Houses in Trinidad and Tobago and Villas - Holiday Lettings - Holiday Rentals Trinidad and Tobago

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357 Holiday homes

    15

    Holiday home letting

    Tobago / Goodwood, Tobago

    2 4 5 nights min

    • 2 bedrooms
    • sleeps 4
    • 5 nights min
    • Beach / lakeside relaxation
    • Nearest beach 0.1 km
    • Suitable for children age 5+

    from £110 / night

    £635 - £744 / week

    Book View

    from £110 / night

      5

      Holiday apartment with swimming pool in Trinidad and Tobago

      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 £88 / night

      £615 - £922 / week

      Book View

      from £88 / night

        18

        Holiday villa accommodation

        Tobago / Goodwood, Tobago

        4 8 1 night min

        • 4 bedrooms
        • sleeps 8
        • 1 night min
        • Beach / lakeside relaxation
        • Swimming pool
        • Child friendly

        from £264 / night

        £1,787 / week

        Book View

        from £264 / night

          7

          Holiday apartment with swimming pool in Trinidad and Tobago

          Tobago / Castara

          1 4 min stay varies

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

          from £62 / night

          £492 - £799 / week

          Book View

          from £62 / night

          (33) Very Good 

            17

            Holiday villa with swimming pool, golf nearby in Trinidad and Tobago

            Tobago / Prospect, Tobago

            4 12 2 nights min

            • 4 bedrooms
            • sleeps 12
            • 2 nights min
            • Beach / lakeside relaxation
            • Nearest beach 2 km
            • Swimming pool

            from £200 / night

            £1,300 - £1,400 / week

            Book View

            Responds fast!
            avg. 1 hour 39 minutes

            from £200 / night

            (12) Excellent 

              19

              Holiday cottage in Trinidad and Tobago

              Trinidad / Maracas Bay

              1 2 2 nights min

              • 1 bedroom
              • sleeps 2
              • 2 nights min
              • Beach / lakeside relaxation
              • Nearest beach 9 km
              • Private garden

              from £87 / night

              £609 / week

              Book View

              from £87 / night

              (21) Excellent 

                24

                Holiday home with swimming pool in Trinidad and Tobago

                Tobago / Scarborough

                5 10 2 nights min

                • 5 bedrooms
                • sleeps 10
                • 2 nights min
                • Beach / lakeside relaxation
                • Nearest beach 3 km
                • Swimming pool
                “A taste of Paradise” My party of four could not have been happier with our stay in ambassador's House. We wanted to stay somewhere real not a purpose built holiday rental and this home was perfect! The layout of the house while open plan and sociable still offered the option for privacy. The Gardens, the pool. the views and the bird song - we felt we were in paradise!. On the practical side every implement you could need in the kitchen is provided including cooking basics washing powder etc (not a holiday norm)Lesley ann the beautiful housekeeper is a daily advantage too, any requests were dealt with speedily. Both the house and gardens are maintained to a very high standard and I could not if I tried find any fault with this holiday home rental. We loved our stay and will return!

                from £229 / night

                £1,374 / week

                Book View

                from £229 / night

                (24) Very Good 

                  18

                  Holiday villa with swimming pool in Trinidad and Tobago

                  Tobago / Mount Irvine

                  4 12 2 nights min

                  • 4 bedrooms
                  • sleeps 12
                  • 2 nights min
                  • Beach / lakeside relaxation
                  • Swimming pool
                  • Child friendly

                  from £264 / night

                  £1,844 / week

                  Book View

                  from £264 / night

                  (1) Excellent 

                    19

                    Holiday apartment in Caroni

                    Trinidad / Caroni

                    2 4 1 night min

                    • 2 bedrooms
                    • sleeps 4
                    • 1 night min
                    • Nearest beach 25 km
                    • Child friendly
                    • Car not necessary

                    from £97 / night

                    £676 / week

                    Book View

                    from £97 / night

                    (1) Very Good 

                      31

                      Holiday apartment in Mayaro

                      Trinidad / Mayaro

                      2 4 1 night min

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

                      from £86 / night

                      £573 - £813 / week

                      Book View

                      Responds fast!
                      avg. 2 hours 11 minutes

                      from £86 / night

                      (6) Excellent 

                        14

                        Trinidad and Tobago 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

                          9

                          Holiday apartment in Trinidad and Tobago

                          Trinidad / Piarco

                          1 4 1 night min

                          • 1 bedroom
                          • sleeps 4
                          • 1 night min
                          • Child friendly
                          • Air conditioning

                          from £62 / night

                          £430 / week

                          Book View

                          from £62 / night

                            10

                            Holiday apartment in Trinidad and Tobago

                            Trinidad / St Joseph

                            2 4 min stay varies

                            • 2 bedrooms
                            • sleeps 4
                            • min stay varies
                            • Nearest beach 36 km
                            • Child friendly
                            • Air conditioning

                            from £40 / night

                            £264 / week

                            Book View

                            from £40 / 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 £88 / night

                              £615 - £922 / week

                              Book View

                              from £88 / night

                              (20) Excellent 

                                28

                                Trinidad and Tobago 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) Excellent 

                                  18

                                  Mayaro holiday home rental

                                  Trinidad / Mayaro

                                  2 4 1 night min

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

                                  from £86 / night

                                  £573 - £813 / week

                                  Book View

                                  Responds fast!
                                  avg. 2 hours 11 minutes

                                  from £86 / 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 £88 / night

                                    £615 - £922 / week

                                    Book View

                                    from £88 / night

                                    (5) Excellent 

                                      16

                                      Condo rental in Arnos Vale

                                      Tobago / Arnos Vale

                                      2 8 min stay varies

                                      • 2 bedrooms
                                      • sleeps 8
                                      • min stay varies
                                      • Nearest beach 4 km
                                      • Child friendly
                                      • Air conditioning

                                      from £44 / night

                                      £439 - £1,361 / week

                                      Book View

                                      Responds fast!
                                      avg. 3 hours 0 minutes

                                      from £44 / night

                                      (2) Very Good 

                                        12

                                        Holiday apartment in Caroni

                                        Trinidad / Caroni

                                        2 4 1 night min

                                        • 2 bedrooms
                                        • sleeps 4
                                        • 1 night min
                                        • Nearest beach 25 km
                                        • Child friendly
                                        • Car not necessary

                                        from £97 / night

                                        £676 / week

                                        Book View

                                        from £97 / 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

                                            17

                                            Caroni holiday apartment rental

                                            Trinidad / Caroni

                                            4 12 1 night min

                                            • 4 bedrooms
                                            • sleeps 12
                                            • 1 night min
                                            • Child friendly
                                            • Car not necessary
                                            • Air conditioning

                                            from £185 / night

                                            £1,291 / week

                                            Book View

                                            from £185 / night

                                            (17) Excellent 

                                              15

                                              Holiday villa in Mount Pleasant

                                              Tobago / Mount Pleasant

                                              4 8 2 nights min

                                              • 4 bedrooms
                                              • sleeps 8
                                              • 2 nights min
                                              • Beach / lakeside relaxation
                                              • Nearest beach 2 km
                                              • Swimming pool

                                              from £308 / night

                                              £2,153 / week

                                              Book View

                                              Responds fast!
                                              avg. 1 hour 2 minutes

                                              from £308 / night

                                              (2) Average 

                                                9

                                                Holiday apartment with swimming pool in Trinidad and Tobago

                                                Tobago / Castara

                                                1 4 2 nights min

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

                                                from £88 / night

                                                £615 - £922 / week

                                                Book View

                                                from £88 / night

                                                (3) Very Good 

                                                  23

                                                  Villa rental in Black Rock with swimming pool

                                                  Tobago / Black Rock

                                                  6 12 3 nights min

                                                  • 6 bedrooms
                                                  • sleeps 12
                                                  • 3 nights min
                                                  • Beach / lakeside relaxation
                                                  • Nearest beach 2 km
                                                  • Swimming pool

                                                  from £436 / night

                                                  £3,046 / week

                                                  Book View

                                                  from £436 / 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

                                                    (24) Very Good 

                                                      20

                                                      Bacolet Bay holiday villa rental

                                                      Tobago / Bacolet Bay

                                                      3 8 2 nights min

                                                      • 3 bedrooms
                                                      • sleeps 8
                                                      • 2 nights min
                                                      • Beach / lakeside relaxation
                                                      • Nearest beach 0.3 km
                                                      • Swimming pool

                                                      from £140 / night

                                                      £850 / week

                                                      Enquire View

                                                      from £140 / night

                                                      (1) Excellent 

                                                        14

                                                        Caroni holiday apartment rental

                                                        Trinidad / Caroni

                                                        2 6 1 night min

                                                        • 2 bedrooms
                                                        • sleeps 6
                                                        • 1 night min
                                                        • Nearest beach 25 km
                                                        • Child friendly
                                                        • Car not necessary

                                                        from £132 / night

                                                        £920 / week

                                                        Book View

                                                        from £132 / night

                                                        (1) Excellent 

                                                          13

                                                          Holiday apartment in Carnbee

                                                          Tobago / Carnbee

                                                          1 3 2 nights min

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

                                                          from £58 / night

                                                          £401 / week

                                                          Book View

                                                          from £58 / night

                                                          (2) Excellent 

                                                            12

                                                            Holiday villa rental

                                                            Tobago / Black Rock

                                                            3 6 min stay varies

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

                                                            from £471 / night

                                                            £3,293 / week

                                                            Book View

                                                            from £471 / night

                                                            (7) Excellent 

                                                            Certificate of Excellence

                                                              26

                                                              Trinidad and Tobago holiday villa rental

                                                              Tobago / Lowlands

                                                              4 8 2 nights min

                                                              • 4 bedrooms
                                                              • sleeps 8
                                                              • 2 nights min
                                                              • Beach / lakeside relaxation
                                                              • Nearest beach 0.48 km
                                                              • Swimming pool

                                                              Certificate of Excellence

                                                              from £259 / night

                                                              £1,813 / week

                                                              Book View

                                                              Responds fast!
                                                              avg. 2 hours 37 minutes

                                                              from £259 / night

                                                                7

                                                                Holiday home in Trinidad and Tobago

                                                                Trinidad / Port of Spain

                                                                1 3 4 nights min

                                                                • 1 bedroom
                                                                • sleeps 3
                                                                • 4 nights min
                                                                • Air conditioning

                                                                from £269 / night

                                                                £1,884 / week

                                                                Book View

                                                                from £269 / night

                                                                (2) Very Good 

                                                                  24

                                                                  Villa letting in Trinidad and Tobago with swimming pool, golf nearby

                                                                  Tobago / Mount Irvine

                                                                  3 8 3 nights min

                                                                  • 3 bedrooms
                                                                  • sleeps 8
                                                                  • 3 nights min
                                                                  • Beach / lakeside relaxation
                                                                  • Nearest beach 0.8 km
                                                                  • Swimming pool

                                                                  from £176 / night

                                                                  £1,229 / week

                                                                  Book View

                                                                  from £176 / 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 £132 / night

                                                                    £920 / week

                                                                    Book View

                                                                    from £132 / night

                                                                    (18) Excellent 

                                                                      12

                                                                      Holiday villa with swimming pool in Trinidad and Tobago

                                                                      Tobago / Bacolet Bay

                                                                      6 12 7 nights min

                                                                      • 6 bedrooms
                                                                      • sleeps 12
                                                                      • 7 nights min
                                                                      • Swimming pool
                                                                      • Child friendly
                                                                      • Air conditioning
                                                                      “Relaxed and enjoyable holiday” Service from both the owner and the house keeper was great from start to finish, the villa was in a great location and well maintained. Well worth a visit would recommend to anyone considering a Caribbean holiday

                                                                      from £323 / night

                                                                      £2,257 / week

                                                                      Book View

                                                                      Responds fast!
                                                                      avg. 30 minutes

                                                                      from £323 / night

                                                                      (2) Average 

                                                                        23

                                                                        Villa rental in Scarborough with swimming pool

                                                                        Tobago / Scarborough

                                                                        5 10 3 nights min

                                                                        • 5 bedrooms
                                                                        • sleeps 10
                                                                        • 3 nights min
                                                                        • Beach / lakeside relaxation
                                                                        • Swimming pool
                                                                        • Suitable for children age 5+

                                                                        from £166 / night

                                                                        £1,119 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 3 hours 30 minutes

                                                                        from £166 / night

                                                                        (11) Excellent 

                                                                          13

                                                                          Apartment rental in Black Rock with shared pool

                                                                          Tobago / Black Rock

                                                                          3 6 min stay varies

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

                                                                          from £302 / night

                                                                          £1,832 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 3 hours 36 minutes

                                                                          from £302 / night

                                                                          (10) Very Good 

                                                                            15

                                                                            Trinidad and Tobago holiday villa rental

                                                                            Tobago / Scarborough

                                                                            4 8 2 nights min

                                                                            • 4 bedrooms
                                                                            • sleeps 8
                                                                            • 2 nights min
                                                                            • Beach / lakeside relaxation
                                                                            • Nearest beach 0.5 km
                                                                            • Swimming pool

                                                                            from £259 / night

                                                                            £1,813 / week

                                                                            Book View

                                                                            Responds fast!
                                                                            avg. 2 hours 37 minutes

                                                                            from £259 / night

                                                                            (16) Excellent 

                                                                              26

                                                                              Holiday villa with golf nearby in Trinidad and Tobago

                                                                              Tobago / Mount Irvine

                                                                              3 8 min stay varies

                                                                              • 3 bedrooms
                                                                              • sleeps 8
                                                                              • min stay varies
                                                                              • Nearest beach 0.5 km
                                                                              • Child friendly

                                                                              from £172 / night

                                                                              £1,031 - £1,718 / week

                                                                              Book View

                                                                              Responds fast!
                                                                              avg. 2 hours 49 minutes

                                                                              from £172 / night

                                                                              (9) Very Good 

                                                                                32

                                                                                Holiday villa with swimming pool, golf nearby in Mount Irvine

                                                                                Tobago / Mount Irvine

                                                                                3 7 min stay varies

                                                                                • 3 bedrooms
                                                                                • sleeps 7
                                                                                • min stay varies
                                                                                • Beach / lakeside relaxation
                                                                                • Nearest beach 2 km
                                                                                • Swimming pool

                                                                                from £194 / night

                                                                                £1,285 - £2,046 / week

                                                                                Book View

                                                                                from £194 / night

                                                                                (1) Very Good 

                                                                                  17

                                                                                  Villa rental in Trinidad and Tobago

                                                                                  Tobago / Buccoo

                                                                                  4 12 3 nights min

                                                                                  • 4 bedrooms
                                                                                  • sleeps 12
                                                                                  • 3 nights min
                                                                                  • Nearest beach 0.2 km
                                                                                  • Child friendly
                                                                                  • Car not necessary

                                                                                  from £136 / night

                                                                                  £878 / week

                                                                                  Book View

                                                                                  Responds fast!
                                                                                  avg. 3 hours 48 minutes

                                                                                  from £136 / night

                                                                                  Why Trinidad and Tobago?

                                                                                  Trinidad and Tobago offer completely different experiences of the Caribbean, small Tobago is laid back and scarcely developed, often called the pearl of the Caribbean, while Trinidad is thriving and busy. Both islands have wonderful beaches, while cosmopolitan Trinidad buzzes with festivals, mostly centred on the capital Port of Spain, Tobago is unspoilt and tranquil.

                                                                                  Top Destination reviews

                                                                                  Knotty's Villa
                                                                                  Brilliant!

                                                                                  This villa is absolutely amazing! Caters for every comfort. Secure, with amazing views and beach access. Highly recommended, we had a fantastic holiday. … see more
                                                                                  Plantation View
                                                                                  Wonderful secluded holiday getaway

                                                                                  We arrived on April 15th, hired our car at the airport and made our way to the villa where we were met by the affable Colin who showed us around and gave us some tips on places to visit during our stay. First impressions were ' Wow, what a view!'~ the property is high up and this means that there is a great vista of the sea and the towns below. The gardens are filled with all kinds of amazing flowers and plants with mangoes, grapefruit and mandarins among others and we saw lizards, hummingbirds, mot mots as well as having visits from the local chickens. We visited a few of the beaches, the best being Pigeon Point which is well worth the few dollars it costs to get in and then to hire sunbeds. We went on a tour of the island and enjoyed swimming at the Argyll waterfalls and a stop off at Castara where we watched the locals pulling in their fishing nets from our seats at the bar on stilts. Another trip out saw us going to Fort King George at Scarborough, which was full of local history, and a short visit to Bacolet beach where the Swiss family Robinson was filmed in 1975. We enjoyed breakfasting at House of Pancakes, at the turn off to Pigeon Point, and also a drink and fries at Legger's bar near Mount Irvine bay, our local beach. We ate at the villa most nights, making full use of the barbecue, and got some really excellent meat from the meat shop at Golden Grove. A special mention for a place to visit is Sunday School at Buccoo, just down the road, where you can enjoy a steel band and a bit of a flutter on a version of roulette. The villa is homely, the pool table a source of evening entertainment and the pool affording a welcome dip during the heat of the day. Everyone we met was really friendly and welcoming; All the neighbours say hello and we felt really welcomed by everybody we met. Our two week stay was over before we knew it. Check-in at the airport was a very easy going experience as the airport is so small, but get your souvenirs before you leave as you can only really buy cigarettes and alcohol in duty free. Would recommend as a great place to stay as it is so easy to get to everything but a car is a necessity as you are 500ft above sea level and up a winding road, which is why you have such wonderful views. This island is well worth a second visit as there is so much to see and do.see more
                                                                                  Mot Mot Lodge Tobago
                                                                                  Perfect holiday at MotMotLodge!

                                                                                  The villa is just perfect! Myself and family loved it,wish we had stayed longer. The villa is huge and had enough space to accommodate us and more. It was my first time visting Tobago and I will be definitely going again. Carlon was very helpful and was just a phone call away. Thanks for having us. … see more
                                                                                  Oceanview apartment 1 br, Roundhouse, Castara, Tobago. Paradise awaits you
                                                                                  Lovely Accommodation

                                                                                  A really nice apartment in a convenient position for the village yet surrounded by wildlife.The owner is very pleasant and helpful but unobtrusive. We loved our stay and hope to return … see more
                                                                                  Caribbean Panoramic Views Birdwatchers Paradise
                                                                                  Marbago - Tobago

                                                                                  What a wonderful experience. Marbago was everything we hoped for and more. Marta and Alan are lovely people and their home is just paradise. A hidden gem and off the beaten path there is everything and more that you need providing you like peace, quiet and solitude. You need a car and a bit of a plan for fuel and shopping but we couldn’t have asked for better. The location is stunning and Marta provided fantastic, detailed instructions and information before we arrived. We got married during this trip and being able to stay at Marbago added the final topping to a perfect wedding. Providing it is available we wouldn’t stay anywhere else on future visits, and there will be many. Thank you both so much, Tim and Cassiesee more
                                                                                  Crown Point 2BR Condo
                                                                                  Fantastic location

                                                                                  We loved the condo; it is bright and clean with all the amenities you need. In a great location close to bars, restaurants and the beach, yet not noisy. The owner was very responsive to queries prior to arrival and Karen who checked us in and out was fabulous! Would highly recommend and will return. … see more

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