
Vacation rentals with a pool in Bridgetown
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Bridgetown
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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.

NEW LUX 2BR, Walk to Beach! Sky Pool Deck
Welcome to Alora Unit 4! ➤ 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

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!

"Take It Easy" Loft-Studio, Rockley Resort
My son Thomas and I would love to welcome you to our lovely breezy upper level studio with a loft bed, plus a sofa-bed, in a private and quiet area of the 9-hole Rockley golf club. With views overlooking green spaces, the studio has a shared pool and laundry, and is within easy walking distance to lovely South Coast beaches, and supermarket, shops, bars, and restaurants. Its Christ Church location makes it easy to reach Bridgetown, and other parts of the island by car or public transport.

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!

SeaRenity Villa - 20 meters from the Sea
SeaRenity Villa is a stunning beachfront retreat just 20 meters from the golden sands of Barbados’ West Coast. Wake up to breathtaking ocean views from the living room, patio, or private pool. This fully air-conditioned villa features 3 spacious bedrooms, a fully equipped kitchen, and high-end amenities. Centrally located, you’re steps from restaurants, a grocery store, and a short ride to Holetown. Enjoy luxury, comfort, and the ultimate beachside escape. Book your stay today!

Designer Penthouse - Stunning Views & Location
309 Penthouse Apartment is a gem of a property that is privately owned & professionally managed, located on the West Coast under the umbrella of Beach View Hotel Paynes Bay St. James, Barbados. Even though we are privately owned and managed we still have access to the hotel's amenities, their pools, the restaurant, mini mart and gym. As your super host, I am dedicated to offering impeccable service to assure you get to experience the amazing Barbados dream holiday!

Modern and stylish condo in a new gated community
Gated community with coded entry to the development Centrally located within Barbados' vibrant South Coast entertainment hub with a medley of bars, restaurants and nightclubs Spacious covered patio overlooking the lush gardens of Harmony Hall Green Beautiful landscaping with towering mahogany and casuarina trees Near to the beautiful Accra and Dover beaches Modern kitchen One reserved parking space plus additional guest parking Outdoor living and dining area

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.

Elegant Ocean Penthouse with Pool in South Gap
A haven of comfort and attention to detail, our ocean front penthouse is right on the sand and features a patio plunge pool as well as a large communal pool. Your stay also includes access to our property's small private beach. The penthouse is walking distance to all the action in St. Lawrence Gap including restaurants, bars and shops. No need for a car rental here, it's steps to buses and tour operator pick-up locations.

Luxury 3-bedroom Villa with Pool near Gibbes Beach
Enjoy luxury and comfort at Claridges 4, a stylish 3-bedroom villa just a short walk from serene Gibbes Beach. Featuring air-conditioned ensuite bedrooms, elegant living spaces, a fully equipped kitchen, private patio, and access to a stunning lagoon-style pool and gazebo. Fast Wi-Fi, Smart TV, and secure parking included. Perfect for families, friends, or couples seeking a relaxing, upscale Barbados escape.

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 Bridgetown rentals with a pool
House rentals with a pool

Poolside II at Sunrise Place

Spacious Private Estate w/Pool. Perfect4Groups

A Surfer's Home Away From Home

The Golden Palm Barbados

Sandgate Beach House

Battaleys Mews 24

Tranquil/4 King Bed/Plunge Pool/East Coast/RecRoom

the views by DanTopia villa
Condo rentals with a pool

Shoreshire, Sapphire Beach: Sea, sand, pool-Bliss

KingsGate # 1 - by ZenBreak

#501 Oceanview beachfront Maxwell Beach Villas

Condo in Sugar Hill, St. James

Two Bedroom Beachfront - White Sands Beach Condos

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

Rockley Golf Course, Apartment, South Coast

Apartment #4, Maple Gardens, Christ Church.
Other vacation rentals with a pool

Newly renovated 3-bedroom holiday home with pool.

Marley Bay Apartment

Modern Sorrento Villa #8- West Coast|Mins to beach

Beautifully restored Barbadian seaside home

Beautiful 4 Bedroom Townhouse with pool

Oceanview TINY HOUSE w/ pool near beach +nightlife

Beachfront Penthouse w/ Plunge pool + Ocean Views

Beautiful 6 Bedroom Villa - Amazing Sea Views
When is the best time to visit Bridgetown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $321 CAD | $327 CAD | $313 CAD | $247 CAD | $222 CAD | $231 CAD | $220 CAD | $228 CAD | $208 CAD | $226 CAD | $240 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 |
Quick stats about vacation rentals with a pool in Bridgetown

Total vacation rentals
Explore 610 vacation rentals in Bridgetown

Nightly prices starting at
Bridgetown vacation rentals start at $83 CAD per night before taxes and fees

Verified guest reviews
Over 14,550 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
320 properties have a dedicated workspace

Wifi availability
610 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!
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