Apartments in Enterprise and Estates - Holiday Lettings - Holiday Rentals Enterprise

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1,893 Holiday homes

(11) Excellent 

    16

    Holiday townhouse with swimming pool in Enterprise

    Enterprise / Cottonbay

    3 6 7 nights min

    • 3 bedrooms
    • sleeps 6
    • 7 nights min
    • Nearest beach 1 km
    • Swimming pool
    • Child friendly

    from £143 / night

    £1,001 - £1,109 / week

    Book View

    from £143 / night

    (8) Excellent 

    Certificate of Excellence

      15

      Enterprise holiday apartment rental

      Christ Church Parish / Enterprise

      2 4 7 nights min

      • 2 bedrooms
      • sleeps 4
      • 7 nights min
      • Swimming pool
      • Air conditioning

      Certificate of Excellence

      from £81 / night

      £561 - £630 / week

      Book View

      Responds fast!
      avg. 2 hours 22 minutes

      from £81 / night

      (2) Very Good 

        27

        Holiday townhouse in Enterprise

        Enterprise / Enterprise

        4 6 7 nights min

        • 4 bedrooms
        • sleeps 6
        • 7 nights min
        • Nearest beach 1 km
        • Child friendly
        • Air conditioning

        from £168 / night

        £1,176 / week

        Book View

        Responds fast!
        avg. 3 hours 23 minutes

        from £168 / night

        (2) Excellent 

          10

          Holiday home in Enterprise

          Enterprise / Cottonbay

          2 4 3 nights min

          • 2 bedrooms
          • sleeps 4
          • 3 nights min
          • Beach / lakeside relaxation
          • Nearest beach 0.1 km
          • Child friendly

          from £105 / night

          £731 / week

          Book View

          from £105 / night

            39

            Enterprise holiday apartment rental

            Enterprise / Enterprise

            2 6 7 nights min

            • 2 bedrooms
            • sleeps 6
            • 7 nights min
            • Nearest beach 0.1 km
            • Child friendly
            • Car not necessary

            from £92 / night

            £642 / week

            Book View

            from £92 / night

              14

              Enterprise holiday home rental

              Christ Church Parish / Enterprise

              3 6 5 nights min

              • 3 bedrooms
              • sleeps 6
              • 5 nights min
              • Child friendly
              • Air conditioning
              • Private garden

              from £140 / night

              £975 / week

              Book View

              from £140 / night

              (5) Very Good 

                21

                Enterprise holiday home rental

                Christ Church Parish / Enterprise

                3 8 7 nights min

                • 3 bedrooms
                • sleeps 8
                • 7 nights min
                • Beach / lakeside relaxation
                • Nearest beach 0.4 km
                • Child friendly

                from £110 / night

                £770 - £880 / week

                Enquire View

                from £110 / night

                  6

                  Holiday studio in Enterprise

                  Christ Church Parish / Enterprise

                  Studio 2 3 nights min

                  • Studio
                  • sleeps 2
                  • 3 nights min
                  • Beach / lakeside relaxation
                  • Nearest beach 0.1 km
                  • Child friendly

                  from £96 / night

                  £609 / week

                  Book View

                  from £96 / night

                  (1) Very Good 

                    36

                    Holiday apartment in Enterprise

                    Enterprise / Cottonbay

                    2 6 4 nights min

                    • 2 bedrooms
                    • sleeps 6
                    • 4 nights min
                    • Beach / lakeside relaxation
                    • Child friendly
                    • Air conditioning

                    from £92 / night

                    £630 - £1,031 / week

                    Book View

                    from £92 / night

                    (3) Very Good 

                      14

                      Holiday townhouse in Cottonbay

                      Enterprise / Cottonbay

                      3 6 5 nights min

                      • 3 bedrooms
                      • sleeps 6
                      • 5 nights min
                      • Child friendly
                      • Air conditioning
                      • Private garden

                      from £149 / night

                      £1,042 / week

                      Book View

                      from £149 / night

                      (3) Excellent 

                        24

                        Enterprise holiday townhouse rental

                        Enterprise / Enterprise

                        2 5 3 nights min

                        • 2 bedrooms
                        • sleeps 5
                        • 3 nights min
                        • Beach / lakeside relaxation
                        • Nearest beach 0.3 km
                        • Child friendly

                        from £103 / night

                        £859 / week

                        Book View

                        from £103 / night

                        (1) Excellent 

                          18

                          Holiday home in Enterprise

                          Enterprise / Cottonbay

                          3 7 3 nights min

                          • 3 bedrooms
                          • sleeps 7
                          • 3 nights min
                          • Beach / lakeside relaxation
                          • Nearest beach 0.1 km
                          • Child friendly

                          from £118 / night

                          £793 - £1,525 / week

                          Book View

                          from £118 / night

                          (2) Very Good 

                            26

                            Home rental in Enterprise

                            Enterprise / Enterprise

                            4 12 7 nights min

                            • 4 bedrooms
                            • sleeps 12
                            • 7 nights min
                            • Beach / lakeside relaxation
                            • Nearest beach 2 km
                            • Child friendly

                            from £172 / night

                            £1,603 - £2,485 / week

                            Book View

                            from £172 / night

                              12

                              Enterprise holiday apartment rental

                              Christ Church Parish / Enterprise

                              1 2 5 nights min

                              • 1 bedroom
                              • sleeps 2
                              • 5 nights min
                              • Nearest beach 2 km

                              from £36 / night

                              £249 / week

                              Book View

                              from £36 / night

                                27

                                Holiday apartment in Enterprise

                                Christ Church Parish / Enterprise

                                1 2 5 nights min

                                • 1 bedroom
                                • sleeps 2
                                • 5 nights min
                                • Nearest beach 2 km

                                from £42 / night

                                £289 / week

                                Book View

                                from £42 / night

                                  15

                                  Holiday home in Enterprise

                                  Christ Church Parish / Enterprise

                                  3 6 5 nights min

                                  • 3 bedrooms
                                  • sleeps 6
                                  • 5 nights min
                                  • Child friendly

                                  from £201 / night

                                  £1,403 / week

                                  Book View

                                  from £201 / night

                                  (2) Excellent 

                                    14

                                    Holiday home in Enterprise

                                    Christ Church Parish / Enterprise

                                    3 7 3 nights min

                                    • 3 bedrooms
                                    • sleeps 7
                                    • 3 nights min
                                    • Child friendly

                                    from £170 / night

                                    £1,132 - £1,284 / week

                                    Book View

                                    from £170 / night

                                    (7) Excellent 

                                      24

                                      Holiday villa in Enterprise

                                      Christ Church Parish / Enterprise

                                      3 6 min stay varies

                                      • 3 bedrooms
                                      • sleeps 6
                                      • min stay varies
                                      • Child friendly
                                      • Air conditioning

                                      from £177 / night

                                      £1,234 / week

                                      Enquire View

                                      from £177 / night

                                      (1) Excellent 

                                        43

                                        Studio rental in Enterprise

                                        Christ Church Parish / Enterprise

                                        Studio 2 3 nights min

                                        • Studio
                                        • sleeps 2
                                        • 3 nights min
                                        • Air conditioning
                                        • Private garden

                                        from £44 / night

                                        £305 / week

                                        Book View

                                        Responds fast!
                                        avg. 1 hour 27 minutes

                                        from £44 / night

                                          20

                                          Enterprise holiday apartment rental

                                          Christ Church Parish / Enterprise

                                          2 4 7 nights min

                                          • 2 bedrooms
                                          • sleeps 4
                                          • 7 nights min
                                          • Nearest beach 0.5 km
                                          • Swimming pool
                                          • Child friendly

                                          from £131 / night

                                          £915 - £1,281 / week

                                          Book View

                                          from £131 / night

                                            13

                                            Holiday home in Enterprise

                                            Christ Church Parish / Enterprise

                                            3 4 14 nights min

                                            • 3 bedrooms
                                            • sleeps 4
                                            • 14 nights min
                                            • Nearest beach 0.25 km
                                            • Child friendly
                                            • Car not necessary

                                            from £74 / night

                                            £697 / week

                                            Book View

                                            from £74 / night

                                            (5) Very Good 

                                              9

                                              Holiday villa in Enterprise

                                              Christ Church Parish / Enterprise

                                              3 6 min stay varies

                                              • 3 bedrooms
                                              • sleeps 6
                                              • min stay varies
                                              • Child friendly
                                              • Air conditioning

                                              from £177 / night

                                              £1,234 / week

                                              Enquire View

                                              from £177 / night

                                              (1) Excellent 

                                                46

                                                Holiday apartment in Enterprise

                                                Christ Church Parish / Enterprise

                                                1 3 3 nights min

                                                • 1 bedroom
                                                • sleeps 3
                                                • 3 nights min
                                                • Air conditioning
                                                • Private garden

                                                from £66 / night

                                                £392 / week

                                                Book View

                                                Responds fast!
                                                avg. 1 hour 27 minutes

                                                from £66 / night

                                                (1) Average 

                                                  27

                                                  Holiday villa rental

                                                  Enterprise / Cottonbay

                                                  3 12 5 nights min

                                                  • 3 bedrooms
                                                  • sleeps 12
                                                  • 5 nights min
                                                  • Beach / lakeside relaxation
                                                  • Nearest beach 0.6 km
                                                  • Swimming pool

                                                  from £157 / night

                                                  £1,098 / week

                                                  Book View

                                                  Responds fast!
                                                  avg. 1 hour 55 minutes

                                                  from £157 / night

                                                    26

                                                    Holiday condo with shared pool in Enterprise

                                                    Christ Church Parish / Enterprise

                                                    2 7 5 nights min

                                                    • 2 bedrooms
                                                    • sleeps 7
                                                    • 5 nights min
                                                    • Swimming pool
                                                    • Child friendly
                                                    • Air conditioning

                                                    from £140 / night

                                                    £975 - £2,076 / week

                                                    Book View

                                                    from £140 / night

                                                      24

                                                      Holiday condo with shared pool in Enterprise

                                                      Christ Church Parish / Enterprise

                                                      2 4 5 nights min

                                                      • 2 bedrooms
                                                      • sleeps 4
                                                      • 5 nights min
                                                      • Swimming pool
                                                      • Air conditioning

                                                      from £142 / night

                                                      £993 - £1,651 / week

                                                      Book View

                                                      from £142 / night

                                                      Great rentals within 20 miles that match your search

                                                      Distance approx 0.1 miles from Enterprise Show on Map

                                                      (12) Excellent 

                                                        20

                                                        Holiday apartment in Landsdown

                                                        Christ Church Parish / Landsdown

                                                        3 6 7 nights min

                                                        • 3 bedrooms
                                                        • sleeps 6
                                                        • 7 nights min
                                                        • Beach / lakeside relaxation
                                                        • Nearest beach 0.5 km
                                                        • Child friendly

                                                        from £97 / night

                                                        £676 - £745 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 2 hours 55 minutes

                                                        from £97 / night

                                                        Distance approx 15.88 miles from Enterprise

                                                        (6) Excellent 

                                                          26

                                                          Holiday penthouse rental

                                                          Saint Peter Parish / Speightstown

                                                          2 5 7 nights min

                                                          • 2 bedrooms
                                                          • sleeps 5
                                                          • 7 nights min
                                                          • Beach / lakeside relaxation
                                                          • Nearest beach 0.1 km
                                                          • Swimming pool

                                                          from £25 / night

                                                          £172 - £3,779 / week

                                                          Book View

                                                          from £25 / night

                                                          Distance approx 12.72 miles from Enterprise

                                                          (15) Excellent 

                                                            10

                                                            Porters holiday villa let

                                                            Saint James Parish / Porters

                                                            2 6 min stay varies

                                                            • 2 bedrooms
                                                            • sleeps 6
                                                            • min stay varies
                                                            • Beach / lakeside relaxation
                                                            • Swimming pool
                                                            • Child friendly

                                                            from £155 / night

                                                            £1,085 / week

                                                            Enquire View

                                                            from £155 / night

                                                            Distance approx 6.56 miles from Enterprise

                                                              16

                                                              Holiday apartment in Garrison

                                                              Saint Michael Parish / Garrison

                                                              2 4 1 night min

                                                              • 2 bedrooms
                                                              • sleeps 4
                                                              • 1 night min
                                                              • Child friendly
                                                              • Air conditioning

                                                              from £65 / night

                                                              £453 / week

                                                              Book View

                                                              Responds fast!
                                                              avg. 2 hours 31 minutes

                                                              from £65 / night

                                                              Distance approx 4.05 miles from Enterprise

                                                              (1) Very Good 

                                                                20

                                                                Rockley holiday apartment let

                                                                Christ Church Parish / Rockley

                                                                1 3 min stay varies

                                                                • 1 bedroom
                                                                • sleeps 3
                                                                • min stay varies
                                                                • Beach / lakeside relaxation
                                                                • Child friendly
                                                                • Car not necessary

                                                                from £82 / night

                                                                £574 / week

                                                                Book View

                                                                from £82 / night

                                                                Distance approx 2.69 miles from Enterprise

                                                                (2) Average 

                                                                  10

                                                                  Dover holiday apartment rental

                                                                  Christ Church Parish / Dover

                                                                  2 2 3 nights min

                                                                  • 2 bedrooms
                                                                  • sleeps 2
                                                                  • 3 nights min
                                                                  • Nearest beach 0.5 km
                                                                  • Car not necessary
                                                                  • Private garden

                                                                  from £54 / night

                                                                  £373 / week

                                                                  Book View

                                                                  from £54 / night

                                                                  Distance approx 12.8 miles from Enterprise

                                                                    14

                                                                    Mount Standfast holiday townhouse rental

                                                                    Saint James Parish / Mount Standfast

                                                                    2 4 min stay varies

                                                                    • 2 bedrooms
                                                                    • sleeps 4
                                                                    • min stay varies
                                                                    • Child friendly

                                                                    from £266 / night

                                                                    £2,700 / week

                                                                    Book View

                                                                    Responds fast!
                                                                    avg. 2 hours 19 minutes

                                                                    from £266 / night

                                                                    Distance approx 11.82 miles from Enterprise

                                                                      14

                                                                      Holiday home rental

                                                                      Saint James Parish / Holetown

                                                                      2 2 5 nights min

                                                                      • 2 bedrooms
                                                                      • sleeps 2
                                                                      • 5 nights min
                                                                      • Child friendly
                                                                      • Air conditioning

                                                                      from £190 / night

                                                                      £1,329 / week

                                                                      Book View

                                                                      Responds fast!
                                                                      avg. 3 minutes

                                                                      from £190 / night

                                                                      Distance approx 12.37 miles from Enterprise

                                                                        5

                                                                        Holiday villa in Porters

                                                                        Saint James Parish / Porters

                                                                        3 6 min stay varies

                                                                        • 3 bedrooms
                                                                        • sleeps 6
                                                                        • min stay varies
                                                                        • Child friendly
                                                                        • Air conditioning

                                                                        from £389 / night

                                                                        £2,718 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 3 minutes

                                                                        from £389 / night

                                                                        Distance approx 10.73 miles from Enterprise

                                                                          8

                                                                          Apartment rental in Paynes Bay

                                                                          Saint James Parish / Paynes Bay

                                                                          3 6 min stay varies

                                                                          • 3 bedrooms
                                                                          • sleeps 6
                                                                          • min stay varies
                                                                          • Child friendly
                                                                          • Air conditioning

                                                                          from £807 / night

                                                                          £5,647 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 3 minutes

                                                                          from £807 / night

                                                                          Distance approx 12.78 miles from Enterprise

                                                                            24

                                                                            Holiday villa with swimming pool in Mount Standfast

                                                                            Saint James Parish / Mount Standfast

                                                                            2 4 min stay varies

                                                                            • 2 bedrooms
                                                                            • sleeps 4
                                                                            • min stay varies
                                                                            • Swimming pool
                                                                            • Ask owner if suitable for children
                                                                            • Air conditioning

                                                                            from £340 / night

                                                                            £2,376 / week

                                                                            Book View

                                                                            from £340 / night

                                                                            Distance approx 5.03 miles from Enterprise

                                                                              10

                                                                              Hastings holiday home rental

                                                                              Christ Church Parish / Hastings

                                                                              3 6 5 nights min

                                                                              • 3 bedrooms
                                                                              • sleeps 6
                                                                              • 5 nights min
                                                                              • Nearest beach 0 km
                                                                              • Child friendly
                                                                              • Car not necessary

                                                                              from £266 / night

                                                                              £1,676 - £2,917 / week

                                                                              Book View

                                                                              Responds fast!
                                                                              avg. 3 hours 23 minutes

                                                                              from £266 / night

                                                                              Distance approx 6.59 miles from Enterprise

                                                                                6

                                                                                Apartment rental in Bridgetown

                                                                                Saint Michael Parish / Bridgetown

                                                                                1 2 3 nights min

                                                                                • 1 bedroom
                                                                                • sleeps 2
                                                                                • 3 nights min
                                                                                • Child friendly

                                                                                from £44 / night

                                                                                £302 / week

                                                                                Book View

                                                                                from £44 / night

                                                                                Distance approx 15.94 miles from Enterprise

                                                                                  9

                                                                                  Holiday home in Speightstown

                                                                                  Saint Peter Parish / Speightstown

                                                                                  4 8 5 nights min

                                                                                  • 4 bedrooms
                                                                                  • sleeps 8
                                                                                  • 5 nights min
                                                                                  • Child friendly

                                                                                  from £302 / night

                                                                                  £2,114 - £2,567 / week

                                                                                  Book View

                                                                                  Responds fast!
                                                                                  avg. 2 hours 19 minutes

                                                                                  from £302 / night

                                                                                  Top Destination reviews

                                                                                  Cottonbay Townhouse
                                                                                  Excellent location

                                                                                  The house met our expectations with excellent local service. The location to all amenities was superb. One minor comment is that the table outside could have been bigger to seat 6 people. … see more
                                                                                  20 Cotton Bay Close
                                                                                  Repeat guest - many times over

                                                                                  This holiday villa has been our yearly destination for 6 years in a row. After our first encounter we knew we've found the right destination for our young family. What drew us to the property was the safety for our toddler around the pool; no access to young children. The pool itself is a rarity in this complex because of its large size and the only one with a poured cement pool deck to relax on and to keep feet clean. We love that it's at the end of the closed road; again for our child's safety as she plays and quiet when she sleeps. We've used a car for our stays but we've also chosen to walk to the beach just for some exercise; Enterprise beach is incredible and only moments away. We've travelled with another young family in the past and the home fit everyone comfortably given the private bathrooms for all bedrooms. See you again next year!!see more
                                                                                  Spacious Villa near Miami Beach, Oistins
                                                                                  Spacious, comfortable, clean villa.

                                                                                  We were a group of four friends traveling without a car and this place suited our needs perfectly. We stayed one week but I can imagine staying much longer comfortably. There was everything we needed: comfortable beds, plenty of space, a well-stocked kitchen with lots of equipment and appliances, a dishwasher, and laundry. There's also a garage. The neighborhood is quiet and residential and seems like a mix of locals and a small number of vacation rentals. It did not feel like a touristy district in the very best possible way. The villa is walking distance from one upscale restaurant and other laid back places to eat. The supermarket is about a mile away. It's 15-20 mins walk to the nearest beach (white sand, no seaweed, calm water for swimming -- truly gorgeous). This place might not suit families with young children unless you are traveling with a car because there are no sidewalks on the roads. That was really the only minor annoyance about the location. Also, the hot water wasn't completely reliable but I think that might be a problem on the island generally. If those aren't concerns, I would highly recommend this place. For the price, it's an excellent deal.see more

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