Holiday Rentals in Trinidad and Tobago

2688 available vacation rental offers

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Trinidad and Tobago holiday rentals
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Trinidad and Tobago holiday rentals: compare the best deals

Best family friendly Trinidad and Tobago holiday rentals

Among the 2688 accommodations in Trinidad and Tobago, here are the 4 best family friendly rentals

Lorna's Cottage - Trinidad and Tobago
9.4 8 reviews
Trinidad and Tobago
11/22 – 11/29
HK$991/nighttotal: HK$6937 (7 )

Lorna's Cottage

1 2
apartment , Crown Point
Lorna's Cottage is a short walk from the main Crown Point area, just 700 metres from Tobago Airport, offering a peaceful retreat away from the hustle and bustle. The apartment has received very good ratings for cleanliness, location, and overall experience.
This one-bedroom apartment, covering 46 square metres, is ideal for couples or solo travellers. Guests can enjoy a range of amenities including a swimming pool, a private garden, and a terrace, as well as access to a restaurant and spa.
Sea Foam Villa - Buccoo - Lovely 3 Br, Fully Ac - Trinidad and Tobago
Trinidad and Tobago
01/13 – 02/03
HK$2525/nighttotal: HK$53025 (21 )

Sea Foam Villa - Buccoo - Lovely 3 Br, Fully Ac

3 2
apartment , Buccoo
Sea Foam Villa is a family-friendly apartment located in Buccoo, a 12-minute walk from Buccoo Beach and 5 kilometres from A.N.R. Robinson International Airport.
This air-conditioned villa offers accommodation for up to 15 guests with 3 bedrooms, 2 bathrooms, a fully equipped kitchen, complimentary Wi-Fi, private parking, and a swimming pool with a view.
Crescent Upper Nook - Trinidad and Tobago
9.9 84 reviews
Trinidad and Tobago
01/13 – 02/03
HK$507/nighttotal: HK$10647 (21 )

Crescent Upper Nook

1 2
apartment , San Fernando
This self-contained studio apartment in San Fernando offers excellent guest ratings and is conveniently located, although its precise address within the town requires further clarification regarding proximity to specific landmarks.
Sleeping up to three guests, this fully furnished apartment features a private entrance, kitchen with fridge-freezer and microwave, air conditioning, a garden, parking, and complimentary Wi-Fi and Netflix; a washer and dryer are also available on-site.
3 Story Villa | Maraval | Pool | Gated & Security - Trinidad and Tobago
9.4 47 reviews
Trinidad and Tobago
12/27 – 12/30
HK$3908/nighttotal: HK$11724 (3 )

3 Story Villa | Maraval | Pool | Gated & Security

1 6
house , Port of Spain
This charming villa is located in Maraval, a peaceful residential area in Port of Spain, just 3 kilometres from the Savannah and within walking distance of shops and restaurants. The property has consistently received excellent ratings for its location, cleanliness and overall experience.
The villa has three bedrooms and three bathrooms, comfortably accommodating up to six guests. Guests can enjoy a private swimming pool, a garden, and a fully equipped kitchen, as well as access to high-speed Wi-Fi and a washer/dryer.

Top cities

Best Trinidad and Tobago holiday rentals with a pool

Among the 2688 accommodations in Trinidad and Tobago, here are the 4 best rentals with a pool

Bahari Blu Tobago 
Saltwater Pool? Beach Or Both? - Trinidad and Tobago
9.8 18 reviews
Trinidad and Tobago
11/13 – 11/18
HK$2978/nighttotal: HK$14890 (5 )

Bahari Blu Tobago Saltwater Pool? Beach Or Both?

4 8
house , Scarborough
Villa Bahari, situated in Black Rock, Scarborough, Tobago, offers unparalleled sunset views and is a short walk or 5-minute drive from four beaches.
This four-bedroom, three-bathroom property sleeps eight to ten guests, boasting a saltwater pool, well-equipped kitchen, and open-concept design with cathedral ceilings, showcasing local and African art; fresh seafood from a local fisherman and in-house dining options are available.
Chic Two (2) Bedrooms Townhouse - Trinidad and Tobago
9.8 29 reviews
Trinidad and Tobago
08/19 – 09/06
HK$829/nighttotal: HK$14922 (18 )

Chic Two (2) Bedrooms Townhouse

1 2
apartment , Gasparillo
This two-bedroom apartment is located in Gasparillo, a five-minute drive from the Sir Solomon Hochoy Highway and within walking distance of local amenities. The area is peaceful and quiet, offering a relaxing escape from the city. The apartment has consistently received excellent ratings for its cleanliness, location, and overall experience.
The property is suitable for up to four guests and features a fully equipped kitchen, air conditioning, and a jacuzzi. Guests can enjoy the secure parking, explore the surrounding nature, or take advantage of the easy access to transportation.
Kiskadee Korner Vacations - Trinidad and Tobago
9.1 36 reviews
Trinidad and Tobago
11/09 – 11/16
HK$875/nighttotal: HK$6125 (7 )

Kiskadee Korner Vacations

1 2
apartment , Buccoo
This apartment is located in Buccoo, just 700 metres from Buccoo Beach and 2 kilometres from Mount Irvine Bay Beach, making it ideal for exploring the area's beautiful beaches and vibrant nightlife. The apartment has consistently received excellent ratings for cleanliness, location, and overall experience.
The apartment is a one-bedroom property with a floor area of 56 square metres, comfortably accommodating up to four guests. It features a fully equipped kitchen, air conditioning, free Wi-Fi, private parking, and a private swimming pool, offering a relaxing and enjoyable stay.
Topaz Classy, Cozy Condo Near Beaches & Airport - Trinidad and Tobago
10 2 reviews
Trinidad and Tobago
11/22 – 11/29
HK$1528/nighttotal: HK$10696 (7 )

Topaz Classy, Cozy Condo Near Beaches & Airport

1 2
apartment , Crown Point
This Crown Point condo offers a prime location, a 9-minute walk from Store Bay Beach and only 0.96 kilometres from A.N.R. Robinson International Airport.
This one-bedroom property features two living areas, a private swimming pool, mountain views from the patio, and complimentary high-speed WiFi, accommodating up to seven guests.

Frequently asked questions about holiday rentals in Trinidad and Tobago

  • What are the must-see places in Trinidad and Tobago?

    For a taste of the islands' diverse landscapes, you absolutely must visit the Asa Wright Nature Centre in the Northern Range for incredible birdwatching, and the Caroni Swamp for a sunset boat tour to see scarlet ibises. In Tobago, Pigeon Point Heritage Park with its iconic beach is a must, as is Fort King George offering stunning views. For a cultural experience, explore the historical sites of Port of Spain, including the Red House and the National Museum.
  • What are the best Airbnb and vacation rentals in Trinidad and Tobago?

  • What are the typical activities to do in Trinidad and Tobago?

    Trinidad and Tobago offers a wealth of activities. You can relax on beautiful beaches like Maracas Bay in Trinidad or Englishman's Bay in Tobago. For the adventurous, there's hiking in the Northern Range, scuba diving and snorkelling off the coast, and exploring the many caves. Don't forget to experience the vibrant nightlife in Port of Spain.
  • What are the most popular Airbnbs in Trinidad and Tobago?

  • Which part of Trinidad and Tobago offers the most pleasant climate?

    The climate is generally tropical throughout Trinidad and Tobago, but the Northern Range in Trinidad tends to be cooler and less humid than the coastal areas. Tobago generally enjoys a more consistent, pleasant climate throughout the year.
  • What are the best vacation rentals with a pool in Trinidad and Tobago?

  • What airport options are there for reaching Trinidad and Tobago?

    The main airport serving Trinidad and Tobago is Piarco International Airport (POS) in Trinidad. Tobago is served by ANR Robinson International Airport (TAB).
  • What are the best rentals for families and kids in Trinidad and Tobago?

  • Are there specific challenges to driving in Trinidad and Tobago that visitors should know?

    Driving in Trinidad and Tobago can be challenging. Roads can be narrow and winding, especially in the mountainous areas. Traffic can be heavy, particularly in Port of Spain. Potholes are common, so careful driving is essential. Driving on the left-hand side of the road is standard.
  • What are the best rentals or Airbnbs with a jacuzzi in Trinidad and Tobago?

  • What currency is used in Trinidad and Tobago?

    The Trinidad and Tobago dollar (TTD) is the official currency.
  • What are the top festivals to experience in Trinidad and Tobago?

    Carnival is the most famous, a vibrant celebration held before Lent. Divali, the Hindu festival of lights, is also spectacular. Other significant events include Hosay, a Muharram observance, and Independence Day celebrations.
  • What is the best time of year to visit Trinidad and Tobago?

    The dry season, from January to May, is generally considered the best time to visit, with less rainfall and pleasant temperatures. However, bear in mind that this is also peak tourist season.
  • What are some local dishes to try in Trinidad and Tobago?

    You should definitely try doubles (fried bread filled with curried chickpeas), roti (flatbread filled with various curries), and callaloo soup (a leafy green soup). Other local favourites include bake and shark, and various types of crab and shrimp dishes.
  • What emergency numbers should you know in case of a medical or security issue in Trinidad and Tobago?

    For medical emergencies, dial 990 or 999. For security issues, dial 999.
  • What etiquette tips are important when visiting Trinidad and Tobago?

    Trinbagonians are generally very friendly and welcoming. It's polite to greet people with a 'Good morning', 'Good afternoon', or 'Good evening'. Being respectful of local customs and traditions is always appreciated.
  • What are the best areas to spend a week in Trinidad and Tobago?

    A week allows for exploring both islands. You could spend a few days in Port of Spain, exploring the city and its surrounding areas, then head to Tobago for some beach relaxation and exploring the island's natural beauty. Consider staying in areas like Crown Point or Castara in Tobago.
  • What are the best areas to spend a weekend in Trinidad and Tobago?

    For a weekend getaway, focusing on one island is best. In Trinidad, exploring Port of Spain and the nearby beaches like Maracas Bay would be ideal. In Tobago, Crown Point offers a convenient base for exploring the island's southern beaches.
  • What are the top shopping destinations in Trinidad and Tobago?

    In Trinidad, you'll find a variety of shopping options in Port of Spain, from high-end stores in malls like Long Circular Mall to local markets offering crafts and souvenirs. In Tobago, Crown Point offers some shopping opportunities.
  • What are some off-the-beaten-path places to explore in Trinidad and Tobago?

    For a more secluded experience, explore the less-visited beaches along the north coast of Trinidad or the more remote areas of Tobago, such as the Main Ridge Forest Reserve, a UNESCO World Heritage site.

Top regions Trinidad and Tobago

Best Trinidad and Tobago holiday rentals with parking

Blanket Brew Accommodation - Trinidad and Tobago
9.3 3 reviews
Trinidad and Tobago
11/09 – 11/16
HK$885/nighttotal: HK$6195 (7 )

Blanket Brew Accommodation

2 2
house , Bacolet
This holiday cottage in Bacolet is situated approximately 14 kilometres from A.N.R. Robinson International Airport, offering convenient access for travellers. This property features two bedrooms, accommodating up to seven guests, with a floor area of 929 square metres, a fully equipped kitchen, air conditioning, complimentary WiFi, and a private entrance.
Secure, Gated Oasis Close To City - Trinidad and Tobago
9.3 3 reviews
Trinidad and Tobago
06/27 – 07/04
HK$769/nighttotal: HK$5383 (7 )

Secure, Gated Oasis Close To City

1 2
apartment , Port-of-Spain
This Port-of-Spain apartment, situated near Piarco International Airport (approximately 30km away) and close to the city centre, offers convenient access to local attractions.
The 55-square-metre flat comprises one bedroom, one bathroom, and can accommodate up to three guests, featuring a private terrace, swimming pool access, free parking, and Wi-Fi.
La Jolie - Luxury Ocean View Villa - Trinidad and Tobago
9.3 80 reviews
Trinidad and Tobago
11/13 – 11/18
HK$2994/nighttotal: HK$14970 (5 )

La Jolie - Luxury Ocean View Villa

4 8
house , Black Rock
La Jolie - Luxury Ocean View Villa is situated in Black Rock, a short walk from Mount Irvine Bay Beach and Plymouth Beach, offering easy access to the island's beautiful coastline. This property has received excellent ratings for its location, cleanliness, and overall experience.
The villa comfortably accommodates eight guests across four bedrooms. Guests can enjoy a range of amenities including a private pool, air conditioning, a fully equipped kitchen, free Wi-Fi, and private parking, ensuring a relaxing and comfortable stay.
Our Home, Mayaro - Downstairs Apartment - Trinidad and Tobago
9.4 13 reviews
Trinidad and Tobago
11/02 – 11/16
HK$601/nighttotal: HK$8414 (14 )

Our Home, Mayaro - Downstairs Apartment

1 2
apartment , Mayaro
This Mayaro apartment, a three-minute walk from Mayaro Beach and a five-minute (approximately 4km) drive from a supermarket, KFC, and Subway, offers convenient access to both beach and amenities.
The two-bedroom, one-bathroom flat sleeps four, features a fully equipped kitchen, laundry area, dedicated workstation, TVs in each bedroom, and access to shared outdoor amenities including a patio with BBQ and washroom.

Best Trinidad and Tobago holiday rentals with a balcony

Teddys Suites - Trinidad and Tobago
9.5 2 reviews
Trinidad and Tobago
01/13 – 02/03
HK$956/nighttotal: HK$20076 (21 )

Teddys Suites

1 2
apartment , Scarborough
This apartment is located near A.N.R. Robinson International Airport, approximately 4 kilometers away, offering convenient access for travellers to Scarborough.
This two-bedroom flat accommodates up to nine guests, featuring air conditioning, complimentary WiFi, a fully equipped kitchen, and a private balcony, with check-out between 08:00 AM and 11:00 AM.
Live Like A Local In This Chic Maraval Townhouse - Trinidad and Tobago
9.6 10 reviews
Trinidad and Tobago
11/09 – 11/16
HK$1260/nighttotal: HK$8820 (7 )

Live Like A Local In This Chic Maraval Townhouse

2 2
house , Port-of-Spain
This modern townhouse is situated in Maraval, a peaceful district in the northern hills of Port-of-Spain, just 27 kilometres from Piarco Airport. The property has received very good user ratings, a good location rating, and an excellent cleanliness rating.
The two-bedroom, two-bathroom townhouse offers 88 square metres of space and can accommodate up to 11 guests. Enjoy a comfortable stay with amenities including air conditioning, a fully equipped kitchen, a washing machine, free Wi-Fi, a private balcony, and free parking.
Serenity Condo - Trinidad and Tobago
8.9 48 reviews
Trinidad and Tobago
07/13 – 07/20
HK$1100/nighttotal: HK$7700 (7 )

Serenity Condo

2 2
apartment , Piarco
This two-bedroom apartment is located just 1.9 kilometres from Piarco Airport, in a peaceful neighbourhood, making it ideal for travellers looking for a convenient and comfortable stay before or after their flight. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The 102 square metre apartment comfortably accommodates up to 5 guests and offers a range of amenities including a fully equipped kitchen, a private balcony, a swimming pool, a garden, and free parking. You can enjoy a relaxing stay with access to free Wi-Fi, air conditioning, and a washing machine.
Castara Retreats - Trinidad and Tobago
8.9 144 reviews
Trinidad and Tobago
01/13 – 02/03
HK$3452/nighttotal: HK$72492 (21 )

Castara Retreats

1 2
studio , Castara
This studio apartment is located in Castara, a three-minute walk from the beach and a 45-minute drive from Tobago Airport, overlooking Castara Bay. It has excellent user, location and cleanliness ratings.
The studio features a fully equipped kitchen, a private terrace and a tropical garden setting. Guests can enjoy the on-site restaurant, bar, fitness centre, spa, and a range of activities including hiking, bird watching, diving and snorkeling.
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