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

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44 Holiday homes

Filters applied: Private pool (44)

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

(10) Excellent 

1 / 18

Mot Mot Lodge Tobago - Mount Irvine villa sleeps 12

Tobago / Mount Irvine

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
As soon as you walk through the front door you are struck by the sheer tranquillity and elegance of your surroundings. Mot Mot Lodge is beautifully appointed with everything you could wish for to make your stay a relaxing and rejuvenating experience. A short walk throug  …see more

from £230 / night

£1610 / week

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from £230 / night

(18) Very Good 

1 / 28

Plantation View - Prospect - Tobago villa sleeps 10

Tobago / Prospect, Tobago

4 10 2 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 2 km; Swimming pool;
This fantastic secluded 4 bedroomed all with en-suite family villa comes with private pool and spa. It can be rented either as two apartments (both with separate entrances) or as a large villa. Both apartments are fitted with full working kitchens and dining areas. ai  …see more

from £170 / night

£1000 - £1350 / week

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from £170 / night

(12) Excellent 

1 / 12

Oleander Villa - Buccoo villa sleeps 8

Tobago / Buccoo

4 8 2 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 2 km; Swimming pool;
Oleander Villa is situated on the hillside near Mt.Irvine with views overlooking Pigeon Point and Buccoo Reef. The villa has four air conditioned double bedrooms, three ensuite, with an additional queen size sofa. There is a spacious sitting room with cable TV and fren  …see more

from £306 / night

£1909 - £2138 / week

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from £306 / night

(15) Very Good 

1 / 21

Bougain-villa - Bacolet Bay villa sleeps 6

Tobago / Bacolet Bay

3 6 2 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.3 km; Swimming pool;
Bougain-villa is a charming luxury detached air-conditioned villa with a swimming pool, set in a tropical garden with fruit bearing trees. The property is light and very welcoming with tall ceilings, cool floor tiles, ceiling fans, and furniture of a high quality. The v  …see more

from £140 / night

£850 - £1000 / week

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from £140 / night

1 / 25

Villa Nirvana,Tobago,Caribbean - Sanctuary Villa Resort townhouse sleeps 8

Tobago / Sanctuary Villa Resort

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 2 km; Swimming pool;
Villa Nirvana is located at Sanctuary Villas with one of the best panoramic view of Buccoo Reef and the Caribbean Sea. Our three bedrooms are airconditioned with ceiling fans and ensuite bathrooms. The villa and the kitchen are fully equipped and easily sleeps 6 in the  …see more

from £161 / night

£1069 - £1184 / week

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from £161 / night

(15) Excellent 

1 / 12

Villa Kiskadee - Bon Accord villa sleeps 8

Tobago / Bon Accord

3 8 3 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Swimming pool;
Villa Kiskadee has an open-plan sitting room with cable TV, telephone, wifi, CD/radio, well equipped kitchen and a dining area. There is a shaded patio area with additional seating, an outside BBQ area, a utility room (with washing and drying facilities) and a private 3  …see more

from £120 / night

£850 - £1100 / week

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from £120 / night

(16) Excellent 

1 / 20

Villa in Englishman's Bay - Englishman's Bay villa sleeps 8

Castara / Englishman's Bay

5 8 4 nights min stay

  • 5 bedrooms
  • Sleeps 8
  • 4 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Swimming pool;
A 5 minute drive from Englishman's Bay, this is a secluded yet comfortable villa that is perfect for anyone wishing for a holiday in beautiful surroundings close to nature. It is set amongst a thriving jungle with one of the world's largest variety of birdlife  …see more

from £171 / night

£1200 / week

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from £171 / night

(1) Excellent 

1 / 24

Villa LaHay Mount Irvine - Mount Irvine villa sleeps 8

Tobago / Mount Irvine

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.8 km; Swimming pool;
This superb mexican style villa on 3 levels has stunning views over the palm trees to the Golf Course, Pigeon Point, Nylon Pool, Buccoo Reef and the Caribbean Sea. One of just four private villas set in a secluded cul-de-sac above the Mt. Irvine Golf Course it has a l  …see more

from £268 / night

£1871 - £2405 / week

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from £268 / night

(11) Very Good 

1 / 16

Angel Retreat-Baby Bay - Castara apartment sleeps 4

Tobago / Castara

1 4 2 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Suitable for children age 5+;
Situated next to Heavenly Bay (the smaller of Castara's two beaches), our apartments offer you an escape to paradise. Angel Retreat has eight apartments - each apartment has a two queen size beds with mosquito net, fitted air-conditioning, a large bathroom (with shower)  …see more

from £39 / night

£535 - £802 / week

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from £39 / night

(1) Excellent 

1 / 10

RIDGE HOUSE VILLA - Black Rock villa sleeps 12

Tobago / Black Rock

6 12 3 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 2 km; Swimming pool;
RIDGE HOUSE VILLA SITS ON HORSE SHOE RIDGE ABOVE THE VILLAGE OF PLEASANT PROSPECT,WHICH HAS A RESTAURANT,BAR,AND SMALL SUPERMARKET. A SHORT WALK TO THE PALM TREE LINED SANDY BEACH WHERE LEATHERBACK TURTLES COME TO LAY THERE EGGS. IT ALSO HAS A BAR FOR FOOD AND DRINK,B  …see more

from £350 / night

£2100 / week

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from £350 / night

(1) Excellent 

1 / 19

Villa Petrus - Prospect - Tobago villa sleeps 14

Tobago / Prospect, Tobago

7 14 2 nights min stay

  • 7 bedrooms
  • Sleeps 14
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Swimming pool;
Villa Petrus is a luxury Caribbean villa in Tobago, built in the plantation style, with outstanding facilities that accommodate up to 14 with ease, set in beautiful 2-acre grounds that include a 22 metre pool. Villa Petrus provides a luxurious serviced venue for family  …see more

from £884 / night

£6183 / week

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from £884 / night

1 / 23

Moonlight Mountain - Scarborough villa sleeps 10

Tobago / Scarborough

5 10 3 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Suitable for children age 5+;
Moonlight Mountain is built along traditional lines, it is what is called in the Caribbean a gingerbread house - a reference to the decorative fretwork which adorns the outside. Set in what used to be agricultural land and designed to catch the sea breezes, it has its o  …see more

from £155 / night

£1085 / week

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from £155 / night

(1) Excellent 

1 / 6

Angel Retreat - Nylon Pool - Castara apartment sleeps 4

Tobago / Castara

2 4 2 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Swimming pool; Child friendly ; Car not necessary;
Situated next to Heavenly Bay (the smaller of Castara's two beaches), our apartments offer you an escape to paradise. Angel Retreat has eight apartments - each apartment has a two queen size beds with mosquito net, fitted air-conditioning, a large bathroom (with shower)  …see more

from £39 / night

£535 - £802 / week

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from £39 / night

1 / 4

Angel Retreat - Bucco Reef - Castara apartment sleeps 4

Tobago / Castara

1 4 2 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Suitable for children age 5+;
Situated next to Heavenly Bay (the smaller of Castara's two beaches), our apartments offer you an escape to paradise. Angel Retreat has eight apartments - each apartment has a two queen size beds with mosquito net, fitted air-conditioning, a large bathroom (with shower)  …see more

from £39 / night

£535 - £802 / week

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from £39 / night

1 / 5

Angel Retreat - No Mans Land - Castara apartment sleeps 4

Tobago / Castara

1 4 2 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
Situated next to Heavenly Bay (the smaller of Castara's two beaches), our apartments offer you an escape to paradise. Angel Retreat has eight apartments - each apartment has a two queen size beds with mosquito net, fitted air-conditioning, a large bathroom (with shower)  …see more

from £39 / night

£535 - £802 / week

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from £39 / night

1 / 18

Hummingbird Villa - Goodwood - Tobago villa sleeps 8

Tobago / Goodwood, Tobago

4 8 1 night min stay

  • 4 bedrooms
  • Sleeps 8
  • 1 night min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
Picture yourself on the veranda with a long, cool drink, looking down at your family and friends playing in the pool below you. This is what you can experience if you stay at Hummingbird Villa. It's a four-bedroom luxury accommodation within minutes of some of Tobago's  …see more

from £230 / night

£1560 / week

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from £230 / night

(1) Excellent 

1 / 4

Angel Retreat - Raster Man - Castara apartment sleeps 4

Tobago / Castara

1 4 2 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
Situated next to Heavenly Bay (the smaller of Castara's two beaches), our apartments offer you an escape to paradise. Our apartment Raster Man is on our 2nd floor. Locals and tourists share the restaurants, cafes and bars, and there are many shops in the village selling  …see more

from £39 / night

£535 - £802 / week

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from £39 / night

(8) Very Good 

1 / 15

Villa Sans-Souci - Scarborough villa sleeps 8

Tobago / Scarborough

4 8 2 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.5 km; Swimming pool;
Villa Sans-Souci is located in the Tobago Plantations Golf, Beach & SPA Resort with its entry and exists controlled by manned security gates.The villa is situated on the 12th fairway of the golf course with its swimming pool, jacuzzi, balconies and manicured garden  …see more

from £210 / night

£1470 - £2111 / week

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from £210 / night

(19) Excellent 

1 / 24

Ambassadors House, Windy Edge - Scarborough house sleeps 10

Tobago / Scarborough

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 3 km; Swimming pool;
Windy Edge was designed and built by a former US ambassador to Japan and it is still known on the island as the Ambassador's House. Set on the top of Cinnamon Hill, it has sensational views over the Caribbean and Atlantic seas and catches the cooling breezes, unlik  …see more

from £160 / night

£950 - £1100 / week

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from £160 / night

1 / 32

Tobago / Mount Irvine

3 6 3 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
 …see more

from £382 / night

£2271 / week

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from £382 / night

(7) Excellent 

1 / 12

Tobago / Parlatuvier

2 4 4 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
 …see more

from £134 / night

£840 / week

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from £134 / night

(12) Very Good 

1 / 24

Tobago / Lambeau

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Nearest beach 0 km; Swimming pool; Child friendly ;
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from £191 / night

£1222 - £1680 / week

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from £191 / night

(13) Excellent 

1 / 7

Tobago / Charlotteville

5 8 3 nights min stay

  • 5 bedrooms
  • Sleeps 8
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
 …see more

from £230 / night

£1527 - £1661 / week

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from £230 / night

(1) Excellent 

1 / 10

Tobago / Prospect, Tobago

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
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from £150 / night

£900 - £1300 / week

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from £150 / night

1 / 15

Tobago / Riseland

4 8 2 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Swimming pool;
 …see more

from £318 / night

£1909 / week

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from £318 / night

(4) Excellent 

1 / 26

Tobago / Lowlands

4 8 2 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.48 km; Swimming pool;
 …see more

from £210 / night

£1470 - £2111 / week

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from £210 / night

1 / 8

Tobago / Black Rock

4 8 2 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Swimming pool;
 …see more

from £268 / night

£1680 / week

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from £268 / night

1 / 16

Tobago / Bon Accord

4 10 2 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min stay
Key info: Nearest beach 5 km; Swimming pool; Child friendly ;
 …see more

from £176 / night

£1238 / week

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from £176 / night

(4) Very Good 

1 / 9

Tobago / Scarborough

3 6 1 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Car not necessary;
 …see more

from £230 / night

£1604 / week

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from £230 / night

(1) Excellent 

1 / 24

Tobago / Arnos Vale

5 10 2 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
 …see more

from £611 / night

£3283 / week

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from £611 / night

1 / 16

Trinidad and Tobago / Tobago

5 12 3 nights min stay

  • 5 bedrooms
  • Sleeps 12
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 1 km; Swimming pool;
 …see more

from £350 / night

£2450 / week

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from £350 / night

1 / 8

Tobago / Bon Accord

2 6 2 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £115 / night

£764 / week

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from £115 / night

(1) Excellent 

1 / 16

Tobago / Lowlands

4 10 2 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
 …see more

from £382 / night

£2443 / week

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from £382 / night

(1) Excellent 

1 / 16

Trinidad / Matura

4 8 4 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 2 km; Swimming pool;
 …see more

from £350 / night

£2100 / week

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from £350 / night

(2) Excellent 

1 / 24

Tobago / Scarborough

4 8 5 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
 …see more

from £668 / night

£4676 - £7733 / week

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from £668 / night

(6) Excellent 

1 / 96

Tobago / Arnos Vale

3 10 3 nights min stay

  • 3 bedrooms
  • Sleeps 10
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Swimming pool;
 …see more

from £565 / night

£2821 / week

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from £565 / night

1 / 54

Trinidad and Tobago / Tobago

4 8 7 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
 …see more

from £745 / night

£5210 / week

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from £745 / night

(1) Good 

1 / 11

Tobago / Riseland

4 8 2 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
 …see more

from £306 / night

£2291 / week

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from £306 / night

1 / 11

Tobago / Black Rock

6 8 5 nights min stay

  • 6 bedrooms
  • Sleeps 8
  • 5 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
 …see more

from £191 / night

£1298 - £1432 / week

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from £191 / night

(1) Excellent 

1 / 17

Tobago / Prospect, Tobago

3 6 2 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
 …see more

from £191 / night

£1336 / week

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from £191 / night

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