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

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1,194 Holiday homes

    24

    Holiday home rental

    Florida / Longwood

    4 8 min stay varies

    • 4 bedrooms
    • sleeps 8
    • min stay varies
    • Swimming pool
    • Child friendly
    • Air conditioning

    from £191 / night

    £1,335 / week

    Book View

    Responds fast!
    avg. 58 minutes

    from £191 / night

      27

      Holiday home in Longwood

      Florida / Longwood

      4 9 min stay varies

      • 4 bedrooms
      • sleeps 9
      • min stay varies
      • Child friendly
      • Air conditioning

      from £122 / night

      £853 / week

      Book View

      Responds fast!
      avg. 58 minutes

      from £122 / night

        24

        Holiday home in Longwood

        Florida / Longwood

        4 8 min stay varies

        • 4 bedrooms
        • sleeps 8
        • min stay varies
        • Child friendly
        • Air conditioning

        from £122 / night

        £850 / week

        Book View

        Responds fast!
        avg. 58 minutes

        from £122 / night

          14

          Holiday home in Longwood

          Florida / Longwood

          5 10 4 nights min

          • 5 bedrooms
          • sleeps 10
          • 4 nights min
          • Child friendly
          • Air conditioning
          • Private garden

          from £135 / night

          £944 / week

          Book View

          from £135 / night

            19

            Holiday home with swimming pool in Longwood

            Florida / Longwood

            2 5 2 nights min

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

            from £113 / night

            £675 / week

            Book View

            Responds fast!
            avg. 1 hour 24 minutes

            from £113 / night

              34

              Holiday home in Longwood

              Florida / Longwood

              3 9 3 nights min

              • 3 bedrooms
              • sleeps 9
              • 3 nights min
              • Swimming pool
              • Child friendly
              • Air conditioning

              from £117 / night

              £820 / week

              Book View

              Responds fast!
              avg. 58 minutes

              from £117 / night

                11

                Home rental in Longwood with swimming pool

                Florida / Longwood

                4 8 min stay varies

                • 4 bedrooms
                • sleeps 8
                • min stay varies
                • Swimming pool
                • Car not necessary

                from £164 / night

                £1,147 - £2,525 / week

                Book View

                from £164 / night

                  24

                  Longwood holiday studio rental

                  Florida / Longwood

                  Studio 3 3 nights min

                  • Studio
                  • sleeps 3
                  • 3 nights min
                  • Swimming pool
                  • Child friendly
                  • Air conditioning

                  from £61 / night

                  £425 / week

                  Book View

                  Responds fast!
                  avg. 58 minutes

                  from £61 / night

                    22

                    Condo rental in Longwood

                    Florida / Longwood

                    2 4 min stay varies

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

                    from £83 / night

                    £580 / week

                    Book View

                    Responds fast!
                    avg. 21 minutes

                    from £83 / night

                    Great rentals within 20 miles that match your search

                    Distance approx 19.69 miles from Longwood

                    (16) Excellent 

                      51

                      Penthouse rental in Orlando with golf nearby

                      Orlando / Vista Cay

                      3 8 3 nights min

                      • 3 bedrooms
                      • sleeps 8
                      • 3 nights min
                      • Beach / lakeside relaxation
                      • Nearest beach 60 km
                      • Swimming pool

                      from £83 / night

                      £970 / week

                      Book View

                      Responds fast!
                      avg. 3 hours 12 minutes

                      from £83 / night

                      Distance approx 11.31 miles from Longwood

                      (3) Excellent 

                        58

                        Holiday villa in Orlando

                        Central Florida / Orlando

                        5 13 min stay varies

                        • 5 bedrooms
                        • sleeps 13
                        • min stay varies
                        • Swimming pool
                        • Child friendly
                        • Air conditioning

                        from £241 / night

                        £1,683 / week

                        Book View

                        Responds fast!
                        avg. 3 hours 22 minutes

                        from £241 / night

                        Distance approx 4.93 miles from Longwood Show on Map

                        (1) Excellent 

                          24

                          Holiday home with swimming pool in Altamonte Springs

                          Central Florida / Altamonte Springs

                          3 6 7 nights min

                          • 3 bedrooms
                          • sleeps 6
                          • 7 nights min
                          • Swimming pool
                          • Child friendly
                          • Air conditioning

                          from £109 / night

                          £762 / week

                          Book View

                          Responds fast!
                          avg. 21 minutes

                          from £109 / night

                          Distance approx 19.68 miles from Longwood

                          (39) Excellent 

                          Certificate of Excellence

                            12

                            Holiday villa in Orlando

                            Central Florida / Orlando

                            3 6 3 nights min

                            • 3 bedrooms
                            • sleeps 6
                            • 3 nights min
                            • Swimming pool
                            • Child friendly
                            • Air conditioning

                            Certificate of Excellence

                            from £148 / night

                            £915 - £1,411 / week

                            Book View

                            Responds fast!
                            avg. 3 hours 8 minutes

                            from £148 / night

                            Distance approx 19.67 miles from Longwood

                            (15) Excellent 

                              28

                              Holiday hotel apartment in Orlando

                              Central Florida / Orlando

                              3 8 4 nights min

                              • 3 bedrooms
                              • sleeps 8
                              • 4 nights min
                              • Beach / lakeside relaxation
                              • Nearest beach 103 km
                              • Swimming pool

                              from £122 / night

                              £854 / week

                              Book View

                              from £122 / night

                              Distance approx 7.24 miles from Longwood

                                21

                                Holiday home letting

                                Central Florida / Altamonte Springs

                                3 5 min stay varies

                                • 3 bedrooms
                                • sleeps 5
                                • min stay varies
                                • Child friendly
                                • Air conditioning
                                • Private garden

                                from £118 / night

                                £697 / week

                                Book View

                                Responds fast!
                                avg. 3 hours 59 minutes

                                from £118 / night

                                Distance approx 8.75 miles from Longwood

                                (1) Excellent 

                                  16

                                  Bungalow rental in Sanford

                                  Central Florida / Sanford

                                  2 4 3 nights min

                                  • 2 bedrooms
                                  • sleeps 4
                                  • 3 nights min
                                  • Nearest beach 35 km
                                  • Air conditioning
                                  • Private garden

                                  from £114 / night

                                  £588 / week

                                  Book View

                                  from £114 / night

                                  Distance approx 19.79 miles from Longwood

                                  (58) Excellent 

                                  Certificate of Excellence

                                    12

                                    Apartment rental in Orlando

                                    Central Florida / Orlando

                                    3 6 min stay varies

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

                                    Certificate of Excellence

                                    from £151 / night

                                    £1,037 - £1,612 / week

                                    Book View

                                    Responds fast!
                                    avg. 3 hours 8 minutes

                                    from £151 / night

                                    Distance approx 19.83 miles from Longwood

                                      22

                                      Holiday home in Orlando

                                      Central Florida / Orlando

                                      3 6 5 nights min

                                      • 3 bedrooms
                                      • sleeps 6
                                      • 5 nights min
                                      • Swimming pool
                                      • Child friendly
                                      • Air conditioning

                                      from £175 / night

                                      £958 / week

                                      Book View

                                      from £175 / night

                                      Distance approx 10.11 miles from Longwood

                                        6

                                        Orlando holiday villa rental

                                        Central Florida / Orlando

                                        1 4 7 nights min

                                        • 1 bedroom
                                        • sleeps 4
                                        • 7 nights min
                                        • Swimming pool
                                        • Child friendly
                                        • Car not necessary

                                        from £151 / night

                                        £870 - £1,224 / week

                                        Book View

                                        from £151 / night

                                        Distance approx 10.85 miles from Longwood

                                          12

                                          Holiday condo in Orlando

                                          Central Florida / Orlando

                                          1 4 30 nights min

                                          • 1 bedroom
                                          • sleeps 4
                                          • 30 nights min
                                          • Swimming pool
                                          • Child friendly
                                          • Air conditioning

                                          from £105 / night

                                          £732 / week

                                          Book View

                                          from £105 / night

                                          Distance approx 8.44 miles from Longwood

                                            24

                                            Sanford holiday studio accommodation

                                            Central Florida / Sanford

                                            Studio 2 3 nights min

                                            • Studio
                                            • sleeps 2
                                            • 3 nights min
                                            • Child friendly
                                            • Air conditioning

                                            from £105 / night

                                            £732 / week

                                            Book View

                                            Responds fast!
                                            avg. 9 minutes

                                            from £105 / night

                                            Distance approx 19.69 miles from Longwood

                                            (4) Very Good 

                                              19

                                              Holiday apartment in Orlando

                                              Central Florida / Orlando

                                              3 8 min stay varies

                                              • 3 bedrooms
                                              • sleeps 8
                                              • min stay varies
                                              • Swimming pool
                                              • Child friendly
                                              • Air conditioning

                                              from £130 / night

                                              £921 - £1,336 / week

                                              Book View

                                              from £130 / night

                                              Distance approx 19.79 miles from Longwood

                                              (1) Excellent 

                                                29

                                                Holiday condo in Orlando

                                                Orlando / International Drive

                                                3 8 4 nights min

                                                • 3 bedrooms
                                                • sleeps 8
                                                • 4 nights min
                                                • Swimming pool
                                                • Child friendly
                                                • Air conditioning

                                                from £113 / night

                                                £788 / week

                                                Book View

                                                from £113 / night

                                                Distance approx 18.85 miles from Longwood

                                                  9

                                                  Orlando holiday home rental

                                                  Central Florida / Orlando

                                                  1 4 7 nights min

                                                  • 1 bedroom
                                                  • sleeps 4
                                                  • 7 nights min
                                                  • Child friendly

                                                  from £152 / night

                                                  £1,063 / week

                                                  Book View

                                                  Responds fast!
                                                  avg. 22 minutes

                                                  from £152 / night

                                                  Distance approx 7.84 miles from Longwood

                                                    35

                                                    Holiday home rental

                                                    Central Florida / Winter Park

                                                    3 6 3 nights min

                                                    • 3 bedrooms
                                                    • sleeps 6
                                                    • 3 nights min
                                                    • Beach / lakeside relaxation
                                                    • Nearest beach 81 km
                                                    • Child friendly

                                                    from £392 / night

                                                    £2,134 / week

                                                    Book View

                                                    from £392 / night

                                                    Distance approx 13.34 miles from Longwood

                                                    (2) Average 

                                                      17

                                                      Holiday apartment in Orlando

                                                      Central Florida / Orlando

                                                      2 6 30 nights min

                                                      • 2 bedrooms
                                                      • sleeps 6
                                                      • 30 nights min
                                                      • Ask owner if suitable for children
                                                      • Air conditioning

                                                      from £79 / night

                                                      £549 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 1 hour 49 minutes

                                                      from £79 / night

                                                      Distance approx 19.75 miles from Longwood

                                                      (48) Excellent 

                                                        81

                                                        Orlando holiday apartment rental

                                                        Central Florida / Orlando

                                                        3 8 min stay varies

                                                        • 3 bedrooms
                                                        • sleeps 8
                                                        • min stay varies
                                                        • Swimming pool
                                                        • Child friendly
                                                        • Car not necessary

                                                        from £156 / night

                                                        £1,089 - £1,214 / week

                                                        Book View

                                                        from £156 / night

                                                        Distance approx 19.69 miles from Longwood

                                                        (1) Excellent 

                                                          17

                                                          Hotel apartment rental in Orlando with golf nearby

                                                          Central Florida / Orlando

                                                          3 6 3 nights min

                                                          • 3 bedrooms
                                                          • sleeps 6
                                                          • 3 nights min
                                                          • Beach / lakeside relaxation
                                                          • Nearest beach 100 km
                                                          • Swimming pool

                                                          from £101 / night

                                                          £701 - £823 / week

                                                          Book View

                                                          from £101 / night

                                                          Distance approx 11.85 miles from Longwood

                                                            6

                                                            Holiday villa with shared pool in Orlando

                                                            Central Florida / Orlando

                                                            2 8 7 nights min

                                                            • 2 bedrooms
                                                            • sleeps 8
                                                            • 7 nights min
                                                            • Swimming pool
                                                            • Child friendly
                                                            • Air conditioning

                                                            from £374 / night

                                                            £2,613 / week

                                                            Book View

                                                            from £374 / night

                                                            Distance approx 7.81 miles from Longwood

                                                              29

                                                              Orlando holiday apartment rental

                                                              Central Florida / Orlando

                                                              1 2 3 nights min

                                                              • 1 bedroom
                                                              • sleeps 2
                                                              • 3 nights min
                                                              • Car not necessary

                                                              from £98 / night

                                                              £641 / week

                                                              Book View

                                                              from £98 / night

                                                              Distance approx 19.74 miles from Longwood

                                                                24

                                                                Orlando holiday condo rental

                                                                Central Florida / Orlando

                                                                3 8 5 nights min

                                                                • 3 bedrooms
                                                                • sleeps 8
                                                                • 5 nights min
                                                                • Swimming pool
                                                                • Child friendly
                                                                • Air conditioning

                                                                from £139 / night

                                                                £970 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 3 hours 3 minutes

                                                                from £139 / night

                                                                Distance approx 12.02 miles from Longwood

                                                                  4

                                                                  Orlando holiday villa rental

                                                                  Central Florida / Orlando

                                                                  1 4 7 nights min

                                                                  • 1 bedroom
                                                                  • sleeps 4
                                                                  • 7 nights min
                                                                  • Swimming pool
                                                                  • Child friendly
                                                                  • Air conditioning

                                                                  from £243 / night

                                                                  £1,699 / week

                                                                  Book View

                                                                  from £243 / night

                                                                  Distance approx 12.02 miles from Longwood

                                                                  (1)  

                                                                    12

                                                                    Holiday camper van in Orlando

                                                                    Central Florida / Orlando

                                                                    1 7 1 night min

                                                                    • 1 bedroom
                                                                    • sleeps 7
                                                                    • 1 night min
                                                                    • Child friendly
                                                                    • Air conditioning
                                                                    • Pet friendly

                                                                    from £96 / night

                                                                    £604 / week

                                                                    Book View

                                                                    Responds fast!
                                                                    avg. 44 minutes

                                                                    from £96 / night

                                                                    Distance approx 19.75 miles from Longwood

                                                                      9

                                                                      Condo letting in Orlando with golf nearby

                                                                      Central Florida / Orlando

                                                                      3 8 min stay varies

                                                                      • 3 bedrooms
                                                                      • sleeps 8
                                                                      • min stay varies
                                                                      • Child friendly

                                                                      from £148 / night

                                                                      £1,031 - £1,579 / week

                                                                      Book View

                                                                      from £148 / night

                                                                      Distance approx 19.76 miles from Longwood

                                                                        30

                                                                        Condo rental in Orlando with golf nearby

                                                                        Central Florida / Orlando

                                                                        3 8 min stay varies

                                                                        • 3 bedrooms
                                                                        • sleeps 8
                                                                        • min stay varies
                                                                        • Swimming pool
                                                                        • Child friendly

                                                                        from £148 / night

                                                                        £1,031 - £1,579 / week

                                                                        Book View

                                                                        from £148 / night

                                                                        Distance approx 12.75 miles from Longwood

                                                                          24

                                                                          Holiday home in Chuluota

                                                                          Florida / Chuluota

                                                                          3 8 min stay varies

                                                                          • 3 bedrooms
                                                                          • sleeps 8
                                                                          • min stay varies
                                                                          • Child friendly
                                                                          • Air conditioning

                                                                          Pricing unknown

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 21 minutes

                                                                          Pricing unknown

                                                                          Distance approx 8.46 miles from Longwood

                                                                            7

                                                                            Holiday apartment in Sanford

                                                                            Central Florida / Sanford

                                                                            2 4 1 night min

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

                                                                            from £114 / night

                                                                            £793 / week

                                                                            Book View

                                                                            from £114 / night

                                                                            Distance approx 18.3 miles from Longwood

                                                                              27

                                                                              Holiday condo with golf nearby in Orlando

                                                                              Central Florida / Orlando

                                                                              2 6 1 night min

                                                                              • 2 bedrooms
                                                                              • sleeps 6
                                                                              • 1 night min
                                                                              • Swimming pool
                                                                              • Child friendly
                                                                              • Car not necessary

                                                                              from £122 / night

                                                                              £854 / week

                                                                              Book View

                                                                              Responds fast!
                                                                              avg. 3 hours 36 minutes

                                                                              from £122 / night

                                                                              Distance approx 13.21 miles from Longwood

                                                                                24

                                                                                Holiday home with shared pool in Ventura

                                                                                Florida / Ventura

                                                                                3 6 14 nights min

                                                                                • 3 bedrooms
                                                                                • sleeps 6
                                                                                • 14 nights min
                                                                                • Swimming pool
                                                                                • Child friendly
                                                                                • Car not necessary

                                                                                from £205 / night

                                                                                £1,432 / week

                                                                                Book View

                                                                                from £205 / night

                                                                                Distance approx 10.27 miles from Longwood

                                                                                  20

                                                                                  Holiday home in Alafaya

                                                                                  Florida / Alafaya

                                                                                  2 4 1 night min

                                                                                  • 2 bedrooms
                                                                                  • sleeps 4
                                                                                  • 1 night min
                                                                                  • Nearest beach 60 km
                                                                                  • Child friendly
                                                                                  • Air conditioning

                                                                                  from £109 / night

                                                                                  £654 - £885 / week

                                                                                  Book View

                                                                                  from £109 / night

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