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221 Holiday homes

(33) Very Good 

    15

    Holiday villa with swimming pool, golf nearby in Prospect, 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 £220 / night

    £1,400 / week

    Book View

    Responds fast!
    avg. 1 hour 18 minutes

    from £220 / night

      7

      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 £87 / night

      £609 - £914 / week

      Book View

      from £87 / night

        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 £87 / night

        £607 - £911 / week

        Book View

        from £87 / 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

          (24) Very Good 

            18

            Holiday villa with swimming pool in Mount Irvine

            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

            (2) Very Good 

              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 £87 / night

              £607 - £911 / week

              Book View

              from £87 / night

              (21) Excellent 

                24

                Holiday home with swimming pool in Scarborough

                Tobago / Scarborough

                5 10 2 nights min

                • 5 bedrooms
                • sleeps 10
                • 2 nights min
                • Beach / lakeside relaxation
                • Nearest beach 3 km
                • Swimming pool

                from £229 / night

                £1,374 / week

                Book View

                from £229 / 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

                    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 £108 / night

                    £627 - £735 / week

                    Book View

                    from £108 / 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

                      (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 £304 / night

                        £2,126 / week

                        Book View

                        Responds fast!
                        avg. 50 minutes

                        from £304 / 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

                          (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 £65 / night

                            £607 - £911 / week

                            Book View

                            from £65 / 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 £87 / night

                              £607 - £911 / week

                              Book View

                              from £87 / 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

                                (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

                                  (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 £465 / night

                                    £3,253 / week

                                    Book View

                                    from £465 / 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

                                      (7) Excellent 

                                      Certificate of Excellence

                                        26

                                        Lowlands 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 £256 / night

                                        £1,790 / week

                                        Book View

                                        Responds fast!
                                        avg. 2 hours 37 minutes

                                        from £256 / 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

                                          £434 - £1,344 / week

                                          Book View

                                          Responds fast!
                                          avg. 2 hours 52 minutes

                                          from £44 / night

                                          (2) Very Good 

                                            24

                                            Villa letting in Mount Irvine 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 £260 / night

                                            £1,821 / week

                                            Book View

                                            from £260 / night

                                            (18) Excellent 

                                              12

                                              Holiday villa with swimming pool in Bacolet Bay

                                              Tobago / Bacolet Bay

                                              6 12 7 nights min

                                              • 6 bedrooms
                                              • sleeps 12
                                              • 7 nights min
                                              • Swimming pool
                                              • Child friendly
                                              • Air conditioning

                                              from £319 / night

                                              £2,229 / week

                                              Book View

                                              Responds fast!
                                              avg. 30 minutes

                                              from £319 / night

                                              (10) 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

                                                from £302 / night

                                                (10) Very Good 

                                                  15

                                                  Scarborough 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 £256 / night

                                                  £1,790 / week

                                                  Book View

                                                  Responds fast!
                                                  avg. 2 hours 37 minutes

                                                  from £256 / night

                                                  (16) Excellent 

                                                    26

                                                    Holiday villa with golf nearby in Mount Irvine

                                                    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

                                                    £1,283 - £1,352 / week

                                                    Book View

                                                    Responds fast!
                                                    avg. 2 hours 59 minutes

                                                    from £172 / 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 £57 / night

                                                      £395 / week

                                                      Book View

                                                      from £57 / 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 £130 / night

                                                        £911 / week

                                                        Book View

                                                        from £130 / 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

                                                          from £166 / 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 £191 / night

                                                            £1,266 - £2,016 / week

                                                            Book View

                                                            from £191 / night

                                                              7

                                                              Holiday villa in Arnos Vale

                                                              Tobago / Arnos Vale

                                                              1 4 1 night min

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

                                                              from £123 / night

                                                              £858 / week

                                                              Book View

                                                              from £123 / night

                                                              (1) Very Good 

                                                                17

                                                                Villa rental in Buccoo

                                                                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 £135 / night

                                                                £867 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 3 hours 48 minutes

                                                                from £135 / night

                                                                (20) Very Good 

                                                                  12

                                                                  Holiday villa with swimming pool in Bon Accord

                                                                  Tobago / Bon Accord

                                                                  3 8 min stay varies

                                                                  • 3 bedrooms
                                                                  • sleeps 8
                                                                  • min stay varies
                                                                  • Beach / lakeside relaxation
                                                                  • Nearest beach 0.5 km
                                                                  • Swimming pool

                                                                  from £152 / night

                                                                  £1,064 - £1,368 / week

                                                                  Enquire View

                                                                  from £152 / night

                                                                  (1) Very Good 

                                                                    7

                                                                    Bungalow rental in Scarborough

                                                                    Tobago / Scarborough

                                                                    1 2 2 nights min

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

                                                                    from £31 / night

                                                                    £214 / week

                                                                    Book View

                                                                    from £31 / night

                                                                      9

                                                                      Holiday apartment rental

                                                                      Tobago / Black Rock

                                                                      1 2 min stay varies

                                                                      • 1 bedroom
                                                                      • sleeps 2
                                                                      • min stay varies
                                                                      • Beach / lakeside relaxation
                                                                      • Nearest beach 0.5 km
                                                                      • Air conditioning

                                                                      Pricing unknown

                                                                      Book View

                                                                      Pricing unknown

                                                                        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

                                                                          12

                                                                          Holiday apartment in Bon Accord

                                                                          Tobago / Bon Accord

                                                                          2 4 1 night min

                                                                          • 2 bedrooms
                                                                          • sleeps 4
                                                                          • 1 night min
                                                                          • Nearest beach 0.12 km
                                                                          • Child friendly
                                                                          • Air conditioning

                                                                          from £31 / night

                                                                          £200 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 3 hours 9 minutes

                                                                          from £31 / night

                                                                            21

                                                                            Holiday villa in Black Rock

                                                                            Tobago / Black Rock

                                                                            5 10 3 nights min

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

                                                                            from £201 / night

                                                                            £1,403 / week

                                                                            Book View

                                                                            from £201 / night

                                                                              12

                                                                              Holiday villa with swimming pool in Canaan

                                                                              Tobago / Canaan

                                                                              4 12 min stay varies

                                                                              • 4 bedrooms
                                                                              • sleeps 12
                                                                              • min stay varies
                                                                              • Swimming pool
                                                                              • Child friendly
                                                                              • Air conditioning

                                                                              from £347 / night

                                                                              £2,185 / week

                                                                              Book View

                                                                              from £347 / night

                                                                              (2) Excellent 

                                                                                7

                                                                                Holiday cottage with shared pool in Scarborough

                                                                                Tobago / Scarborough

                                                                                1 3 2 nights min

                                                                                • 1 bedroom
                                                                                • sleeps 3
                                                                                • 2 nights min
                                                                                • Beach / lakeside relaxation
                                                                                • Swimming pool
                                                                                • Child friendly

                                                                                from £87 / night

                                                                                £546 / week

                                                                                Book View

                                                                                Responds fast!
                                                                                avg. 1 hour 43 minutes

                                                                                from £87 / night

                                                                                (4) 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 3 minutes

                                                                                  from £40 / night

                                                                                  Top Destination reviews

                                                                                  Mot Mot Lodge Tobago
                                                                                  Amazing

                                                                                  The lodge is exactly as shown in the pictures it is beautiful with the most amazing views. Love it … see more
                                                                                  Eternity Villa
                                                                                  Tranquility in Paradise

                                                                                  I have stayed at Eternity Villa on my last two trips to Tobago. I consider it home away from home. On both occasions I brought my family and the house was more than accomodating for everyone. Located in Mt Irvine and amazing views of the golf course and ocean are all bonuses! The quiet residential neighborhood is perfect for rest, relaxation and rejuvenation. Most of the activities at Eternity Villa center around the pool, as the fantastic shutter windows of the living room open up to bring the outdoors inside. I enjoy the openness of Eternity Villa as every room on the main floor has access to outside and amazing natural light. The villa provides all that is needed on a vacation and more. It has three comfortable bedrooms, all with large comfortable four-poster beds, one king size and two queen size. The Master Bedroom opens directly onto the pool deck and the Upstairs Bedroom has its own balcony/roof terrace with magnificent sea views to the Caribbean and Buccoo Reef. Each bedroom has its own bathroom, two of which are en-suite. For those that enjoy golf, there is access to one of the best golf courses in the Caribbean by the turn of a key from the property. The large veranda and pool deck equipped with comfortable furniture allows you to enjoy meals and conversations with your friends or family all while outdoors. The location of Eternity Villa is very central and the beach is walking distance through the golf course or a quick 2 minute drive. There are lot of local shops, supermarkets, restaurants and beaches within a 5-10 minute drive. One of my favorite bars in Tobago, Moon Over Water is a 5 minute drive away which lies between Mt Irvine beach and Grafton Beach. Transportation to and from the Scarborough or airport is easy as David (Villa Manager) can pick you up and drop you off. He's very friendly and always available if anything is needed while staying at Eternity Villa. There is a fully equipped kitchen plus a laundry room. Included are Phone, Cable TV, Wifi Broadband Internet access, CD, BBQ, Linen, Towels, Maid (4 days pw). In closing, Eternity Villa provides the charm and beauty that Tobago is known for. The spectacular panoramic views, the tropical garden to pick your own mangoes, papays, guavas, lemons or to simply bird watch, it has it all. Very centrally located on the west coast of Tobago and close to everything. Typing this review has me looking forward to my next stay at Eternity Villa!see more
                                                                                  Plantation View
                                                                                  A fabulous relaxing holiday in a spectacular part of the world.

                                                                                  Villa in fabulous elevated private location, with fantastic views out over the Atlantic Coast line during the day time, and constantly changing night time views of the low lands. The villa is spacious with all bedrooms on suit and with air conditioning, the kitchen is well equipped. Outside there is a pool, jacuzzi, loungers and umbrellas. The Garden Is laid to lawn and planted with many fruit trees and shrubs. All in all everyone had a lovely holiday.see more
                                                                                  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
                                                                                  Ambassadors House, Windy Edge
                                                                                  An ideal family getaway that isn't far away

                                                                                  Spacious yet cozy, a place where you can be noisy without disturbing the peace or find a secluded spot whilst everyone else is partying. We had a large group and everyone was comfortably accommodated. The location was very private yet close to all amenities. Just be careful of what's left outside as 'Goldy' would surely get hold of it.see more
                                                                                  Villa Kiskadee Tobago
                                                                                  The best villa I've rented in Tobago

                                                                                  The villa is situated near to Crown Point and is located close to two of Tobago's best beaches. The villa is beautifully decorated and incredibly comfortable. It suited myself, my mum and my two children perfectly. The kitchen was very well equipped and the pool lovely.. Deon and Beverly who look after it were brilliant and took great care of us. I felt very secure as well and fantastic restaurants etc nearby. No need to hire a car. Will most certainly look forward to returning to villa Kiskadee soon.see more

                                                                                  Also consider