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Search results; Over 1,000 homes

Top guest favourite
Guest suite in Englishmans Bay
Sunset suite with rainforest and sea views
1 bedroom, 1 bed, 1 private bathroom
13–18 Sept
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5.0 out of 5 average rating, 29 reviews
Superhost
Home in Englishman’s Bay
Villa Escalante TBGO Lower Level
3 bedrooms, 3 beds, 3.5 bathrooms
14–19 Sept
4.84 out of 5 average rating, 25 reviews
Guest favourite
Home in Castara
Beautiful villa nr Castara & beach
5 bedrooms, 6 beds, 6 bathrooms
15–22 Sept
4.9 out of 5 average rating, 50 reviews
Guest favourite
Home in Englishman’s Bay
Villa Escalante Tobago's Hidden Gem
4 bedrooms, 4 beds, 5 bathrooms
14–19 Sept
4.93 out of 5 average rating, 15 reviews
Top guest favourite
Villa in Parlatuvier
Xanadu • Scenic Views + Private Waterfall
1 bedroom, 4 beds, 1.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 52 reviews
Top guest favourite
Home in Scarborough
Blanket & Brew- Private and Cozy 2 Bedroom
2 bedrooms, 2 queen beds, 1 bathroom
24–29 Sept
5.0 out of 5 average rating, 32 reviews
Superhost
Villa in Bloody Bay
Auchenbago rustic luxury, stunning panoramic views
2 bedrooms, 3 queen beds, 2 bathrooms
17–22 Sept
4.81 out of 5 average rating, 134 reviews
Guest favourite
Cabin in Parlatuvier
Tamarind House Villa Parlatuvier
3 bedrooms, 4 beds, 3 bathrooms
28 Sept – 3 Oct
4.94 out of 5 average rating, 130 reviews
Nature lodge in Parrot Hall
Silk Cotton Cottages Tobago
1 bedroom, 1 queen bed, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Apartment in Buccoo
Buccoo Luxe Escape|3BR Condo w/Pool & Modern Charm
3 bedrooms, 3 beds, 2.5 bathrooms
12–17 Sept
5.0 out of 5 average rating, 29 reviews
Superhost
Cabin in Trinidad & Tobago
Erasmus Cove: hot tub, private beach, waterfall
2 bedrooms, 3 beds, 1 bathroom
12–17 Sept
4.9 out of 5 average rating, 88 reviews
Guest favourite
Cabin in Parlatuvier
Wings • Waterfall & Treehouse Cabin
1 bedroom, 1 queen bed, 1 bathroom
18–23 Sept
5.0 out of 5 average rating, 24 reviews
Guest house in Tobago
Deja Blue Villa
2 bedrooms, 5 beds, 2.5 bathrooms
12–17 Sept
4.89 out of 5 average rating, 9 reviews
Guest favourite
Villa in Hope estates
"Malibu" in Tobago at the Ocean's Edge!
4 bedrooms, 6 beds, 4 bathrooms
7–12 Dec
4.95 out of 5 average rating, 43 reviews
Superhost
Home in Castara
The Wood House
1 bedroom, 1 bed, 1 bathroom
12–17 Sept
4.81 out of 5 average rating, 43 reviews
Superhost
Guest house in Castara
Alibaba’s Trumpet Tree Cottage
1 bedroom, 1 bed, 1 bathroom
2–7 Oct
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Black Rock
Sunset on the ocean
2 bedrooms, 3 beds, 2.5 bathrooms
28 Sept – 3 Oct
4.95 out of 5 average rating, 57 reviews
Superhost
Guest house in Scarborough
Carlton’s Haven at Robyn’s Nest
2 bedrooms, 3 beds, 2 bathrooms
18–23 Sept
4.88 out of 5 average rating, 26 reviews
Top guest favourite
Cabin in Parlatuvier
Sugar Shack: beachfront Tobago cabin
1 bedroom, 1 bed, 1 bathroom
20–25 Sept
4.94 out of 5 average rating, 81 reviews