Family-friendly holiday rentals in Charlotte Amalie

(Upper Level) Peaceful Getaway in Frenchman Bay

Indulge in the serenity of our Rock City retreat, where breathtaking ocean views meet refined comfort. Enjoy the patio, WiFi, AC, and eco-friendly solar energy. Ideally situated for families and travelers alike, our haven is close to Morningstar Beach, Westin conferences, and Havensight shopping. For added convenience, rent an SUV or utilize taxi services. Click on our Group Villa listing which offers ample space for up to 15 guests. For a seamless stay, review listing details and house rules.

Casa Grand View

*NO CLEANING FEE* Located on the cool Northside of St. Thomas, our home looks out over a large flat-ish yard & a panoramic view of Magen's Bay, the Atlantic Ocean, and 20 small islands. Your unit has a private entrance 5 steps down from your dedicated parking space. Note: 1. There is no smoking allowed on the deck or in the apartment. 2. Unlike many Airbnbs we do NOT charge a cleaning fee so we ask our guests to sweep and wash their dishes before leaving. 3. No more than 4 guests at ANY time.

Traveler's Hideaway

Come enjoy this quiet, cozy, air conditioned 2 bedroom 1 bath rental space with stunning mountain views. Wake up to fresh, cool, calming breezes compliments of world famous Magen's Bay which is only a 5 to 7 minutes drive away. Apartment comes with its own entrance, kitchen and living area and caters to all, from a single traveler, couples, friends or a small family with children. Amenities include high speed internet and TV. Located within a 10 minutes drive to downtown Charlotte Amalie.

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.

Hidden Hilltop Treasure

Beautiful 1 bedroom, 1 bathroom Suite centrally located WITH FULLY FUNCTIONING GENERATOR ONSITE! Smoking is not allowed in the suite, or on the property. So if you do smoke, you can do so off Property. The owners, who live upstairs in the main house on the property, are fun loving, warm, welcoming, and are available at anytime for questions to help make your stay enjoyable. Note: the patio is not meant for large gatherings. If you would like to use the patio for a small event, contact us.

Hidden in Havensight! Guest Favorite 2BD/2BA

Centrally located 2 BR/2 BA, “Hidden Jewel” accommodates your every need. You’ll be steps away from Havensight Mall area with great shopping, restaurants & more. A 2 min walk to Skyride Tramway, 7 min walk to Yacht Haven Grande & a mile away from downtown Charlotte Amalie. Most importantly, you’ll be at most a 20 min drive to beautiful beaches. Feeling adventurous? Take a 15 min drive to Red Hook where you have access to a 15 min ferry ride to St. John! Everything you need plus great weather!

Tropical Modern Loft | SoHo Style | Concierge

Single night bookings welcome! A luxe art loft experience in the heart of St. Thomas, this exclusive space in a convenient central location provides a chic home base, with sleek design, concierge options, + creative vibes. Perfect for both adventure and serenity. Ample space to lounge, with a balanced historic/contemporary aesthetic, and near beaches, restaurants, historic landmarks, boutiques, + ferry/airport/transportation. Private gated parking and a cafe and art gallery right downstairs.

Filled with lots of local flavor

Fun, convenience, and beauty all rolled into this cozy apartment. Just a few minutes' drive to/from the airport. You can walk to Frenchtown in 10-15 minutes and the Waterfront in 15-20 minutes. Beautiful view of the island, lots of space inside and out make this a great home away from home. If you're looking for a true island experience, this is the place for you! You will hear the alarm clock of roosters, a true island experience. Solar power is primary, local power is backup.

Private Pool in Paradise! Ocean View Steps 2 Beach

Come enjoy the island life at this tranquil villa with private pool...only steps from the beach! Cooler, snorkeling gear, and beach chairs INCLUDED! The entire home has been remodeled. The pool has been fully updated as well as the deck area, which includes brand new furniture and high-end loungers. A new gas grill has also been added for your outdoor grilling pleasure. Stream all your favorites with our strong Wi-Fi. Upscale restaurant, Pangea, is just steps away. Free parking.

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

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.

Chateau Belle, Studio in the Heart of Frenchtown

Nestled in the old French village of Carenage/Frenchtown, this modern Chateau Belle apartment has a private balcony, overlooks traditional Caribbean wood homes, with a harbor view. A 5 minute drive from the airport, the apartment is located across the valley from St. Anne's Chapel, with a 1 minute walk to quality restaurants, the fish market and wharf. Easy access to public transportation and a 10 minute walk to downtown shopping. Perfect for guests without a rental car.