Holiday rentals with a pool in Northside

The Caribbean Farmhouse/Ocean Views, Solar Power

Welcome to your St. Thomas Northside retreat! This tropical side of the island offers breathtaking views of the world-famous Magens Bay. Located 5 minutes to Hull Bay & 10 minutes to Magens Bay. Enjoy privacy surrounded by lush landscaping. Solar power & generator on property to never lose power! The outdoor space features a private pool and backyard. Spend evenings watching stunning sunsets with breathtaking views, this property is perfect for unforgettable vacations with family or friends!

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.

Hillside Hideaway

Perfect getaway for island romance, 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.

VIEWS! Condo by Magen's Beach w/ 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.

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.

Oceanfront Villa w/ Private Pool near Magen’s Bay

Discover On The Rocks, a private oceanfront villa in St. Thomas, U.S. Virgin Islands, perched above the shimmering Caribbean Sea. This one-bedroom waterfront retreat offers unmatched privacy, sweeping water views, and a private pool steps from the ocean—making it ideal for couples, honeymooners, or anyone seeking a romantic island getaway or luxury vacation rental.