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Search results; Over 1,000 homes

Superhost
Flat in Pleasant Prospect
2 bedrooms - Relaxing Tobago Ocean View Holiday
2 bedrooms, 2 beds, 1 private bathroom
3–8 Oct
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4.8 out of 5 average rating, 20 reviews
Guest favourite
Villa in Black Rock
Oceanview paradise | private estate in Grafton
7 bedrooms, 9 beds, 7 bathrooms
1–6 Sept
4.88 out of 5 average rating, 8 reviews
Guest favourite
Home in Mt. Irvine
Hibiscus House
4 bedrooms, 5 beds, 4 bathrooms
24–29 Aug
5.0 out of 5 average rating, 5 reviews
Superhost
Villa in Scarborough
Bahari Blu Tobago Saltwater pool? Beach or both?
4 bedrooms, 6 beds, 3 bathrooms
1–6 Sept
4.86 out of 5 average rating, 21 reviews
Guest favourite
Villa in Black Rock
Casa La Vista - 6 Bed, Fully Equipped Luxury Villa
4 bedrooms, 6 beds, 3.5 bathrooms
15–20 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Flat in Scarborough
1 bedroom - Relaxing Tobago Ocean View Holiday
1 bedroom, 2 beds, 1 bathroom
24–29 Aug
4.74 out of 5 average rating, 27 reviews
Home in Tobago
Sugarbird Villa Sanctuary Pleasant Prospect
3 bedrooms, 5 beds, 3.5 bathrooms
20–25 Aug
Superhost
Flat in Western Tobago
Gleneagles Nest 1
2 bedrooms, 3 beds, 1 bathroom
19–24 Aug
4.86 out of 5 average rating, 49 reviews
Holiday home in Black Rock
Cornerstone Beachfront Villa with Private Pool
5 bedrooms, 8 beds, 5.5 bathrooms
23–28 Aug
4.72 out of 5 average rating, 60 reviews
Top guest favourite
Room in Tobago
Palometa—your Mt. Irvine escape, 3 min to beach
2 beds, 1 bathroom
27 Aug – 1 Sept
5.0 out of 5 average rating, 98 reviews
Home in Scarborough
Jacaranda house top floor
1 bedroom, 1 bed, 1 bathroom
19–24 Aug
Guest favourite
Flat in Black Rock
Queen Angel Suite
3 bedrooms, 4 beds, 3 bathrooms
27 Aug – 1 Sept
5.0 out of 5 average rating, 5 reviews
Superhost
Flat in Black Rock
Captain's Quarters 3-bedroom Suite w/fab sea-view!
3 bedrooms, 3 beds, 3 bathrooms
30 Aug – 4 Sept
4.88 out of 5 average rating, 24 reviews
Guest favourite
Villa in Mount Irvine Bay
Saltwater Pool, Lush Garden, 5-10 min walk Beaches
4 bedrooms, 5 beds, 3.5 bathrooms
24–29 Sept
4.93 out of 5 average rating, 29 reviews
Superhost
Villa in Trinidad & Tobago
"Anglesea" - Luxury w/Heated Jacuzzi & Steam Room
4 bedrooms, 5 beds, 4.5 bathrooms
29 Sept – 4 Oct
4.84 out of 5 average rating, 45 reviews
Guest favourite
Flat in Black Rock
Tobago Love
2 bedrooms, 2 beds, 2 bathrooms
12–17 Sept
4.9 out of 5 average rating, 10 reviews
Villa in Scarborough
Jacaranda House
4 bedrooms, 11 beds, 3.5 bathrooms
23–28 Aug
4.38 out of 5 average rating, 16 reviews
Superhost
Home in Black Rock
Classic Beachfront Living, Villa 6 of 6
3 bedrooms, 4 beds, 3.5 bathrooms
28 Aug – 2 Sept
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
6–11 Sept
4.95 out of 5 average rating, 56 reviews