Holiday rentals in Checker Hall

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Top-rated holiday rentals in Checker Hall

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Top guest favourite
Apartment in Lower Carlton
5 out of 5 average rating, 17 reviews

Alora 7–SkyPool BBQ Sundeck & Ocean View

A beautifully appointed 2-bedroom, 2-bath villa on Barbados’ sought-after West Coast. The standout feature is the Sky Lounge—an elevated shared retreat with a pool, sun deck, and ocean views. It’s the perfect place to soak up the Caribbean sun by day and unwind under the stars by night. Inside, the villa offers elegant modern décor, a fully equipped kitchen, air conditioning throughout, and reliable Wi-Fi. Alora 7 blends relaxed island living with comfort and style for a truly memorable getaway.

Superhost
Apartment in Lower Carlton
4.83 out of 5 average rating, 12 reviews

Elegant LUX 2BR, 3mins to Beach! Pool & Deck

➤ Your Luxury 2BR Condo with Rooftop Pool at Alora! ★ 3-Min Walk to Reeds Bay Beach ★ Rooftop Deck with Amazing Sea Views ★ 10mins to Holetown Dining & Nightlife ★ 7mins to Speightstown’s Laid-Back Charm ➤ Elegance with natural Wooden Elements: • En-suite bedrooms • Modern open-plan layout • Caribbean Luxury • Rooftop with Bar & Bbq station with pergola • Gated community with parking • Easy access to local transport Ideal for families, couples & friends seeking a refined coastal retreat.

Guest favourite
The pool area is illuminated at night, highlighting the tranquil waters. The two-story villa features a balcony on the second floor, surrounded by tropical foliage, with seating areas visible near the pool. The inviting ambiance creates a serene outdoor environment.
Home in Colleton
5 out of 5 average rating, 21 reviews

3Bdrm 3.5 Bath Private Home w Brand New Pool

Located in the friendly estate of Colleton Gardens and new to Airbnb, "Bajan Memories" is on the north west coast of beautiful Barbados. A fully equipped home offering: - 3 bedrooms each w/ full private en-suite & balcony - stunning brand new pool surrounded tropical oasis - full service kitchen including dishwasher 5 min walk to the beach & famous Fish Pot restaurant, 5 mins by car to Speightstown, and 45 mins from Airport, our home offers everything you'd need for an easy tropical vacation!

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

Top guest favourite
A private lap pool is bordered by a natural stone patio, offering lounge seating and lush tropical landscaping. The covered outdoor area features comfortable seating arrangements, creating a relaxed environment for gatherings. Sunlight filters through the trees, casting gentle shadows on the pool surface.
Villa in Mullins Bay
4.98 out of 5 average rating, 56 reviews

3 Bedroom Villa with pool 30 second walk to beach

This villa is nestled in a beautiful little gated community, just steps from Mullins beach. The villa is peaceful, secluded and perfect for entertaining, barbequing or to simply relaxing on the lounge beds by the lap pool. If desired, it is fully air-conditioned and incredibly comfy, inside and out! Just a short walk down the beach, you will find the "Sea Shed" restaurant! Here you will find plenty of drinks, great food, beach chairs and umbrellas! The perfect place to spend a day in the sun!

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 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 out of 5 average rating, 12 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!

Guest favourite
The villa stands elegantly against the sky, featuring multiple levels with white railings and a decorative roof. Lush bougainvillea plants adorn the steps leading up, while sun loungers and an umbrella are visible on the terrace, offering a welcoming outdoor space.
Villa in Prospect
4.88 out of 5 average rating, 65 reviews

BEACH FRONT WEST COAST VILLA

This Tri Level Ocean/Beach Front villa is built in a fabulous elevated beach front location on the West Coast. Carefully designed to take advantage of the breathtaking sea views, the split-level accommodation offers 2,500 sq. ft. of living space. The beach is not easily accessed by the public it is very tranquil and secluded, you won't be bothered by Jet skis and beach vendors, just the disturbance of the ocean breeze and powdery beaches with exceptional swimming and snorkeling.

Top 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.

Top guest favourite
Home in Speightstown
5 out of 5 average rating, 15 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.

Top guest favourite
Flat in Little Battaleys
5 out of 5 average rating, 23 reviews

Modern & Cozy West Coast Condo in Gated Community

Discover the perfect blend of West Coast beauty and local charm at this cozy condo. Just steps from a stunning beach, this two-bedroom, two-bathroom retreat lets you enjoy Barbados’ famous sunsets and calm waters. After beach time, relax on the patio with unique views of farmland and the island’s black belly sheep grazing nearby—a sweet touch of Bajan life. With all modern comforts, this condo is your ideal spot for a memorable, easygoing holiday in Barbados.

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, 108 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.

Popular amenities for Checker Hall holiday rentals

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