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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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, 7 reviews

3 Bedroom/Waterfront/Plunge Pool/Resort Amenities

Recently refurbished with new furniture, linens & decor, this is the perfect place to stay whether you are a family, group of friends or couples. With access to the wide variety of amenities & facilities of Port St.Charles Resort & Yacht Club, this 3 bedroom townhouse is ideal for those dreaming of a Barbados vacation with everything you need at your doorstep. - 3 Bedroom all with King Beds & en-suite bathrooms - Fully equipped kitchen - Outdoor Dining & Loungers - Plunge Pool - Washer & Dryer

Superhost
Apartment in Lower Carlton
5 out of 5 average rating, 4 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.

Superhost
Home in Porters
5 out of 5 average rating, 4 reviews

*Casa Tortuga* Large Villa w/Pool, 3 mins to Beach

New Listing Winter 2025 3 minutes walk from one of Barbados’ calmest beaches, our family villa combines comfort with island living. Enjoy spacious en-suite bedrooms, a refreshing plunge pool, and two real wood decks—one fully shaded, allowing for a lovely cool sea breeze. With open-plan living and plenty of space indoors and out, it’s perfect for families or groups seeking privacy, comfort, and a touch of Caribbean elegance close to the sea. Free housekeeper for weekly rentals (once per week)

Superhost
Apartment in Lower Carlton
5 out of 5 average rating, 3 reviews

Caribbean Luxury 2BR, Walk to Beach! Sky Pool Deck

Welcome to Alora Unit 5! ➤ 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

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
4.8 out of 5 average rating, 87 reviews

The Loft at Ridge View

The Loft at Ridge View is a cosy countryside getaway in St. Peter Barbados. The top-floor studio apartment rests on a ridge overlooking the west coast, letting you relish lovely views and savour spectacular sunsets. Nestled among nature and community life, the property allows you to embrace slow living and gives you the option to immerse in local culture. With comfortable amenities and indulgent property features like the pool and garden, the Loft is the ideal retreat for your stay in Barbados.

Guest favourite
The expansive swimming pool showcases serene blue waters, bordered by tropical greenery and lounge chairs. A clubhouse with a thatched roof is visible, while vibrant clouds fill the sky, reflecting soft hues of orange and purple as the sun sets over the ocean.
Holiday home in Mount Standfast
5 out of 5 average rating, 11 reviews

Interior Designed 2 Bedroom 2 Bathroom Apartment

✨ Relax on the West Coast of Barbados ✨ Stay in a newly renovated (2022) apartment at the exclusive Sugar Hill Resort, a gated community perched on a ridge with sea views from the clubhouse and tropical garden/pool views from your balcony. Bedrooms open onto a balcony overlooking lush gardens & pool Complimentary beach chairs & umbrellas. Just 5 minutes to Holetown’s restaurants, shops & nightlife Perfect for couples, families, or friends looking for comfort, convenience, and Caribbean charm.

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
4.96 out of 5 average rating, 48 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
A serene pool area is highlighted, featuring a sparkling pool surrounded by loungers. Two pavilions are visible in the background, showcasing traditional design elements. Lush greenery enhances the tranquil atmosphere, with the vast blue sky and distant ocean view complementing the scene.
Home in Speightstown
5 out of 5 average rating, 7 reviews

Warleigh, Barbados

Characterful 4 bedroom House, Speightstown, St.Peter This historic Barbados house is wonderfully located on a ridge above Speightstown, with magnificent ocean views. It is of traditional design but has all modern conveniences. Spacious bedrooms (all with fans and AC) and lovely internal and external seating areas. Two pavilions, (dining and sitting), near the pool with spectacular views. The living room has 52" plasma TV with Netflix and the house has excellent fibre optic WiFi.

Top 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, 10 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 along with a clubhouse equipped with a gym, community pool and cafe. 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
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.
Flat in Clinketts
5 out of 5 average rating, 53 reviews

Dreams(Moontown)( No.3) Beach Apartments. St Lucy.

Dreams (Moontown)Beach Apartments, is a modern complex located on the beautiful Halfmoon Fort Beach in the parish of St Lucy, Barbados. The area is also called Moontown. It contains 2 fully furnished rental units. ( Apt 3) and (Apt 2). Each unit sleeps two adults. With its stunning views, Dreams is a place at which you are going to love to stay. It has a swimming pool, and a roof deck with 360 degree views. There is a free car park for 3 vehicles.

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, 24 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.

Superhost
A spacious patio area is furnished with comfortable seating, including armchairs and a coffee table. Vibrant throw pillows add a splash of color. The patio offers views of the marina, with boats gently bobbing in the water, while lush greenery frames the scene.
Apartment in Speightstown
4.83 out of 5 average rating, 6 reviews

Marina Blue with pool and club house access

This spacious second-floor unit is situated in the luxurious, gated residential marina of Port St. Charles, renowned for its tranquility, stunning water views, lush tropical landscape, and pristine white sandy beaches. Experience your own tropical oasis in Barbados, right in the heart of the west coast. Conveniently located just north of the charming and historic Speightstown, you'll have easy access to a supermarket, bank, restaurants, and more.

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 $103 SGD per night before taxes and fees

  • Verified guest reviews

    Over 500 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 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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