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 $142 AUD per night before taxes and fees

  • Verified guest reviews

    Over 740 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Speightstown holiday rentals include Wi-Fi 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!

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 Westmoreland
4.97 out of 5 average rating, 30 reviews

Sago Royal Westmoreland - by ZenBreak

A chic one-bedroom retreat inside the prestigious Royal Westmoreland Resort, Barbados. * The Royal Westmoreland amenities are not included in this unit (i.e., gym, tennis, shuttle, beach club, club house). Located within the exclusive Royal Westmoreland Resort's Royal Apartments, this is a beautiful 830 sq ft one-bedroom apartment, offering breath-taking surroundings and a relaxing break. Chic interiors and fabulous facilities, this one bedroom Royal Apartments comprise of a bedroom with a queen size bed, separate bathroom, Air conditioning and ceiling fans. Accommodates up to 2 guests comfortably, making it a superb choice for a couple who might want to indulge in a more private and cozy type of holiday experience. Decorated in subtle shades and hints of vibrant Caribbean colour accentuate the light and airy feel of the property. The kitchen bar counter sits 2 people. Just off the dining room is the kitchen, fully equipped with stainless steel appliances and all amenities to make yourself a lovely meal. The Living room features a comfortable sitting area and a TV with Cable Television and DVD player allowing access to USA TV channels. The outdoor patio provides a table for 4 for outdoor dining and sun loungers for relaxation and quiet reading. The outdoor living area is just as picturesque, with the tropical gardens and the communal pool area below. Guests can enjoy access to Pool next to Apartments as well as dining at Club House, Halfway house and Rum Shack. Guests can access Royal Westmoreland golf course and should check the with Guest services for the appropriate times and golf & green fees. Tennis courts, sanctuary, resort pool, private beach facilities at Mullins Beach, shuttle and gym are not part of this Apartment's amenities. What we love about it We provide a set of portable sun loungers and an umbrella so you can go to any beach on island. Our concierge service is on hand to ensure that you are well looked after and all aspects of your holiday are effortless. They can assist with services, tours, restaurant bookings, baby equipment rentals and much more. The facilities at Royal Westmoreland are first class! There are restaurants (Club House, Halfway House & Rum Shack) on the Main Royal Westmoreland side if you wish to dine, order room service or takeaway. This apartment has plenty of space, both indoors and outdoors for guests. The communal pool area is large and is steps away from the property. What you should know A car is recommended, so guests can visit the local areas, nearby towns and beaches with ease and flexibility. This is a non-smoking property. Only departure Housekeeping is included in this booking. If you would like additional service during your stay, please contact us for rates and availability. Cctv in outdoor patio. If you are looking for a quiet time, this villa is ideal for you as it is located in an inland gated community. Because it is in a resort there are other guests in proximity staying around the various apartments. Location This property is located in the Royal Westmoreland Resort, an exclusive Barbados estate and country club, a gated community of luxury apartments, homes and holiday villas with exceptional facilities, including the world-class Royal Westmoreland championship 18-hole golf course. Spread across 750 acres of lush tropical landscape in the Parish of St James overlooking the Platinum coast, Royal Westmoreland offers the ultimate Caribbean lifestyle, for a holiday or for a lifetime. This is one of the most prestigious locations of the exclusive platinum coast, whilst being a short distance to local life you will also have lots of quiet time and privacy. There are so many beautiful white sand beaches with clear turquoise water within minutes of this property to enjoy on the island, from Pebbles and Brandons Beach to Bottom Bay and Mullins Beach. The West Coast of Barbados is also fringed with countless breathtaking Coral Reefs to provide excellent snorkeling and scuba diving. The South Coast also offers something for everyone and is a curious mixture of the Caribbean Sea and the Atlantic Ocean. Here you can swim in calm waters, snorkel over the inshore reefs and tidal pools, and at the southernmost tip or east coasts of the island, you can windsurf or kitesurf. Many of the beaches rent umbrellas & sun loungers and have beach bars, so you can spend your days drinking rum punches and relaxing. Kids Best Suited For: All Ages Safe and secure environment for families with children with pool facilities at the apartment complex This 1 bedroom Apartment can only accommodate 1 child if either the child is using a baby cot Or staying only with 1 parent and using existing bed. Extras Housekeeping Service Available. Please contact for rates and availability. Terms & Conditions Arrival time 4:00 pm Departure time 11:00 am Smoking & Vaping is not permitted inside the property or on patios/balconies as smoke travels into other units. You may smoke in the car park or away from the building. Pets not allowed All guests need to register at Royal Westmoreland Resort - Registration Desk. It is recommended that all guests take out travel insurance to cover against medical emergencies, potential cancellation, any accidental damage caused during your stay at the property or flight changes etc.

Top 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
5.0 out of 5 average rating, 22 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
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
5.0 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.
Apartment in Speightstown
4.97 out of 5 average rating, 67 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!

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
5.0 out of 5 average rating, 14 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.
Apartment in Clinketts
5.0 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.

Top Guest favourite
Home in Speightstown
5.0 out of 5 average rating, 18 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.
Apartment in Black Bess
4.82 out of 5 average rating, 113 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.

Top Guest favourite
Condo in Lower Carlton
5.0 out of 5 average rating, 25 reviews

Alora 7 | Rooftop Pool • 3 Min Walk to Beach

Stay steps from the Caribbean at Alora 7, a stylish two-bedroom, two-bath retreat on Barbados' beautiful west coast. Walk to the beach in just 3 minutes, then come home to the rooftop Sky Lounge with pool, BBQ, dining area and ocean views. Perfect for couples, friends or a relaxing island escape, Alora 7 combines modern comfort with one of the best locations for exploring St. James, Holetown and the west coast.

Guest favourite
Home in Gibbes
4.93 out of 5 average rating, 15 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.

Top Guest favourite
A tranquil pool area features a clear, inviting pool surrounded by sun loungers and a shaded seating area beneath a striped umbrella. Lush greenery and trees provide a natural backdrop, enhancing the outdoor space's privacy and serenity.
Apartment in White Hall
5.0 out of 5 average rating, 95 reviews

The Bungalow at Green Gables

New cozy high-tech modern Bungalow with kitchen, bathroom, spacious bedroom, separate connected office area, TV room and lounge all air conditioned and covered patio suitable for single or a couple - King bed and daily room service on weekdays if requested. Near west coast with a view

Popular amenities for Speightstown rentals with a pool

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Avg. price$825 AUD$742 AUD$774 AUD$708 AUD$566 AUD$665 AUD$559 AUD$571 AUD$571 AUD$566 AUD$708 AUD$793 AUD
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