
Holiday rentals with a pool in Speightstown
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Speightstown

Total holiday rentals
Explore 60 holiday rentals in Speightstown

Nightly prices starting at
Speightstown holiday rentals start at $127 SGD per night before taxes and fees

Verified guest reviews
Over 740 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
60 of Speightstown holiday 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!
Top-rated rentals with a pool in Speightstown
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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.

Walk to Beach, Pool, Rooftop Terrace, King Bed(s)
Calm Waters is your casually stylish home away from home! Enjoy 2 large bedrooms, 2½ baths, a well equipped kitchen, BBQ, laundry, A/C, screened windows, Wi-Fi & secure parking. Swim in the ocean, relax by the pool, or enjoy alfresco dining, sunbathing & stargazing on your private, partially covered rooftop terrace … perfect when you want a little shade. Beautiful Gibbes Bay is a 3-minute walk, with Mullins Beach just a few minutes farther—great for restaurants, drinks, live music & sunsets!

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.

NEW villa with plunge pool - Sorrento 10 (2 bed)
Welcome to Sorrento 10 (2 bed), a newly built Barbados vacation rental for families, couples, and anyone in need of a proper reset. Tucked away in a quiet corner of Lower Carlton, St. James, this two-bedroom, two-bathroom villa blends clean lines, calm tones, and natural textures to create a relaxed, welcoming space that feels like a breath of fresh air. Only a 3 to 5 minute stroll to the beautiful Tropicana beach nearby - this is the perfect holiday home for beach lovers.

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.

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.

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.

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

Luxury 3-bedroom Villa with Pool near Gibbes Beach

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

Lovely Villa, Stunning Sea Views

Villa Kameya Mullins Beach 4 Bed • Pool & Hot Tub

Battaleys Mews 24

Villa Seaview

Jack's Place - by ZenBreak

Amazing Villa in Mullins/ Gibbs
Apartment rentals with a pool

Two Bedroom Beachfront - White Sands Beach Condos

SeaRenity Villa - 20 meters from the Sea

Spacious 2 Bedroom Luxury Condo.

Ocean One Condo

Elegant LUX 2BR, 3mins to Beach! Pool & Deck

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

Fabulous condo, 5 mins from Mullins Beach.

Modern 2BR Near Mullins & Beach | Pool
Other holiday rentals with a pool

Oceanfront House, Pool, Gardens - Freyers Well Bay

Battaleys Mews 24

Modern & Cozy West Coast Condo in Gated Community

Beachfront Luxury at Allure | Stunning Ocean Views

3 Bedroom Villa with pool 30 second walk to beach

Vuemont Resort and Villas

Luxury Apt, near Beach with Pool & Sea view

Mullins BayTH8 3 Bed Pool Close to Beach Sleeps 6
When is the best time to visit Speightstown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $741 SGD | $666 SGD | $696 SGD | $636 SGD | $509 SGD | $598 SGD | $502 SGD | $512 SGD | $512 SGD | $509 SGD | $636 SGD | $712 SGD |
| 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 |
Destinations to explore
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- Worthing Beach
- Carlisle Bay
- Mullins Beach
- Miami Beach Barbados
- Crane Beach
- Sandy Lane Beach
- Sapphire Beach Condominiums
- Brandons Beach
- Bridgetown
- Dover Beach
- Paynes Bay Beach
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- Mount Gay Visitor Centre
- Barbados Museum & Historical Society
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- Atlantis Submarines Barbados
- Barbados Golf Club
- Quayside Centre Shopping Plaza
- Globe Drive-In





