Holiday rentals with a pool in Northside

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Top-rated rentals with a pool in Northside

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Top guest favourite
Flat in Saint Thomas
4.98 out of 5 average rating, 211 reviews

Hillside Hideaway

Perfect getaway for an island getaway, business, or solo adventuring. This well appointed one bedroom apartment is nestled in a quiet central hillside neighborhood with views of Hans Lollik, Jost Van Dyke, and Tortola islands. Conveniently located one mile from Magen's Bay and ten minutes to downtown Charlotte Amalie by car. Rental car is a must! Come enjoy the tranquil views, take a dip in the pool, and experience St. Thomas like a local. Please read all listing details and house rules.

Top guest favourite
A spacious living area features large glass sliding doors that open to a balcony with ocean views. Outdoor furniture is visible on the balcony, overlooking the tranquil sea and distant islands, while the interior showcases modern furnishings and a cozy throw draped over a sofa.
Apartment in Northside
4.98 out of 5 average rating, 64 reviews

Ocean views from every room!

Relax and enjoy peaceful moments from this large one bedroom condo. Open the expansive windows and enjoy taking in the ocean breeze and amazing views. Serene and private while only being minutes away from Magen’s Bay. Watch the beautiful sunrises in the morning from the large balcony overlooking the Ocean and the nearby islands. Located across from the community pool for those days when you don’t feel like going to the beach. This unit can also be rented as a 2 bed/2 bath by special request.

Top guest favourite
An outdoor infinity pool offers serene views of the ocean and surrounding greenery. Four blue lounge chairs are positioned near the water's edge, providing a perfect spot for relaxation. Bright blue skies and distant islands complete the picturesque landscape.
Home in NorthSide
4.99 out of 5 average rating, 67 reviews

Island Retreat - Generator/Ocean View/Heated Pool

Escape to Sunrise Villas by Stacie, a private tropical mountaintop retreat in St. Thomas. Enjoy panoramic ocean views, a heated pool with Baja sun deck, jets and lights, plus elegant indoor-outdoor living area with 20-ft sliding doors, gourmet kitchen, bar, and fireplaces. With a whole-home generator, comfort is guaranteed. Perfect for couples, families, or friends—book the villa next door for up to 4 more guests. Includes beach chairs, cooler, and Cressi snorkel gear for perfect beach days!

Top guest favourite
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.
Guest house in Saint Thomas
5 out of 5 average rating, 113 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.

Top guest favourite
Apartment in Northside
4.99 out of 5 average rating, 159 reviews

Ocean View Condo near Magen’s Bay - Pool/Generator

Welcome to your retreat with panoramic ocean views located in Mahogany Run, 5 mins from Magen's Bay Beach. Enjoy spectacular views of the ocean from every room of the condo. This bright and airy condo is equipped with a plush king-size bed, a fully equipped kitchen, and a bathroom featuring a walk-in shower. Spend the days at one of the island's beaches, snorkeling, hanging out by the pool, or exploring downtown Charlotte Amalie! We HIGHLY recommend renting a car to get around the island

Top guest favourite
The spacious living area features two light-toned sofas arranged around a glass coffee table, with a cozy bean bag on the floor. Natural light enters through two well-sized windows, creating an airy ambiance complemented by a modern floor lamp and a potted plant.
Flat in Charlotte Amalie
4.99 out of 5 average rating, 134 reviews

Chic 1 Bedroom Oasis with Designer Decor & Pool

Welcome to our impeccably designed oversized 1-bedroom apartment (+ queen size Murphy bed) a stylish retreat that promises an unforgettable stay in the heart of the historic district of Charlotte Amalie with its own plunge pool and deck. This apartment boasts a sophisticated ambiance, curated with the finest designer furnishings, decor and lighting as well as a custom kitchen. This is a perfect location to serve as the base to explore St. Thomas and the surrounding islands.

Superhost
A spacious white villa with multiple arched windows is situated on a hillside, providing impressive views of the sea and surrounding islands. A large outdoor area features a pool, patio furniture, and a beautifully manicured garden, enhancing the inviting atmosphere of the property.
Island in St. Thomas
4.8 out of 5 average rating, 303 reviews

Sleek & Sunny Island Studio | Kitchenette

This unit is very small and cozy with great views of the seaports, airport, and downtown. Escape to your own oasis on the beautiful island of St. Tomas! This beautiful home features the following: *Pool *Free WiFi *Fully stocked kitchen *5 minutes to St. Thomas Airport *Coffee station *5-10 minutes from restaurants This unit is great for active solo adventurers or business travelers that are capable of using stairs. *This unit requires the use of stairs.*

Guest favourite
An outdoor dining setup is presented with a white table surrounded by six chairs. Each place setting features a blue napkin and a white plate. The backdrop reveals a stunning view of Charlotte Amalie and the harbor, with distant hills and clouds enhancing the serene atmosphere.
Home in Northside
4.96 out of 5 average rating, 114 reviews

Change Your Perspective at Villa Point of View

Change your perspective at Point of View villa, perched high above the historic town of Charlotte Amalie. Point of View is located within a gated community in Estate Mafolie. We are located mid island with an easy drive into town or to world famous Magens Bay. However, you may never want to leave the property once you see the sweeping harbor view. There are three bedrooms in the main house and separate fourth bedroom with a full kitchen on the lower pool level.

Top guest favourite
An aerial view of a contemporary home reveals a red roof and an infinity pool lined with lounge chairs. Surrounding greenery enhances the sense of privacy, while a spacious driveway provides easy access. Large windows allow for plenty of natural light to enter the interior.
Villa in Charlotte Amalie
5 out of 5 average rating, 91 reviews

Hilltop Paradise Vacation Package with Jeep

Start your next adventure and step into this brand new contemporary modern home hidden in the hills of St. Thomas. Here, you will be greeted with incredible, breathtaking views and an infinity pool overlooking the beautiful Charlotte Amalie. This carefully designed retreat sets the tone for a perfect adventure getaway for a group of friends/couples, or the perfect relaxation stop for a family. Whatever you choose, this home will not disappoint.

Top guest favourite
A spacious deck showcases a lagoon pool with lounge chairs and an umbrella. Lush greenery surrounds the area, and sweeping views of Magens Bay and the turquoise lagoon can be seen under a clear blue sky, creating an inviting outdoor retreat.
Villa in Northside
5 out of 5 average rating, 25 reviews

Caribe Blue Tropical Paradise-Modern, Heated Pool

Sweeping views of Magens Bay, a lagoon pool (heated to a comfortable 85 degrees), and lush tropical gardens surround this stunning two bedroom, two bathroom villa. The villa has all the modern amenities to ensure you have a relaxing tropical vacation and is a 5 minute drive to Magens Bay beach and even less to dining options. Caribe Blue is newly renovated and re-decorated, so experience the new lagoon pool and cool contemporary design yourself!

Top guest favourite
A functional kitchen area is displayed, featuring grey cabinets and a white refrigerator. A breakfast bar with two stools is positioned next to the kitchen, complementing the cozy living space. A coffee table with decorative items sits in front of a comfortable seating area.
Flat in charlotte amalie
4.88 out of 5 average rating, 133 reviews

View of Magen’s Bay Beach

The apartment is very close to a private beach below. The community is private which has now turn into a gated community. If you love jogging since the traffic is not high the area has jogging or walking. Transportation is needed. President Clinton stayed in this area villa just below. I am retired and I enjoy hosting also I am easy to get along with. There are beach chairs, snorkeling equipment and beach towels available for your use.

Top guest favourite
An outdoor balcony offers expansive ocean views, featuring a comfortable lounge chair and a dining set with cushioned seating. The blue waters of the Atlantic extend towards distant islands, framed by bright blue skies and white clouds, enhancing the serene atmosphere.
Apartment in Northside
4.97 out of 5 average rating, 112 reviews

2 Bed Condo w/Full Ocean Views & Guarded Community

Spectacular sunrises to memorable sunsets, Saltwater Dreams offers panoramic views of the British Virgin Islands and beyond. This spacious two bedroom, two bathroom condo offers two floors for ultimate privacy. A large living and dining area, full kitchen and an immense primary bedroom ensuite encompass the main level. Up a brief set of stairs, you will find the guest bedroom and second full bathroom.

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