Holiday rentals in Checker Hall

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Top-rated holiday rentals in Checker Hall

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

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Guest favourite
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 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

Guest favourite
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 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.

Top guest favourite
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.
Flat in Speightstown
4.97 out of 5 average rating, 65 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!

Top guest favourite
An outdoor seating area is depicted with a glass table and comfortable seating surrounded by lush greenery. A large umbrella provides shade, while a charming coral stone home is visible in the background, accentuating the tranquil outdoor atmosphere.
Villa in Oistins
5 out of 5 average rating, 15 reviews

Villa Belle Vida

Guests will enjoy a stay at our spacious and secure property, nestled in a peaceful, secluded setting along Barbados’ breathtaking south coast. Conveniently located just 5 minutes from pristine beaches, resorts, restaurants, St. Lawrence Gap, and the vibrant Oistins area. Experience the charm of a traditional Barbadian coral stone home thoughtfully paired with modern amenities. Unwind outdoors with generous seating and dining areas, surrounded by lush gardens and mature fruit trees.

Guest favourite
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.
Flat in Clinketts
5 out of 5 average rating, 64 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.

Guest favourite
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, 20 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.

Top guest favourite
Home in Speightstown
5 out of 5 average rating, 17 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.

Guest favourite
Flat in Alleyndale
4.94 out of 5 average rating, 17 reviews

Cozy 1BR Retreat with AC, WiFi, Parking

Escape to Sea-Cluded Retreat, a private, fully self-contained 1-bedroom apartment designed for comfort, privacy, and relaxation. Perfect for two adults, this peaceful retreat is located in Maynards, St. Peter, a short drive from West Coast beaches, Speightstown, restaurants, and shopping. Enjoy AC, Wi-Fi, free parking, and authentic island living. Guests may also have the opportunity to enjoy a complimentary turtle snorkeling experience, subject to availability.

Guest favourite
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.
Flat in Black Bess
4.83 out of 5 average rating, 109 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.

Guest favourite
Home in Six Mens
5 out of 5 average rating, 6 reviews

Mahogany Cottage: comfort and dreamy ocean views

Forget your worries in this spacious and serene space. Enjoy your morning coffee on the delightful patio under the mahogany tree - looking out over Barbados' West Coast. Located just north of Six Mens and Speightstown, and within walking distance of the FishPot Restaurant, this comfortable 1-bedroom house has everything you need and more for the perfect Barbados vacation.

Guest favourite
A view of the outdoor area reveals a private plunge pool surrounded by lush greenery. A wooden dining table is positioned in front, featuring a white planter with green foliage. The waterfront setting provides a glimpse of boats gently resting in the marina.
Flat in Speightstown
4.92 out of 5 average rating, 13 reviews

Port St. Charles 2 Bed~Private Pool + Beach Access

Experience effortless Caribbean luxury in this spacious, ground-floor 2-bedroom retreat at the exclusive Port St Charles Marina. Featuring a private plunge pool, elegant interiors, and seamless indoor-outdoor living, this fully furnished home is ideal for couples, families, or friends seeking comfort and privacy in one of Barbados' most prestigious communities.

Flat in Saint Lucy
4.83 out of 5 average rating, 40 reviews

Oceanview Stay w/ Private Terrace | Beach Nearby

- Savor ocean-view terrace moments at sunset, the perfect relaxation spot. - Perfectly located: steps to serene beaches and local eateries. - Abundance of outdoor space for leisurely strolls in lush gardens. - North's natural wonders await exploration. Stroll to dining delights. - Reserve now for seaside serenity and thrilling island explorations!

Popular amenities for Checker Hall holiday rentals

  1. Airbnb
  2. Barbados
  3. Saint Lucy
  4. Checker Hall