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House holiday rentals in Charlotte Amalie

Find and book unique houses on Airbnb

Top-rated house rentals in Charlotte Amalie

Guests agree: these houses are highly rated for location, cleanliness and more.

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Top guest favourite
A private pool is situated on a terrace, featuring clear water reflecting the sky. Lounge chairs and a table with four chairs are positioned nearby, offering expansive views of the ocean and surrounding hillsides under a bright blue sky.
Home in Northside
5 out of 5 average rating, 24 reviews

The Green Goat Waterfront | Pool & Magens Views

Wake up to breathtaking waterfront views of Magens Bay in this serene St. Thomas, USVI villa, designed for effortless Caribbean island living. The interior offers single-level living with no interior steps; pool just below. Enjoy premium bedding & a complimentary Cruzan cocktail at our welcome bar. A 4x4 is needed to access this stunning oceanfront retreat near Magens Bay, Hull Bay & Charlotte Amalie. Snorkel, swim & explore St. John by ferry. Perfect USVI vacation rental for couples & families.

Top guest favourite
A view from a covered balcony showcases lush greenery framing the tranquil turquoise waters and distant hills of the coastline. A decorative lantern hangs from the ceiling, adding architectural charm to the space.
Home in Charlotte Amalie
5 out of 5 average rating, 29 reviews

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!

Guest favourite
A welcoming entryway presents a blend of stone pathways and vibrant tropical greenery. Lush palm trees surround the home, enhancing the outdoor space. The structure features a wooden porch roof, providing shade, while the white walls reflect the bright sky above.
Home in Northside
5 out of 5 average rating, 19 reviews

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.

Top guest favourite
Home in Northside
4.85 out of 5 average rating, 242 reviews

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!

Guest favourite
An outdoor dining area is surrounded by diverse tropical foliage, featuring a long, textured table complemented by woven chairs. An umbrella provides shade, while a cozy seating area is arranged along a brick path, enhancing the inviting garden space.
Home in Charlotte Amalie
4.97 out of 5 average rating, 33 reviews

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.

Top guest favourite
A balcony railing frames a sweeping view of the turquoise waters and lush greenery of the surrounding landscape. Palm trees are visible, and distant islands can be seen in the horizon under a clear blue sky.
Home in St Thomas
4.96 out of 5 average rating, 197 reviews

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!

Top guest favourite
An outdoor infinity pool is shown with tranquil waters extending towards the Caribbean Sea. Lush greenery and palm trees surround the area, with views of the coastline and sailboats on the horizon. The sky is partly cloudy, enhancing the serene atmosphere of the setting.
Home in Southside
5 out of 5 average rating, 101 reviews

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.

Top guest favourite
A spacious pool area is highlighted by a refreshing private pool, surrounded by a wooden deck. Two black loungers provide comfortable seating, while colorful inflatables add a playful touch to the clear water. The setting is brightened by large glass doors and subtle outdoor lighting.
Home in East End
4.97 out of 5 average rating, 148 reviews

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.

Superhost
The exterior of the castle features a unique design with four corner towers, white trim, and multiple shutters. A staircase leads to a balcony, which overlooks the surrounding greenery. The structure is set against a backdrop of lush trees, providing a serene atmosphere.
Home in Charlotte Amalie West
4.92 out of 5 average rating, 226 reviews

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

Top guest favourite
A clear view of the pool surrounded by lush greenery, with a spacious deck offering seating options. The ocean is visible in the background, featuring varying shades of blue. The semi-open cottage can be seen adjacent to the pool, blending harmoniously with the natural landscape.
Home in Saint Thomas
5 out of 5 average rating, 77 reviews

Caribbean Poolside Cottage

Take it easy at this unique and tranquil getaway. Enjoy million-dollar views of the Caribbean while relaxing in your poolside oasis. Nestled atop St. Thomas, this brand new air-conditioned cottage affords breathtaking sunrises and sunsets. Centrally located, you are 5 minutes from world-famous Magens Bay beach, Hull Bay, and downtown Charlotte Amalie. Join the locals at Sib's restaurant and bar, only a two-minute walk away.

Guest favourite
A spacious balcony offers panoramic views of lush green hills and sparkling blue waters. A small table and chairs are positioned for outdoor dining, surrounded by tropical plants and flowers. The combination of sunlight and clouds creates a serene atmosphere.
Home in East End
4.98 out of 5 average rating, 127 reviews

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.

Guest favourite
A sunlit deck features a private pool surrounded by a wooden railing, offering sweeping views of the ocean and lush hills. Palm trees sway gently in the breeze, completing the serene landscape under a clear blue sky dotted with fluffy white clouds.
Home in Saint Thomas
4.89 out of 5 average rating, 124 reviews

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.

Popular amenities for house rentals in Charlotte Amalie

When is the best time to visit Charlotte Amalie?

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Avg. price$452 SGD$444 SGD$451 SGD$444 SGD$361 SGD$331 SGD$335 SGD$327 SGD$444 SGD$328 SGD$444 SGD$451 SGD
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Quick stats about house rentals in Charlotte Amalie

  • Total holiday rentals

    Explore 20 holiday rentals in Charlotte Amalie

  • Nightly prices starting at

    Charlotte Amalie holiday rentals start at $142 SGD per night before taxes and fees

  • Verified guest reviews

    Over 530 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Charlotte Amalie holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Charlotte Amalie rentals

  • 4.9 Average rating

    Charlotte Amalie stays are highly rated by guests – averaging 4.9 out of 5!