Holiday houses in Oranjestad

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Top-rated holiday rentals in Oranjestad

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
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 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.

Top Guest favourite
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, 100 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.

Guest favourite
Apartment in Earle Mournes
5.0 out of 5 average rating, 19 reviews

Private Pool Oasis • Near Frigate Bay • BBQ Dining

Just 7 minutes’ drive from beaches & the lively Frigate Bay Strip, this spacious 1-bedroom retreat blends convenience with tranquility. Located in a quiet residential area, it’s ideal for guests seeking a relaxing stay near top dining and nightlife. Enjoy your private saltwater pool & outdoor kitchen/BBQ (8 AM–8 PM), plus a fully equipped home with A/C, kitchen, washer/dryer, workspace, & pull-out sofa bed. Unwind on your breezy balcony surrounded by tropical palms and a calm Caribbean vibe.🌴

Top Guest favourite
A vibrant yellow exterior is complemented by lush palm trees and colorful flowering plants. A stone pathway leads to a set of stairs with a white railing, guiding guests toward the entrance. Windows are adorned with functional shutters, showcasing the tropical environment.
Villa in Frigate Bay
5.0 out of 5 average rating, 22 reviews

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.

Top Guest favourite
Apartment in Palmetto Point
5.0 out of 5 average rating, 17 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....

Guest favourite
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
4.91 out of 5 average rating, 53 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.

Top Guest favourite
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 favourite
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 favourite
A panoramic view captures the lush hills of Bird Rock with the Caribbean Sea in the background. The foreground features a palm tree and a stone pathway leading to a gazebo area, framed by soft clouds and bright blue skies.
Apartment
4.95 out of 5 average rating, 111 reviews

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.

Guest favourite
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
5.0 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 favourite
Apartment in Basseterre
4.92 out of 5 average rating, 37 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).

Guest favourite
Apartment in Princess Garden
4.86 out of 5 average rating, 14 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.

Popular amenities for Oranjestad holiday rentals