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Family-friendly vacation rentals in Canaan

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Canaan family-friendly rentals

Family-friendly home rentals with a hot tub

Home in Lowlands
4.64 out of 5 average rating, 14 reviews

Casa Verde Villa, Tobago Plantations

MariaRating, 5 stars24 months ago
This beautiful villa was the perfect location for us and our family while we attended a wedding at nearby Rose and Pristine Villa. Very clean and really loved the pool! But the ceiling fans didn’t work and the air conditioning in one of the upstairs bedrooms wasn’t very cool additionally the one in the downstairs bedroom showed an error code the whole time, but it worked just fine. It is a beautiful property and I would definitely recommend it
Villa in Black Rock
4.88 out of 5 average rating, 40 reviews

La Jolie

HelenRating, 5 stars3 months ago
Not a modern villa and price reflects this. It's good value and well equipped, has good wi fi, and all 4 bedrooms have air con. Great location and views. As a mixed age family group we found it a good base to explore the island from. A downside not within the owners control is that one of the approach roads is steep and poorly maintained so you have to find the best way up it to avoid the holes. The owner was very flexible about a late departure and we really appreciated this. We enjoyed the pool and walking down to the local beach at Stonehaven were there are a couple of decent places for lunch.
Villa in Lowlands
4.56 out of 5 average rating, 80 reviews

Tobago Plantations Villa-Beau Rêve (VC38B)

Sheldon SelvonRating, 5 stars5 months ago
beautiful surroundings
Home in Scarborough
4.31 out of 5 average rating, 54 reviews

PLANTATIONVIEW Bethal Tobago W.I

CeceliaRating, 5 stars4 months ago
it's my second time visiting. The place was more spacious than the first time. Really nice place and great host. All amenities are provided. The area was extremely clean.
Home in Lowlands
4.71 out of 5 average rating, 21 reviews

Tobago Plantations Best Casa de Playa

AlexanderRating, 5 stars1 month ago
Uxua's property was beautiful! It was exactly as described and more than lived up to the photos. The Plantations have their own security entrances, one main (always open) and one side entrance (closed 9pm-7am), which were always manned with friendly, but alert, staff. The location was the perfect balance of private while being close to most attractions (Pigeon Point Beach, Crown Point (Airport), and Buccoo. There are other things to see in Tobago but you could easily spend a long weekend or full week in just the south of the island and have plenty to see and do. For this, Uxua's property is the perfect base! The villa assistant Greta met us on arrive and showed us about, she also came to check on us on Mon, Wed and Fri (before we left) to make sure everything was okay and offered to wash our towels and bedding. Really couldn't have asked for more! It might be on the other side of the planet, but if I'm ever in T&T again, I would stay here again without hesitation! Thank you!
Cottage in Scarborough
4.59 out of 5 average rating, 37 reviews

Eagle's Base Cottage overlooking the Caribbean Sea

TaraRating, 5 stars2 months ago
Fantastic little cottage. Bedroom area is big and bed is comfortable. Bathroom is clean and shower is spacious. Nice big closet. Kitchen area is small but enough to cook for two. Kitchen table was barely used as we spent the majority of the time on the covered porch. Beautiful grounds. Natalia was always professional and kind as well as available to answer questions. We loved it so much we extended our stay! Google maps getting here was a bit off with finding it but we managed to find it with a little help. It’s close to everything by car. We are glad we chose this location rather than a beach location as we are less than a 10 minute drive to several. The privacy is worth it and we are all ready planning to come back!
Villa in Scarborough
4.59 out of 5 average rating, 17 reviews

Eagle's Base Villa & Cottage - 12-26 guests

LisbetRating, 5 stars8 months ago
Amazing house with spectacular views. Daniel was extremely helpful and responded right away. We were a group of 15 and loved everything about the Villa. To wake up with those amazing views was everything. Tobago is beautiful and has beautiful beaches. Make sure to visit Pigeon Point Beach & Nylon Pool.
Villa in Scarborough
4.9 out of 5 average rating, 10 reviews

Emoyeni Luxury Villa

UshmaRating, 5 stars8 months ago
The villa was beautiful and had everything we needed. It was in a quiet area. Enough space for everyone. I would recommend to anyone wanting to get away from it all and enjoy some time for relaxation and rejuvenation all at your own pace or for a large family holiday.

Family- and pet-friendly home rentals

Superhost
Guest suite in Tobago
4.58 out of 5 average rating, 36 reviews

Duke's Ocean View

HectorRating, 5 stars2 months ago
Spacious and comfortable apartment, close to a good beach and restaurants. The hosts were very helpful.
Superhost
Villa in Black Rock
4.85 out of 5 average rating, 20 reviews

"Hibiscus" with the Caribbean Sea on its Doorstep!

MonicaRating, 5 stars13 months ago
Hibiscus is in a beautiful location, just the sound of the ocean waves 24/7 was relaxing. The kids loved swimming in the pool after a day tour to the variety of pristine beaches. The locals and neighbors were all friendly and fun to chat with. The home itself has a great set-up for large families, clean and has the basics. We look forward to coming back!
Home in Patience Hill
4.71 out of 5 average rating, 42 reviews

Eagle's Base Villa with Spectacular Views-12-22

KristynRating, 5 stars2 months ago
The place was perfect for our large group! We spent most of the time in the living space and pool area. Comfortable for our short stay It was our first time at Eagles Base and everything was just like the pictures.
Superhost
Villa in Western Tobago
4.62 out of 5 average rating, 13 reviews

Casa La Mancha

NicoleRating, 5 stars18 months ago
Gillian thank you for all that you have done to make my stay stress free .she was very accommodating to all my requests. myself and my guests had a wonderful time, the only complaint I had that my stay at Gillian was to short will definitely be back here again.
Villa in Signal Hill
4.67 out of 5 average rating, 9 reviews

Villa Hummingbird at Palms resort

JosiahRating, 5 stars3 days ago
Host was very accommodating and the villa was clean , and it look exactly like the pictures
Home in TT
4.44 out of 5 average rating, 9 reviews

Hummingbird Villa

MichaelRating, 5 stars30 months ago
Great location, excellent villa and fantastic hosts
Superhost
Cottage in Castara
4.87 out of 5 average rating, 94 reviews

Little Houses Tobago - Castara Cozy Cottage

LiamRating, 5 stars1 month ago
My only regret is not booking longer in this lovely cottage. We stayed as a group of 4 and it was very comfortable. I could easily see someone spending a month or so here very happily. The location is great, beautiful surroundings, very quiet and just. a short walk to the village (which is much nosier having now stayed nearer the beach). The little dog that 'guards' the houses is a really sweet and we enjoyed her quiet company for coffee in the mornings. Squirrels, birds and bats we're all spotted but thankfully mosquitos were limited outside and no problem inside the house at all. it's definitely where I would stay when we come back to Tobago again.
Apartment in Black Rock
4.73 out of 5 average rating, 113 reviews

Grafton Heights

SterkingRating, 5 stars5 months ago
inga place is beautiful. however transportation in Tobago is not ideal for that location. If you rent there you will need to rent a car. The place is beautiful and spacious just get accustomed to not having AC.

Family-friendly home rentals with a pool

Superhost
Villa in Bon Accord
4.43 out of 5 average rating, 21 reviews

Petite Haven Villa

SalishaRating, 5 stars5 months ago
I felt right at home in this rental my kids enjoyed it my daughter had a wonderful birthday this weekend. I had no issues at my stay was exactly what I visioned my mini vacay with the family everything was labelled and easy to access. They had lots of space, pool toys n floats and lots of things to do board games colouring for my daughter I felt it was thoughtful, nice relaxing area next to the pool with a dart board my daughter n I loved playing there but her best time was pool time. I loved how the villa was kept n everything u need at your disposal I would recommend this villa 101% to anyone. I must not forget to mention miss Dawn such a warm and lovely person she welcomed us very kindly and orientated us to this very comfortable and lovely villa. Also bird watching was delightful and also saw animals early in the morning . Very lovely place
Superhost
Villa in Tobago
4.86 out of 5 average rating, 88 reviews

Nirvana Luxury Villa Saltwater Pool & Ocean View

PearceRating, 5 stars1 month ago
I had an amazing stay at Nirvana Luxury Villa! The villa was spotless, beautifully designed, and exactly as described. The saltwater pool and ocean views were stunning, and the outdoor terrace with the cabana bar and jacuzzi made it easy to unwind. Each bedroom was spacious and comfortable with an en-suite bathroom, and the chef’s kitchen was fully equipped with everything we needed. Ally and team were fantastic hosts, ensuring everything ran smoothly from start to finish. Tobago’s natural beauty and relaxed vibe made the experience even better. A larger TV would enhance the experience overall. All in all, it was a luxurious and peaceful stay and would return. Highly recommend!
Guest favorite
Apartment in Black Rock
4.9 out of 5 average rating, 60 reviews

2 BR steps to the beach, & pool.

Lisa And StevenRating, 5 stars2 weeks ago
Just got back home after the most amazing two weeks in Tobago staying at Andrew and Christopher’s apartment. The apartment is exactly as the pictures show and had everything we needed for a comfortable and relaxed stay. We didn’t fully appreciate until we got there what a superb location this apartment is in; the beach is literally steps away and was very beautiful and always empty. Waves and The Seahorse restaurants are a 5-minute walk down the road – we loved Waves as it had a relaxed casual atmosphere and is right on the beach; the Seahorse is more formal dining. We hired a jeep and toured most of the island during our stay, although as you go further north the roads get progressively more difficult and seriously not recommended for a nervous driver. We really loved sight seeing in the mornings, and lazy afternoons by the pool. Christopher was a brilliant host and gave us lots of useful information. We would highly recommend this apartment. We really loved it; thank you.
Guest favorite
Apartment in Western Tobago
4.87 out of 5 average rating, 93 reviews

Paradise Place Apartments. Close to everything!

YukinaRating, 5 stars1 month ago
I stayed here for 2 nights and everything was perfect! It was right by bucco so to go to my tour it was right there, there’s few spots you can go out for drinks and to eat!! I definitely recommend having rental car to get around! And most importantly, the host was very accommodating & awesome! He lives in the second floor and will give you guide and very quick response if you have questions and any help- I definitely would come back again and recommend to my friends!!;)
Apartment in Lowlands
4.82 out of 5 average rating, 33 reviews

Totally Tobago condo

KathleenRating, 5 stars12 months ago
A party of 3, my husband daughter and myself stayed at the unit for 3 nights. My dtr came to celebrate her birthday with us & she selected this unit. I found difficulty in finding the unit, but I must admit, I have no sense of direction. The 24 hour security assisted me in locating the unit, We arrived at night because we placed our vehicle on the ferry. The unit is spacious with a breathtaking view from the patio. We had breakfast on the patio sufficient space for a large family. This unit has 3 bathrooms, the kitchen stacked with all the utensils needed for cooking. Within a few steps there is a pool which no one seemed to occupy at that time so we had full use to ourselves. This unit sits on the Plantation , we felt very safe., we had dinner at one of the restaurant on the Plantation. I would recommend this unit to anyone who wants comfort, security and a peaceful place of relaxation.
Superhost
Home in Bon Accord
4.74 out of 5 average rating, 62 reviews

177 Sea Shell Villa, Tobago W.I.

RaeannRating, 5 stars1 month ago
I booked this location for my family to spend with each other as we celebrated our wedding anniversary. I was very satisfied with the accommodations, location and amenities. Will definitely be returning!
Superhost
Apartment in Signal Hill
4.8 out of 5 average rating, 5 reviews

Apas On The Hill: Studio Loft Apartment

WendyRating, 5 stars33 months ago
It was my very first time staying at an Airbnb. Being a host myself, I have certain expectations and undoubtedly, Garvin met these expectations. Very accommodating, friendly, helpful, knowledgeable about many activites available on the island. And made arrangements for island tours as well. Make no mistake, Apas on the Hill was a vacation well spent. Clean, cozy, spacious, self-contained unit with swimming pool. Additionally, an unexpected bonus of a trampoline for a little exercise when outdoors. This room specifically fitted our needs. With adequate space, queen-sized beds, including a high bunk bed which my 3 young ones immensely and a very neat kitchen. Indeed I was able to prepare meals everyday. And the convenience of a mini mart mere footsteps away. Don't be surprised if you'll love every aspect of Apas on the Hill, my family surely did. I highly recommend you experience it also.

Quick stats about vacation rentals that are family-friendly in Canaan

  • Total rentals

    30 properties

  • Nightly prices starting at

    ﺩ.ﺇ257 before taxes and fees

  • Total number of reviews

    600 reviews

  • Rentals with a pool

    30 properties have a pool

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 properties include access to wifi

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