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

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212 Holiday homes

Holiday villa with swimming pool in Mount Irvine

Mount Irvine villa

4 bedrooms / 4 bathrooms / sleeps 12

24

from £264 / night

£1,844 / week

Castara holiday villa rental

Castara villa

4 bedrooms / 6 bathrooms / sleeps 8

24

from £125 / night

£1,295 / 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 58 minutes

from £320 / night

£2,235 / week

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

Prospect, Tobago villa

4 bedrooms / 5 bathrooms / sleeps 12

35

Responds fast! avg. 2 hours 21 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 £229 / night

£1,374 / week

Holiday villa accommodation

Goodwood, Tobago villa

4 bedrooms / 3 bathrooms / sleeps 8

from £264 / night

£1,787 / 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

Responds fast! avg. 25 minutes

from £360 / night

£2,515 / week

Lowlands holiday villa rental

Lowlands villa

4 bedrooms / 4 bathrooms / sleeps 8

8

Responds fast! avg. 2 hours 27 minutes

from £274 / night

£1,915 / week

Apartment rental in Black Rock with shared pool

Black Rock apartment

3 bedrooms / 3 bathrooms / sleeps 6

19

from £302 / night

£1,832 / week

Scarborough holiday villa rental

Scarborough villa

4 bedrooms / 4 bathrooms / sleeps 8

10

Responds fast! avg. 2 hours 21 minutes

from £278 / night

£1,944 / week

Holiday apartment in Carnbee

Carnbee apartment

1 bedroom / 1 bathroom / sleeps 3

1

Responds fast! avg. 2 hours 59 minutes

from £66 / night

£2,353 - £2,419 / week

Bacolet Bay holiday villa rental

Bacolet Bay villa

3 bedrooms / 3 bathrooms / sleeps 8

27

from £140 / night

£850 / week

Villa letting in Mount Irvine with swimming pool, golf nearby

Mount Irvine villa

3 bedrooms / 4 bathrooms / sleeps 8

3

from £188 / night

£1,316 / 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

20

Responds fast! avg. 1 hour 57 minutes

from £195 / night

£1,317 / week

Villa rental in Scarborough with swimming pool

Scarborough villa

5 bedrooms / 3 bathrooms / sleeps 10

2

from £166 / night

£1,119 / week

Holiday villa with swimming pool, golf nearby in Mount Irvine

Mount Irvine villa

3 bedrooms / 4 bathrooms / sleeps 7

9

from £205 / night

£1,361 - £2,167 / week

Villa rental in Buccoo

Buccoo villa

4 bedrooms / 4 bathrooms / sleeps 12

1

Responds fast! avg. 3 hours 57 minutes

from £104 / night

£659 - £1,450 / week

Holiday villa in Arnos Vale

Arnos Vale villa

1 bedroom / 1 bathroom / sleeps 4

from £123 / night

£858 / week

Holiday villa with swimming pool in Bon Accord

Bon Accord villa

3 bedrooms / 2 bathrooms / sleeps 8

21

from £165 / night

£1,149 - £1,666 / 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. 30 minutes

from £170 / night

£1,186 / week

Bungalow rental in Scarborough

Scarborough bungalow

1 bedroom / 1 bathroom / sleeps 2

1

from £15 / night

£99 / 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. 3 hours 26 minutes

from £28 / night

£195 - £682 / week

Prospect holiday villa accommodation

Prospect villa

6 bedrooms / 6 bathrooms / sleeps 22

21

from £557 / night

£3,894 / week

Holiday villa with swimming pool in Canaan

Canaan villa

4 bedrooms / 4 bathrooms / sleeps 12

from £450 / night

£2,372 / week

Townhouse rental in Bon Accord with shared pool

Bon Accord townhouse

2 bedrooms / 3 bathrooms / sleeps 5

9

Responds fast! avg. 2 hours 56 minutes

from £151 / night

£847 / 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. 1 hour 48 minutes

from £169 / night

£1,010 - £1,215 / week

Holiday home in Scarborough

Scarborough house

2 bedrooms / 2 bathrooms / sleeps 6

22

from £56 / night

£279 - £408 / week

Holiday villa with swimming pool, golf nearby in Mount Irvine

Mount Irvine villa

4 bedrooms / 5 bathrooms / sleeps 8

2

from £327 / night

£2,284 / week

Viewing 40 of 212
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
Eternity Villa
Tranquility in Paradise

I have stayed at Eternity Villa on my last two trips to Tobago. I consider it home away from home. On both occasions I brought my family and the house was more than accomodating for everyone. Located in Mt Irvine and amazing views of the golf course and ocean are all bonuses! The quiet residential neighborhood is perfect for rest, relaxation and rejuvenation. Most of the activities at Eternity Villa center around the pool, as the fantastic shutter windows of the living room open up to bring the outdoors inside. I enjoy the openness of Eternity Villa as every room on the main floor has access to outside and amazing natural light. The villa provides all that is needed on a vacation and more. It has three comfortable bedrooms, all with large comfortable four-poster beds, one king size and two queen size. The Master Bedroom opens directly onto the pool deck and the Upstairs Bedroom has its own balcony/roof terrace with magnificent sea views to the Caribbean and Buccoo Reef. Each bedroom has its own bathroom, two of which are en-suite. For those that enjoy golf, there is access to one of the best golf courses in the Caribbean by the turn of a key from the property. The large veranda and pool deck equipped with comfortable furniture allows you to enjoy meals and conversations with your friends or family all while outdoors. The location of Eternity Villa is very central and the beach is walking distance through the golf course or a quick 2 minute drive. There are lot of local shops, supermarkets, restaurants and beaches within a 5-10 minute drive. One of my favorite bars in Tobago, Moon Over Water is a 5 minute drive away which lies between Mt Irvine beach and Grafton Beach. Transportation to and from the Scarborough or airport is easy as David (Villa Manager) can pick you up and drop you off. He's very friendly and always available if anything is needed while staying at Eternity Villa. There is a fully equipped kitchen plus a laundry room. Included are Phone, Cable TV, Wifi Broadband Internet access, CD, BBQ, Linen, Towels, Maid (4 days pw). In closing, Eternity Villa provides the charm and beauty that Tobago is known for. The spectacular panoramic views, the tropical garden to pick your own mangoes, papays, guavas, lemons or to simply bird watch, it has it all. Very centrally located on the west coast of Tobago and close to everything. Typing this review has me looking forward to my next stay at Eternity Villa!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
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
The Fort Cottage
Lovely comfortabel historic cottage!!

Great cottage. Wonderful garden, great views over the bay and the city, wonderfully helpful owners. Everything you need is available at the Cottage. Location is great too, close to both sides of the island and to Scarborough and all the shops. If you go to Tobago there is no other place you should stay!!!see more

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