House holiday rentals in Charlotte Amalie

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!

HGTV House Hunters | 3BR Paradise Retreat + Solar

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 by car 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!

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!

Island Retreat - Generator/Ocean View/Heated Pool

Escape to Sunrise Villas by Stacie, a private tropical mountaintop retreat in St. Thomas. Enjoy panoramic ocean views, a heated pool with Baja sun deck, jets and lights, plus elegant indoor-outdoor living area with 20-ft sliding doors, gourmet kitchen, bar, and fireplaces. With a whole-home generator, comfort is guaranteed. Perfect for couples, families, or friends—book the villa next door for up to 4 more guests. Includes beach chairs, cooler, and Cressi snorkel gear for perfect beach days!

Serene Harbor View - Solberg STT

Perched in the quiet hills of St. Thomas, this spacious 3-bedroom, 2-bath apartment offers a peaceful island base with room to relax and settle in. Enjoy A/C, high-speed Wi-Fi, a full kitchen, and in-unit laundry. Located in a calm residential setting with breezy hillside views and a comfortable layout ideal for groups, remote work, or simply unwinding in a quiet setting. We welcome extended stays at a discounted monthly rates June–October. Please inquire before requesting monthly bookings.

Your Own Whole House Beach Beach Central 4 Beds AC

Relax with the sound of ocean waves in your private, panoramic-view paradise! This stand-alone home features 2 brand new king beds, 2 New Full Beds, 2 New single couch pull out sleepers,A/C bedrooms, a chef's kitchen w/ gas range & fast WiFi, and standby generator. Breeze-filled living spaces open to stunning views extending to St John! 7-seat SUV for unforgettable island adventures. Kid friendly perfect for families. Easy parking + quiet private location. A super central incredible value!

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.

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!

Entire villa with beautiful views! Amazing

Overlooking Bolongo beach. Perfect for couples traveling together but want plenty of privacy as well. 1200 sf covered patio to enjoy sunning, relaxing, dinners with family and friends while being soothed by waves and wonderful breezes. Two bedrooms, each with full baths in main house AND two private apartments below each having the same wonderful views! Perfectly located between Red Hook for ferry to St. John and Havensight for shopping. Catch the beautiful sunrises and sunsets.

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

3 BR Villa with Stunning Harbor Views

Experience stunning views at this 3 BR villa with fabulous 160º views of Charlotte Amalie Harbor. - Open-design layout with shared kitchen and great-room - Comfortable living area with large flat-screen TV - Infinity-edged pool and large wrap-around decks - Three separate bedroom suites, including King and Queen Suites - Emergency backup generator and electronic gate - Complimentary full-service concierge for trip planning Have questions? Just ask!