Vacation rentals with a pool in Douglas

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Top-rated rentals with a pool in Douglas

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

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Guest favorite
An outdoor area showcases two loungers under a large umbrella, positioned on a wooden deck that overlooks a calm marina. The scene includes boats docked along the water, with palm trees lining the shore under a clear blue sky.
Home in Speightstown
5 out of 5 average rating, 7 reviews

Elegant 3BR/Waterfront/Plunge Pool/Resort Access

Recently refurbished with stylish furniture, linens, & décor, this beautiful 3-bedroom townhouse is ideal for families, couples or groups of friends. Located within the exclusive Port St. Charles Resort & Yacht Club, you’ll enjoy access to a wide range of resort amenities—everything you need for a relaxed getaway, right at your doorstep. Features include: • 3 bedrooms with king beds & en-suite bathrooms • Fully equipped kitchen • Outdoor dining & loungers • Private plunge pool • Washer & dryer

Top guest favorite
Condo in Lower Carlton
5 out of 5 average rating, 9 reviews

Alora Ocean 7 – SkyPool 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 favorite
The resort's inviting pool area is surrounded by lush greenery and palm trees. Sun loungers are neatly arranged under blue umbrellas, and a charming gazebo can be seen in the background. Bright blue skies reflect on the clear water, creating a relaxing atmosphere.
Apartment in Speightstown
5 out of 5 average rating, 6 reviews

Beachfront Retreat with Pool: Schooner Bay 112

Escape the hustle and bustle of the world in your own private holiday home hideaway at the exclusive Schooner Bay Resort on the serene Platinum coast of Barbados. Schooner Bay 112 is a spacious two storey condo located at the entrance of Schooner Bay. Access to the pool and the beach is a short walk via a private gate for guests, and the resort pool provides a lovely area where you can unwind with a book or just close your eyes and listen to the sounds of the waves lapping against the shore near

Guest favorite
Condo in Lower Carlton
5 out of 5 average rating, 8 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

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
4.96 out of 5 average rating, 52 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 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, 56 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 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, 121 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
Tall palm trees frame the serene beach, where soft sand meets crystal-clear turquoise water. A figure walks along the shoreline, enhancing the peaceful, natural surroundings under a clear blue sky.
Apartment in Fitts Village
4.93 out of 5 average rating, 110 reviews

One bedroom apartment Sunset

Walk out of your private front door, a few steps through the private garden, and ten seconds later you can be bathing in the Caribbean! "Sunset" is one of six one- and two-bedroom apartments - recently refurbished for comfort but retaining a unique Barbadian vibe. We are across the road from a supermarket, local take-away, GP and pharmacy, and on a convenient bus route to anywhere you want to go. But basically what you'll fall in love with are the breathtaking views.

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
4.82 out of 5 average rating, 94 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, 26 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.

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
4.89 out of 5 average rating, 9 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 favorite
A two-story building is visible, featuring a spacious outdoor area with a swimming pool. The pool is framed by a well-maintained patio, equipped with yellow lounge chairs and an awning. The architecture showcases a blend of balcony space and ample seating around the pool.
Apartment in Douglas
4.89 out of 5 average rating, 84 reviews

Croton Apartment

Located on the ground floor of Sungold House, Croton is a very comfortable one-bedroom self contained studio apartment with ensuite bathroom. It is ideally suited for one to two persons. Situated to the East of the building, it offers a partial garden view but easy access to the pool, gazebo and bbq area.

Popular amenities for Douglas rentals with a pool

Quick stats about vacation rentals with a pool in Douglas

  • Total vacation rentals

    Explore 30 vacation rentals in Douglas

  • Nightly prices starting at

    Douglas vacation rentals start at ﺩ.ﺇ367 per night before taxes and fees

  • Verified guest reviews

    Over 550 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Douglas vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Douglas rentals

  • 4.9 Average rating

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

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