
Vacation rentals in Oranjestad
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Top-rated vacation rentals in Oranjestad
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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, 6 restaurants, 3 bars, the PO, a dive shop, 2 tourist shops, 2 churches, and a lovely park with museum. All net income is donated to my charities. I've become more of a minimalist in my retirement, enjoying people over things. I charge no cleaning fee.

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!

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.

Shalimar Vacation Apartment 1
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.

1B Apartment With Amazing Sunsets
Tasia View is nestled in the peaceful hills of Bird Rock. You will enjoy stunning views of the Caribbean Sea and the capital city of Basseterre. Enjoy dinner on the grill as you take in one of our breathtaking sunsets. Try our very own property made St. Kitts Swizzle with local juices and various delicious rums. It truly is a serene, relaxing location where your closest neighbor will be our Vervet monkeys. Please feel at ease and relax while we take care of the rest.

Half moon family and friends getaway
Relax with family and/or friends at this peaceful place to stay. The house is located in a quiet neighbourhood, minutes from shops, restaurants and beautiful beaches. It is a perfect spot to relax and soak up the sun or to come home to after exploring all the island has to offer. The house has a large fully equipped kitchen with a view of the pool and ocean. The pool has a shallow end with built in seating for relaxing and a deep end to jump in and play.

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).

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.

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!

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.

Seaside Charm: Steps to Beach, bars & island Fun
In the heart of Frigate Bay, our two-bedroom offers 2 queen-size beds, fast Wi-Fi, a smart TV, a fully family-ready kitchen, and three stunning outdoor spaces—one on each level—where you can start your mornings with coffee under swaying palms and relax in bright, breezy interiors. Experience the magic of a true island paradise and make this your home away from home!

Tranquil Basseterre AirBnB - 10% Off April 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.
Popular amenities for Oranjestad vacation rentals
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