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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.

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Top guest favourite
A covered patio features multiple seating areas, surrounded by lush greenery. A small plunge pool is integrated into the design, with tropical plants enhancing the serene space. The architecture includes arches and columns, creating an inviting atmosphere for outdoor relaxation.
Home in Holetown
5 out of 5 average rating, 61 reviews

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.

Top guest favourite
Condo in Lower Carlton
5 out of 5 average rating, 18 reviews

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

Guest favourite
Apartment in Bridgetown
5 out of 5 average rating, 8 reviews

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!

Top guest favourite
A bright and airy living area features a blue sofa adorned with patterned cushions, complemented by a round green ottoman. A circular table and wicker chair create a cozy seating arrangement. Natural light fills the space from a window leading to an outdoor area, highlighting a mirror on the wall.
Condo in Bridgetown
4.98 out of 5 average rating, 135 reviews

"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.

Guest favourite
A modern open-concept living space is presented, featuring neutral tones and natural materials. The fully equipped kitchen includes a large island with a sink, complemented by stylish pendant lighting. Floor-to-ceiling glass doors open to a private outdoor seating area, enhancing the airy ambiance.
Home in Lower Carlton
5 out of 5 average rating, 11 reviews

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!

Top guest favourite
A balcony area features two woven chairs overlooking a coastal view. The ocean is visible in the background, with a sailboat gently gliding across the water. Lush greenery and nearby buildings create a serene environment under a partly cloudy sky.
Condo in Fitts Village
4.96 out of 5 average rating, 111 reviews

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!

Top guest favourite
A spacious living area is shown, featuring a comfortable seating arrangement and a large glass door leading to the balcony. The view encompasses the turquoise Caribbean Sea and a distant horizon dotted with sailboats. Bright natural light fills the space, complemented by soft, neutral furnishings.
Apartment in St. James
5 out of 5 average rating, 187 reviews

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!

Top guest favourite
An open-plan living area features large glass sliding doors that frame the outdoor views. A round dining table and a seating arrangement invite relaxation, while a modern entertainment unit complements the stylish decor. Natural light illuminates the space, enhancing the sleek and contemporary design.
Condo in Oistins
4.96 out of 5 average rating, 25 reviews

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

Guest favourite
A spacious studio apartment features a wooden bed with soft linens and two patterned armchairs. Natural light floods the room through large windows, illuminating the textured stone walls and exposed wooden beams on the ceiling. A small dining area is visible in the adjacent space.
Apartment in Black Bess
4.83 out of 5 average rating, 106 reviews

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.

Guest favourite
An oceanfront terrace features a small plunge pool accompanied by two lounge chairs. The tranquil sea can be seen in the background, while the sloped roof provides ample shade. Steps lead from the terrace down to the pool area.
Condo in Oistins
4.87 out of 5 average rating, 68 reviews

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.

Guest favourite
Home in Gibbes
4.91 out of 5 average rating, 11 reviews

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.

Guest favourite
A bright dining area features a wooden table surrounded by several chairs, with large glass doors providing a view of the outdoor space. Sunlight fills the room, highlighting the modern décor and the serene pool area visible through the opened doors.
Home in Westmoreland Hills
5 out of 5 average rating, 17 reviews

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

When is the best time to visit Bridgetown?

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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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