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Diego Martin Holiday Rentals

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Check prices for these dates

Tonight
26 Dec - 27 Dec
Tomorrow
27 Dec - 28 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Diego Martin holiday rentals

3 bedrooms
Jacuzzi Loft and Pool Glencoe Townhome

Jacuzzi Loft and Pool Glencoe Townhome

Jacuzzi Loft and Pool Glencoe Townhome
2.0 star property
Glencoe
10.0 out of 10, Exceptional, (1)
"Great place and it have a wonderful view looking over a lot of Trini "
United States
Shaneneal
The price is S$495
includes taxes & fees
28 Dec - 29 Dec
Jacuzzi Loft and Pool Glencoe Townhome
Exterior
Gulfview Townhouse With Pool and Jacuzzi

Gulfview Townhouse With Pool and Jacuzzi

Gulfview Townhouse With Pool and Jacuzzi
3.5 star property
Glencoe
4.0 out of 10, (1)
The price is S$601
includes taxes & fees
18 Jan - 19 Jan, 2026
Gulfview Townhouse With Pool and Jacuzzi
Exterior
Glencoe Townhome With Loft Jacuzzi and Pool

Glencoe Townhome With Loft Jacuzzi and Pool

Glencoe Townhome With Loft Jacuzzi and Pool
3.5 star property
Glencoe
4.0 out of 10, (1)
" Im the guy that would always see the glass half full and to never complain..This i can't let go without adressing. The master bedroom a/c is not working!!! My wife and i slept on the sofa the 6 nights we were there.called for maintenance.no one came...the last 3 days, the water was turned off.No running water!!!. "
United States
Terrandale h
The price is S$601
includes taxes & fees
2 Jan - 3 Jan, 2026
Glencoe Townhome With Loft Jacuzzi and Pool
3 bedrooms, Internet
Pool Jacuzzi Gulfview Townhome

Pool Jacuzzi Gulfview Townhome

Pool Jacuzzi Gulfview Townhome
2.0 star property
Glencoe
The price is S$599
includes taxes & fees
18 Jan - 19 Jan, 2026
Pool Jacuzzi Gulfview Townhome
Outdoor pool
Flower Of Joy Wellness Villa

Flower Of Joy Wellness Villa

Flower Of Joy Wellness Villa
4.5 star property
Port of Spain
The price is S$250
includes taxes & fees
27 Dec - 28 Dec
Flower Of Joy Wellness Villa
Private kitchen
El Carmen Apartments

El Carmen Apartments

El Carmen Apartments
4.0 star property
St. Helena
10.0 out of 10, Exceptional, (3)
"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 S$145
includes taxes & fees
4 Jan - 5 Jan, 2026
El Carmen Apartments
Outdoor pool
Emporis Resort

Emporis Resort

Emporis Resort
3.5 star property
Arouca
The price is S$326
includes taxes & fees
27 Dec - 28 Dec
Emporis Resort
Terrace/patio
Arlene's & Chris's Guesthouse

Arlene's & Chris's Guesthouse

Arlene's & Chris's Guesthouse
4.0 star property
Port of Spain
Arlene's & Chris's Guesthouse
1 bedroom, premium bedding, desk, iron/ironing board
Port of Spain Sandy Guest Apartment

Port of Spain Sandy Guest Apartment

Port of Spain Sandy Guest Apartment
3.0 star property
Piarco
The price is S$578
includes taxes & fees
10 Jan - 11 Jan, 2026
Port of Spain Sandy Guest Apartment
Exterior detail
Charming Piarco Home With Garden View

Charming Piarco Home With Garden View

Charming Piarco Home With Garden View
2.0 star property
Piarco
The price is S$168
includes taxes & fees
26 Jan - 27 Jan, 2026
Charming Piarco Home With Garden View
1 bedroom, premium bedding, desk, iron/ironing board
Port of Spain Windy Guest Apartment

Port of Spain Windy Guest Apartment

Port of Spain Windy Guest Apartment
3.0 star property
Piarco
The price is S$1,021
includes taxes & fees
27 Dec - 28 Dec
Port of Spain Windy Guest Apartment
Private kitchen
Port of Spain Sunny Guest Apartment

Port of Spain Sunny Guest Apartment

Port of Spain Sunny Guest Apartment
3.0 star property
Piarco
The price is S$578
includes taxes & fees
27 Dec - 28 Dec
Port of Spain Sunny Guest Apartment
Private kitchen
Port of Spain Breezy Guest Apartment

Port of Spain Breezy Guest Apartment

Port of Spain Breezy Guest Apartment
3.0 star property
Piarco
The price is S$578
includes taxes & fees
26 Jan - 27 Jan, 2026
Port of Spain Breezy Guest Apartment
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

Radisson Hotel Trinidad

Radisson Hotel Trinidad

10/10 Excellent
"Had a nice stay. Courteous staff, clean room and good breakfast."
Jude 2-night trip
Posted 4 days ago
Radisson Hotel Trinidad

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 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.

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 Yerette - Home of the Hummingbird, 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.