Horse riding holiday villas and apartments Trinidad and Tobago | Holiday Lettings

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40 Holiday homes

Filters applied: Horse riding (40)

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

(7) Excellent 

19

La Vapeur Estate - Maracas Bay cottage sleeps 2

Trinidad / Maracas Bay

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 9 km
  • Private garden
La Vapeur Estate is located at the summit at the third highest point in Trinidad, which is located in the southern Caribbean. With stunning sea and mountain views, the property's wood cabin offers a private, luxurious and serene getaway with spectacular views of th  …see more

from £77 / night

£534 / week

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from £77 / 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

25

Mildred Cottage and Orchards - Arnos Vale villa sleeps 4

Tobago / Arnos Vale

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
A beautifully presented one bedroom villa situated in an acre of orchard land in a semi rural area on the outskirts of Plymouth, Arnos Vale being just a 20 minute drive from the airport. A bird watchers paradise as the land is home to parrots, mot mots - better known a  …see more

from £30 / night

£210 / week

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from £30 / night

(19) 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

5

Carpe Diem Villa: Sunset 2: Self catering Studio - Castara apartment sleeps 3

Tobago / Castara

1 3 5 nights min

  • 1 bedroom
  • Sleeps 3
  • 5 nights min
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
Sunset 2 is a bright & airy self catering studio apartment set in the heart of the fishing village of Castara. Just a short walk from either of the 2 beaches The studio has Caribbean sea views from the queen size double bed & most days you hear the waves kiss the shore  …see more

from £57 / night

£399 - £504 / week

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from £57 / 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

(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

22

Tropical Luxury - Bon Accord villa sleeps 10

Tobago / Bon Accord

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Tropical Luxury is located in the beautiful caribbean island of Tobago. Boasting 4 bedrooms, 3 toilet/baths, fully air-conditioned, private pool and jacuzzi, 40" HD LED TV with premium cable, High speed wifi, comfortably accommodating ten persons. On the ground floor o  …see more

from £212 / night

£1385 - £1654 / week

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from £212 / 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

(2) Excellent 

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

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

(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

(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

12

Plantation Beach Villas - Black Rock villa sleeps 6

Tobago / Black Rock

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
Located on Tobago's Caribbean coast, the spacious villas are nestled in the Grafton Bird Sanctuary with views of the sea through the beautiful landscaping. Walking distance to top restaurants and Bars. Daily Villa Attendant service allows total relaxation.Our frien  …see more

from £424 / night

£2962 / week

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from £424 / night

(11) Excellent 

32

Tobago / Black Rock

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly

 …see more

from £154 / night

£1077 / week

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from £154 / night

(1) Excellent 

9

Tobago / Buccoo

2 3 1 night min

  • 2 bedrooms
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £54 / night

£324 - £404 / week

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from £54 / night

(3) Excellent 

5

Tobago / Parlatuvier

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

 …see more

from £154 / night

£1077 / week

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from £154 / night

9

Clair Matin - Black Rock apartment sleeps 2

Tobago / Black Rock

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Air conditioning
Clair Matin has a spacious air conditioned bedroom with a large king size bed and an equally spacious en suite shower room with a hairdryer.Living and kitchen/dining room with fully equipped kitchen. Laundry area with washer and dryer, remote control a/c unit and ceilin  …see more

from £80 / night

£500 / week

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from £80 / night

(2) Excellent 

24

Tobago / Scarborough

4 8 5 nights min

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

 …see more

from £674 / night

£4712 - £7792 / week

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from £674 / night

(1) Excellent 

5

Carpe Diem Villa: Sunset 1: Self Catering Studio - Castara apartment sleeps 3

Tobago / Castara

1 3 5 nights min

  • 1 bedroom
  • Sleeps 3
  • 5 nights min
  • Beach / lakeside relaxation
  • Child friendly
Sunset 1 is a bright & airy self catering studio apartment set in the heart of the fishing village of Castara. Just a short walk from either of the 2 beaches The studio has Caribbean sea views from the queen size double bed & most days you hear the waves kiss the shore  …see more

from £57 / night

£399 - £504 / week

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from £57 / night

(1) Excellent 

10

Tobago / Prospect, Tobago

3 7 Min stay varies

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

 …see more

from £160 / night

£950 - £1300 / week

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from £160 / night

(5) Excellent 

25

Tobago / Black Rock

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Ask owner if suitable for children

 …see more

from £77 / night

£539 / week

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from £77 / night

(2) Excellent 

7

Carpe Diem Villa: Greenroom selfcatering apartment - Castara apartment sleeps 2

Tobago / Castara

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Ask owner if suitable for children
The Green room is the first bedroom upstairs. You have use of the fully equipped kitchen, open plan lounge area & 48' x 10' veranda with an amazing view across Castara bay. Perfect for Al fresco dining, bird watching & sunsets. It offers a chance to relax surrounded by  …see more

from £95 / night

£665 - £805 / week

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from £95 / 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

(5) Very Good 

17

Tobago / Crown Point

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.7 km
  • Child friendly

 …see more

from £193 / night

£1231 / week

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from £193 / night

(17) Excellent 

9

Tobago / Lambeau

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Ask owner if suitable for children

 …see more

from £50 / night

£300 - £408 / week

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from £50 / 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

5

Carpe Diem Villa: "Our Place"-2bedrm apartment - Castara apartment sleeps 4

Tobago / Castara

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Car not necessary
"Our Place" is the 2 bedroomed self catering apartment upstairs at Carpe Diem Villa It consisting of the Green room (which can be taken separately) & the Yellow room. Both bedrooms have large ensuite bathrooms & are located at each end of the 48ft x 10ft balcony with t  …see more

from £152 / night

£1064 - £1330 / week

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from £152 / night

7

Port of Spain / St. Ann's

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 32 km
  • Child friendly

 …see more

from £114 / night

£717 / week

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from £114 / night

7

Tobago / Lambeau

Studio 2 1 night min

  • Studio
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £58 / night

£347 / week

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from £58 / night

30

Tobago / Arnos Vale

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly

 …see more

from £410 / night

£2865 / week

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from £410 / night

(2) Very Good 

21

Tobago / Black Rock

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £174 / night

£1200 / week

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from £174 / night

17

Tobago / Black Rock

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Ask owner if suitable for children

 …see more

from £85 / night

£563 - £640 / week

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from £85 / night

11

Tobago / Black Rock

6 8 5 nights min

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

 …see more

from £193 / night

£1308 - £1443 / week

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from £193 / night

11

Tobago / Bon Accord

8 29 2 nights min

  • 8 bedrooms
  • Sleeps 29
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning

 …see more

from £50 / night

£350 - £4712 / week

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from £50 / night

(3) Good 

18

Tobago / Grafton

4 8 1 night min

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

 …see more

from £254 / night

£1689 / week

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from £254 / night

11

Trinidad / Arima

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 72 km
  • Child friendly

 …see more

from £39 / night

£250 / week

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from £39 / night

16

Tobago / Bon Accord

4 10 2 nights min

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

 …see more

from £177 / night

£1247 / week

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from £177 / 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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