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(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.

Cozy 1.5 Bedroom Apartment in Historic Downtown

A beautiful 1.5 bedroom apartment in historic downtown Charlotte Amalie!!! Located directly on Main Street and across the street from the iconic Fort Christian and the Waterfront, guests are within walking distance to many popular shops and restaurants, bars, grocery stores, historic landmarks, the seaplane & ferry dock, and public transportation. Fully furnished, this unit features a washer and dryer, full kitchen, fast internet, Roku TVs, beach towels, and a location that’s hard to beat!

Save $1000/Wk! Haagensen House w/ Generator

A rare downtown estate located at the top of the famous “99 Steps”. Haagensen House is intimately tucked into the hillside of the stately neighborhood of Government Hill. Enjoy an easy walk to almost everything from this centrally located private estate and gardens with amazing harbor views. Parking is steps away to drive to our amazing beaches or take a leisurely 5 minute stroll downtown to the waterfront or enjoy world class dining, shopping and parks. Rental car is optional, so save $1000!

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!

Breathtaking Ocean Views with Pool & Backup Power

Property is equipped with a full automatic generator, ensuring uninterrupted comfort should local power outages occur. Experience the ultimate Caribbean escape at Reel Paradise View, a luxury St. Thomas villa perched above downtown Charlotte Amalie within the private Reel Paradise Estate. Enjoy breathtaking 180° views of Charlotte Amalie Harbor and the Caribbean Sea. From sunrise to sunset, take in the beauty of island life, from luxury yachts and cruise ships to unforgettable evening skies.

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.

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.

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.

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.

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.

#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.