
Vacation rentals with a pool in Bridgetown
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Bridgetown

Total vacation rentals
Explore 590 vacation rentals in Bridgetown

Nightly prices starting at
Bridgetown vacation rentals start at $70 CAD per night before taxes and fees

Verified guest reviews
Over 14,920 verified reviews to help you choose

Family-friendly vacation rentals
370 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
280 properties have a dedicated workspace

Wifi availability
590 of Bridgetown vacation rentals include wifi access

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

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

La Porta Della Casa – A Tropical Seaview Oasis
La Porta Della Casa is a modern, contemporary accommodation located on the platinum coast of Barbados, within walking distance to the nearest beach and close to great restaurants such as The Tides, The Cliff, Q-Bistro, Nishi, Sitar and Fusion, to name a few. 7 minutes' drive from the famous Limegrove Mall in Holetown with duty-free shopping and supermarkets . Don’t forget Oistins’ Fish Festival and St. Lawrence Gap each Friday. 7 minutes' drive from the city of Bridgetown with more duty-free.

Lazy Days - 1BR CONDO near BEACH w/ POOL
THANKS for considering Lazy Days (aka 412 Harmony Hall Green) for your stay! - 15min drive to airport - 10min drive to the US Embassy - 10min drive to the Fertility Clinic - Located in Harmony Hall Green gated community (South Coast, Christ Church) - 5-10min walk from Dover Beach, St Lawrence Gap, restaurants, bars, shops, minimart, pharmacy and medical clinic - 5min walk to public transport - Access to pool - AC in living room and bedroom - High speed internet - Washer and dryer - Free parking

Beachfront Luxury at Allure | Stunning Ocean Views
Set directly on the beachfront, this luxury Barbados escape offers uninterrupted ocean views and the rare experience of stepping straight from your door onto soft white sand. Designed for comfort, style and relaxation. This space features a 2-bedroom, 2 1/2-bathroom condo nestled on its prime location on one of the island’s most beautiful stretches of coastline within a secure gated community. A perfect winter escape for those looking to trade colder months for warm, sun-soaked days by the sea.

Luxury Penthouse w Rooftop Patio, comm. Pool & Gym
This stunning luxury penthouse is located at Brownes Condominiums - one of the premier gated communities on Barbados’ South Coast. Unit 4A is a modern 3-bed, 3-bath with additional media room / work space & private rooftop patio offering panoramic views. Guests will also enjoy a large communal pool, onsite gym, & a covered outdoor dining / BBQ area - all within easy walking distance to the Richard Haynes Boardwalk, Lanterns Mall, Rockley Beach, shops, restaurants, & more. Perfect for groups!

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!

Allure 302: 2BR Beachfront Condo
Step into this newly constructed coastal sanctuary where modern elegance fuses with nature’s pure beauty. This luxurious 2-bedroom/2.5-bathroom beachfront condo is nestled on Brighton Beach - the longest uninterrupted stretch of sand in Barbados - offering an escape defined by exclusivity and refined comfort. Imagine starting your day with a serene walk along pristine sands and ending it with breathtaking sunsets, all while the gentle turquoise waves provide nature’s own lullaby.

Allure 303: 3BR Beachfront Condo
Welcome to Allure 303, an elegant escape tucked away on the pristine shores of Brighton Beach, Barbados. This newly constructed 3-bedroom, 3 1/2-bathroom condo blends modern luxury with a serene coastal atmosphere and is situated within a secure, gated community that offers both peace and privacy. Whether you are seeking relaxation or adventure, Allure 303 is an idyllic setting where the gentle sounds and incredible views of the Caribbean Sea create an unforgettable ambiance.

Elegant Historical Villa with Pool - Rosedale
Nestled in the heart of the vibrant Worthing area, Rosedale is a beautifully renovated four-bedroom historical home offering the perfect blend of modern comfort and timeless charm. Having once been home to the British High Commission and visiting members of The Royal Family, guests will tread the same halls as some of the worlds leading figures. This two-storey property, set on almost an acre of land, captures the essence of Caribbean living.

Allure 401: 3BR Beachfront Condo
Discover Allure 401 – an oasis of luxury and calm on the coveted shores of Brighton Beach. This stunning, almost brand new 3-bedroom, 3.5-bathroom condo is nestled within a fully enclosed, gated community, offering unparalleled privacy and security. Designed for the discerning, it boasts breathtaking, uninterrupted views of the crystal-clear waters that stretch across the serene bay, embodying the very best of coastal living.

Beach Side Cottage Apartment
On the South coast of Barbados. The cottage is set in a tranquil landscaped garden across the road from one of Barbados' finest beaches, Miami Beach. The apartment is fully furnished - Queen bed, kitchen, bathrooms with shower, TV, WiFi and A/C. It has a small garden area, a table with a market umbrella and lounge chairs. - IF AVAILABILITY IS NOT SHOWING IN THE CALENDAR - PLEASE SEND ME A MESSAGE AS I HAVE MULTIPLE APTS.

The Golden Palm Barbados
Relax with the whole family at this peaceful home away from home. Located in the heart of Christ Church, this 3 bedroom 2 bathroom fully furnished apartment caters to all your vacation needs, while being a 10-15 minute walk to the beautiful Dover Beach and the famous St. Lawrence gap. Our check in times can be flexible, if arranged in advance, and we are happy to customize your stay.

Two Bedroom Beachfront - White Sands Beach Condos
These condos are perfectly located on the quieter side of St. Lawrence Gap. Sandals Resort is a stone throw away, and the beach is quite literally at your doorstep. It is quiet, yet you are within walking distance to bars, restaurants, nightclubs and more. These are lovely 1,550 square foot Two Bedroom Beachfront units. The finishes are superb and give a truly luxurious experience.
Popular amenities for Bridgetown rentals with a pool
House rentals with a pool

Stunning villa with amazing view

Waterfront/Beach/Resort Access/Airport Transfer

Villa Seaview

Private 3-Villa Estate | Pool | Sleeps 15

Sunset paradise

Sandgate Beach House

Vida Mejor-West Pool (Private Pool)

Tranquil/4 King Bed/Plunge Pool/East Coast/RecRoom
Condo rentals with a pool

Spacious 2 Bedroom Luxury Condo.

Alora 7 | Rooftop Pool • 3 Min Walk to Beach

1 bedroom+patio in a luxury gated condo with pool

SeaRenity Villa - 20 meters from the Sea

Condo in Sugar Hill, St. James

"Take It Easy" Loft-Studio, Rockley Resort

Chic Retreat BB |Bright, Gated Condo w/ Pool + AC

Beachfront Condo in St Lawrence Gap
Other vacation rentals with a pool

Villa Sunkissed on the beach

Brownes 3D

Sapphire Condo 305 3 bedroom/ 3 Bathroom

Stunning 3 BR condo Walk to Dover Beach & The Gap

Kokomo - The Island Retreat: Luxury 4BR Pool Villa

Breezy Ocean Front Condo Close to The Best Beaches

Sapphire Beach Condo with Pool & Beach Access-114

Barbados Deja Blue
When is the best time to visit Bridgetown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $322 CAD | $327 CAD | $313 CAD | $269 CAD | $238 CAD | $237 CAD | $220 CAD | $228 CAD | $209 CAD | $227 CAD | $241 CAD | $278 CAD |
| 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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