Holiday rentals in Checker Hall

Alora Ocean 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.

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!

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

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.

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!

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.

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!

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.

Walk to Beach, Pool, Rooftop Terrace, King Bed(s)

Calm Waters is your casually stylish home away from home! 2 Bdrms, 2 1/2 baths, full kitchen, laundry … Enjoy an ocean swim, relax by the pool, watch sunsets or stargaze on your private rooftop patio! Beautiful Gibbes Bay is a 3 minute walk & Mullins Beach is just a few more minutes up the road & is home to some great restaurants - also a great spot to enjoy a drink & live music while watching the sun go down!

St. Silas/Ape’s Hill Pool Villa

Our modern Garden Villa is a 3-bedroom, 3.5-bath home featuring an open floor plan and large bi-fold doors that connect indoor and outdoor spaces. We're a short walk to Apes Hill Polo Field and just a 4-minute drive to Royal Westmoreland Golf Resort. Sandy Lane Golf Course and Holetown shopping area are about 8 minutes away, depending on traffic. And minutes away from all West Coast Platimun Beaches.

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.

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!