Villas in Castara and Cottages - Holiday Lettings - Holiday Rentals Castara

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216 Holiday homes

    5

    Holiday apartment with swimming pool in Castara

    Tobago / Castara

    1 4 2 nights min

    • 1 bedroom
    • sleeps 4
    • 2 nights min
    • Beach / lakeside relaxation
    • Swimming pool
    • Suitable for children age 5+

    from £89 / night

    £618 - £926 / week

    Book View

    from £89 / night

      7

      Holiday apartment with swimming pool in Castara

      Tobago / Castara

      1 4 min stay varies

      • 1 bedroom
      • sleeps 4
      • min stay varies
      • Beach / lakeside relaxation
      • Swimming pool
      • Child friendly

      from £62 / night

      £494 - £802 / week

      Book View

      from £62 / night

      (6) Excellent 

        14

        Castara holiday apartment rental

        Tobago / Castara

        1 3 5 nights min

        • 1 bedroom
        • sleeps 3
        • 5 nights min
        • Beach / lakeside relaxation
        • Child friendly
        • Car not necessary

        from £58 / night

        £401 - £561 / week

        Book View

        from £58 / night

        (19) Very Good 

          16

          Holiday apartment with swimming pool in Castara

          Tobago / Castara

          1 4 2 nights min

          • 1 bedroom
          • sleeps 4
          • 2 nights min
          • Beach / lakeside relaxation
          • Swimming pool
          • Suitable for children age 5+

          from £89 / night

          £618 - £926 / week

          Book View

          from £89 / night

          (20) Excellent 

            28

            Castara holiday villa rental

            Castara / Englishman's Bay

            4 8 min stay varies

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

            from £114 / night

            £1,200 / week

            Book View

            from £114 / night

            (3) Average 

              6

              Holiday apartment rental

              Tobago / Castara

              2 4 2 nights min

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

              from £89 / night

              £618 - £927 / week

              Book View

              from £89 / night

              (3) Excellent 

                17

                Holiday apartment rental

                Tobago / Castara

                1 2 7 nights min

                • 1 bedroom
                • sleeps 2
                • 7 nights min
                • Beach / lakeside relaxation
                • Nearest beach 0.2 km
                • Ask owner if suitable for children

                from £92 / night

                £642 - £882 / week

                Book View

                from £92 / night

                (2) Average 

                  9

                  Holiday apartment with swimming pool in Castara

                  Tobago / Castara

                  1 4 2 nights min

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

                  from £89 / night

                  £618 - £926 / week

                  Book View

                  from £89 / night

                  (4) Excellent 

                    14

                    Holiday apartment in Castara

                    Tobago / Castara

                    1 3 5 nights min

                    • 1 bedroom
                    • sleeps 3
                    • 5 nights min
                    • Beach / lakeside relaxation
                    • Child friendly
                    • Car not necessary

                    from £58 / night

                    £401 - £561 / week

                    Book View

                    from £58 / night

                      9

                      Holiday apartment rental

                      Tobago / Castara

                      2 4 5 nights min

                      • 2 bedrooms
                      • sleeps 4
                      • 5 nights min
                      • Beach / lakeside relaxation
                      • Nearest beach 0.2 km
                      • Child friendly

                      from £133 / night

                      £927 / week

                      Book View

                      from £133 / night

                        14

                        Castara holiday apartment rental

                        Tobago / Castara

                        2 4 7 nights min

                        • 2 bedrooms
                        • sleeps 4
                        • 7 nights min
                        • Beach / lakeside relaxation
                        • Nearest beach 0.3 km
                        • Ask owner if suitable for children

                        from £138 / night

                        £962 - £1,443 / week

                        Book View

                        from £138 / night

                        (5) Very Good 

                          5

                          Apartment rental in Castara

                          Tobago / Castara

                          1 2 3 nights min

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

                          from £40 / night

                          £281 / week

                          Book View

                          Responds fast!
                          avg. 1 hour 30 minutes

                          from £40 / night

                          (4) Very Good 

                            8

                            Castara holiday apartment rental

                            Tobago / Castara

                            2 4 3 nights min

                            • 2 bedrooms
                            • sleeps 4
                            • 3 nights min
                            • Beach / lakeside relaxation
                            • Child friendly
                            • Private garden

                            from £75 / night

                            £521 / week

                            Book View

                            Responds fast!
                            avg. 1 hour 30 minutes

                            from £75 / night

                              36

                              Castara holiday apartment rental

                              Tobago / Castara

                              2 6 2 nights min

                              • 2 bedrooms
                              • sleeps 6
                              • 2 nights min
                              • Child friendly

                              from £106 / night

                              £705 / week

                              Book View

                              from £106 / night

                              (28) Very Good 

                                11

                                Castara holiday apartment rental

                                Tobago / Castara

                                1 8 2 nights min

                                • 1 bedroom
                                • sleeps 8
                                • 2 nights min
                                • Beach / lakeside relaxation
                                • Child friendly
                                • Air conditioning

                                from £67 / night

                                £463 / week

                                Book View

                                Responds fast!
                                avg. 3 hours 39 minutes

                                from £67 / night

                                (14) Very Good 

                                Certificate of Excellence

                                  19

                                  Castara holiday apartment let

                                  Tobago / Castara

                                  2 4 3 nights min

                                  • 2 bedrooms
                                  • sleeps 4
                                  • 3 nights min
                                  • Beach / lakeside relaxation
                                  • Nearest beach 0 km
                                  • Child friendly

                                  Certificate of Excellence

                                  from £150 / night

                                  £1,389 - £1,636 / week

                                  Book View

                                  Responds fast!
                                  avg. 2 hours 11 minutes

                                  from £150 / night

                                  (9) Very Good 

                                    8

                                    Holiday apartment in Castara

                                    Tobago / Castara

                                    3 6 3 nights min

                                    • 3 bedrooms
                                    • sleeps 6
                                    • 3 nights min
                                    • Beach / lakeside relaxation
                                    • Nearest beach 0.25 km
                                    • Child friendly

                                    from £92 / night

                                    £642 / week

                                    Book View

                                    Responds fast!
                                    avg. 1 hour 30 minutes

                                    from £92 / night

                                      19

                                      Holiday apartment in Castara

                                      Tobago / Castara

                                      1 2 3 nights min

                                      • 1 bedroom
                                      • sleeps 2
                                      • 3 nights min
                                      • Nearest beach 0.1 km
                                      • Child friendly
                                      • Air conditioning

                                      from £50 / night

                                      £332 / week

                                      Book View

                                      from £50 / night

                                        15

                                        Holiday studio in Castara

                                        Tobago / Castara

                                        Studio 3 3 nights min

                                        • Studio
                                        • sleeps 3
                                        • 3 nights min
                                        • Nearest beach 0.3 km
                                        • Child friendly
                                        • Car not necessary

                                        from £44 / night

                                        £265 / week

                                        Book View

                                        from £44 / night

                                        (22) Excellent 

                                        Certificate of Excellence

                                          79

                                          Castara holiday apartment rental

                                          Tobago / Castara

                                          1 2 5 nights min

                                          • 1 bedroom
                                          • sleeps 2
                                          • 5 nights min
                                          • Beach / lakeside relaxation
                                          • Nearest beach 0.1 km
                                          • Child friendly

                                          Certificate of Excellence

                                          from £89 / night

                                          £618 - £742 / week

                                          Book View

                                          Responds fast!
                                          avg. 54 minutes

                                          from £89 / night

                                          (97) Excellent 

                                            19

                                            Holiday apartment in Castara

                                            Tobago / Castara

                                            1 2 3 nights min

                                            • 1 bedroom
                                            • sleeps 2
                                            • 3 nights min
                                            • Beach / lakeside relaxation
                                            • Nearest beach 0 km
                                            • Child friendly

                                            from £133 / night

                                            £1,204 / week

                                            Book View

                                            Responds fast!
                                            avg. 2 hours 11 minutes

                                            from £133 / night

                                            (8) Very Good 

                                              5

                                              Holiday apartment in Castara

                                              Tobago / Castara

                                              1 2 3 nights min

                                              • 1 bedroom
                                              • sleeps 2
                                              • 3 nights min
                                              • Nearest beach 0.3 km
                                              • Child friendly
                                              • Private garden

                                              from £35 / night

                                              £241 / week

                                              Book View

                                              Responds fast!
                                              avg. 1 hour 30 minutes

                                              from £35 / night

                                              (23) Very Good 

                                                15

                                                Castara holiday apartment rental

                                                Tobago / Castara

                                                1 3 5 nights min

                                                • 1 bedroom
                                                • sleeps 3
                                                • 5 nights min
                                                • Beach / lakeside relaxation
                                                • Nearest beach 0.2 km
                                                • Child friendly

                                                from £58 / night

                                                £287 - £465 / week

                                                Book View

                                                from £58 / night

                                                (1) Excellent 

                                                  15

                                                  Castara holiday apartment rental

                                                  Tobago / Castara

                                                  2 4 7 nights min

                                                  • 2 bedrooms
                                                  • sleeps 4
                                                  • 7 nights min
                                                  • Nearest beach 0.4 km
                                                  • Child friendly

                                                  from £138 / night

                                                  £962 / week

                                                  Book View

                                                  from £138 / night

                                                  (1) Excellent 

                                                    13

                                                    Apartment rental in Castara

                                                    Tobago / Castara

                                                    1 2 5 nights min

                                                    • 1 bedroom
                                                    • sleeps 2
                                                    • 5 nights min
                                                    • Child friendly
                                                    • Air conditioning
                                                    • Private garden

                                                    from £62 / night

                                                    £432 / week

                                                    Book View

                                                    from £62 / night

                                                    (1) Excellent 

                                                      15

                                                      Castara holiday studio rental

                                                      Tobago / Castara

                                                      Studio 3 5 nights min

                                                      • Studio
                                                      • sleeps 3
                                                      • 5 nights min
                                                      • Child friendly
                                                      • Car not necessary

                                                      from £58 / night

                                                      £287 / week

                                                      Book View

                                                      from £58 / night

                                                      (1) Excellent 

                                                        24

                                                        Holiday apartment with golf nearby in Castara

                                                        Tobago / Castara

                                                        2 4 5 nights min

                                                        • 2 bedrooms
                                                        • sleeps 4
                                                        • 5 nights min
                                                        • Nearest beach 0.1 km
                                                        • Child friendly

                                                        from £80 / night

                                                        £556 / week

                                                        Book View

                                                        from £80 / night

                                                          94

                                                          Holiday apartment in Castara

                                                          Tobago / Castara

                                                          2 4 min stay varies

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

                                                          from £133 / night

                                                          £839 - £1,060 / week

                                                          Book View

                                                          Responds fast!
                                                          avg. 54 minutes

                                                          from £133 / night

                                                            25

                                                            Castara holiday apartment rental

                                                            Tobago / Castara

                                                            1 2 3 nights min

                                                            • 1 bedroom
                                                            • sleeps 2
                                                            • 3 nights min
                                                            • Nearest beach 0.1 km
                                                            • Child friendly
                                                            • Private garden

                                                            from £62 / night

                                                            £432 / week

                                                            Book View

                                                            from £62 / night

                                                              12

                                                              Holiday studio in Castara

                                                              Tobago / Castara

                                                              Studio 3 3 nights min

                                                              • Studio
                                                              • sleeps 3
                                                              • 3 nights min
                                                              • Child friendly
                                                              • Air conditioning
                                                              • Private garden

                                                              from £44 / night

                                                              £265 / week

                                                              Book View

                                                              from £44 / night

                                                                16

                                                                Holiday cottage in Castara

                                                                Tobago / Castara

                                                                1 2 5 nights min

                                                                • 1 bedroom
                                                                • sleeps 2
                                                                • 5 nights min
                                                                • Nearest beach 1 km
                                                                • Child friendly
                                                                • Air conditioning

                                                                from £93 / night

                                                                £648 / week

                                                                Book View

                                                                from £93 / night

                                                                  17

                                                                  Castara holiday apartment rental

                                                                  Tobago / Castara

                                                                  2 4 3 nights min

                                                                  • 2 bedrooms
                                                                  • sleeps 4
                                                                  • 3 nights min
                                                                  • Nearest beach 0.1 km
                                                                  • Child friendly
                                                                  • Private garden

                                                                  from £97 / night

                                                                  £679 / week

                                                                  Book View

                                                                  from £97 / night

                                                                    21

                                                                    Holiday cottage in Castara

                                                                    Tobago / Castara

                                                                    2 4 5 nights min

                                                                    • 2 bedrooms
                                                                    • sleeps 4
                                                                    • 5 nights min
                                                                    • Nearest beach 1 km
                                                                    • Child friendly

                                                                    from £155 / night

                                                                    £1,080 / week

                                                                    Book View

                                                                    from £155 / night

                                                                    (46) Very Good 

                                                                      15

                                                                      Apartment rental in Castara

                                                                      Tobago / Castara

                                                                      5 4 5 nights min

                                                                      • 5 bedrooms
                                                                      • sleeps 4
                                                                      • 5 nights min
                                                                      • Beach / lakeside relaxation
                                                                      • Nearest beach 0.3 km
                                                                      • Child friendly
                                                                      “Amazing” Wow. That could be the entire review. Where to start. First off before my girlfriend and I got there the owners notified us that they were upgrading us to the top suite. It was amazing. It had an unreal view of the sunset from the porch, an outisde shower in which you could see the sunset, and fun things we discovered throughout the trip (hammock on the porch, windows that opened up in the living room to let birds fly in, etc.) It was a walk away from both beaches and a short walk to town. Josh who is the manager was extremely helpful throughout the trip. I can't say enough about how he enhanced the experience. Him and his family basically run Castara and between all of his brothers we got hooked up. One brother (Chino) owns a restaurant (Chino's) where we ate at multiple times. It's a nice place right in the middle of town. His other brother drove us around the island for sight-seeing and waterfall experience (the waterfall is a ton of fun), and Josh himself took us to an island party and drove us around. He was also there whenever we needed him. We took alibaba's tour for a boat ride (read: booze cruise) around the island. The two hosts were hilarious. Alibaba himself is a character as well. We went to this place called Nylon Pool where you can stand in the middle of the ocean. Really just absolutely amazing. Caught some fish, had an island-style BBQ, Snorkelling, etc. That's the one thiing you absolutely have to do. Other Highlights: Bongo night at the Boathouse (I think that's what it's called). The Boathouse was a great restaurant right on the small beach. Live band on our last night at Chino's. Caribs. Rum. Small beach. In all honestly there were too many small highlights to the trip to list here. Every day was amazing whether it was laid-back chilling at the beach or doing some sort of event/sight seeing. The people that live in Tobago are really what put the trip over the top though and are the reason that, without a doubt, we are going back.

                                                                      from £239 / night

                                                                      £1,669 / week

                                                                      Book View

                                                                      from £239 / night

                                                                        17

                                                                        Holiday home in Castara

                                                                        Tobago / Castara

                                                                        2 4 2 nights min

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

                                                                        from £58 / night

                                                                        £375 / week

                                                                        Book View

                                                                        from £58 / night

                                                                        (1) Excellent 

                                                                          14

                                                                          Castara holiday apartment rental

                                                                          Tobago / Castara

                                                                          1 2 7 nights min

                                                                          • 1 bedroom
                                                                          • sleeps 2
                                                                          • 7 nights min
                                                                          • Nearest beach 0.3 km
                                                                          • Child friendly
                                                                          • Car not necessary

                                                                          from £92 / night

                                                                          £642 / week

                                                                          Book View

                                                                          from £92 / night

                                                                          Great rentals within 20 miles that match your search

                                                                          Distance approx 7.71 miles from Castara

                                                                          (2) Excellent 

                                                                            15

                                                                            Holiday villa in Scarborough

                                                                            Tobago / Scarborough

                                                                            4 3 nights min

                                                                            • sleeps 4
                                                                            • 3 nights min
                                                                            • Child friendly

                                                                            from £88 / night

                                                                            £617 / week

                                                                            Book View

                                                                            Responds fast!
                                                                            avg. 3 hours 52 minutes

                                                                            from £88 / night

                                                                            Distance approx 10.52 miles from Castara

                                                                              21

                                                                              Holiday apartment with shared pool in Mount Irvine

                                                                              Tobago / Mount Irvine

                                                                              3 6 2 nights min

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

                                                                              from £177 / night

                                                                              £1,234 / week

                                                                              Book View

                                                                              from £177 / night

                                                                              Distance approx 12.31 miles from Castara

                                                                              (9) Very Good 

                                                                                10

                                                                                Townhouse rental in Bon Accord with shared pool

                                                                                Tobago / Bon Accord

                                                                                2 5 2 nights min

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

                                                                                from £141 / night

                                                                                £794 / week

                                                                                Book View

                                                                                from £141 / night

                                                                                Distance approx 7.87 miles from Castara

                                                                                (12) Excellent 

                                                                                  27

                                                                                  Holiday apartment with shared pool in Black Rock

                                                                                  Tobago / Black Rock

                                                                                  1 2 min stay varies

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

                                                                                  from £84 / night

                                                                                  £586 / week

                                                                                  Book View

                                                                                  Responds fast!
                                                                                  avg. 35 minutes

                                                                                  from £84 / night

                                                                                  Top Destination reviews

                                                                                  Secluded villa in Englishmans Bay
                                                                                  Very peaceful and spacious home in a great location.

                                                                                  Everything was well prepared when we arrived. Jango (the master gardener and our greeter when we arrived) was very patient and waited for 4 hours as our flight was delayed. The house was well equiped with all the kitchen needs including the most important BBQ grill. Great for cooking the local fish of the day!! Houskeeping came 3-4 times in the week for fresh towels and sheets. We loved the island and everything it had to offer: 1. The in-house dining experience with Adam was excellent and very reasonable priced. Well recommended for at least one night of your stay. 2. Englishman's bay was one of the nicest beaches and only a 5 minute drive from the villa. The roti lunch at Eula's was fantasick. 3. The hike to the highest point on the Island (Pigeon Point) was challenging, but well worth the trip. The rainforest hike and birdwatching tour (with Peter Cox) was also a great and professional experience. 4. We recommend taking a small fishing boat over to Little Tobago and Goat Island......this was more personalized than the commercial tours offered. 5.Wednesday night at the Boat House was a blast. Steel drum night and the place was packed. 6. You have to buy a loaf of homemade (dirt oven) bread in Castera. Three old ladies have been making the bread for generations. 7. 2 words of caution....take as much TT's as possible. The only ATM's that dispensed cash for us were in Scarborough or Crown point. Also, the grocery stores outside of Crown point/Scarborough have very limited groceries. Buy as much as possible when Jango takes you shopping. 8. Mr. Rattan's rental car service was great. Great car, great service.see more

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