Villas with a pool Trinidad and Tobago | Apartments to rent with swimming facilities | Holiday Lettings

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68 Holiday homes

Filters applied: Swimming pool (68)

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

(10) Excellent 

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
  • 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 

28

Plantation View - Prospect - Tobago villa sleeps 10

Tobago / Prospect, Tobago

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • 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 £190 / night

£1300 - £1350 / week

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from £190 / night

(16) Excellent 

20

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

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
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 £114 / night

£800 - £1450 / week

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from £114 / night

23

Moonlight Mountain - Scarborough villa sleeps 10

Tobago / Scarborough

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • 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

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
  • 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 £162 / night

£1077 - £1193 / week

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from £162 / night

(15) Very Good 

21

Bougain-villa - Bacolet Bay villa sleeps 6

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
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 / week

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from £140 / night

(11) Very Good 

16

Angel Retreat-Baby Bay - Castara apartment sleeps 4

Tobago / Castara

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • 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

£539 - £808 / week

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from £39 / night

18

Tobago Plantations Condo - Lowlands condo sleeps 8

Tobago / Lowlands

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly
It's a ground floor condo overlooking the Tobago Plantations golf course. tranquil and peaceful surroundings. Access to 3 separate pools on compound and Lowlands beach. Sleeps 8 comfortably. Perfect for small families with young children. Cable television and wifi at n  …see more

from £154 / night

£1077 / week

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from £154 / night

(1) Excellent 

6

Angel Retreat - Nylon Pool - Castara apartment sleeps 4

Tobago / Castara

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • 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

£539 - £808 / week

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from £39 / night

(1) Excellent 

10

RIDGE HOUSE VILLA - Black Rock villa sleeps 12

Tobago / Black Rock

6 12 3 nights min

  • 6 bedrooms
  • Sleeps 12
  • 3 nights min
  • 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

(8) Very Good 

15

Villa Sans-Souci - Scarborough villa sleeps 8

Tobago / Scarborough

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • 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 £212 / night

£1481 - £2127 / week

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from £212 / night

4

Tobago / Mount Irvine

4 2 2 nights min

  • 4 bedrooms
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

 …see more

from £47 / night

£277 / week

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from £47 / night

4

Angel Retreat - Bucco Reef - Castara apartment sleeps 4

Tobago / Castara

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • 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

£539 - £808 / week

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from £39 / night

(7) Excellent 

12

Tobago / Parlatuvier

2 4 4 nights min

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

 …see more

from £135 / night

£847 / week

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from £135 / night

(12) Excellent 

12

Oleander Villa - Buccoo villa sleeps 8

Tobago / Buccoo

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • 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 £308 / night

£1924 - £2154 / week

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from £308 / night

(1) Excellent 

15

Mahogany Villa - Mount Irvine villa sleeps 8

Tobago / Mount Irvine

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly
Mahogany Villa is located at Mount Irvine in 2.5 acres of landscaped tropical gardens shared with just four other villas. With lovely views across the award winning golf course and through palm trees to the Caribbean Sea, guests at Mahogany will enjoy the peaceful, secl  …see more

from £230 / night

£1610 / week

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from £230 / night

18

Hummingbird Villa - Goodwood - Tobago villa sleeps 8

Tobago / Goodwood, Tobago

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • 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 

16

Trinidad / Matura

4 8 4 nights min

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

 …see more

from £350 / night

£2100 / week

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from £350 / night

(16) Excellent 

12

Villa Kiskadee - Bon Accord villa sleeps 8

Tobago / Bon Accord

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • 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

(13) Excellent 

7

Tobago / Charlotteville

5 8 3 nights min

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

 …see more

from £231 / night

£1539 - £1674 / week

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from £231 / night

(1) Excellent 

19

Villa Petrus - Prospect - Tobago villa sleeps 14

Tobago / Prospect, Tobago

7 14 2 nights min

  • 7 bedrooms
  • Sleeps 14
  • 2 nights min
  • 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 £890 / night

£6230 / week

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from £890 / night

32

Tobago / Mount Irvine

3 6 3 nights min

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

 …see more

from £385 / night

£2289 / week

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from £385 / night

(2) Very Good 

19

Tobago / Crown Point

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning

 …see more

from £77 / night

£462 - £550 / week

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from £77 / night

(3) Very Good 

28

Tobago / Riseland

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly

 …see more

from £104 / night

£624 / week

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from £104 / night

33

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

 …see more

from £100 / night

£700 / week

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from £100 / night

(1) Excellent 

16

Tobago / Lowlands

4 10 2 nights min

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

 …see more

from £385 / night

£2462 / week

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from £385 / night

(1) Excellent 

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
  • 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 £270 / night

£1885 - £2424 / week

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from £270 / night

(6) Very Good 

10

Tobago / Bon Accord

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

 …see more

from £124 / night

£693 / week

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from £124 / night

(1) Excellent 

4

Angel Retreat - Raster Man - Castara apartment sleeps 4

Tobago / Castara

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • 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

£539 - £808 / week

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from £39 / night

8

Tobago / Black Rock

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

 …see more

from £270 / night

£1693 / week

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from £270 / night

(4) Excellent 

26

Tobago / Lowlands

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.48 km
  • Swimming pool

 …see more

from £212 / night

£1481 - £2127 / week

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from £212 / night

5

Angel Retreat - No Mans Land - Castara apartment sleeps 4

Tobago / Castara

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • 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

£539 - £808 / week

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from £39 / night

15

Tobago / Riseland

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

 …see more

from £320 / night

£1924 / week

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from £320 / night

(12) Very Good 

24

Tobago / Lambeau

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly

 …see more

from £193 / night

£1231 - £1693 / week

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from £193 / night

13

CHACONIA, Beach front, luxury 3 bedroom apartment - Black Rock apartment sleeps 6

Tobago / Black Rock

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
With fantastic uninterrupted Caribbean sea views, Chaconia is an extremely well furnished, upscale apartment offering immediate access to one of the top beaches on the Island. While sitting on your patio and listening to the sound of the waves, you can enjoy having brea  …see more

from £233 / night

£1600 - £1750 / week

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from £233 / night

(1) Good 

11

Tobago / Riseland

4 8 2 nights min

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

 …see more

from £308 / night

£2308 / week

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from £308 / night

17

Trinidad / Port of Spain

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 22 km
  • Swimming pool
  • Child friendly

 …see more

from £50 / night

£350 / week

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from £50 / night

(1) Excellent 

7

Tobago / Scarborough

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £77 / night

£458 / week

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from £77 / night

(2) Very Good 

18

Tobago / Crown Point

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+

 …see more

from £124 / night

£739 - £919 / week

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from £124 / night

5

Tobago / Scarborough

2 8 2 nights min

  • 2 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool

 …see more

from £154 / night

£924 / week

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from £154 / night

Top Destination reviews

Edinburgh Villas
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 att … see more

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