Vacation Rentals & Houses in Trinidad and Tobago

Close

Enter dates for more accurate prices

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more

360 houses

(18) Very Good 

    28

    Prime Ocean View Vacation Villa, San-Fernando

    Trinidad / San Fernando

    San Fernando villa

    4 10 min stay varies

    • 4 bedrooms
    • sleeps 10
    • min stay varies
    • Beach / lakeside relaxation
    • Child Friendly
    • Air conditioning
    “A Pleasant and Welcoming Stay” We Stayed here for 3 weeks with no Problems, as we all Know the Villa is spacious and the only thing i would have if possible would be a swimming pool but hey you can't have everything especially for the price Rae was gi
    …see more

    Price per night from

    $132

    Price per night from

    $132

      12

      Macaw

      Tobago / Canaan

      Canaan villa

      4 12 2 nights min

      • 4 bedrooms
      • sleeps 12
      • 2 nights min
      • Swimming pool
      • Child Friendly
      • Air conditioning

      Price per night from

      $513

      Price per night from

      $513

      (9) Very Good 

        10

        Kilgwyn Bay Getaway

        Tobago / Bon Accord

        Bon Accord townhouse

        2 5 2 nights min

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

        Price per night from

        $183

        Price per night from

        $183

        (19) Excellent 

          56

          Eagle's Base Villa

          Tobago / Prospect

          Prospect villa

          7 22 3 nights min

          • 7 bedrooms
          • sleeps 22
          • 3 nights min
          • Nearest beach 3 mi
          • Swimming pool
          • Child Friendly

          Price per night from

          $597

          Responds fast!
          avg. 3 hours 54 minutes

          Price per night from

          $597

          (20) Very Good 

            14

            The Fort Cottage

            Tobago / Scarborough

            Scarborough house

            2 6 2 nights min

            • 2 bedrooms
            • sleeps 6
            • 2 nights min
            • Child Friendly
            • Air conditioning
            • Private garden

            Price per night from

            $69

            Responds fast!
            avg. 3 hours 36 minutes

            Price per night from

            $69

            (7) Very Good 

              18

              Large villa with 50ft pool in Samaan Grove Tobago

              Tobago / Canaan

              Canaan house

              3 6 3 nights min

              • 3 bedrooms
              • sleeps 6
              • 3 nights min
              • Beach / lakeside relaxation
              • Swimming pool
              • Child Friendly
              “beautiful, well maintained villa with all the comforts” We thoroughly enjoyed our stay here, it had all the amenities promised and even more. We did not feel cramped like some other vacation homes. The Bedrooms were spacious although we spend most of
              …see more

              Price per night from

              $570

              Price per night from

              $570

                18

                Sunflower

                Tobago / Canaan

                Canaan villa

                4 12 1 night min

                • 4 bedrooms
                • sleeps 12
                • 1 night min
                • Swimming pool
                • Child Friendly
                • Air conditioning

                Price per night from

                $573

                Price per night from

                $573

                (24) Excellent 

                  16

                  The Marion Villa

                  Tobago / Bacolet Bay

                  Bacolet Bay villa

                  3 6 3 nights min

                  • 3 bedrooms
                  • sleeps 6
                  • 3 nights min
                  • Beach / lakeside relaxation
                  • Swimming pool
                  • Suitable for children age 5+

                  Price per night from

                  $398

                  Price per night from

                  $398

                    9

                    Liam's Guesthouse on The Avenue - sleeps 3

                    Trinidad / Woodbrook

                    Woodbrook guest house

                    1 3 1 night min

                    • 1 bedroom
                    • sleeps 3
                    • 1 night min
                    • Child Friendly

                    Price per night from

                    $63

                    Price per night from

                    $63

                      16

                      PINEVILLE APARTMENTS AT PICTON

                      Port of Spain / Saint Clair

                      Saint Clair apartment

                      8 16 1 night min

                      • 8 bedrooms
                      • sleeps 16
                      • 1 night min
                      • Child Friendly
                      • Air conditioning
                      • Private garden

                      Price per night from

                      $171

                      Price per night from

                      $171

                        10

                        Ramel’s Tropical Suites 6

                        Trinidad / Cunupia

                        Cunupia apartment

                        1 2 2 nights min

                        • 1 bedroom
                        • sleeps 2
                        • 2 nights min
                        • Nearest beach 23 mi
                        • Child Friendly
                        • Air conditioning

                        Price per night from

                        $35

                        Responds fast!
                        avg. 1 hour 42 minutes

                        Price per night from

                        $35

                        (4) Very Good 

                          8

                          Toad Hall, Castara, Tobago.

                          Tobago / Castara

                          Castara apartment

                          2 4 3 nights min

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

                          Price per night from

                          $98

                          Responds fast!
                          avg. 56 minutes

                          Price per night from

                          $98

                          (5) Very Good 

                            5

                            Villa Di Sorrisi

                            Tobago / Parlatuvier

                            Parlatuvier cottage

                            2 6 3 nights min

                            • 2 bedrooms
                            • sleeps 6
                            • 3 nights min
                            • Beach / lakeside relaxation
                            • Child Friendly
                            • Private garden

                            Price per night from

                            $229

                            Price per night from

                            $229

                            (11) Very Good 

                              27

                              VillaBelleFleur - A Home away from Home

                              Tobago / Crown Point

                              Crown Point house

                              2 4 5 nights min

                              • 2 bedrooms
                              • sleeps 4
                              • 5 nights min
                              • Beach / lakeside relaxation
                              • Nearest beach 0.3 mi
                              • Child Friendly

                              Price per night from

                              $171

                              Responds fast!
                              avg. 3 hours 15 minutes

                              Price per night from

                              $171

                              (2) Excellent 

                                7

                                Atlantis cove: beautiful Cottage above the Ocean

                                Tobago / Scarborough

                                Scarborough cottage

                                1 3 2 nights min

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

                                Price per night from

                                $114

                                Responds fast!
                                avg. 1 hour 43 minutes

                                Price per night from

                                $114

                                (14) Very Good 

                                Certificate of Excellence

                                  19

                                  SeaScape - Beachfront Accommodation

                                  Tobago / Castara

                                  Castara apartment

                                  2 4 3 nights min

                                  • 2 bedrooms
                                  • sleeps 4
                                  • 3 nights min
                                  • Beach / lakeside relaxation
                                  • Nearest beach 0 mi
                                  • Child Friendly
                                  “Lovely rustic getaway” Seascape is a wonderful getaway for those who want to experience life in a small village in Tobago. We had a couple of days of rain but what better place to weather Mother Nature than hanging out in Seascape. There are other t
                                  …see more

                                  Certificate of Excellence

                                  Price per night from

                                  $224

                                  Responds fast!
                                  avg. 2 hours 11 minutes

                                  Price per night from

                                  $224

                                    6

                                    Ramel’s Tropical Suites 2

                                    Trinidad / Cunupia

                                    Cunupia apartment

                                    2 4 2 nights min

                                    • 2 bedrooms
                                    • sleeps 4
                                    • 2 nights min
                                    • Nearest beach 23 mi
                                    • Child Friendly
                                    • Air conditioning

                                    Price per night from

                                    $46

                                    Responds fast!
                                    avg. 1 hour 42 minutes

                                    Price per night from

                                    $46

                                      9

                                      Liam's Guesthouse On The Avenue Room 6

                                      Trinidad / Woodbrook

                                      Woodbrook hotel apartment

                                      1 2 1 night min

                                      • 1 bedroom
                                      • sleeps 2
                                      • 1 night min
                                      • Child Friendly
                                      • Car not necessary
                                      • Air conditioning

                                      Price per night from

                                      $46

                                      Price per night from

                                      $46

                                      (8) Excellent 

                                        12

                                        Romantic Caribbean Get Away.

                                        Tobago / Parlatuvier

                                        Parlatuvier chalet

                                        2 4 4 nights min

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

                                        Price per night from

                                        $154

                                        Price per night from

                                        $154

                                        (2) Average 

                                          11

                                          Immortelle - Tree House

                                          Trinidad / Matura

                                          Matura house

                                          3 6 1 night min

                                          • 3 bedrooms
                                          • sleeps 6
                                          • 1 night min
                                          • Beach / lakeside relaxation
                                          • Nearest beach 0 mi
                                          • Child Friendly

                                          Price per night from

                                          $342

                                          Price per night from

                                          $342

                                          (5) Very Good 

                                            10

                                            Villa Sweet Breeze

                                            Tobago / Prospect, Tobago

                                            Prospect, Tobago villa

                                            3 6 min stay varies

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

                                            Price per night from

                                            $241

                                            Price per night from

                                            $241

                                              36

                                              Mot Mot 2 Bedroom Apartment with pool in Castara, between the forest and sea

                                              Tobago / Castara

                                              Castara apartment

                                              2 6 2 nights min

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

                                              Price per night from

                                              $139

                                              Price per night from

                                              $139

                                                12

                                                3 Bedroom Townhouse fully A/C great location, close to shopping, main road

                                                Trinidad / Valsayn

                                                Valsayn townhouse

                                                3 8 1 night min

                                                • 3 bedrooms
                                                • sleeps 8
                                                • 1 night min
                                                • Child Friendly
                                                • Air conditioning

                                                Price per night from

                                                $121

                                                Price per night from

                                                $121

                                                (10) Very Good 

                                                  25

                                                  Tobago three bedroom Villa with panoramic seaview, close to airport and town.

                                                  Tobago / Prospect

                                                  Prospect villa

                                                  3 8 3 nights min

                                                  • 3 bedrooms
                                                  • sleeps 8
                                                  • 3 nights min
                                                  • Nearest beach 0.8 mi
                                                  • Swimming pool
                                                  • Child Friendly
                                                  “would stay here again!” We very much enjoyed our stay at this villa. The owner was easy to deal with, very pleasant and efficient with communication. The villa itself is in a great location, with good amenities close by. The local bar is a great pla
                                                  …see more

                                                  Price per night from

                                                  $239

                                                  Responds fast!
                                                  avg. 2 hours 4 minutes

                                                  Price per night from

                                                  $239

                                                  (4) Very Good 

                                                    5

                                                    Leapfrog, Castara, Tobago.

                                                    Tobago / Castara

                                                    Castara apartment

                                                    1 2 3 nights min

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

                                                    Price per night from

                                                    $53

                                                    Responds fast!
                                                    avg. 56 minutes

                                                    Price per night from

                                                    $53

                                                    (1) Excellent 

                                                      12

                                                      Berdina's Place - 4br/3ba House in the heart of Port of Spain

                                                      Trinidad / Port of Spain

                                                      Port of Spain house

                                                      4 8 2 nights min

                                                      • 4 bedrooms
                                                      • sleeps 8
                                                      • 2 nights min
                                                      • Child Friendly
                                                      • Car not necessary
                                                      • Air conditioning

                                                      Price per night from

                                                      $170

                                                      Price per night from

                                                      $170

                                                      (1) Excellent 

                                                        26

                                                        Luxury Villa with Pool, Hot Tub, Steam Room & Steps down to Surf of Mt Irvine

                                                        Tobago / Mount Irvine

                                                        Mount Irvine villa

                                                        4 8 4 nights min

                                                        • 4 bedrooms
                                                        • sleeps 8
                                                        • 4 nights min
                                                        • Nearest beach 0.6 mi
                                                        • Swimming pool
                                                        • Child Friendly

                                                        Price per night from

                                                        $401

                                                        Price per night from

                                                        $401

                                                          23

                                                          Faiths Villa Glory Seeda 2 Bedroom Apartment

                                                          Tobago / Signal Hill

                                                          Signal Hill apartment

                                                          2 6 2 nights min

                                                          • 2 bedrooms
                                                          • sleeps 6
                                                          • 2 nights min
                                                          • Beach / lakeside relaxation
                                                          • Child Friendly
                                                          • Air conditioning

                                                          Price per night from

                                                          $131

                                                          Price per night from

                                                          $131

                                                          (2) Excellent 

                                                            13

                                                            Two bedroom studio apartment.

                                                            Tobago / Scarborough

                                                            Scarborough apartment

                                                            2 4 4 nights min

                                                            • 2 bedrooms
                                                            • sleeps 4
                                                            • 4 nights min
                                                            • Nearest beach 3 mi
                                                            • Child Friendly
                                                            • Air conditioning

                                                            Price per night from

                                                            $86

                                                            Price per night from

                                                            $86

                                                            (2) Excellent 

                                                              13

                                                              Woodbrook on the Avenue - Double Room

                                                              Port of Spain / Saint James

                                                              Saint James apartment

                                                              1 4 1 night min

                                                              • 1 bedroom
                                                              • sleeps 4
                                                              • 1 night min
                                                              • Nearest beach 20 mi
                                                              • Child Friendly
                                                              • Car not necessary

                                                              Price per night from

                                                              $58

                                                              Price per night from

                                                              $58

                                                                29

                                                                Bago Beach House

                                                                Tobago / Bacolet Bay

                                                                Bacolet Bay house

                                                                3 6 3 nights min

                                                                • 3 bedrooms
                                                                • sleeps 6
                                                                • 3 nights min
                                                                • Nearest beach 0.01 mi
                                                                • Child Friendly
                                                                • Air conditioning

                                                                Price per night from

                                                                $204

                                                                Responds fast!
                                                                avg. 39 minutes

                                                                Price per night from

                                                                $204

                                                                (1) Excellent 

                                                                  21

                                                                  Oceana: Luxurious 4BR/4BA private pool, 24hr guard gated community.

                                                                  Tobago / Canaan

                                                                  Canaan house

                                                                  4 12 2 nights min

                                                                  • 4 bedrooms
                                                                  • sleeps 12
                                                                  • 2 nights min
                                                                  • Swimming pool
                                                                  • Child Friendly
                                                                  • Air conditioning

                                                                  Price per night from

                                                                  $410

                                                                  Price per night from

                                                                  $410

                                                                    16

                                                                    Liam's Guesthouse on The Avenue

                                                                    Trinidad / Port of Spain

                                                                    Port of Spain apartment

                                                                    1 2 1 night min

                                                                    • 1 bedroom
                                                                    • sleeps 2
                                                                    • 1 night min
                                                                    • Child Friendly
                                                                    • Air conditioning

                                                                    Price per night from

                                                                    $69

                                                                    Price per night from

                                                                    $69

                                                                    (6) Very Good 

                                                                      38

                                                                      CJCottage and Tours

                                                                      Tobago / Bon Accord

                                                                      Bon Accord cottage

                                                                      3 6 1 night min

                                                                      • 3 bedrooms
                                                                      • sleeps 6
                                                                      • 1 night min
                                                                      • Beach / lakeside relaxation
                                                                      • Nearest beach 0.8 mi
                                                                      • Child Friendly

                                                                      Price per night from

                                                                      $195

                                                                      Price per night from

                                                                      $195

                                                                        47

                                                                        Blissfully Quiet...Home away from Home

                                                                        Trinidad / Chaguanas

                                                                        Chaguanas house

                                                                        3 6 1 night min

                                                                        • 3 bedrooms
                                                                        • sleeps 6
                                                                        • 1 night min
                                                                        • Nearest beach 44 mi
                                                                        • Child Friendly
                                                                        • Air conditioning

                                                                        Price per night from

                                                                        $80

                                                                        Price per night from

                                                                        $80

                                                                          22

                                                                          Liam's Guesthouse On The Avenue #9

                                                                          Trinidad / Port of Spain

                                                                          Port of Spain guest house

                                                                          1 2 1 night min

                                                                          • 1 bedroom
                                                                          • sleeps 2
                                                                          • 1 night min
                                                                          • Child Friendly
                                                                          • Car not necessary
                                                                          • Air conditioning

                                                                          Price per night from

                                                                          $52

                                                                          Price per night from

                                                                          $52

                                                                          (2) Very Good 

                                                                            13

                                                                            Cisantt

                                                                            Tobago / Canaan

                                                                            Canaan villa

                                                                            3 6 1 night min

                                                                            • 3 bedrooms
                                                                            • sleeps 6
                                                                            • 1 night min
                                                                            • Swimming pool
                                                                            • Ask about children
                                                                            • Air conditioning

                                                                            Price per night from

                                                                            $373

                                                                            Price per night from

                                                                            $373

                                                                            (1) Excellent 

                                                                              27

                                                                              Sando Place

                                                                              Trinidad / San Fernando

                                                                              San Fernando house

                                                                              2 2 1 night min

                                                                              • 2 bedrooms
                                                                              • sleeps 2
                                                                              • 1 night min
                                                                              • Child Friendly
                                                                              • Car not necessary
                                                                              • Private garden

                                                                              Price per night from

                                                                              $69

                                                                              Responds fast!
                                                                              avg. 2 hours 51 minutes

                                                                              Price per night from

                                                                              $69

                                                                              About Trinidad and Tobago

                                                                              Most people recognize Trinidad and Tobago as a Caribbean paradise and a fantastic destination for a fun vacation getaway. Trinidad and Tobago offers endless stretches of soft white sand beach and palm trees gently leaning over quiet blue ocean coves. This island nation is also home to miles of preserved rainforest and protected bird and wildlife sanctuaries. Come to Trinidad and Tobago to relax on the beach and enjoy the energetic nightlife, but also come for rare trekking opportunities through some of the world's most fragile and beautiful natural ecosystems.

                                                                              While you're visiting, book a luxury vacation rental rather than a cramped hotel room. A vacation rental can keep you close to your favorite activities and provide you with more space and privacy than a hotel. Wake up in your private villa or beach condo and then head into town to explore the busy side streets and join the fun. Then hike through the wilderness areas, play on the beach, enjoy Tobago golf, or relax in a Tobago spa.

                                                                              Here are a few additional suggestions for your trip:

                                                                              • Hike the trails of the Tobago Forest Reserve: This preserved natural area was established to combat deforestation in 1763 and is believed to be the oldest nature preserve in the western hemisphere.
                                                                              • Visit the Caroni Bird Sanctuary: Trinidad's national bird is the Scarlet Ibis, a beautiful species of wading shore bird and one of the many birds protected by this sanctuary.
                                                                              • Visit the La Brea Pitch Lake: This lake is a true geological wonder. About 100 acres wide, it releases asphalt and is considered the largest lake of its kind in the world.
                                                                              • Tour Fort King George: Take a guided tour of this preserved historic fort built as a British Colonial outpost in the 1780's.
                                                                              • Go snorkeling in Arnos Vale Reef: This incredible reef system lies in a shallow cove and is an excellent place to see stingrays.
                                                                              • Relax on the beach: Castara Bay and Englishman's Bay are two of the most popular beaches on the island. Come here to swim, enjoy Tobago sailing, go kayaking, or just relax in the sand.

                                                                              No matter what activities you have in mind for the perfect Caribbean vacation, you'll find what you're looking for in Trinidad and Tobago. Visitors from all over the world come here for Trinidad honeymoons and weddings, exotic family vacations, or tropical getaways with friends. It's easy to find the perfect vacation rental here that offers all the luxury amenities you need. While you're visiting Trinidad and Tobago, consider exploring other Caribbean destinations like Nevis and St. Barths.