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

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358 Holiday homes

7

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 £79 / night

£553 - £830 / week

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from £79 / night

(20) Excellent 

0

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 £171 / night

£1,200 - £1,450 / week

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from £171 / night

(33) Very Good 

23

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 £220 / night

£1,400 / week

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Responds fast!
avg. 1 hour 17 minutes

from £220 / 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 £75 / night

£500 - £710 / week

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Responds fast!
avg. 1 hour 59 minutes

from £75 / 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 £100 / night

£579 - £678 / week

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Responds fast!
avg. 3 hours 58 minutes

from £100 / 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 £230 / night

£1,610 / week

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from £230 / night

(8) Excellent 

43

Holiday villa with swimming pool in Trinidad and Tobago

Tobago / Bon Accord

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.7 km
  • Swimming pool

from £219 / night

£1,473 - £1,736 / week

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Responds fast!
avg. 2 hours 1 minutes

from £219 / 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 £80 / night

£558 - £836 / week

Book View

from £80 / 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 £88 / night

£613 / week

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from £88 / 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

from £200 / night

£1,200 / week

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from £200 / 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 £100 / night

£700 - £770 / week

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from £100 / 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 £80 / night

£558 - £836 / week

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from £80 / 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 £166 / night

£1,162 / week

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from £166 / night

(16) Excellent 

15

Holiday villa in Mount Pleasant

Tobago / Mount Pleasant

4 8 min stay varies

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

from £279 / night

£1,696 / week

Enquire View

from £279 / 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 £55 / night

£385 / week

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from £55 / 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 £230 / night

£1,560 / week

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from £230 / night

8

Holiday private room in Trinidad and Tobago

Tobago / Scarborough

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Child friendly

from £13 / night

£91 / week

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Responds fast!
avg. 1 hour 33 minutes

from £13 / 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 £79 / night

£552 / week

Book View

from £79 / 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 £87 / night

£609 / week

Book View

from £87 / night

(1) Excellent 

26

Holiday apartment accommodation

Tobago / Castara

2 4 5 nights min

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

from £72 / night

£502 / week

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from £72 / night

12

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 £48 / night

£315 / week

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from £48 / night

(3) Very Good 

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 £70 / night

£490 / week

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from £70 / 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 £79 / night

£553 - £830 / week

Book View

from £79 / 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 £40 / night

£398 - £1,234 / week

Book View

Responds fast!
avg. 3 hours 30 minutes

from £40 / night

(5) 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 £70 / night

£490 / week

Book View

from £70 / 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 £75 / night

£500 - £710 / week

Book View

Responds fast!
avg. 1 hour 59 minutes

from £75 / 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 £118 / night

£825 / week

Book View

from £118 / night

(18) Excellent 

12

Holiday villa with swimming pool in Trinidad and Tobago

Tobago / Bacolet Bay

6 12 min stay varies

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

from £272 / night

£1,898 - £2,373 / week

Book View

Responds fast!
avg. 21 minutes

from £272 / 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 £380 / night

£2,660 / week

Book View

from £380 / night

(18) 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 £60 / night

£553 - £830 / week

Book View

from £60 / 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 £235 / night

£1,644 / week

Book View

Responds fast!
avg. 2 hours 36 minutes

from £235 / 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 £52 / night

£363 / week

Book View

from £52 / 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 £427 / night

£2,987 / week

Book View

from £427 / night

(11) Excellent 

25

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 £120 / night

£800 - £1,325 / week

Book View

Responds fast!
avg. 3 hours 45 minutes

from £120 / night

(9) 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 £232 / night

£1,623 / week

Book View

Responds fast!
avg. 2 hours 36 minutes

from £232 / night

(1) Excellent 

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 £237 / night

£1,659 / week

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from £237 / 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 £118 / night

£825 / week

Book View

from £118 / 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 £145 / night

£977 / week

Book View

Responds fast!
avg. 3 hours 15 minutes

from £145 / night

(22) Very Good 

20

Bacolet Bay holiday villa rental

Tobago / Bacolet Bay

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 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 

20

Holiday apartment in Trinidad and Tobago

Trinidad / Port of Spain

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Nearest beach 5 km
  • Child friendly
  • Car not necessary

from £55 / night

£385 - £715 / week

Book View

from £55 / 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
Villa Kiskadee
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
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
Edinburgh Villas (Executive & Professional)
Home away from home

We live in London and decided to stay at Edinburgh Villas Chaguanas during our two week vacation. The communication with both Ryan and Shoba before and during our stay was prompt, concise and professional. Shoba (the property manager), was very attentive and went far beyond all expectations to make our stay as comfortable as possible. (Thanks Shoba for the lovely complimentary breakfast you delivered to us on the morning after we arrived). She recommended great places to visit and dine and made herself available to us 24/7 should we have any queries or requests. This proved to be unnecessary since the apartment was furnished with everything we needed. Edinburgh Villas again went beyond expectations by providing a welcome basket of local treats and fruits as well as cleaning up products for washing up dishes and clothes. The apartment is located about a 5 minutes drive away or 15mins walk away from the Chaguanas town centre although there are a few restaurants just a 5 min walk away. There is a park on the adjacent street where you can do your daily exercise before you start your day. Shoba even recommended superb a local hairdresser on the adjacent street where I had barnet done (on a Sunday!) I highly recommend not just the apartment but more importantly, the fantastic service provided by Edinburgh Villas. It far surpassed the service provided by the 'high end' hotels we've stayed at in Trinidad on our many travels there. Please keep up the heat work you guys do!!see more
The Fort Cottage
Lovely comfortabel historic cottage!!

Great cottage. Wonderful garden, great views over the bay and the city, wonderfully helpful owners. Everything you need is available at the Cottage. Location is great too, close to both sides of the island and to Scarborough and all the shops. If you go to Tobago there is no other place you should stay!!!see more

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