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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
29/11 – 02/12
$246/nighttotal: $738 (3 )

Parakeet Hideaway

4 9
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.
Castara Roundhouse - Ocean View - Tobago
8.5 2 reviews
Tobago
20/06 – 27/06
$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.
Luxstaytobago Topaz, Cozy Condo Near Beaches & Airport - Tobago
10 14 reviews
Tobago
28/06 – 02/07
$414/nighttotal: $1656 (4 )

Luxstaytobago Topaz, Cozy Condo Near Beaches & Airport

1 4
apartment , Crown Point
This family-friendly apartment is located in Crown Point, just a short 10-minute walk from Swallows Beach and Store Bay, with Pigeon Point Beach and Buccoo Reef within a 3km radius. It has been rated excellent by previous guests, making it a popular choice for families and groups.
The apartment has one bedroom and one bathroom, spanning 37 square metres and comfortably accommodating up to four guests. It boasts a range of amenities, including a private pool, a garden, and a fully equipped kitchen, ensuring a relaxing and enjoyable stay.
Castara Cottage By Hello Mello - Tobago
9.2 83 reviews
Tobago
28/06 – 02/07
$369/nighttotal: $1476 (4 )

Castara Cottage By Hello Mello

3 4
B&B , Castara
Castara Cottage by Hello Mello is located in the village of Castara, just a few steps from Castara Beach and a 2-minute walk from Little Bay Beach, offering easy access to the stunning coastline. This guesthouse is highly rated for its location, cleanliness, and overall experience.
The accommodation provides a garden and terrace where guests can relax and enjoy the tropical climate. It includes a fridge, private bathrooms, free Wi-Fi, and private parking.

Best Tobago lodging with a balcony

Skyland Oasis - Tobago
8.8 20 reviews
Tobago
20/06 – 27/06
$109/nighttotal: $763 (7 )

Skyland Oasis

2 2
apartment , Carnbee Village
This Carnbee Village apartment is situated approximately 6 kilometres from A.N.R. Robinson International Airport.
The 20-square-metre flat features two bedrooms, one bathroom, a fully equipped kitchen, private terrace, free parking, and complimentary Wi-Fi.
Concordia Eco-estate  Retreat   Is Now Open - Tobago
Tobago
06/08 – 08/08
$638/nighttotal: $1276 (2 )

Concordia Eco-estate Retreat Is Now Open

4 10
apartment , CONCORDIA
This spacious house is situated in Mason Hall, Tobago, just a short distance from the Tobago Main Ridge Forest Reserve and within easy reach of the Scarborough Botanical Garden and Fort King George. The surrounding area offers a peaceful and tranquil setting, ideal for those seeking a relaxing escape from the hustle and bustle.
The property spans 195 square metres and can comfortably accommodate up to 16 guests, making it perfect for large families or groups of friends. It includes a fully equipped kitchen, four bedrooms, four bathrooms, a balcony, a garden, and a range of other amenities designed to ensure a comfortable and enjoyable stay.
Tranquil And Peaceful Parlatuvier - Tobago
9.0 2 reviews
Tobago
20/06 – 27/06
$81/nighttotal: $567 (7 )

Tranquil And Peaceful Parlatuvier

1 2
apartment , Parlatuvier
This holiday home is located in Parlatuvier, just 1.6 km from the Tobago Main Ridge Forest Reserve and 3.8 km from Englishman's Bay, making it ideal for nature lovers seeking a peaceful retreat. Guests have consistently rated this property as excellent, highlighting its comfortable and convenient features.
The property offers a separate bedroom, perfect for a relaxing stay, and can accommodate up to 6 guests. Enjoy a well-equipped kitchen with a fridge and microwave, a garden, parking, internet access, and the convenience of being close to other popular attractions such as Castara Beach and Argyle Waterfall, all within a 20 km radius.
La Casa De Castara - Tobago
9.0 77 reviews
Tobago
20/06 – 27/06
$110/nighttotal: $770 (7 )

La Casa De Castara

1 2
studio , Castara
La Casa de Castara, a beachfront studio apartment in Castara, Tobago, is situated close to Castara Beach and Little Bay Beach, approximately 29 kilometres from A.N.R. Robinson International Airport.
This self-catering apartment offers air conditioning, a terrace, Wi-Fi, and parking, plus access to an on-site bar and barbecue facilities; it's suitable for couples or families and sleeps unspecified.

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

Birdie's Nest Holiday Apartments Are A Gem, Tucked Away Beside The Beach. - Tobago
9.8 7 reviews
Tobago
29/10 – 05/11
$340/nighttotal: $2380 (7 )

Birdie's Nest Holiday Apartments Are A Gem, Tucked Away Beside The Beach.

2 6
apartment , Black Rock
This waterfront flat is situated in Black Rock, a 15-minute walk from Grafton Caledonia Wildlife Sanctuary, Stonehaven Bay, and Turtle Beach, and within 3 miles of Mount Irvine Bay and Adventure Farm and Nature Reserve. The apartment has received excellent user ratings, indicating a high level of satisfaction from previous guests.
The property has two bedrooms and two bathrooms, making it suitable for families or groups of friends. It comes equipped with a private pool, a balcony, a fully equipped kitchen, a DVD player, and parking, providing all the comforts of home for a relaxing and enjoyable stay.
Adventure Eco Villas - Tobago
9.4 3 reviews
Tobago
19/06 – 20/06
$191/nightfor 1 night

Adventure Eco Villas

1 2
apartment , Plymouth
This eco-certified apartment building is located within 2km of Adventure Farm and Nature Reserve, Fort Bennett, and Turtle Beach, making it a great base for exploring Plymouth’s coastline. It has received excellent reviews from previous guests.
This flat is well-equipped for a comfortable stay, with a fully equipped kitchen, a relaxing deep soaking tub, and a garden. You can also enjoy free parking, weekly housekeeping, and free Wi-Fi throughout the property.
21 Plantations Paradise 2 Bedroom 3 Bathroom Condo - Tobago
9.9 15 reviews
Tobago
03/07 – 05/07
$348/nighttotal: $696 (2 )

21 Plantations Paradise 2 Bedroom 3 Bathroom Condo

1 8
apartment , Lowlands
This two-bedroom condo is located within the exclusive Tobago Plantations gated community in Lowlands, Tobago, close to the Magdalena Grand Beach & Golf Resort.
The property boasts a spacious layout, accommodating up to eight guests, with three bathrooms, a fully equipped kitchen, private patio, and dedicated parking; enjoy resort amenities and the tranquil community setting.
Entire Condo - Tobago Plantations (2br) - Tobago
9.4 27 reviews
Tobago
06/08 – 11/08
$347/nighttotal: $1735 (5 )

Entire Condo - Tobago Plantations (2br)

1 5
apartment , Lowlands
This luxurious Tobago condo, near Lowlands, boasts stunning oceanfront views and direct access to an 18-hole golf course within a premier resort.
The two-bedroom, three-bathroom property sleeps seven guests and offers a fully equipped kitchen (fridge, freezer, microwave), air conditioning, a private garden, swimming pool access, parking, and proximity to a hotel with spa and tennis court facilities.

Best Tobago lodging with laundry available

Reflexion Views - Tobago
Tobago
29/11 – 02/12
$467/nighttotal: $1401 (3 )

Reflexion Views

1 9
apartment , Tobago
This spacious apartment is located in a quiet neighbourhood just a short distance from the lively Crown Point area and the beautiful Pigeon Point Beach, both within 5km.
The property offers three bedrooms and three bathrooms, comfortably sleeping up to 12 guests. Amenities include a fully equipped kitchen, air conditioning, a private balcony, a garden, Wi-Fi and parking.
The Fort Cottage - Tobago
9.6 66 reviews
Tobago
06/08 – 11/08
$155/nighttotal: $775 (5 )

The Fort Cottage

1 5
apartment , Scarborough
This charming cottage is situated in an old Tobago neighbourhood, just a short walk from Fort King George, a historic fort built in the late 18th century. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The cottage provides two bedrooms and two bathrooms, comfortably accommodating up to six guests. This cosy retreat offers a range of amenities including air conditioning, a garden, parking, and a fully equipped kitchen, as well as unique features such as a traditional dirt oven and a tropical garden with fruit trees, chickens, and iguanas.
Cassia A - Cosy 2bedroom Apt In Tobago Plantations - Tobago
9.7 23 reviews
Tobago
03/07 – 05/07
$342/nighttotal: $684 (2 )

Cassia A - Cosy 2bedroom Apt In Tobago Plantations

1 8
apartment , Lowlands
This two-bedroom apartment is situated in the Tobago Plantations Development in Lowlands, just a short walk from Rockley Bay and the 13th green of the golf course. It has consistently received excellent ratings for location, cleanliness, and user experience.
The spacious property offers a comfortable home-away-from-home for up to eight guests. Enjoy the convenience of a fully equipped kitchen, laundry facilities, a garden, air conditioning, and access to three communal pools, plus the added peace of mind of 24-hour security.
Bay Breeze Villa - Tobago
9.3 19 reviews
Tobago
06/08 – 11/08
$333/nighttotal: $1665 (5 )

Bay Breeze Villa

1 5
apartment , Hope Estates
Bay Breeze villa, situated in Hope Estates, Tobago, is within walking distance of the beach and offers easy access to nearby attractions.
This three-bedroom, two-bathroom house sleeps six guests, boasting a spacious open-plan layout, fully equipped modern kitchen with central island, large verandah with ocean views, and air conditioning throughout.
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