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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Superhost
Apartment in Lower Carlton
4.8 out of 5 average rating, 10 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

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.

Guest favourite
A charming villa is surrounded by lush greenery and manicured lawns, featuring a large front balcony accessible through arched doors. The exterior showcases white columns and a harmonious design, complemented by blue skies and fluffy clouds above.
Home in Royal Westmoreland
5 out of 5 average rating, 7 reviews

Stunning villa with amazing view

Kick back and relax in this calm, stylish space. "Monkey Corner" is situated within the Forest Hills neighbourhood in the prestigous Royal Westmoreland resort. This stunning reverse living 2 bedroom, 2 bathroom villa features an additional private en-suite double bedroom guest cottage, a plunge pool and breathtaking views of the golf course and Caribbean Sea. Access to the Royal Westmoreland Club facilities is available at an additional cost as per the Club Rules. Please see "Guest Access"

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!

Superhost
A dining area is set with a round table surrounded by wicker chairs. Large windows frame views of tropical palm trees and the ocean beyond, allowing natural light to fill the space. Decorative details include a light-colored console table and subtle wall decor.
Home in Forest Hills
5 out of 5 average rating, 6 reviews

Forest Hills 14 RWGC 3 Bedroom Plunge Pool

A lovely villa with gorgeous views located in Forest Hills with communal pool access. The well laid out villa has two ensuite bedrooms which lead out to the back gardens and another ensuite bedroom across the front deck. The deck has a lovely plunge pool - perfect for a refreshing dip while sun bathing. The upper level has a spacious kitchen, living and dining area, all open plan. This leads out to the extended balcony with al fresco dining and seating areas to enjoy the views.

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.

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.

Guest favourite
Villa in Lower Carlton
5 out of 5 average rating, 7 reviews

NEW villa with plunge pool - Sorrento 10 (2 bed)

Welcome to Sorrento 10 (2 bed), a newly built Barbados vacation rental for families, couples, and anyone in need of a proper reset. Tucked away in a quiet corner of Lower Carlton, St. James, this two-bedroom, two-bathroom villa blends clean lines, calm tones, and natural textures to create a relaxed, welcoming space that feels like a breath of fresh air. Only a 3 to 5 minute stroll to the beautiful Tropicana beach nearby - this is the perfect holiday home for beach lovers.

Guest favourite
A swimming pool is seen surrounded by tropical greenery, with a gentle curve capturing the shimmering water. Lounge chairs are positioned nearby, and a white door is set against a textured stone wall, providing access to a serene garden area beyond.
Flat in Black Bess
4.83 out of 5 average rating, 107 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.

Popular amenities for Checker Hall holiday rentals

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