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Trinidad and Tobago

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Vacation Rentals in Trinidad and Tobago, Caribbean

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Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Trinidad and Tobago Vacation Rentals

Visit the Twin Isle Republic of Trinidad and Tobago and experience a unique Caribbean vacation unlike any other. These two islands are off the beaten path in terms of what you might get from a typical ‘beach and bronze’ Caribbean vacation. Trinidad and Tobago is known for its fun nightlife, concerts, cricket and soccer, food, nature and wide array of vacation rental properties available. Come to Trinidad and Tobago and experience fabulous beaches, vibrant snorkeling and scuba diving, epic hiking views, revitalizing spas, green golf courses, Soca music and more from the comfort of your beautiful vacation home.

Year-Round Outdoor Activities

Your Kelowna vacation rental is just steps away from one of the lakeside’s many sandy beaches, perfect for summertime fun. Get out on the lake and go boating, waterskiing or fishing. Try some windsurfing, or just make a splash. Experience the most of the lake from a beachfront vacation rental or beach house. And the fun doesn’t stop when the summer comes to a close. In the wintertime, you can ski fresh powder at one of the many ski resorts in the Okanagan Valley. Other winter activities include: ice skating, snowmobiling, snowshoeing, sledding, tubing and tobogganing. Stay in a cabin rental or condo to be close to the mountain action.

Things to do in Trinidad

Trinidad has so much to offer, so much to do! From the moment you land at Piarco International airport and get to your vacation home or rental apartment you will find Trinidadians warm and hospitable. While in Port-of-Spain head out to the Savannah, the world’s largest round-about, which circles a large park and event venue where you can watch a cricket match, see the world greatest batsman and Trinidadian The Hon. Brian Charles Lara, TC, OCC, AM, affectionately dubbed “The Prince of Port-of -Spain, in action. Participate in a soccer game, or even see a local celebrity musician play. Find the coconut man parked nearby (you’ll see his truck piled high with coconuts) and have him open one so you can drink the refreshing coconut water and enjoy the sweet flesh inside.

Food and Fun in Trinidad

Great culinary experiences are located just steps away from your vacation rental in Trinidad. A local “Roti Shop” should be on the agenda and a trip to the “Doubles” man for a savory breakfast treat is something not to be missed. For another local, tasty treasure head out to Maracas Bay and enjoy the world famous “Shark and Bake” and a Red Solo. In your rental home or apartment you are in close proximity to the best destinations for local specialties, delicacies and delights.

Sports and Activities

Camping, hiking and biking are all popular activities in Kelowna and the surrounding Okanagan Valley. Time your visit to watch the annual ‘Ironman’ distance triathlon; the Okanagan Lake and its surrounding pine-covered mountains make a stunning backdrop to this incredible competitive event. Make reservations in advance for any vacation rental, cabin, condo, or rental home during this very popular and busy time. The Okanagan Valley is also home to some amazing golf courses; play a round and enjoy the lake views during your game.

Nightlife and Excitement

Visit during Carnival to experience Trinidad at its most vibrant; non-stop energy and good times are in decadent abundance during this amazing festival; you can dance with Miss Trinidad & Tobago Universe, the third woman of African heritage to capture the Miss Universe crown and the second Miss Universe in history from Trinidad and Tobago, or Miss World Giselle Laronde another Trinidadian, you can marvel at the famed ‘Panorama’ event where steel pan orchestras perform and compete. You will definitely “wine your waist” (dance) and “have a lime” (hang out and laugh) while staying in your paradise vacation rental.

Things to do in Tobago

While in Tobago, rent a car and spend the day beach-hopping from one gorgeous, private and remote beach to another. Snorkel and scuba in the crystal blue waters to see some of the world’s largest brain coral. Drive through the Main Ridge Forest Reserve and hike to refresh in the waters of the Argyle falls. Discover why this densely lush and green rainforest attracts trekkers, nature enthusiasts and biologists alike. Enjoy a round of golf at the golf club or go for a world-class spa treatment. Take your pick of vacation rentals available, including rental homes, condos and apartments and make the most of your time in Tobago.

With the luxury and convenience of a vacation rental you can make the most of your trip to Trinidad and Tobago, making memories that will last a lifetime.

 
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42 Trusted Trinidad and Tobago Rentals
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Traveler Rating | Price / nt | Price / wk | Bedrooms | # of photos | # of reviews
Port of Spain - A home away from home. # FK210326
A home away from home.
Slideshow
4 of 5 stars 3 reviews
  • Rental Home
  • 3 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
$125 - $200
Week:
$700 - $1,200
Month:
$200 - $2,500
Minimum rental - 1 week
Check availability
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Ixora Place
Slideshow
4.5 of 5 stars 4 reviews
  • Guest Room
  • 2 Bedrooms, sleeps 6
  • 1 Bathroom
  • Owner
EMAIL OWNER
Night:
$85
Minimum rental - 2 nights
Check availability
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Tobago - Coasting 3 bedrm seaside villa Bloody Bay Tobago # FK384237
Coasting 3 bedrm seaside villa Bloody Bay Tobago
Slideshow
4.5 of 5 stars 2 reviews
  • Rental Home
  • 3 Bedrooms, sleeps 5
  • 2 Bathrooms
  • Owner
EMAIL OWNER
Night:
$180
Week:
$1,270 - $1,490
Minimum rental - 1 week
Check availability
Show on map
Also consider
Castara Cottage
$80 - $110 / night
5 Bedrooms, sleeps 11
3 Bathrooms
Gloucester...
$100 - $160 / night
2 Bedrooms, sleeps 5
2 Bathrooms
Three Palms...
$45 - $65 / night
Sleeps 4
1 Bathroom
The Manna...
$340 - $420 / night
4 Bedrooms, sleeps 15
5 Bathrooms
Villa LaHay
$350 - $450 / night
3 Bedrooms, sleeps 8
3 Bathrooms
Prospect - Plantation View # HL56502
Plantation View
Slideshow
4.5 of 5 stars 2 reviews
  • Villa
  • 4 Bedrooms, sleeps 8
  • 4 Bathrooms
  • Owner
EMAIL OWNER
Night:
$392 - $408
Week:
$2,038
Minimum rental - 2 nights
Check availability
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Castara - SeaScape on Heavenly Bay, Beachfront Apartment # FK378429
SeaScape on Heavenly Bay, Beachfront Apartment
Slideshow
4 of 5 stars 1 review
  • Condo/Apartment
  • 1 Bedroom, sleeps 2
  • 1 Bathroom
  • Owner
EMAIL OWNER
Night:
$175
Minimum rental - 3 nights
Check availability
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Angel Apartments T1
Slideshow
4 of 5 stars 1 review
  • Condo/Apartment
  • 1 Bedroom, sleeps 2
  • 1 Bathroom
  • Owner
EMAIL OWNER
Week:
$392 - $549
Minimum rental - 1 night
Check availability
Map unavailable
Black Rock - Mahogany Ridge. Luxury Villa, Pool, Ocean Views. # FK269669
Mahogany Ridge. Luxury Villa, Pool, Ocean Views.
Slideshow
4.5 of 5 stars 6 reviews
  • Rental Home
  • 4 Bedrooms, sleeps 8
  • 5 Bathrooms
  • Owner
EMAIL OWNER
Special offer details »
Night:
$392
Week:
$2,352
Minimum rental - 3 nights
Check availability
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Casa Cassini
Slideshow
4.5 of 5 stars 9 reviews
  • Condo/Apartment
  • 1 Bedroom, sleeps 2
  • 1 Bathroom
  • Owner
EMAIL OWNER
Night:
$125
Week:
$875
Minimum rental - 1 week
Check availability
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Tobago - Caribbean Panoramic Views Birdwatchers Paradise # FK202083
Caribbean Panoramic Views Birdwatchers Paradise
Slideshow
4.5 of 5 stars 6 reviews
  • Villa
  • 1 Bedroom, sleeps 3
  • 2 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
$140 - $150
Minimum rental - 5 nights
Check availability
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Bydejetty Vacation property- oceanfront
Slideshow
4 of 5 stars 1 review
  • Rental Home
  • 3 Bedrooms, sleeps 8
  • 1 Bathroom
  • Owner
EMAIL OWNER
Night:
$125 - $250
Week:
$800 - $1,600
Month:
$3,000 - $6,000
Minimum rental - 2 nights
Check availability
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Canaan - 3BR villa w/pool in 24hr guard-gated upscale comm. # FK347362
3BR villa w/pool in 24hr guard-gated upscale comm.
Slideshow
4.5 of 5 stars 2 reviews
  • Villa
  • 3 Bedrooms, sleeps 8
  • 3 Bathrooms
  • Owner
EMAIL OWNER
Night:
$300 - $330
Week:
$1,800 - $1,980
Month:
$6,000 - $7,500
Minimum rental - 2 nights
Check availability
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Bon Accord - Villa Kiskadee # HL33412
Villa Kiskadee
Slideshow
4.5 of 5 stars 4 reviews
  • Villa
  • 3 Bedrooms, sleeps 8
  • 5 Bathrooms
  • Owner
EMAIL OWNER
Week:
$1,019 - $1,568
Minimum rental - 1 week
Check availability
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Hummingbird 1
Slideshow
4 of 5 stars 1 review
  • Condo/Apartment
  • 1 Bedroom, sleeps 2
  • 1 Bathroom
  • Owner
EMAIL OWNER
Week:
$1,137 - $1,262
Minimum rental - 1 week
Check availability
Map unavailable
Tobago - 4 bed luxury Tobago 1 storey Villa nr quiet beach # FK281393
4 bed luxury Tobago 1 storey Villa nr  quiet beach
Slideshow
4.5 of 5 stars 6 reviews
  • Villa
  • 4 Bedrooms, sleeps 8
  • 4 Bathrooms
  • Owner
EMAIL OWNER
Night:
$135 - $275
Week:
$900 - $1,800
Minimum rental - 5 nights
Check availability
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Tobago - Mary's Hill Lodge, Tobago # FK230182
Mary's Hill Lodge, Tobago
Slideshow
4.5 of 5 stars 12 reviews
  • Rental Home
  • 3 Bedrooms, sleeps 9
  • 3 Bathrooms
  • Owner
EMAIL OWNER
Night:
$86 - $110
Week:
$604 - $768
Minimum rental - 3 nights
Check availability
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Castara - Castara Retreats - luxury lodge accommodation # FK181451
Castara Retreats - luxury lodge accommodation
Slideshow
4.5 of 5 stars 21 reviews
  • Rental Home
  • 4 Bedrooms, sleeps 8
  • 4 Bathrooms
  • Owner
EMAIL OWNER
Night:
$330
Week:
$2,315
Minimum rental - 1 week
Check availability
Show on map

Trinidad and Tobago Vacation Rental Advice

Relocating for a Year
Posted by Oneyear11, Apr 27, 2011
... time we will search out vacation rentals. Many family members plan to visit and stay; therefore, we are looking for a home that will be safe and entertaining for guests. From what you have mentioned, we are thinking that living in Tobago will be ideal and weekend trips to Trinidad ... more
rovanel resort
Posted by tesadazy, May 14, 2009
Going there in October. Do they have any large suites there. Or is there some vacation rentals nearby this hotel. I'm attending a conference there. Not sure what their rooms are like...nothing much on the web. Any suggestions...What about good food there? ... more
first trip
Posted by Trace299, Sep 16, 2011
... when you rent an apartment, vacation rental or a B&B for your time here as opposed to a hotel. Most hotels run towards being separated from the locals (with a few exceptions), and the people in Tobago are half the fun of Tobago. :-) Unfortunately, I am not going to ... more
cheap apartment in tobago
Posted by mel N, Jan 24, 2012
Hi, looking for a cheap (reasonable) apartment for 2 couples. Will hardly be in the apartment since we will mostly be outdoors. ... more
Posted by AhHah, Jan 25, 2012
Try Johnstons Apartments - a stone's throw from the airport and right on Store Bay: http://www.johnstonapartments.com/ Local food vendors in small huts across the road and around the airport area. ... more
Posted by Leah21, Jan 29, 2012
Mike's apartments are also a great base and are based in the Store Bay/Crown Point area. Basic but clean and provide everything that you need for a base. ... more
Which One ?
Posted by Lou2010031, Oct 15, 2010
... works - what about the Douglas Apartments http://www.douglastobago.com/apartments.html They charge $90US for a one bed fully aircon self catering apartment and they have a pool...it's the same price as the Toucan Inn per night and it is way nicer. The toucan is a little ... more
Posted by deniseii, Mar 6, 2011
... the person who suggested Douglas apartments. They are new and with kitchenettes and he also has car rentals all in one place. There is a huge pool and you have people who know their stuff. Not far from the airport and not far from the beaches. There is also a ... more
Castara - The Lowdown
Posted by luv2-1der, Dec 5, 2011
... We made breakfast in the apartment. There was cafe on the beach that was open for lunch on the day we arrived. If I hadn't seen the owner sitting in the kitchen, we wouldn't have known it. The power outages were resolved quickly and were no bother at ... more
Village of Castara, is it nice to stay there?
Posted by Caribislandseeker, Apr 27, 2011
... have booked The Beach House apartments. We like the layed back beach style living and we like to inter-act with the local people. From what I read it sounds like Castara is the place for us. A friend just came back from Tobago and told me that she stopped ... more
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