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.

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.

OceanView! 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

NEW - Ocean Air + Island Flair - GATED

Wake up to sweeping ocean views and the gentle island breeze at this stylish one-bedroom condo in Mahogany Run. Perched above the coastline with postcard-worthy views of St. John and the BVI, this thoughtfully appointed hideaway blends comfort and Caribbean charm. Enjoy your morning coffee with the trade winds, take a short stroll to the pool, and relax into the rhythm of St. Thomas life. With dedicated parking, smart TVs, and a fully stocked kitchen, all that’s missing is you.

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.*

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.

Caribia Cottage-Elegant Villa w/Private Pool

Caribia Cottage is located in a private Estate with access only through an electronic gate. The spectacular panoramic view of the St. Thomas Harbor is unforgettable and one which many a famous star toasted to when the property was formerly owned by a celebrated Broadway Producer. Walk just two steps from the Cottage into the spacious swimming pool. Enjoy gazing at the busiest Harbor in the Caribbean, as the mega yachts, seaplanes and cruise ships come and go.

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!

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.

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.