50 Best Vacation Rentals in Trinidad - Holiday Lettings - Cabins

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Apartments Port of Spain
46 properties
Woodbrook
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Caroni
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San Juan
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Chaguanas
9 properties
Couva
8 properties
Cunupia
6 properties
Arima
5 properties

Trinidad

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136 Vacation rentals

(12) Excellent 

19

Vacation cottage in Maracas Bay

Trinidad / Maracas Bay

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 9 mi
  • 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 the Car …see more

from $99 / night

$693 / week

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from $99 / night

9

Vacation apartment in Piarco

Trinidad / Piarco

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning
Piarco Studio Apartment furnished A/C Hot water, WIFI Laundry room, ample parking gated compound very close to the Airport. 5 minutes from Trincity Mall and 1 minute to the Airport. Ask for our Special rates for longer stays. Car rental, taxi service and site seen …see more

from $70 / night

$490 / week

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from $70 / night

(1) Very Good 

31

Vacation apartment in Mayaro

Trinidad / Mayaro

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly
Castle 'J' offers fully serviced executive accommodation for clients who expect bit more. Situated in the picturesque town of St. Joseph, Mayaro. The accommodation is fully air-conditioned and furnished to modern international standards. It is located within 5 mins walk …see more

from $100 / night

$665 - $944 / week

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Responds fast!
avg. 1 hour 50 minutes

from $100 / night

(3) Excellent 

18

Mayaro Vacation home rental

Trinidad / Mayaro

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly
Castle 'J' offers fully serviced executive accommodation for clients who expect bit more. Situated in the picturesque town of St Joseph Mayaro. The accommodation is fully air-conditioned and furnished to modern international standards. It is located within 5 mins walk o …see more

from $100 / night

$665 - $944 / week

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Responds fast!
avg. 1 hour 50 minutes

from $100 / night

17

Caroni Vacation apartment rental

Trinidad / Caroni

4 12 1 night min

  • 4 bedrooms
  • Sleeps 12
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning
Welcome to our largest apartment. This five(5) bedroom, 2 bathroom beauty is the perfect apartment for a larger family coming on vacation. It can host up to 12 persons. 1200 sq ft of living space is more than enough for a comfortable short stay. ADDITIONAL SERVICES ( …see more

from $210 / night

$1,470 / week

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from $210 / night

52

Caroni Vacation home rental

Trinidad / Caroni

5 3 1 night min

  • 5 bedrooms
  • Sleeps 3
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly
Hostal Groning is located in the beautiful city of Trinidad , the third village founded in Cuba by Diego Velázquez in 1514. In 1988 , UNESCO inscribed in the World Heritage List the Old Town and the “Valle de los Ingenios” . This small town, located in the heart of Cuba …see more

from $35 / night

$209 / week

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from $35 / night

(1) Excellent 

14

Caroni Vacation apartment rental

Trinidad / Caroni

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 25 mi
  • Child friendly
  • Car not necessary
Spacious 3 bed apt, located in the breezy, serene plains of east/central Trinidad. Only 15 minutes to the airport, to 4 major shopping malls, educational district of universities and colleges, 5 minutes from the famous Caroni bird sanctuary and other attractions. 700sq …see more

from $150 / night

$1,050 / week

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from $150 / night

6

St. Ann's Vacation guest house rental

Port of Spain / St. Ann's

4 2 3 nights min

  • 4 bedrooms
  • Sleeps 2
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
Tennille's Guest House has a large bar beneath the property that serves food and drinks. There are many eateries and bars nearby if you want other cuisines. St Ann's road is very close to the Carnival Road and is popular for Carnival goers. We have a housekeeper availab …see more

from $113 / night

$791 / week

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from $113 / night

(1) Excellent 

19

Vacation apartment in Caroni

Trinidad / Caroni

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 25 mi
  • Child friendly
  • Car not necessary
Spacious 2 bedroom apartment, located in the breezy, serene plains of east/central Trinidad. Only 10 minutes to the airport, to 4 major shopping malls, educational district of universities and colleges, famous Caroni Bird Sanctuary and other attractions. There is also a …see more

from $110 / night

$770 / week

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from $110 / night

(2) Very Good 

12

Vacation apartment in Caroni

Trinidad / Caroni

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 25 mi
  • Child friendly
  • Car not necessary
Spacious 2 bedroom apartment, located in the breezy, serene plains of east/central Trinidad. Only 10 minutes to the airport, to 4 major shopping malls, educational district of universities and colleges, famous Caroni Bird Sanctuary and other attractions. There is also a …see more

from $110 / night

$770 / week

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from $110 / night

7

Vacation home in Port of Spain

Trinidad / Port of Spain

1 3 4 nights min

  • 1 bedroom
  • Sleeps 3
  • 4 nights min
  • Air conditioning
no thing to say, Travellers look for specific criteria when searching for a home, so take the time to fill out as many details here as you canTravellers look for specific criteria when searching for a home, so take the time to fill out as many details here as you canTra …see more

from $312 / night

$2,183 / week

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from $312 / night

22

Vacation b&b with shared pool in Port of Spain

Trinidad / Port of Spain

5 25 2 nights min

  • 5 bedrooms
  • Sleeps 25
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
At the end of the archipelago of the Caribbean, in the beautiful tropical island of Trinidad and Tobago; La Mamre is a "get away" sanctuary nestled in the lush hills of Maraval, just overlooking the Moka Golf Course with awe-inspiring view of the Paramin Hills just a fe …see more

from $65 / night

$390 - $7,635 / week

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from $65 / night

(2) Excellent 

20

Vacation apartment in Port of Spain

Trinidad / Port of Spain

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 5 mi
  • Child friendly
  • Car not necessary
Bayville Holiday Apartment is a Tastefully Appointed Self-Contained Apartment and can sleep up to 5 persons, it is fully furnished to a high standard and features One Spacious Air-Conditioned Bedroom, furnished with 2 double beds and one twin bed. The kitchen has 7pc …see more

from $70 / night

$490 - $910 / week

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from $70 / night

8

Vacation home accommodation

Port of Spain / St. Ann's

4 2 85 nights min

  • 4 bedrooms
  • Sleeps 2
  • 85 nights min
  • Child friendly
  • Air conditioning
Tennille's Guest House has a large bar beneath the property that serves food and drinks. There are many eateries and bars nearby if you want other cuisines. St Ann's road is very close to the Carnival Road and is popular for Carnival goers. We have a housekeeper availab …see more

from $113 / night

$790 / week

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from $113 / night

8

Vacation home in St. Ann's

Port of Spain / St. Ann's

4 2 85 nights min

  • 4 bedrooms
  • Sleeps 2
  • 85 nights min
  • Child friendly
  • Air conditioning
Tennille's Guest House has a large bar beneath the property that serves food and drinks. There are many eateries and bars nearby if you want other cuisines. St Ann's road is very close to the Carnival Road and is popular for Carnival goers. We have a housekeeper availab …see more

from $133 / night

$929 / week

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from $133 / night

8

St. Ann's Vacation home rental

Port of Spain / St. Ann's

4 2 85 nights min

  • 4 bedrooms
  • Sleeps 2
  • 85 nights min
  • Child friendly
  • Air conditioning
Tennille's Guest House has a large bar beneath the property that serves food and drinks. There are many eateries and bars nearby if you want other cuisines. St Ann's road is very close to the Carnival Road and is popular for Carnival goers. We have a housekeeper availab …see more

from $114 / night

$796 / week

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from $114 / night

25

Vacation apartment in Couva

Trinidad / Couva

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Air conditioning
Brand new apartment, just completed in March 2018..... There are 3 apartments, all of them are 1600sqft, 2 storeys, 2 bedrooms, 2 1/2 bathrooms, fully furnished, stainless steel appliance, bose speaker, (2) 50inch flat screen TV's, swimming pool, keypad entry, washer/dr …see more

from $70 / night

$490 / week

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from $70 / night

41

Vacation apartment in Couva

Trinidad / Couva

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Air conditioning
  • Private garden
Brand new apartment, just completed in March 2018. It is located inside the beautiful, quiet gated community of Savonetta Estate with trees, open land and not too many neighbours so you get the comfort and privacy you deserve. There are 3 apartments , all of them are 16 …see more

from $70 / night

$763 / week

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from $70 / night

33

Vacation apartment rental

Trinidad / Couva

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Air conditioning
  • Private garden
Brand new apartment inside the gated community of Savonetta Estate, just completed in March 2018. There are 3 apartments, all of them are 1600sqft, 2 bedrooms, 2 1/2 bathrooms, fully furnished, stainless steel appliances, washer/dryer, storage, cable, high speed interne …see more

from $70 / night

$490 / week

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from $70 / night

4

Trincity Vacation apartment rental

Trinidad / Trincity

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
This Beautiful two bedroom apartment is situated in a quiet neighborhoodin in the east of Trinidad it has a lovely kitchen, family room and laundry,Parking is available for two vehicles. Equipped with A/C,reliable internet and cable tv. Services This apartment is loca …see more

from $200 / night

$1,200 / week

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from $200 / night

19

Port of Spain Vacation apartment rental

Trinidad / Port of Spain

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Air conditioning
The Cannons - Scarlet Ibis Suite is a well appointed self-catering apartments located in Belmont, Port of Spain near to "THE AVENUE"as well as a 15 min walk to the Savannah. The comforts of home away from home. Our accommodations are perfectly suited for families, and b …see more

from $50 / night

$350 / week

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from $50 / night

8

Guest house rental in Port of Spain

Trinidad / Port of Spain

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning
These apartments are located on 19 De Verteuil Street in Woodbrook, Trinidad. The neighbourhood is both residential/commercial , yet conveniently located within close proximity, to the supermarkets, fast food restaurants, pharmacy, gyms, clubs, banks etc. On the compoun …see more

from $45 / night

$315 / week

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from $45 / night

10

Cunupia Vacation apartment rental

Trinidad / Cunupia

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 23 mi
  • Child friendly
  • Air conditioning
Ramel’s Tropical Suites is located in the central Trinidad. Easy access to both cities: PoS (25 minutes) and San Fernando (35 minutes) by car. Nearby tourist attractions: Caroni Bird Sanctuary, Temple in the sea and the 85 ft tall Hanuman statue. It’s also located in 15 …see more

from $30 / night

$210 / week

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Responds fast!
avg. 22 minutes

from $30 / night

16

Vacation apartment in Port of Spain

Trinidad / Port of Spain

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning
Beautifully furnished apartments located on the Avenue in Woodbrook. This guesthouse has restaurants, bar and sport club, hair salons, Spa, mini shopping stores and is conveniently located within close proximately to supermarkets, several restaurants, pharmacy, night cl …see more

from $60 / night

$420 / week

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from $60 / night

16

Vacation apartment in Saint Clair

Port of Spain / Saint Clair

8 16 1 night min

  • 8 bedrooms
  • Sleeps 16
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden
The property is located in the city of Port of Spain, the capital of Trinidad and Tobago within 5 minutes walk of the United States, Canada, United Kingdom, Colombia, Germany and Peoples Republic of China Embassies. The property features 7 fully furnished self contained …see more

from $150 / night

$950 / week

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from $150 / night

27

Vacation home in San Fernando

Trinidad / San Fernando

2 2 1 night min

  • 2 bedrooms
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Private garden
Typical 25 year old house in the City of San Fernando. Large living room with entertainment center. Two bedrooms that can accomodate 2 adults per room. Gallery has a view of the gulf. Close to shopping, transports to all destinations via taxi, water taxi, maxi taxi bus …see more

from $60 / night

$420 / week

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Responds fast!
avg. 1 hour 20 minutes

from $60 / night

8

Cunupia Vacation apartment rental

Trinidad / Cunupia

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 23 mi
  • Child friendly
  • Air conditioning
Ramel’s Tropical Suites is located in the central Trinidad. Easy access to both cities: PoS (25 minutes) and San Fernando (35 minutes) by car. Nearby tourist attractions: Caroni Bird Sanctuary, Temple in the sea and the 85 ft tall Hanuman statue. It’s also located in 15 …see more

from $30 / night

$210 / week

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Responds fast!
avg. 22 minutes

from $30 / night

(2) Excellent 

8

Vacation home in Point Fortin

Trinidad / Point Fortin

5 9 2 nights min

  • 5 bedrooms
  • Sleeps 9
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
This beautiful newly renovated house sits on 10,667 sq ft of lush greenery and local fruit trees. Located in historic Clifton Hill in Point Fortin, with easy access to the beach facilities(10min walk), Atlantic LNG, Point Fortin hostipal and the main borough. Very peace …see more

from $150 / night

$1,050 / week

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from $150 / night

(2) Very Good 

38

Apartment rental in Port of Spain

Trinidad / Port of Spain

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Centrally-located, secure compound overlooking Queen's Park Savannah, 2-bed 2-bath 5th-floor apt. Carnival Heaven. Fresh Savannah breezes or fully air-conditioned quiet. Rooftop patio, 360-degree city, sea & mountain views available to guests. Electric driveway gate, da …see more

from $80 / night

$560 / week

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Responds fast!
avg. 3 hours 5 minutes

from $80 / night

9

Port of Spain Vacation hotel apartment rental

Trinidad / Port of Spain

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden
These apartments are located on 19 De Verteuil Street in Woodbrook, Trinidad. The neighbourhood is both residential/commercial , yet conveniently located within close proximity, to the supermarkets, fast food restaurants, pharmacy, gyms, clubs, banks etc. On the compoun …see more

from $60 / night

$420 / week

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from $60 / night

9

Woodbrook Vacation hotel apartment rental

Trinidad / Woodbrook

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning
At Liam's Guest house On The Avenue we offer the visitor to Trinidad whether on business or vacation, a ‘home away from home’. Our goal is to provide our guests with first class accommodation at affordable, non-hotel prices, making us the perfect alternative to hotel a …see more

from $40 / night

$280 / week

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from $40 / night

6

Vacation home accommodation

Trinidad / Port of Spain

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
Welcome to Colonial Cottage Apartment!If you’re a business traveller or casual vacationer in Port of Spain, Trinidad, and you’re looking for quality accommodation that offers you a Great Location, Good Value and Gracious Style, then search no more.With Complimentary Wir …see more

from $75 / night

$525 / week

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from $75 / night

10

Apartment rental in Trincity

Trinidad / Trincity

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
Cozy, comfortable apartment located just 10 minutes from the Piarco International airport and 5 minutes away from the largest mall in the Caribbean...Trincity Mall. Perfect for an entire family or a group of friends visiting this island paradise. The apartment is annexe …see more

from $100 / night

$700 / week

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from $100 / night

(1) Excellent 

19

Vacation manor house in Port of Spain

Trinidad / Port of Spain

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Private garden
Spacious living, dining and entertaining area(s). Overlooking the Caribbean Sea and Santa Cruz to the south. Surrounded by cultivated gardens of exotic flowers and foliage. Five miles from Maracas Bay. Three miles to Maraval village. Forest trails and private access to …see more

from $100 / night

$700 / week

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from $100 / night

(3) Excellent 

11

Vacation home accommodation

Trinidad / North Coast

4 6 1 night min

  • 4 bedrooms
  • Sleeps 6
  • 1 night min
  • Ask about children
  • Private garden
Private residence and access on ridge overlooking the north coast and Santa Cruz. Very scenic nestled in rain forest. Only three miles from Maracas Bay and St Andrews Golf course. Hiking and 4x4 private access to Paragrand Beach. Ground transportation assistance advice …see more

from $100 / night

$700 / week

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from $100 / night

(2) Very Good 

23

Vacation apartment in Arima

Trinidad / Arima

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
The Carib Suite @ The Cannons of Trinidad and Tobago, W.I., offers beautiful, self catering, fully-furnished apartments (1, 2 or 3 bedrooms). Ideally located to accommodate vacationers, thrill seekers, eco-tourist and business travellers alike. We afford our clients, qu …see more

from $45 / night

$2,000 / week

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from $45 / night

32

Vacation condo in Piarco

Trinidad / Piarco

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Beautiful 2 Bedroom and Loft Condo just 5 mins from Piarco Airport. Amenities include - 2 Bedrooms, Loft, 2.5 bathrooms, Beautiful Pool, Secured Gated compound, Security Monitored, 3 parking spaces, Close to Trincity Mall, tons of Shopping, Close to Highway. A Lovely …see more

from $130 / night

$910 / week

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Responds fast!
avg. 1 hour 7 minutes

from $130 / night

(1) Good 

13

Piarco Vacation b&b rental

Trinidad / Piarco

4 4 1 night min

  • 4 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 10 mi
  • Child friendly
  • Private garden
This B&B is cozy and secure. It's in close proximity to the airport, major towns and malls. I am a very attentive host hence anything you need to make your stay more comfortable don't hesitate to ask. Transport is also provided upon request both for trips in one's typic …see more

from $150 / night

$1,050 / week

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from $150 / night

(1) Excellent 

13

Arima Vacation apartment rental

Trinidad / Arima

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Nearest beach 48 mi
  • Child friendly
  • Air conditioning
My house is divided into four apartments. The apartment you will be staying in, if you book a stay at Nicole's, is located at the front of the house. It is ideal for anyone visiting the island as it is located close to the airport (about 10 minutes) and is a good locat …see more

from $45 / night

$315 / week

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Responds fast!
avg. 1 hour 18 minutes

from $45 / night

(3) Excellent 

5

Cunupia Vacation apartment rental

Trinidad / Cunupia

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 23 mi
  • Child friendly
  • Air conditioning
Ramel’s Tropical Suites is located in the central Trinidad. Easy access to both cities: PoS (25 minutes) and San Fernando (35 minutes) by car. Nearby tourist attractions: Caroni Bird Sanctuary, Temple in the sea and the 85 ft tall Hanuman statue. It’s also located in 15 …see more

from $38 / night

$266 / week

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Responds fast!
avg. 22 minutes

from $38 / night