
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.

Seabreeze Cottage: Pure relaxation near the beach
Enjoy the hospitality of beautiful St. Kitts at Seabreeze Cottage, 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 other apartment, Seabreeze Getaway. Airbnb has changed the way rates are listed. FORMERLY the rate on the listing was the host’s rate. When you booked Airbnb’s fees were added. NOW the rate on the listing is the total you would pay. Airbnb’s fees have already been added.
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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, 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.
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Ocean Song Frigate Bay 4 bed Villa on the Ocean
Ocean Song a Luxurious Coastal Retreat in Calypso Bay Resorts offering ocean views and ocean songs. This fab villa features a heated private pool and fun options like a pool table, piano and a Bose speaker. It includes four bedrooms, each with a TV and four bathrooms. The fully equipped kitchen is ideal for gourmet meals. With air conditioning all through, community amenities, and a prime location minutes from Frigate Bay Beach, Golf and Casino, Ocean Song is your perfect Caribbean getaway.
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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....
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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!
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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.
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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.
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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.
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Location location Beach, Golf, Dining & Casino
Stay in the heart of Frigate Bay, the best location in St. Kitts. Tucked in just off the main street, this condo complex has an open café, restaurant, and local grocery at the front. All the restaurants sit directly next door. Stroll to the beach strip lined with restaurants and bars. The courtyard offers lounges, pool looking out to the ocean and a BBQ area with seating for relaxing evenings in. Unwind at gazebo overlooking the ocean with your morning coffee or yoga.
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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!
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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.
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Tranquil Basseterre AirBnB
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.
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Popular amenities for Oranjestad vacation rentals
Other great vacation rentals in Oranjestad

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Live like a local at your Island Home
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Sunset Cottage
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2BR Apt with Pool & Ocean Views, Near Amenities
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JolieZwazo: Unique Ecotourism Experience with pool
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La Vue de Basseterre Apartments (Bird Rock)
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Private Pool Oasis • Near Frigate Bay • BBQ Dining
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