
Vacation rentals with a pool in Holetown
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Top-rated rentals with a pool in Holetown
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

*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)

Apt 1A 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, private gated driveway(secure parking), fully fenced and within upscale neighborhood on the pristine West Coast of the island. LGBT friendly and non-discriminatory. Also view Apt 1B (one-bed apt) & Apt 2 (two-bed apt). There are 3 apartments on this property so ideal for accommodating big groups while maintaining privacy.

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.

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.

Stylish Apartment 3 Min from Beach away! Paradise
*-- Wake up in paradise, just steps from the beach --* Feel the ocean breeze, stroll to cafés, bars, and shops within minutes, and unwind in Barbados’ most loved area. Stay longer, save more — up to 40% off on extended stays! → - 20% off from 7 nights - 30% off from 28 nights +10% non-refundable option Free access to the private, newly renovated community pool, free large parking space, and fast fiber-optic internet. Dive, relax, explore — or simply let the Caribbean sun recharge you.

Palm Cottage: Calm, Beach & Pool
Welcome to Palm Cottage in Sunset Crest (St. James), the gem of the Caribbean! Perfectly located in Holetown, the exclusive Platinum Coast, this charming compact one-bedroom cottage offers all the comfort a solo/couple traveler or small family needs for a fabulous stay The beach, golf/tennis clubs, restaurants, grocery and luxury stores are all within walking distance Additionally, you'll enjoy a complimentary private beach club membership, giving you access to its large pool by the beach

Cocobuoys Apt 49 - Beach & Pool Access
Cocobuoys offers 4 beautifully appointed 1 bedroom studio apartments in the iconic parish of Saint James. Nestled in the charming neighborhood of Sunset Crest, our property is walking distance from duty-free shopping, restaurants and of course, white sandy beaches. Private access to a beach club, pool and dining experience 100 meters away? Check! Perfect for solo travelers, couples or friends. For larger parties, 2 flats have connecting doors. Our NEWLY REFURBISHED APTS await you!

Beautiful beachfront one bedroom apartment
202 Villas on the Beach is located on a beautiful west coast beach with incredible views of the Caribbean Sea. Situated in Holetown, St. James, it is within easy walking distance of excellent amenities including a large grocery store, duty free shopping and a 24 hour medical centre and salons. There are world class fine dining restaurants, bistros and beach bars - you don't need a car! Keen golfers are in easy reach of the famous Sandy Lane and Royal Westmorland courses.

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.

"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.

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

Stunning 4 Bed Villa Near Holetown
A beautiful villa in a quiet cul-de-sac close to Holetown. The house has four spacious en-suite bedrooms and an en-suite media/TV room. The fully equipped kitchen has granite counter tops and is attached to the laundry. The entry foyer leads to the beautiful livingroom. Adjacent is a open plan outdoor dining and living space, which leads to the pool deck with gazebo seating and a plunge pool. There is also a bar for entertaining from inside or by the pool deck.
Popular amenities for Holetown rentals with a pool
House rentals with a pool

Family Villa w/ Private Pool and Beach Club Access

Sherman's House

Home in Speightstown.

Beach Club Access, Chic Home, Pool, Near Holetown

Caribbean Chic Beach House on the East Coast

Oughterson Plantation - The Cottage Villa

the views by DanTopia villa

Cool Runnings: Beach Side Luxury
Condo rentals with a pool

Spacious 2 Bedroom Luxury Condo.

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

1 bedroom+patio in a luxury gated condo with pool

"Take It Easy" Loft-Studio, Rockley Resort

Starfish! - Stylish & Affordable Luxury

Modern 1 Bedroom Apartment - 3 min walk to beach

Melvina’s West Coast Apartment A.

Tradewinds 1 minute to beach, restaurants
Other vacation rentals with a pool

Port St. Charles 156

Beautiful Sea View Villa w. pools, tennis and gym

Luxury five star modern 4 bedroom 4 bathroom villa

Luxury Penthouse with Terrace on Sugar Hill Estate

Dreams(Moontown)( No.3) Beach Apartments. St Lucy.

Spacious Villa Sunset Crest

Luxury on exclusive Sugar Hill. Beach club access.

Royal Villa 4, Luxury 3-Bed Villa w/ Pool & Golf
When is the best time to visit Holetown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$73,197 GYD | G$73,197 GYD | G$69,014 GYD | G$65,459 GYD | G$60,021 GYD | G$62,531 GYD | G$63,158 GYD | G$61,694 GYD | G$51,028 GYD | G$56,466 GYD | G$54,793 GYD | G$72,569 GYD |
| 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 Holetown

Total vacation rentals
Explore 380 vacation rentals in Holetown

Nightly prices starting at
Holetown vacation rentals start at G$10,457 GYD per night before taxes and fees

Verified guest reviews
Over 4,920 verified reviews to help you choose

Family-friendly vacation rentals
250 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wi-Fi availability
380 of Holetown vacation rentals include wi-fi 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!
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