Holiday 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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Top Guest favourite
Condo in Lower Carlton
5 out of 5 average rating, 16 reviews

Alora 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, 6 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, 62 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
The spacious living area features high ceilings and large arched windows that flood the room with natural light. Comfortable seating is arranged around a wooden coffee table, while a dining area is visible in the background. The open layout connects to a terrace with views of the outdoors.
Villa in Westmoreland
4.98 out of 5 average rating, 60 reviews

Royal Villa 4, Luxury 3-Bed Villa w/ Pool & Golf

The 3 bed, 3.5 bath property is located at end of a cul-de-sac in the Royal Westmoreland gated community with 24-hour security. The villa is on a split-level basis with the Queen Bedroom just to the left of the main entrance. The Living Room, Kitchen and Terrace are just a few steps up on entry. The Master Bedroom and Twin Room are downstairs with entry to the private pool accessible from both rooms. All bedrooms are en-suite and include ample walk-in closet space, and air-conditioned.

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, 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!

Top Guest favourite
A spacious living area is shown, featuring a comfortable seating arrangement and a large glass door leading to the balcony. The view encompasses the turquoise Caribbean Sea and a distant horizon dotted with sailboats. Bright natural light fills the space, complemented by soft, neutral furnishings.
Apartment in St. James
5 out of 5 average rating, 187 reviews

Designer Penthouse - Stunning Views & Location

309 Penthouse Apartment is a gem of a property that is privately owned & professionally managed, located on the West Coast under the umbrella of Beach View Hotel Paynes Bay St. James, Barbados. Even though we are privately owned and managed we still have access to the hotel's amenities, their pools, the restaurant, mini mart and gym. As your super host, I am dedicated to offering impeccable service to assure you get to experience the amazing Barbados dream holiday!

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, 106 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 bright bedroom features a spacious bed with soft linens and a decorative pillow. Natural light filters through light curtains, highlighting the serene ocean view outside the balcony doors. Nightstands with lamps provide ambient lighting, and a ceiling fan adds comfort.
Apartment in Saint James
4.96 out of 5 average rating, 53 reviews

Lovely 2 Bedroom apartment with great amenities

Kick back and relax in this calm, stylish space. Located in the beautiful Royal Westmoreland Resort, this apartment offers the perfect place for your Barbados holiday. 2 airconditioned bedrooms - 1 King with ensuite and 1 Queen. Fully equipped kitchen, living room and a wonderful patio with outdoor dining. The perfect place to watch amazing sunsets! A large communal pool is just a minutes walk from the apartment for relaxing and catching the sun.

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, 16 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.

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
4.92 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
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
4.88 out of 5 average rating, 87 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.

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.
Apartment 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

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 $169 NZD per night before taxes and fees

  • Verified guest reviews

    Over 610 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Douglas holiday 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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