Diamond Vacation Rentals from $48: Search Short-Term Rentals

Q: 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.

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Our top choices for Diamond vacation rentals

A two-story house with a swimming pool surrounded by stone tiles, a fenced yard, and a wooden deck.

1. Cody one bedroom apartment

Scarborough

$110 nightly

Aug 31 - Sep 1

Total with taxes and fees

A swimming pool with a stone border, outdoor chairs, and a building with air conditioning units.

2. Inn At Juzani Boutique Hotel - Juniper Suite

Lambeau

$234 nightly

Sep 1 - Sep 2

Total with taxes and fees

A swimming pool surrounded by tropical plants and a covered area with string lights.

3. Eco Park Inn

Crown Point

Sonja

$43 nightly

Sep 19 - Sep 20

Total with taxes and fees

A covered outdoor area with a tiled floor, a table with chairs, and a potted plant.

4. Islanders Place

Canaan

Martin

$72 nightly

Aug 31 - Sep 1

Total with taxes and fees

A pool area with a clear blue pool, surrounded by lush greenery and a building with a white balcony.

5. Tobago Hibiscus Villas and Apartments

Bethel

Michael

$198 nightly

Sep 2 - Sep 3

Total with taxes and fees

A rectangular swimming pool with clear blue water, surrounded by a white deck and white lounge chairs.

6. Comfi Spaces

Canaan

Macey

$87 nightly

Sep 6 - Sep 7

Total with taxes and fees

A compact kitchen with wooden cabinets, a refrigerator, and a dining area with a table and chairs.

7. JB'S SERENITY STAY

Carnbee

Quacy

$164 nightly

Aug 31 - Sep 1

Total with taxes and fees

A rectangular pool with a blue-lit interior, surrounded by a green lawn and a yellow building with a brick base.

8. Kiskadee Korner Vacations

Buccoo

Sophia

$155 nightly

Sep 2 - Sep 3

Total with taxes and fees

A wooden cabin with a deck, two red Adirondack chairs, and a small table with candles.

9. Adventure Eco Villas

Plymouth

"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."

Sarita

$126 nightly

Sep 6 - Sep 7

Total with taxes and fees

10. Buccoo Bliss Getaway, Modern Condo with Pool, Tropical Vibes & Close to Beaches

Buccoo

$224 nightly

Sep 7 - Sep 8

Total with taxes and fees

A pool area with a hanging chair and a bench, surrounded by a low wall and potted plants.

11. Diamond-Convenient Spa bath condo with ADA access

Mt Pleasant

Courtney L.

$375 nightly

Sep 13 - Sep 14

Total with taxes and fees

A room with large windows offering a view of the ocean. There are wicker chairs and a small table.

12. Top Seaview Apartment with pool

Scarborough

Trevor W.

$211 nightly

Aug 31 - Sep 1

Total with taxes and fees

A beach with a thatched hut on a pier, clear blue water, and a palm tree.

13. Fully equipped unique self-contained cozy apartments ideal for couples/families.

Canaan

Lal

$90 nightly

Aug 31 - Sep 1

Total with taxes and fees

A modern living room with a grey sofa, a wooden coffee table with a decorative item, and a glass-top coffee table. There are three bar stools and a dining table with a plant and a small table lamp.

14. One Buccoo

Buccoo

justin

$127 nightly

Sep 3 - Sep 4

Total with taxes and fees

A beach with clear turquoise waters, a wooden pier, and a thatched-roof structure.

15. Luxury 5-bed Villa in Tobago The Big Yellow House

Scarborough

"The place is nothing like the pictures and the address does not take you directly to the place. The house is in the middle on nowhere and the house keeper is rude. They didn’t confirm my arrival. Property was locked when I showed up I had to banged on gate and get help from the neighbor for 1 hour before the rude housekeeper came in short no top on and never apologized. Do not book with that place "

Janelle

$394 nightly

Sep 2 - Sep 3

Total with taxes and fees

A swimming pool with clear blue water, surrounded by a concrete deck and lush greenery.

16. Panoramic seascape from modern, 3-bedroom villa in Hope Estate

Mesopotamia

$512 nightly

Sep 13 - Sep 14

Total with taxes and fees

A swimming pool with palm trees and a person in the water.

17. Ri'Biero's Holiday Apartments

Crown Point

cara

$156 nightly

Sep 1 - Sep 2

Total with taxes and fees

A dining area with a round table set for four, surrounded by chairs. There is a vase with flowers on the table, and a painting of a sunset on the wall behind the table.

18. Citrine is located less than a 5min walk to Swallows and Storebay beaches. It's a 20-30 mins walk to the infamous Pigeon Point Heritage park and its picturesque jetty. This studio unit has a 24hr fully equipped gym and indoor swimming pool.

Crown Point

Sarah N.

$194 nightly

Aug 31 - Sep 1

Total with taxes and fees

A modern building with a balcony, potted plants, and a metal gate.

19. Buccoo Escape - Cosy 2 bedroom 2 bathroom Condo in Tobago near tropical beaches

Buccoo

$274 nightly

Sep 5 - Sep 6

Total with taxes and fees

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Top Diamond Hotel Reviews

PeSheres Inn & Spa

10/10 Excellent

"I highly recommend when in tobago.. Great vybs and great atmosphere..."

Coco Reef Resort and Spa

8/10 Good

"We stayed at Coco Reef in Aug 2026 for 5 days. The hotel has a very nice Caribbean vibe. The property is clean but could use some updating. The staff was amazing and always available when needed. They were able to arrange transportation and provide recommendations for tours. Elizabeth at the front desk was awesome! The breakfast buffet was good but recommend not waiting until 9:30 to go as they close at 10 and many items had run out. I spoke with the front desk so they could correct the situation. Our room 149 had great view of the grounds, beach, and bay."

Restorations Tobago

10/10 Excellent

"At Restorative, it was really lovely. I must say, the place was very clean and was exactly as it looked in the pictures. The location was also very convenient. It’s situated in a residential community, so it was quiet and there wasn’t any unnecessary noise, but it was still very close to downtown, food areas, and beaches. Some places were even within walking distance, while others were just about 5-10 minutes away. Also very close to the airport, like 5mins drive. The attendants who cleaned the rooms were very friendly and always checked in to make sure you were okay. The place and the surrounding area were very clean and well kept. The only thing I think they could work on is their response time on Expedia. I found that their responses were a bit delayed at times. Other than that, it was an excellent, excellent stay, and I really enjoyed my experience overall."

Magdalena Grand Beach & Golf Resort

8/10 Good

"Overall, we had a good experience at the Magdalena Grand. The hotel was clean, comfortable, and the staff were friendly and helpful throughout our stay. The service we received from the team was appreciated, especially when dealing with an unexpected issue. On our first night, there was a plumbing problem and we were unable to use the water for showering. The issue was resolved later that night, and the staff made an effort to provide alternative arrangements so we could manage while it was being fixed. Their willingness to assist helped make the situation less frustrating. The breakfast was decent and similar to what you would expect at many hotels. The selection was somewhat limited and it was not particularly spectacular, but it was also not disappointing. Overall, the Magdalena Grand provided a pleasant stay. While there were a few areas that could be improved, the cleanliness, friendly staff, and good customer service contributed to an enjoyable experience"

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 $48 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.

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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 4 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.

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Check prices for these dates

Our top choices for Diamond vacation rentals

1. Cody one bedroom apartment

2. Inn At Juzani Boutique Hotel - Juniper Suite

3. Eco Park Inn

4. Islanders Place

5. Tobago Hibiscus Villas and Apartments

6. Comfi Spaces

7. JB'S SERENITY STAY

8. Kiskadee Korner Vacations

9. Adventure Eco Villas

10. Buccoo Bliss Getaway, Modern Condo with Pool, Tropical Vibes & Close to Beaches

11. Diamond-Convenient Spa bath condo with ADA access

12. Top Seaview Apartment with pool

13. Fully equipped unique self-contained cozy apartments ideal for couples/families.

14. One Buccoo

15. Luxury 5-bed Villa in Tobago The Big Yellow House

16. Panoramic seascape from modern, 3-bedroom villa in Hope Estate

17. Ri'Biero's Holiday Apartments

18. Citrine is located less than a 5min walk to Swallows and Storebay beaches. It's a 20-30 mins walk to the infamous Pigeon Point Heritage park and its picturesque jetty. This studio unit has a 24hr fully equipped gym and indoor swimming pool.

19. Buccoo Escape - Cosy 2 bedroom 2 bathroom Condo in Tobago near tropical beaches

Find vacation rentals that suit your style

Top Diamond Hotel Reviews

PeSheres Inn & Spa

Find out more about Diamond

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