
Holiday rentals in Oranjestad
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Top-rated holiday rentals in Oranjestad
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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. A 5-minute drive to both the Atlantic Ocean and the Caribbean Sea, restaurants, golf, night-life, and more, the cottage offers indoor and outdoor dining, a kitchen, flat screen TV, wifi, washer, dryer, and lovely Caribbean breezes. We provide towels (bath and beach), pots and pans, and bed linen.

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.

Private 5 bdrm Villa with Pool
Mandevilla is a private 5 bedroom home with a pool and lots of room for a large family. Walk to nearby beaches, restaurants, and water sports, or take advantage of our discounted car rental rates and explore the entire island. Our local host can help you arrange tours, a private chef, or in-home massage. She can even grocery shop ahead of your arrival so you can just jump in the pool! Once you book your stay we will provide you with a digital guidebook to plan your perfect vacation!

Peter Hytte by Althea
This property in Windwardside features stunning views of the blue Caribbean, the misty top of spectacular Mt. Scenery, and the picturesque village below. On my 30th trip to Saba in 2019 I bought the 1858 vintage Althea Cottage. In 2021 I completed a second stone house for myself at the rear. In 2022 a second stone apartment, Peter Hytte, was built between the two other cottages... smaller, priceworthy and efficient. All net income is donated to my charities. I charge no cleaning fee.

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.

“FreeBird” - with panoramic volcano & ocean views
Brand New, unique & tranquil, rest with amazing 180’ panoramic east / west views of volcano & ocean. The “freebird” bedroom suite on Nevis island is born out of the chic eccentric lifestyle of its world traveled owners. Decorated with tastes of a Mediterranean chic, ultra lounge & romantic West Indian grooves ❤️ 1 bed / 1 bath with a freestanding soaking tub & candlelight romantic accents Enjoy watching the monkeys, moonrise & sunset from this truly amazing lookout retreat.

2BR Apt with Pool & Ocean Views, Near Amenities
Relax in style at our peaceful 2BR poolside apartment, your cozy home away from home. Enjoy stunning views of downtown Basseterre, the harbor, and surrounding mountains. Take a refreshing dip in the pool or explore nearby attractions for a blend of comfort and adventure. Perfect for families, couples, and solo travelers looking for relaxation and adventure. Our retreat offers easy access to local culture and cuisine. Experience relaxation and exploration all in one place!

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.

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!

Beach Condo | Walk to Bars, Dining & Taxi
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!
Popular amenities for Oranjestad holiday rentals
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