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Tobago

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Vacation Rentals in Tobago, Trinidad and Tobago

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
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
Tobago Vacation Rentals

Let life’s stresses melt away on a breezy island whose rocky coastline is dotted with bays, beaches, and friendly Caribbean fishing villages. Inland is a bird-watching paradise of hillside rainforests punctuated by waterfalls. Horseback ride hills and beaches. Golf, hike, bike, fish, swim, sunbathe, kayak, dive, snorkel, and windsurf. Take the family on a boat tour. Barbecue freshly caught fish on isolated beaches or poolside with your family or new island vacation rental friends. Plus experience Tobago’s smiling, laidback culture by liming (hanging out) with the locals near your money-saving Tobago vacation rental villa, lodge, house, cottage, cabin, apartment, or studio flat.

Crown Point

Have a cooling rum punch after landing at Crown Point International Airport (TAB) on Tobago’s southwest tip. Crown Point is minutes from Buccoo Reef’s Nylon Pool, Bon Accord, Pigeon Point, Mt. Irvine Bay, Black Rock, Plymouth, Le Coteaux, and Concordia. Chat with handicraft vendors and sample curry crab and dumplings around the beaches and resort hotels between Pigeon Point, Store Bay, and Canoe Bay. Then be thankful that your money-saving Tobago vacation rental puts you near quiet beaches and friendly fishing villages where you can buy the fresh catch of the day to barbecue.

Scarborough & Boats

Scarborough, Tobago’s capital and largest town, is the dock for the ferry from Port of Spain, Trinidad. When cruise ships dock, vendors come alive selling coconut sugar cakes, sesame benne balls, and handicrafts near Milford Road Esplanade. Tobago has annual boating events and regattas. But protected yacht and sailboat anchorages are over an hour away in the northeast at Charlotteville, near the beautiful beaches of Pirate’s Bay and Man O’ War Bay. Private boat tours, often arranged via vacation rental contacts, are family favorites that can include snorkeling and barbecues on deserted beaches. Besides Scarborough’s shopping and restaurants, visit Fort King George, the Botanical Garden, and the Tobago Museum.

Castara

A money-saving Tobago vacation rental near Castara’s fishing village is midway between Crown Point and Charlotteville’s rocky, frigate bird nesting areas. Lime around Englishman’s Bay and nearby beaches. Watch goats and chickens wander as you chat at the fishing village. Savor the slow pace. Back home on your vacation rental verandah, relax with tropical garden fruits, 50 hummingbird species, and exotic bird songs. Then take the family to waterfalls and rainforests.

Tobago Cocoa, Rainforests & Waterfalls

Legally protected as an essential watershed since 1776, hike and bird-watch with guides in the Tobago Forest Reserve. The cascades and swimmable pools of 175-foot Argyle Waterfall are near Roxborough and the beaches of King’s Bay, an area amenable to sugarcane, fruit trees, cocoa, and coconut plantations. The tiny Tobago Cocoa Estate offers early morning drop-in tours, and rum and chocolate tasting.

 
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Traveller Rating | Price / nt | Price / wk | Bedrooms | # of photos | # of reviews
Caribbean, Trinidad and Tobago, Tobago Holiday Rentals
Coasting 3 bedrm seaside villa Bloody Bay Tobago
Slideshow
4.5 of 5 stars 2 reviews
  • Holiday Rental House
  • 3 Bedrooms, sleeps 5
  • 2 Bathrooms
  • Owner
EMAIL OWNER
Night:
185 AUD
Week:
1,303 AUD - 1,529 AUD
Minimum rental - 1 week
Check availability
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Plantation View, Prospect
Trinidad and Tobago, Tobago, Prospect Holiday Rentals
Plantation View
Slideshow
4.5 of 5 stars 2 reviews
  • Villa
  • 4 Bedrooms, sleeps 8
  • 4 Bathrooms
  • Owner
EMAIL OWNER
Night:
402 AUD - 419 AUD
Week:
2,092 AUD
Minimum rental - 2 nights
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Trinidad and Tobago, Tobago, Castara Holiday Rentals
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:
180 AUD
Minimum rental - 3 nights
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Trinidad and Tobago, Tobago, Castara Holiday Rentals
Angel Apartments T1
Slideshow
4 of 5 stars 1 review
  • Condo/Apartment
  • 1 Bedroom, sleeps 2
  • 1 Bathroom
  • Owner
EMAIL OWNER
Week:
402 AUD - 563 AUD
Minimum rental - 1 night
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Map unavailable
Trinidad and Tobago, Tobago, Black Rock Holiday Rentals
Mahogany Ridge. Luxury Villa, Pool, Ocean Views.
Slideshow
4.5 of 5 stars 6 reviews
  • Holiday Rental House
  • 4 Bedrooms, sleeps 8
  • 5 Bathrooms
  • Owner
EMAIL OWNER
Special offer details »
Night:
402 AUD
Week:
2,414 AUD
Minimum rental - 3 nights
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Caribbean, Trinidad and Tobago, Tobago Holiday Rentals
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:
139 AUD - 272 AUD
Week:
924 AUD - 1,745 AUD
Minimum rental - 5 nights
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Casa Cassini, Scarborough
Trinidad and Tobago, Tobago, Scarborough Holiday Rentals
Casa Cassini
Slideshow
4.5 of 5 stars 9 reviews
  • Condo/Apartment
  • 1 Bedroom, sleeps 2
  • 1 Bathroom
  • Owner
EMAIL OWNER
Night:
128 AUD
Week:
898 AUD
Minimum rental - 1 week
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Caribbean, Trinidad and Tobago, Tobago Holiday Rentals
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:
144 AUD - 154 AUD
Minimum rental - 5 nights
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Trinidad and Tobago, Tobago, Parlatuvier Holiday Rentals
Tamarind House Villa & Apt.
Slideshow
4 of 5 stars 2 reviews
  • Villa
  • 4 Bedrooms, sleeps 10
  • 4 Bathrooms
  • Owner
EMAIL OWNER
Night:
113 AUD - 306 AUD
Week:
788 AUD - 2,092 AUD
Minimum rental - 4 nights
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Trinidad and Tobago, Tobago, Canaan Holiday Rentals
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:
308 AUD - 339 AUD
Week:
1,847 AUD - 2,032 AUD
Month:
6,158 AUD - 7,697 AUD
Minimum rental - 2 nights
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Villa Kiskadee, Bon Accord
Trinidad and Tobago, Tobago, Bon Accord Holiday Rentals
Villa Kiskadee
Slideshow
4.5 of 5 stars 4 reviews
  • Villa
  • 3 Bedrooms, sleeps 8
  • 5 Bathrooms
  • Owner
EMAIL OWNER
Week:
1,046 AUD - 1,609 AUD
Minimum rental - 1 week
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Hummingbird 1, Castara
Trinidad and Tobago, Tobago, Castara Holiday Rentals
Hummingbird 1
Slideshow
4 of 5 stars 1 review
  • Condo/Apartment
  • 1 Bedroom, sleeps 2
  • 1 Bathroom
  • Owner
EMAIL OWNER
Week:
1,167 AUD - 1,295 AUD
Minimum rental - 1 week
Check availability
Map unavailable
Caribbean, Trinidad and Tobago, Tobago Holiday Rentals
Mary's Hill Lodge, Tobago
Slideshow
4.5 of 5 stars 12 reviews
  • Holiday Rental House
  • 3 Bedrooms, sleeps 9
  • 3 Bathrooms
  • Owner
EMAIL OWNER
Night:
88 AUD - 113 AUD
Week:
620 AUD - 788 AUD
Minimum rental - 3 nights
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Trinidad and Tobago, Tobago, Castara Holiday Rentals
Castara Retreats - luxury lodge accommodation
Slideshow
4.5 of 5 stars 21 reviews
  • Holiday Rental House
  • 4 Bedrooms, sleeps 8
  • 4 Bathrooms
  • Owner
EMAIL OWNER
Special offer details »
Night:
339 AUD
Week:
2,376 AUD
Minimum rental - 1 week
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Trinidad and Tobago, Tobago, Bacolet Bay Holiday Rentals
Stunning seafront villa with panoramic ocean views
4.5 of 5 stars 4 reviews
  • Villa
  • 6 Bedrooms, sleeps 10
  • 6 Bathrooms
  • Owner
EMAIL OWNER
Night:
405 AUD - 487 AUD
Week:
2,822 AUD - 3,387 AUD
Minimum rental - 1 week
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Trinidad and Tobago, Tobago, Mount Irvine Holiday Rentals
Tobago - Oleander Villa
Slideshow
4.5 of 5 stars 5 reviews
  • Villa
  • 4 Bedrooms, sleeps 8
  • 3 Bathrooms
  • Owner
EMAIL OWNER
Week:
2,896 AUD
Minimum rental - 3 nights
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Tobago Holiday Rental Advice

first trip
Posted by Trace299, 16 Sep 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, 24 Jan 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, 25 Jan 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, 29 Jan 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, 15 Oct 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, 6 Mar 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, 5 Dec 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, 27 Apr 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
Posted by Puffinsam, 28 Apr 2011
... and obviously love both the apartment and the village. We would never stay in a resort ,although that is just the way we are, and likewise some people wouldn't be happy in Castara. It is nice to feel a part of the village , and we've made lots of ... more
Posted by carltonlewis, 26 Jul 2011
My family was robbed in our rented apartment at Castara retreats in August 2011. Will never go back. ... more