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Search results; Over 1,000 homes

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Superhost
Villa in Tobago
Mock Turtle is an Enchanting & Affordable Escape!
3 bedrooms, 5 beds, 3 private bathrooms
18–23 Sept
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4.87 out of 5 average rating, 62 reviews
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Guest favourite
Villa in Black Rock
Oceanview paradise | private estate in Grafton
7 bedrooms, 9 beds, 7 bathrooms
30 Sept – 5 Oct
4.88 out of 5 average rating, 8 reviews
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Guest favourite
Guest house in Plymouth
Cabana 2 with Private Garden; Walk to the Beach
4 sofa beds, 1 bathroom
18–23 Sept
4.87 out of 5 average rating, 15 reviews
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Top guest favourite
Villa in Plymouth
Top O Tobago Villa & Cabanas: Main House
3 bedrooms, 5 beds, 3 bathrooms
25–30 Sept
4.96 out of 5 average rating, 23 reviews
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Superhost
Villa in Tobago
Nirvana Tobago | Ocean View Villa + Saltwater Pool
4 bedrooms, 5 beds, 5 bathrooms
28 Sept – 3 Oct
4.8 out of 5 average rating, 113 reviews
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Top guest favourite
Apartment in Buccoo
Buccoo Luxe Escape|3BR Condo w/Pool & Modern Charm
3 bedrooms, 3 beds, 2.5 bathrooms
5–10 Oct
5.0 out of 5 average rating, 29 reviews
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Guest favourite
Apartment in Buccoo
Island Getaway - Buccoo. 3 bedroom condo, sleeps 6
3 bedrooms, 3 beds, 2.5 bathrooms
28 Sept – 3 Oct
4.86 out of 5 average rating, 90 reviews
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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, 40 reviews
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Flat in Plymouth
Johnson’s Residence
1 bedroom, 1 bed, 1 bathroom
1–6 Oct
New place to stay
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Flat in Black Rock
Grafton view
3 bedrooms, 2 beds, 3 bathrooms
22–27 Sept
5.0 out of 5 average rating, 3 reviews
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Superhost
Home in Lowlands
Silver Mangrove Villas
4 bedrooms, 4 queen beds, 3 bathrooms
18–23 Sept
New place to stay
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Top guest favourite
Flat in Buccoo
Island breeze penthouse
2 bedrooms, 2 queen beds, 2 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 48 reviews
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Superhost
Guest house in Scarborough
Carlton’s Haven at Robyn’s Nest
2 bedrooms, 3 beds, 2 bathrooms
18–23 Sept
4.89 out of 5 average rating, 27 reviews
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Guest favourite
Flat in Black Rock
2 BR steps to the beach, & pool.
2 bedrooms, 2 queen beds, 1 bathroom
18–23 Sept
4.89 out of 5 average rating, 73 reviews
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Top guest favourite
Villa in Crown Point
Villa Blue Moon
4 bedrooms, 7 beds, 5 bathrooms
20–25 Sept
4.98 out of 5 average rating, 87 reviews
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Top guest favourite
Flat in Black Rock
Sunset on the ocean
2 bedrooms, 3 beds, 2.5 bathrooms
26 Sept – 1 Oct
4.95 out of 5 average rating, 58 reviews
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Guest favourite
Flat in Lowlands
Shan Boho Suites
2 bedrooms, 4 beds, 1 bathroom
18–23 Sept
4.94 out of 5 average rating, 16 reviews
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Guest favourite
Villa in Mt. Irvine
TheCasaVilla 7Bdrm, 27ppl, Sunsets, Pool, Theatre
7 bedrooms, 23 beds, 5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 8 reviews
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Villa in Lowlands
Suite Escape - Luxury Villa with Private Pool
2 bedrooms, 3 beds, 3 bathrooms
5–10 Oct
4.75 out of 5 average rating, 4 reviews