
Vacation rentals with a pool in Speightstown
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Speightstown
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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

Caribbean Luxury 2BR, Walk to Beach! Sky Pool Deck
Welcome to Alora Unit 5! ➤ 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

Waterfront 3 Bedroom Villa with Resort Amenities
Recently refurbished with stylish furniture, linens, & décor, this beautiful 3-bedroom townhouse is ideal for families, couples or groups of friends. Located within the exclusive Port St. Charles Resort & Yacht Club, you’ll enjoy access to a wide range of resort amenities—beach, chairs and umbrellas, water taxi, gym, restaurants & bars. Features include: • 3 bedrooms with king beds & en-suite bathrooms • Fully equipped kitchen • Outdoor dining & loungers • Private plunge pool • Washer & dryer

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!

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.

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!

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.

"Le Phare" - stylish & charming apt near the beach
A home-away-from-home on Barbados' West Coast, close to beaches, restaurants and shopping. You'll feel like you are in an oasis; morning sun-drenched patio facing traditional island foliage, cool en-suite bedroom and a spacious living area. With modern air conditioning in the bedroom, full kitchen amenities and excellent broadband internet for all your work or streaming needs, ‘Le Phare’ ("lighthouse" in French!) gives you all you need for a relaxing vacation.

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.

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.
Popular amenities for Speightstown rentals with a pool
House rentals with a pool

Azure Horizon sea view villa

Stunning villa with amazing view

Villa Seaview

Steps to Beach, Ocean View, Pool & Resort Access!

Stunning 3-Bedroom Villa in tropical garden

St. Silas/Ape’s Hill Pool Villa

Palm Cottage: Calm, Beach & Pool

Lovely Villa, Stunning Sea Views
Condo rentals with a pool

Deluxe Apartment on idyllic Mullins Beach

Spacious 2 Bedroom Luxury Condo.

1 bedroom+patio in a luxury gated condo with pool

SeaRenity Villa - 20 meters from the Sea

Re-listed 2023: Lovely 2 Bed West Coast Apartment

428 Golden View Holetown Cozy 1 Bdrm W/Pool

Modern 2BR Beachside Haven | Ground Floor | Pool

"Take It Easy" Loft-Studio, Rockley Resort
Other vacation rentals with a pool

Modern 2 bed Vuemont apartment /infinity pool

Mullins Beach - Beautiful 3 Bed Villa with Pool

Beautifully restored Barbadian seaside home

Superb 2 bed villa, pool, beach access - Mullins

New Discounted Luxury Condo w/ Beach Access & Pool

Edgewater beachfront apartment

Turtle Cottage Beach House - 2 Beds - 2 1/2 Bath

Luxury on exclusive Sugar Hill. Beach club access.
When is the best time to visit Speightstown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $669 CAD | $682 CAD | $694 CAD | $544 CAD | $525 CAD | $493 CAD | $539 CAD | $550 CAD | $550 CAD | $546 CAD | $682 CAD | $764 CAD |
| Avg. temp | 26 °C | 26 °C | 27 °C | 27 °C | 28 °C | 28 °C | 28 °C | 28 °C | 28 °C | 28 °C | 27 °C | 27 °C |
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 $136 CAD per night before taxes and fees

Verified guest reviews
Over 640 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
60 of Speightstown vacation 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!
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