
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.

*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)

Oceanfront House, Pool, Gardens - Freyers Well Bay
Freyers Well Bay House is a stunning oceanfront Barbadian-style villa offering panoramic views of the Caribbean Sea. Located a 10 min drive north from charming Speightstown, this is the ultimate tropical paradise with dining, supermarkets, and attractions nearby. Relax by your private pool, stroll through the large gardens or head down to the beach - this is the kind of villa where memories are made. The villa, pool, manicured lawns and tropical gardens privately located on over an acre of land

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.

Allure 404: 2BR Beachfront Condo
Escape to Allure 404, where modern luxury and beachfront living seamlessly blend. This brand new luxury 2-bedroom, 2 1/2-bathroom condo, nestled on the pristine Brighton Beach, offers breathtaking ocean views, exclusive amenities and a prime location, close to many restaurants, landmarks and hotspots, all within a secure, gated community. Allure Barbados is located on the longest, uninterrupted stretch of sand on the island’s west coast - a perfect island getaway ideal for European travelers!

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.

Beachfront two bedroom apartment - "Sunrise"
If you were any closer to the Caribbean, you'd be getting your feet wet! The Moorings apartments are situated on one of the most beautiful beaches on the west coast. You can enjoy breakfast on your huge private veranda overlooking the deep blue sea, and watch the sun turn the blue sky to pink every evening. Fitts Village is close to Holetown, Bridgetown, golf courses and public transport. It's great for couples, and families (with kids). We think you'll love it

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.

Gaga - Sea view, one bed apartment
This 1- bed unit, has a large covered outdoor private dining area with sea view. Located on a peaceful 10 acre plantation, surrounded by rolling fields of sugar cane. The property has jungle walking trails and so much to discover, Check out the historical slave hut. Only a 7 minute drive to the beach. Take it easy at this unique and tranquil getaway.
Popular amenities for Douglas rentals with a pool
House rentals with a pool

Forest Hills 14 RWGC 3 Bedroom Plunge Pool

Amazing Villa in Mullins/ Gibbs

Family Villa w/ Private Pool and Beach Club Access

Sandgate Beach House

Hullabaloo

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

New: Mullins Bay 5 - Sea views

Palm Cottage: Calm, Beach & Pool
Condo rentals with a pool

Spacious 2 Bedroom Luxury Condo.

BLUE TURTLE - 1BR ROCKLEY CONDO near BEACH w/ POOL

1 bedroom+patio in a luxury gated condo with pool

"Take It Easy" Loft-Studio, Rockley Resort

"Le Phare" - stylish & charming apt near the beach

Palm Retreat |Mullins Beach/ALL FEES PAID

318 Golden View - 1 bed apartment with pool

Beautiful beachfront one bedroom apartment
Other holiday rentals with a pool

Stylish Apartment 3 Min from Beach away! Paradise

NEW 2bd2ba condo-steps to Speightstown & Mullins

Beach front villa with with stunning sea views

New CHIC 3BR Villa, Walk to Beach! Pool & Terrace

Allure 303: 3BR Beachfront Condo

211 Sea Wind

Royal Westmoreland - Royal Villa No.18

Fabulous Sugar Hill Penthouse with Roof Terrace
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 $137 NZD 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 and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Douglas holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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