
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 $100 per night before taxes and fees

Verified guest reviews
Over 740 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

4.9 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.

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!

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!

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!

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.

Amazing Villa in Mullins/ Gibbs
Welcome to Gibbs Breeze! Our villa is ideally positioned in a quiet, safe cul-de-sac in the Gibbs/Mullins neighborhood on the west coast. Despite the peace and tranquility, the villa is just steps away from beautiful Mullins beach whilst the amazing Gibbes beach is also a short stroll (maybe 6 minutes) away. There are numerous bars, restaurants and a 24/7 petrol station/convenience store within walking distance from the villa

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.

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

Stunning villa with amazing view

Aurora at Sorrento - Modern WestCoast Townhouse

Villa Seaview

Sunset paradise

Stunning 3-Bedroom Villa in tropical garden

Stunning Caribbean sea views & close to Beach

Villa Kameya Mullins Beach 4 Bed • Pool & Hot Tub

Lovely Villa, Stunning Sea Views
Condo rentals with a pool

Spacious 2 Bedroom Luxury Condo.

Sandbox Villa:2 BR*Pool* Beach*Heart of West Coast

KingsGate #1 - by ZenBreak

Allure 401: 3BR Beachfront Condo

SeaRenity Villa - 20 meters from the Sea

Beachside 2BR w/ sky-pool, BBQ & ocean glimpse

Modern 2BR Near Mullins & Beach | Pool

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

NEW villa with plunge pool - Sorrento 10 (2 bed)

Starfish a 5 star luxury villa steps from the sea

Luxury Two Bedroom Townhouse in Gibbes

211 Royal Apt Royal Westmoreland

Hibiscus Apartment

Superb 2 bed villa, pool, beach access - Mullins

3 Bedroom Villa with pool 30 second walk to beach

Battaleys Mews 24
When is the best time to visit Speightstown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $583 | $524 | $547 | $500 | $400 | $470 | $395 | $403 | $403 | $400 | $500 | $560 |
| Avg. temp | 79°F | 79°F | 80°F | 81°F | 82°F | 82°F | 82°F | 82°F | 82°F | 82°F | 81°F | 80°F |
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