The 10 best holiday rentals in Diamond, Trinidad and Tobago | Booking.com
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Holiday Rentals in Diamond

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The best holiday rentals in Diamond

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Faith's Villa Tobago

Diamond

Situated in Diamond in the Tobago region, Faith's Villa Tobago provides accommodation with access to a hot tub. With sea views, this accommodation offers a patio and a swimming pool.

R
Ruud
From
Netherlands
Chevonne is a wonderful host. Great communication, very warm and hospital. We rented two apartments for 5 people. Airco worked fantastic, bathroom was clean, beds were comfortable. Everything looked quite new and well taken care off. It was nice to have the terrace available in the back of the house with sea view. The neighbourhood is quiet, yet close to the main 'highway' so you can venture out easily. You'll need a car though. There was room to park it on the premise, behind a gate. Great value for money!
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 96 reviews
Price from
US$148.50
1 night, 2 adults
Check availability

CASTLE VIEW VILLA

Diamond

Providing pool views, CASTLE VIEW VILLA in Diamond features accommodation, pool with a view, an open-air bath, massage services, a garden and a tennis court.

M
Melissa
From
Trinidad and Tobago
The place far exceeded my expectations. My family and I enjoyed our stay immensely and will be booking this location again. The caretaker was really helpful and even recommended a great place to eat. Thank you castle view, you made my daughter's birthday exceptional!
Scored out of 10, guest rating 7.2
Good - What previous guests thought, 48 reviews
Price from
US$140
1 night, 2 adults
Check availability

Paradise Place Apartments

Mount Irvine (Near Diamond)

Set in Mount Irvine in the Tobago region, Paradise Place Apartments features a patio. This property offers access to a terrace, free private parking and free WiFi.

B
Barry
From
Trinidad and Tobago
My Stay At Paradise Place Apartment In Tobago Was Absolutely Wonderful. The Apartment Was Spotless, Well-prepared, And Had Everything My Girlfriend And I Needed For A Comfortable Stay. The Owner Was Incredibly Kind And Helpful, Going Above And Beyond To Ensure Us Having A Great Experience . The Peaceful Surroundings And The Private Pool Added An Extra Layer Of Relaxation To The Trip. Overall, I Would Highly Recommend This Place To Anyone Looking For A Safe And Enjoyable Getaway In Tobago.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 109 reviews
Price from
US$100
1 night, 2 adults
Check availability

Sugarbird Villa

Black Rock (Near Diamond)

Featuring air-conditioned accommodation with a balcony, Sugarbird Villa is located in Black Rock. This villa features a private pool, a garden, barbecue facilities, free WiFi and free private parking....

H
Helen
From
United Kingdom
The property was decorated to a high standard with excellent amenities. Lovely pool, which the children was always in.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 7 reviews
Price from
US$399.50
1 night, 2 adults
Check availability

onelovecottagetobago holiday home

Scarborough (Near Diamond)

Situated in Scarborough in the Tobago region, onelovecottagetobago holiday home has a balcony and mountain views. This property offers access to a terrace, free private parking and free WiFi.

m
mansingh
From
Netherlands
Tina and her husband were very helpful and friendly. They have a very beautiful clean and comfortable house which we enjoyed very much during our stay.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 12 reviews
Price from
US$80
1 night, 2 adults
Check availability

Carolina Point Resort

Crown Point (Near Diamond)

Boasting sea views, Carolina Point Resort offers accommodation with patio, around 700 metres from Store Bay Beach.

S
Suzanne
From
United Kingdom
Great place to stay as you are right bang in the middle of everywhere you need to go e.g The Strip, Storebay, Swallow Beach and Pigeon Point Locals are friendly and will help you get from A to B Clean place and and very accommodating.
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 203 reviews
Price from
US$103.50
1 night, 2 adults
Check availability

Candles in the Wind

Bon Accord Village (Near Diamond)

Situated just less than 1 km from Store Bay Beach, Candles in the Wind features accommodation in Bon Accord Village with access to a garden, barbecue facilities, as well as a shared kitchen.

Q
Qamil
From
Switzerland
Its close to everything, beaches, supermarket, bus station and airport too. The dorms are very big. Lockers also included. The host is very nice and likes to talk with his guests, its a good place to stay and would stay again if I go to Tobago :)
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 130 reviews
Price from
US$70
1 night, 2 adults
Check availability

Birdie's Nest

Black Rock (Near Diamond)

Located in Black Rock, a few steps from Plymouth Beach and 2.7 km from Mount Irvine Bay Beach, Birdie's Nest offers a private beach area and air conditioning.

C
Candace
From
Trinidad and Tobago
I really enjoyed the scenery and view of the ocean. The access to the beach was definitely a plus, along with the warm, relaxing pool. The host was super helpful and gave us a mini tour on our way to Birdie's Nest. He checked in on us and assisted us with anything we needed. He also assisted us with booking an informative reef tour with Captain Ash who was delightful. We also rented a car from Birdie's Nest as well which ran perfectly and did the job. I would definitely recommend here for anyone visiting Tobago for the first time.
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 9 reviews
Price from
US$130
1 night, 2 adults
Check availability

Kiskadee Korner Vacations

Buccoo (Near Diamond)

Set in Buccoo and only 700 metres from Buccoo Beach, Kiskadee Korner Vacations offers accommodation with pool views, free WiFi and free private parking.

D
Derick
From
Trinidad and Tobago
It was a good location in Bocoo,10 mins from the Airport. The host was very helpful and the environment was quiet.
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 32 reviews
Price from
US$117.36
1 night, 2 adults
Check availability

Western Tobago Cozy 3 Bedroom Retreat

Maryʼs Hill (Near Diamond)

Western Tobago Cozy 3 Bedroom Retreat is set in Maryʼs Hill. Free WiFi is included throughout the property.

C
Charmian
From
United Kingdom
The hospitality extended by Mr Winston was spot on, friendly and accommodating host The apartment was very spacious and we had adequate parking behind the security of a gate
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 25 reviews
Price from
US$93.60
1 night, 2 adults
Check availability
All holiday rentals in Diamond

Most booked holiday rentals in Diamond and surroundings in the past month

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Highly rated holiday rentals in Diamond and nearby

  • Our Sanctuary

    Scarborough
    8.0+ review score
    Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 217 reviews

    Our Sanctuary provides rooms in Scarborough. There is a private entrance at the guest house for the convenience of those who stay.

    From US$49.50 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 108 reviews

    Situated 2 km from Mount Irvine Bay Beach, Tobago Hibiscus Golf Villas & Appartments offers 4-star accommodation in Mount Irvine and has a garden.

    From US$110 per night

  • Highend resort

    Buccoo
    8.0+ review score
    Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 61 reviews

    Boasting air-conditioned accommodation with a balcony, Highend resort is set in Buccoo. This property offers access to a terrace, free private parking and free WiFi.

    From US$210 per night
  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 32 reviews

    Set in Buccoo and only 700 metres from Buccoo Beach, Kiskadee Korner Vacations offers accommodation with pool views, free WiFi and free private parking.

    From US$122.29 per night
  • Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 25 reviews

    Western Tobago Cozy 3 Bedroom Retreat is set in Maryʼs Hill. Free WiFi is included throughout the property.

    From US$102.96 per night
  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 75 reviews

    Located in Buccoo, Miller's Guest House offers beachfront accommodation 300 metres from Buccoo Beach and offers various facilities, such as a garden, a terrace and a bar.

    From US$113.30 per night

  • Apartment 107

    Scarborough
    8.0+ review score
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 10 reviews

    Situated in Scarborough in the Tobago region, Apartment 107 offers accommodation with free private parking. The property has garden views. Outdoor seating is also available at the apartment.

  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 12 reviews

    Situated in Scarborough in the Tobago region, onelovecottagetobago holiday home has a balcony and mountain views. This property offers access to a terrace, free private parking and free WiFi.

    From US$70 per night

These holiday rentals in Diamond and nearby have options with free cancellation

  • Kevin's Court

    Carnbee Village
    Free cancellation options available
    Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 4 reviews

    Situated in Carnbee Village, Kevin's Court offers a patio with pool and garden views, as well as a year-round outdoor pool, beauty services and open-air bath.

    From US$180 per night

  • Tropical Apartments Tobago

    Scarborough
    Free cancellation options available
    Scored out of 10, guest rating 6.6
    Pleasant - What previous guests thought, 23 reviews

    Boasting air-conditioned accommodation with a patio, Tropical Apartments Tobago is situated in Scarborough. This property offers access to a balcony, free private parking and free WiFi.

    From US$135 per night

  • The Seaside Garden Guesthouse

    Buccoo
    Free cancellation options available
    Scored out of 10, guest rating 7.9
    Good - What previous guests thought, 155 reviews

    Located in Buccoo, The Seaside Garden Guesthouse offers beachfront accommodation 200 metres from Buccoo Beach and features various facilities, such as a garden and a shared lounge.

    From US$76.36 per night

  • OceanView Villa

    Buccoo
    Free cancellation options available
    Scored out of 10, guest rating 7.2
    Good - What previous guests thought, 21 reviews

    Set in Buccoo in the Tobago region, with Buccoo Beach nearby, OceanView Villa offers accommodation with free WiFi and free private parking.

    From US$128.25 per night

  • Candles in the Wind

    Bon Accord Village
    Free cancellation options available
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 130 reviews

    Situated just less than 1 km from Store Bay Beach, Candles in the Wind features accommodation in Bon Accord Village with access to a garden, barbecue facilities, as well as a shared kitchen.

    From US$77 per night

  • Carnbee Cozy Cottage

    Bethel
    Free cancellation options available
    Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 12 reviews

    Carnbee Cozy Cottage provides rooms in Bethel. With garden views, this accommodation features a patio. The holiday home offers rooms with air conditioning, free private parking and free WiFi.

  • Skyland Oasis

    Carnbee Village
    Free cancellation options available
    Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 24 reviews

    Featuring air-conditioned accommodation with a balcony, Skyland Oasis is located in Carnbee Village. This property offers access to a terrace, free private parking and free WiFi.

  • Villa Sans-Souci

    Lowlands
    Free cancellation options available
    Scored out of 10, guest rating 8.2
    Very good - What previous guests thought, 20 reviews

    Located in Lowlands in the Tobago region, Villa Sans-Souci has a balcony and garden views. This villa features a private pool, a garden, barbecue facilities, free WiFi and free private parking.

Enjoy breakfast in Diamond and nearby

  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 40 reviews

    Featuring air-conditioned accommodation with a patio, CC Best Villas Tobago is located in Lowlands. The property features quiet street views.

  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 109 reviews

    Set in Mount Irvine in the Tobago region, Paradise Place Apartments features a patio. This property offers access to a terrace, free private parking and free WiFi.

    From US$103.64 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 9 reviews

    Featuring garden views, The Nest Tobago Apartments offers accommodation with balcony, around 1.7 km from Buccoo Beach.

  • Cocoa Cabana

    Scarborough
    Breakfast options
    Scored out of 10, guest rating 7.0
    Good - What previous guests thought, 46 reviews

    Located in Scarborough, Cocoa Cabana provides accommodation with seating area. The property features river and garden views.

  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 41 reviews

    Boasting air-conditioned accommodation with a private pool, sea view and a terrace, La Jolie - Luxury Ocean View Villa is set in Black Rock. With garden views, this accommodation provides a balcony.

  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 27 reviews

    Set 2.4 km from Buccoo Beach, Islanders Place offers accommodation with a patio. There is free private parking and the property offers paid airport shuttle service.

  • Scored out of 10, guest rating 7.9
    Good - What previous guests thought, 11 reviews

    Set in Scarborough, Shalom apartment offers accommodation with private pool, free WiFi and free private parking for guests who drive.

  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 15 reviews

    Located within less than 1 km of Plymouth Beach and a 15-minute walk of Mount Irvine Bay Beach, Plantation Beach Villas provides rooms with air conditioning and a private bathroom in Black Rock.

Holiday Rentals with swimming pools in Diamond and nearby

  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 9 reviews

    Located in Black Rock, a few steps from Plymouth Beach and 2.7 km from Mount Irvine Bay Beach, Birdie's Nest offers a private beach area and air conditioning.

    From US$143 per night
  • Scored out of 10, guest rating 7.5
    Good - What previous guests thought, 2 reviews

    Featuring air-conditioned accommodation with a private pool, Villa De Cruz - Executive Suite is set in Scarborough. This property offers access to a terrace, free private parking and free WiFi.

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 15 reviews

    Situated in Scarborough in the Tobago region, Villa De Cruz - Deluxe Suite has a balcony. This property offers access to a terrace, free private parking and free WiFi.

  • Scored out of 10, guest rating 8.1
    Very good - What previous guests thought, 23 reviews

    Set in Scarborough, Villa De Cruz - Groovy Suite offers a private pool. This property offers access to a terrace, free private parking and free WiFi. Guests can make use of a bar.

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 2 reviews

    Featuring air-conditioned accommodation with a private pool, Villa De Cruz - Presidential Suite is located in Scarborough. This property offers access to a terrace, free private parking and free WiFi.

  • Driftwood 85

    Canaan
    Swimming pool
    Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 26 reviews

    Located in Canaan in the Tobago region and Buccoo Beach reachable within 3 km, Driftwood 85 provides accommodation with free WiFi, barbecue facilities, a private beach area and free private parking.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 2 reviews

    Featuring air-conditioned accommodation with a private pool, garden view and a patio, Private 4BR-5 Bath Luxury Villa with Pool in Gated Community near beaches is set in Canaan.

  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 26 reviews

    Situated in Golden Grove, The Nest Villa, A Dream Escape for the entire family features accommodation with private pool, free WiFi and free private parking for guests who drive.

Holiday rentals that guests love in Diamond

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  • Faith's Villa Tobago

    Holiday Rental in Diamond
    Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 96 reviews
    Best trip ever, this villa is awesome, nice view, clean, Staff is wonderful. Went into a villa, left my second home
    Guest review by
    Kerwin Byer
    Family with young children

  • Faith's Villa Tobago

    Holiday Rental in Diamond
    Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 96 reviews
    We had a big apartment in that beautiful villa, ideally situated, very quiet, comfortable, beautifully decorated, with a really nice swimming pool. Chevonne and her husband Cecil are incredibly kind, making you feel at home! Complementary bath products and towels for the pool were so much appreciated, as the access to the laundry facilities Very good communication with Chevonne, always ready to help you.
    Guest review by
    Helene
    Family with young children

  • Faith's Villa Tobago

    Holiday Rental in Diamond
    Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 96 reviews
    Everything about Faith Villas was absolutely wonderful. The amenities were clean, the host Ms.Donna was a gem & very sweet. My family & I thoroughly enjoyed our stay & hope to return soon.
    Guest review by
    Crystal
    Family with young children

  • Faith's Villa Tobago

    Holiday Rental in Diamond
    Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 96 reviews
    Loved that Chevonne at the Faith Villas went out of their way to ensure our comfort. Didn't want to leave. It was totally a fantastic experience. I will most definitely return.
    Guest review by
    Christianna Adams
    Family with young children

  • Faith's Villa Tobago

    Holiday Rental in Diamond
    Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 96 reviews
    I love how helpful and awesome the hostess and family were. Atmospher was peaceful, and the ambiance of the villa was clean and comfortable. I will recommend anyone to visit. Will be back.
    Guest review by
    Wyllie
    Family with young children

  • Faith's Villa Tobago

    Holiday Rental in Diamond
    Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 96 reviews
    I travelled by boat so the Villa was a few minutes from the Port. I had a 3 day stay from 16/09/2023 Chevonne maintained communication throughout and was very helpful. The place was quiet and clean. I will definitely recommend and return.
    Guest review by
    SYRITA
    Family with young children

  • Faith's Villa Tobago

    Holiday Rental in Diamond
    Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 96 reviews
    I loved everything about my stay at faith villas.The scenery, the atmosphere the pool , everything was remarkable. Its truely a home away from home.The hostess was truely exceptional.My entire family and i had a great time . The kids loved the pool so much. I've found my forever vacation location. It a 12 out of 10 for me.
    Guest review by
    Nakeefa
    Family with young children

  • CASTLE VIEW VILLA

    Holiday Rental in Diamond
    Scored out of 10, guest rating 7.2
    Good - What previous guests thought, 48 reviews
    The villa met our expectations and we weren't misguieded. It's a family oriented place and the location is ideal for relaxation. We enjoyed the pool and were pleased that we we able to access all other amenities. The villa was clean and the beds were comfortable. The overall ambience was one of serenity.
    Guest review by
    Andrew
    People with friends

  • Faith's Villa Tobago

    Holiday Rental in Diamond
    Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 96 reviews
    The host, Chevonne, communicated with me promptly after booking and gave me a warm welcome. She is very accommodating and readily provided answers to questions. Faith's Villa is very private, spacious, comfortable, clean, well mentained, and beautiful. Ideally centrally located for easy access to all beaches. You will need a car to get around conveniently.
    Guest review by
    Mookesh
    Family with young children

  • Faith's Villa Tobago

    Holiday Rental in Diamond
    Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 96 reviews
    This was my second stay at Faith’s Villa. It was as enjoyable as my first visit. It’s quite relaxing, almost like being home away from home. The pool is terrific and the hospitality by the staff is great. It’s a place I would always recommend.
    Guest review by
    Jo-Ann
    Family with young children

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