A beach with palm trees, a mountain in the background, and people walking along the shore.

Diego Martin Holiday Rentals

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Our top choices for Diego Martin holiday rentals

1. Enjoy your stay at our cozy, private and charming Diego Martin apartment.

Enjoy your stay at our cozy, private and charming Diego Martin apartment.
Diego Martin
10.0 out of 10, Exceptional, (4 reviews)
"My stay was comfortable and awesome. The cleanliness and availability of household effects made me very relaxing, plus the safety and security of the area is phenomenal. Parking is also available on the premises. Thanks again for the wonderful and reasonable accommodation."
United States
Eric A.
The price is NZ$204
includes taxes & fees
19 Aug - 20 Aug
Enjoy your stay at our cozy, private and charming Diego Martin apartment.

2. Glencoe Townhome With Loft Jacuzzi and Pool

Glencoe Townhome With Loft Jacuzzi and Pool
3.5 star property
Glencoe
3.0 out of 10, (2 reviews)
"Paid for a service and got no booking or check in information. Zero contact from host and Expedia refuse to refund my money . Do not recommend ! BIG SCAM and I’ll and be reporting fraud."
Canada
Nikio
The price is NZ$702
includes taxes & fees
17 Aug - 18 Aug
Glencoe Townhome With Loft Jacuzzi and Pool

3. 2 bedroom Tranquil Retreat

2 bedroom Tranquil Retreat
Port of Spain
2 bedroom Tranquil Retreat

4. Welcome to The Studio Nest — your peaceful perch in paradise.

Welcome to The Studio Nest — your peaceful perch in paradise.
Diego Martin
The price is NZ$419
includes taxes & fees
8 Sept - 9 Sept
Welcome to The Studio Nest — your peaceful perch in paradise.

5. This is a Family Friendly property ideal for groups of up to six people.

This is a Family Friendly property ideal for groups of up to six people.
Diego Martin
8.0 out of 10, Very good, (2 reviews)
"Me and my friends had an amazing time being hosted at this property. The owner, Mr Dass was very easy to communicate with, polite and even gifted a birthday cake to one of the guests (since it was her birthday that week). We organized pickup and drop off with the owner and everything was seamless. The home looks even better in person and we felt at home. I would stay here again in the future and I’d also recommend this property to others. "
United States
Woodley A.
The price is NZ$480
includes taxes & fees
8 Sept - 9 Sept
This is a Family Friendly property ideal for groups of up to six people.

6. Gulfview Townhouse With Pool and Jacuzzi

Gulfview Townhouse With Pool and Jacuzzi
3.5 star property
Glencoe
4.0 out of 10, (1 review)
The price is NZ$794
includes taxes & fees
17 Aug - 18 Aug
Gulfview Townhouse With Pool and Jacuzzi

7. Port of Spain City Escape | Comfortable 1BR on Ariapita Avenue

Port of Spain City Escape | Comfortable 1BR on Ariapita Avenue
Woodbrook
10.0 out of 10, Exceptional, (1 review)
"If using hot water you just turn on a switch, otherwise host in fantastic in communicating with tenants."
United States
QUEENALICIA
The price is NZ$259
includes taxes & fees
31 Aug - 1 Sept
Port of Spain City Escape | Comfortable 1BR on Ariapita Avenue

8. Stylish 1-bed Opposite Queens Park Savannah

Stylish 1-bed Opposite Queens Park Savannah
2.0 star property
Downtown Port of Spain
10.0 out of 10, Exceptional, (1 review)
"This property is AMAZING! It is spotless, conveniently located and the owner has used her own travel experiences to anticipate what a traveler may need while staying at her property. The home is beautifully decorated, extremely well maintained. The neighbors are all friendly and helpful & the owner is extremely responsive to any questions you may have. We HIGHLY recommend this property. We are definitely planning to be repeat customers. Top level accommodations and host accountability at a...
United States
Gary
The price is NZ$282
includes taxes & fees
19 Aug - 20 Aug
Stylish 1-bed Opposite Queens Park Savannah

9. ModernRetreat with Easy Access to Everything

ModernRetreat with Easy Access to Everything
Tunapuna
9.6 out of 10, Exceptional, (4 reviews)
"I booked this stay for my elderly, mom, And everything went really well. The house was very accessible and within walking distance to so many Great shops. The apartment itself was very comfortable and the host was very prompt at responding to everything my mum needed, we will definitely Book this again if we need a place to stay, thank you so much!"
Canada
Jean P.
The price is NZ$173
includes taxes & fees
18 Aug - 19 Aug
ModernRetreat with Easy Access to Everything

10. Cosy 1 B/droom, near Ariapita Avenue, Walk to Dining, Nightlife & Fast WiFi

Cosy 1 B/droom, near Ariapita Avenue, Walk to Dining, Nightlife & Fast WiFi
Downtown Port of Spain
The price is NZ$184
includes taxes & fees
14 Sept - 15 Sept
Cosy 1 B/droom, near Ariapita Avenue, Walk to Dining, Nightlife & Fast WiFi

11. Cozy Bed & Breakfast Private Room

Cozy Bed & Breakfast Private Room
Santa Cruz
10.0 out of 10, Exceptional, (1 review)
"This was our first visit to Trinidad and didnt know what to expect. Upon arrival we were happy to see that this was a beautifully secluded neighborhood. Our host Wendy was amazing and communicated with us throughout our stay. I recommended this Cozy bed and breakfast. You won't regret it!! plsantly "
United States
Marjie J.
The price is NZ$187
includes taxes & fees
9 Sept - 10 Sept
Cozy Bed & Breakfast Private Room

12. BUENA VISTA | Views•Pool•Location•Wellness•Nature

BUENA VISTA | Views•Pool•Location•Wellness•Nature
St. Anns
The price is NZ$192
includes taxes & fees
17 Aug - 18 Aug
BUENA VISTA | Views•Pool•Location•Wellness•Nature

13. Flower Of Joy Wellness Villa

Flower Of Joy Wellness Villa
4.5 star property
St. Anns
2.0 out of 10, (1 review)
"Family of Nine Left Stranded Outside in the Dark An extremely distressing experience. I booked Flowers of Joy Wellness Villa through Hotels.com for nine family members, including my elderly mother and four children aged 7–14. The host called on check-in day and I confirmed arrival between 5–6 pm. Check-in was advertised until 9 pm. At 6:06 pm, I WhatsApped to say we were almost there; the message was delivered. We arrived at 6:20 pm, but repeated calls went unanswered. At 6:24 pm, I messaged...
United States
Bevil
The price is NZ$297
includes taxes & fees
16 Aug - 17 Aug
Flower Of Joy Wellness Villa

14. Arlene's & Chris's Guesthouse

Arlene's & Chris's Guesthouse
4.0 star property
Saint James
The price is NZ$733
includes taxes & fees
16 Aug - 17 Aug
Arlene's & Chris's Guesthouse

15. WINDCREST VILLA - Great view near Port of Spain

WINDCREST VILLA - Great view near Port of Spain
St. Anns
The price is NZ$197
includes taxes & fees
6 Sept - 7 Sept
WINDCREST VILLA - Great view near Port of Spain

16. Robert's Guesthouse in Port of Spain. In the Heart of Carnival 2026

Robert's Guesthouse in Port of Spain. In the Heart of Carnival 2026
St Clair
5.0 out of 10, (4 reviews)
"Robert and Joan were very nice and welcoming the place was well kept and I enjoyed my time here! Thanks!"
United States
Rianna B.
The price is NZ$106
includes taxes & fees
5 Sept - 6 Sept
Robert's Guesthouse in Port of Spain. In the Heart of Carnival 2026

17. Cozy Nook nestled in the Santa Cruz Valley. Queen sized bed Hot and cold shower

Cozy Nook nestled in the Santa Cruz Valley. Queen sized bed Hot and cold shower
Santa Cruz
The price is NZ$229
includes taxes & fees
12 Sept - 13 Sept
Cozy Nook nestled in the Santa Cruz Valley. Queen sized bed Hot and cold shower

18. Charming Studio in Port of Spain With Pool Access

Charming Studio in Port of Spain With Pool Access
2.0 star property
Belmont
The price is NZ$247
includes taxes & fees
15 Sept - 16 Sept
Charming Studio in Port of Spain With Pool Access

19. Charming bed & breakfast with pool view

Charming bed & breakfast with pool view
San Juan, Trinidad
The price is NZ$195
includes taxes & fees
17 Aug - 18 Aug
Charming bed & breakfast with pool view

20. El Carmen Apartments

El Carmen Apartments
4.0 star property
St. Helena
9.6 out of 10, Exceptional, (5 reviews)
"v convenient for transit passengers no headaches no hassle no waist of time pickup drop will coust you only 20usd "
United States
DEEPIKA
The price is NZ$172
includes taxes & fees
18 Aug - 19 Aug
El Carmen Apartments
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 Diego Martin Hotel Reviews

Find out more about Diego Martin

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Diego Martin holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Diego Martin. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Diego Martin. Seeing all the best attractions is bound to make you fall in love with Diego Martin. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Diego Martin short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Diego Martin?

Yes, there are holiday rentals close to the most popular sights in Diego Martin, or you can select a more secluded option if you're looking for a relaxing stay. Diego Martin is known for its local tours and shopping. Make sure you have time to check out the sporting events while you're in the area.

What are some of the best holiday rentals that Diego Martin has to offer?

Glencoe Townhome With Loft Jacuzzi and Pool: This highly rated holiday home rental in Diego Martin offers an outdoor pool, a BBQ and free WiFi to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind. Another good choice for your trip to Diego Martin is Home away from home ..

How many holiday rentals will I find in Diego Martin?

Choose from 21 Expedia holiday rentals in Diego Martin for a memorable holiday.

What can I see and do in Diego Martin?

While exploring the area, visit family-friendly sights like Emperor Valley Zoo, or get outside and enjoy nature at Queen's Park Savanah. Long Circular Mall and Queen's Park Oval are a couple of places you'll find in the wider area.

What are holiday rentals like in Diego Martin?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Diego Martin. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for family gatherings.