50 Best Vacation Rentals in Trinidad - Holiday Lettings - Cabins

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Apartments Port of Spain
38 properties
Woodbrook
13 properties
Caroni
13 properties
Arima
7 properties
San Juan
6 properties
Chaguanas
5 properties

Trinidad

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106 Vacation rentals

(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 $42 / night

$288 / week

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Responds fast!
avg. 1 hour 46 minutes

from $42 / 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

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 $36 / night

$212 / week

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avg. 1 hour 51 minutes

from $36 / night

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 $210 / night

$1470 / week

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from $210 / 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 $140 / night

$980 / week

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from $140 / 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 $70 / night

$490 / week

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from $70 / 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 $140 / night

$980 / week

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from $140 / 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 $140 / night

$980 / week

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from $140 / night

(2) 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 $194 / night

$1161 - $1703 / week

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Responds fast!
avg. 3 hours 19 minutes

from $194 / night

22

Vacation b&b with shared pool in Port of Spain

Trinidad / Port of Spain

5 25 Min stay varies

  • 5 bedrooms
  • Sleeps 25
  • Min stay varies
  • 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 $90 / night

$525 - $13440 / week

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from $90 / 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 - $345 / week

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Responds fast!
avg. 2 hours 55 minutes

from $40 / 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 $304 / night

$2123 / week

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from $304 / 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

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

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

(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 $194 / night

$1161 - $1703 / week

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Responds fast!
avg. 3 hours 19 minutes

from $194 / 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 $82 / night

$574 / week

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from $82 / 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 31 minutes

from $115 / night

22

Vacation apartment rental

Trinidad / Port of Spain

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 15 mi
  • Child friendly
  • Air conditioning
Tobago Suite - St. James @ The Cannons Of Trinidad And Tobago, W.I. is 10 minutes away from the Capital City of Port of Spain, home to our world renowned Trinidad Carnival. Perfect for business travelers or families and couples wishing to have a quiet and relaxing stay …see more

from $80 / night

$3500 / week

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from $80 / night

7

St. Ann's Vacation home rental

Port of Spain / St. Ann's

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 32 mi
  • Child friendly
Recently renovated Colonial Style house with traditional and modern architectural elements. The front porch is inviting and comfortably furnished, ideal for relaxing and entertaining. The living spaces boast pine floors, high ceilings and intricate lattice works. Guests …see more

from $134 / night

$840 / week

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from $134 / night

11

Arima Vacation apartment rental

Trinidad / Arima

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 72 mi
  • Child friendly
We offer a cozy self-contained one bedroom apartment located in D'Abadie. Suitable for two people. The accommodation includes open-plan lounge and kitchen, double size bedroom, bathroom with hot and cold shower, Wifi, leather sofa, flat screen TV, DVD and CD Player. …see more

from $50 / night

$325 / week

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from $50 / 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

9

Vacation studio accommodation

Trinidad / Port of Spain

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
Panoramic Views of Port of Spain! • Cozy Studio Apartment • Creatively decorated and very comfortable • Private entrance • Free Wi-Fi • Free Cable TV • Desktop • Air Conditioning •Ceiling fan • 1 Pull Out Sofa-Bed (Full) • Sleeps 2. • Private bath (hot water) …see more

from $55 / night

$385 / week

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from $55 / 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

(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

(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

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 Port of Spain

Trinidad / Port of Spain

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • 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

14

Vacation apartment with golf nearby in Tunapuna

Trinidad / Tunapuna

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden
This newly built two bedroom apartment comes fully furnished and equipped. It is 10 minutes from the Piarco International Airport and relatively close to all major transportation networks. The Trincity Shopping Mall with banking services, specialized shops and grocer …see more

from $140 / night

$900 - $1460 / week

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from $140 / 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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avg. 2 hours 7 minutes

from $65 / night

(18) Excellent 

17

Arima Vacation b&b rental

Trinidad / Arima

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Nearest beach 37 mi
  • Air conditioning
  • Private garden
Ixora Place is a comfortable and relaxed Bed and Breakfast home. Arrive as a guest and depart as one of our global family. We enjoy meeting people from all over the world.This property houses its owners / operators and two beautiful private rooms with free access to the …see more

from $75 / night

$525 / week

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from $75 / 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

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. There is Wi-Fi, cable and pri …see more

from $69 / night

$440 / week

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from $69 / night

(2) Good 

11

Matura Vacation home rental

Trinidad / Matura

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
Immortelle is an octagonal shaped wooden house nestled in beautiful, majestic tropical trees built on a 2-acre plot of land situated at the Grande Riviere river mouth. Grande Riviere beach is a protected nesting ground for Giant Leatherback Turtles. The house is built …see more

from $300 / night

$1500 / week

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from $300 / night

(8) 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 $80 / night

$560 / week

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Responds fast!
avg. 1 hour 41 minutes

from $80 / night

4

Vacation apartment in San Juan

Trinidad / San Juan

2 4 30 nights min

  • 2 bedrooms
  • Sleeps 4
  • 30 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Welcoming property, minutes to everything you need to see and be at in Trinidad. We are a bright, well lit complex where your neighbors are your family. We enjoy telling and sharing the culture and history of TnT. Large property, easy access in and out, clean grounds a …see more

from $250 / night

$1750 / week

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from $250 / night

4

Vacation private room in Chaguanas

Trinidad / Chaguanas

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
Located in londonville very well kept and clean, free internet via WIFI suited for the single or double adventure , there is a washing machine on the premises, and refrigerator in the room. ,PLENTY OF PARKING SPACE . the room is located on penco ave a short 5 min wal …see more

from $78 / night

$500 / week

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Responds fast!
avg. 1 hour 35 minutes

from $78 / night

53

Arouca Vacation villa rental

Trinidad / Arouca

4 10 1 night min

  • 4 bedrooms
  • Sleeps 10
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden
Trouvaille is a tropical resort nested in hills of Lopinot surrounded by lush forest which boarders a river. Imagine a place with stunning rivers ,magnificent mountain views and a wide variety of fruit trees.The Lopinot riverside resort villa is such a place. The vill …see more

from $214 / night

$1498 / week

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Responds fast!
avg. 3 hours 58 minutes

from $214 / 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. 35 minutes

from $125 / 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

$1050 / week

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from $150 / night