multi vehicle parking, wifi, AC, and private balcony seating. The Jungalow is the perfect little gem to nestle into for your next quick island getaway!