Penthouses in Caribbean

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Filters applied: Penthouse

97 Holiday homes

(1) Excellent 

    32

    Holiday penthouse in Caribbean

    Las Terrenas / El Portillo

    2 6 2 nights min

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

    from £222 / night

    £1,330 / week

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    from £222 / night

    (4) Excellent 

      20

      Holiday penthouse with shared pool in Caribbean

      Willemstad / Mambo Beach

      3 6 min stay varies

      • 3 bedrooms
      • sleeps 6
      • min stay varies
      • Beach / lakeside relaxation
      • Nearest beach 0 km
      • Swimming pool

      from £343 / night

      £2,681 / week

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      from £343 / night

      (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 £161 / night

        £1,260 - £3,664 / week

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        from £161 / night

        (25) Very Good 

          41

          Holiday penthouse with golf nearby in Barbados

          Saint Peter Parish / Speightstown

          2 4 5 nights min

          • 2 bedrooms
          • sleeps 4
          • 5 nights min
          • Beach / lakeside relaxation
          • Nearest beach 0.2 km
          • Suitable for children age 5+
          “WOW !! and what a great welcome to Barbados” We recently rented this apartment or one week following a cruise. We arrived before the "official " check in time & Trisha let us store our luggage in the apartment. We went for a leisurely lunch , at a restaurant recommended by Trish whilst she & her Cleaner thoroughly cleaned the apartment. We arrived back , still ahead of time & Trish greeted us with a drink of the local rum on the terrace . A laid back start to a laid back holiday !! The apartment is beautifully furnished & has everything you could want for a great holiday . The apartment is in a quiet position with views to die for, it is however , in very easy , short strolling distance to Speightstown , with its bars shops & restaurants. Speightstown has a bus terminal where you can catch a bus to anywhere on the island for 2BBD $ ( 66p!!) With the help of Trisha , we were able to enjoy the local scene , and visited bars and restaurant's which were off the tourist trail. Trish was very accommodating on our departure allowing us to stay in the apartment until it was time to go to the airport. We were surprised at the previous occupants comments about wires in the bathroom??? We had a Health and Safety guru in our party and he did not see any violations to Health and Safety ( or indeed wires?)?? I have attached some of our photos to show what a great apartment A great introduction to Barbados. We will return

          from £167 / night

          £1,058 - £1,909 / week

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          from £167 / night

            13

            Caribbean holiday penthouse rental

            Isabela / Barrio Bajuras

            3 6 5 nights min

            • 3 bedrooms
            • sleeps 6
            • 5 nights min
            • Air conditioning

            from £156 / night

            £1,086 / week

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            from £156 / night

              14

              Holiday penthouse with shared pool in St. Lucia

              Castries Quarter / Marigot Bay

              2 6 7 nights min

              • 2 bedrooms
              • sleeps 6
              • 7 nights min
              • Swimming pool
              • Suitable for children age 5+
              • Air conditioning

              from £241 / night

              £1,684 / week

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              from £241 / night

                20

                Holiday penthouse with shared pool in Caribbean

                Willemstad / Mambo Beach

                3 6 min stay varies

                • 3 bedrooms
                • sleeps 6
                • min stay varies
                • Beach / lakeside relaxation
                • Nearest beach 0 km
                • Swimming pool

                from £343 / night

                £2,681 / week

                Book View

                from £343 / night

                (32) Excellent 

                  51

                  Holiday penthouse with shared pool, golf nearby in Caribbean

                  Saint James Parish / Royal Westmoreland Golf Resort

                  2 4 5 nights min

                  • 2 bedrooms
                  • sleeps 4
                  • 5 nights min
                  • Beach / lakeside relaxation
                  • Swimming pool
                  • Suitable for children age 5+
                  “A TRULY FANTASTIC APARTMENT” My wife and 2 kids stayed for 14 nights in july at this apartment situated at the Royal Westmoreland Estate. Been regular visitors to Barbados for the past 15 years this was our first at RW but we needed not to worry as EVERY box was ticked for what we needed !! The apartment was fitted with everything we needed (TV ,CDS, WIFI) and with top furniture installed it made for a very comfortable stay. The views out to sea were fantastic and we spent many a morning /evening chilling on the verandah before we ventured out for the day/night. The whole of the RW Estate has everything you need with of course golf, tennis ,gym and various pools scattered around and a huge advantage were the free sunbeds/umbrellas (and bus!) to and from Mullins Beach which can save you a bit of cash over the weeks !!. EVERYONE at RW Estate made us feel very welcome and with the apartment cleaned spotlessly every other day we hardly had to move !! A superb place and we'll be definatly be going back !!! Mnay thanks NICK AND TARA

                  from £175 / night

                  £1,225 - £1,750 / week

                  Enquire View

                  from £175 / night

                  (3) Excellent 

                    25

                    Penthouse rental in Barbados with swimming pool

                    Saint James Parish / Holetown

                    4 8 min stay varies

                    • 4 bedrooms
                    • sleeps 8
                    • min stay varies
                    • Beach / lakeside relaxation
                    • Swimming pool
                    • Child friendly
                    “Wonderful Property” We had the most amazing time at Smugglers Cove. Our condo was so beautiful, the decor was fab and we loved having the plunge pool on the terrace it was superb. Our cook prepared breakfast daily, we dined out mostly for lunch and sometimes dinner. On our last night we had the most amazing meal prepared for all of our family. We could not have asked for a better vacation and we are already booked again for next year. Exceptional Villas were great to deal with.

                    from £1,084 / night

                    £7,587 - £11,923 / week

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                    from £1,084 / night

                    (16) Excellent 

                    Certificate of Excellence

                      21

                      Holiday penthouse with shared pool, golf nearby in Caribbean

                      San Pedro de Macoris Province / Juan Dolio

                      3 8 4 nights min

                      • 3 bedrooms
                      • sleeps 8
                      • 4 nights min
                      • Beach / lakeside relaxation
                      • Nearest beach 1 km
                      • Swimming pool

                      Certificate of Excellence

                      from £202 / night

                      £1,209 / week

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                      from £202 / night

                      (1) Excellent 

                        44

                        Holiday penthouse with shared pool in Caribbean

                        Puerto Plata Province / Cabarete

                        2 4 7 nights min

                        • 2 bedrooms
                        • sleeps 4
                        • 7 nights min
                        • Beach / lakeside relaxation
                        • Nearest beach 0.1 km
                        • Swimming pool

                        from £53 / night

                        £367 / week

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                        Responds fast!
                        avg. 51 minutes

                        from £53 / night

                          24

                          Penthouse rental in Barbados with shared pool

                          Saint James Parish / Holetown

                          4 8 min stay varies

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

                          from £1,394 / night

                          £9,755 - £18,968 / week

                          Enquire View

                          from £1,394 / night

                            24

                            Penthouse letting in Caribbean with shared pool, golf nearby

                            Saint James Parish / Holetown

                            3 6 min stay varies

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

                            from £403 / night

                            £2,818 - £6,504 / week

                            Enquire View

                            from £403 / night

                            (1)  

                              16

                              Holiday penthouse with shared pool in Caribbean

                              Puerto Plata / Lifestyle Hacienda Resort

                              2 6 2 nights min

                              • 2 bedrooms
                              • sleeps 6
                              • 2 nights min
                              • Beach / lakeside relaxation
                              • Nearest beach 0.2 km
                              • Swimming pool

                              from £67 / night

                              £466 / week

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                              Responds fast!
                              avg. 3 hours 40 minutes

                              from £67 / night

                              (11) Very Good 

                              Certificate of Excellence

                                13

                                Penthouse accommodation in Caribbean

                                Saint Peter Parish / Speightstown

                                3 6 min stay varies

                                • 3 bedrooms
                                • sleeps 6
                                • min stay varies
                                • Beach / lakeside relaxation
                                • Child friendly
                                • Car not necessary

                                Certificate of Excellence

                                from £172 / night

                                £1,203 - £2,004 / week

                                Book View

                                Responds fast!
                                avg. 1 hour 45 minutes

                                from £172 / night

                                  89

                                  Holiday penthouse rental

                                  Bequia / Richmond

                                  1 2 1 night min

                                  • 1 bedroom
                                  • sleeps 2
                                  • 1 night min
                                  • Nearest beach 0.75 km
                                  • Swimming pool
                                  • Car not necessary

                                  from £460 / night

                                  £2,926 / week

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                                  from £460 / night

                                    41

                                    Holiday penthouse rental

                                    Santo Domingo Province / Santo Domingo

                                    3 6 2 nights min

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

                                    from £439 / night

                                    £3,072 / week

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                                    from £439 / night

                                      28

                                      Holiday penthouse in Caribbean

                                      Las Terrenas / Playa Bonita

                                      3 6 min stay varies

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

                                      from £311 / night

                                      £2,128 - £3,546 / week

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                                      from £311 / night

                                        74

                                        Holiday penthouse with shared pool in Caribbean

                                        Punta Cana / Bavaro

                                        3 12 4 nights min

                                        • 3 bedrooms
                                        • sleeps 12
                                        • 4 nights min
                                        • Swimming pool
                                        • Child friendly
                                        • Air conditioning

                                        from £156 / night

                                        £1,086 / week

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                                        Responds fast!
                                        avg. 14 minutes

                                        from £156 / night

                                        (1)  

                                          13

                                          Penthouse rental in Caribbean with shared pool, golf nearby

                                          Saint Ann Parish / Ocho Rios

                                          2 6 1 night min

                                          • 2 bedrooms
                                          • sleeps 6
                                          • 1 night min
                                          • Beach / lakeside relaxation
                                          • Swimming pool
                                          • Air conditioning

                                          from £204 / night

                                          £1,397 / week

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                                          from £204 / night

                                            17

                                            Penthouse rental in Caribbean

                                            Puerto Plata Province / Cabarete

                                            2 4 5 nights min

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

                                            from £115 / night

                                            £801 / week

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                                            from £115 / night

                                            (3) Excellent 

                                              24

                                              Penthouse rental in Caribbean with shared pool

                                              Saint James Parish / Holetown

                                              4 8 min stay varies

                                              • 4 bedrooms
                                              • sleeps 8
                                              • min stay varies
                                              • Beach / lakeside relaxation
                                              • Nearest beach 0.1 km
                                              • Swimming pool
                                              “Amazing Villa” We have just returned from a trip to Barbados and were lucky enough to have stayed in La Mirage. We could not get over the location and the view. It was even nicer then the photos. We were a bit worried about travelling at this time of the year but we had nothing but blue skies with a very odd shower. Thank you Yvonne and Julie at Exceptional Villas. We will be back very soon.

                                              from £1,317 / night

                                              £9,213 - £15,716 / week

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                                              from £1,317 / night

                                                50

                                                Penthouse rental in Dominican Republic

                                                Punta Cana / Bavaro

                                                2 5 2 nights min

                                                • 2 bedrooms
                                                • sleeps 5
                                                • 2 nights min
                                                • Swimming pool
                                                • Child friendly
                                                • Car not necessary

                                                from £141 / night

                                                £987 / week

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                                                from £141 / night

                                                (4) Excellent 

                                                  16

                                                  Holiday penthouse rental

                                                  Bonaire / Kralendijk

                                                  2 4 7 nights min

                                                  • 2 bedrooms
                                                  • sleeps 4
                                                  • 7 nights min
                                                  • Nearest beach 0 km
                                                  • Swimming pool
                                                  • Child friendly

                                                  from £286 / night

                                                  £1,998 / week

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                                                  Responds fast!
                                                  avg. 3 hours 44 minutes

                                                  from £286 / night

                                                  (3) Excellent 

                                                    17

                                                    Holiday penthouse with shared pool in St. Lucia

                                                    Castries Quarter / Marigot Bay

                                                    1 4 3 nights min

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

                                                    from £222 / night

                                                    £1,552 / week

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                                                    Responds fast!
                                                    avg. 51 minutes

                                                    from £222 / night

                                                      18

                                                      Penthouse accommodation in Caribbean

                                                      Santiago Province / Santiago de los Caballeros

                                                      3 6 5 nights min

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

                                                      from £88 / night

                                                      £615 / week

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                                                      Responds fast!
                                                      avg. 24 minutes

                                                      from £88 / night

                                                      (1) Excellent 

                                                        23

                                                        Holiday penthouse with shared pool in Caribbean

                                                        Sosua / El Batey

                                                        3 7 min stay varies

                                                        • 3 bedrooms
                                                        • sleeps 7
                                                        • min stay varies
                                                        • Beach / lakeside relaxation
                                                        • Swimming pool
                                                        • Child friendly

                                                        from £160 / night

                                                        £929 - £1,018 / week

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                                                        from £160 / night

                                                          10

                                                          Dominican Republic holiday penthouse rental

                                                          Puerto Plata Province / Puerto Plata

                                                          2 4 3 nights min

                                                          • 2 bedrooms
                                                          • sleeps 4
                                                          • 3 nights min
                                                          • Swimming pool
                                                          • Child friendly
                                                          • Car not necessary

                                                          from £97 / night

                                                          £620 / week

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                                                          from £97 / night

                                                          (2) Excellent 

                                                            13

                                                            Holiday penthouse with shared pool in Caribbean

                                                            Bonaire / Belnem

                                                            2 4 7 nights min

                                                            • 2 bedrooms
                                                            • sleeps 4
                                                            • 7 nights min
                                                            • Nearest beach 0 km
                                                            • Swimming pool
                                                            • Child friendly

                                                            from £286 / night

                                                            £1,998 / week

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                                                            Responds fast!
                                                            avg. 3 hours 44 minutes

                                                            from £286 / night

                                                              20

                                                              Penthouse rental in Turks and Caicos

                                                              Providenciales / Turtle Cove

                                                              3 4 3 nights min

                                                              • 3 bedrooms
                                                              • sleeps 4
                                                              • 3 nights min
                                                              • Beach / lakeside relaxation
                                                              • Nearest beach 0 km
                                                              • Swimming pool

                                                              from £532 / night

                                                              £3,723 / week

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                                                              Responds fast!
                                                              avg. 3 hours 45 minutes

                                                              from £532 / night

                                                                13

                                                                Caribbean holiday penthouse rental

                                                                Puerto Plata Province / Cabarete

                                                                2 6 3 nights min

                                                                • 2 bedrooms
                                                                • sleeps 6
                                                                • 3 nights min
                                                                • Beach / lakeside relaxation
                                                                • Swimming pool
                                                                • Child friendly

                                                                from £106 / night

                                                                £754 - £878 / week

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                                                                from £106 / night

                                                                  12

                                                                  Caribbean holiday penthouse rental

                                                                  La Altagracia Province / Punta Cana

                                                                  1 4 2 nights min

                                                                  • 1 bedroom
                                                                  • sleeps 4
                                                                  • 2 nights min
                                                                  • Beach / lakeside relaxation
                                                                  • Swimming pool
                                                                  • Child friendly

                                                                  from £111 / night

                                                                  £776 / week

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                                                                  Responds fast!
                                                                  avg. 43 minutes

                                                                  from £111 / night

                                                                  (8) Excellent 

                                                                    18

                                                                    Puerto Rico holiday penthouse rental

                                                                    Puerto Rico / Rincon

                                                                    3 8 2 nights min

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

                                                                    from £178 / night

                                                                    £1,108 - £1,233 / week

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                                                                    Responds fast!
                                                                    avg. 3 hours 43 minutes

                                                                    from £178 / night

                                                                      9

                                                                      Holiday penthouse with shared pool in Caribbean

                                                                      Puerto Plata Province / Puerto Plata

                                                                      2 4 4 nights min

                                                                      • 2 bedrooms
                                                                      • sleeps 4
                                                                      • 4 nights min
                                                                      • Swimming pool
                                                                      • Child friendly
                                                                      • Car not necessary

                                                                      from £106 / night

                                                                      £620 / week

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                                                                      from £106 / night

                                                                        4

                                                                        Holiday penthouse in Dominican Republic

                                                                        Puerto Plata Province / Imbert

                                                                        2 6 3 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 6
                                                                        • 3 nights min
                                                                        • Beach / lakeside relaxation
                                                                        • Child friendly

                                                                        from £80 / night

                                                                        £559 / week

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                                                                        from £80 / night

                                                                        (1) Excellent 

                                                                          33

                                                                          Holiday penthouse in Caribbean

                                                                          Puerto Rico / San Juan

                                                                          2 4 3 nights min

                                                                          • 2 bedrooms
                                                                          • sleeps 4
                                                                          • 3 nights min
                                                                          • Nearest beach 1 km
                                                                          • Car not necessary

                                                                          from £98 / night

                                                                          £534 - £658 / week

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                                                                          Responds fast!
                                                                          avg. 3 hours 47 minutes

                                                                          from £98 / night

                                                                            15

                                                                            Penthouse rental in Caribbean with shared pool

                                                                            Sint Maarten / Oyster Pond

                                                                            3 8 7 nights min

                                                                            • 3 bedrooms
                                                                            • sleeps 8
                                                                            • 7 nights min
                                                                            • Beach / lakeside relaxation
                                                                            • Swimming pool
                                                                            • Child friendly

                                                                            from £380 / night

                                                                            £2,655 / week

                                                                            Book View

                                                                            from £380 / night

                                                                              15

                                                                              Holiday penthouse with shared pool in Dominican Republic

                                                                              Puerto Plata Province / Punta Rucia

                                                                              2 6 2 nights min

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

                                                                              from £133 / night

                                                                              £931 / week

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                                                                              from £133 / night

                                                                              (1) Very Good 

                                                                                24

                                                                                Holiday penthouse with shared pool in Caribbean

                                                                                La Altagracia Province / Punta Cana

                                                                                3 8 min stay varies

                                                                                • 3 bedrooms
                                                                                • sleeps 8
                                                                                • min stay varies
                                                                                • Nearest beach 0 km
                                                                                • Swimming pool
                                                                                • Child friendly

                                                                                from £222 / night

                                                                                £1,552 - £2,669 / week

                                                                                Book View

                                                                                from £222 / night

                                                                                (2) Excellent 

                                                                                  44

                                                                                  Holiday penthouse in Caribbean

                                                                                  Santo Domingo Province / Santo Domingo

                                                                                  6 14 2 nights min

                                                                                  • 6 bedrooms
                                                                                  • sleeps 14
                                                                                  • 2 nights min
                                                                                  • Nearest beach 25 km
                                                                                  • Child friendly
                                                                                  • Air conditioning

                                                                                  from £354 / night

                                                                                  £2,476 / week

                                                                                  Book View

                                                                                  from £354 / night

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