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Holiday houses in Charlotte Amalie

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Top-rated holiday rentals in Charlotte Amalie

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

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Guest favourite
A scenic patio area features two lounge chairs positioned to face the ocean, surrounded by tropical plants in bright yellow pots. The view includes a vibrant turquoise bay and distant hills under a blue sky with scattered clouds.
Villa in Northside
4.9 out of 5 average rating, 123 reviews

Sailfish Villa Beachfront Magens Bay St. Thomas!

Private beachfront villa on world-famous Magens Bay Beach! 5BR/4.5BA oceanfront property with direct beach access. Features a 1BR/1BA beachfront cottage that sleeps up to 4 guests. Enjoy swimming with sea turtles, snorkeling, and kayaking just steps below the villa. Amenities include an outdoor shower, clear kayak, paddle boards, and stairs to the water. Located in the private neighborhood of Peterborg, just a short shoreline stroll to Magens Bay Beach. Property is equipped with a Generator.

Guest favourite
A serene ocean view is presented from a patio, featuring soft waves gently lapping at a sandy beach. Lush greenery and lounge chairs are visible on the shore, while a palm tree sways in the foreground under a bright blue sky with scattered clouds.
Guest suite in Southside
4.94 out of 5 average rating, 150 reviews

(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.

Top Guest favourite
Apartment in Saint Thomas
4.98 out of 5 average rating, 213 reviews

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.

Guest favourite
An open living area features a blue sectional sofa, complemented by a decorative round coffee table. The bright kitchen area includes white cabinetry and modern appliances. Natural light filters through the windows, enhancing the cozy atmosphere, while indoor plants add a touch of greenery.
Apartment in Southside
4.94 out of 5 average rating, 101 reviews

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!

Top Guest favourite
A spacious living area features high vaulted ceilings with wooden beams. A large dining table accommodates guests, surrounded by cozy seating options. Along one wall, an extensive book library is displayed, complemented by vibrant artworks. Soft rugs enhance the inviting atmosphere of the room.
Villa in Charlotte Amalie
4.99 out of 5 average rating, 140 reviews

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.

Top Guest favourite
A private infinity pool is situated on a terrace, overlooking lush greenery and a panoramic ocean view. A vibrant rainbow arcs across the horizon, while gentle waves suggest a tranquil atmosphere. The pool's edge blends seamlessly with the surrounding landscape.
Guesthouse in Saint Thomas
5 out of 5 average rating, 113 reviews

Sunrise Cottage - Secluded, Romantic, Private

Sunrise cottage is located on the cool & breezy north side of St. Thomas. A relaxing 1 bedroom cottage with a full kitchen & living area. You can soak up the sun on the sundeck or hang out in your private soaking pool, while appreciating the breath taking view during the day & the abundance of stars at night. When venturing out you are 20 mins to Magen’s Bay Beach, 15 mins to Town, 30 mins to Red Hook. Note: The hosts live on property with 2 dogs and this cottage is adult only 18 or older.

Top Guest favourite
A balcony view reveals a serene turquoise sea, framed by lush green hills. A single lounger is positioned for relaxation, while ships are visible on the water. Bright daylight illuminates the scene, enhancing the coastal atmosphere.
Villa in St. Thomas
4.88 out of 5 average rating, 162 reviews

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.

Guest favourite
A private deck features two lounge chairs facing an expansive view of Charlotte Amalie, with the Caribbean Sea and distant hills visible. A round table sits between the chairs, providing a space for relaxation and enjoyment of the surrounding natural beauty.
Villa in Charlotte Amalie
5 out of 5 average rating, 45 reviews

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.

Top Guest favourite
A modern living area features a comfortable seating arrangement with a dark sectional sofa and light accent chairs. Natural light filters through large windows, highlighting the room's stylish decor, including a unique chandelier and a tasteful area rug, all with views of the harbor.
Apartment in Charlotte Amalie
4.96 out of 5 average rating, 137 reviews

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.

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, 193 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!

Superhost
An outdoor patio space is shown with wooden decking and a peaceful view of the surroundings. Two umbrellas provide shade, and patio furniture including chairs and a small table is arranged thoughtfully for relaxation. Lush greenery enhances the inviting atmosphere.
Apartment in St. Thomas
4.85 out of 5 average rating, 498 reviews

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.

Top Guest favourite
The living area features a spacious sofa and a patterned armchair arranged around a coffee table. Large sliding glass doors provide a view of the ocean and access to the balcony. A dining table with chairs is positioned near the window, allowing for bright natural light.
Condo in St. Thomas
4.96 out of 5 average rating, 157 reviews

Oceanfront Bliss & Perfect Sunsets + Backup Power

Our fully renovated 1BR/1BA condo is PERFECT for couples, small families or a friends getaway. Enjoy stunning ocean views and the sound of waves from every room or your private balcony. Watch breathtaking sunsets and cool off in one of three crystal-clear pools. Located in a gated community, just steps from the beach, oceanside pool, and seaside dining. Only 10 min to Red Hook (ferries to St. John & BVI) and Havensight, and 15 min from the airport—your perfect island escape! 🌴

Popular amenities for Charlotte Amalie holiday rentals

When is the best time to visit Charlotte Amalie?

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Frequently Asked Questions

  • What are the best places to stay in Charlotte Amalie?

    Charlotte Amalie has stays near the waterfront and historic district, with options that feature city views, access to lively markets, or quiet courtyards for a locally rooted experience. Neighborhoods around the harbor are often suggested for guests looking to explore culture and history.

  • What are the best things to do in Charlotte Amalie with kids?

    Families can enjoy interactive museums, join harbor boat tours, or experience hands-on art activities. Public parks and sandy beaches make it easy for kids to explore nature and local culture.

  • What are some of the best things to do in Charlotte Amalie?

    Explore the lively waterfront, tour Fort Christian, and browse handcrafted goods in local markets. Take in city views from nearby hills, or join a boat excursion in the harbor for a distinct island experience.

  • How is the weather in Charlotte Amalie?

    Charlotte Amalie has warm temperatures year-round, ranging from about 74 to 90°F (23–32°C) with a tropical climate. Rainfall varies through the year, with wetter months in late summer and autumn—light layers and sun protection are helpful.

  • When is the best time to visit Charlotte Amalie?

    Late winter to early spring is often recommended for milder temperatures and lower rainfall. Carnival events and outdoor markets add festive energy during these months, drawing visitors to the city’s vibrant atmosphere.

  • What are the best places to visit in Charlotte Amalie?

    Discover the historic district’s waterfront, step into Fort Christian, and explore the colorful alleys around Main Street. The city has art galleries, heritage sites, and scenic viewpoints, blending culture and island landscapes.

  • What are some hiking trails in Charlotte Amalie?

    Charlotte Amalie has trails through hilltop viewpoints, nature reserves, and botanical gardens. Many hikers explore lush landscapes with coastal views or connect with group walks organized by local guides.

  • What are some family activities we can do in Charlotte Amalie?

    Families can explore local museums, take guided walks through historic streets, or join boat tours in the harbor. Many visitors enjoy spending time at public beaches, interactive art spaces, and cultural centers around the city.

  • What are some of the best day trip ideas from Charlotte Amalie?

    Visitors often explore beaches, scenic viewpoints, and natural parks around St. Thomas or nearby islands. Boat tours, wildlife reserves, and coral reef snorkeling excursions are frequently suggested for a change of pace from the city.

  • Are there any pet friendly accommodations available in Charlotte Amalie?

    Charlotte Amalie has pet-friendly stays in neighborhoods near the waterfront and the historic district. Parks and promenades around the city make it easy for guests to explore with their pets.

  • What are some local tips for visiting Charlotte Amalie?

    Explore early in the day to avoid crowds and heat, and bring cash for smaller markets or shops. Locals often recommend sampling street food and engaging with artists in creative spaces around the city’s main squares.

  • What is Charlotte Amalie known for?

    Charlotte Amalie is known for its historic waterfront, colonial architecture, and vibrant shopping district. The city’s legacy includes sites linked to the era of colonial trade, with fortifications and landmarks that interpret regional history.

  • What are the best hidden gems to explore in Charlotte Amalie?

    Explore locally rooted art galleries, quiet courtyards, and smaller museums tucked among historic streets. The area around Frenchtown is known for seafood eateries and a laid-back atmosphere, while hilltop viewpoints reveal scenic harbor vistas.

  • What are the best foods to try in Charlotte Amalie?

    Charlotte Amalie is known for dishes like fresh fish, saltfish, johnnycakes, roti, and traditional stews with local flavors. Many visitors also sample island desserts, tropical fruit drinks, and local ice cream.

  • What should I bring for a trip to Charlotte Amalie?

    Pack lightweight, breathable clothing, comfortable sandals, sun protection, and swimwear. Bringing a reusable water bottle and insect repellent is often suggested for outdoor activities.

  • What is the nightlife in Charlotte Amalie like?

    Charlotte Amalie has lively bars, waterfront venues with live music, and dance spots featuring local and international sounds. Many visitors explore small lounges and casual restaurants in the historic district for evening social gatherings.

  • What are the most popular events or festivals in Charlotte Amalie?

    Charlotte Amalie frequently hosts vibrant Carnival celebrations, often recommended for their colorful parades, music, and local cuisine. Traditional events around late spring and cultural festivities near holidays draw both residents and visitors to the city’s historic streets.

  • Are there family friendly vacation rentals in Charlotte Amalie?

    Charlotte Amalie has a range of vacation rentals suitable for families, including stays with spacious layouts, kitchens, and access to nearby beaches or cultural sites. Many neighborhoods around the city welcome families with amenities for children and easy access to outdoor activities.

Quick stats about holiday rentals in Charlotte Amalie

  • Total holiday rentals

    Explore 140 holiday rentals in Charlotte Amalie

  • Verified guest reviews

    Over 3,580 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    130 of Charlotte Amalie holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Charlotte Amalie rentals

  • 4.8 Average rating

    Charlotte Amalie stays are highly rated by guests—averaging 4.8 out of 5!