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Enterprise Holiday Homes

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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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    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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    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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    Little Eden: the name says it all.1 / 10
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Washer
    • Air Conditioning
    • Housekeeping Included
    • Ocean Views
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 January 2017
    We had our first family holiday in little Eden with our 3 month daughter. Before our trip Phillip was very helpful and always quick to ask my many queries. He greeted us when we...
    Reviewed 9 April 2015
    We had a really good holiday here, the service was great. Philip & Margaret were very friendly & welcoming. The house it's self is in a great location for surfing freights...
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    About this property
    Villa with two airconditioned bedrooms (2 twin beds, 1 double bed), with ceiling fans; Well equipped kitchen, laundry facilities. Opposite Cottonbay beach and surfing at Freights Bay, 7 minutes walk from popular Miami (Enterprise) Beach. 10 minutes walk from Oistins, 25 minutes drive from the...
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    Enterprise, Christ Church Parish BB17135
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, 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 13 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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    Enterprise, Christ Church Parish CH
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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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 11 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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    Enterprise, Christ Church Parish BR1 3RG
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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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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    Enterprise, Christ Church Parish CHCH
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Calypso1 / 20
    (7)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 1 week ago
    A lovely 2-bed, 2-showerroom house very handy for the peaceful Enterprise beach. Also handy for Oistins town and the posh Little Arches hotel with its fantastic Cafe Luna...
    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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    Enterprise, Christ Church Parish CH
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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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    Enterprise, Christ Church Parish BB17135
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Freightsbay House1 / 18
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
    • Housekeeping Included
    • Cable/satellite TV
    • Grill
    • Washer
    • Porch
    • Ocean Views
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 December 2016
    We stayed in the studio apartment at Freights Bay House for 3 weeks Nov/Dec 2016 and it was perfect for us. There is a very spacious studio room with a large double bed which...
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    About this property
    Freightsbay is a 3-bedroom house (Twin/King beds & 1 double bed), sleeps 7; with adjoining Studio (PRICED SEPARATELY - $110.00 pn) which sleeps 2. Both have sea views, opposite Freights Bay/Cottonbay, 6 minutes walk from popular Enterprise Beach, 8 minutes from Oistins, renowned for its Friday...
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    Enterprise, Christ Church Parish BB17135
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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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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    Enterprise, Christ Church Parish BB17135
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Cotton House 1, Apt 1.1 / 40
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Private Garden
    • Wi-Fi
    • Air Conditioning
    • Parking
    • 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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    Enterprise, Christ Church Parish BB17135
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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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 12 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 4 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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    Enterprise, Christ Church Parish BB17135
    Holiday Rental House - 3 Bedrooms, 6 Bathrooms, Sleeps 6
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    Spacious Villa near Miami Beach, Oistins1 / 27
    (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 27 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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    Enterprise, Christ Church Parish BB17135
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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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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    Enterprise, Christ Church Parish 17135
    Condo/Apartment - 2 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
    • Balcony
    • 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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    Enterprise, Christ Church Parish 17135
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Garden
    • DVD Player
    • Air Conditioning
    • Patio
    • Wi-Fi
    • Parking
    Suitability
    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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    Enterprise, Christ Church Parish BB17122
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
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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 19 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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    Enterprise, Christ Church Parish BB17127
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    16, Cotton Bay Close1 / 28
    (9)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 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...
    Reviewed 24 March 2014
    Perfect location for a true Bajan vacation. Manuela was gracious & very helpfull. The description & pictures are a true reflextion of expectations. We could not have wish...
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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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    Enterprise, Christ Church Parish NONE AVAILABLE
    Holiday Rental House - 3 Bedrooms, 3 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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    Enterprise, Christ Church Parish CHCH
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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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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    Enterprise, Christ Church Parish BB17135
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Cottonbay Townhouse1 / 21
    (3)Average
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Washer
    • Balcony
    • Air Conditioning
    • Secure Parking
    • 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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    Enterprise, Christ Church Parish XD01
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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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
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 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 7 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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    Enterprise, Christ Church Parish BB
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Patio
    • Terrace
    • DVD Player
    • Washer
    Suitability
    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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    Enterprise, Christ Church Parish 00000
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Palisades 4A - Surfer's Paradise1 / 24
    (6)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • DVD Player
    • Washer
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    This place is perfect. Great location and great view. The property manager really takes care of our needs. Can,t say enough great things this was my second stay and will return...
    Reviewed 17 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
    Enterprise, Christ Church Parish BB
    Holiday Rental House - 3 Bedrooms, 4 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
    Enterprise, Christ Church Parish 17134
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 12
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Balcony
    • Patio
    • Secure Parking
    • Private Garden
    • Terrace
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Its very comfortable and sutable for persons who Surf since its closer to Surf point & have space to store surfing stuff. Its an adult community can also hold private parties Children is allowed but no pets if you have to smoke please do it on the outside, Stairs are one flight of 6 . It...
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    Enterprise, Christ Church Parish BB246
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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