50 Best Vacation Rentals in Trinidad - Holiday Lettings - Cabins

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

Trinidad

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135 Vacation rentals

(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

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 $50 / night

$350 / week

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from $50 / 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 $107 / night

$710 - $1,009 / week

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Responds fast!
avg. 1 hour 49 minutes

from $107 / 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 $37 / night

$222 / week

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Responds fast!
avg. 1 hour 51 minutes

from $37 / 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

(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

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

(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 $107 / night

$710 - $1,009 / week

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Responds fast!
avg. 1 hour 49 minutes

from $107 / 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

$525 - $7,770 / 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

(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 $334 / night

$2,336 / week

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from $334 / 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 $121 / night

$845 / week

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from $121 / 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

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 $122 / night

$851 / week

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from $122 / 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 $142 / night

$994 / week

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from $142 / 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 $121 / night

$845 / week

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from $121 / night

5

Vacation apartment in Port of Spain

Trinidad / Port of Spain

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly
This two bedroom apartments 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 Spai …see more

from $75 / night

$525 / week

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from $75 / 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

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 apartment in Woodbrook

Trinidad / Woodbrook

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 19 mi
  • Child friendly
  • 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 $85 / night

$4,000 / week

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from $85 / night

12

Vacation home in St Joseph

Trinidad / St Joseph

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Private garden
La Belle Maision is a Bed and Breakfast property located in the lush Maracas Valley. It is surrounded by the majestic mountains of the Northern Range. ​ After a hiatus of more than seven years, this property that has established over the last two decades a reputation fo …see more

from $100 / night

$700 / week

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from $100 / night

(3) Excellent 

12

Vacation apartment in Caroni

Trinidad / Caroni

4 10 1 night min

  • 4 bedrooms
  • Sleeps 10
  • 1 night min
  • Nearest beach 25 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 $240 / night

$1,300 / week

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from $240 / night

(2) Excellent 

16

Vacation home with golf nearby in Trincity

Trinidad / Trincity

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • 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 - $2,680 / week

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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 $60 / night

$420 / week

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from $60 / night

5

St. Ann's Vacation apartment accommodation

Port of Spain / St. Ann's

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 23 mi
  • Air conditioning
Modern semi-detached one bedroom upstairs/downstairs apartment. The space is inviting and comfortably furnished, ideal for relaxing and entertaining. It contains a fully equipped kitchenette, living/dining space, downstairs bathroom and Loft bedroom with a queen sized b …see more

from $74 / night

$460 - $1,600 / week

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from $74 / night

9

Vacation apartment rental

Trinidad / Couva

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Nearest beach 40 mi
  • Child friendly
  • Air conditioning
SUNFLOWER APARTMENTS TRINIDAD is in the town of Couva, with fully functioning kitchen, secured and gated, with parking facilities, walking distance to public transportation, food markets, resturants, doctors, and hospital. Very close to national swimming and cycling c …see more

from $75 / night

$525 / week

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Responds fast!
avg. 1 hour 48 minutes

from $75 / 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 - $8,225 / week

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Responds fast!
avg. 44 minutes

from $125 / 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

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

$1,000 / week

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from $150 / night

(8) Excellent 

Certificate of Excellence

25

Chaguanas Vacation villa accommodation

Trinidad / Chaguanas

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • 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 $80 / night

$560 / week

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Responds fast!
avg. 2 hours 22 minutes

from $80 / night

(3) Excellent 

6

Port of Spain Vacation b&b rental

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 room contains a queen size bed with an ensuite. The room sleeps two (2) people. There is a $75 fee for the additional person. The stay also includes complementary breakfast and dinner. …see more

from $125 / night

$875 - $8,225 / week

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Responds fast!
avg. 44 minutes

from $125 / night

17

Apartment rental in Port of Spain

Trinidad / Port of Spain

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Air conditioning
Our two bedroom self-catering apartments are fully equipped, giving all the comforts of home.Located at 29 Brathwaite Street, Belmont, Port Of Spain near to ''THE AVENUE''. ''A Home away from Home.'' Our accommodations are perfectly suited for families, and business tr …see more

from $50 / night

$350 / week

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from $50 / night

22

Vacation villa in Port of Spain

Trinidad / Port of Spain

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Pomme Rose Villa is a cosy, spacious, self-catering 3-bedroom Caribbean-styled vacation getaway located in Cascade, Port of Spain, close to the Queen's Park Savannah and down town Port of Spain. The villa has a spacious living area which opens out onto a patio with a g …see more

from $150 / night

$1,050 / week

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from $150 / night

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 14 minutes

from $45 / 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 25 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 $100 / night

$600 / week

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from $100 / night

(5) Excellent 

22

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
  • Car not necessary
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 16 minutes

from $60 / 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

11

Vacation townhouse rental

Port of Spain / Saint James

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 10 mi
  • Child friendly
  • Air conditioning
Beautiful tri-story, townhouse located in gated and secure compound, neatly tucked away with a gorgeous view in Glencoe, Port of Spain. It is just 1 mile from major supermarkets, pharmacy, bank, restaurants and 5 miles from the heart of Port of Spain. See description be …see more

from $98 / night

$600 - $1,160 / week

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from $98 / 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