Diamond Vacation Rentals

Vacation Rentals in Diamond

Exterior
Sunflower Villa - Samaan Grove Estates, Canaan, Secure/Gated Luxury
10.0 out of 10, Exceptional, (27)
"This was one of those properties where the actual experience exceeded expectations generated from marketing photographs. And there was nothing wrong with those photos, it's just that homeliness has to be felt rather than seen. Every member of our party had nothing but praise for the property. Immediately, I walked through the door, I felt completely at home: no sense of imposing on someone else's space; the house just said, 'Welcome!' The property is very well maintained and presented. The...
Sunflower Villa - Samaan Grove Estates, Canaan, Secure/Gated Luxury
Superior Apartment | Private kitchen | Full-size fridge, microwave, oven, stovetop
Comfi Spaces
3.0 star property
10.0 out of 10, Exceptional, (3)
"Nice cozy space with many amenities. It would be good to have gotten the internet password. Host was very accommodating."
The price is $75
$91 total
includes taxes & fees
May 22 - May 23
Comfi Spaces
Beach nearby
HCEAS Villa in Tobago is 5 minutes to the airport and beach
10.0 out of 10, Exceptional, (3)
"My family and I were very pleased with our 3 day, 4 night stay."
HCEAS Villa in Tobago is 5 minutes to the airport and beach
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Private kitchen
Ashbury Villa - Samaan Grove, Tobago
10.0 out of 10, Exceptional, (2)
"Very impressed with property and most convenient location. Less than 15 minute drive to everything on the western end of the island. One hour drive to Englishman’s bay and Castara beaches."
Ashbury Villa - Samaan Grove, Tobago
Sun loungers
Fully equipped unique self-contained cozy apartments ideal for couples/families.
9.8 out of 10, Exceptional, (31)
"Owen is amazing! Great chef, great personality, wonderful for local advice. Location is great for taxi service to Store Bay (60TT) and Pigeon Point (70TT). Room is xlean"
The price is $60
$80 total
includes taxes & fees
May 18 - May 19
Fully equipped unique self-contained cozy apartments ideal for couples/families.
Beach nearby
2 Double Bed-Room Villa, Own Private Pool, Golf Course and Ocean Views, Sleeps 4
9.8 out of 10, Exceptional, (113)
"Lovely stay as always! My go to place"
2 Double Bed-Room Villa, Own Private Pool, Golf Course and Ocean Views, Sleeps 4
Pool
Luxury 5 Bedroom Villa, Large Pool and Heated Jacuzzi, Free Wireless Internet
9.8 out of 10, Exceptional, (25)
"Love this place - gutted to leave. We were two gamilies with young children and it was great for all ages. Will definitely be going back if we can..."
Luxury 5 Bedroom Villa, Large Pool and Heated Jacuzzi, Free Wireless Internet
Beach
Beautiful Caribbean Retreat
9.8 out of 10, Exceptional, (7)
"This home’s location is spectacular. The views, walking distance to restaurants and beach that has good snorkeling is what make this a prime location. It is also next door to a resort, so additional family members were able to stay there and we could easily get together. Our contact was charming and easy to reach via WhatsApp and was flexible when we ran into delays getting our rental vehicle. The host was great, and despite running into a weird billing glitch, was nothing but pleasant. We...
Beautiful Caribbean Retreat
Beach nearby
Casa Clara - The Perfect Place For A Family/group Of Friends To Gather & Relax
9.6 out of 10, Exceptional, (24)
"The house provided great accommodation for 6 adults. All rooms a good size and bedrooms had air conditioning - which was needed. Pool was large and, surprisingly, heated😀. Kitchen and utility room had all the equipment you need. Location was great, close to beach and local amenities. Whilst perhaps needing a lick of paint in places, the property served our holiday requirements perfectly. Lizzie was there to greet us and was really helpful - particularly when one of the bedroom doors locked...
Casa Clara - The Perfect Place For A Family/group Of Friends To Gather & Relax
Outdoor pool
Private 4BR-5 Bath Luxury Villa in Gated Community near beaches
9.6 out of 10, Exceptional, (25)
"We really enjoyed our stay at Samaan Grove. The house was fully equipped, clean, comfortable and great location."
Private 4BR-5 Bath Luxury Villa in Gated Community near beaches
Land view from property
The Villas At Stonehaven
4.5 star property
9.4 out of 10, Exceptional, (34)
"Incredible I don’t think we will stay anywhere else and Tobago"
The Villas At Stonehaven
Pool | Outdoor pool
4BR Luxury Villa in quiet & secure gated development close to airport, beaches
9.4 out of 10, Exceptional, (55)
"This property exceeded our expectations, meeting all of our needs and more! Modern, spacious well maintained accommodations! Swimming pool added the special feature especially for our grandchildren. We highly recommend this place for families and friends. We felt safe, comfortable and cared for in this gated community. The advertisement was not trumped up."
4BR Luxury Villa in quiet & secure gated development close to airport, beaches
Outdoor pool
Private villa apartment with pool and within 15 minute walk to 3 beaches.
9.4 out of 10, Exceptional, (15)
"The hosts are very welcoming, warm and friendly. The property is very clean, self-contained and close to beautiful beaches. I would strongly recommend the property for a stay. "
Private villa apartment with pool and within 15 minute walk to 3 beaches.
Sun loungers, beach towels
Three bedroom with 3 and a half bathrooms, Tobago Villa with panoramic sea view
9.4 out of 10, Exceptional, (40)
"Close to the beautiful Stone Haven beach where we spent most of our days. Host was responsive to all our needs. Home was clean and had all the amenities. The housekeeper Pearl was great and very friendly. Vehicle needed."
Three bedroom with 3 and a half bathrooms, Tobago Villa with panoramic sea view
Terrace/patio
Villa Being - Tobago Luxury B&B
4.0 star property
9.2 out of 10, Wonderful, (12)
"Villa Being is the perfect place for a tranquil getaway. The property is clean and beautiful. The view was spectacular to look at. Devern gave incredible service and made DELICIOUS meals, if he is your concierge I recommend his cooking! Thank you Villa Being for a wonderful stay! Will definitely be back! Additionally, the infinity pool was AWESOME! "
Villa Being - Tobago Luxury B&B
View from property
Tobago Plantations Condo 9B
3.0 star property
9.2 out of 10, Wonderful, (13)
"Convenient. Safe and clean."
Tobago Plantations Condo 9B
Beach nearby
Waterfall Villa - Pristine Condition With Splash Pool Near 4 White Sand Beaches
9.2 out of 10, Wonderful, (13)
"Host was great and Communication was excellent. The place was clean, comfortable and Exceeded our expectations"
Waterfall Villa - Pristine Condition With Splash Pool Near 4 White Sand Beaches
Beach nearby, sun loungers, beach towels
Tropical oasis, Store Bay / Pigeon Point
9.2 out of 10, Wonderful, (39)
"Let me start by saying the property is in a good location and my stay was only 2 nights.. That was the only good things I can say. Property was advertised with 2 double beds, when in actuality there were 2 single beds. No hot water in the jacuzzi. Towels looked like they needed some good bleach to bring them white again. Bath mat set that did not match, one green the other cream/brown and looked old and tattered. A stereo that did not work(so no music to listen to) And no access to the...
Tropical oasis, Store Bay / Pigeon Point
Outdoor pool
Highend resort with 8 units condos in romantic Boucco Tobago
9.0 out of 10, Wonderful, (7)
"It was very quiet and comfortable. "
Highend resort with 8 units condos in romantic Boucco Tobago
Terrace/patio
Islanders Place
3.5 star property
9.0 out of 10, Wonderful, (10)
"Peaceful "
Islanders Place
Don't see what you're looking for?
See all available properties in Diamond
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.

Diamond Vacation Rental Travel Info

Number of vacation rentals
7
Popular accommodation
Diamond villas
Known landmarks
Tobago Museum, Fort King George and Scarborough Botanical Garden
International airport
Tobago (TAB-A.N.R. Robinson Intl.)

Other types of properties in Diamond you may be interested in

Exterior
Tropikist Beach Hotel & Resort
3.0 star property
7.6 out of 10, Good, (660)
"I enjoyed my stay at the Tropikiss. The staff was so pleasant made my stay even better. I’ll definitely visit this resort again.."
The price is $148
$178 total
includes taxes & fees
May 27 - May 28
Tropikist Beach Hotel & Resort
3 outdoor pools, pool umbrellas, sun loungers
Magdalena Grand Beach & Golf Resort
4.0 star property
7.4 out of 10, Good, (617)
"Location and safety"
The price is $282
$342 total
includes taxes & fees
May 18 - May 19
Magdalena Grand Beach & Golf Resort
Outdoor spa tub
Le Grand Courlan Spa Resort - Adults Only
3.5 star property
6.8 out of 10, (444)
"We need to stay overnight to get our connecting to Tobago. The hotel was clean, staff was helpful. Check in and out was very easy."
The price is $96
$115 total
includes taxes & fees
Jun 1 - Jun 2
Le Grand Courlan Spa Resort - Adults Only
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.

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 $45 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.

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. Our travelers also rate MOONDROPS is a scenic & spacious setting for reconnecting! as a favorite home for rent 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.

Recent reviews of Diamond properties
Expedia verified reviews

Starfish Tobago Resort

Starfish Tobago Resort

5/5 Excellent
"This is our 4th time at Starfish. Each time it gets better in some areas. Customer service mainly. The staff were very friendly and accommodating esp in the dining room and front desk. WiFi did not work in the room only in the common areas. My husband and I love playing pool, please starfish fix the pool table or buy a new one! It is ridiculous trying to play pool on it. It’s about to fall over. The rooms are very clean and comfortable. Housekeeping comes in daily. The food on a whole was good but needs improvement. The 2 grill chefs were excellent. They made my husband a very delicious fish entree on a few occasions. One of my favorite items (veggie wraps) was not on the menu due to running out of the item. They replaced it with a hard taco filled with green salad. That was unacceptable. The veggie burger was excellent thou Everything was very fresh. The highlight of our trip was seeing the leatherback turtles come up on the beach and lay their eggs. It was very beautiful. One thing thou a starfish employee was out on the beach talking with people watching the turtles was way too loud while the turtle was laying her eggs. That was a bit frustrating esp since there are signs telling you to be quiet when you witness this. More training for this staff is essential. "
A verified traveler stayed at Starfish Tobago Resort
Posted 2 days ago
Starfish Tobago Resort