Holiday rentals with a pool in Douglas

Find and book unique homes with a pool on Airbnb

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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Top guest favourite
Apartment 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.

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.
Flat 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!

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 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!

Superhost
Flat in Speightstown
4.64 out of 5 average rating, 14 reviews

The Pearl at Port St. Charles with club access

Guests can relax on the terrace overlooking the marina with a glass of bubbly, or walk across to the Port St Charles Yacht Club for a casual lunch or dip in the pool. This condo is on the ground floor level and is simply put together in a gated community. • Just a 2 minute drive from Speightstown • Convenient beach access • Secure, private property • Access to yacht club, fitness centre, tennis courts, swimming pool included • 2 reserved parking spaces included...

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, 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, 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 favourite
A bright dining area features a wooden table surrounded by several chairs, with large glass doors providing a view of the outdoor space. Sunlight fills the room, highlighting the modern décor and the serene pool area visible through the opened doors.
Home in Westmoreland Hills
5 out of 5 average rating, 13 reviews

Villa Seaview

A stunning three- bedroom Villa accommodating up to 6 guests situated in the 5-star gated community of Westmoreland Hills with breathtaking views of the Caribbean Sea. The exclusive development comprises of 45 villas with 24 hour security. Villa Seaview is modern consists of 3 bedrooms, 4 bathrooms, private 26ft pool, wifi and air conditioning throughout. Kick back and relax in this calm, stylish space.

Top guest favourite
Home in Deanes
5 out of 5 average rating, 18 reviews

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.

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
4.91 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.

Flat 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.

Popular amenities for Douglas rentals with a pool

Quick stats about holiday rentals with a pool in Douglas

  • Total holiday rentals

    Explore 30 holiday rentals in Douglas

  • Nightly prices starting at

    Douglas holiday rentals start at $128 SGD per night before taxes and fees

  • Verified guest reviews

    Over 550 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Douglas holiday rentals include wifi 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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