50 Best Vacation Rentals in Trinidad - Holiday Lettings - Cabins

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Apartments Port of Spain
38 properties
Caroni
13 properties
Woodbrook
10 properties
San Fernando
6 properties
Arima
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Trinidad

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103 Vacation rentals

17

Caroni Vacation apartment rental

Trinidad / Caroni

4 10 1 night min

  • 4 bedrooms
  • Sleeps 10
  • 1 night min
  • Child friendly
  • 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 10 persons. 1200 sq ft of living space is more than enough for a comfortable short stay. ADDITIONAL SERVICES ( …see more

from $200 / night

$1400 / week

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from $200 / night

10

Woodbrook Vacation studio rental

Trinidad / Woodbrook

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Nearest beach 14 mi
  • Car not necessary
  • Air conditioning
Located in Woodbrook, a historic suburb west of the capital, Port of Spain, Secret Haven TnT is a new, self-catering guest house suitable for business or pleasure. Enjoy independent living in a safe, pleasant, comfortable environment, with en-suite bathroom, kitchenette …see more

from $40 / night

$250 - $346 / week

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Responds fast!
avg. 2 hours 55 minutes

from $40 / night

(1) Very Good 

22

Vacation apartment in Mayaro

Trinidad / Mayaro

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
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 $192 / night

$1152 - $1690 / week

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avg. 3 hours 19 minutes

from $192 / night

(1) Excellent 

19

Mayaro Vacation home rental

Trinidad / Mayaro

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0.25 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 $192 / night

$1152 - $1690 / week

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Responds fast!
avg. 3 hours 19 minutes

from $192 / 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 $301 / night

$2106 / week

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from $301 / night

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

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 $34 / night

$203 / week

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from $34 / night

(11) 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

(1) Excellent 

16

Caroni Vacation apartment rental

Trinidad / Caroni

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Air conditioning
Spacious 2 bed apt, located in the breezy, serene plains of east/central Trinidad. Only 15 tothe airport, to 4 major shopping malls, educational district of universities and colleges, famous Caroni bird sanctuary and other attractions. 700sq ft. ADDITIONAL SERVICES (Su …see more

from $100 / night

$700 / week

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from $100 / night

19

Vacation apartment in Caroni

Trinidad / Caroni

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
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 $100 / night

$700 / week

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from $100 / night

5

Vacation private room in Caroni

Trinidad / Caroni

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning
This listing is perfect for 2 people in Transit. We offer airport transfers at a very small surcharge. You can't go wrong because this listing has hot and cold shower, all toiletries and basic amenities like toilet paper, shower curtain, bed linens, blankets, soap, sham …see more

from $50 / night

$350 / week

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from $50 / night

8

Woodbrook Vacation studio rental

Trinidad / Woodbrook

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Nearest beach 14 mi
  • Car not necessary
  • Air conditioning
Located in Woodbrook, a historic suburb west of the capital, Port of Spain, Secret Haven TnT is a new, self-catering guest house suitable for business or pleasure. Enjoy independent living in a safe, pleasant, comfortable environment, with en-suite bathroom, kitchenette …see more

from $45 / night

$285 / week

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Responds fast!
avg. 2 hours 55 minutes

from $45 / night

10

Vacation apartment in Caroni

Trinidad / Caroni

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
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 $100 / night

$700 / week

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from $100 / night

13

Woodbrook Vacation studio rental

Trinidad / Woodbrook

Studio 3 2 nights min

  • Studio
  • Sleeps 3
  • 2 nights min
  • Car not necessary
  • Air conditioning
Located in Woodbrook, a historic suburb west of the capital, Port of Spain, Secret Haven TnT is a new, self-catering guest house suitable for business or pleasure. Enjoy independent living in a safe, pleasant, comfortable environment, with en-suite bathroom, kitchenette …see more

from $45 / night

$280 - $350 / week

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Responds fast!
avg. 2 hours 55 minutes

from $45 / night

(1) Good 

20

Vacation home in Caroni

Trinidad / Caroni

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden
totally restructured colonial and arredata home to European comfort (colonial house refurbished and Fantastici European-style) has 2 bedrooms with bathroom ceiling fan and air conditioning, 1 bedroom sleeps 4 people with bath, conditioned air refrigerator and 2 terraces …see more

from $39 / night

$273 / week

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avg. 1 hour 46 minutes

from $39 / night

22

Vacation b&b in Port of Spain

Trinidad / Port of Spain

5 25 Min stay varies

  • 5 bedrooms
  • Sleeps 25
  • Min stay varies
  • Child friendly
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 $120 / night

$700 - $14980 / week

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from $120 / night

5

Woodbrook Vacation guest house rental

Trinidad / Woodbrook

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning
This is a spacious well appointed room within Sam's Guesthouse. Established in 1993, Sam's Guesthouse Trinidad is family owned and operated. We are a 2 story 5000 sq ft, guesthouse located in the heart of Woodbrook Trinidad. A stone's throw away from the Avenue, the mai …see more

from $85 / night

$595 / week

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from $85 / night

(3) Excellent 

12

Vacation apartment in Caroni

Trinidad / Caroni

4 10 1 night min

  • 4 bedrooms
  • Sleeps 10
  • 1 night min
  • Nearest beach 40 mi
  • Child friendly
  • Car not necessary
Spacious 5 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. At Cheers Windy …see more

from $200 / night

$1200 - $1300 / week

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Responds fast!
avg. 10 minutes

from $200 / 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) Excellent 

18

Vacation b&b in Port of Spain

Trinidad / Port of Spain

5 15 3 nights min

  • 5 bedrooms
  • Sleeps 15
  • 3 nights min
  • Nearest beach 16 mi
  • Child friendly
  • Car not necessary
The Glen Inn was built and established in 2010. It's central location enables our guests to truly immerse themselves in the city’s thriving cultural landscape. A Few of Our Features & Amenities include: Convenient location in the heart of Port-of-Spain one-bedroom …see more

from $125 / night

$875 - $8225 / week

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Responds fast!
avg. 1 hour 30 minutes

from $125 / night

(2) Very Good 

19

Vacation villa in Grande Riviere

Trinidad / Grande Riviere

3 12 2 nights min

  • 3 bedrooms
  • Sleeps 12
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
Three bedrooms with air-conditions one with television (directv) and each with toilet and bath. Kitchen,Living Area,Porch and Gazebo.Villa fully loaded. Villa next to Grande Riviere Health Centre on Hosang Street ,Toco, Grande Riviere. Trinidad & Tobago. Villa ideal for …see more

from $250 / night

$1750 / week

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Responds fast!
avg. 2 hours 46 minutes

from $250 / night

(6) Very Good 

18

Vacation apartment in Caroni

Trinidad / Caroni

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 40 mi
  • Child friendly
  • Car not necessary
English, Français, Español, Português,Italiano 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 S …see more

from $90 / night

$600 - $700 / week

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avg. 10 minutes

from $90 / night

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

(1) Excellent 

11

Caroni Vacation apartment rental

Trinidad / Caroni

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 40 mi
  • Child friendly
  • Car not necessary
Spacious 2 bedroom apartment with an extra queen bed 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 attra …see more

from $90 / night

$520 - $600 / week

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Responds fast!
avg. 10 minutes

from $90 / night

7

Vacation apartment in Port of Spain

Trinidad / Port of Spain

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Our goal is to provide our guests with first class accommodation at affordable, non-hotel prices, making us the perfect alternative to hotel accommodation. We offer the visitor to Trinidad whether on business or vacation, a 'home away from home'. Our goal is to p …see more

from $80 / night

$540 / week

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from $80 / night

(3) Excellent 

21

Vacation apartment with golf nearby in Arouca

Trinidad / Arouca

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 39 mi
  • Ask about children
This Comfortable, Cozy Self Contained one Bedroom Apartment is in a safe, quiet neighbourhood, There is easy access to space, guests have their own private entrance, keys are provided at check in. This absolutely cozy, comfortable space caters for visitors looking for …see more

from $60 / night

$420 / week

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Responds fast!
avg. 1 hour 27 minutes

from $60 / night

(5) Good 

16

San Fernando Vacation home rental

Trinidad / San Fernando

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Ask about children
  • Air conditioning
Lovely fully air-conditioned house situated in south Trinidad. Strategically located within a 3mile radius to Gulf City Shopping Complex, Price mart and numerous restaurants. Ideal vacation getaway for family and friends seeking a relaxation time away from a busy lifes …see more

from $89 / night

$623 / week

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from $89 / night

(9) Excellent 

Certificate of Excellence

25

Chaguanas Vacation villa accommodation

Trinidad / Chaguanas

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 45 mi
  • Air conditioning
  • Private garden
Summary The functional and modern multi-tenanted building was architected from the ground up to be energy efficient, safe and functional with all the modern upgrades and conveniences one would reasonable expect at an affordable price. The building is perfectly situated …see more

Certificate of Excellence

from $75 / night

$525 / week

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Responds fast!
avg. 1 hour 41 minutes

from $75 / night

(1) Very Good 

11

Port of Spain Vacation apartment rental

Trinidad / Port of Spain

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 22 mi
  • Swimming pool
  • Child friendly
Air-conditioned but breezy, fully-equipped apartment, gated mountainside compound first built as hotel. Security guards, spectacular poolside and unit views, free wifi, basic cable. 1km from Savannah, city convenience, countryside quiet. although out unit is one of 57 a …see more

from $65 / night

$455 / week

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Responds fast!
avg. 2 hours 10 minutes

from $65 / night

(3) Excellent 

17

Port of Spain Vacation apartment accommodation

Trinidad / Port of Spain

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Beautifully furnished and equipped residence located in Champ Fleur Terrance. Secure gated community with pool. Parking space for 2 cars included within. Perfect for a family vacation getaway. Quiet, tranquil and friendly neighborhood. This is a flat apartment with …see more

from $89 / night

$623 / week

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from $89 / night

(11) Very Good 

30

Port of Spain Vacation home rental

Trinidad / Port of Spain

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning
The house is centrally located in Port of Spain. It is close to the Cricket, Football (soccer) and Tennis Stadiums. The house is one short block of the Savannah. (Queens Park Oval) Locals use the Savannah to run or walk around for exercise. Drink a coconut water and e …see more

from $150 / night

$1000 - $7250 / week

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from $150 / night

(2) Excellent 

4

Vacation apartment in St. Ann's

Port of Spain / St. Ann's

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
  • Air conditioning
This is a newly built modern apartment unit. The living/dining area is open plan and comfortably furnished. Guests can prepare their own meals in the fully equipped kitchen. All spaces are fully air-conditioned including the master bedroom. Additionally, there is WIFI, …see more

from $69 / night

$440 / week

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from $69 / night

8

Vacation hotel apartment in San Juan

Trinidad / San Juan

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
What makes us unique is our sense of family. We want you to feel and smell the love that TnT has to offer. There are 3 separate bedrooms each with its own en suite. Shared living space and small kitchen for your morning coffee and tea. Lovely big building, bright color …see more

from $65 / night

$455 / week

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from $65 / night

(2) Very Good 

21

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 $50 / night

$3500 / week

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from $50 / night

(2) Excellent 

16

Vacation home with golf nearby in Trincity

Trinidad / Trincity

3 4 Min stay varies

  • 3 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
Luxurious 3 bedroom, 2 1/2 bath two story home in gated Millennium Park community, Trincity, Trinidad and Tobago available for both short and long term rental. This fully furnished and air conditioned home is equipped with range, refrigerator, microwave, washer, dryer, …see more

from $115 / night

$750 - $2120 / week

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Responds fast!
avg. 3 hours 51 minutes

from $115 / night

(2) Excellent 

14

Port of Spain Vacation apartment rental

Trinidad / Port of Spain

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning
This two bedroom apartment is conveniently located in the heart of San Juan within close proximity, to the supermarkets, fast food restaurants, fruit market, gyms, banks and public transportation. Within 15 minutes you will arrive in the country's capital Port of Spain …see more

from $80 / night

$540 / week

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from $80 / night

13

Apartment rental in Couva

Trinidad / Couva

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
Newly Renovated. Residential Area. Quiet Neighbourhood. Hot and Cold Water. Comfort of Air conditioning Comfortable Dinning/Living Area. 5 mins to Point Lisas Industrial Estate. 3 mins to Main Shopping Area in Couva. 10 mins to Sir Solomon Hochoy Highway. 10 mins to …see more

from $75 / night

$375 / week

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from $75 / night

12

Vacation apartment rental

Trinidad / Port of Spain

1 8 Min stay varies

  • 1 bedroom
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
The Paria Studio Suite @ The Cannons of Trinidad and Tobago, W.I located at St. James, Port of Spain, offers beautiful, self catering, fully-furnished apartments (1, 2 or 3 bedrooms). Ideally located to accommodate vacationers, thrill seekers, eco-tourist and business t …see more

from $50 / night

$2500 / week

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from $50 / night

18

Vacation guest house in Port of Spain

Trinidad / Port of Spain

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
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

(1) Excellent 

36

Vacation apartment in Woodbrook

Trinidad / Woodbrook

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 19 mi
  • Suitable for children age 5+
  • Car not necessary
The Panorama Suite @ The Cannons of Trinidad and Tobago, W.I located at St. James, Port of Spain, offers beautiful, self catering, fully-furnished apartments (1, 2 or 3 bedrooms). Ideally located to accommodate vacationers, thrill seekers, eco-tourist and business trav …see more

from $100 / night

$4000 / week

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from $100 / night

1