
Holiday 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.

Alora Ocean 7 – SkyPool 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.

*Casa Tortuga* Large Villa w/Pool, 3 mins to Beach
New Listing Winter 2025 3 minutes walk from one of Barbados’ calmest beaches, our family villa combines comfort with island living. Enjoy spacious en-suite bedrooms, a refreshing plunge pool, and two real wood decks—one fully shaded, allowing for a lovely cool sea breeze. With open-plan living and plenty of space indoors and out, it’s perfect for families or groups seeking privacy, comfort, and a touch of Caribbean elegance close to the sea. Free housekeeper for weekly rentals (once per week)

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

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.

Tradewinds 1 minute to beach, restaurants
Gorgeous townhouse in gated community with private roof deck pool where you can enjoy stunning views of the ocean. Two Air Conditioned bedrooms within a safe and quiet neighborhood, 1 minute from Mullins Beach and world famous Sea Shed Restaurant. Fully self contained with kitchen & washer/dryer. It is conveniently located 5 minutes from Holetown where the luxurious shopping mall Limegrove Lifestyle Centre is located shopping, nightlife, bars, restaurants. Supermarket and banks also nearby.

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!

Stylish Condo Steps From Beach!
Brand new stylish condo, steps away from 2 great West Coast beaches; one beautiful and quiet and the other, the buzzing Mullins Beach. Easy access to Speighstown and Holetown on the public buses. Restaurants such as Seashed, Larry Rogers, Local and Co, Orange Street Grocers, Baia and Pier One are all within close proximity. This condo is very tastefully furnished with a clean finish. The master has a king bed while the second room houses two twins that can be converted to a king.

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.

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 along with a clubhouse equipped with a gym, community pool and cafe. 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.

Beachfront two bedroom apartment - "Sunrise"
If you were any closer to the Caribbean, you'd be getting your feet wet! The Moorings apartments are situated on one of the most beautiful beaches on the west coast. You can enjoy breakfast on your huge private veranda overlooking the deep blue sea, and watch the sun turn the blue sky to pink every evening. Fitts Village is close to Holetown, Bridgetown, golf courses and public transport. It's great for couples, and families (with kids). We think you'll love it

Modern & Cozy West Coast Condo in Gated Community
Discover the perfect blend of West Coast beauty and local charm at this cozy condo. Just steps from a stunning beach, this two-bedroom, two-bathroom retreat lets you enjoy Barbados’ famous sunsets and calm waters. After beach time, relax on the patio with unique views of farmland and the island’s black belly sheep grazing nearby—a sweet touch of Bajan life. With all modern comforts, this condo is your ideal spot for a memorable, easygoing holiday in Barbados.

Dreams(Moontown)( No.3) Beach Apartments. St Lucy.
Dreams (Moontown)Beach Apartments, is a modern complex located on the beautiful Halfmoon Fort Beach in the parish of St Lucy, Barbados. The area is also called Moontown. It contains 2 fully furnished rental units. ( Apt 3) and (Apt 2). Each unit sleeps two adults. With its stunning views, Dreams is a place at which you are going to love to stay. It has a swimming pool, and a roof deck with 360 degree views. There is a free car park for 3 vehicles.
Popular amenities for Speightstown rentals with a pool
House rentals with a pool

The Golden Palm Barbados

Stunning 3-Bedroom Villa in tropical garden

Palm Cottage: Calm, Beach & Pool

Vida Mejor-West Pool (Private Pool)

Caribbean Chic Beach House on the East Coast

Oughterson Plantation - The Cottage Villa

the views by DanTopia villa

Elfin Breeze
Apartment rentals with a pool

Spacious 2 Bedroom Luxury Condo.

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

BLUE TURTLE - 1BR ROCKLEY CONDO near BEACH w/ POOL

1 bedroom+patio in a luxury gated condo with pool

SeaRenity Villa - 20 meters from the Sea

"Take It Easy" Loft-Studio, Rockley Resort

"Le Phare" - stylish & charming apt near the beach

Beach Front - Dover Beach, St. Lawrence Gap
Other holiday rentals with a pool

Newly renovated 3-bedroom holiday home with pool.

Luxury Penthouse with Terrace on Sugar Hill Estate

Mozart - 1 bed ocean view

Allure 303: 3BR Beachfront Condo

211 Sea Wind

Allure 404: 2BR Beachfront Condo

Edgewater beachfront apartment

Turtle Cottage Beach House - 2 Beds - 2 1/2 Bath
When is the best time to visit Speightstown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $628 SGD | $640 SGD | $652 SGD | $511 SGD | $493 SGD | $462 SGD | $506 SGD | $516 SGD | $516 SGD | $455 SGD | $507 SGD | $487 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 |
Quick stats about holiday rentals with a pool in Speightstown

Total holiday rentals
Explore 50 holiday rentals in Speightstown

Nightly prices starting at
Speightstown holiday rentals start at $102 SGD per night before taxes and fees

Verified guest reviews
Over 580 verified reviews to help you choose

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

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
50 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!
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