Vacation 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 favorite
Condo in Lower Carlton
5 out of 5 average rating, 12 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.

Top guest favorite
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!

Superhost
An open living area features a comfortable sofa and two accent chairs. A wooden coffee table sits at the center, surrounded by a textured area rug. A dining table for four is positioned near large windows, allowing natural light to fill the space.
Condo in Mullins
4.9 out of 5 average rating, 21 reviews

Stylish Condo Steps From Beach!

Brand new stylish condo, steps away from 2 great West Coast beaches; one beautiful and quiet and the other, the buzzing Mullins Beach. Easy access to Speighstown and Holetown on the public buses. Restaurants such as Seashed, Larry Rogers, Local and Co, Orange Street Grocers, Baia and Pier One are all within close proximity. This condo is very tastefully furnished with a clean finish. The master has a king bed while the second room houses two twins that can be converted to a king.

Top guest favorite
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, 61 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 favorite
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
4.96 out of 5 average rating, 28 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 favorite
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!

Guest favorite
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 favorite
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 favorite
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, 56 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 favorite
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.

Superhost
Apartment in Speightstown
5 out of 5 average rating, 3 reviews

Luxury Beach & Marina Condo (Two Bedroom)

Escape to paradise in this exclusive & stunning 2-bedroom condo nestled in the prestigious Port St. Charles Resort on Barbados’ pristine northwest coast. Perfect for couples, families, or groups seeking a serene yet sophisticated Caribbean getaway, this beachfront haven offers breathtaking views of the turquoise Caribbean Sea and the tranquil Marina.

Top guest favorite
A private pool is surrounded by sun loungers and shaded seating areas. Umbrellas provide shade for relaxation. Lush greenery frames the serene outdoor space, with views of the Caribbean Sea in the background and partly cloudy skies above.
Home in Six Mens
4.95 out of 5 average rating, 42 reviews

Sweetwater House

A brand new 4-bedroom holiday home just across the road from the beach, with a beautiful pool and garden and with terrific patio views of the West Coast of Barbados. Perfect for a large family or a few couples. Relax on the breezy patio or lounge in the pool while watching the sun glisten on the Caribbean sea.

Popular amenities for Speightstown rentals with a pool

When is the best time to visit Speightstown?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$102,551 GYDG$104,644 GYDG$106,528 GYDG$83,506 GYDG$80,576 GYDG$75,553 GYDG$82,669 GYDG$84,343 GYDG$84,343 GYDG$83,715 GYDG$104,644 GYDG$117,202 GYD
Avg. temp26°C26°C27°C27°C28°C28°C28°C28°C28°C28°C27°C27°C

Quick stats about vacation rentals with a pool in Speightstown

  • Total vacation rentals

    Explore 60 vacation rentals in Speightstown

  • Nightly prices starting at

    Speightstown vacation rentals start at G$20,929 GYD per night before taxes and fees

  • Verified guest reviews

    Over 640 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Speightstown vacation 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!