Air conditioned apartments and villas to rent in Trinidad and Tobago

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142 Holiday homes

Filters applied: Air conditioning (142)

Travellers going to Trinidad and Tobago are booking June dates now. Secure your holiday home today and have the perfect trip.

(3) Excellent 

1 / 14

Trinidad holiday apartment rental

Trinidad / Port of Spain

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from £62 / night

£480 / week

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from £62 / night

(1) Excellent 

1 / 9

Holiday apartment in Trinidad

Trinidad / Port of Spain

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from £66 / night

£480 / week

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from £66 / night

(1) Excellent 

1 / 6

Trinidad and Tobago holiday b&b rental

Trinidad / Port of Spain

  • 5 bedrooms
  • Sleeps 15
  • 3 nights min stay

from £86 / night

£600 - £5634 / week

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from £86 / night

(6) Excellent 

1 / 96

Villa accommodation in Trinidad and Tobago with swimming pool

Tobago / Arnos Vale

  • 3 bedrooms
  • Sleeps 10
  • 3 nights min stay

from £507 / night

£2531 / week

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from £507 / night

(1) Very Good 

1 / 17

Trinidad and Tobago holiday villa accommodation

Trinidad / Chaguanas

  • 1 bedroom
  • Sleeps 2
  • Min stay varies

from £55 / night

£600 / week

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from £55 / night

1 / 31

Holiday apartment in Trinidad

Trinidad / Woodbrook

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min stay

from £103 / night

£720 / week

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from £103 / night

(2) Excellent 

1 / 24

Holiday villa with swimming pool in Trinidad and Tobago

Tobago / Scarborough

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min stay

from £600 / night

£4196 - £6938 / week

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from £600 / night

(1) Excellent 

1 / 12

Trinidad and Tobago holiday apartment rental

Trinidad / Port of Spain

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from £62 / night

£432 / week

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from £62 / night

(2) Very Good 

1 / 28

Apartment rental in Trinidad

Trinidad / Chaguanas

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from £62 / night

£446 - £959 / week

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from £62 / night

(6) Excellent 

1 / 12

Holiday villa with swimming pool in Trinidad and Tobago

Tobago / Bacolet Bay

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from £377 / night

£2055 - £2877 / week

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from £377 / night

(12) Excellent 

1 / 7

Trinidad and Tobago holiday villa rental

Tobago / Charlotteville

  • 5 bedrooms
  • Sleeps 8
  • 3 nights min stay

from £206 / night

£1370 / week

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from £206 / night

(2) Very Good 

1 / 13

Holiday b&b in Trinidad

Trinidad / Port of Spain

  • 5 bedrooms
  • Sleeps 20
  • 1 night min stay

from £45 / night

£312 - £3500 / week

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from £45 / night

(3) Excellent 

1 / 19

Holiday villa rental

Tobago / Lambeau

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min stay

from £206 / night

£1439 - £1918 / week

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from £206 / night

(2) Excellent 

1 / 19

Holiday apartment with golf nearby in Trinidad

Trinidad / Arouca

  • 1 bedroom
  • Sleeps 2
  • Min stay varies

from £42 / night

£288 / week

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from £42 / night

(6) Very Good 

1 / 23

Holiday home in Tobago

Tobago / Crown Point

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from £59 / night

£408 / week

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from £59 / night

(8) Very Good 

1 / 16

Holiday apartment with swimming pool in Tobago

Tobago / Castara

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay

from £35 / night

£480 - £720 / week

Book Book View

from £35 / night

(7) Very Good 

1 / 75

Villa rental in Tobago with swimming pool

Trinidad and Tobago / Tobago

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies

from £144 / night

£959 - £1062 / week

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from £144 / night

(1) Very Good 

1 / 19

Holiday apartment in Trinidad and Tobago

Trinidad / Caroni

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay

from £90 / night

£624 / week

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from £90 / night

(1) Excellent 

1 / 13

Holiday apartment in Trinidad and Tobago

Trinidad / Caroni

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min stay

from £158 / night

£1103 / week

Book Book View

from £158 / night

(7) Very Good 

1 / 15

Trinidad and Tobago holiday villa rental

Tobago / Scarborough

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min stay

from £189 / night

£1319 - £1894 / week

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from £189 / night

(1) Excellent 

1 / 31

Holiday apartment in Trinidad and Tobago

Trinidad / Arima

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min stay

from £69 / night

£480 / week

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from £69 / night

1 / 17

Holiday apartment in Trinidad and Tobago

Trinidad / Caroni

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min stay

from £165 / night

£1151 / week

Book Book View

from £165 / night

1 / 7

Holiday apartment in Trinidad and Tobago

Trinidad / Port of Spain

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from £48 / night

£336 - £2158 / week

Book Book View

from £48 / night

1 / 11

Holiday guest house in Trinidad and Tobago

Tobago / Bon Accord

  • 8 bedrooms
  • Sleeps 29
  • 2 nights min stay

from £45 / night

£312 - £4196 / week

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from £45 / night

(3) Excellent 

1 / 47

Holiday villa in Trinidad

Trinidad / Diego Martin

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min stay

from £240 / night

£1576 / week

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from £240 / night

(9) Excellent 

1 / 14

Holiday home in Tobago

Tobago / Scarborough

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min stay

from £62 / night

£384 - £480 / week

Book Book View

from £62 / night

(5) Excellent 

1 / 10

Townhouse rental in Tobago with shared pool

Tobago / Bon Accord

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min stay

from £110 / night

£617 / week

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from £110 / night

1 / 20

Holiday apartment in Trinidad and Tobago

Trinidad / Port of Spain

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay

from £48 / night

£336 - £720 / week

Book Book View

from £48 / night

1 / 6

Holiday apartment rental

Trinidad / Port of Spain

  • 1 bedroom
  • Sleeps 8
  • 1 night min stay

from £55 / night

£384 / week

Book Book View

from £55 / night

(1) Excellent 

1 / 28

Holiday apartment in Trinidad and Tobago

Trinidad / Port of Spain

  • 1 bedroom
  • Sleeps 2
  • Min stay varies

from £59 / night

£394 - £1048 / week

Book Book View

from £59 / night

(2) Very Good 

1 / 19

Holiday condo in Tobago

Tobago / Crown Point

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay

from £82 / night

£490 / week

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from £82 / night

(2) Excellent 

1 / 18

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

Tobago / Grafton

  • 4 bedrooms
  • Sleeps 8
  • 1 night min stay

from £227 / night

£1504 / week

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from £227 / night

(2) Very Good 

1 / 18

Holiday condo with shared pool in Trinidad and Tobago

Tobago / Crown Point

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay

from £137 / night

£822 / week

Book Book View

from £137 / night

1 / 8

Holiday apartment in Trinidad and Tobago

Trinidad / Arima

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay

from £69 / night

£480 / week

Book Book View

from £69 / night

(3) Very Good 

1 / 21

Holiday apartment in Tobago

Tobago / Black Rock

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min stay

from £155 / night

£1069 / week

Book Book View

from £155 / night

(20) Very Good 

1 / 12

Tobago holiday apartment rental

Tobago / Castara

  • 1 bedroom
  • Sleeps 8
  • 2 nights min stay

from £35 / night

£240 / week

Book Book View

from £35 / night

1 / 32

Trinidad and Tobago holiday apartment rental

Trinidad / San Fernando

  • 3 bedrooms
  • Sleeps 10
  • 2 nights min stay

from £116 / night

£811 / week

Book Book View

from £116 / night

1 / 12

Holiday villa rental

Tobago / Black Rock

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay

from £377 / night

£2637 / week

Book Book View

from £377 / night

1 / 7

Trinidad and Tobago holiday home rental

Port of Spain / St. Ann's

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay

from £102 / night

£639 / week

Book Book View

from £102 / night

(8) Very Good 

1 / 32

Holiday villa with swimming pool, golf nearby in Tobago

Tobago / Mount Irvine

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies

from £165 / night

£1096 - £1918 / week

Book Book View

from £165 / night

1 / 5

Trinidad holiday studio rental

Trinidad / Woodbrook

  • Studio
  • Sleeps 3
  • 3 nights min stay

from £45 / night

£274 - £322 / week

Book Book View

from £45 / night

(7) Excellent 

1 / 18

Holiday villa with swimming pool in Trinidad and Tobago

Tobago / Mount Irvine

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies

from £230 / night

£1610 / week

Book Book View

from £230 / night

(1) Excellent 

1 / 6

Holiday apartment rental

Tobago / Castara

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay

from £35 / night

£480 - £720 / week

Book Book View

from £35 / night

(1) Terrible 

1 / 9

Holiday apartment rental

Trinidad / Port of Spain

  • 1 bedroom
  • Sleeps 2
  • Min stay varies

from £42 / night

£288 / week

Book Book View

from £42 / night

(2) Excellent 

1 / 11

Holiday villa accommodation

Tobago / Bon Accord

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min stay

from £254 / night

£1679 - £2158 / week

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from £254 / night

1 / 4

Trinidad holiday studio rental

Trinidad / Woodbrook

  • Studio
  • Sleeps 2
  • 2 nights min stay

from £31 / night

£196 / week

Book Book View

from £31 / night

1 / 15

Apartment rental in Tobago

Tobago / Scarborough

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min stay

from £93 / night

£648 - £840 / week

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from £93 / night

1 / 15

Tobago holiday villa rental

Trinidad and Tobago / Tobago

  • 5 bedrooms
  • Sleeps 12
  • 3 nights min stay

from £350 / night

£2450 / week

Book Book View

from £350 / night

(4) Very Good 

1 / 9

Holiday home in Tobago

Tobago / Scarborough

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay

from £189 / night

£1319 / week

Book Book View

from £189 / night

1 / 20

Apartment rental in Trinidad

Trinidad / San Fernando

  • 3 bedrooms
  • Sleeps 10
  • 2 nights min stay

from £137 / night

£955 / week

Book Book View

from £137 / night

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