Scarborough Rentals

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Atlantis cove: beautiful Cottage above the Ocean

Scarborough cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Price per night from

$127

Two bedroom studio apartment.

Scarborough apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$87

Caribbean Paradise in Tobago, West Indies

Scarborough villa

  • 2 bathrooms
  • sleeps 4

Price per night from

$144

OCEANVIEW APARTMENT Tobago - POOL & BEACH ACCESS

Scarborough apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Fabulous. fabulous. Fabulous.” We are a 63-year-old active couple: the well-designed and appointed, comfortable, spacious apartment (up easily negotiated stairs) offers spectacular views of flora, fauna, the pool, the ocean and the sky; each of our seven days day began with morning coffee on the apartment's breezy terrace listening to the ocean and the birds before a five minute walk to the seemingly private beach for a swim in the atlantic or a stroll and then back for breakfast. Gracious, caring, welcoming owners musician Steve and sculptor wife Jan provided information and camaraderie whenever desired. Conveniently located, Casa Cassini is clearly a casa away from casa.

Price per night from

$156

Holidayrental village life and garden view

Scarborough apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$41

Cozy cottage with hill view for bird lovers

Scarborough apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

“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 miss it! Tiina and Lion were amazing, they would accommodate any queries and I am sure would even take you out if you were interested. Whatever fruit season it is I'm sure you will get to experience it whether its a breakfast smoothie or fresh fruit picked that morning. No complaints and the kitchen is very well equipped with everything you need to cook which is always surprising but a complete plus! Even though it was a village in the country feel, Tiina and Lion are every much well known in the community and knowing that I felt very safe and didn't have any problems or hassle. I recommend it fully.

Price per night from

$52

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

Scarborough villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

Price per night from

$1,006

VILLA Tobago - POOL & BEACH ACCESS

Scarborough villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$329

Cool Breeze Villa - overlooking ocean with pool

Scarborough house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$374

Tony's offgrid cabin

Scarborough bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$25

Cozy 1-Bed Apt in Whim Estate-near Scarborough

Scarborough apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$94

Inviting 3-Bed Apt in Whim Estate- nearScarborough

Scarborough apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$188

Lovely Studio Apt in Whim Estate-near Scarborough

Scarborough apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$58

'The Little Mandarin' in Orange Hill

Scarborough studio

  • Studio
  • 1 bathroom
  • sleeps 2

Price per night from

$288

Lagoona Villa

Scarborough villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 2

Price per night from

$322

Luxury 5-Bed Villa in Tobago The Big Yellow House

Scarborough villa

  • 4 bedrooms
  • 1 bathroom
  • sleeps 10

Price per night from

$448

The Mandarin in Orange Hill

Scarborough house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$173

The ARC

Scarborough house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

Price per night from

$173

Great rentals within 20 miles that match your search

Anaparima Villa Tobago

Black Rock villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$207

Bananaquit Cosy Studios near the beach (5)

Crown Point hotel apartment

  • 5 bedrooms
  • 1 bathroom
  • sleeps 3

Price per night from

$66

The Brash Villa of Tobago

Mount Irvine villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

Price per night from

$690

Bananaquit- Loft with Kitchenette near hub of activity

Crown Point house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$83

Jemas Guesthouse

Black Rock house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$178

Jemas Guesthouse

Black Rock house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$209

Apartment 1

Buccoo private room

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

Price per night from

$138

Apartment 6

Buccoo studio

  • Studio
  • 1 bathroom
  • sleeps 3

Price per night from

$75

Apartment 4

Buccoo private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$46

Apartment 7-Quad

Buccoo private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Price per night from

$115

Apartment 5

Buccoo private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Price per night from

$64

Ocean Air Condo

Lowlands villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

Price per night from

$368

Carolina Point Resort -Studio Apartment 1 - close to Pigeon Point Beach Tobago

Crown Point guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 3 hours 8 minutes

Price per night from

$92

Bay Cottage

Parlatuvier cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$230

House Lovell

Goodwood, Tobago house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$135

Kilgwyn Bay Getaway

Bon Accord townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

Price per night from

$184

Villa Sweet Breeze

Prospect, Tobago villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$285

Tropical Apartments

Buccoo guest house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 3 hours 25 minutes

Price per night from

$92

Candles in the wind

Bon Accord guest house

  • 8 bedrooms
  • 12 bathrooms
  • sleeps 29

Price per night from

$75

CHACONIA, Beach front, luxury 3 bedroom apartment, SPECIAL OFFERS AVAILABLE

Black Rock apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$421

Viewing 38 of 179
rentals in Scarborough

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Top Destination reviews

Cool Breeze Villa - overlooking ocean with pool
Relaxing

A really "cool" experience. Homey convenient with everything you need at hand. The fruit trees were bearing and we had oranges and grapefruit all of which were sweet. The rooms were comfortable the house spacious airy and the set up allows for you to relax at all times. The views lovely and you feel secure at all times. A definite revisit! … see more
Atlantis cove: beautiful Cottage above the Ocean
Paradise and birds

It's a very beautiful & peaceful place with very friendly owners and excellent food in case you don't want to go and eat abroad, although there is a small nice restaurant near by. Goodwood is a good place to stay if you want to be real in the countryside or near beautiful beaches and waterfalls. I've been there a few times already and will definitively go back again. … see more
OCEANVIEW APARTMENT Tobago - POOL & BEACH ACCESS
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 with the landlord on site, but after reading the positive reviews, I decided to take a chance. Best decision we made, as the reviews were spot-on. Steve did indeed meet us at the airport and was totally helpful in many ways without being intrusive. We flew all night and arrived in the morning and were thrilled when we saw our accommodations: tastefully furnished open suite, facing the ocean breeze. Steve left a starter package in the fridge of cheese, bread, etc.Steve and Jan were both knowledgeable on things to do, places to go. They got us the best deals on catamaran rides, car rentals, etc. When you're only there for a week, this maximizes your enjoyment of your vacation. We started and ended each day on our balcony, enjoying the view and breeze. Casa Cassini also has a pool which is perfect for aqua Fit exercises. A private beach is a 5 minute pretty walk through the woods away and we loved strolling there and playing in the waves. Other days we would drive around the island and check out other beaches that Steve and Jan recommended. Jan and Steve were wonderful hosts. There when you needed them. We had a fantastic vacation and we'll be back. Casa Cassini: Totally Chilled. … see more
VOTED TOP 20 CONDE NAST CARIBBEAN VILLA - 74 STEPS TO BEACH - KIDS TRAVEL FREE
Surreal

No picture of this villa can do it justice. Once you are at Ohana you are surrounded by beauty.The nature lovers and art enthusiasts in our group (group of 6) were particularly blown away by the architecture of the villa and the villa's grounds. With such harmony between the rustic and modern surrounding you it's impossible not to have an amazing time. There's also something about this villa that evokes relaxation and peace. The views and amenities are phenomenal. The layout of the house is such that although there's only one floor, there are various interesting spaces/nooks where your guests can relax. The housekeeping staff, in particular Rena, were very accommodating, warm and helpful. Booking was hassle free and easy as the owner Aries was a pleasure to deal with and readily answered all my questions. I did everything by email; no need to call. Stay here and you are guaranteed to have a thoroughly enjoyable time. Exceeded my expectations on all levels. Was truly sad to have to leave. Summary of experience in one word: Surreal. Plan to stay again if Ohana will have me! … see more
Cozy cottage with hill view for bird lovers
An unforgettable experience

For the price, I did not expect luxury but comfort was there. Tiina has followed us from the start of the trip until we arrived. We kept in touch and when we missed (bad wheather) our flight, she was the first to be contacted. In addition, she provided a driver for us to do our trips across the island. Keino has been of great help as a guide and allowed us to enjoy the green nature of Tobago, its beaches and other touristic attractions. The owners, Tiina and Lion, allowed us to spend unforgettable holidays. … see more

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