Guesthouse holiday rentals in Northside

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Top-rated Guesthouses in Northside

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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.

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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.

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, 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

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..

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.

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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.***

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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!

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.

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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.

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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!