
Holiday houses in Oranjestad
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Top-rated holiday 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.

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.

Yellow House, Turtle Beach
Tranquil spacious Caribbean retreat The simplicity of the design of this characterful family property blends perfectly for relaxed open air Caribbean living. A well equipped kitchen and comfortable lounge area wrap around a spacious part covered terrace which face onto an outdoor seating area and an infinity plunge pool, all of which face across the Narrows to Nevis There are four ensuite spacious bedrooms two of which have their own shaded balcony/veranda for additional privacy.

Goose Hollow #1
Take it easy at this unique and tranquil getaway. Sea view on one side, mountain view on the other. Get away from the hustle and bustle of the city and come get away to a peaceful paradise. Wake up with the roosters and catch sight of some cows, goats and sheep just outside your fenced in home. 14 miles from the city. About a 30 minute drive from the airport. **Please note that the home features air conditioning in the bedrooms only, while the living areas remain uncooled.

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).

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!

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.

Tranquil Basseterre AirBnB - 10% Off May 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.

Island Getaway: Steps to Beach, Bars & Endless 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!

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 holiday rentals
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