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Vacation rentals with a pool in Bridgetown

Find and book unique homes with a pool on Airbnb

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Popular amenities for Bridgetown rentals with a pool

House rentals with a pool

Superhost
Home in Holetown
5 out of 5 average rating, 3 reviews

Make memories at Mango Crescent

StephanieRating, 5 stars3 months ago
Stacey's holiday home very near to Hole-town and has everything you need, comfortable and an ideal base for a stay local to Hole-town, with a bus stop at the end of the road it made getting around easy. The kitchen is really well equipped and with the combination of the smart TV allows flexibility for staying in to eat, watching a film, or sitting out on the balcony (the balcony does not have any views but is very quiet, and still a lovely space to sit and chat, play cards or games and enjoy a drink ) There is a pool outside the front door and only used by the other attached holiday homes, there are only a handful of holiday homes in this complex and used by adults only, so our stay was so restful and quiet. A mention to Stacey and Lawson who were always quick to answer any questions We loved it, thank you Stacey
Superhost
Home in Diamond Valley
4.82 out of 5 average rating, 49 reviews

Relaxation in South East Barbados

DimpleRating, 5 stars4 weeks ago
Great stay in Barbados with my parents. We thoroughly enjoyed the home and had a fantastic stay. Hosts are also very helpful and responsive. Definitely recommend for a relaxing vacation!
Guest favorite
Home in Bridgetown
4.96 out of 5 average rating, 23 reviews

3 Bedroom House in Hastings - Pool, Walk to beach!

TeresaRating, 5 stars1 month ago
Keisha’s place was exactly as described. Modern, clean and a great backyard and swimming pool. Only minutes of walking away from a beautiful beach. Keisha was very accommodating and communicative, we did not need to reach out for anything the entire stay. Very smooth check-in/out experience. Barbados is a beautiful island and I would stay in any of Keisha’s homes because this was an immaculate experience. Thank you for hosting us! We look forward to coming back.
Guest favorite
Home in White Hill
4.86 out of 5 average rating, 36 reviews

Casa ESPERANZA......Relax & Rejuvenate BARBADOS

MiriamRating, 5 stars3 weeks ago
Esperanza was a great rental for us. We stayed for 3 months and with a car it is a convenient location for going anywhere on the island. We were a 15 minute drive into Holetown and about 30 minutes to anywhere else. You do have to drive to any shops or restaurants but Earthworks Pottery is very close to visit. The house is very spacious and has a large full kitchen, large foyer, kitchen eating area, dining room, living room and family room. The beds are comfortable and all towels and other linens are new and good quality. The outdoor space is very large as well and there are different seating and lounge areas to enjoy the well maintained pool and views of the island. The home is very secure and private and from this location at the top of the hill the views are lovely and photos can’t really capture how nice and relaxing it is. Michelle is the lovely property manager and is always available and would pop right over anytime we had questions. We would highly recommend this property.
Superhost
Home in Saint James
4.89 out of 5 average rating, 9 reviews

One Caribbean Large Luxury Private Villa w/ Pool

PinkalRating, 5 stars9 months ago
_The villa is conveniently situated in the northern part of the island, featuring 24-hour security, shuttle ride or free parking by the beach, free towels and chairs, big community pool and other amenities. Our group of eight, including four children, had an excellent time despite challenging weather conditions. The management team was proactive, placing sandbags and providing extra flashlights to cope with Hurricane Beryl. They were always just a text or call away, assisting with pool timer adjustments, sending technicians for minor repairs, and rearranging cleaning schedules due to the hurricane. Moreover, we had no issues with the internet, kitchen appliances & utensils, towels, or insects which we have faced with other rentals in the past. Finally one area for improvement is mosquito control; while they provided measures for protection, the mosquitoes were many and persistent. We would recommend to include some repellent sprays to prevent exposure. Overall, it was a pleasant experi
Superhost
Home in Saint James
5 out of 5 average rating, 3 reviews

25 Pineapple Drive

SiaRating, 5 stars33 months ago
This house was perfect. It is even more beautiful than I. The pictures and was a perfect and quiet location for our group to enjoy the beautiful beaches and restaurants in St James without being too far from Crop Over activities. Communication with the host was also seamless, as was check in and check out. We would absolutely stay here again!
Guest favorite
Home in Holetown
4.88 out of 5 average rating, 24 reviews

Twin Palms Villa

LeeRating, 5 stars3 months ago
Just had a great 2 weeks here, location could not of been better, super place to relax, safe and secure and everything is only a stones throw away to walk to. Accommodation was superb, Tim and Heather so helpful always able to assist/arrange or suggest visits etc. Loverly place to relax day or night, pool great to cool down in and loads of chairs and beds to chill out on. The covered dining area outside was fantastic to eat in and sit and talk. Kitchen and lounge also great loads of room throughout the villa. Safe off road parking too all behind gates. We’ve just had a fantastic 2 weeks in Holetown and will definitely revisit again in the near future. Thank you to Tim and Heather for everything you have done. Home from home, your home is beautiful.
Guest favorite
Home in Oughterson
4.95 out of 5 average rating, 150 reviews

Oughterson Plantation - The Cottage Villa

DavidRating, 5 stars1 week ago
We're a family of 4, with two boys aged 15 and 18. Both boys said it was one of the best places they'd ever stayed (which we both agreed with). Peter is such a kind and generous person, someone who makes you feel so much better having met him. Made us a welcome meal the evening we arrived and had a great chat with him, such an interesting person, could have talked for hours. Pizza night was brilliant as was the jam night - both communal events where we got to know the other lovely guests. I was even inspired to play some music with Peter and friends which has got me back into playing the guitar regularly again. The only downside was the mozzies as you're mainly outside or with open windows. There's no aircon, but the breeze and fans cool you. Not for those who don't like dogs, wildlife and communal stuff. Strumming a guitar loaned from Peter on the deck of the Cottage each day is something I'll never forget. We'll definitely be back. Thankyou Peter.

Condo rentals with a pool

Top guest favorite
Condo in Rockley
4.91 out of 5 average rating, 147 reviews

Spacious 2 Bedroom Luxury Condo.

HeleneRating, 5 stars2 weeks ago
This was our second stay at Browne’s Condominiums, which offers an excellent location—conveniently situated near a small shopping center and within walking distance of a grocery store (1.4 km) and the beautiful Carlisle Bay (3.4 km) renowned as one of the top beaches in the world. If walking is not your thing, buses, vans and taxis are plentiful to get you to your destination. Toby’s place provides a warm and inviting atmosphere, making it an ideal retreat for small families or couples. We encountered a minor issue with a piece of furniture, but it was addressed promptly and effectively. Given its increasing popularity, I found it fully booked for 2026, which speaks to its appeal. I highly recommend considering this condo for your stay, you will not be disappointed. We look forward to returning!
Superhost
Condo in Oistins
4.75 out of 5 average rating, 4 reviews

Ocean view 3 bedroom condo direct access to pool

JamesRating, 5 stars5 months ago
Lovely accommodation in a great location for St Lawrence Gap. Becky was brilliant with information and communication. Would definitely recommend and look to book again in the future!
Guest favorite
Condo in Porters
4.91 out of 5 average rating, 140 reviews

Condo in Sugar Hill, St. James

GemRating, 5 stars1 week ago
We had the best stay at Sugar Hill Resort, the apartment and all furnishings were of a really high standard with absolutely everything you could possibly need. All communication was perfect and we thought it was great value. The location was so peaceful yet just a few minutes drive from the beach and restaurants. If we had longer we would have made use of the Fairmont but enjoyed the resort pools too much. We would definitely come back. Thank you 😊
Guest favorite
Condo in Bridgetown
4.96 out of 5 average rating, 52 reviews

Coral Walk Condo

KristineRating, 5 stars1 month ago
Our host, Cathy is the absolute best host. She made herself available to us 24/7 and truly meant it. The house is in a safe area, however, it is up a hill which can be difficult to walk up. Regarding the house, there is absolutely everything one may need for the pool and beach. From beach chairs to pool toys, Cathy has got it. My family and I would definitely book again next time we are in Barbados.
Top guest favorite
Condo in Hastings
4.95 out of 5 average rating, 60 reviews

Stylish 1 bedroom gated condo with pool

PeterRating, 5 stars3 weeks ago
Really enjoyed our 6-night stay in this clean, comfortable and spacious apartment. The kitchen was well equipped, even had a rolling pin and cake tins if you were inclined to bake. We appreciated the luggage scales, such a useful amenity. There is no traffic noise as the complex is just off the main road. There is a resident rooster that starts crowing early, but ear plugs fix that. We highly recommend this apartment. We can only echo all the positive reviews on this apartment.
Top guest favorite
Condo in Oistins
4.97 out of 5 average rating, 124 reviews

Beach Front - Dover Beach, St. Lawrence Gap

AudreyRating, 5 stars1 month ago
What a perfect place to relax and feel right at home. All the pictures are just what you see. Very well appointed condo with everything you need - especially the amazing view, really nice pools, and so close to so many restaurants of all kinds. The Gap gives you everything to enjoy a fabulous Barbados trip. Ray was so fast and complete with suggestions and helpful hints, plus right on with restaurants - go to Primo Bar & Bistro you won’t be disappointed - same with Cocktail Kitchen; Bliss for breakfast is a must - all these in walking distance. WiFi in the unit was great, cool A/C, comfy beds…did I mention the view!! What a treat to have coffee in the morning on the balcony watching the day start to unfold and listen to the waves so close. Ray’s condo has everything we wanted! Tony, mgr there, was at our door making sure we had everything within 20 minutes walking into this lovely condo. We’ll be back and tell all our friends too. Thanks, Ray!
Guest favorite
Condo in Douglas
4.91 out of 5 average rating, 106 reviews

Penthouse in Port St. Charles

KatieRating, 5 stars2 weeks ago
we had an amazing stay at this listing. We felt right at home. Comfortable. Well equipped. The view is amazing, and the resort is spectacular. Heywood beach is glorious. We would like to return.
Top guest favorite
Condo in Oistins
5 out of 5 average rating, 23 reviews

NEW Condo near St. Lawrence Gap

AnalyysiaRating, 5 stars1 day ago
This was by far one of the best homes I’ve stayed in through AIRBNB. It was clean, comfortable and had amenities which made the stay feel we were right at home. The location is perfect! We were able to walk from the home to beach, various restaurants and activities. Andrew was extremely responsive and helpful prior to our arrival and throughout our stay. I HIGHLY recommend Andrew’s home - you won’t be disappointed.

Quick stats about vacation rentals with a pool in Bridgetown

  • Total rentals

    560 properties

  • Nightly prices starting at

    $40 before taxes and fees

  • Total number of reviews

    11K reviews

  • Family-friendly rentals

    330 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    270 properties have a dedicated workspace

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