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Tobago short term rentals
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Best Short term and Weekly rentals in Tobago

Best family friendly Tobago Short term rentals

Among the 720 accommodations in Tobago, here are the 4 best family friendly rentals

Parakeet Hideaway - Tobago
Tobago
20/07 – 27/07
$172/nighttotal: $1204 (7 )

Parakeet Hideaway

4 2
apartment , Mason Hall
This apartment is located in the hills on the north side of the island, just 18 kilometres from Scarborough, offering a tranquil escape from the hustle and bustle of everyday life. The surrounding area provides stunning views of the landscape and opportunities to spot local wildlife.
The apartment is perfect for families and features multiple bedrooms, a kitchen with a fridge and microwave, air conditioning, a terrace or balcony, a garden, and parking. Enjoy fresh air, scenic views, and a peaceful atmosphere while exploring the island's natural beauty.
Cholson Chalets - Tobago
9.0 55 reviews
Tobago
09/08 – 13/08
$912/nighttotal: $3648 (4 )

Cholson Chalets

10 18
apartment , Charlotteville
Cholson Chalets is located in Charlotteville, Tobago, just a short walk from both Man-o-War Bay and Pirate's Bay beaches. Guests consistently rate the apartment highly for its cleanliness, location and overall experience.
The apartment has a seating area, a flat-screen TV and a fully equipped kitchenette with an oven and microwave. Guests can enjoy the fresh air on their private patio or balcony, relax in the shared terrace or unwind in the tranquil garden.
Bananaquit Tobago -Stay Near The Beach - Tobago
8.4 291 reviews
Tobago
20/07 – 27/07
$124/nighttotal: $868 (7 )

Bananaquit Tobago -Stay Near The Beach

1 2
aparthotel , Crown Point
Bananaquit Near the beach!, a self-catering apartment complex in Crown Point, Tobago, is located a short 0.5km walk from Store Bay Beach and very close to A.N.R. Robinson International Airport.
This family-friendly property offers air-conditioned units with kitchenettes (fridge, freezer, microwave), private balconies or terraces, free Wi-Fi, on-site parking, a restaurant, bar, and room service, plus yoga classes and bike rentals.
Eagle's Base Villa With Spectacular Views-12-38 - Tobago
9.5 45 reviews
Tobago
13/07 – 16/07
$1957/nighttotal: $5871 (3 )

Eagle's Base Villa With Spectacular Views-12-38

6 17
apartment , Patience Hill
Eagle's Base Villa sits in the hills overlooking the southern tip of Tobago, just 2.5 kilometres from Mt. Irvine Beach, offering stunning views of the Caribbean Sea and the Northern Range of Trinidad. The villa has received excellent ratings for its location, cleanliness, and overall experience.
The villa features six bedrooms, each with its own private bathroom, comfortably accommodating up to 20 guests. Guests can enjoy a large infinity pool deck with comfortable seating, a fully equipped kitchen, and a range of amenities including high-speed Wi-Fi, cable TV, and a fitness centre.

Best Tobago lodging with a balcony

Brand New Organic-modern Retreat In Tobago. 5 Min Drive To Beaches & Amenities! - Tobago
Tobago
27/06 – 04/07
$248/nighttotal: $1736 (7 )

Brand New Organic-modern Retreat In Tobago. 5 Min Drive To Beaches & Amenities!

1 2
apartment , Buccoo
This modern, sustainable apartment is situated in Buccoo, a mere 5-minute drive from Pigeon Point Beach, Fort Bennett, and the I Love Tobago Sign, offering convenient access to local attractions and amenities.
This 48 square meter flat provides accommodation for up to three guests, featuring a king-sized bed, a spa-like bathroom with a walk-in shower, a well-equipped kitchen, air conditioning, and a private garden-level patio, with shared access to an outdoor shower and seating areas.
Beres Vale Apartments - King Room\n - Tobago
Tobago
27/06 – 04/07
$168/nighttotal: $1176 (7 )

Beres Vale Apartments - King Room\n

1 2
B&B , Castara
Beres Vale Apartments, a self-catering guesthouse in Castara, Tobago, is located a 2-minute walk from Castara Beach and 0.4km from Little Bay Beach.
This one-bedroom apartment offers stunning sea views from its private balcony, sleeps up to three guests, and includes a kitchenette with fridge and microwave, air conditioning, free Wi-Fi, and private parking; a continental breakfast featuring local produce is provided.
Castara Roundhouse - Ocean View - Tobago
8.5 2 reviews
Tobago
27/06 – 04/07
$184/nighttotal: $1288 (7 )

Castara Roundhouse - Ocean View

2 2
apartment , Castara
Castara Roundhouse, a self-catering apartment in Castara, Tobago, offers direct access to Little Bay Beach and is situated 31 kilometres from A.N.R. Robinson International Airport.
This 93 square metre property boasts two bedrooms, one bathroom, sleeps seven guests, and includes a fully equipped kitchen, private terrace with sea views, free Wi-Fi, and private parking.
Nature Awaits In Tobago - Tobago
Tobago
27/06 – 04/07
$215/nighttotal: $1505 (7 )

Nature Awaits In Tobago

1 2
apartment , Parrot Hall
This one-bedroom apartment is situated in Parlatuvier, a tranquil area on the waterfront of Tobago, just 2.4km from Englishman Bay. The apartment is part of a larger villa, offering a private and secluded retreat for couples or solo travellers.
The apartment is 33 square metres and has a kitchen, a bathroom, and a terrace, with a maximum capacity of two guests. It features a private pool, access to a chef’s Caribbean cuisine, and a range of activities, including bird watching, hiking, and swimming.

Frequently Asked Questions about short term rentals in Tobago

  • What attractions should one visit during a week-long stay in Trinidad and Tobago?

    A week in Trinidad and Tobago is a short time, so prioritizing is key. In Trinidad, explore the Asa Wright Nature Centre for birdwatching, visit the historical sites of Port-of-Spain like the Red House and the National Museum and Art Gallery, and enjoy the beaches of Maracas Bay. In Tobago, spend time relaxing on Pigeon Point beach, explore the rainforest at the Main Ridge Forest Reserve, and consider a boat trip to Buccoo Reef. This itinerary balances nature and culture, offering a taste of both islands.
  • What are the best short term rentals in Tobago?

  • What attractions should one visit during a month-long stay in Trinidad and Tobago?

    A month allows for a deeper exploration. In Trinidad, beyond the highlights mentioned above, delve into the Caroni Bird Sanctuary for a sunset boat tour to see scarlet ibis, visit the mud volcanoes in the south, and explore the vibrant culture of San Fernando. In Tobago, consider hiking the trails in the Main Ridge, exploring the Argyle Falls, and visiting Fort King George. Take your time, perhaps even rent a car to explore the less-traveled roads and beaches of both islands. You could also consider island hopping to smaller Tobago cays.
  • What are the best short term rentals with a pool in Tobago?

  • Can visitors to Trinidad and Tobago witness any unique natural cycles, like cherry blossom season or autumn colors?

    Trinidad and Tobago is a tropical location, so you won't find cherry blossoms or autumn foliage changes like in temperate climates. However, you can experience the vibrant colors of the rainforest throughout the year and witness the blooming of various tropical flowers depending on the season.
  • What are the best short term rentals with a jacuzzi in Tobago?

  • What are the most meaningful ways to engage with locals and discover the culture in Trinidad and Tobago?

    To engage with the local culture, visit local markets like the Arima Market in Trinidad or the Scarborough Market in Tobago. Attend a Carnival event if your trip coincides with the festival (though note that this is a very large-scale event). Consider taking a cooking class focusing on Trinbagonian cuisine, or participate in a calypso or steelpan music workshop. Simply striking up conversations with people while enjoying local food and drinks at smaller, neighborhood establishments is always a good way to learn about the culture.
  • What are the best short term rentals for families and kids in Tobago?

  • Are there any distinctive cultural activities or hands-on workshops in Trinidad and Tobago?

    Yes! Many workshops offer hands-on experiences. You can learn to make traditional doubles, learn to play the steelpan, or participate in a calypso music workshop. Several art centers offer pottery, painting, and other craft workshops. Check local listings for specific offerings during your visit.
  • What are some secret spots or hidden treasures to visit in Trinidad and Tobago?

    Some less-visited gems include the Nariva Swamp in Trinidad, a significant wetland area, and the less-developed beaches along the north coast of Tobago. Exploring the smaller villages and towns on both islands can also reveal hidden local eateries and unique experiences. Always respect the local environment and communities when visiting lesser-known areas.
  • What should not be left out of your suitcase if you are going to Trinidad and Tobago?

    Pack light, breathable clothing suitable for warm, humid weather. Don't forget insect repellent, sunscreen with a high SPF, a hat, and comfortable walking shoes for exploring. A reusable water bottle is essential, and a small daypack is useful for excursions. While the islands are generally safe, it's always wise to take precautions against theft.
  • What are the most popular festivals in Trinidad and Tobago?

    Carnival is the most famous, a vibrant celebration with parades, music, and dancing. Divali, the festival of lights, is also significant, especially in Trinidad's Indian communities. Hosay, a Muharram observance, is another important cultural event, particularly in Trinidad.
  • Where should one try the best local food in Trinidad and Tobago?

    Local eateries and street food stalls offer the most authentic experiences. In Trinidad, explore the food stalls around Arima and San Fernando. In Tobago, visit local restaurants in Scarborough and smaller villages. Look for places frequented by locals – that’s often a good indicator of quality and authenticity. Be adventurous and try doubles, roti, and other local specialties.

Best Tobago lodging with a kitchen

Surfers Paradise Villa & Lounge 7brs Sleeps 12-26 - Tobago
10 6 reviews
Tobago
13/07 – 16/07
$1973/nighttotal: $5919 (3 )

Surfers Paradise Villa & Lounge 7brs Sleeps 12-26

1 17
apartment , Mt. Irvine
Surfers Paradise Villa, a beachfront property in Mount Irvine Bay, offers direct beach access and is within walking distance of local restaurants and bars.
This seven-bedroom, eight-bathroom house sleeps up to 16 guests, boasting a private pool, jacuzzi, fitness centre and multiple accommodation options including a treehouse studio and surfers' lounge, ideal for large groups or families.
A Taste Of Tobago - New House - Tobago
9.0 71 reviews
Tobago
27/06 – 04/07
$81/nighttotal: $567 (7 )

A Taste Of Tobago - New House

2 2
apartment , Carnbee
This two-bedroom house in Carnbee, Tobago, is located in the Lowlands area, a short 6.4km drive from Mount Irvine Bay and Buccoo Beach.
The property offers free Wi-Fi, air conditioning, parking, and sleeps four guests, with convenient proximity to Gulf City Shopping Mall and Plantation Golf Club.
Bay Leaf - 5 Bedroom Guesthouse With Private Pool - Tobago
9.5 24 reviews
Tobago
27/06 – 04/07
$106/nighttotal: $742 (7 )

Bay Leaf - 5 Bedroom Guesthouse With Private Pool

1 2
apartment , Canaan
The Sage Single Suite is located in the centre of Canaan, just a short walk from the bustling market square and within easy reach of the historical district. This apartment has consistently received excellent ratings for location, cleanliness, and overall user experience.
The suite features an open-plan living area with a queen-size bed and a pull-out sofa, making it perfect for couples or small groups. Guests can enjoy a range of modern amenities, including air conditioning, a fully equipped kitchen, HD TV with cable, free Wi-Fi, and an en-suite bathroom.
Fully Equipped Unique Self-contained Cozy Apartments Ideal For Couples/families. - Tobago
9.7 222 reviews
Tobago
13/07 – 16/07
$820/nighttotal: $2460 (3 )

Fully Equipped Unique Self-contained Cozy Apartments Ideal For Couples/families.

7 17
apartment , Canaan
This apartment is conveniently located in Canaan, within easy reach of popular beaches like Kilgwyn Bay, Canoe Bay, and Buccoo Reef, all within a 2km radius, making it a great choice for beach lovers. The property boasts excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The self-catering property features 7 bathrooms, offering ample space for families and groups, and comes with a fully equipped kitchen, a balcony, a Smart TV, a washing machine, and access to a swimming pool, a garden, a spa, and parking.

Best Tobago lodging with laundry available

Cosy Downstairs  Home  Peaceful, With Free Wifi - Tobago
9.8 18 reviews
Tobago
27/06 – 04/07
$65/nighttotal: $455 (7 )

Cosy Downstairs Home Peaceful, With Free Wifi

1 2
apartment , Lambeau
This Lambeau apartment, perfect for couples, offers a secure, gated stay with free Wi-Fi and parking; precise location within Lambeau requires further clarification regarding proximity to local attractions.
The one-bedroom, one-bathroom flat sleeps two guests and includes a fridge; further details on interior design and additional amenities are unavailable.
Secluded Hillside Cottage With Bay & Rainforest Views, Just 5 Mins To The Beach - Tobago
9.2 10 reviews
Tobago
27/06 – 04/07
$183/nighttotal: $1281 (7 )

Secluded Hillside Cottage With Bay & Rainforest Views, Just 5 Mins To The Beach

1 2
cottage , Englishman's Bay
This charming cottage is located in Englishman's Bay, a short 15-minute walk from the beach and the Tobago Main Ridge Forest Reserve, with Castara Beach a 3.6 km drive away. It has received excellent user ratings, making it a popular choice for travellers seeking a relaxing getaway.
The cottage sleeps two guests in one bedroom and one bathroom. It features a fully equipped kitchen, a private garden, a terrace, and a spa tub for ultimate relaxation. Guests can enjoy the fresh air, prepare their own meals, and take advantage of the on-site barbecue facilities.
Welcome To Blubell Villa - Tobago
Tobago
13/07 – 16/07
$696/nighttotal: $2088 (3 )

Welcome To Blubell Villa

5 17
apartment , Plymouth
This Plymouth holiday home is ideally situated within 2km of Turtle Beach, Adventure Farm and Nature Reserve, and Fort Bennett, offering easy access to Plymouth's attractions.
This five-bedroom, six-bathroom property sleeps 21 guests, boasting a private garden, laundry facilities, and air conditioning; nearby Grafton Caledonia Wildlife Sanctuary and Stonehaven Bay are within 3km.
Ocean View Retreat @ Succulent Inn - Tobago
10 14 reviews
Tobago
20/07 – 27/07
$109/nighttotal: $763 (7 )

Ocean View Retreat @ Succulent Inn

1 2
apartment , Mount Saint George
This Mount Saint George apartment is conveniently located near the beach and a short drive, likely less than 5km, from the town centre, offering easy access to shops and restaurants.
The self-catering flat features one bedroom, one bathroom, sleeps two guests, and includes amenities such as Wi-Fi, parking, and air conditioning.
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