Guesthouse vacation rentals in Northside

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Top-rated guesthouse rentals in Northside

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An entrance to the Bellavista Poolside Suite is shown, framed by tropical greenery and a palm tree. The door opens to a view of the ocean in the distance, with steps leading to the suite. Soft sunlight brightens the scene, highlighting the coastal surroundings.

Guesthouse in Charlotte Amalie

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...

A vibrant blue exterior of a studio is framed by lush greenery and palm trees. A staircase leads to the entrance, partially obscured by foliage. Natural light filters through the plants, creating a serene and inviting 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, 87 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.

A vibrant blue cabana is situated amidst lush tropical greenery, featuring plush seating cushions in a sunny orange hue. Decorative signs add a playful touch, while nearby stairs lead to an inviting outdoor bar area adorned with colorful accents.

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.

A panoramic view showcases the expansive Atlantic Ocean, framed by lush greenery and trees. The coastline curves gracefully in the distance, revealing sandy beaches and stretches of water under a clear blue sky, creating a serene and tranquil atmosphere.

Guesthouse in Northside

Gungalo Bungalow

Take it easy at this unique and tranquil getaway. For an adventurous couple or solo traveler, this hexagonal retreat has sweeping views of the Atlantic Ocean and Magens and Hull Bay. Located in a residential community, yet only minutes from beaches, restaurants and downtown Charlotte Amalie. Taxis do service our area, but we suggest renting a car. There is absolutely nothing within walking distance, unless you are very fit. 20 minutes from airport, 45 minutes to Red Hook ferry dock.

Superhost

A serene sunset is depicted with a gradient of pink and orange hues blending into a soft blue sky. The tranquil Atlantic ocean is visible in the foreground, reflecting the vibrant colors. Silhouetted trees and distant islands contribute to the peaceful coastal scenery.

Guesthouse in Charlotte Amalie West

4.9 out of 5 average rating, 273 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 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 private terrace offers a round table surrounded by four chairs, overlooking a scenic view of the Caribbean Sea and lush greenery. The landscape below features a mix of residential areas and distant islands under a blue sky with wispy clouds.

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.***

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!

Superhost

A panoramic view of Charlotte Amalie showcases a vibrant seascape dotted with boats. The coastline features a mix of residential buildings and greenery. The sky appears bright and clear, enhancing the natural beauty of the landscape and inviting exploration of the surroundings.

Private room in Charlotte Amalie

4.6 out of 5 average rating, 10 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.

Top guest favorite

A private porch is visible, featuring two outdoor chairs and a small table, surrounded by greenery. The setting offers views of the ocean and islands beyond, illuminated by soft evening light. Large windows bring in natural light, enhancing the relaxing atmosphere.

Private room in St. Thomas

5 out of 5 average rating, 50 reviews

Private Room with Extraordinary View

Hi! This room is in a stand-alone building and adjacent to one other room, (which is always occupied). This residence is centrally located on St. Thomas high atop the island overlooking the surrounding chain of islands. A well appointed large bedroom w/en-suite bathroom. Private porch and patio. Quality sheets on a king bed, with your choice of A/C or open air. You won't be disappointed.