Holiday rentals with a pool in Speightstown

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Speightstown

  • Total holiday rentals

    Explore 60 holiday rentals in Speightstown

  • Nightly prices starting at

    Speightstown holiday rentals start at $129 SGD per night before taxes and fees

  • Verified guest reviews

    Over 700 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    60 of Speightstown holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Speightstown rentals

  • 4.8 Average rating

    Speightstown stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated rentals with a pool in Speightstown

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Top guest favourite
Apartment in Lower Carlton
5 out of 5 average rating, 18 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
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, 20 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.

Guest favourite
A spacious outdoor area features a large swimming pool surrounded by comfortable lounge chairs. An outdoor dining space with a table and seating is positioned adjacent to the pool. Lush greenery from surrounding trees enhances the serene environment.
Villa in Mullins Beach
4.86 out of 5 average rating, 28 reviews

Mullins Beach - Beautiful 3 Bed Villa with Pool

Tucked away in a private cul de sac with no through traffic and within only 4 minutes walking distance of Mullins Beach on the beautiful platinum coast of Barbados, this one story newly renovated 3 bedroom villa has the benefit of being close to all amenities to include supermarkets, bars, restaurants and shopping. The property has open plan living and to the exterior is a large pool and garden that offers the perfect setting for intimate get-togethers or bbqs and wonderful easterly breezes.

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, 32 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, 16 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 Speightstown rentals with a pool

When is the best time to visit Speightstown?

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