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.

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 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.

NEW WATERFRONt Villa at Magens Bay, hot tub, Jeep

This new waterfront villa is conveniently located steps away from the Platform beach and 5 min. drive to famous Magens Bay Beach. Enjoy morning coffee watching turtles or Eagle rays flying above the turquoise water right from your balcony. This extraordinary furnishing and modern feel will provide cozy and exceptional vacation for your family and friends. The outdoor space offers great relaxing area overlooking the Caribbean sea. Hot tub brings the resort feel with the privacy you deserve.

The Ampersand Sky Villa: Iconic, Artful Luxury

The Ampersand Sky Villa: Established 1873, Reimagined 2021 Wake up fresh as morning dew after a heavenly night and step onto your expansive private deck overlooking city, sky, and sea. Leave the world behind while sipping freshly brewed espresso and watching ships cruise by. Beyond the gate, wander Charlotte Amalie's winding streets in pursuit of histories and mysteries of a complex past -- piracy, colonialism, the slave trade -- while discovering restaurants, bars, and other hidden gems.

Stylish & Luminous 2BR-spectacular water views!

Welcome to a newly renovated 1,800 sq foot 2 bedroom located in the heart of historic Charlotte Amalie! Our space is perfect for travelers who wish to experience the beauty of the US Virgin Island. Each room is oversized, with tall ceilings, and boasts stunning panoramic views of the Caribbean that are sure to take your breath away. The space is as stylish as it is comfortable, with modern furnishings and luxurious touches throughout, yet contextually appropriate for the historic setting.

2BR/2BA AMAZING MagensBay View! SerenityNorthstar⭐️

Solar-Powered Luxurious 2BR w/breathtaking views of Magen’s Bay. Serenity Northstar is located in the Northside area of St. Thomas near Sibs, Mafolie Hotel, and Mountaintop. Full Air conditioning. Rent a car and live like a local. Short drive to famous Magens Bay Beach; Less than 10 min from shopping, dining, bars, etc. Includes SmartTVs with Netflix etc. 2 rms w/ King beds. Queen sofa-bed also included. 1 Rollaway cot. Sleeps up to 6ppl. Laundry. Private Parking. Patio. Killer views!

Hidden Hilltop Treasure

Beautiful 1 bedroom, 1 bathroom Suite centrally located. All races/religions are welcomed. 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.

Serenity Suite Downtown WiFi AC @Red Gate Villas

Luxury awaits behind The Red Gate Villas. Our short-term vacation villa in St. Thomas, nestled in the downtown and historical district, is a family-owned haven. Immerse yourself in modern comfort seamlessly blended with the charm of the past. As a 5-star Superhost for the past 5 years, we are committed to excellence. Just steps away from shopping, dining, sightseeing, and vibrant nightlife, our oasis in the Virgin Islands invites you to experience a stay that goes beyond expectations.

#4 Walk to shopping! Beautifully upgraded studio

Walk to shopping, restaurants, bars, and sightseeing! Sophisticated, contemporary urban living in historic Charlotte Amalie neighborhood within a 5-minute walk to world-famous duty-free shopping on Main Street, historic 99 Steps, Fort Christian, right under the shadow of the pirate Blackbeard's Castle, and much more! There are other units available in the building, so if you are traveling with a small group of family members or friends, we can accommodate them too.

The Pelican - A Frenchtown Studio - Hidden Gem

Leave the masses behind and immerse yourself in the Virgin Islands' culture, without sacrificing comfort or luxury. The Tipsy Pelican calls Frenchtown it's home, a small community in a historic fishing village surrounded by a variety of eateries. The studio is immaculately clean and furnished with everything you need in a relaxing private space to unwind, a workspace for business, or as a home base while exploring St. Thomas and the nearby islands.