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Enterprise Family & Kid Friendly Rentals

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    Travelers to Enterprise are booking February dates now. Secure your vacation rental today, and have the perfect trip.
    26 Matching Rentals in EnterpriseView all 30 rentals
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    20 Cotton Bay Close1 / 16
    (12)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    SAY GOODBYE TO A 500SF HOTEL ROOM. SAY  HELLO TO 1500SF TOWNHOUSE1 / 16
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Sea Coast Villas Ground Floor1 / 36
    (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 February 17, 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
    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
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    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 12, 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
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 12
    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 January 19, 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 April 8, 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
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Palisades 4A1 / 24
    (7)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Grill
    • Patio
    • DVD Player
    • Wi-Fi
    • Washer
    • Housekeeping Included
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 18, 2018
    Palisades is a great place to stay! My brother and I booked this villa as a base to stay with our families whilst visiting our parents and attending a family wedding. The...
    Reviewed June 1, 2018
    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...
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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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    Enterprise, Christ Church Parish BB
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Comfortable  Holiday Home with Pool in Perfect Location : Miami Beach + Freights1 / 23
    (9)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Washer
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Patio
    • Internet Access
    • Housekeeping Included
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Enterprise, Christ Church Parish
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    3 Bedroom Townhouse in Great Location1 / 14
    (3)Very good
    3 Bedrooms, 6 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Patio
    • Washer
    • Private Yard
    • Air Conditioning
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    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 25, 2018
    Loved staying at this property,it was very clean and bedrooms spacious. House is on very quiet gated community road and a 15 - 20 walk to Oistins which is the main town.Also...
    Reviewed January 11, 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...
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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
    Rental Home - 3 Bedrooms, 6 Bathrooms, Sleeps 6
    Palisades 6A1 / 9
    (5)Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Parking
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 28, 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 April 6, 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 a...
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    Location Information
    Enterprise, Christ Church Parish BB
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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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
    Freights Bay Mews1 / 27
    (1)Average
    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
    Reviewed March 13, 2019
    This so called Villa #1 is sadly lacking in many respects..eglack of Pillows for all beds( pillows provided were thin and horrible), Microwave not working, Cable TV constantly...
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    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
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 12
    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 December 9, 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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A bright upper-floor apartment located on the South Coast with close access to beaches and amenities - Damaris is a great choice for any guests looking to enjoy Barbados from a more budget-friendly and adventurous place. Just a few minutes driving from three different beaches including Miami Beach...
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    Enterprise, Christ Church Parish BB12345
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A bright ground-floor apartment located on the South Coast with close access to beaches and amenities - Alexandria is a great choice for any guests looking to enjoy Barbados from a more budget-friendly and adventurous place. Just a few minutes driving from three different beaches including Miami...
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    Enterprise, Christ Church Parish BB12345
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Housekeeping Included
    • Washer
    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located directly opposite the popular Miami Beach on the island's South Coast, Kirwatha is a spacious and comfortable 3-bedroom, 3-bathroom villa. All of the bedrooms are air-conditioned to ensure that you remain cool on the inside despite the tropical heat on the outside. The property is fully...
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    Enterprise, Christ Church Parish BB17133
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
    • Private Yard
    • Cable/satellite TV
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    Suitability
    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
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Enterprise, Christ Church Parish
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Cottonbay Townhouse1 / 21
    (5)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    • Balcony
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    • DVD Player
    • Cable/satellite TV
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 3, 2018
    I was met at the property and given a tour to all the amenities and how everything works. Basic necessities (including snacks) were provided which helps after a long flight and...
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    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
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Enterprise, Christ Church Parish 17129
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Ocean Views
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *LIMITED TIME ONLY: ASK US ABOUT 15% OFF WEST JET FLIGHTS* Modern, Mediterranean-style 2 bedroom, 2 bathroom condo with an open concept, a large patio ideal for eating and relaxing with family and/or friends, and a shared outdoor pool. Our condo is perfect for families or a group of...
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    Enterprise, Christ Church Parish 17134
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 7
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Smoking allowed
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    Enterprise, Christ Church Parish
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Yard
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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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    Enterprise, Christ Church Parish BB17122
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 4
    Three bedroom home close to Freights Bay1 / 33
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
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    Enterprise, Christ Church Parish
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Smoking allowed
    About this property
    Converted farmhouse on the South Coast of Barbados. Main building will constitute 2 ground floor private apartments with their own patio areas front and back, sharing gardens and a pool. Currently undergoing renovation and furnishing, will be available for holiday rentals from December 2019....
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    Enterprise, Christ Church Parish BB17135
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    Calypso1 / 20
    (7)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 6, 2018
    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 May 21, 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
    Enterprise, Christ Church Parish CH
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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