Vacation rentals with a pool in Canaan
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Canaan
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Canaan rentals with a pool
House rentals with a pool
Home in Englishman’s Bay
5 out of 5 average rating, 7 reviewsVilla Escalante Tobago's Hidden Gem
Home in Crown Point
5 out of 5 average rating, 4 reviewsVilla Narain, Tobago
Home in Plymouth
4.8 out of 5 average rating, 5 reviewsPlymouth View Villa: 2br & Pool
Home in Crown Point
4.97 out of 5 average rating, 30 reviewsSuncoast Villa
Home in Bacolet
4.75 out of 5 average rating, 24 reviewsBago Beach Vacays: Oceanfront - scale to 38 guests
Home in Canaan, Tobago
5 out of 5 average rating, 8 reviewsAmber Villa- Samaan Grove
Home in Castara
4.78 out of 5 average rating, 23 reviewsThe Wood House
Home in Bon Accord
4.71 out of 5 average rating, 56 reviews177 Sea Shell Villa, Tobago W.I.
Condo rentals with a pool
Condo in Buccoo
4.91 out of 5 average rating, 45 reviewsIsland Getaway - Buccoo. 3 bedroom condo, sleeps 6
Condo in Lowlands
4.87 out of 5 average rating, 15 reviewsLovely loft condo with pool access
Condo in Buccoo
5 out of 5 average rating, 3 reviewsChrisel’s Luxury Apartments
Condo in Lowlands
4.44 out of 5 average rating, 9 reviewsCaribBliss Suite - Tobago Plantations (Penthouse)
Condo in Lowlands
4.7 out of 5 average rating, 116 reviewsTobago Plantations penthouse: pool beach and golf
Condo in Crown Point
5 out of 5 average rating, 39 reviewsTOPAZ: Classy, cozy condo near beaches & airport
Condo in Crown Point
4.8 out of 5 average rating, 5 reviewsRomantic One Bedroom Apartment right on the beach
Condo in Lowlands
4.71 out of 5 average rating, 62 reviewsGolf View Villa 41A (Lower Level)
Quick stats about vacation rentals with a pool in Canaan
Total rentals
30 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
480 reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
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