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Apartments in Port of Spain and Guest houses - Holiday Lettings - Holiday Rentals Port of Spain

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15 Holiday homes

St. Ann's holiday bungalow rental

St. Ann's bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £92 / night

£1,287 / week

1 / 30

Holiday home in Rampanalgas

Rampanalgas house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

from £129 / night

£773 / week

1 / 8

Holiday home in Port of Spain

Port of Spain house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £269 / night

£1,884 / week

1 / 7

Holiday home in Rampanalgas

Rampanalgas house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

from £129 / night

£773 / week

1 / 8

Holiday apartment in Saint Clair

Saint Clair apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £92 / night

£598 - £2,298 / week

1 / 15

Holiday apartment in Port of Spain

Port of Spain apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £56 / night

£386 / week

1 / 14

Holiday b&b in Port of Spain

Port of Spain b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £138 / night

£966 / week

1 / 5

Holiday guest house in St. Ann's

St. Ann's guest house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 2

from £60 / night

£414 / week

1 / 15

Holiday cottage in Port of Spain

Port of Spain cottage

  • 1 bedroom
  • sleeps 2

from £819 / night

£5,730 / week

1 / 9

Holiday b&b in Port of Spain

Port of Spain b&b

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 22

from £138 / night

£966 / week

1 / 18

St. Ann's holiday home rental

St. Ann's house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £119 / night

£856 - £2,545 / week

1 / 11

Port of Spain holiday b&b rental

Port of Spain b&b

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 22

from £138 / night

£933 - £13,802 / week

1 / 16

Holiday apartment rental

Saint James apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £198 / night

£1,287 / week

1 / 51

Holiday home in Port of Spain

Port of Spain house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £137 / night

£873 / week

1 / 12

Saint Clair holiday apartment rental

Saint Clair apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £138 / night

£773 - £1,287 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday log cabin in Diego Martin

Diego Martin log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £90 / night

£543 / week

1 / 16

Apartment letting in Trinidad and Tobago

Trinidad and Tobago apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £138 / night

£966 / week

1 / 10

Holiday home with golf nearby in Trincity

Trincity house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £79 / night

£469 - £2,592 / week

1 / 18

Holiday apartment in Piarco

Piarco apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £65 / night

£451 / week

1 / 9

Holiday cottage in Maracas Bay

Maracas Bay cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £90 / night

£497 / week

1 / 20

Maracas Bay holiday home rental

Maracas Bay house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

from £331 / night

£2,317 / week

1 / 17

St Augustine holiday apartment rental

St Augustine apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £161 / night

£920 / week

1 / 11

Woodbrook holiday guest house rental

Woodbrook guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £79 / night

£547 / week

1 / 10

Woodbrook holiday guest house rental

Woodbrook guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £79 / night

£547 / week

1 / 9

Guest house rental in Woodbrook

Woodbrook guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £69 / night

£483 / week

1 / 5

Arima holiday apartment rental

Arima apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £56 / night

£368 / week

1 / 14

Holiday apartment in Valsayn

Valsayn apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £56 / night

£386 / week

1 / 19

Holiday apartment in Couva

Couva apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £65 / night

£451 / week

1 / 13

Couva holiday apartment rental

Couva apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £65 / night

£451 / week

1 / 12

Holiday apartment rental

Couva apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £65 / night

£451 / week

1 / 9

Holiday b&b in Diego Martin

Diego Martin b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £111 / night

£773 / week

1 / 11

Holiday condo in Piarco

Piarco condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £115 / night

£805 / week

1 / 32

Holiday villa in San Juan

San Juan villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £184 / night

£1,287 / week

1 / 16

Chaguanas holiday apartment rental

Chaguanas apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £91 / night

£506 / week

1 / 12

Trincity holiday apartment rental

Trincity apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £184 / night

£1,103 / week

1 / 4

Chaguanas holiday apartment rental

Chaguanas apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £56 / night

£368 / week

1 / 12

Chaguanas holiday apartment rental

Chaguanas apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £46 / night

£322 / week

1 / 12

Townhouse rental in Maraval

Maraval townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 3

from £276 / night

£1,931 / week

1 / 46

Trincity holiday guest house rental

Trincity guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £88 / night

£520 / week

1 / 11

Holiday home rental

Talparo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £92 / night

£598 - £855 / week

1 / 9

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Port of Spain holidays

It may have skyscrapers and an impressive finaancial sector, but Port of Spain can't disguise its Caribbean heart. This is especially true during festival season, with steel pan music everywhere and colourful market stalls lining the streets. There are plenty of trendy eating places and nightlife, too, so it’s both cosmopolitan and quaint—quite a mixture! Discover it all by booking your holiday rental on Holiday Lettings today!

About Port of Spain, Trinidad and Tobago

Formerly a tiny fishing village called Cumucurapo (translated as 'place of the silk cotton trees'), Port of Spain has grown to become a large industrialised city and the island's capital.

The first buildings were erected in the 16th century and were palm thatched with the walls smeared with mud to keep out the sun.

Today, skyscrapers fill parts of the horizon and the shoreline is a busy dockyard. But there are also several architectural gems to remind visitors of earlier years and the island's history. You’ll see the Beaux-Arts-styled Red House, Woodford Square with its central bandstand and notoriety for political demonstrations, and the Brian Lara Promenade (named after the island's famous cricketer).

Then there's stunning ultra-contemporary architecture in the form of the new Academy for Performing Arts and the International Waterfront Centre.

Travel outside the city and you'll find a treasure trove of colourful wildlife and opportunities for adventure.

What to do in Port of Spain

Take your camera on a late afternoon guided boat tour at the Caroni Bird Sanctuary, a mangrove swamp measuring 40 square miles. You should spot a flock of flame-coloured Scarlet Ibis—Trinidad's national bird—as well as some of the other 160 different bird species.

Get involved in helping to protect endangered leatherback and hawksbill turtles by 'tagging' and recording them when they come onto the beach to lay eggs. This takes place in the East of Trinidad at the village of Marura and is a lovely way to get close to these incredible creatures. Five hour long guided tours are available from March to August.

Embark on a trip to Maracas Beach on the north of the island and sample Bake & Shark. This is a traditional Trinidadian dish which involves marinated and fried shark meat on flatbread. The shark is often caught at Maracas Beach.

Top travel tips for Port of Spain

Instead of shark meat, some venders at Maracas Bay are using catfish or ray in the Bake & Shark delicacy since shark is becoming increasingly difficult to source.

To get to the bay, there are ferries available between the islands or you can fly into Piarco International Airport and travel by taxi for $30.

Port of Spain can be navigated by foot, but do remember to take a sunhat and plenty of sunscreen, as temperatures soar during the summer months.

A contemporary, smart city in parts and rather rustic and quaint in others, Port of Spain is vibrant and loud. It's also a lot of fun and a terrific living archive of Caribbean architecture and history. It's also incredibly wealthy in terms of natural resources and wildlife, especially birds.

With so much to offer, a holiday in Port of Spain won’t disappointed. FInd and book your perfect holiday rental today on Holiday Lettings and get packing!

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