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Family Friendly Holidays in Trinidad and Tobago - Holiday Lettings

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243 family friendly properties

Trinidad and Tobago holiday villa rental

Castara villa

4 bedrooms • 6 bathrooms • sleeps 8

25 reviews

from £139 / night

£974 / week

1 / 28

Holiday villa in Mount Pleasant

Mount Pleasant villa

4 bedrooms • 3 bathrooms • sleeps 8

19 reviews

from £304 / night

£2,127 / week

1 / 15

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

Prospect, Tobago villa

4 bedrooms • 5 bathrooms • sleeps 12

36 reviews

from £252 / night

£1,603 - £1,718 / week

1 / 18

Holiday apartment in Castara

Castara apartment

1 bedroom • 1 bathroom • sleeps 3

4 reviews

from £81 / night

£561 / week

1 / 14

Mayaro holiday home rental

Mayaro house

2 bedrooms • 2 bathrooms • sleeps 4

3 reviews

from £86 / night

£573 - £813 / week

1 / 18

Trinidad and Tobago holiday apartment rental

Castara apartment

1 bedroom • 1 bathroom • sleeps 3

6 reviews

from £81 / night

£561 / week

1 / 14

Holiday apartment in Mayaro

Mayaro apartment

2 bedrooms • 2 bathrooms • sleeps 4

1 review

from £86 / night

£573 - £813 / week

1 / 31

Holiday home with swimming pool in Trinidad and Tobago

Scarborough house

5 bedrooms • 4 bathrooms • sleeps 10

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

21 reviews

from £115 / night

£687 / week

1 / 24

Villa rental in Black Rock with swimming pool

Black Rock villa

6 bedrooms • 5 bathrooms • sleeps 12

3 reviews

from £436 / night

£3,046 / week

1 / 23

Condo rental in Arnos Vale

Arnos Vale condo

2 bedrooms • 1 bathroom • sleeps 8

5 reviews

from £47 / night

£471 - £1,624 / week

1 / 9

Holiday apartment in Trinidad and Tobago

Piarco apartment

1 bedroom • 1 bathroom • sleeps 4

from £66 / night

£462 / week

1 / 9

Holiday villa with swimming pool in Trinidad and Tobago

Bacolet Bay villa

6 bedrooms • 6 bathrooms • sleeps 12

“Relaxed and enjoyable holiday” Service from both the owner and the house keeper was great from start to finish, the villa was in a great location and well maintained. Well worth a visit would recommend to anyone considering a Caribbean holiday

21 reviews

from £344 / night

£2,405 / week

1 / 12

Trinidad and Tobago holiday villa rental

Lowlands villa

4 bedrooms • 4 bathrooms • sleeps 8

8 reviews

from £247 / night

£1,725 / week

1 / 26

Apartment rental in Black Rock with shared pool

Black Rock apartment

3 bedrooms • 3 bathrooms • sleeps 6

22 reviews

from £295 / night

£1,832 / week

1 / 13

Trinidad and Tobago holiday villa rental

Scarborough villa

4 bedrooms • 4 bathrooms • sleeps 8

10 reviews

from £244 / night

£1,704 / week

1 / 15

Holiday apartment in Carnbee

Carnbee apartment

1 bedroom • 1 bathroom • sleeps 4

2 reviews

from £67 / night

£2,074 / week

1 / 22

Holiday apartment rental

Castara apartment

2 bedrooms • 2 bathrooms • sleeps 4

from £142 / night

£989 / week

1 / 9

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

Mount Irvine villa

3 bedrooms • 4 bathrooms • sleeps 8

21 reviews

from £195 / night

£1,203 - £1,718 / week

1 / 22

Villa rental in Trinidad and Tobago

Buccoo villa

4 bedrooms • 4 bathrooms • sleeps 12

1 review

from £91 / night

£576 - £1,267 / week

1 / 17

Trinidad and Tobago holiday apartment rental

Trincity apartment

2 bedrooms • 1 bathroom • sleeps 4

from £189 / night

£1,130 / week

1 / 4

Holiday villa in Arnos Vale

Arnos Vale villa

1 bedroom • 1 bathroom • sleeps 4

from £123 / night

£858 / week

1 / 7

Holiday home rental

Maraval house

3 bedrooms • 3 bathrooms • sleeps 10

from £115 / night

£802 / week

1 / 11

Trinidad and Tobago holiday apartment let

Castara apartment

1 bedroom • 1 bathroom • sleeps 2

1 review

from £118 / night

£824 / week

1 / 20

Trinidad and Tobago holiday villa accommodation

Scarborough villa

3 bedrooms • 4 bathrooms • sleeps 6

from £161 / night

£1,123 / week

1 / 47

Holiday home in Rampanalgas

Rampanalgas house

2 bedrooms • 1 bathroom • sleeps 8

from £132 / night

£791 / week

1 / 8

Holiday guest house in Trinidad and Tobago

Maracas Bay guest house

1 bedroom • 1 bathroom • sleeps 3

from £47 / night

£375 / week

1 / 11

Bon Accord holiday villa rental

Bon Accord villa

3 bedrooms • 3 bathrooms • sleeps 8

2 reviews

from £209 / night

£1,458 / week

1 / 11

Bungalow rental in Trinidad and Tobago

Scarborough bungalow

1 bedroom • 1 bathroom • sleeps 2

1 review

from £18 / night

£124 / week

1 / 10

Holiday villa in Trinidad and Tobago

Lowlands villa

2 bedrooms • 1 bathroom • sleeps 4

from £74 / night

£444 / week

1 / 16

Holiday home in Trinidad and Tobago

Rampanalgas house

2 bedrooms • 1 bathroom • sleeps 8

from £132 / night

£791 / week

1 / 8

Holiday apartment in Bon Accord

Bon Accord apartment

2 bedrooms • 1 bathroom • sleeps 4

1 review

from £25 / night

£175 - £665 / week

1 / 13

Trinidad and Tobago holiday villa accommodation

Prospect villa

6 bedrooms • 6 bathrooms • sleeps 22

23 reviews

from £500 / night

£3,497 / week

1 / 56

Holiday villa with swimming pool in Trinidad and Tobago

Canaan villa

4 bedrooms • 4 bathrooms • sleeps 12

from £398 / night

£2,098 / week

1 / 15

Trinidad and Tobago holiday villa accommodation

San Fernando villa

4 bedrooms • 2 bathrooms • sleeps 10

“Pollards family trip” The place was great, clean, comfortable and safe. The sunset and view of the gulf was breath taking and the price was worth the house, Mrs McMillan was very helpful and caring calling all the way from New York City to make sure all our needs were met. Thanks for making our first time home in 23 years a very pleasant and memorable time. God bless you.

18 reviews

from £94 / night

£652 - £1,673 / week

1 / 28

Townhouse rental in Bon Accord with shared pool

Bon Accord townhouse

2 bedrooms • 3 bathrooms • sleeps 5

9 reviews

from £132 / night

£742 / week

1 / 10

Villa rental in Prospect with swimming pool

Prospect villa

3 bedrooms • 3 bathrooms • sleeps 8

“Beautiful view and beaches” Our first experience of Tobago could not have been better. Nothing beats the warm blue ocean and white sandy beaches. Villa Nirvana offered us ample accommodation for our party and we enjoyed our stay immensely. The beautiful layout with the outside patio and splash pool was our favorite space which we used every night. The view from the patio of Buccoo reef (nylon pool) during the day and the beautiful sunsets at night was one of our many highlights. Frank the owner was very accommodating and made our trip a memorable one. I highly recommend Villa Nirvana for your next family vacation.

11 reviews

from £175 / night

£1,083 / week

1 / 28

Holiday apartment in Trinidad and Tobago

Saint Clair apartment

8 bedrooms • 4 bathrooms • sleeps 4

1 review

from £165 / night

£918 / week

1 / 16

Holiday home in Scarborough

Scarborough house

2 bedrooms • 2 bathrooms • sleeps 6

22 reviews

from £51 / night

£252 - £369 / week

1 / 14

Holiday apartment in Saint James

Saint James apartment

1 bedroom • 1 bathroom • sleeps 4

2 reviews

from £44 / night

£309 / week

1 / 13

Trinidad and Tobago holiday guest house rental

Woodbrook guest house

1 bedroom • 1 bathroom • sleeps 3

from £52 / night

£363 / week

1 / 9

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