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

$126

Two bedroom studio apartment.

Scarborough apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$86

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

$155

Holidayrental village life and garden view

Scarborough apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$40

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

$1,002

VILLA Tobago - POOL & BEACH ACCESS

Scarborough villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$328

Cool Breeze Villa - overlooking ocean with pool

Scarborough house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$373

Tony's offgrid cabin

Scarborough bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$24

Cozy 1-Bed Apt in Whim Estate-near Scarborough

Scarborough apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$93

Inviting 3-Bed Apt in Whim Estate- nearScarborough

Scarborough apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$172

Lovely Studio Apt in Whim Estate-near Scarborough

Scarborough apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$53

'The Little Mandarin' in Orange Hill

Scarborough studio

  • Studio
  • 1 bathroom
  • sleeps 2

Price per night from

$286

Lagoona Villa

Scarborough villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 2

Price per night from

$320

Luxury 5-Bed Villa in Tobago The Big Yellow House

Scarborough villa

  • 4 bedrooms
  • 1 bathroom
  • sleeps 10

Price per night from

$450

The Mandarin in Orange Hill

Scarborough house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$172

The ARC

Scarborough house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

Price per night from

$172

Great rentals within 20 miles that match your search

Silk Cotton Holiday Home and Wellness Centre

Bon Accord private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$57

Surfers Paradise Villa. Beach Front, Mt. Irvine, Tobago

Mount Irvine house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 28

Price per night from

$1,028

Arbor Cottages

Castara cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$143

Bayview Cottage

Castara cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$103

Spectacular caribbean view home, rainforest birdwatcher's paradise

Charlotteville house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

Price per night from

$172

Castara Inn, Tobago, Caribbean, relax in paradise.

Castara apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$143

Price per night from

$202

Pride of Courland: "Royal Tern" Beachfront 2 Bedroom Apartment with Pool

Black Rock apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Price per night from

$257

Pride of Courland: "Blue Bird" Beachfront 2 Bedroom Apartment with Pool

Black Rock apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Price per night from

$257

Welcome to Villa Emunah - Where every detail counts.

Lowlands villa

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 15

Price per night from

$765

Villa Ford Tobago

Carnbee villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

Price per night from

$57

Humming Bird Villa

Mount Irvine villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$331

Lil Casa Blanca

Plymouth villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

Price per night from

$411

Beautiful Modern 1BR Condo With Full Amenities

Black Rock apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$92

Beautiful Modern 2BR Condo With Full Amenities

Black Rock apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$206

Pool Loft in Crown Point

Bon Accord guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 19 minutes

Price per night from

$113

Beautiful 1and 2 Bed Apartment in Scarborough

Buccoo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Price per night from

$57

Studio near Pigeon Point

Crown Point studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 2 hours 19 minutes

Price per night from

$91

Nature surrounded apartment w/pool, 5 minutes away from the beach!

Plymouth apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Price per night from

$72

Height of Being - Private Ocean View Villa

Arnos Vale villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

Price per night from

$911

Viewing 38 of 178
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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