Trinidad and Tobago apartment or villa with a private pool area | Holiday Lettings

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41 Holiday homes

Filters applied: Private pool

(18) Excellent 

20

Trinidad and Tobago holiday villa rental

Castara / Englishman's Bay

5 8 Min stay varies

  • 5 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
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from £114 / night

£800 - £1450 / week

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from £114 / night

(15) Very Good 

18

Holiday villa with swimming pool in Trinidad and Tobago

Tobago / Mount Irvine

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £230 / night

£1610 / week

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from £230 / night

(17) Excellent 

21

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 - £1000 / week

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from £140 / night

(23) Very Good 

27

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
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from £220 / night

£1400 / week

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from £220 / night

(9) Very Good 

15

Trinidad and Tobago holiday villa rental

Tobago / Scarborough

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool

from £212 / night

£1481 - £2127 / week

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from £212 / night

(6) Excellent 

35

Holiday villa with swimming pool in Trinidad and Tobago

Tobago / Bon Accord

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.7 km
  • Swimming pool

from £200 / night

£1124 - £1654 / week

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from £200 / 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
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from £185 / night

£1231 - £1924 / week

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from £185 / 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 £77 / night

£539 - £808 / week

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from £77 / 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

£1085 / week

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from £155 / 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 £270 / night

£1885 - £2424 / week

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from £270 / night

(15) 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 £77 / night

£539 - £808 / week

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from £77 / night

(19) 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
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from £200 / night

£1200 / week

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from £200 / night

(1) Excellent 

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 £77 / night

£539 - £808 / week

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from £77 / 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 £308 / night

£2154 / week

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from £308 / 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 £39 / night

£539 - £808 / week

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from £39 / 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

£2660 / week

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from £380 / 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

£1560 / week

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from £230 / 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 £77 / night

£539 - £808 / week

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from £77 / 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 £890 / night

£6230 / week

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from £890 / night

(18) Excellent 

12

Holiday villa with swimming pool in Trinidad and Tobago

Tobago / Bon Accord

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
“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
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from £143 / night

£1000 - £1385 / week

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from £143 / night

(4) Excellent 

26

Trinidad and Tobago holiday villa rental

Tobago / Lowlands

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.48 km
  • Swimming pool

from £212 / night

£1481 - £2127 / week

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from £212 / night

(3) Very Good 

10

Holiday villa in Trinidad and Tobago

Tobago / Prospect, Tobago

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £160 / night

£1000 - £1400 / week

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from £160 / night

(27) Excellent 

33

Holiday apartment with swimming pool in Trinidad and Tobago

Tobago / Moriah

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 6 km
  • Swimming pool
  • Ask owner if suitable for children

from £100 / night

£700 / week

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from £100 / night

(5) Very Good 

9

Holiday home in Scarborough

Tobago / Scarborough

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Car not necessary

from £250 / night

£1616 / week

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from £250 / night

(2) Excellent 

24

Holiday villa with swimming pool in Trinidad and Tobago

Tobago / Scarborough

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £674 / night

£4231 - £7312 / week

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from £674 / night

(9) Very Good 

25

Villa rental in Prospect with swimming pool

Tobago / Prospect

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 0.8 km
  • Swimming pool
  • Child friendly

from £162 / night

£1000 - £1154 / week

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from £162 / night

(16) Excellent 

14

Holiday villa rental

Tobago / Canaan

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £270 / night

£1885 - £2047 / week

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from £270 / night

(7) Very Good 

18

Holiday home with swimming pool in Canaan

Tobago / Canaan

3 6 3 nights min

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

from £385 / night

£1847 / week

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from £385 / night

(13) Very Good 

19

Holiday villa with swimming pool in Trinidad and Tobago

Tobago / Bacolet Bay

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £270 / night

£2116 - £2539 / week

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from £270 / night

32

Holiday villa rental

Tobago / Mount Irvine

3 6 2 nights min

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

from £270 / night

£1616 / week

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from £270 / night

(1) Excellent 

16

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

Tobago / Lowlands

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £385 / night

£2462 / week

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from £385 / night

(18) Excellent 

20

Holiday villa with swimming pool in Black Rock

Tobago / Black Rock

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £180 / night

£1200 - £2380 / week

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from £180 / night

(3) Excellent 

12

Trinidad and Tobago holiday villa rental

Tobago / Mount Irvine

4 4 2 nights min

  • 4 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

from £50 / night

£350 / week

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from £50 / night

(4) Very Good 

18

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

Tobago / Grafton

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly

from £254 / night

£1689 / week

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from £254 / night

22

Tobago holiday villa rental

Trinidad and Tobago / Tobago

5 12 3 nights min

  • 5 bedrooms
  • Sleeps 12
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

from £380 / night

£2660 / week

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from £380 / night

(7) Excellent 

96

Villa accommodation in Trinidad and Tobago with swimming pool

Tobago / Arnos Vale

3 10 3 nights min

  • 3 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £569 / night

£2843 / week

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from £569 / night

11

Black Rock holiday apartment rental

Tobago / Black Rock

6 8 5 nights min

  • 6 bedrooms
  • Sleeps 8
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Swimming pool

from £231 / night

£1616 / week

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from £231 / night

16

Villa letting in Trinidad and Tobago with indoor pool

Tobago / Bon Accord

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Nearest beach 5 km
  • Swimming pool
  • Child friendly

from £177 / night

£1247 / week

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from £177 / night

11

Holiday villa letting

Tobago / Black Rock

5 16 3 nights min

  • 5 bedrooms
  • Sleeps 16
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £770 / night

£5385 / week

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from £770 / night

7

Holiday home with swimming pool in Black Rock

Tobago / Black Rock

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £193 / night

£1347 / week

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from £193 / night

1