Holiday rentals with a pool in Northside

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.

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.

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.

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

Private Villa*MagensBay *Ocean front* Private Pool

Del Mar Dos is a luxurious villa for up to four guests, featuring two elegant king suites with en-suite baths, walk-in closets, private terraces, and individual A/C units. The villa includes a spacious great room, three dining areas, and four ocean-facing terraces. Enjoy breathtaking views from every space, including the private pool. Suite One boasts a stunning outdoor double shower framed by palm trees. Experience total privacy and Caribbean luxury—this entire estate is yours to enjoy.

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.

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.*

Walk to dining - 2 mins to beach - Private Pool!

Shore Adore is in the heart of the Northside, just minutes from local favorites like Hull Bay Beach and Fish Bar Restaurant. This private 2-bedroom retreat is situated in a lush oasis and the perfect home for your next family vacation, couple's getaway, or any kind of serene escape! With balcony access from every room and waterfall feature in the pool, you really won't want to leave the property, but what a great home base for all of your island adventures.

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.

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!

The Green Goat Waterfront | Pool & Magens Views

Wake up to breathtaking waterfront views of Magens Bay in this serene St. Thomas, USVI villa — designed for effortless Caribbean island living. Enjoy a private pool, premium bedding, and a complimentary Cruzan cocktail from our welcome bar. A 4x4 is needed to access this stunning oceanfront retreat near Magens Bay, Hull Bay & Charlotte Amalie. Snorkel, swim & explore St. John by ferry. Perfect USVI vacation rental for couples & families.

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.