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

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Trinidad and Tobago

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329 Holiday homes

(8) Excellent 

18

Condo letting in Trinidad and Tobago with shared pool, golf nearby

Tobago / Lowlands

2 8 3 nights min

  • 2 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly

from £130 / night

£907 / week

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from £130 / night

(19) Excellent 

20

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
“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 equi
…see more

from £114 / night

£800 - £1,450 / week

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from £114 / 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 £198 / night

£1,385 - £1,990 / week

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Responds fast!
avg. 3 hours 18 minutes

from £198 / night

(21) 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

(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

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from £380 / night

(4) Excellent 

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

from £198 / night

£1,385 - £1,990 / week

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Responds fast!
avg. 3 hours 19 minutes

from £198 / night

(11) 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 £72 / night

£499 / week

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from £72 / night

(18) Excellent 

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

22

Holiday b&b with shared pool in Port of Spain

Trinidad / Port of Spain

5 25 2 nights min

  • 5 bedrooms
  • Sleeps 25
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £54 / night

£378 / week

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from £54 / 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
“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 amazin
…see more

from £159 / night

£1,044 - £1,691 / week

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from £159 / night

(5) Excellent 

13

Apartment rental in Black Rock with shared pool

Tobago / Black Rock

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £263 / night

£1,600 / week

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from £263 / 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 £60 / night

£420 - £504 / week

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Responds fast!
avg. 3 hours 51 minutes

from £60 / night

(1)  

18

Holiday apartment in Trinidad and Tobago

Tobago / Castara

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £47 / night

£313 / week

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from £47 / 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 £151 / night

£1,058 / week

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from £151 / 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 43 minutes

from £75 / night

(7) 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 £179 / night

£1,322 / week

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Responds fast!
avg. 1 hour 43 minutes

from £179 / night

4

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 £72 / night

£504 - £756 / week

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from £72 / night

(14) Excellent 

12

Holiday villa in Buccoo

Tobago / Buccoo

4 8 2 nights min

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

from £286 / night

£2,000 / week

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from £286 / night

(1) Very Good 

17

Villa rental in Trinidad and Tobago

Tobago / Buccoo

4 12 3 nights min

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

from £112 / night

£720 / week

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Responds fast!
avg. 3 hours 27 minutes

from £112 / night

(2) Average 

4

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 £72 / night

£504 - £756 / week

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from £72 / 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 £108 / night

£756 / week

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from £108 / 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
  • Child friendly

from £72 / night

£504 - £756 / week

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from £72 / 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 £72 / night

£500 - £750 / week

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from £72 / night

(32) 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
“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 vi
…see more

from £180 / night

£1,200 - £1,400 / week

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from £180 / night

(18) Excellent 

12

Holiday villa with swimming pool in Trinidad and Tobago

Tobago / Bon Accord

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
“Just what we needed” Superb location within walking distance of great beach. Also close to airport - we were in the villa within 40 minutes of landing. The villa is in a good residential area and security is excellent. It has everything you need fo
…see more

from £133 / night

£936 - £1,461 / week

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from £133 / 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 £108 / night

£750 / week

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from £108 / 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

(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 £80 / night

£554 / week

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from £80 / 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 £155 / night

£1,085 / week

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Responds fast!
avg. 3 hours 29 minutes

from £155 / 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 £51 / night

£353 - £655 / week

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from £51 / 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

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Responds fast!
avg. 1 hour 42 minutes

from £75 / night

(2) Excellent 

12

Condo rental in Arnos Vale

Tobago / Arnos Vale

2 8 1 night min

  • 2 bedrooms
  • Sleeps 8
  • 1 night min
  • Nearest beach 4 km
  • Child friendly
  • Air conditioning

from £54 / night

£378 / week

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from £54 / 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 £72 / night

£504 - £756 / week

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from £72 / 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 £98 / night

£664 / week

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from £98 / night

(2) Very Good 

19

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

Tobago / Prospect, Tobago

7 14 2 nights min

  • 7 bedrooms
  • Sleeps 14
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

from £833 / night

£5,827 / week

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from £833 / 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 £80 / night

£554 / week

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from £80 / night

52

Caroni holiday home rental

Trinidad / Caroni

5 3 1 night min

  • 5 bedrooms
  • Sleeps 3
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £27 / night

£160 / week

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Responds fast!
avg. 1 hour 51 minutes

from £27 / night

17

Holiday home in Scarborough

Tobago / Scarborough

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 5 km
  • Child friendly
  • Air conditioning

from £105 / night

£735 / week

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from £105 / night

(1) Excellent 

24

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

Tobago / Mount Irvine

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Swimming pool

from £250 / night

£1,750 - £2,250 / week

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from £250 / 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
“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 l
…see more

from £200 / night

£1,200 / week

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Responds fast!
avg. 3 hours 37 minutes

from £200 / 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

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
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
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
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