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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
,
4.81 out of 5 average rating, 21 reviews
Guest favourite
Villa in Mount Irvine Bay
Saltwater Pool, Lush Garden, 5-10 min walk Beaches
Individual host
4–9 Oct
4.93 out of 5 average rating, 30 reviews
Superhost
Flat in Western Tobago
Gleneagles Nest 1
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.86 out of 5 average rating, 49 reviews
Guest favourite
Villa in Black Rock
Oceanview paradise | private estate in Grafton
7 bedrooms, 9 beds, 7 bathrooms
13–18 Sept
4.88 out of 5 average rating, 8 reviews
Superhost
Villa in Scarborough
Bahari Blu Tobago Saltwater pool? Beach or both?
4 bedrooms, 6 beds, 3 bathrooms
15–20 Sept
4.87 out of 5 average rating, 23 reviews
Holiday home in Black Rock
Cornerstone Beachfront Villa with Private Pool
5 bedrooms, 8 beds, 5.5 bathrooms
15–20 Sept
4.72 out of 5 average rating, 61 reviews
Top guest favourite
Room in Tobago
Palometa—your Mt. Irvine escape, 3 min to beach
2 beds, 1 bathroom
21–26 Sept
5.0 out of 5 average rating, 99 reviews
Home in Mt. Irvine
Hibiscus House
4 bedrooms, 5 beds, 4 bathrooms
13–18 Sept
5.0 out of 5 average rating, 7 reviews
Hotel in Pleasant Prospect
XOLA 1 - Luxurious Beachside Room w/ AC & Pool
1 bedroom, 1 king bed, 1 bathroom
13–18 Sept
New place to stay
Guest favourite
Villa in Black Rock
Casa La Vista - 6 Bed, Fully Equipped Luxury Villa
4 bedrooms, 6 beds, 3.5 bathrooms
2–7 Oct
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
13–18 Sept
4.88 out of 5 average rating, 25 reviews
Guest favourite
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
Home in Scarborough
Jacaranda house top floor
1 bedroom, 1 bed, 1 bathroom
21–26 Sept
Top guest favourite
Flat in Buccoo
Buccoolito 2B - Modern Condo w/Pool | Near beach
2 bedrooms, 3 beds, 2 bathrooms
15–20 Oct
5.0 out of 5 average rating, 39 reviews
Guest favourite
Flat in Black Rock
Tobago Love
2 bedrooms, 2 beds, 2 bathrooms
13–18 Sept
4.92 out of 5 average rating, 12 reviews
Villa in Scarborough
Jacaranda House
4 bedrooms, 11 beds, 3.5 bathrooms
13–18 Sept
4.38 out of 5 average rating, 16 reviews
Superhost
Flat in Scarborough
DJS Ocean Ripple apartment 1
1 bedroom, 1 bed, 1 bathroom
13–18 Sept
4.83 out of 5 average rating, 29 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
Top guest favourite
Apartment in Buccoo
Buccoo Luxe Escape|3BR Condo w/Pool & Modern Charm
3 bedrooms, 3 beds, 2.5 bathrooms
14–19 Oct
5.0 out of 5 average rating, 29 reviews