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Holiday rentals with a pool in Douglas

Find and book unique homes with a pool on Airbnb

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 $129 SGD 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 & child-friendly amenities

  • Rentals with dedicated workspaces

    20 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!

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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Superhost
Apartment in Gibbes
4.89 out of 5 average rating, 72 reviews

KingsGate #1 - by ZenBreak

KingsGate 1 — Luxury 2-Bed Townhouse | 3-Min Walk to Gibbs Beach | Platinum Coast, Barbados Escape to Barbados' Stunning Platinum Coast Escape to one of the Caribbean's most celebrated coastlines at KingsGate 1 — a beautifully appointed 2-bedroom townhouse on Barbados' prestigious Platinum Coast, just a 3-minute walk from the world-renowned Gibbs Beach. Whether you're planning a romantic retreat, a family holiday in Barbados, or a getaway with friends, this modern West Coast Barbados vacation rental delivers the perfect blend of comfort, privacy, and sun-soaked island charm. The Property This stylish three-storey townhouse is part of KingsGate — an intimate, secure gated community of just 8 luxury properties on the West Coast of Barbados. Thoughtfully designed for relaxation and privacy, every level of this Barbados holiday rental offers something special: from garden-view bedrooms to a sun-drenched private rooftop terrace. Bedrooms & Bathrooms Both bedrooms are located on the ground floor, each fully air-conditioned and of equal size, with private en-suite shower rooms and large French doors that open directly onto the lush tropical garden — a serene connection to the outdoors from the moment you wake up. • Bedroom 1: Flexible twin beds (convertible to a king), walk-in closet, en-suite shower room • Bedroom 2: King bed, closet, en-suite shower room • Ground-floor laundry area with washer & dryer for added convenience Stylish Living & Dining Spaces The first floor is an airy, open-plan haven. The fully equipped modern kitchen features granite countertops, high-end appliances, and a breakfast bar — perfect for preparing fresh Bajan produce or tropical morning smoothies. The kitchen flows seamlessly into a relaxed dining and living area, all kept cool by air-conditioning and ceiling fans throughout. Step through to the covered outdoor terrace — ideal for alfresco dining, evening sundowners, and soaking up the warm Caribbean air. Ceiling fans throughout the unit keep things breezy on even the hottest Barbados days. Your Private Rooftop Oasis The crown jewel of KingsGate 1 is the private rooftop deck — a sun-drenched escape with sun loungers, a shade umbrella, comfortable outdoor seating, and a BBQ grill. Watch golden Barbados sunsets with a rum punch in hand, host an alfresco dinner under the stars, or simply soak up the Caribbean sunshine in total privacy. It's the kind of space that turns a great holiday into an unforgettable one. Gibbs Beach, Pool & the KingsGate Community KingsGate's private pathway leads directly to Gibbs Beach in just 3 minutes on foot — one of Barbados' most iconic and beloved stretches of coastline. Consistently ranked among the best beaches in the Caribbean, Gibbs Beach is famed for its calm, crystal-clear turquoise waters, powdery white sand, and the easy, laid-back atmosphere that defines the Bajan seaside experience. It's ideal for swimming, snorkelling, paddleboarding, and lazy sun-soaked afternoons. Back at the property, the communal pool area is a tranquil retreat shared exclusively across the 8 townhouses of KingsGate. With sun loungers, a shaded gazebo, and an outdoor shower for rinsing off beach sand, it's the perfect spot to unwind between beach visits. Location: The Best of Barbados' West Coast KingsGate 1 sits in the parish of St. Peter on Barbados' coveted West Coast — also known as the Platinum Coast — a stretch of Caribbean coastline celebrated for its calm azure waters, stunning sunsets, and the very best of Bajan culture and cuisine. Within easy reach: • Gibbs Beach — 3-minute walk (one of the Caribbean's finest beaches) • Speightstown — charming fishing town with local restaurants, rum shops, and markets (~5 min drive) • Holetown — boutique shopping, fine dining, and vibrant nightlife (~10 min drive) What We Love About KingsGate 1 • Fully air-conditioned throughout, with ceiling fans in every room • Private rooftop deck with BBQ — your own alfresco sunset dining perch • Communal pool, gazebo & sun loungers for lazy afternoon retreats • Direct private beach pathway — Gibbs Beach in just 3 minutes on foot • Modern, fully equipped kitchen with granite countertops & premium appliances • Quiet, secure gated community of only 8 townhouses — intimate & private • Ideal for couples, families, and small groups seeking a luxury Barbados escape Good to Know • Multi-level property — not suitable for wheelchair users • Shared communal swimming pool (exclusive to the 8 KingsGate townhouses) • Suitable for all ages — best for families, couples, and friend groups • Staff available upon request • Check-in: 4:00 PM | Check-out: 11:00 AM • No smoking inside the property • Travel insurance strongly recommended for all guests

Top guest favourite
Apartment in Lower Carlton
5 out of 5 average rating, 19 reviews

Alora Ocean 7 | SkyPool, Rooftop BBQ & 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
An aerial view of the villa showcases a sparkling swimming pool surrounded by lush garden areas. Vibrant palm trees gently sway in the breeze, and the clear turquoise waters of the Caribbean Sea extend to the horizon, complementing the tranquil setting.
Villa in Fryers Well Point Bay
5 out of 5 average rating, 14 reviews

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

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, 65 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
A modern open-concept living space is presented, featuring neutral tones and natural materials. The fully equipped kitchen includes a large island with a sink, complemented by stylish pendant lighting. Floor-to-ceiling glass doors open to a private outdoor seating area, enhancing the airy ambiance.
Home in Lower Carlton
5 out of 5 average rating, 12 reviews

The Carlton Barbados - Luxury Townhouse Rental

The Carlton is a luxury townhouse near Barbados' west coast beaches. Enjoy the 2,063 sq ft space which includes 3 bedrooms, 3 bathrooms, private plunge pool, outdoor soaking tub, and easy access to dining, shopping, and nightlife in Holetown and Speightstown. Enhance your stay with VIP perks like private yacht charters, a Mount Gay Rum tour, and chef-curated dining. Whether relaxing or exploring, The Carlton delivers the best of both worlds. Book your unforgettable Barbadian escape today!

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, 64 reviews

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

Dreams (Moontown)Beach Apartments, is a new modern complex located on the beautiful Halfmoon Fort Beach in the parish of St Lucy, Barbados. The area is also called Moontown. It contains 3 fully furnished rental units. ( Apt 3), (Apt 2) and (Apt 1). Each unit sleeps two adults. Stunning views; a nice place to stay. It has a swimming pool, and a roof deck with 360 degree views. There is a free car park for 3 vehicles. Apt 3 on top floor Apt 2 mid floor Apt 1 lower pool floor.

Top guest favourite
A bright living space features a large sectional sofa in soft white upholstery, complemented by a round mirror. Natural light filters through double doors leading to a patio, while a black and white striped rug adds contrast to the tiled floor.
Home in Mullins
4.97 out of 5 average rating, 33 reviews

Cool Runnings: Beach Side Luxury

Experience luxury living at Cool Runnings: a unique ground-floor apartment with 2 bedrooms, a private pool, and tropical garden. This meticulously maintained property offers an unparalleled opportunity for lavish living or smart investment. Enjoy spacious, air-conditioned interiors, a covered terrace with a wet bar, and a fully equipped kitchen with modern appliances. With high-speed internet and cable TV, this turnkey retreat promises indulgent comfort in a tropical paradise.

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
4.91 out of 5 average rating, 130 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
Home in Speightstown
5 out of 5 average rating, 17 reviews

Waterfront/Beach/Resort Access/Airport Transfer

Recently refurbished waterfront 3-bedroom townhouse in the exclusive Port St. Charles Resort & Yacht Club. Perfect for families, couples or friends. Features: • 3 king bedrooms with en-suite bathrooms • Fully equipped kitchen • Private plunge pool • Outdoor dining & loungers • Washer & dryer Resort amenities: • Beach with chairs & umbrellas • Gym, restaurants & bars • Complimentary water taxi Bonus: Complimentary airport transfer from airport to the apartment.

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, 109 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
Home in Gibbes
4.92 out of 5 average rating, 12 reviews

Luxury 3-bedroom Villa with Pool near Gibbes Beach

Enjoy luxury and comfort at Claridges 4, a stylish 3-bedroom villa just a short walk from serene Gibbes Beach. Featuring air-conditioned ensuite bedrooms, elegant living spaces, a fully equipped kitchen, private patio, and access to a stunning lagoon-style pool and gazebo. Fast Wi-Fi, Smart TV, and secure parking included. Perfect for families, friends, or couples seeking a relaxing, upscale Barbados escape.

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
4.92 out of 5 average rating, 13 reviews

Port St. Charles 2 Bed~Private Pool + Beach Access

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.

Popular amenities for Douglas rentals with a pool

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  4. Douglas
  5. Rentals with pools