
Vacation rentals with a pool in Bridgetown
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Top-rated rentals with a pool in Bridgetown
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House rentals with a pool

Relaxation in South East Barbados
Lorna’s house exceeded our expectations! It had everything we needed, making us feel like we’d arrived at our own holiday home. The house is much bigger than it looks in the pictures, beautifully equipped, and the pool and garden were perfect for relaxing - we wished we’d stayed longer! The location is fantastic, with mostly locals in the area, and Crane Beach less than a 10-minute walk away - great for a morning run, though the water wasn’t the calmest. The bus stop and a local shop are also just minutes away. The hosts were amazing - so helpful and incredibly responsive, always replying within minutes whenever we had a question. It made our stay even smoother and more enjoyable. We’ve already recommended this place to friends visiting in April, and we’ll definitely be back. Thank you, Lorna, for an amazing stay!

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

Casa ESPERANZA......Relax & Rejuvenate BARBADOS
Here’s an updated version: Casa Esperanza was absolutely beautiful, with breathtaking views that made our stay unforgettable. The space was immaculately clean and tidy, and we were pleasantly surprised to receive a complimentary bottle of wine upon arrival. The house was the perfect location for getting ready for my wedding, offering both comfort and charm. Carolanne was very responsive, and the local contact (Michelle) made check-in and check-out seamless. I couldn’t have asked for a better experience. Highly recommend!

One Caribbean Large Luxury Private Villa w/ Pool
_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

Windermere Villa Oceanfront Beauty
Key positives - Perfect sunrise location - we made a point to wake up each morning to watch from the outdoor beds and balcony area nestled above the ocean - truly spectacular. Amazing outdoor space - really well designed. The beds are all comfortable - really peaceful nights sleep. The villa is well equipped and built well - really nice design and excellent spaces inside and out. Few negatives - you will need a hire car. There is a brilliant smoothie bar, the Crane resort (meh), + a few other restaurants which are walking distance ... but the walk around the villa is not great. The villa is built with good materials but showing its age in the kitchen and bathrooms. We experienced a lot of mosquitoes. This issue is hard to manage in the main living area because of the exceptionally high ceilings. Bring good quality mosquito repellent and issue is resolved! Overall 5* - nice to be away from the pretentious west side and the layout is fantastic + best sunrise ever!

Spacious home & pool On Luxury West Coast StJames
Vicky's place was a perfect getaway. There were 9 of us total and everyone had space to spread out, sleep comfortably and each bedroom even had its own bathroom! The outside grounds were amazing and peaceful. We spent the majority of our time lounging on the enormous covered patio, sunbathing in one of the many lounge chairs by the fabulous pool or watching the stars at night. The house is private, well maintained and safe. You are close to 2 supermarkets, multiple beaches and it was easy to come and go. The kitchen is well stocked to cook meals. Vicky was extremely responsive and sent us suggestions and checked in with us to see if we needed any help. I hope that I have the opportunity to visit Barbados again and if we do, I will be sure to see if Vicky's house is available.

25 Pineapple Drive
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!

Twin Palms Villa
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.
Condo rentals with a pool

Spacious 2 Bedroom Luxury Condo.
Our family has stayed at Toby's place multiple times over the years..... never disappoints, and overall good value.

Ocean view 3 bedroom condo direct access to pool
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!

Condo in Sugar Hill, St. James
We stayed at Steven’s apartment for 10 days and had an amazing holiday (2 couples). The apartment was wonderful and just as described and there were lots of additional touches that were really thoughtful such as the Cool box and ice blocks and a couple of snorkels. The Sugar Hill complex was beautiful and peaceful. The pools were a lovely temperature (lit at night and open until 9pm) and grounds very well kept. We had a couple of lovely lunches at The Deck (Shrimp Pad Thai excellent!) and the rum punch during happy hour very good. We utilised the Fairmont beach club membership particularly to go and watch the sunsets but also travelled around the Island - which always felt friendly and safe. Kavell was super responsive when we had any questions. I had to do some work whilst out here so had to use the table on the balcony (only minor point was that there wasn’t an electric socket close by). It is an approx 20 min walk down the hill (via Store house Road) to the beach club.

Coral Walk Condo
We had a great time at Catherine's place. She's an awesome hostess, ultra fast communication , met us at the property (first time this happens to me at an Airbnb) and walked us thru everything. Gave us all kinds of tips and recommendations. We would recommend this condo and would definitely consider coming back. Thank you!

Beach Front - Dover Beach, St. Lawrence Gap
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!

Penthouse in Port St. Charles
What a fantastic place this is. Port St Charles is a beautiful place to stay with bars, swimming pools and the wonderful beach all within very easy reach, either by foot or via the water taxi service. Oliver's apartment is extremely spacious, comfortable and has a stunning view across the port lagoon. All instructions from Oliver and John were super-clear, check in and out was easy and flexible and everything that we needed was there. This really is a brilliant place to stay and hopefully I will be returning soon. Many thanks to Oliver and John for everything.

No 9, Banyan Court, Barbados
Heidi'a place is a lovely spot, very close to Carlisle Bay. It is clean, spacious and has lots of little things handy for a warm holiday (snorkelling gear, beach floats, etc.). The pool on the premises is clean and very quiet. I even got to visit with some local monkeys that came by to say hello. Heidi is extremely responsive and helpful. The only real downside was the road noise, especially on the master bedroom side, but no fault of the owner or the unit itself. The road noise was mostly noticeable on the weekend. I am a farm girl from Canada, so I'm not used to any noise at all. I think I'm just a bit sensitive! There is a gas station just around the corner which was very handy. There also is a Chinese restaurant just down the street that was tasty and was good value for the money. Thank you for providing a home away from home!

NEW Condo near St. Lawrence Gap
Very beautiful condo, well stocked with everything you need! Condo was very clean We had a great stay Also Andrew was on top of everything for us Thank you again
Quick stats about vacation rentals with a pool in Bridgetown
Total rentals
520 properties
Nightly prices starting at
$57 CAD before taxes and fees
Total number of reviews
11K reviews
Family-friendly rentals
310 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
230 properties have a dedicated workspace
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