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Scarborough Rentals

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168 Houses

Atlantis cove: beautiful Cottage above the Ocean

Scarborough cottage

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 45 minutes

Price per night from

$109

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

$115

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

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

$154

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

$999

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

Scarborough villa

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$327

Breath of Heaven

Scarborough apartment

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$137

Cool Breeze Villa - overlooking ocean with pool

Scarborough house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$371

Ocean view Studio

Scarborough studio

Studio / 1 bathroom / sleeps 2

Price per night from

$61

Ambassadors House, Windy Edge

Scarborough house

5 bedrooms / 4 bathrooms / sleeps 10

“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 really good and unusual rainbows this visit. This is about my 10th visit to the house and I have stayed in other villas on Tobago but prefer to stay at The ambassadors House and am really disappointed if it is booked to someone else when I want to go there. I took soem friends who haven't been to the Caribbean at all and they also loved it. Once you have found the house and I have to say that the mytobago website map is the best for this I find its easy to travel all over the island. I usually pop into the supermarket on my way to the house when I arrive on the island and then get Lesleyann to cook a special meal once we have settled in.

Responds fast! avg. 1 hour 45 minutes

Price per night from

$155

Villa Sans-Souci

Scarborough villa

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 1 hour 28 minutes

Price per night from

$337

Moonlight Mountain

Scarborough villa

5 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$225

Scarbrough villa, 30' pool, 3 en-suite bedrooms

Scarborough villa

3 bedrooms / 4 bathrooms / sleeps 6

Price per night from

$217

Tony's offgrid cabin

Scarborough bungalow

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$24

Great rentals within 20 miles that match your search

Villa Kiskadee Tobago

Bon Accord villa

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$229

Plantation View

Prospect, Tobago villa

4 bedrooms / 5 bathrooms / sleeps 12

Responds fast! avg. 1 hour 16 minutes

Price per night from

$341

Secluded villa in Englishmans Bay

Castara villa

4 bedrooms / 6 bathrooms / sleeps 8

Price per night from

$188

Clair Matin

Black Rock apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

Inquire for Rates

Carpe Diem Villa: Green room- 1Bed aptmt-Amazing sea views even from the bed!

Castara apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$171

Tobago three bedroom Villa with panoramic seaview, close to airport and town.

Prospect villa

3 bedrooms / 3 bathrooms / sleeps 8

“would stay here again!” We very much enjoyed our stay at this villa. The owner was easy to deal with, very pleasant and efficient with communication. The villa itself is in a great location, with good amenities close by. The local bar is a great place to while away a few hours and watch the world go by. The villa itself was actually far nicer and more modern than the photos indicated, and we appreciated the bbq and plunge pool. Accommodations were more than comfortable for a party of 4 adults and one small child. We would have no hesitation in booking this villa again if we were returning to Tobago with friends.

Price per night from

$240

Luxurious Colonial Style Golf Resort Villa

Lowlands villa

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 1 hour 28 minutes

Price per night from

$337

CJCottage and Tours

Bon Accord cottage

3 bedrooms / 2 bathrooms / sleeps 6

“Comfortable” Overall, we enjoyed our short 2 night stay. There were 5 of us in total (including a 14 and 10 year old). Tony provided a very warm greeting and showed us around the rental. It is very clean and spacious, offering 3 bedrooms, 2 bathrooms, a kitchen, dining room and sitting area. All rooms had AC, which made sleeping pleasant. There are TVs in both bedrooms and the sitting area (which the kids appreciated). We were grateful for the basic foods in the fridge. A few notes to be aware of... -There is truly no Internet wifi available. A few people were able to get a 1 bar of signal, but you are basically standing on 1 foot in front of the door. This made web check in very frustrating. -There were only 2 towels. -Finding the house was a challenge. But this is a bit typical for Tobago as there are a lack of street signs. -It is a long walk to Crown point...we had a car, so this wasn't a problem, but don't think you can stumble home. Other than that, we were very happy with our stay and I would recommend it

Price per night from

$194

Flipkey'sTopVillaRental 4BED villa Nr..QUIET BEACH

Bacolet Bay villa

4 bedrooms / 4 bathrooms / sleeps 7

“Wonderful and Relaxing” We spent a week at Dolphin Villa and can't say enough good things about both the house and the owners, Kelvin and Marilyn. From the moment we reserved, and then arrived and were met at the airport, until we checked out, Kelvin was Mr. Service, and always ready to respond to any request. We throughly enjoyed relaxing by the huge pool, or enjoying all the beautiful birds from the hamock. We used the kitchen for preparing the majority of our meals, so we could eat on the patio by the pool.Don't pass up this jewell, or the chance to meet and get to know the owners.

Price per night from

$286

Large villa with 50ft pool in Samaan Grove Tobago

Canaan house

3 bedrooms / 4 bathrooms / sleeps 6

“beautiful, well maintained villa with all the comforts” We thoroughly enjoyed our stay here, it had all the amenities promised and even more. We did not feel cramped like some other vacation homes. The Bedrooms were spacious although we spend most of our time by the pool on the beautiful deck overlooking the lake. Patsy, the housekeeper made sure we had everything we needed. We definitely will be back.

Price per night from

$571

It have two one bedrooms & a two bedroom apartment

Castara apartment

1 bedroom / 4 bathrooms / sleeps 8

Price per night from

$86

Fish Tobago Guesthouse - Nylon Pool apartment

Buccoo apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$172

Moonlight Shala- high in the hiils with sea views

Tobago apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$132

Fish Tobago Guesthouse - Lagoon Apartment

Buccoo apartment

2 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$457

Tropical Treasures Apt5 - Tobago

Crown Point apartment

3 bedrooms / 4 bathrooms / sleeps 6

“Wonderful Stay” I've been in the Tropical Treasures apt5 on December. I had one of the best vacations because I felt comfortable as if I was in my own bed room. Lets begin in the rooms, they are clean,beautiful,fresh, welcoming and spacious. I slept in the Master Bedroom I had the whole king size bed for myself the Patio had a nice view of the Caribbean Sea and the beaches in Tobago, Store bay and Pigeon Point. We did not had a pool in the compound so we just simply cross the street 1min walk to Tropikist Beach Hotel where they pool is amazing and nature like with a waterfall and a swim up bar. In Tropical treasures the colours all matched the ware items the room and curtains was all magnificent. My stay was very comfortable and it was fully air-conditioned and there was cable television only think I missed is I wish it was a big flat screen but say what I'm on vacation. Thanks to Debra our room maid make every effort to have a nice clean environment. There was a wooden deck at the back yard not to big to relax and enjoy the whistling sounds of the birds that visited. If you are lucky you will be able to see one of the Caribbeans well known bird the Humming Bird. At the back of the building that area is for a nice bar-b-que and for relaxation. There is a nice view from the Mater bedroom balcony to see a romantic Sunset. Tropical treasure location is easy access when I mean easy access to anything food,casino,beach,groceries,especially airport. I would recommend Tropical Treasures to anyone. You have the choice of making your own dish or purchasing meals either Tropikist of you can take a walk out the street. Thank you for reading. I am sure you will have a awesome vacation after visiting Tropical Treasure apt 5. A little tip apt 5 is recently renovated and the only apartment with a wooden deck with benches behind!

Responds fast! avg. 1 hour 36 minutes

Price per night from

$286

Leapfrog, Castara, Tobago.

Castara apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 58 minutes

Price per night from

$55

Toad Heights, Castara, Tobago.

Castara apartment

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 58 minutes

Price per night from

$124

Tadpoles, Castara, Tobago.

Castara apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 58 minutes

Price per night from

$47

Toad Hall, Castara, Tobago.

Castara apartment

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 58 minutes

Price per night from

$101

Rainforest Room

Buccoo apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$57

Fish Tobago Guesthouse - Sand Bank apartment

Buccoo apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$103

GreenHaven Cottage (One Bedroom Apt)

Les Coteaux apartment

1 bedroom / 1 bathroom / sleeps 2

“Very peaceful and relaxing” GreenHaven Cottage is really a home away from home, Mrs Jane and her husband thought about every thing I would need during my stay with my family,in terms of amenities, accommodation,pleasant conversation and tour advise. Here will always be my first option anytime I plan to vacation in Tobago.

Price per night from

$75

Viewing 38 of 168
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 (POOL & BEACH ACCESS) with WIFI - Casa Cassini Tobago
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
Ambassadors House, Windy Edge
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 really good and unusual rainbows this visit. This is about my 10th visit to the house and I have stayed in other villas on Tobago but prefer to stay at The ambassadors House and am really disappointed if it is booked to someone else when I want to go there. I took soem friends who haven't been to the Caribbean at all and they also loved it. Once you have found the house and I have to say that the mytobago website map is the best for this I find its easy to travel all over the island. I usually pop into the supermarket on my way to the house when I arrive on the island and then get Lesleyann to cook a special meal once we have settled in.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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