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

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172 Holiday homes

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

Prospect, Tobago villa

4 bedrooms • 5 bathrooms • sleeps 12

from £252 / night

£1,603 - £1,718 / week

1 / 18

Villa rental in Riseland with swimming pool

Riseland villa

4 bedrooms • 4 bathrooms • sleeps 8

from £392 / night

£2,085 / week

1 / 15

Holiday villa with swimming pool in Parlatuvier

Parlatuvier villa

4 bedrooms • 6 bathrooms • sleeps 8

from £326 / night

£2,043 / week

1 / 26

Lowlands holiday villa rental

Lowlands villa

3 bedrooms • 4 bathrooms • sleeps 9

from £396 / night

£2,669 / week

1 / 29

Holiday villa in Black Rock

Black Rock villa

4 bedrooms • 4 bathrooms • sleeps 21

from £278 / night

£1,766 / week

1 / 4

Holiday villa rental

Bethel villa

3 bedrooms • 3 bathrooms • sleeps 10

from £276 / night

£1,626 - £1,960 / week

1 / 22

Castara holiday villa rental

Castara villa

4 bedrooms • 6 bathrooms • sleeps 8

from £139 / night

£974 - £1,661 / week

1 / 28

Castara holiday apartment rental

Castara apartment

2 bedrooms • 2 bathrooms • sleeps 4

from £207 / night

£1,443 / week

1 / 14

Holiday villa with swimming pool in Canaan

Canaan villa

4 bedrooms • 4 bathrooms • sleeps 12

from £397 / night

£2,093 / week

1 / 15

Holiday home rental

Black Rock house

6 bedrooms • 6 bathrooms • sleeps 13

from £396 / night

£2,460 - £2,710 / week

1 / 17

Buccoo holiday b&b rental

Buccoo b&b

1 bedroom • 1 bathroom • sleeps 2

from £167 / night

£1,164 / week

1 / 47

Holiday apartment with shared pool in Mount Irvine

Mount Irvine apartment

3 bedrooms • 3 bathrooms • sleeps 6

from £167 / night

£1,166 / week

1 / 21

Holiday private room in Buccoo

Buccoo private room

3 bedrooms • 1 bathroom • sleeps 7

from £100 / night

£700 / week

1 / 9

Canaan holiday villa accommodation

Canaan villa

4 bedrooms • 5 bathrooms • sleeps 14

from £263 / night

£1,574 - £2,448 / week

1 / 20

Holiday villa in Lowlands

Lowlands villa

7 bedrooms • 4 bathrooms • sleeps 15

from £559 / night

£3,911 / week

1 / 64

Holiday villa in Plymouth

Plymouth villa

3 bedrooms • 3 bathrooms • sleeps 9

from £302 / night

£1,841 - £2,008 / week

1 / 18

Castara holiday apartment rental

Castara apartment

2 bedrooms • 1 bathroom • sleeps 4

from £92 / night

£641 / week

1 / 17

Holiday apartment rental

Castara apartment

2 bedrooms • 2 bathrooms • sleeps 4

from £125 / night

£873 / week

1 / 9

Holiday villa rental

Lowlands villa

3 bedrooms • 3 bathrooms • sleeps 8

from £184 / night

£1,001 - £1,168 / week

1 / 18

Home rental in Charlotteville

Charlotteville house

4 bedrooms • 4 bathrooms • sleeps 9

from £125 / night

£875 / week

1 / 5

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.

from £115 / night

£687 / week

1 / 24

Holiday log cabin in Parlatuvier

Parlatuvier log cabin

2 bedrooms • 1 bathroom • sleeps 4

from £117 / night

£833 / week

1 / 20

Apartment rental in Castara

Castara apartment

5 bedrooms • 3 bathrooms • sleeps 4

“Wonderful vacation in paradise” We spent about 3 weeks in Castara Cottage (Saffron), from middle of July until beginning of august. All in all we had a wonderful fantastic time! Castara Cottage is a nice place to stay, very close to both beaches of Castara. The manager Joshua was very helpful at any time! The accomodation of Saffron ist very nice, may be not a 5* standard, but comfortable at any time. Castara is the nicest place to stay in Tobage from all villages we saw! The people are very nice, the food in the restaurants is good. Not to forget about the trips with Mentalist, a brother of Joshua (rain forest) and Doc, with who we had great boat trips! A really fantastic choice to go fishing, snorkeling or to other beautiful places of Tobago. Also the car rental (Taylor, at the small beach) we can recommend. Thex did there best to organize a car to any time we wanted to really fair prices. We would say you don't need a car for every day. Small trips, for example to English Mans Bay you can do by taxi ride with Taylor Car rentals, that is even cheaper then renting a car. They bring you to the beach and pick you up at any time you want! Do not count on the public bus system. No one exactly knows whether and when it works. Finally we didn't hear a dog barking at any time! We liked the noises of Castara (mostly birds). For sure we will come back one time to this wonderful place!

from £225 / night

£1,571 / week

1 / 15

Holiday villa in Black Rock

Black Rock villa

3 bedrooms • 4 bathrooms • sleeps 6

from £242 / night

£1,360 / week

1 / 19

Holiday townhouse with swimming pool in Mount Irvine

Mount Irvine townhouse

3 bedrooms • 4 bathrooms • sleeps 6

from £180 / night

£1,084 / week

1 / 13

Mount Irvine holiday villa rental

Mount Irvine villa

4 bedrooms • 2 bathrooms • sleeps 8

from £238 / night

£1,293 - £1,501 / week

1 / 13

Bungalow rental in Crown Point

Crown Point bungalow

3 bedrooms • 2 bathrooms • sleeps 6

from £167 / night

£1,166 / week

1 / 12

Holiday home with shared pool in Bon Accord

Bon Accord house

3 bedrooms • 2 bathrooms • sleeps 6

from £175 / night

£1,083 / week

1 / 31

Apartment accommodation in Black Rock

Black Rock apartment

2 bedrooms • 1 bathroom • sleeps 6

from £153 / night

£1,070 / week

1 / 9

Castara holiday apartment rental

Castara apartment

1 bedroom • 1 bathroom • sleeps 2

from £59 / night

£408 / week

1 / 25

Holiday home with shared pool in Crown Point

Crown Point house

3 bedrooms • 2 bathrooms • sleeps 7

from £146 / night

£958 / week

1 / 12

Black Rock holiday apartment rental

Black Rock apartment

6 bedrooms • 2 bathrooms • sleeps 8

from £208 / night

£1,455 / week

1 / 11

Holiday private room rental

Buccoo private room

1 bedroom • 1 bathroom • sleeps 6

from £84 / night

£583 / week

1 / 5

Holiday private room rental

Buccoo private room

1 bedroom • 1 bathroom • sleeps 2

from £34 / night

£234 / week

1 / 5

Holiday private room in Buccoo

Buccoo private room

1 bedroom • 1 bathroom • sleeps 3

from £46 / night

£321 / week

1 / 8

Apartment rental in Scarborough with shared pool

Scarborough apartment

1 bedroom • 1 bathroom • sleeps 2

“Amazing Location. Warm Hospitality” From the moment Steve met me at the ferry, until sadly I had leave it was a relaxing, comfortable and thoroughly enjoyable. My hosts managed to strike what for me was the perfect balance between making me feel welcome, suggesting things to see and places to go one the one hand, and leaving me to quietly enjoy the pool, the gardens and the beach. No Children, no noisy water sports, no people trying to sell me anything. Just the sound of the birds and the sea. It was perfect. Only a three minute walk away the beach is unspoiled, perfect for a good walk or swim, often deserted (except for the Pelicans), and as a single woman - safe. The apartment whilst part of their home is totally separate, and well appointed. The bed is comfortable, the living space generous, wrap around balconies with views of the pool and the sea is a great place to chill, and a kitchen that has all you need to cook up a feast. "Town" is close by and you'll need a car to explore, all adding to the magic that is Tobago. When can I come back?

from £113 / night

£748 / week

1 / 17

Holiday villa in Lowlands

Lowlands villa

2 bedrooms • 1 bathroom • sleeps 4

from £73 / night

£435 / week

1 / 16

Holiday apartment in Black Rock

Black Rock apartment

1 bedroom • 1 bathroom • sleeps 2

from £68 / night

£476 / week

1 / 11

Apartment rental in Castara

Castara apartment

1 bedroom • 1 bathroom • sleeps 2

from £40 / night

£281 / week

1 / 5

Holiday villa with swimming pool in Lowlands

Lowlands villa

3 bedrooms • 4 bathrooms • sleeps 8

from £341 / night

£2,382 / week

1 / 17

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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
Villa Kiskadee Tobago
The best villa I've rented in Tobago

The villa is situated near to Crown Point and is located close to two of Tobago's best beaches. The villa is beautifully decorated and incredibly comfortable. It suited myself, my mum and my two children perfectly. The kitchen was very well equipped and the pool lovely.. Deon and Beverly who look after it were brilliant and took great care of us. I felt very secure as well and fantastic restaurants etc nearby. No need to hire a car. Will most certainly look forward to returning to villa Kiskadee soon.see more

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