Villas in Leeward and Apartments - Holiday Lettings - Holiday Rentals Leeward

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1,009 Holiday homes

(5) Excellent 

    12

    Holiday villa with swimming pool in Colombier

    St. Barts / Colombier

    2 2 5 nights min

    • 2 bedrooms
    • sleeps 2
    • 5 nights min
    • Swimming pool
    • Ask owner if suitable for children
    • Air conditioning

    from £478 / night

    £3,345 / week

    Book View

    Responds fast!
    avg. 32 minutes

    from £478 / night

    (1) Excellent 

      23

      Holiday villa with swimming pool in Colombier

      St. Barts / Colombier

      1 2 min stay varies

      • 1 bedroom
      • sleeps 2
      • min stay varies
      • Beach / lakeside relaxation
      • Nearest beach 3 km
      • Swimming pool

      from £407 / night

      £3,473 / week

      Book View

      from £407 / night

        20

        Holiday villa with swimming pool in Gustavia

        St. Barts / Gustavia

        3 6 6 nights min

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

        from £486 / night

        £3,400 / week

        Book View

        from £486 / night

        (2) Excellent 

          7

          Holiday villa in Colombier

          St. Barts / Colombier

          2 4 5 nights min

          • 2 bedrooms
          • sleeps 4
          • 5 nights min
          • Ask owner if suitable for children
          • Air conditioning
          • Private garden

          from £559 / night

          £3,911 / week

          Book View

          Responds fast!
          avg. 32 minutes

          from £559 / night

            24

            Holiday home with swimming pool in Colombier

            St. Barts / Colombier

            2 4 min stay varies

            • 2 bedrooms
            • sleeps 4
            • min stay varies
            • Beach / lakeside relaxation
            • Nearest beach 1 km
            • Swimming pool

            from £335 / night

            £1,774 - £2,611 / week

            Book View

            Responds fast!
            avg. 2 hours 18 minutes

            from £335 / night

            (6) Excellent 

              23

              Holiday cottage with shared pool in St. Jean

              St. Barts / St. Jean

              1 2 min stay varies

              • 1 bedroom
              • sleeps 2
              • min stay varies
              • Nearest beach 1 km
              • Swimming pool
              • Air conditioning

              from £147 / night

              £1,028 / week

              Book View

              from £147 / night

              (3) Very Good 

                6

                St. Jean holiday cottage rental

                St. Barts / St. Jean

                1 2 min stay varies

                • 1 bedroom
                • sleeps 2
                • min stay varies

                from £187 / night

                £1,304 / week

                Book View

                from £187 / night

                  13

                  Holiday villa with shared pool in Gustavia

                  St. Barts / Gustavia

                  2 4 5 nights min

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

                  from £414 / night

                  £2,897 / week

                  Book View

                  from £414 / night

                  (6) Excellent 

                    5

                    Holiday b&b with swimming pool in Anse des Cayes

                    St. Barts / Anse des Cayes

                    1 2 1 night min

                    • 1 bedroom
                    • sleeps 2
                    • 1 night min
                    • Nearest beach 2 km
                    • Swimming pool
                    • Child friendly

                    from £149 / night

                    £834 / week

                    Book View

                    from £149 / night

                    (1) Excellent 

                      13

                      Lurin holiday villa rental

                      St. Barts / Lurin

                      2 6 min stay varies

                      • 2 bedrooms
                      • sleeps 6
                      • min stay varies
                      • Nearest beach 1 km
                      • Swimming pool
                      • Child friendly

                      from £422 / night

                      £2,956 - £8,866 / week

                      Book View

                      from £422 / night

                      (1) Excellent 

                        17

                        Holiday villa with swimming pool in Anse des Flamands

                        St. Barts / Anse des Flamands

                        1 2 min stay varies

                        • 1 bedroom
                        • sleeps 2
                        • min stay varies
                        • Nearest beach 0.5 km
                        • Swimming pool
                        • Child friendly

                        from £340 / night

                        £2,382 - £9,625 / week

                        Book View

                        from £340 / night

                        (2) Excellent 

                          24

                          Holiday villa with swimming pool in St. Jean

                          St. Barts / St. Jean

                          4 8 min stay varies

                          • 4 bedrooms
                          • sleeps 8
                          • min stay varies
                          • Beach / lakeside relaxation
                          • Swimming pool
                          • Child friendly

                          from £1,737 / night

                          £12,155 - £34,185 / week

                          Enquire View

                          from £1,737 / night

                            24

                            Holiday villa rental

                            St. Barts / Gustavia

                            4 8 min stay varies

                            • 4 bedrooms
                            • sleeps 8
                            • min stay varies
                            • Beach / lakeside relaxation
                            • Swimming pool
                            • Child friendly

                            from £2,174 / night

                            £15,213 - £53,244 / week

                            Enquire View

                            from £2,174 / night

                              39

                              Holiday villa with shared pool in Gustavia

                              St. Barts / Gustavia

                              3 4 3 nights min

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

                              from £397 / night

                              £2,779 / week

                              Book View

                              from £397 / night

                              (1) Excellent 

                                23

                                Holiday villa rental

                                St. Barts / Colombier

                                4 8 min stay varies

                                • 4 bedrooms
                                • sleeps 8
                                • min stay varies
                                • Beach / lakeside relaxation
                                • Swimming pool
                                • Child friendly

                                from £1,991 / night

                                £13,936 - £42,581 / week

                                Enquire View

                                from £1,991 / night

                                  6

                                  St. Jean holiday home rental

                                  St. Barts / St. Jean

                                  2 4 3 nights min

                                  • 2 bedrooms
                                  • sleeps 4
                                  • 3 nights min
                                  • Nearest beach 3 km
                                  • Swimming pool
                                  • Child friendly

                                  from £345 / night

                                  £2,414 / week

                                  Book View

                                  from £345 / night

                                  (2) Excellent 

                                    10

                                    St. Jean holiday cottage rental

                                    St. Barts / St. Jean

                                    1 2 min stay varies

                                    • 1 bedroom
                                    • sleeps 2
                                    • min stay varies
                                    • Swimming pool
                                    • Air conditioning
                                    • Private garden

                                    from £275 / night

                                    £1,924 / week

                                    Book View

                                    from £275 / night

                                      24

                                      Holiday villa with swimming pool in Anse des Flamands

                                      Anse des Flamands / Flamands Beach

                                      2 4 min stay varies

                                      • 2 bedrooms
                                      • sleeps 4
                                      • min stay varies
                                      • Beach / lakeside relaxation
                                      • Nearest beach 0 km
                                      • Swimming pool

                                      from £814 / night

                                      £5,698 - £16,713 / week

                                      Enquire View

                                      from £814 / night

                                        33

                                        St. Jean holiday villa rental

                                        St. Barts / St. Jean

                                        3 6 min stay varies

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

                                        from £1,303 / night

                                        £9,116 - £26,589 / week

                                        Enquire View

                                        from £1,303 / night

                                          10

                                          Colombier holiday villa rental

                                          St. Barts / Colombier

                                          3 6 7 nights min

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

                                          from £685 / night

                                          £4,788 / week

                                          Book View

                                          from £685 / night

                                            21

                                            Villa rental in Colombier with swimming pool

                                            St. Barts / Colombier

                                            4 8 7 nights min

                                            • 4 bedrooms
                                            • sleeps 8
                                            • 7 nights min
                                            • Nearest beach 2 km
                                            • Swimming pool
                                            • Air conditioning

                                            from £1,701 / night

                                            £11,907 - £12,403 / week

                                            Book View

                                            from £1,701 / night

                                              27

                                              Holiday home accommodation

                                              St. Barts / Anse des Flamands

                                              2 4 min stay varies

                                              • 2 bedrooms
                                              • sleeps 4
                                              • min stay varies
                                              • Nearest beach 1 km
                                              • Swimming pool
                                              • Ask owner if suitable for children

                                              from £785 / night

                                              £5,489 / week

                                              Book View

                                              Responds fast!
                                              avg. 3 hours 53 minutes

                                              from £785 / night

                                                22

                                                Anse des Cayes holiday villa rental

                                                St. Barts / Anse des Cayes

                                                3 8 min stay varies

                                                • 3 bedrooms
                                                • sleeps 8
                                                • min stay varies
                                                • Nearest beach 1 km
                                                • Child friendly
                                                • Car not necessary

                                                from £957 / night

                                                £6,694 - £25,481 / week

                                                Enquire View

                                                from £957 / night

                                                  34

                                                  Holiday home in Anse des Flamands

                                                  St. Barts / Anse des Flamands

                                                  5 10 min stay varies

                                                  • 5 bedrooms
                                                  • sleeps 10
                                                  • min stay varies
                                                  • Swimming pool
                                                  • Ask owner if suitable for children
                                                  • Air conditioning

                                                  from £3,921 / night

                                                  £27,445 / week

                                                  Book View

                                                  Responds fast!
                                                  avg. 3 hours 53 minutes

                                                  from £3,921 / night

                                                    22

                                                    Anse des Flamands holiday home rental

                                                    St. Barts / Anse des Flamands

                                                    1 2 7 nights min

                                                    • 1 bedroom
                                                    • sleeps 2
                                                    • 7 nights min
                                                    • Nearest beach 1 km
                                                    • Swimming pool
                                                    • Ask owner if suitable for children

                                                    from £301 / night

                                                    £2,104 / week

                                                    Book View

                                                    Responds fast!
                                                    avg. 3 hours 53 minutes

                                                    from £301 / night

                                                      26

                                                      Anse des Flamands holiday home rental

                                                      St. Barts / Anse des Flamands

                                                      4 8 min stay varies

                                                      • 4 bedrooms
                                                      • sleeps 8
                                                      • min stay varies
                                                      • Swimming pool
                                                      • Ask owner if suitable for children
                                                      • Air conditioning

                                                      from £1,308 / night

                                                      £9,151 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 3 hours 53 minutes

                                                      from £1,308 / night

                                                        23

                                                        Holiday home in St. Jean

                                                        St. Barts / St. Jean

                                                        3 6 min stay varies

                                                        • 3 bedrooms
                                                        • sleeps 6
                                                        • min stay varies
                                                        • Swimming pool
                                                        • Ask owner if suitable for children
                                                        • Air conditioning

                                                        from £576 / night

                                                        £4,027 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 3 hours 53 minutes

                                                        from £576 / night

                                                          22

                                                          Home rental in St. Jean

                                                          St. Barts / St. Jean

                                                          2 4 min stay varies

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

                                                          from £504 / night

                                                          £3,524 / week

                                                          Book View

                                                          Responds fast!
                                                          avg. 3 hours 53 minutes

                                                          from £504 / night

                                                            23

                                                            Holiday home in Corossol

                                                            St. Barts / Corossol

                                                            3 6 min stay varies

                                                            • 3 bedrooms
                                                            • sleeps 6
                                                            • min stay varies
                                                            • Nearest beach 0.1 km
                                                            • Ask owner if suitable for children
                                                            • Air conditioning

                                                            from £588 / night

                                                            £4,117 / week

                                                            Book View

                                                            Responds fast!
                                                            avg. 3 hours 53 minutes

                                                            from £588 / night

                                                              31

                                                              Holiday home with swimming pool in Anse des Cayes

                                                              St. Barts / Anse des Cayes

                                                              1 2 min stay varies

                                                              • 1 bedroom
                                                              • sleeps 2
                                                              • min stay varies
                                                              • Nearest beach 3 km
                                                              • Swimming pool
                                                              • Ask owner if suitable for children

                                                              from £405 / night

                                                              £2,834 / week

                                                              Book View

                                                              Responds fast!
                                                              avg. 3 hours 53 minutes

                                                              from £405 / night

                                                                13

                                                                Home rental in Anse des Flamands with swimming pool

                                                                St. Barts / Anse des Flamands

                                                                1 2 min stay varies

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

                                                                from £261 / night

                                                                £1,828 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 3 hours 53 minutes

                                                                from £261 / night

                                                                  27

                                                                  Holiday home in Gustavia

                                                                  St. Barts / Gustavia

                                                                  3 6 min stay varies

                                                                  • 3 bedrooms
                                                                  • sleeps 6
                                                                  • min stay varies
                                                                  • Nearest beach 1 km
                                                                  • Swimming pool
                                                                  • Ask owner if suitable for children

                                                                  from £1,046 / night

                                                                  £7,317 / week

                                                                  Book View

                                                                  Responds fast!
                                                                  avg. 3 hours 53 minutes

                                                                  from £1,046 / night

                                                                    14

                                                                    Home letting in Colombier with swimming pool

                                                                    St. Barts / Colombier

                                                                    2 6 min stay varies

                                                                    • 2 bedrooms
                                                                    • sleeps 6
                                                                    • min stay varies
                                                                    • Swimming pool
                                                                    • Ask owner if suitable for children
                                                                    • Air conditioning

                                                                    from £380 / night

                                                                    £2,655 / week

                                                                    Book View

                                                                    Responds fast!
                                                                    avg. 3 hours 53 minutes

                                                                    from £380 / night

                                                                      30

                                                                      Holiday home with swimming pool in Anse des Cayes

                                                                      St. Barts / Anse des Cayes

                                                                      2 4 5 nights min

                                                                      • 2 bedrooms
                                                                      • sleeps 4
                                                                      • 5 nights min
                                                                      • Nearest beach 9 km
                                                                      • Swimming pool
                                                                      • Ask owner if suitable for children

                                                                      from £457 / night

                                                                      £3,200 / week

                                                                      Book View

                                                                      Responds fast!
                                                                      avg. 3 hours 53 minutes

                                                                      from £457 / night

                                                                        40

                                                                        Holiday home rental

                                                                        St. Barts / Gustavia

                                                                        3 6 7 nights min

                                                                        • 3 bedrooms
                                                                        • sleeps 6
                                                                        • 7 nights min
                                                                        • Swimming pool
                                                                        • Ask owner if suitable for children
                                                                        • Air conditioning

                                                                        from £1,830 / night

                                                                        £12,805 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 3 hours 53 minutes

                                                                        from £1,830 / night

                                                                          23

                                                                          Holiday home in Corossol

                                                                          St. Barts / Corossol

                                                                          2 4 min stay varies

                                                                          • 2 bedrooms
                                                                          • sleeps 4
                                                                          • min stay varies
                                                                          • Nearest beach 0.1 km
                                                                          • Ask owner if suitable for children
                                                                          • Air conditioning

                                                                          from £523 / night

                                                                          £3,662 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 3 hours 53 minutes

                                                                          from £523 / night

                                                                            24

                                                                            Home accommodation in Lurin

                                                                            St. Barts / Lurin

                                                                            2 4 min stay varies

                                                                            • 2 bedrooms
                                                                            • sleeps 4
                                                                            • min stay varies
                                                                            • Nearest beach 1 km
                                                                            • Swimming pool
                                                                            • Ask owner if suitable for children

                                                                            from £1,007 / night

                                                                            £7,048 / week

                                                                            Book View

                                                                            Responds fast!
                                                                            avg. 3 hours 53 minutes

                                                                            from £1,007 / night

                                                                              28

                                                                              Holiday home with swimming pool in St. Jean

                                                                              St. Barts / St. Jean

                                                                              3 6 min stay varies

                                                                              • 3 bedrooms
                                                                              • sleeps 6
                                                                              • min stay varies
                                                                              • Nearest beach 1 km
                                                                              • Swimming pool
                                                                              • Ask owner if suitable for children

                                                                              from £1,242 / night

                                                                              £8,689 / week

                                                                              Book View

                                                                              Responds fast!
                                                                              avg. 3 hours 53 minutes

                                                                              from £1,242 / night

                                                                                30

                                                                                Holiday home rental

                                                                                St. Barts / Anse des Cayes

                                                                                1 2 5 nights min

                                                                                • 1 bedroom
                                                                                • sleeps 2
                                                                                • 5 nights min
                                                                                • Nearest beach 9 km
                                                                                • Swimming pool
                                                                                • Ask owner if suitable for children

                                                                                from £405 / night

                                                                                £2,834 / week

                                                                                Book View

                                                                                Responds fast!
                                                                                avg. 3 hours 53 minutes

                                                                                from £405 / night

                                                                                  28

                                                                                  St. Jean holiday home rental

                                                                                  St. Barts / St. Jean

                                                                                  3 6 min stay varies

                                                                                  • 3 bedrooms
                                                                                  • sleeps 6
                                                                                  • min stay varies
                                                                                  • Nearest beach 1 km
                                                                                  • Swimming pool
                                                                                  • Ask owner if suitable for children

                                                                                  from £498 / night

                                                                                  £3,483 / week

                                                                                  Book View

                                                                                  Responds fast!
                                                                                  avg. 3 hours 53 minutes

                                                                                  from £498 / night

                                                                                  Top Destination reviews

                                                                                  **SPECIAL OFFERS ON SELECTED WEEKS ** Isabella - Ocean Views - 4 Bedrooms
                                                                                  Loved This Location

                                                                                  My friends and I are just back home after a wonderful 5 days at villa Isabella. It was amazing- we loved the view, the villa and most importantly the location. It is located at the top of the hill in St Jean within a short drive to the Eden Rock Hotel. We had complementary access to the hotel and our very own concierge Ben who we could contact 24 hours a day. We truly felt like VIPs for the few days we were there. Nothing was too much trouble and the weather was amazing. The villa was so luxurious and every loved their bedrooms. The decor is just gorgeous and so modern. Julie from Exceptional villas helped me organise a chef to come in on our last night to prepare dinner. It was so amazing and we had drinks organised on the terrace for watching the sunset. We have created memories that will stay with us forever.see more
                                                                                  **AMAZING OFFERS PLEASE CONTACT EXCEPTIONAL VILLAS** 2 bedroom in St Jean
                                                                                  We Enjoyed our Special Stay on the Island

                                                                                  We are just back from a wonderful trip at this villa. It was a special occasion for our 1st wedding anniversary and we have the most amazing time. The concierge was tremendous and made our trip one to remember. The villa is so gorgeous and I would highly recommend it to 2 couples or just one couple traveling by themselves like us – we got a special 1 bedroom rate when we asked for it which really helped save the $. The villa is only a short drive to St Jean village so in a great location also.see more
                                                                                  **SPECIAL OFFERS ON SELECTED WEEKS** Villa Ted - Ocean Views - 2 Bedrooms
                                                                                  Picture Postcard View

                                                                                  We had the most amazing trip to St Barths again and this was the first time on vacation my husband had to drag me out of the villa every day. I just wanted to sit on the terrace looking out at the view all the time. I knew when I found it online I wanted to book it straight away but in the back of my mind I was hoping and praying it looked exactly like the photos and it truly didn’t disappoint so I was so delighted. Such an incredible villa and a credit to the owners. Thank you for all the help in planning our trip – Julie was so good and planned our entire itinerary which saved us so much time. We had great weather and a great trip so thank you again.see more
                                                                                  Belle Bague - Stunning Sea Views - 4 Bedroom
                                                                                  Great Villa for our Vacation

                                                                                  We had a great time at this villa. It was really nice and the views are amazing. We spent a lot of our time going to the beach and checking out recommended restaurants (thank you by the way) we had such a wonderful week. … see more

                                                                                  Also consider