Guesthouse vacation rentals in Anna&#x27;s Retreat

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.

Guesthouse in East End

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.

Guesthouse in Charlotte Amalie

A wooden deck surrounds a serene pool, offering multiple lounge chairs for relaxation. A green umbrella provides shade nearby. The view includes lush hills and blue waters, creating a tranquil setting complemented by a clear sky with soft clouds.

5 out of 5 average rating, 10 reviews

Bellavista Poolside Suite

The Bellavista Poolside Suite is located on sunny St Thomas in the USVI. 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 Poolside Suite is an ideal off-the-beaten-path escape for savvy and discerning travelers seeking and intimate vacation experience...

5 out of 5 average rating, 18 reviews

An outdoor terrace is highlighted by two loungers draped with towels. A stone pathway leads towards the ocean, where a sunset casts warm hues over the water. Lush tropical plants frame the area, enhancing the serene coastal ambiance.

Guesthouse in Cruz Bay

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.

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.

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.

Guesthouse in Saint Thomas

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.

5 out of 5 average rating, 93 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.

5 out of 5 average rating, 37 reviews

A stunning view reveals a vibrant blue ocean, dotted with fluffy clouds under a bright sky. Lush palm trees sway gently in the foreground, framing the picture and adding to the tropical ambiance. A glimpse of greenery and a hint of land are visible in the distance.

Guesthouse in Southside

Darling Palms: Solar Tree House Studio

Solar powered, battery back up! Our spacious studio apartment is 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 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 available!

4.97 out of 5 average rating, 37 reviews

The bedroom features a spacious bed draped in colorful bedding, complemented by decorative pillows. Wooden beams rise above, enhancing the airy feel. Nearby, a dresser and a mirror reflect the warm, inviting tones of the room. Natural light streams through shutters, illuminating the cozy seating area.

Guesthouse in Saint John

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.

4.84 out of 5 average rating, 37 reviews

A hillside villa is set against a backdrop of ocean views, showcasing neighboring islands in the distance. Lush greenery surrounds the property, while a spacious balcony offers a welcoming space to enjoy the scenery. The blue sky above complements the serene atmosphere.

Guesthouse in Cruz Bay

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

Enjoy stunning ocean views of nearby islands from this beautiful stone villa, situated on a steep hillside near the main road. The top floor unit offers a peaceful retreat just 8 minutes from Cruz Bay, with easy access to beaches, restaurants, and grocery stores perfect for families or small groups. • Master suite w/Kg bed & Patio • 2 Bedrooms w/Queen beds • 1 Bedroom w/2 Full beds • 2 Bathrooms • Living area • Kitchen with workstation • Dining area • A/C • Smart TVs • Wifi

Guesthouse in Charlotte Amalie West

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.

4.9 out of 5 average rating, 278 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

4.96 out of 5 average rating, 164 reviews

A panoramic view captures Coral Bay harbor, with boats anchored in the serene waters and a backdrop of lush hills. The sky displays a gradient of orange and pink hues at sunset, reflecting on the bay while scattered clouds drift above.

Guesthouse in Coral Bay

Ocean Blue Cottage

Ocean Blue Cottage located in Upper Carolina, 400' above sea level, overlooking Coral Bay harbor, Bordeaux Mt, Carolina valley and a peek of the Caribbean Sea. 23 steps down from the road, it has a bedroom 9'x12', dining/kitchen area 6'x10', bathroom 3'x10', private outdoor shower 4'x5', deck 8'x4' with grill, furniture, umbrella. Pricing is $150 night. There’s also an $90 cleaning fee per reservation. 5 min drive to restaurants, 10 min to beaches.

4.96 out of 5 average rating, 25 reviews

A bright living area showcases a tan leather sofa adorned with decorative pillows. A neutral coffee table sits in front, complemented by a large vase. Light streams in from nearby windows, and an exit to the kitchen is visible in the background.

Guesthouse in Northside

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.***