Guesthouse vacation rentals in Northside

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Top-rated guesthouse rentals in Northside

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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.

Guesthouse in Saint Thomas

4.72 out of 5 average rating, 53 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 favorite

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.

Guesthouse in Saint Thomas

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.

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.

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.

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.

Guesthouse in Charlotte Amalie West

4.9 out of 5 average rating, 279 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

An outdoor entertainment area features a unique, curved bar consisting of natural stone, surrounded by tropical plants. The adjacent swimming pool reflects the sky, with lounge chairs positioned around the pool's edge, creating an inviting space for relaxation and socializing.

Guesthouse in Northside

4.67 out of 5 average rating, 3 reviews

Estate St. Peter Guest House w/ maid

Terraced down Mt. Top our our Gaudi..esque compound is like a tropical architectural theme park overlooking Magens Bay and the BVI. Our furnishings are collected from around the world and each room stunning. Minutes from the airport, Frenchtown and downtown with great, fun restaurants and great beaches just a short drive. You’ll love our place because of the views, the location, the ambiance, the exotic orchid gardens and amazing tiled bar and pool and the architecture..

A panoramic view captures the lush coastline meeting the ocean, with a runway leading into the distance. Bright blue skies with scattered clouds stretch overhead, while palm trees frame the scene, enhancing the natural beauty of the surrounding landscape.

Guesthouse in 108-A-15 Estate Contant Northside

5 out of 5 average rating, 11 reviews

Crown Mountain Manor. Modern Living with a view.

A very modern, family-friendly, fully furnished 2BR/1BA. It has all the amenities you would want when visiting the Virgin Islands to include - solar and battery backup, A/C, great breezes, exterior security cameras, monitors and alarm system, gated property, washer and dryer, wrap around driveway, hurricane shutters on all windows, complete set of dishes and fresh linens. View of St. Croix, Culebra, Vieques, and Eastern Puerto Rico.

Guest favorite

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

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.***

Top guest favorite

A bright living area features a spacious blue sofa and light-toned furnishings, with large windows that invite natural light and offer views. A modern kitchen is visible in the background, complete with stainless steel appliances. A ceiling fan enhances airflow in the open space.

Guesthouse in Northside

4.96 out of 5 average rating, 57 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!

A vibrant sky is depicted at dusk, featuring a gradient of purple and pink hues. Silhouetted leaves and branches frame the image, creating a natural border against the colorful backdrop. Distant lights hint at a lively community below.

Shared room in Anna's Retreat

4.75 out of 5 average rating, 4 reviews

Male Dorm Room Bottom Bunk 1

This listing is for a bottom bunk space in a MALE only room with 2 bunk beds, lockers and a locking door. This room shares a full bathroom as well as a nicely appointed common living room, dining room and kitchen, this multi room unit is a second-floor unit that has a large deck overlooking the garden, restaurant, bar and stage below. There is Wi-Fi, Netflix, Hulu, a TV in the common area living room.

Superhost

A spacious living area features a comfortable sectional sofa positioned beside a small table with a plant. A dining table with chairs is visible, complemented by a kitchen area in the background. Large windows allow natural light to fill the room.

Private room in Charlotte Amalie

4.64 out of 5 average rating, 14 reviews

Charlotte Amalie Overlook Papaya Room5-2

Welcome to our charming property, perfectly situated near the stunning Charlotte Amalie Overlook. This spacious unit features five separate bedrooms, each equipped with two queen-sized beds and a private bathroom, making it ideal for families or groups traveling together. *Each room comes with its own bathroom. Each room can be entered through two entrances- a balancing and through a common area.

Superhost

A cozy living area features a leather sofa adorned with neutral-toned accessories. A coffee table, complemented by decorative items, sits in the center. Natural light brightens the space through a nearby window, while doorways lead to the kitchen and entrance.

Guesthouse in Northside

5 out of 5 average rating, 4 reviews

La Brisa: Peaceful Oceanview Retreat

Escape to La Brisa, a serene oceanview retreat perched 1,100 feet above sea level on Skyline Drive. This luxurious one-bedroom suite offers breathtaking Caribbean views, modern coastal decor, and thoughtful amenities for a tranquil island getaway. Perfectly located near Magens Bay and vibrant Red Hook, La Brisa is ideal for relaxation, exploration, or a romantic escape. Your paradise awaits!