Holiday rentals with a pool in Speightstown

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Top-rated rentals with a pool in Speightstown

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Top guest favourite
Apartment in Lower Carlton
5 out of 5 average rating, 16 reviews

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.

Guest favourite
Home in Colleton
5 out of 5 average rating, 5 reviews

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.

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, 61 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
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, 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.

Top guest favourite
A bright living space features a large sectional sofa in soft white upholstery, complemented by a round mirror. Natural light filters through double doors leading to a patio, while a black and white striped rug adds contrast to the tiled floor.
Home in Mullins
4.97 out of 5 average rating, 31 reviews

Cool Runnings: Beach Side Luxury

Experience luxury living at Cool Runnings: a unique ground-floor apartment with 2 bedrooms, a private pool, and tropical garden. This meticulously maintained property offers an unparalleled opportunity for lavish living or smart investment. Enjoy spacious, air-conditioned interiors, a covered terrace with a wet bar, and a fully equipped kitchen with modern appliances. With high-speed internet and cable TV, this turnkey retreat promises indulgent comfort in a tropical paradise.

Guest favourite
An outdoor dining area features a wooden table with four chairs and a vase displaying tropical flowers. Light filters through partially drawn shades, and a view of the marina and lush greenery is visible through the lattice screen.
Apartment
4.9 out of 5 average rating, 126 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 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, 104 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
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, 12 reviews

Port St. Charles Luxury 2-Bed w/ Private Pool

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.

Guest favourite
Holiday home
4.95 out of 5 average rating, 21 reviews

Walk to beach, pool, garden

Located on the sought after West Coast, just 500m from Mullins beach and Sea Shed restaurant, #7 Mullins Breeze is a 3 bedroom, 2.5 bath home which offers an open plan design, spacious interiors and welcoming outdoor areas. We hope #7 Mullins Breeze becomes your beautiful Barbados home away from home.

Top guest favourite
A tranquil pool area features a clear, inviting pool surrounded by sun loungers and a shaded seating area beneath a striped umbrella. Lush greenery and trees provide a natural backdrop, enhancing the outdoor space's privacy and serenity.
Flat in White Hall
5 out of 5 average rating, 92 reviews

The Bungalow at Green Gables

New cozy high-tech modern Bungalow with kitchen, bathroom, spacious bedroom, separate connected office area, TV room and lounge all air conditioned and covered patio suitable for single or a couple - King bed and daily room service on weekdays if requested. Near west coast with a view

Top guest favourite
A large swimming pool features a gentle curve and is surrounded by lounge chairs and lush tropical plants. The resort's elegant structure can be seen in the background, with multiple balconies and a gazebo visible among the palm trees under a colorful twilight sky.
Apartment in Porters
4.92 out of 5 average rating, 166 reviews

Condo in Sugar Hill, St. James

Located on 50 acres of sloping land with spectacular sea views, Sugar Hill is within a 5 min. drive of superb beaches and the shops & restaurants in Holetown. C210 is an eco-friendly two bedroom apartment near the club house, swimming pool, restaurant, bar & gym.

Guest favourite
A relaxed outdoor seating area features several white lounge chairs arranged around a coral stone pool. The pool is complemented by a shallow section, and tropical greenery adds natural beauty to the surroundings. The villa's open interior space is visible in the background.
Villa in Oughterson
4.95 out of 5 average rating, 111 reviews

Oughterson Plantation - The Barn Villa

The Barn Villa is set within the grounds of the Oughterson Plantation Great House. This beautiful villa was originally the stable for the mules that transported the sugar cane form the fields (or cane gardens) to the mill on the estate.

Popular amenities for Speightstown rentals with a pool

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Avg. price£430£386£403£294£284£266£291£297£297£295£369£413
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Quick stats about holiday rentals with a pool in Speightstown

  • Total holiday rentals

    Explore 60 holiday rentals in Speightstown

  • Nightly prices starting at

    Speightstown holiday rentals start at £74 per night before taxes and fees

  • Verified guest reviews

    Over 700 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    60 of Speightstown holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Speightstown rentals

  • 4.8 Average rating

    Speightstown stays are highly rated by guests – averaging 4.8 out of 5!