
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.

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

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.

*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)

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

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.

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.

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!

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.

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.

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.

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.

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
House rentals with a pool

Stunning villa with amazing view

Forest Hills 14 RWGC 3 Bedroom Plunge Pool

The Golden Palm Barbados

Amazing Villa in Mullins/ Gibbs

Hullabaloo

Steps to Beach, Ocean View, Pool & Resort Access!

Palm Cottage: Calm, Beach & Pool

Boutique House & Pool Next To The Best Palm Beach
Apartment rentals with a pool

Spacious 2 Bedroom Luxury Condo.

1 bedroom+patio in a luxury gated condo with pool

NEW 2bd2ba condo-steps to Speightstown & Mullins

SeaRenity Villa - 20 meters from the Sea

"Take It Easy" Loft-Studio, Rockley Resort

Beach Front - Dover Beach, St. Lawrence Gap

Beautiful beachfront one bedroom apartment

Green Monkey 3 - Breezy 1 BR w/ Pool near Beaches
Other holiday rentals with a pool

Beautiful Sea View Villa. Pool, gym, padel/tennis

Modern 2BR Beachside Haven | Ground Floor | Pool

Luxury Penthouse with Terrace on Sugar Hill Estate

Allure 303: 3BR Beachfront Condo

Edgewater beachfront apartment

Turtle Cottage Beach House - 2 Beds - 2 1/2 Bath

Royal Westmoreland - Royal Villa No.18

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