Holiday rentals in Speightstown

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Top-rated holiday rentals in Speightstown

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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, 63 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 patio area features comfortable seating arranged around a round table. A private pool is visible in the background, surrounded by lush tropical plants and palm trees. Two lounge chairs are positioned nearby, enhancing the outdoor space's appeal.
Home in Mullins
4.97 out of 5 average rating, 31 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
A bright and airy sitting area is adorned with two patterned chairs gathered around a round table. Large windows provide views of the marina, while light gray curtains frame the space. A small vase with vibrant flowers is centered on the table.
Apartment in Douglas
4.91 out of 5 average rating, 129 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
An aerial view of a villa showcases a large plunge pool surrounded by loungers and a spacious patio. Lush greenery is visible in the background, enhancing the peaceful setting. The villa features a covered area that adds to the outdoor living space.
Home in Vuemont
4.88 out of 5 average rating, 8 reviews

Vibrant villa with sea view

Please note we only accept guests over 18 years old. This 3-bedroom villa reflects the colours of the Caribbean! The villa is in a gated community. The master bedroom has a king bed and ensuite bathroom. The two smaller bedrooms, each with a queen bed, share the second bathroom. The bedrooms are air-conditioned. The laundry room has a stacked washer and dryer. The kitchen is fully equipped. The house has a plunge pool. Guests have free access to the club's pool and gym.

Top guest favourite
A spacious living area features large glass sliding doors, providing direct access to a balcony with views of the turquoise Caribbean Sea. Contemporary seating is arranged near natural light, with palm trees visible outside, and a decorative mirror enhances the modern décor.
Serviced apartment in St. James
5 out of 5 average rating, 188 reviews

Designer Penthouse - Stunning Views & Location

309 Penthouse Apartment is a gem of a property that is privately owned & professionally managed, located on the West Coast under the umbrella of Beach View Hotel Paynes Bay St. James, Barbados. Even though we are privately owned and managed we still have access to the hotel's amenities, their pools, the restaurant, mini mart and gym. As your super host, I am dedicated to offering impeccable service to assure you get to experience the amazing Barbados dream holiday!

Guest favourite
A swimming pool is seen surrounded by tropical greenery, with a gentle curve capturing the shimmering water. Lounge chairs are positioned nearby, and a white door is set against a textured stone wall, providing access to a serene garden area beyond.
Flat in Black Bess
4.83 out of 5 average rating, 107 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
A tranquil beach scene captures soft, golden sand curving along a clear blue shoreline. Lush green trees and tropical vegetation frame the background, while gentle waves lap at the water's edge. The sky features cumulus clouds against a bright blue backdrop.
Flat in Mullins
4.93 out of 5 average rating, 135 reviews

A piece of Paradise

This spacious upper floor apartment is fully air conditioned. Guests have the option of 8 windows and French double doors which allows the nice Caribbean breeze to flow through. It has a spacious sleeping area, dining area and kitchen along with a large upper floor patio. Situated on the luxurious west coast of Barbados just 2 minutes walk away from beautiful Cobblers Cove beach. Shops, museums and restaurants are just 5 minutes away.

Guest favourite
An open living and dining space showcases a light-colored dining table surrounded by four chairs. A comfortable sectional couch is placed nearby, complemented by wall-mounted shelves with decorative plants. Natural light enters through elegantly draped window curtains, with a sleek fan positioned for airflow.
Flat in Douglas
4.91 out of 5 average rating, 35 reviews

Modern 2 Bd Garden APT - 5 min walk to Beach

Newly built modern apartment (ground floor) situated in a quiet residential area. You will be 5 minutes away from the coveted Heywoods beach and the marinas Port St. Charles and Port Ferdinand. The unit comprises of 2 AC bedrooms, 1 wet room, and an open floor plan with kitchen, living and dining area. Also, there is an open lawn area for relaxation or dining. Your stay comes with free parking and WIFI.

Guest favourite
Flat in Heywoods Park
4.89 out of 5 average rating, 27 reviews

Heywoods Holiday Home 2

Nestled within the serene residential neighbourhood of Heywoods St. Peter on Barbados' coveted platinum west coast, discover the warm embrace of Heywoods Holiday Home 2. A cosy Bajan getaway located a leisurely 7-minute stroll from Heywoods beach and a mere 10-minute jaunt from Speightstown, where vibrant local shopping, charming bars, restaurants, and supermarkets await your exploration.

Top guest favourite
A serene beach scene features soft, golden sand meeting clear turquoise waters. Gentle waves lap at the shore, with a wooden pier extending into the sea. Lush green trees line the backdrop, and a partly cloudy sky brightens the tranquil atmosphere.
Flat in Heywoods Park
4.92 out of 5 average rating, 63 reviews

Heywoods Holiday Home 1

Nestled within the serene residential neighbourhood of Heywoods St. Peter on Barbados' coveted platinum west coast, discover the warm embrace of Heywoods Holiday Home. A cosy Bajan getaway located a leisurely 7-minute stroll from Heywoods beach and a mere 10-minute jaunt from Speightstown, where vibrant local shopping, charming bars, restaurants, and supermarkets await your exploration.

Guest favourite
Home in Six Mens
5 out of 5 average rating, 6 reviews

Mahogany Cottage: comfort and dreamy ocean views

Forget your worries in this spacious and serene space. Enjoy your morning coffee on the delightful patio under the mahogany tree - looking out over Barbados' West Coast. Located just north of Six Mens and Speightstown, and within walking distance of the FishPot Restaurant, this comfortable 1-bedroom house has everything you need and more for the perfect Barbados vacation.

Guest favourite
A serene beach scene features soft, sandy shores lined with lush palm trees. The clear turquoise waters gently lap at the beach, reflecting a bright blue sky filled with fluffy white clouds. A marina with boats is visible in the distance, enhancing the coastal atmosphere.
Flat in Speightstown
4.92 out of 5 average rating, 12 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 holiday rentals

When is the best time to visit Speightstown?

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Avg. price$244 SGD$261 SGD$261 SGD$207 SGD$194 SGD$194 SGD$209 SGD$181 SGD$185 SGD$185 SGD$185 SGD$232 SGD
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Frequently Asked Questions

  • What are the best places to stay in Speightstown?

    Speightstown has a mix of local guesthouses, beachfront apartments, and homes near the town center. Staying around the historic core places you near popular markets, heritage buildings, and easy access to shops and restaurants.

  • What are the best things to do in Speightstown with kids?

    Families can explore the interactive Arlington House Museum, relax on calm beaches, and try local snacks at beachfront vendors. The local boardwalk area is often suggested for gentle strolls and spotting small fishing boats.

  • What are some of the best things to do in Speightstown?

    Explore heritage exhibitions at the Arlington House Museum, wander local markets, and spend time at sandy beaches. Fresh seafood eateries and occasional community festivals showcase the town's vibrant spirit.

  • How is the weather in Speightstown?

    Speightstown has warm, tropical weather year-round, with temperatures generally between 73–88°F (23–31°C). Rain tends to fall more frequently from June through November, while the rest of the year is somewhat drier.

  • When is the best time to visit Speightstown?

    Speightstown is often suggested between late winter and spring, when the weather is warm but less rainy. This period is popular for outdoor experiences, calm waters, and local cultural events.

  • What are the best places to visit in Speightstown?

    The Arlington House Museum provides insight into local history, and the Speightstown Esplanade is known for harbor views. Heritage churches and colorful street art reflect the town’s vibrant community.

  • What are some hiking trails in Speightstown?

    Speightstown’s coastline is lined with walkable beach paths and short boardwalk promenades. For more nature-filled walks, visitors can explore nearby tracks with tropical flora and gentle slope trails.

  • What are some family activities we can do in Speightstown?

    Families can visit the Arlington House Museum for interactive displays, spend time on the beach, or enjoy small boat tours that explore local marine life. Public parks and casual food stalls are also frequented by locals and visitors alike.

  • What are some of the best day trip ideas from Speightstown?

    You can explore botanical gardens, scenic caves, and wildlife reserves located around the island. Coastal villages nearby also have artisan markets, rum shops, and opportunities for snorkeling and boat excursions.

  • Are there any pet friendly accommodations available in Speightstown?

    Some local guesthouses, self-catering apartments, and beachfront rentals in Speightstown are pet-friendly. Always confirm each property’s pet policy before booking your stay.

  • What are some local tips for visiting Speightstown?

    Greet vendors and locals with a friendly ‘good morning’ or ‘good afternoon’ as is customary. Try the fresh juices and conkies from street stalls, and remember that compact streets are often walked rather than driven.

  • What is Speightstown known for?

    Speightstown is known for its deep maritime history, well-preserved colonial buildings, and busy local markets. The town also has a reputation for art galleries, heritage museums, and access to quiet west coast beaches.

  • What are the best hidden gems to explore in Speightstown?

    Seek out tucked-away art studios and heritage alleys with colorful murals. Quiet beach nooks and historic churches off the main road provide a chance to enjoy the relaxed pace of local life.

  • What are the best foods to try in Speightstown?

    Local favorites frequently suggested include flying fish sandwiches, cou-cou, cutters, and freshly grilled fish by the beach. Cassava pone and coconut bread are occasionally found at markets and bakeries.

  • What should I bring for a trip to Speightstown?

    Pack lightweight clothing, sun protection, swimwear, and sandals for the beach. A reusable water bottle and a rain jacket are useful, especially during the rainy season.

  • What is the nightlife in Speightstown like?

    Nightlife in Speightstown centers on relaxed bars, occasional live bands, and beachside venues with Caribbean music. Evening markets and community gatherings also provide a warm, social atmosphere.

  • What are the most popular events or festivals in Speightstown?

    Speightstown has art exhibitions, cultural parades, and live music events that draw both locals and visitors. Seasonal celebrations often highlight Barbadian traditions, food, and music, welcoming a diverse community.

  • Are there family friendly vacation rentals in Speightstown?

    Speightstown has a variety of family-friendly vacation rentals, including multi-bedroom homes, beachside apartments, and stays with access to kitchen facilities. Many rentals are located near local shops, beaches, and parks.

Quick stats about holiday rentals in Speightstown

  • Total holiday rentals

    Explore 150 holiday rentals in Speightstown

  • Nightly prices starting at

    Speightstown holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,150 verified reviews to help you choose

  • Family-friendly holiday rentals

    110 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    60 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    150 of Speightstown holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Speightstown rentals

  • 4.7 Average rating

    Speightstown stays receive an average rating of 4.7 out of 5 from guests

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