Vacation rentals with a pool in Speightstown

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.

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

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.

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!

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.

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!

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.

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.

Walk to Beach, Pool, Rooftop Terrace, King Bed(s)

Calm Waters is your casually stylish home away from home! 2 Bdrms, 2 1/2 baths, full kitchen, laundry … Enjoy an ocean swim, relax by the pool, watch sunsets or stargaze on your private rooftop patio! Beautiful Gibbes Bay is a 3 minute walk & Mullins Beach is just a few more minutes up the road & is home to some great restaurants - also a great spot to enjoy a drink & live music while watching the sun go down!

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.

Villa Seaview

A stunning three- bedroom Villa accommodating up to 6 guests situated in the 5-star gated community of Westmoreland Hills with breathtaking views of the Caribbean Sea. The exclusive development comprises of 45 villas with 24 hour security. Villa Seaview is modern consists of 3 bedrooms, 4 bathrooms, private 26ft pool, wifi and air conditioning throughout. Kick back and relax in this calm, stylish space.

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.