House holiday rentals in Charlotte Amalie

Save $1000/Wk! Haagensen House-An Old World Estate

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!

The Ampersand Garden Villa: Romantic Artful Luxury

The Ampersand Garden Villa: Established 1873, Reimagined 2021 Wake up fresh as morning dew after a heavenly night and step onto your expansive private patio overlooking city, sky, and sea. Leave the world behind while sipping freshly brewed espresso in your lush tropical garden. 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.

Justin's Island Escape-3 Bdrm- Lush Northside

This beautifully renovated 3-bedroom, 2-bathroom retreat on St. Thomas’s lush Northside offers stunning views and serene vibes. With 1 king bed, 2 queen beds, and a queen sleeper sofa, it comfortably sleeps 8 guests. Minutes from Hull Bay, Magens Bay, and less than 15 minutes from the airport, enjoy convenient access to beaches and local charm. Modern updates, a fully equipped kitchen, spacious living area, and an outdoor dining area with BBQ make it perfect for relaxation or adventure!

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 (B)

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

Private Saltwater Poolside Cottage w/View and Gate

Come experience Jefe’s Poolside Oasis, nestled in the mountains with breathtaking views of the Caribbean Sea, Harbor, and Charlotte Amalie. You'll have your own guest house inside the Reel Paradise Estate, which feels like a tropical paradise. Step outside and take a dip in the pool just a few steps away, or lounge in the sun with a refreshing drink. The cozy living area has a comfortable seating area with an HD TV, a fully equipped kitchen, and a dining table for four.

Brigadoon: RedHook Villa, (sleeps 6) WOW VIEW!

Brigadoon! This recently built villa commands a bird's eye view over “the city” of Red Hook to St. John all the way to the British Virgin Islands. Breezes abound. Enjoy a full kitchen, grill and all the comforts of home. Choose between 6 beaches all within 5 minutes drive. There are 2 king beds, 2 single sofas, and an additional downstairs studio should you need the extra space. Pricing is based on the number of guests.

Villa Beso Del Sol - Three Bedroom Cozy Oasis

Villa Beso Del Sol is a three bedroom, three bath beach oasis nestled into the hills above the historic town of Charlotte Amalie. We are located in estate Solberg, once you arrive you may not want to leave, the pool is partially covered so you have the option of soaking in the shade or soaking in ALL the sun. Morning coffee or afternoon cocktails, the outdoor pool area is where you'll want to be your entire vacation.

Amazing Ocean View with a spectacular location!

With our excellent location close to 2 great beaches and the bars/restaurants, shopping, and grocery stores in Redhook will make your vacation go smoothly. We are 5 minute drive from Redhook on the east end of St Thomas. We are on the $1 Safari route as well. Linquist Beach and Sapphire Beach are both about a 3 minute drive away.