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

Total holiday rentals
Explore 400 holiday rentals in Holetown

Nightly prices starting at
Holetown holiday rentals start at $78 SGD per night before taxes and fees

Verified guest reviews
Over 6,040 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wifi availability
400 of Holetown holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Holetown rentals

4.8 Average rating
Holetown stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated rentals with a pool in Holetown
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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.

3 Bed Villa w/ Pool on the Platinum Coast
Enter Villa Mango & you’re greeted by a fabulous outdoor dining space & pool surrounded by comfortable lounge chairs. The spacious kitchen provides you with a generous space for preparing meals & includes an island to allow for multiple chefs to cook meals effortlessly. The living & dining area offers a beautiful sunkissed space to relax & unwind after a day of outdoor activities. The 3 comfy & well-appointed bedrooms include 2 king sized beds w/ ensuites and a queen-sized bed w/ guest bathroom.

Garden Cottage, Little Holders House
Tucked away among lush landscaped gardens, is this charming 2 bedroom, 2 bathroom cottage. Open plan living with large patio & plunge pool, the ultimate in living with nature. The property is gated with its own parking bay. Close proximity to Sandy Lane, Holders Farmers Market, Polo Field and Holetown. In walking distance to the main coastal highway and the beach at Payne's Bay with the local fish market and restaurants. All beaches are public and buses and taxis are available on the coast road.

Newly renovated 3-bedroom holiday home with pool.
Relax at this newly renovated villa, safely tucked away in the gated community of Porters Gate on the west coast. All furnishings and appliances are of the highest standard and the villa is immaculately kept and spotlessly clean. This 3-bedroom retreat features an open plan with fully-equipped kitchen, dining and living area. The air-conditioned bedrooms are on the upper floor with en-suite bathrooms. Outdoors, there is a covered, dining and lounge area with a pool and deck with sun loungers.

Apt 1B Palm Crest: REDUCED RATES!!
Private 1-bedroom, 1 bathroom apt, unbeatable location, close to beaches/amenities with competitive rates. Tastefully furnished, spacious, updated, security cameras & lighting, large screened in(insect screens) patio, fully fenced & within upscale neighborhood on the pristine West Coast of the island. LGBT friendly and non-discriminatory. Also view Apt 1A (one-bed apt) & Apt 2 (two-bed apt). There are 3 apartments on this property so ideal for accommodating big groups while maintaining privacy.

Driftwood at Golden View - Barbados.
Modern comfort meets Caribbean charm. Settle into the easy rhythm of Barbados at Driftwood at Golden View. Whether you’re lounging by the large pool, strolling to nearby beaches on the famous West Coast, or simply unwinding on the private balcony, you’ll find the perfect balance of comfort and calm in our island retreat. Fully equipped for a carefree stay - located just minutes from supermarkets, fine dining, and the sparkling Caribbean Sea. Kick back and relax in this calm, stylish space.

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!

Modern 3 Bed Villa With Private Pool in Holetown
Twelve Porters Place is a stylish three bedroom villa in a private gated community in Porters, St. James, just minutes from the beach and Holetown, with private pool and beach club access. Enjoy open living with seamless indoor outdoor flow onto the terrace and pool. Housekeeping is included for a relaxed stay. Close to Sandy Lane, Juju’s Beach Bar, Lonestar Restaurant, and The Monkey Bar. Guests enjoy beach membership at the Fairmont Royal Pavilion and access to Apes Hill Beach Club.

Sparrow's Nest
Sparrow’s Nest is a beautifully appointed & well-maintained 1-bd / 1-ba condo spanning 700 sq ft on the 3rd floor of Golden View Condominiums. It features a spacious, air-conditioned bedroom w/ an en-suite bathroom & walk-in closet. The living area includes a comfy sectional and opens onto a large, covered terrace for dining and lounging, with serene views of the garden & the ocean. Sparrow’s Nest includes all the conveniences of a home away from home, w/ Beach Club access.

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.

Moonflower Villa: Luxe Oasis on West Coast
Discover the epitome of comfortable island living in this freshly renovated 4-bedroom, 4.5-bathroom haven. Newly redesigned to the highest standards, Moonflower sits just a two minute stroll away from the beach in the sought-after neighborhood of Sunset Crest, Barbados. It offers a blend of barefoot luxury comfort and functionality, making it the ideal retreat for families or large groups seeking the ultimate Caribbean experience.

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

Luxury 3-bedroom Villa with Pool near Gibbes Beach

Villa Blue Nights

Holetown Home - Minutes to Beaches - Pool Access

St. Silas/Ape’s Hill West Coast Pool Villa

Palm Cottage: Calm, Beach & Pool

5 Bedroom House, Sunset Crest, 5m Walk to beach

Cool Runnings: Beach Side Luxury

the views by DanTopia villa
Apartment rentals with a pool

Spacious 2 Bedroom Luxury Condo.

KingsGate # 1 - by ZenBreak

Condo in Sugar Hill, St. James

SeaRenity Villa - 20 meters from the Sea

Anidele Bliss-Holetown 1BR,Pool/BeachClub

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

"Take It Easy" Loft-Studio, Rockley Resort

Two Bedroom Beachfront - White Sands Beach Condos
Other holiday rentals with a pool

Cozy 2-bed Cottage in Jamestown Park, Holetown

Walk to the Beach From a Poolside Retreat in Sunset Crest

The Sunnyside Condo

Beautiful 2 Bed Home in Holetown Near The Beach

Sabella Beach Villa-2 mins walk - Alleynes Bay

Amore Schooner Bay Luxury Villa

Sea Shells

Highly rated Sunset Crest/Holetown 3 bedroom house
When is the best time to visit Holetown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $485 SGD | $468 SGD | $441 SGD | $405 SGD | $371 SGD | $387 SGD | $390 SGD | $381 SGD | $315 SGD | $357 SGD | $388 SGD | $490 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 |
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