Holiday rentals with a pool in Speightstown

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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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Guest favourite
Apartment in Lower Carlton
5 out of 5 average rating, 6 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.

Guest favourite
The resort's inviting pool area is surrounded by lush greenery and palm trees. Sun loungers are neatly arranged under blue umbrellas, and a charming gazebo can be seen in the background. Bright blue skies reflect on the clear water, creating a relaxing atmosphere.
Flat in Speightstown
5 out of 5 average rating, 5 reviews

Beachfront Retreat with Pool: Schooner Bay 112

Escape the hustle and bustle of the world in your own private holiday home hideaway at the exclusive Schooner Bay Resort on the serene Platinum coast of Barbados. Schooner Bay 112 is a spacious two storey condo located at the entrance of Schooner Bay. Access to the pool and the beach is a short walk via a private gate for guests, and the resort pool provides a lovely area where you can unwind with a book or just close your eyes and listen to the sounds of the waves lapping against the shore near

Guest favourite
Apartment in Lower Carlton
5 out of 5 average rating, 5 reviews

NEW LUX 2BR, Walk to Beach! Sky Pool Deck

Welcome to Alora Unit 4! ➤ 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

Top guest favourite
An enclosed patio space is presented, featuring a round table with a light tablecloth at its center. Four wicker chairs surround the table. A comfortable seating area with striped cushions is visible, and lush greenery is seen through the insect screens, providing a serene backdrop.
Flat in Holetown
4.96 out of 5 average rating, 120 reviews

Apt 1B Palm Crest: REDUCED RATES!!

Private 1-bedroom, 1 bathroom apt, unbeatable location, close to beaches/amenities with competitive rates. Tastefully furnished, spacious, updated, security cameras & lighting, large screened in(insect screens) patio, fully fenced & within upscale neighborhood on the pristine West Coast of the island. LGBT friendly and non-discriminatory. Also view Apt 1A (one-bed apt) & Apt 2 (two-bed apt). There are 3 apartments on this property so ideal for accommodating big groups while maintaining privacy.

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
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, 50 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!

Superhost
An open living area features a comfortable sofa and two accent chairs. A wooden coffee table sits at the center, surrounded by a textured area rug. A dining table for four is positioned near large windows, allowing natural light to fill the space.
Apartment in Mullins
4.9 out of 5 average rating, 20 reviews

Stylish Condo Steps From Beach!

Brand new stylish condo, steps away from 2 great West Coast beaches; one beautiful and quiet and the other, the buzzing Mullins Beach. Easy access to Speighstown and Holetown on the public buses. Restaurants such as Seashed, Larry Rogers, Local and Co, Orange Street Grocers, Baia and Pier One are all within close proximity. This condo is very tastefully furnished with a clean finish. The master has a king bed while the second room houses two twins that can be converted to a king.

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, 55 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.

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
4.9 out of 5 average rating, 120 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!

Guest favourite
Tall palm trees frame the serene beach, where soft sand meets crystal-clear turquoise water. A figure walks along the shoreline, enhancing the peaceful, natural surroundings under a clear blue sky.
Flat in Fitts Village
4.93 out of 5 average rating, 110 reviews

One bedroom apartment Sunset

Walk out of your private front door, a few steps through the private garden, and ten seconds later you can be bathing in the Caribbean! "Sunset" is one of six one- and two-bedroom apartments - recently refurbished for comfort but retaining a unique Barbadian vibe. We are across the road from a supermarket, local take-away, GP and pharmacy, and on a convenient bus route to anywhere you want to go. But basically what you'll fall in love with are the breathtaking views.

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
5 out of 5 average rating, 25 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.

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
4.88 out of 5 average rating, 8 reviews

Port St. Charles Luxury 2-Bed w/ Private Pool

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

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Avg. price£359£366£373£292£282£265£289£295£295£260£290£278
Avg. temp26°C26°C27°C27°C28°C28°C28°C28°C28°C28°C27°C27°C

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 £73 per night before taxes and fees

  • Verified guest reviews

    Over 640 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

  • 4.9 Average rating

    Speightstown stays are highly rated by guests – averaging 4.9 out of 5!