Vacation rentals in Checker Hall

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Top-rated vacation rentals in Checker Hall

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Guest favorite

An aerial view of the villa showcases a sparkling swimming pool surrounded by lush garden areas. Vibrant palm trees gently sway in the breeze, and the clear turquoise waters of the Caribbean Sea extend to the horizon, complementing the tranquil setting.

Villa in Fryers Well Point Bay

5.0 out of 5 average rating, 14 reviews

Oceanfront House, Pool, Gardens - Freyers Well Bay

Freyers Well Bay House is a stunning oceanfront Barbadian-style villa offering panoramic views of the Caribbean Sea. Located a 10 min drive north from charming Speightstown, this is the ultimate tropical paradise with dining, supermarkets, and attractions nearby. Relax by your private pool, stroll through the large gardens or head down to the beach - this is the kind of villa where memories are made. The villa, pool, manicured lawns and tropical gardens privately located on over an acre of land

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Guest favorite

Home in Colleton

5.0 out of 5 average rating, 6 reviews

Lovely Villa, Stunning Sea Views

A beautiful open plan villa enjoying breezes, amazing sea views and sunsets. The spacious pool deck has a large pool, sun loungers, BBQ, bar and outdoor living. There is a secluded gazebo with hammock in the garden and a back gate opens to a path leading to the beach. You can walk to the fishing village Six Mens where fresh fish is for sale, local rum shops, bars and food spots as well as Fish Pot restaurant. In Speightstown, are supermarkets, bars and restaurants. Holetown is 20 minutes away.

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Guest favorite

The exterior of the house is showcased, featuring a two-story structure located on a rocky coastline. Lush greenery surrounds the base, while a covered balcony extends from the upper level. The ocean is visible just beyond the rocky outcrop, with clear blue water reflecting the sky.

Villa in Clinketts

5.0 out of 5 average rating, 29 reviews

Oceanfront 2 Bed on West Coast - Sea Spray Villas

The french doors to the covered balcony are the only thing between you and the ocean. The perfect spot for morning coffee, breakfast and enjoying a good book. You can hear the relaxing sound of the waves day and night. In addition, the house has its own private steps down to the beach, perfect for snorkelling or swimming. There are plenty of white sand beaches just down the road as well. Close to local fish frys and shops and just down the road from Nikki Beach. Car Rental US$50.00 Per Day.

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Top guest favorite

A crystal-clear swimming pool meanders through the vibrant landscaping, featuring lush palm trees and tropical plants. Poolside loungers and umbrellas provide shaded seating. A charming gazebo sits in the background, surrounded by well-maintained grounds, inviting relaxation in a serene environment.

Apartment in Speightstown

4.97 out of 5 average rating, 69 reviews

Amore Schooner Bay Luxury Villa

Time to relax and unwind in one of the most beautiful, affluent countries in the Caribbean. Amore Barbados has one goal in mind: offering our guests a comfortable, affordable, and all-round exceptional accommodation. Amore covers every aspect of your stay: great location, cosy beds, beautiful beaches, & delicious food at your doorstep. Take a look at our pictures and book your holiday of a lifetime today! Under new ownership, Amore Barbados continues to offer the same great experience!

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Guest favorite

A spacious outdoor living area features comfortable seating and a dining table surrounded by natural light. Lush greenery and ocean views are visible in the background, creating a relaxing environment. Ceiling fans provide airflow above the seating arrangement.

Home in Speightstown

4.96 out of 5 average rating, 57 reviews

Steps to Beach, Ocean View, Pool & Resort Access!

The best location in Barbados, surrounded by sugary-white sandy beaches, fabulous restaurants & shops. Relax in the sparkling pool, savor breathtaking views & enjoy the comfort of a spacious tropical sanctuary. ⭐ “We are frequent visitors to Barbados and can honestly say this has been our best experience yet!” 🏖 HIGHLIGHTS ✓ FREE access to the gorgeous beachfront Fairmont Beach Club ✓ Amazing sunsets & newly built for "open-air" living ✓ 5-stars for clean, spacious & comfy

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Guest favorite

A modern open-concept living space is presented, featuring neutral tones and natural materials. The fully equipped kitchen includes a large island with a sink, complemented by stylish pendant lighting. Floor-to-ceiling glass doors open to a private outdoor seating area, enhancing the airy ambiance.

Home in Lower Carlton

5.0 out of 5 average rating, 15 reviews

The Carlton Barbados - Luxury Townhouse Rental

The Carlton is a luxury townhouse near Barbados' west coast beaches. Enjoy the 2,063 sq ft space which includes 3 bedrooms, 3 bathrooms, private plunge pool, outdoor soaking tub, and easy access to dining, shopping, and nightlife in Holetown and Speightstown. Enhance your stay with VIP perks like private yacht charters, a Mount Gay Rum tour, and chef-curated dining. Whether relaxing or exploring, The Carlton delivers the best of both worlds. Book your unforgettable Barbadian escape today!

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Villa in Clinketts

4.89 out of 5 average rating, 44 reviews

Villa Francoise- 4BR Beachfront Property w/ Pool

Villa Francoise is a striking beachfront villa on Barbados' West Coast, tucked into the quaint fishing village of Moontown, just minutes from Speightstown. Built with clean, contemporary lines and finished to a high standard, the villa pairs every modern comfort with a genuine home-away-from-home feel — the kind of easy, unfussy luxury that keeps guests coming back. Step outside and the villa opens straight onto the beach, with a seaside pool that makes the most of its West Coast

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Guest favorite

A modern beach complex is featured along a sandy shoreline, surrounded by greenery. The structure consists of three levels, with large glass windows offering views of the beach. Nearby, a wooden deck provides additional outdoor space. Soft waves gently lap against the shore.

Apartment in Clinketts

5.0 out of 5 average rating, 65 reviews

Dreams(Moontown)( No.3) Beach Apartments. St Lucy.

Dreams (Moontown)Beach Apartments, is a new modern complex located on the beautiful Halfmoon Fort Beach in the parish of St Lucy, Barbados. The area is also called Moontown. It contains 3 fully furnished rental units. ( Apt 3), (Apt 2) and (Apt 1). Each unit sleeps two adults. Stunning views; a nice place to stay. It has a swimming pool, and a roof deck with 360 degree views. There is a free car park for 3 vehicles. Apt 3 on top floor Apt 2 mid floor Apt 1 lower pool floor.

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Guest favorite

An outdoor patio features a large swimming pool alongside a smaller jacuzzi. Lounge chairs are arranged around the pool area. A covered cabana with seating and a BBQ grill is visible, with lush greenery and the ocean in the background under a clear blue sky.

Bungalow in Colleton

4.95 out of 5 average rating, 21 reviews

✈ NEW! 3Bdrm Family Home-West Coast-Sea View-Pools

Located on the stunning West Coast of Barbados, our NEW Airbnb listing welcomes travellers with: - 3 Air Conditioned Bedrooms & 2.5 bathrooms - 2 living rooms, full kitchen, indoor & outdoor dining areas - large outdoor patio with covered lanai, 2 pools & pool cabana Offering everything you'd need for an easy tropical vacation, our home is 45 mins from BGI Airport, 5 mins from Speightstown and 30 mins to Bridgetown. Beaches, bus stops & Fishpot Restaurant are a 3 min walk.

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Top guest favorite

Home in Speightstown

5.0 out of 5 average rating, 18 reviews

Waterfront/Beach/Resort Access/Airport Transfer

Recently refurbished waterfront 3-bedroom townhouse in the exclusive Port St. Charles Resort & Yacht Club. Perfect for families, couples or friends. Features: • 3 king bedrooms with en-suite bathrooms • Fully equipped kitchen • Private plunge pool • Outdoor dining & loungers • Washer & dryer Resort amenities: • Beach with chairs & umbrellas • Gym, restaurants & bars • Complimentary water taxi Bonus: Complimentary airport transfer from airport to the apartment.

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Guest favorite

A spacious studio apartment features a wooden bed with soft linens and two patterned armchairs. Natural light floods the room through large windows, illuminating the textured stone walls and exposed wooden beams on the ceiling. A small dining area is visible in the adjacent space.

Apartment in Black Bess

4.83 out of 5 average rating, 119 reviews

The Loft at Ridge View

The Loft at Ridge View is a cosy countryside escape in St. Peter, Barbados—5 minutes from Haymans Market and 10 minutes from Speightstown. This top-floor studio sits on a ridge overlooking the west coast, offering stunning sea views and unforgettable sunsets. Surrounded by nature and local life, it invites slow living, cultural immersion, and relaxation. Amenities such as a pool, garden, A/C and dedicated parking make it the perfect island retreat.

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Top guest favorite

Condo in Lower Carlton

5.0 out of 5 average rating, 28 reviews

Alora 7 | Rooftop Pool • 3 Min Walk to Beach

Stay steps from the Caribbean at Alora 7, a stylish two-bedroom, two-bath retreat on Barbados' beautiful west coast. Walk to the beach in just 3 minutes, then come home to the rooftop Sky Lounge with pool, BBQ, dining area and ocean views. Perfect for couples, friends or a relaxing island escape, Alora 7 combines modern comfort with one of the best locations for exploring St. James, Holetown and the west coast.

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