Holiday rentals with a pool in Speightstown

Find and book unique homes with a pool on Airbnb

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
Condo in Lower Carlton
5 out of 5 average rating, 13 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.

Superhost
Home in Colleton
5 out of 5 average rating, 4 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.
Apartment in Speightstown
4.97 out of 5 average rating, 58 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.
Apartment in Clinketts
5 out of 5 average rating, 62 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 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.
Condo in Douglas
4.9 out of 5 average rating, 123 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!

Top Guest favourite
A private outdoor space features a relaxing plunge pool adjacent to the water, surrounded by tropical greenery. Blue loungers provide comfortable seating under the clear sky, overlooking a marina filled with yachts.
Home in Speightstown
5 out of 5 average rating, 9 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
A bright, airy living area features a comfortable white sofa and a sleek television. Natural light fills the space through sliding glass doors that lead to a patio. A dining table for four and minimalist decor contribute to the modern, open layout.
Apartment in Little Battaleys
5 out of 5 average rating, 22 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.
Apartment in Black Bess
4.83 out of 5 average rating, 100 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
An indoor living area features a spacious sectional sofa adorned with colorful cushions, complemented by a cozy, soft ottoman. Bifold doors open to a large covered patio, providing stunning views of the Caribbean and a bright, airy atmosphere enhanced by natural light.
Home in Maynards
5 out of 5 average rating, 30 reviews

Home in Speightstown.

Fabulous, contemporary 3 bed 3 bath home with large garden and the best view of the Caribbean. Enjoy sundowners on the patio with an endless view of the Caribbean. This indoor/outdoor home was built to catch the cooling breeze. Recently updated, all bedrooms have A/C. The vaulted kitchen opens to the outdoor dining area and features high quality appliances and cookware. Located in a quiet location minutes from The Fish Pot. Ideal for families.

Top Guest favourite
A bright living area is showcased, featuring two comfortable sofas positioned around a glass-topped coffee table adorned with decorative items. Natural light filters in through large windows, illuminating a cozy ambiance. A dining set is visible through the adjoining space, along with lush greenery outside.
Townhouse in Gibbes
4.98 out of 5 average rating, 57 reviews

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!

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.
Apartment in Speightstown
4.91 out of 5 average rating, 11 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 in Mullins
4.95 out of 5 average rating, 20 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.

Popular amenities for Speightstown rentals with a pool

When is the best time to visit Speightstown?

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Avg. price$840 NZD$857 NZD$872 NZD$684 NZD$660 NZD$619 NZD$677 NZD$691 NZD$691 NZD$686 NZD$857 NZD$960 NZD
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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 $171 NZD per night before taxes and fees

  • Verified guest reviews

    Over 640 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Speightstown holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Speightstown rentals

  • 4.9 Average rating

    Speightstown stays are highly rated by guests—averaging 4.9 out of 5!