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Villas in Tobago and Houses - Holiday Lettings - Holiday Rentals Tobago

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192 Holiday homes

Castara holiday villa rental

Castara villa

4 bedrooms / 6 bathrooms / sleeps 8

24

from £139 / night

£974 / week

Holiday apartment rental

Castara apartment

1 bedroom / 1 bathroom / sleeps 2

3

from £126 / night

£882 / week

Holiday home letting

Goodwood, Tobago house

2 bedrooms / 1 bathroom / sleeps 4

from £113 / night

£770 / week

Holiday villa in Mount Pleasant

Mount Pleasant villa

4 bedrooms / 3 bathrooms / sleeps 8

19

Responds fast! avg. 1 hour 48 minutes

from £307 / night

£2,145 / week

Holiday villa with swimming pool, golf nearby in Prospect, Tobago

Prospect, Tobago villa

4 bedrooms / 5 bathrooms / sleeps 12

35

Responds fast! avg. 1 hour 33 minutes

from £252 / night

£1,603 - £1,718 / week

Holiday apartment in Castara

Castara apartment

1 bedroom / 1 bathroom / sleeps 3

4

from £81 / night

£561 / week

Castara holiday apartment rental

Castara apartment

1 bedroom / 1 bathroom / sleeps 3

6

from £81 / night

£561 / week

Holiday home with swimming pool in Scarborough

Scarborough house

5 bedrooms / 4 bathrooms / sleeps 10

“My most relaxing vacation ever” When I booked ambassador House for an extended family vacation, I was optimistic about the villa, but having rented many other villas throughout the Caribbean I was prepared for the inevitable hiccups that always seem to come up. With ambassador House, however, I am very pleased to say that the only unexpected negative was a half built house that partially blocks the view to the atlantic. Overall though, the house's attributes make up for this in spades. Its sheer size makes it an ideal holiday rental for large groups (we were 10). We spent almost all our time on the expansive and inviting wrap-around covered verandas overlooking the mountains and oceans. And the setting is amazing. Most rental villas are in a high-density development. Ambassador House offers complete privacy and feels like a tropical garden compound. The breeze, the views and the constant birdsong combine to create an exotic and relaxing atmosphere. We will definitely go back to ambassador House.

21

from £115 / night

£687 / week

Villa rental in Black Rock with swimming pool

Black Rock villa

6 bedrooms / 5 bathrooms / sleeps 12

3

from £436 / night

£3,046 / week

Condo rental in Arnos Vale

Arnos Vale condo

2 bedrooms / 1 bathroom / sleeps 8

5

Responds fast! avg. 2 hours 59 minutes

from £47 / night

£471 - £1,624 / week

Holiday villa with swimming pool in Bacolet Bay

Bacolet Bay villa

6 bedrooms / 6 bathrooms / sleeps 12

“It defines vacation.” It has the most spectacular views and the breeze completed the feeling. It was very exclusive and private, exactly the way we imagined it. Debbie was a excellent host and a wonderful person. I will definitely refer the villa to my friends and family everytime I am aware of there visiting Tobago.

21

from £348 / night

£2,436 / week

Lowlands holiday villa rental

Lowlands villa

4 bedrooms / 4 bathrooms / sleeps 8

8

Responds fast! avg. 1 hour 23 minutes

from £244 / night

£1,709 / week

Apartment rental in Black Rock with shared pool

Black Rock apartment

3 bedrooms / 3 bathrooms / sleeps 6

22

from £295 / night

£1,832 / week

Scarborough holiday villa rental

Scarborough villa

4 bedrooms / 4 bathrooms / sleeps 8

10

Responds fast! avg. 1 hour 23 minutes

from £245 / night

£1,716 / week

Holiday apartment in Carnbee

Carnbee apartment

1 bedroom / 1 bathroom / sleeps 4

1

from £66 / night

£2,057 / week

Villa letting in Mount Irvine with swimming pool, golf nearby

Mount Irvine villa

3 bedrooms / 4 bathrooms / sleeps 6

3

from £166 / night

£1,162 / week

Holiday apartment rental

Castara apartment

2 bedrooms / 2 bathrooms / sleeps 4

from £142 / night

£989 / week

Holiday villa with shared pool, golf nearby in Mount Irvine

Mount Irvine villa

3 bedrooms / 4 bathrooms / sleeps 8

21

Responds fast! avg. 3 hours 2 minutes

from £195 / night

£1,203 - £1,718 / week

Villa rental in Scarborough with swimming pool

Scarborough villa

5 bedrooms / 3 bathrooms / sleeps 10

2

from £166 / night

£1,119 / week

Villa rental in Buccoo

Buccoo villa

4 bedrooms / 4 bathrooms / sleeps 12

1

from £91 / night

£576 - £1,267 / week

Holiday villa in Arnos Vale

Arnos Vale villa

1 bedroom / 1 bathroom / sleeps 4

from £123 / night

£858 / week

Castara holiday apartment rental

Castara apartment

2 bedrooms / 2 bathrooms / sleeps 4

from £207 / night

£1,443 / week

Castara holiday apartment let

Castara apartment

1 bedroom / 1 bathroom / sleeps 2

1

from £118 / night

£824 / week

Scarborough holiday villa accommodation

Scarborough villa

3 bedrooms / 4 bathrooms / sleeps 6

from £161 / night

£1,123 / week

Bon Accord holiday villa rental

Bon Accord villa

3 bedrooms / 3 bathrooms / sleeps 8

2

Responds fast! avg. 25 minutes

from £209 / night

£1,458 / week

Bungalow rental in Scarborough

Scarborough bungalow

1 bedroom / 1 bathroom / sleeps 2

1

from £18 / night

£124 / week

Holiday apartment rental

Black Rock apartment

1 bedroom / 1 bathroom / sleeps 2

Pricing unknown

Holiday villa in Lowlands

Lowlands villa

2 bedrooms / 1 bathroom / sleeps 4

from £74 / night

£444 / week

Holiday apartment in Bon Accord

Bon Accord apartment

2 bedrooms / 1 bathroom / sleeps 4

1

Responds fast! avg. 2 hours 54 minutes

from £25 / night

£173 - £656 / week

Prospect holiday villa accommodation

Prospect villa

6 bedrooms / 6 bathrooms / sleeps 22

23

from £494 / night

£3,453 / week

Holiday villa with swimming pool in Canaan

Canaan villa

4 bedrooms / 4 bathrooms / sleeps 12

from £395 / night

£2,078 / week

Townhouse rental in Bon Accord with shared pool

Bon Accord townhouse

2 bedrooms / 3 bathrooms / sleeps 5

9

Responds fast! avg. 3 hours 26 minutes

from £132 / night

£742 / week

Villa rental in Prospect with swimming pool

Prospect villa

3 bedrooms / 3 bathrooms / sleeps 8

“Tranquility at its best” Our stay here was a very pleasurable one. We visit Tobago every year and Villa Nirvaana topped our list. The perfect place to unwind from the hustle and bustle of life,lovely ocean views , spectacular sunsets and the lush vegetation which is home to an array of birds..The splash pool was an instant hit with our three year old as well as my husband and me.It was a home away from home, all amenities mentioned in the add were available.We will definitely be back!

11

Responds fast! avg. 3 hours 40 minutes

from £173 / night

£1,066 / week

Holiday home in Scarborough

Scarborough house

2 bedrooms / 2 bathrooms / sleeps 6

22

from £51 / night

£252 - £369 / week

Holiday villa with swimming pool, golf nearby in Mount Irvine

Mount Irvine villa

4 bedrooms / 5 bathrooms / sleeps 8

2

from £328 / night

£2,296 / week

Holiday home with swimming pool in Canaan

Canaan house

3 bedrooms / 4 bathrooms / sleeps 6

7

from £419 / night

£2,012 / week

Apartment rental in Castara

Castara apartment

1 bedroom / 1 bathroom / sleeps 2

5

Responds fast! avg. 1 hour 59 minutes

from £40 / night

£281 / week

Castara holiday apartment let

Castara apartment

2 bedrooms / 2 bathrooms / sleeps 4

15

Responds fast! avg. 1 hour 11 minutes

from £112 / night

£1,295 - £1,525 / week

Holiday villa in Prospect, Tobago

Prospect, Tobago villa

3 bedrooms / 3 bathrooms / sleeps 6

5

Responds fast! avg. 3 hours 50 minutes

from £184 / night

£1,145 - £1,363 / week

Holiday cottage with shared pool in Scarborough

Scarborough cottage

1 bedroom / 1 bathroom / sleeps 3

3

Responds fast! avg. 10 minutes

from £90 / night

£533 - £564 / week

Viewing 40 of 192
rentals in Tobago

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Tobago holidays

Tobago makes up half of the tropical island paradise of Trinidad and Tobago, a beautiful rainforest- covered jewel in the blue waters of the Caribbean. Every year, visitors come from all over the world to experience the breathtaking natural wonders of this tiny nation, as well as the lively culture and fun, festive atmosphere of Tobago's busy streets and markets. This is the perfect destination if you're planning a romantic escape or an exotic family holiday.

Get the most out of your stay in Tobago by booking a luxury holiday rental. In the morning, watch the sun rise from your oceanfront villa's balcony and enjoy breakfast in your gourmet kitchen. Then wander downtown to explore museums and historic sugar plantations, Tobago shopping and dining, world-class Tobago golf courses, and trekking adventures in the mountain wilderness. After a long day of fun activities, retreat to your apartment rental and host dinner for your family and friends. In Tobago, a holiday rental of your own is often less expensive than a hotel and can keep you within easy reach of your favourite attractions. A condo rental can also offer all the room you need to store your outdoor equipment and beach gear.

Here are a few additional suggested activities for your trip:

  • Hike the trails of the Tobago Forest Reserve: This protected rainforest area was established in 1763 to combat deforestation by British settlers, and is considered the oldest nature preserve in the western hemisphere.
  • Go snorkelling and scuba diving: Maracas Bay and Pigeon Point Bay offer access to teeming underwater reef systems, home to a huge variety of colourful fish, stingrays, and sea turtles.
  • Play on the beach: Englishman's Bay and Castara Bay are two of the most popular beaches in Tobago. Go swimming, experience Tobago sailing, build a sandcastle, or just soak up the Caribbean sun and relax.
  • Spend an afternoon the spa: Indulge in total head-to-toe pampering in a world-class Tobago spa.
  • Take a tour of Fort George: This preserved historic fort was once built as a British colonial outpost. Come here to learn more about the history of this island nation.
  • Take a dolphin watching tour: Join a chartered boat tour and head into the deep waters to see these playful creatures interacting in their natural habitat.

You'll never run out of fun, inspiring, and exciting things to do in Tobago. And no matter what time of year you schedule your visit, you'll have no trouble finding the perfect holiday rental that offers all the luxury amenities that you and your family need. While you're here in Tobago, schedule some time to explore the natural beauty of Trinidad as well.

Top Destination reviews

Mot Mot Lodge Tobago
Amazing

The lodge is exactly as shown in the pictures it is beautiful with the most amazing views. Love it … see more
Plantation View
A fabulous relaxing holiday in a spectacular part of the world.

Villa in fabulous elevated private location, with fantastic views out over the Atlantic Coast line during the day time, and constantly changing night time views of the low lands. The villa is spacious with all bedrooms on suit and with air conditioning, the kitchen is well equipped. Outside there is a pool, jacuzzi, loungers and umbrellas. The Garden Is laid to lawn and planted with many fruit trees and shrubs. All in all everyone had a lovely holiday.see more
Secluded villa in Englishmans Bay
Very peaceful and spacious home in a great location.

Everything was well prepared when we arrived. Jango (the master gardener and our greeter when we arrived) was very patient and waited for 4 hours as our flight was delayed. The house was well equiped with all the kitchen needs including the most important BBQ grill. Great for cooking the local fish of the day!! Houskeeping came 3-4 times in the week for fresh towels and sheets. We loved the island and everything it had to offer: 1. The in-house dining experience with Adam was excellent and very reasonable priced. Well recommended for at least one night of your stay. 2. Englishman's bay was one of the nicest beaches and only a 5 minute drive from the villa. The roti lunch at Eula's was fantasick. 3. The hike to the highest point on the Island (Pigeon Point) was challenging, but well worth the trip. The rainforest hike and birdwatching tour (with Peter Cox) was also a great and professional experience. 4. We recommend taking a small fishing boat over to Little Tobago and Goat Island......this was more personalized than the commercial tours offered. 5.Wednesday night at the Boat House was a blast. Steel drum night and the place was packed. 6. You have to buy a loaf of homemade (dirt oven) bread in Castera. Three old ladies have been making the bread for generations. 7. 2 words of caution....take as much TT's as possible. The only ATM's that dispensed cash for us were in Scarborough or Crown point. Also, the grocery stores outside of Crown point/Scarborough have very limited groceries. Buy as much as possible when Jango takes you shopping. 8. Mr. Rattan's rental car service was great. Great car, great service.see more
Ambassadors House, Windy Edge
An ideal family getaway that isn't far away

Spacious yet cozy, a place where you can be noisy without disturbing the peace or find a secluded spot whilst everyone else is partying. We had a large group and everyone was comfortably accommodated. The location was very private yet close to all amenities. Just be careful of what's left outside as 'Goldy' would surely get hold of it.see more

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