Penthouses in North America

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Filters applied: Penthouse

314 Holiday homes

    31

    Holiday penthouse in Montreal

    Quebec / Montreal

    2 6 1 night min

    • 2 bedrooms
    • sleeps 6
    • 1 night min
    • Child friendly

    from £199 / night

    £1,392 / week

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    from £199 / night

      10

      Nunavut holiday penthouse rental

      Nunavut

      2 4 1 night min

      • 2 bedrooms
      • sleeps 4
      • 1 night min

      from £27 / night

      £89 / week

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      from £27 / night

      (1) Excellent 

        32

        Holiday penthouse in Las Terrenas

        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 Mambo Beach

          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

          (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
            “Awesome As Always” We've stayed at Vista Cay numerous times, and all of the condo's are obviously lovely. Its a safe, clean, central location to see all that Orlando and the surrounding area has to offer. This unit is on the south side of Vista Cay, and has its own separate pool. Its a lot quieter and private than the main Vista Cay resort area, and is right next to the shopping plaza (Publix, restaurants), so its literally a two minute walk. We've rented this unit several times, and always have a great time (have never had any issues whatsoever). The unit is tastefully decorated, is on the top floor (quieter), and has a nice view of both Lake Cay and the surrounding area. Owner is very polite and responsive.

            from £85 / night

            £987 / week

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            Responds fast!
            avg. 3 hours 12 minutes

            from £85 / night

            (2) Excellent 

              28

              Orlando holiday penthouse rental

              Central Florida / Orlando

              3 6 min stay varies

              • 3 bedrooms
              • sleeps 6
              • min stay varies
              • Beach / lakeside relaxation
              • Nearest beach 90 km
              • Swimming pool
              “We couldn't have had it better” Stayed in Vista Cay with my family of five and it was as if we never left home. Our experience was excellent. The facility was excellent. I have nothing to complain about at all. Everything works in Vista Cay. You can even state within the estate for two weeks and not have a need to go elsewhere in Orlando if all you need is rest. I recommend it to all and look forward to visiting again in the nearest future.

              from £187 / night

              £1,303 / week

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              Responds fast!
              avg. 1 hour 38 minutes

              from £187 / night

              (1)  

                18

                Puerto Vallarta holiday penthouse rental

                Jalisco / Puerto Vallarta

                3 6 min stay varies

                • 3 bedrooms
                • sleeps 6
                • min stay varies
                • Beach / lakeside relaxation
                • Nearest beach 2 km
                • Swimming pool

                from £156 / night

                £1,086 - £2,327 / week

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                Responds fast!
                avg. 3 hours 21 minutes

                from £156 / night

                  27

                  Holiday penthouse rental

                  Jalisco / Puerto Vallarta

                  2 4 min stay varies

                  • 2 bedrooms
                  • sleeps 4
                  • min stay varies
                  • Beach / lakeside relaxation
                  • Air conditioning

                  from £173 / night

                  £1,210 / week

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                  from £173 / 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

                    (5) Excellent 

                      30

                      Holiday penthouse with swimming pool in Zihuatanejo

                      Zihuatanejo / Colonia La Ropa

                      4 6 min stay varies

                      • 4 bedrooms
                      • sleeps 6
                      • min stay varies
                      • Beach / lakeside relaxation
                      • Swimming pool
                      • Ask owner if suitable for children

                      from £346 / night

                      £2,048 - £2,669 / week

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                      from £346 / night

                      (1) Excellent 

                        17

                        Holiday penthouse in St. John's

                        Newfoundland / St. John's

                        5 10 3 nights min

                        • 5 bedrooms
                        • sleeps 10
                        • 3 nights min
                        • Child friendly
                        • Air conditioning

                        from £465 / night

                        £2,527 / week

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                        from £465 / night

                        (7) Very Good 

                          15

                          Big White ski penthouse to rent.

                          Okanagan Valley / Big White

                          3 9 4 nights min

                          • 3 bedrooms
                          • sleeps 9
                          • 4 nights min
                          • Swimming pool
                          • Ski
                          • Child friendly

                          from £246 / night

                          £1,532 - £1,718 / week

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                          from £246 / night

                          (25) Very Good 

                            41

                            Holiday penthouse with golf nearby in Speightstown

                            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+
                            “Caribbean Dreamin'” My girlfriend and I enjoyed the absolute BEST week we could have hoped for at this apartment. Both Trisha and her housekeeper, Marva, could not have been more helpful and accommodating. And the apartment was a perfect base to enjoy a trip to Barbados from. Aside from the fact Speightstown is the ideal place to be located (low on tourist count, high on relaxation and local delights...rum, fresh fish, empty beaches), Trish's flat is suuuch a chilled place to hang out. We barely even left for the first three days while smiling like lunatics and browning the pallor out of our skins on the fabulous terrace. It truly felt like a home from home and the only bad thing I can think to say is that it was just so hard to leave it when the time came... We'll definitely be back, and I would implore anyone else to do the same if they want to enjoy an unforgettable Caribbean experience. Thanks Trisha and Marva. Just such a beautiful holiday home!

                            from £167 / night

                            £1,058 - £1,909 / week

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                            from £167 / night

                              13

                              Isabela 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

                                24

                                Holiday penthouse rental

                                Georgia / Sandy Springs

                                4 8 7 nights min

                                • 4 bedrooms
                                • sleeps 8
                                • 7 nights min
                                • Child friendly
                                • Pet friendly

                                from £355 / night

                                £2,482 / week

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                                from £355 / night

                                  14

                                  Holiday penthouse with shared pool in Marigot Bay

                                  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 Mambo Beach

                                    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

                                    (32) Excellent 

                                      51

                                      Holiday penthouse with shared pool, golf nearby in Royal Westmoreland Golf Resort

                                      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+
                                      “Beloved Barbados!!!!!” Once again a great 2-week trip to Barbados (14-28.06.2013) and our second to RWM. The villa was spacious and well equipped with air conditioning and ceiling fans in each separate living space, including both bedrooms. The grocery pack provided meant we arrived (at Banks o'clock!!!!!) and went straight onto island time, without worrying about getting to the grocery store for supplies immediately. The infinity pool, adjacent to the apartment and surrounded by the most beautiful and well-kept gardens, was a great bonus and meant we didn't have to make our way to the main pool at the Sanctuary. The free shuttle took us to the gorgeous Mullins Bay beach which provides free luxury sunbeds, towels and sun umbrellas and has a new restaurant from July 2013. The Banks rum shack on the main RWM estate was a great spot with the lovely Laverne keeping us supplied with Mount Gay rum!!!!! A car is advisable due to location. However, we didn't want to drive on vacation - our tip was to use the free shuttle bus in the morning to the beach and then get the local bus back (from outside the Indulgence Spa at Mullins) into Holetown in the afternoon, to collect groceries or enjoy a late and leisurely lunch, meaning only one taxi ride each day - saving a few dollars. The restaurants and bars in nearby Holetown offer a wide range of cuisines and budgets. The staff at RWM and West Coast Villas are so helpful and welcoming - special mention to Michelle, Laverne, Kaye and Candi. Missing it already - we will be back!!!!! Jane & Andrew and Yvonne & Alan

                                      from £175 / night

                                      £1,225 - £1,750 / week

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                                      from £175 / night

                                        53

                                        Holiday penthouse in Playa del Carmen

                                        Riviera Maya / Playa del Carmen

                                        2 6 min stay varies

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

                                        from £311 / night

                                        £1,862 - £3,723 / week

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                                        from £311 / night

                                        (3) Excellent 

                                          25

                                          Penthouse rental in Holetown 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
                                          “Couldn't have been nicer” Thanks so much for recommending Smugglers Cove #6 to us! We loved the location – my girls just adored the beach & the beach service. Adrian even brought them cold towels! And had everything set up for our family each morning. For me the view was just the best part – the pictures just don’t do it justice! Joan took great care of us all & we returned home with suitcases of clean clothes as she done all our laundry. She keeps the place spotless – the owners should be very happy with her work!! We spent a wonderful day on Seaduced and enjoyed all your restaurant suggestions – the only thing that happened was that Daphne’s restaurant just up the beach was closed for much of Christmas- unexpectedly I think..but we got over that! Also the fast track service you told us about was a godsend! We are already talking about our next visit.

                                          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 Juan Dolio

                                            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 Cabarete

                                              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 Holetown 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

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                                                from £1,394 / night

                                                  24

                                                  Penthouse letting in Holetown 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

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                                                  from £403 / night

                                                    10

                                                    Penthouse rental in Toronto

                                                    Ontario / Toronto

                                                    2 6 1 night min

                                                    • 2 bedrooms
                                                    • sleeps 6
                                                    • 1 night min
                                                    • Child friendly
                                                    • Car not necessary
                                                    • Air conditioning

                                                    from £592 / night

                                                    £3,658 - £4,217 / week

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                                                    Responds fast!
                                                    avg. 3 hours 2 minutes

                                                    from £592 / night

                                                      12

                                                      Penthouse rental in Puerto Vallarta with golf nearby

                                                      Jalisco / Puerto Vallarta

                                                      4 8 7 nights min

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

                                                      from £344 / night

                                                      £2,405 / week

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                                                      from £344 / night

                                                      (1)  

                                                        16

                                                        Holiday penthouse with shared pool in Puerto Plata

                                                        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 Speightstown

                                                          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

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                                                          Responds fast!
                                                          avg. 1 hour 45 minutes

                                                          from £172 / night

                                                            17

                                                            Holiday penthouse in Jarretaderas

                                                            Nayarit / Jarretaderas

                                                            5 10 min stay varies

                                                            • 5 bedrooms
                                                            • sleeps 10
                                                            • min stay varies
                                                            • Child friendly

                                                            from £1,330 / night

                                                            £9,308 / week

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                                                            Responds fast!
                                                            avg. 3 hours 1 minutes

                                                            from £1,330 / 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

                                                                  30

                                                                  Holiday penthouse in Denver

                                                                  Colorado / Denver

                                                                  2 4 90 nights min

                                                                  • 2 bedrooms
                                                                  • sleeps 4
                                                                  • 90 nights min
                                                                  • Child friendly
                                                                  • Pet friendly

                                                                  from £113 / night

                                                                  £786 / week

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                                                                  from £113 / night

                                                                    27

                                                                    Holiday penthouse in Havana

                                                                    Florida Panhandle / Havana

                                                                    3 9 1 night min

                                                                    • 3 bedrooms
                                                                    • sleeps 9
                                                                    • 1 night min
                                                                    • Nearest beach 22 km
                                                                    • Child friendly
                                                                    • Car not necessary

                                                                    from £76 / night

                                                                    £418 / week

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                                                                    from £76 / night

                                                                      28

                                                                      Holiday penthouse in Las Terrenas

                                                                      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 Bavaro

                                                                        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

                                                                          48

                                                                          Holiday penthouse in Tulum

                                                                          Riviera Maya / Tulum

                                                                          3 8 2 nights min

                                                                          • 3 bedrooms
                                                                          • sleeps 8
                                                                          • 2 nights min
                                                                          • Child friendly
                                                                          • Pet friendly

                                                                          from £129 / night

                                                                          £810 - £2,075 / week

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                                                                          Responds fast!
                                                                          avg. 2 hours 6 minutes

                                                                          from £129 / night

                                                                          (1)  

                                                                            13

                                                                            Penthouse rental in Ocho Rios 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

                                                                              20

                                                                              Holiday penthouse in Playacar

                                                                              Playa del Carmen / Playacar

                                                                              3 6 90 nights min

                                                                              • 3 bedrooms
                                                                              • sleeps 6
                                                                              • 90 nights min
                                                                              • Beach / lakeside relaxation
                                                                              • Child friendly
                                                                              • Air conditioning

                                                                              from £29 / night

                                                                              £200 / week

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                                                                              Responds fast!
                                                                              avg. 2 hours 42 minutes

                                                                              from £29 / night

                                                                                17

                                                                                Penthouse rental in Cabarete

                                                                                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 Holetown 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
                                                                                  “Wow Amazing” The villa was incredible. We were blown away the minute we arrived. Everything was perfect we cannot say one bad things about this place, the beach, the people, the food all of it was amazing.

                                                                                  from £1,317 / night

                                                                                  £9,213 - £15,716 / week

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                                                                                  from £1,317 / night

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