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218 Houses

(2) Excellent 

7

Atlantis cove: beautiful Cottage above the Ocean

Tobago / Scarborough

Scarborough cottage

1 3 2 nights min

  • 1 bedroom
  • sleeps 3
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$115

Responds fast!
avg. 2 hours 15 minutes

Price per night from

$115

(19) Very Good 

14

The Fort Cottage

Tobago / Scarborough

Scarborough house

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$69

Responds fast!
avg. 3 hours 0 minutes

Price per night from

$69

(2) Excellent 

13

Two bedroom studio apartment.

Tobago / Scarborough

Scarborough apartment

2 4 4 nights min

  • 2 bedrooms
  • sleeps 4
  • 4 nights min
  • Nearest beach 3 mi
  • Child Friendly
  • Air conditioning

Price per night from

$86

Price per night from

$86

(10) Excellent 

12

Holidayrental One Love Cottage Tobago Upstairs Apt

Tobago / Scarborough

Scarborough apartment

3 4 2 nights min

  • 3 bedrooms
  • sleeps 4
  • 2 nights min
  • Nearest beach 5 mi
  • Child Friendly
  • Pet Friendly
“Fit the purpose of feeling like a comfy home I arrived at. Village Feel I loved: Peaceful but Vibesy” Very comfortable with amazing artistic interior design. I stayed for a full two weeks with my car and the studio apartment and to be honest I still m
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Price per night from

$58

Responds fast!
avg. 3 hours 46 minutes

Price per night from

$58

(19) Excellent 

17

OCEANVIEW APARTMENT (POOL & BEACH ACCESS) with WIFI - Casa Cassini Tobago

Tobago / Scarborough

Scarborough apartment

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Nearest beach 0.1 mi
  • Swimming pool
  • Ask about children
“Totally chilled” We absolutely loved our stay at Casa Cassini. Our last few vacations we stayed at all-inclusive resorts and we were looking for a change from the locked-in environment. I was a bit apprehensive about staying in a guest house situation
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Price per night from

$155

Responds fast!
avg. 2 hours 38 minutes

Price per night from

$155

(3) Average 

24

VOTED TOP 20 CONDE NAST CARIBBEAN VILLA - 74 STEPS TO BEACH - KIDS TRAVEL FREE

Tobago / Scarborough

Scarborough villa

4 8 5 nights min

  • 4 bedrooms
  • sleeps 8
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$1,002

Price per night from

$1,002

(2) Excellent 

15

Caribbean Paradise in Tobago, West Indies

Tobago / Scarborough

Scarborough villa

4 3 nights min

  • sleeps 4
  • 3 nights min
  • Child Friendly

Price per night from

$115

Price per night from

$115

9

Holiday rental One Love Cottage Tobago Downstairs Apartment

Tobago / Scarborough

Scarborough apartment

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Nearest beach 5 mi
  • Child Friendly
  • Pet Friendly

Price per night from

$46

Responds fast!
avg. 3 hours 46 minutes

Price per night from

$46

(1) Excellent 

12

BEACHFRONT VILLA (POOL & BEACH ACCESS) with WIFI - Casa Cassini Tobago

Tobago / Scarborough

Scarborough villa

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Nearest beach 0.2 mi
  • Swimming pool
  • Ask about children

Price per night from

$329

Responds fast!
avg. 2 hours 38 minutes

Price per night from

$329

(39) Very Good 

Certificate of Excellence

33

Casa Delamar Ocean Front Villa in Beautiful Tobago

Tobago / Scarborough

Scarborough villa

4 8 3 nights min

  • 4 bedrooms
  • sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“We couldn't have chosen a better place to stay” We absolutely loved our stay here at Casa Delamar. This home made our experience at Tobago even better. The beach is just a few steps beyond the patio. It offered some of the most senic views. The rea
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Certificate of Excellence

Price per night from

$258

Price per night from

$258

43

Breath of Heaven

Tobago / Scarborough

Scarborough apartment

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Nearest beach 2 mi
  • Swimming pool
  • Child Friendly

Price per night from

$138

Responds fast!
avg. 40 minutes

Price per night from

$138

(5) Very Good 

9

Cool Breeze Villa - overlooking ocean with pool

Tobago / Scarborough

Scarborough house

3 6 1 night min

  • 3 bedrooms
  • sleeps 6
  • 1 night min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$373

Price per night from

$373

13

Ocean view Studio

Tobago / Scarborough

Scarborough studio

Studio 2 1 night min

  • Studio
  • sleeps 2
  • 1 night min
  • Nearest beach 0.65 mi
  • Air conditioning

Price per night from

$58

Price per night from

$58

6

*Placidity* ~ (Bdr~1)

Tobago / Scarborough

Scarborough room

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Child Friendly

Price per night from

$36

Responds fast!
avg. 1 hour 25 minutes

Price per night from

$36

(21) Excellent 

24

Ambassadors House, Windy Edge

Tobago / Scarborough

Scarborough house

5 10 2 nights min

  • 5 bedrooms
  • sleeps 10
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
“Wonderful stay” The house and garden are spacious and well resourced including seasonal fresh fruit especially the limes whcih seem to be year round. Lots of birds and animals to watch and of course the sunsets are always magic. we also had some reall
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Price per night from

$296

Price per night from

$296

(9) Very Good 

15

Villa Sans-Souci

Tobago / Scarborough

Scarborough villa

4 8 2 nights min

  • 4 bedrooms
  • sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 mi
  • Swimming pool

Price per night from

$339

Responds fast!
avg. 2 hours 27 minutes

Price per night from

$339

(2) Average 

23

Moonlight Mountain

Tobago / Scarborough

Scarborough villa

5 10 3 nights min

  • 5 bedrooms
  • sleeps 10
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+

Price per night from

$215

Price per night from

$215

6

*Placidity* ~ ( Brd~2)

Tobago / Scarborough

Scarborough room

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Child Friendly

Price per night from

$36

Responds fast!
avg. 1 hour 25 minutes

Price per night from

$36

Great rentals within 20 miles that match your search

Distance approx 7.32 km from Scarborough Show on Map

(4) Very Good 

5

Leapfrog, Castara, Tobago.

Tobago / Castara

Castara apartment

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Child Friendly
  • Private garden

Price per night from

$52

Responds fast!
avg. 1 hour 18 minutes

Price per night from

$52

Distance approx 5.05 km from Scarborough Show on Map

12

Macaw

Tobago / Canaan

Canaan villa

4 12 min stay varies

  • 4 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$515

Price per night from

$515

Distance approx 9.88 km from Scarborough Show on Map

(5) Very Good 

5

Villa Di Sorrisi

Tobago / Parlatuvier

Parlatuvier cottage

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Private garden

Price per night from

$230

Price per night from

$230

Distance approx 3.74 km from Scarborough Show on Map

(5) Very Good 

51

Hummingbird Villa

Tobago / Grafton

Grafton villa

4 8 1 night min

  • 4 bedrooms
  • sleeps 8
  • 1 night min
  • Nearest beach 1 mi
  • Swimming pool
  • Child Friendly

Price per night from

$379

Price per night from

$379

Distance approx 6.34 km from Scarborough Show on Map

(4) Excellent 

8

Cool Runnings Apartments- Buccoo Reef Suite Apt#2

Tobago / Crown Point

Crown Point apartment

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Nearest beach 5 mi
  • Child Friendly
  • Air conditioning

Price per night from

$87

Price per night from

$87

Distance approx 4.12 km from Scarborough Show on Map

(5) Excellent 

14

2BR Ocean Front Bungalow with pool, deck and wifi

Tobago / Riseland

Riseland cottage

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool

Price per night from

$345

Responds fast!
avg. 1 hour 48 minutes

Price per night from

$345

Distance approx 7.12 km from Scarborough Show on Map

(6) Very Good 

13

Bananaquit Cosy Studios near the beach (5)

Tobago / Crown Point

Crown Point hotel apartment

5 3 4 nights min

  • 5 bedrooms
  • sleeps 3
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 mi
  • Child Friendly

Price per night from

$66

Price per night from

$66

Distance approx 5.25 km from Scarborough Show on Map

(3) Average 

22

Tropi Isle Villas

Tobago / Canaan

Canaan villa

4 10 1 night min

  • 4 bedrooms
  • sleeps 10
  • 1 night min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$431

Price per night from

$431

Distance approx 7.26 km from Scarborough Show on Map

(1) Excellent 

15

Carpe Diem Villa-Sunset 1-studio aptmt with sea views even from the bed!

Tobago / Castara

Castara studio

Studio 3 5 nights min

  • Studio
  • sleeps 3
  • 5 nights min
  • Child Friendly
  • Car not necessary

Price per night from

$74

Price per night from

$74

Distance approx 3.49 km from Scarborough Show on Map

(1) Excellent 

18

Pellicano Tobago: your Personal Seaside Palace in the Caribbean

Tobago / Black Rock

Black Rock villa

5 11 4 nights min

  • 5 bedrooms
  • sleeps 11
  • 4 nights min
  • Nearest beach 0.01 mi
  • Swimming pool
  • Child Friendly

Price per night from

$758

Price per night from

$758

Distance approx 3.67 km from Scarborough Show on Map

18

Bayview Villa with 3 self-contained apartments overlooking Stonehaven Bay

Tobago / Black Rock

Black Rock villa

7 14 3 nights min

  • 7 bedrooms
  • sleeps 14
  • 3 nights min
  • Child Friendly

Price per night from

$563

Price per night from

$563

Distance approx 9.93 km from Scarborough Show on Map

26

Villa Escalante

Tobago / Parlatuvier

Parlatuvier villa

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$460

Price per night from

$460

Distance approx 10.06 km from Scarborough Show on Map

20

Erasmus Cove Tobago rainforest cabin | private beach, waterfall

Tobago / Parlatuvier

Parlatuvier log cabin

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Nearest beach 0 mi
  • Child Friendly

Price per night from

$173

Price per night from

$173

Distance approx 7.26 km from Scarborough Show on Map

(1) Excellent 

14

Carpe Diem Villa-The "Green room" (1 Bed) - amazing sea views even from the bed!

Tobago / Castara

Castara apartment

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Nearest beach 0.3 mi
  • Child Friendly
  • Car not necessary

Price per night from

$119

Price per night from

$119

Distance approx 3.59 km from Scarborough Show on Map

18

PRIDE OF COURLAND - Royal Tern - Unique Beachfront Apartment

Tobago / Black Rock

Black Rock apartment

2 5 5 nights min

  • 2 bedrooms
  • sleeps 5
  • 5 nights min
  • Nearest beach 5 mi
  • Swimming pool
  • Child Friendly

Price per night from

$242

Price per night from

$242

Distance approx 3.57 km from Scarborough Show on Map

18

PRIDE OF COURLAND - Blue Bird - Unique Beachfront apartment

Tobago / Black Rock

Black Rock apartment

2 5 5 nights min

  • 2 bedrooms
  • sleeps 5
  • 5 nights min
  • Nearest beach 5 mi
  • Swimming pool
  • Child Friendly

Price per night from

$242

Price per night from

$242

Distance approx 3.59 km from Scarborough Show on Map

12

Birdie's Nest Apt#3

Tobago / Black Rock

Black Rock apartment

1 3 3 nights min

  • 1 bedroom
  • sleeps 3
  • 3 nights min
  • Nearest beach 0.5 mi
  • Child Friendly

Price per night from

$126

Price per night from

$126

Distance approx 3.54 km from Scarborough Show on Map

(2) Excellent 

12

Plantation Beach Villas

Tobago / Black Rock

Black Rock villa

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

Price per night from

$616

Price per night from

$616

Distance approx 3.57 km from Scarborough Show on Map

(2) Very Good 

24

Villa LaHay Mount Irvine with stunning sea views

Tobago / Mount Irvine

Mount Irvine villa

3 8 3 nights min

  • 3 bedrooms
  • sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.8 mi
  • Swimming pool

Price per night from

$345

Price per night from

$345

Distance approx 7.26 km from Scarborough Show on Map

14

Carpe Diem Villa: "Our Place"-2bedrm apartment

Tobago / Castara

Castara apartment

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 mi
  • Ask about children

Price per night from

$267

Price per night from

$267