Vacation rentals in Oranjestad

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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 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
4.97 out of 5 average rating, 98 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.

Top guest favorite
Apartment in Palmetto Point
5 out of 5 average rating, 16 reviews

Palmetto Bay Paradise

Forget your worries in this spacious and serene space. Sit on your Veranda with a Cocktail and watch the Lit Up Cruise ships pass you by. Enjoy the panoramic view of the mountains and sounds of the Ocean. Palmetto Bay is a 5 minute walk, where you can kick back and take a dip in the Ocean. This Apartment has a fully functional kitchen with cooking equipment incl. Stove, Ninja Air Fryer, Microwave, Fridge freezer, Coffee maker, Kettle, Toaster, Blender, Dishes, Cutlery and much more....

Top guest favorite
A spacious living area features large sliding glass doors that open to stunning ocean views. Comfortable seating is arranged on a light-colored sofa, complemented by patterned cushions. A decorative area rug lies on the tile floor, enhancing the inviting atmosphere of the room.
Home in Frigate Bay
4.98 out of 5 average rating, 54 reviews

Sea Breeze

Unwind in this lovely property. Enjoy amazing views and beautiful sunsets over the Caribbean Sea and to the island of Nevis. Sea Breeze has space and privacy for you to relax, recharge and soak up the sun. Located in beautiful Frigate Bay, perfect to access the whole island. Frigate Bay 'Strip' is close by, with restaurants and lovely beach bars serving Caribbean and international cuisine Embrace the 'island time' vibe! Rush slowly! on the beach, with the warm sand under your feet!

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, 51 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.

Guest favorite
A living area is depicted with two light grey sofas positioned around a coffee table. A large flat-screen television is mounted on a wooden media console. A fan hangs from the ceiling, and a staircase is visible in the background, along with a textured wall.
Apartment in Frigate Bay
4.89 out of 5 average rating, 66 reviews

Shalimar Apartment 4

Shalimar is situated just a few minutes walk from a world class golf course, a short drive from the beach and the local entertainment area known as "The Strip" along with a variety of authentic restaurants offering cuisine from around the globe. Our two bedroom apartments are tastefully furnished and enjoy spectacular views across the golf course toward the Atlantic Ocean. Each apartment includes fully fitted modern kitchen, dining area and living room and an open patio to enjoy.

Guest favorite
An open balcony is shown, framed by wooden doors that create an inviting entry. The view encompasses blue ocean waters and lush greenery, with a palm tree visible against the clear sky. The space offers a serene atmosphere, perfect for relaxing.
Apartment in Halfmoon Heights
5 out of 5 average rating, 27 reviews

Sunrise Studio

Welcome to your dream escape. Nestled on a serene hillside, this stunning home offers breathtaking panoramic views of the Atlantic Ocean and lush fairways of the golf course. This 1 bedroom, 1 bath Apt, open-concept, fully equipped kitchen and spacious terrace/workspace is for you . Wake up to the morning sunrise, relax in the breezy evening moonlight. Vehicle required to access restaurants , beach and golf course. Experience the ultimate getaway!

Guest favorite
Apartment in Basseterre
4.92 out of 5 average rating, 36 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
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, 125 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, 111 reviews

Tranquil Basseterre AirBnB@US$80 p.n.

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, 31 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!

Top guest favorite
The shoreline is captured during sunset, with gentle waves lapping at the sand. The horizon glows with warm hues of orange and yellow, reflecting on the water's surface. Soft clouds dot the sky, complementing the tranquil scene.
Guesthouse in Frigate Bay
4.89 out of 5 average rating, 123 reviews

Seabreeze Cottage: Pure relaxation near the beach

Enjoy the hospitality of beautiful St. Kitts at Seabreeze Studio Cottage. Seabreeze is a quiet self-contained air-conditioned studio apartment for two with everything you need for a lovely holiday. If the cottage is not available, check out our apartment, Seabreeze Getaway.

Popular amenities for Oranjestad vacation rentals