Diamond Vacation Rentals

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Diamond vacation rentals

Outdoor pool
Cody one bedroom apartment

Apartment in Scarborough

Cody one bedroom apartment
2.0 star property
$108 nightly
The price is $108
Dec 14 - Dec 15
Total with taxes and fees
Cody one bedroom apartment
Beach
Wings • Waterfall & Treehouse Cabin

Cabin in Parlatuvier

Wings • Waterfall & Treehouse Cabin
2.0 star property
$112 nightly
The price is $112
Dec 14 - Dec 15
Total with taxes and fees
Wings • Waterfall & Treehouse Cabin
Exterior
The Victory Villa

Villa in Parlatuvier

The Victory Villa
3.5 star property
10.0 out of 10, Exceptional, (1)
"My husband and I had a great stay at Victory Villa. The room as recently renovated, comfortable, and very clean. The host who met us was very friend and informative. He communicated directly and what to expect when driving to Victory Villa. The road getting up there isn't great, but totally doable in a car whether day or night. For someone with major passenger anxiety, I didn't particularly enjoy the drive. However, it was well worth it once we reached."
Canada
Cleopatra
$156 nightly
The price is $156
Dec 20 - Dec 21
Total with taxes and fees
The Victory Villa
Terrace/patio
Adventure Eco Villas

Apartment in Plymouth

Adventure Eco Villas
3.0 star property
9.4 out of 10, Exceptional, (3)
"The owners and staff were warm, welcoming and always willing to help. Very nice people. Loved that they had recycle bins throughout the property and separate bins in the villas for organics and other materials. The property and trails were beautiful, the flowers, plants, fish pond and ducks were nice to see. There were lots of birds to see and hear. Overall a great place and cant wait to go back."
United States
Sarita
$140 nightly
The price is $140
Dec 14 - Dec 15
Total with taxes and fees
Adventure Eco Villas
Books
Blanket & Brew Accommodation

Vacation Home in Scarborough

Blanket & Brew Accommodation
2.0 star property
$79 nightly
The price is $79
Jan 6 - Jan 7, 2026
Total with taxes and fees
Blanket & Brew Accommodation
Outdoor pool
Eco Park Inn

Apartment in Crown Point

Eco Park Inn
3.0 star property
8.8 out of 10, Excellent, (133)
"Very comfortable and budget friendly We had everything we needed for our short stay Would definitely recommend "
United States
Zoe
$47 nightly
The price is $51
Dec 14 - Dec 15
Total with taxes and fees
Eco Park Inn
Exterior detail
Tobago Hibiscus Villas and Apartments

Vacation Home in Bethel

Tobago Hibiscus Villas and Apartments
3.5 star property
8.8 out of 10, Excellent, (6)
"The owner/manager of this property was very welcoming and understanding of our situation and did everything he could to facilitate us on short notice. The pool in the property overlooks a slight hill so it makes for a nice touch. We felt very safe and the place is in a very quiet and serene area. We definitely look forward to staying here again once we are in Tobago. "
United States
Adrian
$109 nightly
The price is $109
Dec 14 - Dec 15
Total with taxes and fees
Tobago Hibiscus Villas and Apartments
Exterior
Comfi Spaces

Apartment in Canaan

Comfi Spaces
3.5 star property
9.0 out of 10, Wonderful, (6)
"Staff was very professional and polite. I really enjoyed the stay. Looking forward to staying there again. "
United States
Tikita
$93 nightly
The price is $93
Jan 4 - Jan 5, 2026
Total with taxes and fees
Comfi Spaces
Sun loungers
Fully equipped unique self-contained cozy apartments ideal for couples/families.

Apartment in Canaan

Fully equipped unique self-contained cozy apartments ideal for couples/families.
9.8 out of 10, Exceptional, (47)
"Felt at home, good support in any situation. I enjoyed the stay. "
United States
Vincent Justus T.
$90 nightly
The price is $90
Dec 14 - Dec 15
Total with taxes and fees
Fully equipped unique self-contained cozy apartments ideal for couples/families.
Property grounds
Nature awaits in Tobago

Apartment in Parrot Hall

Nature awaits in Tobago
$145 nightly
The price is $158
Dec 14 - Dec 15
Total with taxes and fees
Nature awaits in Tobago
Outdoor pool
Villa De Cruz - Deluxe Suite

Apartment in Scarborough

Villa De Cruz - Deluxe Suite
8.0 out of 10, Very Good, (1)
$100 nightly
The price is $100
Dec 14 - Dec 15
Total with taxes and fees
Villa De Cruz - Deluxe Suite
Outdoor pool
Kiskadee Korner Vacations

Apartment in Buccoo

Kiskadee Korner Vacations
3.0 star property
10.0 out of 10, Exceptional, (3)
"Very friendly, clean and accommodating "
Canada
Sophia
$132 nightly
The price is $132
Jan 2 - Jan 3, 2026
Total with taxes and fees
Kiskadee Korner Vacations
Apartment | 3 bedrooms, iron/ironing board, free WiFi, bed sheets
Inviting 3-bed Apt in Whim Estate- Nearscarborough

Apartment in Scarborough

Inviting 3-bed Apt in Whim Estate- Nearscarborough
3.0 star property
10.0 out of 10, Exceptional, (1)
$187 nightly
The price is $187
Jan 1 - Jan 2, 2026
Total with taxes and fees
Inviting 3-bed Apt in Whim Estate- Nearscarborough
Apartment, 1 Bedroom, Kitchenette | Terrace/patio
Baywatch Apartments

Apartment in Castara

Baywatch Apartments
3.0 star property
8.8 out of 10, Excellent, (19)
"Nice and clean. Would stay again. "
Canada
angela
Baywatch Apartments
Outdoor dining
J'adore Suites - King Bed

Vacation Home in Scarborough

J'adore Suites - King Bed
10.0 out of 10, Exceptional, (1)
"A beautiful, comfortable and clean apartment, well equipped and very peaceful.A bit of a walk to shops and bars if you don’t have a car."
United Kingdom
Alexander J.
$135 nightly
The price is $135
Dec 14 - Dec 15
Total with taxes and fees
J'adore Suites - King Bed
Private kitchen
Cozy 1-bedroom studio apartment in pleasant Bon Accord with WiFi, AC

Vacation Home in Bon Accord

Cozy 1-bedroom studio apartment in pleasant Bon Accord with WiFi, AC
2.0 star property
$65 nightly
The price is $65
Dec 15 - Dec 16
Total with taxes and fees
Cozy 1-bedroom studio apartment in pleasant Bon Accord with WiFi, AC
Property grounds
Ponciana Villa

Villa in Canaan, Tobago

Ponciana Villa
8.0 out of 10, Very Good, (1)
"It was a lovely stay overall! "
United States
Ancil & Soy
$311 nightly
The price is $311
Dec 14 - Dec 15
Total with taxes and fees
Ponciana Villa
2 bedrooms, desk, iron/ironing board, travel crib
Opal-Secure and secluded/ 3mins to Buccoo Beach

Condo in Golden Grove

Opal-Secure and secluded/ 3mins to Buccoo Beach
9.8 out of 10, Exceptional, (15)
"What was most helpful was how the host was able to support with ANY of our needs throughout our stay!"
United States
Maria
$250 nightly
The price is $250
Jan 8 - Jan 9, 2026
Total with taxes and fees
Opal-Secure and secluded/ 3mins to Buccoo Beach
Property grounds
Ri'Biero's Holiday Apartments

Apartment in Crown Point

Ri'Biero's Holiday Apartments
3.5 star property
8.0 out of 10, Very Good, (18)
"Just a simple one night Stay. Property Manager was very helpful in getting us connected with a rental car and anything else that we needed. Great proximity to airport (will be interesting when the new Airport opens as it is right across the street) and to Store Bay/Pigeon Point areas. "
United States
cara
$145 nightly
The price is $145
Jan 7 - Jan 8, 2026
Total with taxes and fees
Ri'Biero's Holiday Apartments
Property grounds
The Sunset Room at The Victory Villa

Apartment in Parrot Hall

The Sunset Room at The Victory Villa
6.0 out of 10, (1)
"It was very peaceful and quiet "
United States
Sarah
$145 nightly
The price is $158
Dec 14 - Dec 15
Total with taxes and fees
The Sunset Room at The Victory Villa
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Diamond Hotel Reviews

Coco Reef Resort and Spa

Coco Reef Resort and Spa

10/10 Excellent
"Clean, friendly staff and the food was amazing. Will be visiting again. Breathe taking resort. Has a colonial/vintage look. Makes you feel like your in a different era. "
Renna 2-night trip
Posted 7 days ago
Coco Reef Resort and Spa

Find out more about Diamond

Everything you need to know about Diamond vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Diamond vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Diamond vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Diamond vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Diamond. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Diamond in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $51 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Diamond rentals

At Expedia, we put the best Diamond vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Diamond rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Diamond vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Diamond. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Diamond?

Yes, there are vacation rentals close to the most popular points of interest in Diamond, or you can go with a more secluded option if you're looking for a relaxing stay.

What's the top vacation rental that Diamond has to offer?

Tobago Hibiscus Villas and Apartments: This vacation home rental outside of Diamond is located next to a golf course and has an outdoor pool, a balcony, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals will I find in Diamond?

Expedia has 3 vacation rentals for your stay in Diamond.

What can I see and do in Diamond?

While exploring the area, visit family-friendly sights like Buccoo Reef, or get outside and enjoy nature at Mount Irvine Bay. Turtle Beach and Buccoo Beach are a couple of places you'll find in the larger area.

What are vacation rentals like in Diamond?

Vacation rentals are privately owned accommodations you can book for a short or long stay in Diamond. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and busy front desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for family trips or small group gatherings.