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Vacation rentals with a pool in Speightstown

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Speightstown

  • Total vacation rentals

    Explore 60 vacation rentals in Speightstown

  • Nightly prices starting at

    Speightstown vacation rentals start at G$20,899 GYD per night before taxes and fees

  • Verified guest reviews

    Over 700 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Speightstown vacation rentals include wi-fi 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 favorite
Condo in Lower Carlton
5 out of 5 average rating, 18 reviews

Alora 7–SkyPool BBQ 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 favorite
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 favorite
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, 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 favorite
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!

Top guest favorite
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 favorite
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.
Condo 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 favorite
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 favorite
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
4.83 out of 5 average rating, 108 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.

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.
Condo in Mullins
4.91 out of 5 average rating, 23 reviews

Stylish Condo Steps From Beach!

Unit 305 at Coral Beach is a modern two-bedroom, two-bathroom condo on the west coast of Barbados, located within a newly built and secure development. Tastefully furnished and thoughtfully designed, the unit offers a comfortable stay for couples, families, or business travelers. Guests can enjoy excellent on-site amenities including a swimming pool, elevator, rooftop deck, security gates, and camera-monitored access for added peace of mind.

Guest favorite
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.
Apartment 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.

Top guest favorite
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 out of 5 average rating, 93 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

Top guest favorite
A large swimming pool features a gentle curve and is surrounded by lounge chairs and lush tropical plants. The resort's elegant structure can be seen in the background, with multiple balconies and a gazebo visible among the palm trees under a colorful twilight sky.
Condo in Porters
4.92 out of 5 average rating, 168 reviews

Condo in Sugar Hill, St. James

Located on 50 acres of sloping land with spectacular sea views, Sugar Hill is within a 5 min. drive of superb beaches and the shops & restaurants in Holetown. C210 is an eco-friendly two bedroom apartment near the club house, swimming pool, restaurant, bar & gym.

Popular amenities for Speightstown rentals with a pool

When is the best time to visit Speightstown?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$121,839 GYDG$109,509 GYDG$114,315 GYDG$83,385 GYDG$80,460 GYDG$75,444 GYDG$82,549 GYDG$84,221 GYDG$84,221 GYDG$83,594 GYDG$104,493 GYDG$117,032 GYD
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