Windwardside Rentals

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257 Houses

Romantic Beachfront Condo - Waterside 402

Holder's Hill apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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$255

PALM CREST Apt 1B: REDUCED RATES ON SHORT & LONG STAYS. Close to Beaches & Bars

Sunset Crest apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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$81

Carib Edge beachfront penthouse, stunning west coast of Barbados, fully AC

Speightstown apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 1 hour 50 minutes

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$165

Large modern 2-bed townhouse w/shared pool

Rockley condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$115

Panthera Terra #3

Porters apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$173

Fairway Crossings- Luxury Townhouse with ocean views

Speightstown townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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Price per night from

$287

Vida Mejor West Pool

Holetown villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

“Perfection” This was the first time we have booked a private villa and were a little nervous as to what to expect - our concern was unfounded, the villa "did exactly as it said on the tin"! Carlton was excellent and nothing too muc trouble. The location is perfect, near to all restaurants and bars, beach etc. We really didn't want to leave and are looking forward to returning.

Responds fast! avg. 2 hours 55 minutes

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$322

Affordable Luxury on Barbados' Platinum Coast - Stylish 1 Bedroom Apt.

Holetown apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$93

Responds fast! avg. 3 hours 5 minutes

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$240

Tara, Sunset Crest, St. James, Barbados

Sunset Crest villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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$652

Ceiba, Sandy Lane Estate

Sunset Crest villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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$978

Graceville - Barbados West Coast Villa

Lower Carlton villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

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$329

Penthouse Condo With Ocean View - Beacon Hill 305

Mullins apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$420

Beachfront Villa with Plunge Pool - Church Point 2

Holetown villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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$800

Ocean view budget Beachhouse AC 3 bedroom 3 bath Saint Lawrence Gap - Worthing

St. Lawrence Gap house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 46 minutes

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$161

Southern Marsh Vacation Home

Dover house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Paradise Found!!” This was our third visit to Barbados but staying at Southern Marsh made this particular stay outstanding. The house is decorated with impeccable taste. It is very large with four bedrooms and three baths. It's as luxurious as our place back home. The full kitchen, dinning room/living room are complemented by a great backyard for eating al fresco or drinks. Location is perfect. A quiet 2 minutes from St. Lawrence Gap, grocery store and 5 minutes from beautiful Dover beach. The superb quality, value and location makes this the only place to stay in B'dos. The owners were particularly great to deal with and arranged airport transfers and special outings. I want to return today!!!

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$287

Beachfront Bliss Getaway with Pool - Nelson Gay

Speightstown villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 12

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$2,650

Modern Beachfront Condo with Pool - Sapphire 209

St. Lawrence Gap apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“We had an amazing stay at Sapphire Beach.” The concierge team made sure our arrival went smoothly - our driver was waiting for us on arrival and a member of the team was waiting to greet us at Sapphire Beach. The apartment is beautiful and has everything you could wish for. The location is great and it was a wonderful, relaxing holiday.

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$391

Luxury villa & private pool in Holetown, St James. Excellent location!

Holetown villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

“Perfect villa in superb location” Really lovely villa and so handy for everything in Holetown we stayed in a Hotel the previous year ( Colony Club ) but this villa had everything we would wish for and so more private Paulette came in every couple of days and the gardens and pool were kept in first class condition throughout our stay We used Port St Charles a couple of times which was an added bonus when renting here and if you want to get away from the busy beaches this exclusive yacht club is perfect Looking forward to returning next February with friends as we have rebooked already which says it all !

Responds fast! avg. 14 minutes

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Price per night from

$360

212 Golden View

Holetown apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$150

Charming Beachfront Villa - Sunset Reach (2 bed)

Mullins villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$550

Palm Crest Apt 1A: REDUCED RATE ON SHORT & LONG STAYS. Close to Beaches & Bars

Sunset Crest apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$86

Barbados, South coast, Rockley Country Club

Rockley studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$98

Vida Mejor --Waterfall Pool villa

Holetown villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

“Very good location” Carlton was very easy to talk to and ask for help on anything to do with the island. He did all this even before I met him for the first time. So this was setting me up as too how it was to be in person and he was just as pleasant and helpful when we arrived. The house is in a great location and an easy walk to everything you need. We did not see monkeys in the garden but they were on the street in front of the house a few times which was a thrill for us. You will feel very safe in the area where the rental is located as well. The only thing I would have to say that was not up to my liking were the beds. They were really hard and needed a pad on the top of them for more comfort . After being there a week you really felt your back getting sore. One other thing that could have been better was the house keeping. The lady was so sweet and nice to be around I did not dare ask her to do a better job on the floors. It was so minor and we were only there a week so I chose to over look it. I would not even consider staying at another place if I ever get the chance to return. Carlton has my business and I have told others to rent as well from this same place. Well worth the look. Thank You Carlton for the chance to stay at your rental.

Responds fast! avg. 2 hours 55 minutes

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Price per night from

$322

Fairway Views with Private Pool - High Spirits

Mount Standfast villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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Price per night from

$1,050

“Best Of Barbados Cathy & Tony 2012” We recently had the great pleasure of staying in condo Palm Beach Condos. Condo #1. This wonderful condo is owned by a lovely couple whom live there part time and share it with others for enjoyment. It is off the main hwy and very private, quiet and secluded. Condo #1 is very unique in that it is the only corner property facing the the beach with a wonderful balcony with great views of the sunset by evening and water activities by day. Lies 10ft from the beach. There are plenty of water activities available as well as just strolling on the beach and relaxing with restaurants available along the beach. There is a fresh water pool as well. It has a dining/living rm combination which is open air with multiple fans for excellent ventilation for tropical breezes and cooling. The condo is immacuately kept and well furnished. Kitchen has everything thing for cooking equisite meals. The bedroom has a king size bed and is cooled(air con) with multiple fans and very confortable for sleeping with the open windows for the wonderful sound of the surf. It is located within walking distance to grocery shopping, excellent restaurants of various meals,and gift shopping. Bus service is located on main street to take you all over the island. This was a 65th birthday gift for Cathy which will be remembered for a life time. We want everyone to know that is coming to Barbados this is the best place to come and stay. We hope to return soon and will be making our reservation only for condo # 1. The owners and Care taker Pat are a dream to work with and go out of their way to make your stay in their home most enjoyable. Thanks Dayle and George.

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$196

Garden Studio

Holetown studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 43 minutes

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$81

Villa with Incredible Ridge View and Pool - Marsh Mellow

Weston villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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$980

Beachfront Luxury - Coral Cove 2

Paynes Bay apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

“Perfect!” The Mahogany Tree accommodation was just perfect! The unit was clean and every amenity taken care of. Jasmine, our housekeeper, was awesome and her cooking just amazing! We traveled to Barbados for our wedding and we could not have been happier with our choice for accommodation. Walk out to the beach and sunsets by the pool..what else is there?!

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$425

The Condominiums at Palm Beach, Apt 408, Christ Church, Barbados

Hastings apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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$502

Luxury Townhome in Sandy Lane Neighborhood

Paynes Bay house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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$315

Modern Beachfront Condo with Pool - Sapphire 102

St. Lawrence Gap apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$298

Dene Court, Sandy Lane, St. James, Barbados

Sunset Crest villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

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Price per night from

$1,278

Beachfront Rooftop Penthouse with Plunge Pool - Reeds House 1

Reeds Bay apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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Price per night from

$425

Beachfront Bliss with Spa Pool - Reeds House 9

Reeds Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$375

Beachfront Villa with Plunge Pool - Harmony House

Gibbes villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$1,100

Craggy Nook Villas "Hawksbill"

Hastings villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$984

Classic Beachfront Home - Arcadia

Worthing villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$450

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rentals in Windwardside

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