Vacation rentals in Checker Hall

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Top-rated vacation rentals in Checker Hall

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Top guest favourite
Condo in Lower Carlton
5 out of 5 average rating, 18 reviews

NEW LUX 2BR, Walk to Beach! Sky Pool Deck

Welcome to Alora Unit 4! ➤ 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

Guest favourite
An outdoor seating area is positioned on a terrace with red cushioned chairs and a small table, overlooking the calm turquoise waters of the Caribbean Sea. Lush greenery and palm fronds frame the scene, enhancing the connection to nature and the ocean.
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 tranquil beach scene displays soft white sand meeting clear turquoise waters under a bright blue sky. Gentle waves lap at the shoreline, while a distant sailboat is visible on the horizon, complementing the serene coastal atmosphere.
Cottage in Oistins
4.97 out of 5 average rating, 199 reviews

A Cosy Coastal Cottage in Barbados

A cozy self-contained one-bedroom cottage in a private garden setting situated behind the main house on the grounds of our home - across the road from the beautiful Little Welches Beach on the South Coast, just west of Oistins. This cute holiday home is spacious, functional, tastefully furnished in a tropical/coastal island style and is well-maintained. Conveniently located within walking distance of the essential amenities, with onsite parking and easy access to public transport and highways.

Guest favourite
The image features a coastal view of a two-story building perched on a rocky shoreline. Soft waves gently lap against the sandy beach, while lush greenery can be seen surrounding the property. Private steps lead down from the house to the beach, creating direct access to the water.
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
Home in Lower Carlton
5 out of 5 average rating, 11 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
Home in Speightstown
4.75 out of 5 average rating, 20 reviews

Battaleys Mews 24

Perfectly positioned to enjoy the best of Barbados, Battaleys Mews is conveniently close to the buzz of historic Speightstown and the sophisticated pleasures of Holetown and less than 500m from the celebrated Mullins Beach. The classic colonial-style architecture perfectly complements the lush tropical grounds, and each three-bedroom house offers more than 2,300 square feet of high-quality, contemporary interior spaces, cleverly designed to encourage easy, inside-outside family living.

Top guest favourite
Apartment in Clinketts
5 out of 5 average rating, 63 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
A bright and airy sitting area is adorned with two patterned chairs gathered around a round table. Large windows provide views of the marina, while light gray curtains frame the space. A small vase with vibrant flowers is centered on the table.
Condo in Douglas
4.91 out of 5 average rating, 129 reviews

Penthouse in Port St. Charles

Overlooking the Port St. Charles, this exclusive yet vibrant penthouse suite introduces you to the soul of old-world Barbadian life and its boating heritage. Located in a gated community at one of the island's most desired addresses, this 3 bedrooms, 3 bathrooms penthouse gives you access to the shops, restaurants, beaches and goings-on in the island's charming Speightstown without sacrificing beauty and comfort. If the island offers it, we " know a place" to recommend you!

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.
Apartment in Black Bess
4.83 out of 5 average rating, 106 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.

Top guest favourite
A shared pool area is visible, featuring crystal-clear water and a surrounding concrete deck. Lounge chairs are positioned near the pool, with a wooden structure providing shaded space nearby. Lush greenery and remnants of the old mill can be seen in the background.
Apartment in Saint Peter
4.98 out of 5 average rating, 47 reviews

Mozart - 1 bed ocean view

This 1- bed apartment, has a large private covered outdoor dining area with sea view. Located on a peaceful 10 acre plantation, surrounded by rolling fields of sugar cane. A Beautiful 40 ft shared saltwater pool with barbecue area and additional shared dining covered area. The property is connected to walking trails through sugar cane and jungle ravines. Only a 7 minute drive to the beach. Take it easy at this unique and tranquil property.

Guest favourite
Home in Gibbes
4.91 out of 5 average rating, 11 reviews

Luxury 3-bedroom Villa with Pool near Gibbes Beach

Enjoy luxury and comfort at Claridges 4, a stylish 3-bedroom villa just a short walk from serene Gibbes Beach. Featuring air-conditioned ensuite bedrooms, elegant living spaces, a fully equipped kitchen, private patio, and access to a stunning lagoon-style pool and gazebo. Fast Wi-Fi, Smart TV, and secure parking included. Perfect for families, friends, or couples seeking a relaxing, upscale Barbados escape.

Guest favourite
Home in Westmoreland Hills
5 out of 5 average rating, 17 reviews

Villa Seaview

A stunning three- bedroom Villa accommodating up to 6 guests situated in the 5-star gated community of Westmoreland Hills with breathtaking views of the Caribbean Sea. The exclusive development comprises of 45 villas with 24 hour security. Villa Seaview is modern consists of 3 bedrooms, 4 bathrooms, private 26ft pool, wifi and air conditioning throughout. Kick back and relax in this calm, stylish space.

Popular amenities for Checker Hall vacation rentals

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