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Holiday Homes in Enterprise

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    Travellers to Enterprise are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    All 27 Rentals in Enterprise
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    SAY GOODBYE TO A 500SF HOTEL ROOM. SAY  HELLO TO 1500SF TOWNHOUSE1 / 14
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Little Eden: the name says it all.1 / 10
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Freightsbay House1 / 18
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Homey 3 Bedroom Townhouse1 / 22
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Patio
    • Washer
    • Private Garden
    • Parking
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 January 2017
    Where do I begin. We had a lovely two week stay at this Cotton Beach home. It's a hop skip and a jump away from the beach. Debbie, the homeowner was a fantastic host. She was...
    Reviewed 23 January 2017
    The title says it all really. My partner Sarah and I spent the most wonderful 10 days in Barbados at this spacious, homely location. The property is only around a 10 minute walk...
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    About this property
    A lovely 3 bedroom 3 bathroom townhouse located in a gated community across the road from a couple of great surf spots - Freights Bay which is ideal for beginners and is right across the road and South Point which is a 5 mintue walk. It is a 10 minutes walk from the beautiful Miami beach. And 10...
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    BB17135, Enterprise, Christ Church Parish
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Ocean view apartment with plunge pools on its spacious roof deck1 / 24
    (6)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Wi-Fi
    • Balcony
    • Ocean Views
    • DVD Player
    • Terrace
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 November 2016
    Second visit and yet again I haven't been let down. Marcia was lovely and very gracious. Pat the owner in constant contact and approachable at all times.Love it, love it, love...
    Reviewed 2 May 2016
    Just got back from a week holiday in Barbados. The apartment was perfect for me. It was cool, clean, comfortable and I felt completely safe. Will definitely love to stay again...
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    About this property
    Coral Haven is a condominium complex consisting of 8 apartments. Our first floor 2-bed apartment gives breathtaking sea views from its balcony and the roof terrace. The apartment is well furnished and equipped with the home from home comforts you will need making it an ideal base for your...
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    BB 25003, Enterprise, Christ Church Parish
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Balcony
    • Terrace
    • Housekeeping Included
    • Wi-Fi
    • Washer
    • Secure Parking
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Very spacious, fully equipped, modern, breezy, very quiet and peaceful condos. Refreshing outdoor pool. In Walking distance of several beaches. Centrally located in a recidential area near to Oistins. 10 min. drive from Airport, yet not affected by plane noise. 5 min. walk to surfer's paradise...
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    17135, Enterprise, Christ Church Parish
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Tremont Spacious 4 Bed House1 / 25
    (2)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Housekeeping Included
    • Balcony
    • Patio
    • Hot Tub
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 May 2017
    We just had a very pleasant stay at Tremont the house is very spacious and has everything you need would recommend it to anyone
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    About this property
    Ema Property Partnerships are proud to offer this spacious air conditioned 4 bedroom detached holiday home (sleeps up to 12), is waiting for you on the beautiful south coast of Barbados. This part of the island, with its charming cerulean waters, is perfect if you are looking for quiet vacation...
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    CH, Enterprise, Christ Church Parish
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Beautiful condo with gorgeous ocean views - 2 bed, 1 bath upstairs apartment1 / 15
    (6)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Ocean Views
    • Housekeeping Included
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 March 2018
    Stayed here for two weeks mid Feb 2018. Booking process with Alison via Holiday Lettings gave confidence. All communications were good and Sara the representative was...
    Reviewed 23 January 2018
    It was our first time in Barbados and we stayed here. Lovely and very well equipped apartment with internet and access to the rooftop where there is a plunge pool. It has a sea...
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    About this property
    Beautiful holiday apartment for rent on the desirable and envious South coast of Barbados. This contemporary furnished 2 bed, 1 bath top floor apt has amazing views of the sea. Well equipped with everything to make your holiday a peaceful and relaxing one. Features include laundry room, high speed...
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    BB030100, Enterprise, Christ Church Parish
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Seriento1 / 24
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Air Conditioning
    • DVD Player
    • Parking
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 April 2018
    Wonderful accommodation with beautiful surroundings. Right next to a quiet idyllic beach and a short walk away from oistins!!
    Reviewed 22 July 2015
    We've just come back from staying at this great apartment. Booking was easy & communication with David (Owner) was on point. You can be apprehensive about renting an...
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    About this property
    What our previous guests think We surveyed some of our previous guests (187 respondents) to find out why they enjoyed staying at Seriento so much. Here is the list of top 5 reasons stated by our guests: 1. Location of Seriento on the island 'The house was close enough to Miami beach yet not...
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    BR1 3RG, Enterprise, Christ Church Parish
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    3 Bedroom Townhouse in Great Location1 / 14
    (2)Very good
    3 Bedrooms, 6 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Patio
    • Washer
    • Private Garden
    • Air Conditioning
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 January 2017
    Thank you Debbie for this wonderful haven. These accommodations were exactly what we wanted. Spacious, clean and a nice quiet home. Everything was more than we had expected...
    Reviewed 3 February 2016
    My husband and I stayed at #6 Cotton Bay Close for a total of 28 days. The townhouse has 3 bedrooms and 3 bathrooms. We had friends stay with us for a portion of our time...
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    About this property
    A 3 bedroom 3 bathroom townhouse in a great location. Master Bedroom and 2nd Bedroom are located upstairs with walk in closets and en suite bathrooms. 3rd bedroom is located downstairs with a bathroom right next to it which also acts as the guest bathrom. The Living, Dining and Kitchen are open...
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    Location Information
    BB17135, Enterprise, Christ Church Parish
    Holiday Rental House - 3 Bedrooms, 6 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Patio
    • Secure Parking
    • Balcony
    • Grill
    • Cable/satellite TV
    • Ocean Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a very well presented spacious 2 bed apartment within 2 minutes walk of the beach, with views of the sea and is fully equipped for a relaxing beach holiday. The apartment has two bedroom one of which is ensuite. It also has king size beds which can be uncoupled to provide four single...
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    CHCH, Enterprise, Christ Church Parish
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Calypso1 / 20
    (6)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Parking
    • Wi-Fi
    • Private Garden
    • Air Conditioning
    • Washer
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 May 2011
    Delighted with the Villa. A little out of the way though. Needed a car even though we were told we didn't. No essential supply basket on arrival as promised. My elderly but...
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    About this property
    Located on the south coast of Barbados, 'Calypso' offers you an unforgettable vacation! <BR><BR>Calypso is located just three minutes’ walk from the beach, on the outskirts of Oistins. Quiet and peaceful, yet only 10 minutes by car/bus from the popular St. Lawrence Gap where some of Barbados'...
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    Location Information
    CH, Enterprise, Christ Church Parish
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Comfortable newly renovated somewhat on the rustic side studio apartment on private property, right on Freight's bay Beach. This studio apartment is attached to our home with it own entrance, self contained, with an outside sitting patio area, with shared access to the beach, it is designed with...
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    BB17135, Enterprise, Christ Church Parish
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Airy, spacious Villa near Miami Beach, Oistins1 / 29
    (2)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Washer
    • Secure Parking
    • Cable/satellite TV
    • Private Garden
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 January 2017
    When I first inquired about the rental was to ensure that the rental was close to the beach and had wifi. Yes the rental had wifi however the router was in the downstairs...
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    About this property
    Simply delightful 4 bedroom 3 bath gated villa in Enterprise minutes from the most gorgeous beach on the South Coast namely Miami Beach where you can lounge in the shade or bask in the sun and have lunch at the excellent Mr Delicious and enjoy his home made fish cakes and coconut punch and much...
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    BB17135, Enterprise, Christ Church Parish
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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    16, Cotton Bay Close1 / 28
    (10)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Wi-Fi
    • Grill
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 May 2016
    Stayed at 16 CBC for 9 weeks which was absolutely first class. Robin and Kaye are very accommodating (sorry for pun!). Everything we could have wished for was provided. Firstly...
    Reviewed 20 June 2014
    We stayed at Cotton Bay for 1 week in January.The house is great with everything you could need. The location is quiet and peaceful and just a few minutes walk from lovely sandy...
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    About this property
    Our villa is in an ideal location on the south of the island where there are many beautiful beaches. Within a five minute drive you could be surfing, body boarding, wind surfing and kite surfing or just relaxing on pure white sand next to crystal blue seas. The Barbados golf club is just a five...
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    NONE AVAILABLE, Enterprise, Christ Church Parish
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Sea Coast Villas Ground Floor1 / 26
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Balcony
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 February 2015
    Owner was friendly, accommodating and any issues raised were dealt with in a prompt and professional manner. The property is located a little off the main road offering a...
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    About this property
    Sandy Beaches is a large ground floor 2 bedroom apartment just 2 minutes walk to the nearest beach. It is a fully fitted out apartment with two bathrooms, two double bedrooms and 3 large balcony area, ideal for outdoor dining. This property has recently been refurbish and is new to the market...
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    CHCH, Enterprise, Christ Church Parish
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Washer
    • Grill
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    These semi-detached villas are located in a gated-community with private road access, 350m from the beach. They offer three bedrooms upstairs; one with a queen size bed and the second bedroom has 2 single beds that can join together - these two share a bathroom with shower - and the Master bedroom,...
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    Location Information
    17134, Enterprise, Christ Church Parish
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 12
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    20 Cotton Bay Close1 / 16
    (11)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Balcony
    • Patio
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 September 2017
    Beautiful location. Had a warm welcome and nothing was to much trouble.The house was light and airy and spotlessly clean.Definitely would recommend
    Reviewed 18 October 2016
    I have stayed in various houses around the island and this has to be one of the most impressive. Spacious, safe and homely, what more could you ask for from a holiday rental.The...
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    About this property
    This 3 bedroom, 3 bathroom home is located on a quiet street, in a gated community on the south coast of the island. The property is located near the end of a cul-de-sac with very limited traffic flow and makes a wonderful home away from home for couples and families alike (Occupancy permitted - 6...
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    BB17127, Enterprise, Christ Church Parish
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Palisades 6A - Modern and Comfortable1 / 13
    (5)Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 March 2018
    My family and I honestly had the best time while staying on Barbados at Palisades 6A. A few of us got to surf every morning and evening right out front at Freights Bay! My...
    Reviewed 6 April 2016
    This was our 2nd time staying in this condo. We traveled with our adult son and another couple and stayed for 10 days during February and March. This condo is very modern...
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    About this property
    The Palisades is a new townhouse community located along the south coast of Barbados – only a short 10 minute drive from the airport. It is steps away from one of the most popular surfing spots on the Island - Freight's Bay. Within walking distance of the popular Enterprise Beach, it is also only...
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    BB, Enterprise, Christ Church Parish
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Cotton House 1, Apt 1.1 / 33
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Private Garden
    • Wi-Fi
    • Air Conditioning
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 March 2018
    Thank you Larry Regan & .Pru.Just spent 45Days in a perfect location with perfect hosts.Easy access to local shops.banks post office an added bonus.The veranda was a added...
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    About this property
    Simple, Basic, more on the rustic side, beach front apartment attached to our home, very close to the oistins town, walking distance from Public reliable transportation. Nestle on Freight's bay, ideal for surfers and paddle boarding. We would like to invite you to view our Studio apartment...
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    BB17135, Enterprise, Christ Church Parish
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Garden
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located at 18 Golden Plover, Inch Marlow Christ Church. Fully furnished and perfect for families staying for longer periods of time. Cabinets are child locked, back yard with room to play. 2 of the bedrooms have air conditioning units. 5 minute walk to the beach. Quiet neighbourhood, walking...
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    BB17122, Enterprise, Christ Church Parish
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
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    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
    • Ocean Views
    • Wi-Fi
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    • Terrace
    • Air Conditioning
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Comfortable breezy Studio, with optional King-sized bed or two twin beds; tub bath/shower, bidet and toilet, small private garden/sitting area, 32' flatscreen TV, kitchenette, sea view. Opposite Cottonbay beach and surfing at Freights Bay; 7 minutes walk from popular Miami (Enterprise) Beach. 10...
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    Location Information
    17135, Enterprise, Christ Church Parish
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in a quiet closed gated community on the south coast of the island. 10 mins walk to the beach and across the road from a great surfing spot. Great neighbourhood for families with kids or for surfers wanting to be walking distance to the surf. The Master bedroom and 2nd bedroom are...
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    BB17135, Enterprise, Christ Church Parish
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Palisades 4A - Surfer's Paradise1 / 24
    (5)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • DVD Player
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 June 2015
    This was our 7th time in Barbados but our first stay at Palisades, I must say it as to be one of the best, we had a wonderful time. The house is very comfortable and...
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    About this property
    The Palisades is a newly constructed (2010), intimate townhouse community located in the south of Barbados, steps away from the surfing delights of Freight's Bay, and within walking distance of the popular Enterprise Beach. The Palisades is a 10 minute drive from the airport, 15 minutes from...
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    Location Information
    BB, Enterprise, Christ Church Parish
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Cottonbay Townhouse1 / 21
    (4)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Washer
    • Balcony
    • Air Conditioning
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    • DVD Player
    • Cable/satellite TV
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The comfort of guests is a priority. Upstairs consists of 2 air-conditioned bedrooms (the master with a Queensize Four Poster bed, En suite and Dressing Room). The second bedroom also has an En suite, Dressing Room with twin beds. The third bedroom is downstairs which is suitable for the elderly or...
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    XD01, Enterprise, Christ Church Parish
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Patio
    • Terrace
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Suncatcher is a modern conceptual apartment, that has a vibrant Modern - Victorian detailed interior layout, with custom decals and, a variety of special colored acrylic countertops for both the kitchen and bathroom areas. Located within a very peaceful area the property sits right next to long...
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    00000, Enterprise, Christ Church Parish
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Ocean Views
    • Washer
    • Secure Parking
    • Patio
    • Wi-Fi
    • Waterfront
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Enterprise House has 3 bedrooms and 2 bathrooms with living-dining area with phone, radio/CD player, cable TV , wireless internet and a fully equipped kitchen with a big fridge, big stove, microwave, coffee machine, toaster and laundry with washing machine. Linen, towels and beach towels are...
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    Location Information
    1234, Enterprise, Christ Church Parish
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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