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Vacation rentals in Oranjestad

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Oranjestad

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

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Top guest favorite
The cottage features a charming blue exterior complemented by white railings and a stone staircase. Lush greenery surrounds the home, with palm trees casting shade over the front. The clear blue sky enhances the serene outdoor setting.
Place to stay in Cades Bay
4.92 out of 5 average rating, 91 reviews

•:• Mr BLU SKY •:• cottage by KiteBeachRental

Caribbean Cuteness repurposed & rebuilt our authentic Nevisian cottage wrapped with British West Indian charm, historic & convenient. Made for romantic weekend getaways & Caribe Boho escapes, be James Bond or Money Penny in your own 007 film. Lay in bed listening to croaking red tree frogs, chattering Vervet monkeys & cooling trade winds passing through coconut palms. Only 600m to pristine empty beaches, the aguaponic farm & the Chrishi Beach day club Ask for Student & long term discounts..

Top guest favorite
The cottage features a red metal roof and white exterior, set in a lush, tropical landscape. A spacious deck with colorful chairs and an umbrella offers a spot for relaxation. Surrounding greenery and nearby buildings create a charming, community atmosphere.
Cottage in Windward Side
4.98 out of 5 average rating, 95 reviews

Althea Cottage

This cottage was built in a bygone era (1858) in Windwardside and features stunning views of the blue Caribbean, the misty top of spectacular Mt. Scenery, and the picturesque village below. Within 1-3 min you can walk to 2 grocery stores, 7 restaurants, 2 coffee shops, a bakery, 3 bars, the PO, 2 tourist shops, 2 churches, and a lovely park with museum. All net income is placed into a trust fund for my charities. I've become more of a minimalist in my retirement. I charge no cleaning fee.

Guest favorite
A view of the charming Saba cottage is framed by tall palm trees, showcasing the traditional gingerbread exterior with a red roof. Lush greenery surrounds the property, with hints of the ocean visible in the distance under a cloudy sky.
Home in Windward Side
4.9 out of 5 average rating, 50 reviews

Beautiful traditional Saba Cottage

This charming 2 bedroom Saba cottage was built in 2007 yet anyone walking by would think the home is one of the original Saba homes. The exterior of the home follows the traditional Saba gingerbread style while the interior is modern and spacious. Located directly in the quaint village of Windward side yet adjacent to the museum and it's beautiful gardens. It's just a short stroll to Windward side's restaurants, bars, stores as well as the start of the hiking trail to Mount Scenery.

Top guest favorite
A spacious living area features a white sectional sofa with contrasting blue and patterned cushions. Large glass doors offer a view of the outdoor wooden deck and the Caribbean Sea. The well-equipped kitchen is visible in the background, complemented by natural light from multiple windows.
Apartment in Basseterre
4.97 out of 5 average rating, 38 reviews

View from Basseterre Apartments (Bird Rock)

This stylish and spacious one-bedroom apartment with en-suite bathroom, powder room, full kitchen and dining and wooden deck for outside dining, is a must-see! It is beautifully maintained and conveniently located with easy access to restaurants, food courts, banks and supermarkets. You'll see amazing views of the Caribbean Sea and city center. Enjoy the view of mega cruise ships as they sail into port daily. Luxury defined. Back-up generator power on site. MUST CLIMB STAIRS.

Guest favorite
The entrance of the villa is framed by well-manicured gardens and palm trees, leading to a stone path. The front facade is adorned with light-colored walls and a central stone-featured entryway, topped with a green roof. Bright flowers add vibrant colors to the landscape.
Home in Cotton Ground
5 out of 5 average rating, 12 reviews

Luxury Villa, Cades Bay, Nevis - Villa Tranquil

Luxury 3-Bedroom Villa with Private Pool & Beach In Close Proximity Welcome to Villa Tranquil, a luxurious retreat nestled amidst lush greenery on the serene island of Nevis. Villa Tranquil is the perfect destination for family vacations, intimate getaways, or private events. With its prime location, luxurious amenities, and attention to detail, this sought-after villa books up fast. Don’t miss your chance to experience a slice of paradise—secure your stay today!

Top guest favorite
Apartment in Basseterre
5 out of 5 average rating, 22 reviews

St Kitts Castle Suites, Unit 2, Frigate Bay

St. Kitts Castle Condominiums, set in a quiet luxury residence near Frigate Bay and South East Peninsula, offers a spacious 1-bedroom apartment with 1 bathroom (shower & free toiletries). Enjoy a fully equipped kitchen with range stove, refrigerator, dishwasher, kitchenware, and coffee machine. The air-conditioned unit features a living area with flat-screen TV, dining space, private entrance, washing machine and dryer, and 2 beds (queen + sofa bed).

Top guest favorite
An expansive infinity pool extends toward the ocean, framed by lush tropical vegetation. The view captures the serene blue waters and the distant silhouette of Nevis mountain, creating a harmonious blend of nature and tranquility.
Villa in South East Peninsula
5 out of 5 average rating, 72 reviews

Ocean Song Villa & Beach Front Private Lounge

Beautiful Villa with SPECTACULAR ocean views. Carefully designed with the natural elements in mind for very comfortable island living. Situated overlooking Turtle Beach Cove on the tip of the South East Peninsula is the very peaceful and private Ocean Song Villa. Mature tropical gardens with bird life surrounding our Villa. Turtle Beach is a quiet neighbourhood close to some great restaurants and beach bars both "local style" and upscale!

Guest favorite
The modern kitchen features blue-gray cabinetry with a marble countertop, accompanied by a bar area with two wooden stools. Natural light filters in through large glass doors, illuminating the space. A cozy seating area with plush cushions is visible in the background.
Apartment in Basseterre
4.94 out of 5 average rating, 18 reviews

The Oasis: Cozy. Calm. Central.

This special place is close to everything, making it easy to plan your visit. Welcome to The Oasis, a charming apartment designed for comfort, relaxation, and convenience. Tucked away in a peaceful setting, this cozy retreat offers the perfect balance of privacy, nature, and access to amazing outdoor amenities. The Oasis is located within proximity of the airport and other local hotspots, including downtown Basseterre.

Top guest favorite
The spacious verandah features wooden flooring and a railing, offering views of palm trees and the distant Island of Nevis. Two wooden lounge chairs are positioned for relaxation, while a colorful striped outdoor bed invites guests to unwind in the fresh air.
Cottage in Cockleshell Bay
4.98 out of 5 average rating, 124 reviews

Coconut Farm Cottage - Cockleshell Beach St Kitts

Our Coconut Farm Cottage is pleasantly placed in the midst of hundreds of coconut trees and a short walk to one of St Kitts most beautiful beaches. We are located right next door to the Park Hyatt Hotel. Great restaurants nearby within walking distance. Relax on the veranda with a cold drink & enjoy the outstanding view of the Island of Nevis over the palms. Truly a spectacular home!

Guest favorite
Apartment in Princess Garden
4.92 out of 5 average rating, 12 reviews

Spacious Stay in Statia

This spacious apartment is perfect for group trips. It is on the second floor and has amazing views of the Caribbean sea, the Quill and the beautiful island. There is a spacious kitchen, a patio and a large back porch available for outdoor dining. Local Souvenirs available for purchase here. Car rentals are also available via us with Brown’s Car Rental. Taxi service also available.

Guest favorite
A panoramic view of Basseterre and the Caribbean Sea is featured, framed by lush greenery. The majestic Nevis Peak rises in the background, while fluffy clouds hover above. The calm, reflective waters exhibit variations of blue, creating a serene backdrop to the coastal town.
Apartment in Basseterre
4.96 out of 5 average rating, 107 reviews

Tranquil Basseterre AirBnB - 10% Off June 2026

This cozy apartment is nestled 10 minutes drive from the airport and the center of Basseterre and 10 minutes walk to public transportation, supermarkets and night life. You’ll love most of all its location for its spectacular view. Wake up to images of Basseterre and Nevis every day. Take walks in the community and enjoy the panoramic view of your surroundings.

Top guest favorite
The exterior of a bright, two-story loft is showcased, surrounded by lush palm trees and vibrant bougainvillea. The upper deck is visible, reflecting sunlight against a clear blue sky. A shaded parking area is located beneath, adding to the tropical charm of the setting.
Villa in Frigate Bay
5 out of 5 average rating, 28 reviews

Caribbean Loft:Steps to Beach, Bars, Taxi & Fun

Welcome to your bright, airy tropical oasis, steps from both the Atlantic & Caribbean beaches! Unwind on your wraparound deck, savor your morning coffee, and enjoy the smart tv, fast Wi-Fi for work or play. Two queen beds, a pull out twin, a fully equipped kitchen, and three stunning outdoor spaces await—your perfect island escape!

Popular amenities for Oranjestad vacation rentals