Enterprise Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Enterprise

Fridge, microwave, coffee/tea maker, electric kettle
Tranquility Hotel Suite RB, walking distance to the QPS, Ariapita Ave, & EV Zoo,

Tranquility Hotel Suite RB, walking distance to the QPS, Ariapita Ave, & EV Zoo,

Port of Spain
10.0 out of 10, Exceptional, (1)
"Our host was amazing and incredible hospitable. The place was clean and tidy and communication was stellar. Would definitely stay here again. Thanks you so much for a wonderful short stay. "
United States
Christopher F.
The price is ￥38,783
￥45,298 total
includes taxes & fees
Dec 6 - Dec 7
Tranquility Hotel Suite RB, walking distance to the QPS, Ariapita Ave, & EV Zoo,
Standard Apartment, 2 Bedrooms, Kitchen | 1 bedroom, premium bedding, desk, iron/ironing board
Port of Spain Sandy Guest Apartment

Port of Spain Sandy Guest Apartment

3.0 star property
Piarco
The price is ￥48,639
￥69,786 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Port of Spain Sandy Guest Apartment
Outdoor pool
Emporis Resort

Emporis Resort

3.5 star property
Arouca
The price is ￥25,744
￥34,428 total
includes taxes & fees
Dec 26 - Dec 27
Emporis Resort
Executive Villa, 5 Bedrooms | 1 bedroom, premium bedding, desk, iron/ironing board
Port of Spain Windy Guest Apartment

Port of Spain Windy Guest Apartment

3.0 star property
Piarco
The price is ￥97,308
￥123,328 total
includes taxes & fees
Dec 6 - Dec 7
Port of Spain Windy Guest Apartment
House, 1 Bedroom, Smoking, Balcony | Interior
Charming Piarco Home With Garden View

Charming Piarco Home With Garden View

2.0 star property
Piarco
The price is ￥15,200
￥16,735 total
includes taxes & fees
Dec 7 - Dec 8
Charming Piarco Home With Garden View
Apartment, 1 Bedroom | Private kitchen | Full-size fridge, microwave, coffee/tea maker, electric kettle
Sunflower Apartments Trinidad

Sunflower Apartments Trinidad

3.0 star property
Couva
8.6 out of 10, Excellent, (12)
"I come here once a year I like the privacy and secure feeling I will continue to come here as long as it is available "
United States
Gregory
The price is ￥13,962
￥15,637 total
includes taxes & fees
Dec 6 - Dec 7
Sunflower Apartments Trinidad
Interior
A unique contemporary cabin in the hills of Paramin Trinidad

A unique contemporary cabin in the hills of Paramin Trinidad

Unknown
9.4 out of 10, Exceptional, (8)
"The property is located in the hills of paramin with a breathtaking view of the ocean.it is very quiet, safe, cool at nights and I can't forget has a great view of the night sky. It is really a great get away!!!!!"
United States
Marciano F.
A unique contemporary cabin in the hills of Paramin Trinidad
Pool
Travelholics Getaway

Travelholics Getaway

Piarco
9.4 out of 10, Exceptional, (3)
"Close to airport, overall clean and nicely kept. Older home that needs some repair. Taxi drivers tell us it's not a very safe part of town. "
United States
Dale
The price is ￥24,813
￥35,358 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Travelholics Getaway
Comfort Apartment | Private kitchen
2 Bed parking gated modern

2 Bed parking gated modern

2.0 star property
St. Augustine
10.0 out of 10, Exceptional, (2)
"casa muito bem equipada e bonita"
Brazil
Thamyres
2 Bed parking gated modern
Beach
Shirley's Retreat, serenity and charm in a rural setting, 15 mins from airport.

Shirley's Retreat, serenity and charm in a rural setting, 15 mins from airport.

Centeno
10.0 out of 10, Exceptional, (4)
"The property is just as described, my wife and I could not have been more pleased. It is not an all inclusive resort if that is what you're looking for. The best way to describe it is home away from home just the way I like it.Mr. Reggie was very pleasant to speak with."
United States
Joseph g.
Shirley's Retreat, serenity and charm in a rural setting, 15 mins from airport.
Interior
Comfortable and Safe

Comfortable and Safe

Cunupia
8.4 out of 10, Very Good, (7)
"Laundry room was a major plus for me especially for someone who travels alot"
United States
Joanne
The price is ￥4,654
￥9,308 total
includes taxes & fees
Dec 10 - Dec 11
Comfortable and Safe
Signature Apartment, 2 Bedrooms, Kitchen | Private kitchen | Fridge, microwave, oven, stovetop
Port of Spain Breezy Guest Apartment

Port of Spain Breezy Guest Apartment

3.0 star property
Piarco
The price is ￥48,655
￥69,809 total
includes taxes & fees
Dec 6 - Dec 7
Port of Spain Breezy Guest Apartment
1 bedroom, bed sheets
-20% Convenient Studio Queens Park Savannah Getway

-20% Convenient Studio Queens Park Savannah Getway

Belmont
10.0 out of 10, Exceptional, (6)
"Great host with great location near a lot of local shopping."
United States
Lucas
-20% Convenient Studio Queens Park Savannah Getway
Outdoor dining
Cozy 3-bedroom townhome in enjoyable Piarco with AC, WiFi

Cozy 3-bedroom townhome in enjoyable Piarco with AC, WiFi

Piarco
10.0 out of 10, Exceptional, (4)
"This place was exactly what my family needed. Our host was kind and gracious, communication was great. Location was perfect. ,tairport and "
United States
Avion A.
Cozy 3-bedroom townhome in enjoyable Piarco with AC, WiFi
Fridge, microwave, oven, stovetop
The Tower View

The Tower View

2.0 star property
VALSAYN
The price is ￥18,765
￥30,396 total
includes taxes & fees
Jan 2 - Jan 3, 2026
The Tower View
Private kitchen
Very safe 2 bedroom apartment at Piarco Airport Trinidad and Tobago Top security

Very safe 2 bedroom apartment at Piarco Airport Trinidad and Tobago Top security

Piarco
9.2 out of 10, Wonderful, (7)
"The property was as described and the host was vwey responsive and supportive."
United States
Darnelle C.
The price is ￥11,169
￥23,579 total
includes taxes & fees
Dec 6 - Dec 7
Very safe 2 bedroom apartment at Piarco Airport Trinidad and Tobago Top security
Private kitchen
Located in the St. Augustine/Tunapuna twin-town area.

Located in the St. Augustine/Tunapuna twin-town area.

Tunapuna
The price is ￥15,508
￥20,160 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Located in the St. Augustine/Tunapuna twin-town area.
Exterior
Charming 2-bedroom apartment with WiFi, AC in fabulous Tacarigua

Charming 2-bedroom apartment with WiFi, AC in fabulous Tacarigua

Tacarigua
The price is ￥13,807
￥18,771 total
includes taxes & fees
Dec 8 - Dec 9
Charming 2-bedroom apartment with WiFi, AC in fabulous Tacarigua
Studio, Multiple Bedrooms, Terrace, City View | Exterior
The Studio of Praise

The Studio of Praise

2.0 star property
Claxton Bay
The price is ￥22,816
￥41,000 total
includes taxes & fees
Dec 7 - Dec 8
The Studio of Praise
Dining
Private Studio. AC/Internet/Cable near UWI/Airport. Quiet suburban neighborhood.

Private Studio. AC/Internet/Cable near UWI/Airport. Quiet suburban neighborhood.

2.0 star property
El Dorado
The price is ￥6,979
￥13,182 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Private Studio. AC/Internet/Cable near UWI/Airport. Quiet suburban neighborhood.
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 Enterprise Hotel Reviews

Grand Diamond Hotel Suites Trinidad

Grand Diamond Hotel Suites Trinidad

10/10 Excellent
"The woman at registration was very friendly and very helpful. The room was clean and had a/c. No complaints. I would stay there again."
Sam 1-night trip
Posted 22 hours ago
Grand Diamond Hotel Suites Trinidad

Find out more about Enterprise

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Frequently asked questions

Can I find a vacation rental in Enterprise?

Yes, we have vacation rentals near well known sights in Enterprise, or you can choose a more remote option if you want a relaxing place to stay.

What are some of the best vacation rentals that Enterprise has to offer?

Charming Piarco Home With Garden View: This vacation home rental outside of Enterprise comes with free WiFi so you can feel at home during your trip. This vacation rental also comes with free parking to give you added peace of mind.

What can I see and do in Enterprise?

Explore the area and family-friendly sights such as Yerette - Home of the Hummingbird, or get out into nature at a spot like Queen's Park Savanah. Trinidad and Tobago Civil Aviation Authority and Trincity Mall are a couple of places you'll find in the larger area.

What are vacation rentals like in Enterprise?

Vacation rentals are private accommodations you can stay in for a couple days or more in Enterprise. Vacation rentals offer extras such as kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for family trips or small group gatherings.