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Enterprise Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Enterprise vacation rentals

A modern living room with a flat-screen TV on a wooden cabinet, a kitchen area with a refrigerator and a dining table, and a hallway leading to a door.

1. El Carmen Apartments

El Carmen Apartments
4.0 star property
St. Helena
9.8 out of 10, Exceptional, (7 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 ￥13,324
￥15,988 total
includes taxes & fees
Oct 30 - Oct 31
El Carmen Apartments
A modern kitchen with granite countertops, white bar stools, wooden cabinets, and a built-in microwave.

2. 3-bedroom Home with Private Jacuzzi

3-bedroom Home with Private Jacuzzi
Chaguanas
10.0 out of 10, Exceptional, (1 review)
"Once the apartment was booked, communication with the host was almost immediate. Ms. Sue was kind and thoughtful throughout the entire process, checked up on us, and ensured we had all we needed. She was available at any time we needed her and was always pleasant; even after we departed, she contacted us to inquire about our safe arrival. The environment was quiet, safe, and peaceful. If you are looking to enjoy a nice quiet vacation without the noise, and is not far from all the major areas,...
United States
Casnel
The price is ￥35,010
￥61,749 total
includes taxes & fees
Oct 29 - Oct 30
3-bedroom Home with Private Jacuzzi
A modern living room with a sectional sofa, a glass coffee table, and a sliding glass door with a geometric design.

3. Serene 1-bedroom apt with AC in charming Chaguanas

Serene 1-bedroom apt with AC in charming Chaguanas
Chaguanas
The price is ￥14,883
￥25,838 total
includes taxes & fees
Oct 29 - Oct 30
Serene 1-bedroom apt with AC in charming Chaguanas
A bedroom with a bed, a window with sheer curtains, an air conditioning unit, and a ceiling fan.

4. Sunflower Apartments Trinidad

Sunflower Apartments Trinidad
3.0 star property
Couva
8.6 out of 10, Excellent, (12 reviews)
"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
Anonymous traveler
The price is ￥14,174
￥15,875 total
includes taxes & fees
Oct 29 - Oct 30
Sunflower Apartments Trinidad
A bed with white bedding, a red pillow, and two abstract art pieces above it.

5. Cozy 1-bedroom apartment in amazing Tunapuna/Piarco Regional Corporation with AC

Cozy 1-bedroom apartment in amazing Tunapuna/Piarco Regional Corporation with AC
Tunapuna/Piarco Regional Corporation
The price is ￥10,709
￥16,221 total
includes taxes & fees
Oct 29 - Oct 30
Cozy 1-bedroom apartment in amazing Tunapuna/Piarco Regional Corporation with AC
A living room with a ceiling fan, a brown sofa, a dining table with chairs, and a TV mounted on the wall.

6. Cosy on the Avenue | Ariapita Ave | Port of Spain, Trinidad

Cosy on the Avenue | Ariapita Ave | Port of Spain, Trinidad
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 ￥5,670
￥12,757 total
includes taxes & fees
Oct 30 - Oct 31
Cosy on the Avenue | Ariapita Ave | Port of Spain, Trinidad
A compact kitchen with a stove, oven, and refrigerator. There is a dining area with a table and chairs. A television is mounted on the wall.

7. Stewart Suite Apt -Trincity, Airport, Full Apt

Stewart Suite Apt -Trincity, Airport, Full Apt
Trincity
9.6 out of 10, Exceptional, (8 reviews)
"The accommodation is clean and the hoste was very responsive and welcoming. "
France
Anonymous traveler
The price is ￥14,032
￥17,182 total
includes taxes & fees
Oct 29 - Oct 30
Stewart Suite Apt -Trincity, Airport, Full Apt
A modern living room with a flat-screen TV mounted on a wall, a black sofa, and a wooden entertainment unit with shelves.

8. Your Layover- 6 Mins to the Airport fully equipped for Short and Long Stays

Your Layover- 6 Mins to the Airport fully equipped for Short and Long Stays
Kelly Village
9.6 out of 10, Exceptional, (5 reviews)
"Excellent location and customer service."
United States
Preston
The price is ￥7,796
￥14,883 total
includes taxes & fees
Nov 5 - Nov 6
Your Layover- 6 Mins to the Airport fully equipped for Short and Long Stays
A pool area with a covered seating area, columns, and a tiled roof.

9. Emporis Resort

Emporis Resort
3.5 star property
Arouca
The price is ￥23,130
￥30,916 total
includes taxes & fees
Oct 29 - Oct 30
Emporis Resort
A neatly made bed with grey linens and a folded towel, a painting of palm trees at sunset on the wall, and a grey curtain.

10. The Layover - 6mins from the 🛫 great for layovers and long stays - Sleeps 1-4

The Layover - 6mins from the 🛫 great for layovers and long stays - Sleeps 1-4
Chin Chin Savanna Village
10.0 out of 10, Exceptional, (2 reviews)
"The place was very clean"
United States
Bryan
The price is ￥7,087
￥14,962 total
includes taxes & fees
Nov 5 - Nov 6
The Layover - 6mins from the 🛫 great for layovers and long stays - Sleeps 1-4
A kitchen with a stainless steel sink, a wooden cabinet, and two knives with blue handles.

11. Port of Spain City Studio | Central Location | AC | WiFi | Trinidad

Port of Spain City Studio | Central Location | AC | WiFi | Trinidad
Downtown Port of Spain
The price is ￥7,937
￥15,812 total
includes taxes & fees
Nov 1 - Nov 2
Port of Spain City Studio | Central Location | AC | WiFi | Trinidad
Exterior detail

12. Charming Piarco Home With Garden View

Charming Piarco Home With Garden View
2.0 star property
Piarco
The price is ￥17,248
￥20,750 total
includes taxes & fees
Nov 5 - Nov 6
Charming Piarco Home With Garden View
A bedroom with a bed, a nightstand, a wall-mounted lamp, a ceiling fan, a chandelier, a wardrobe, and a painting of a sunset.

13. Stewart Hotel Apt - Trincity, Airport, Full Apt

Stewart Hotel Apt - Trincity, Airport, Full Apt
Trincity
9.4 out of 10, Exceptional, (3 reviews)
"Very Good & Pleasant Apt. In a Good Area too and the host and his wife is helpful and lovely. "
United States
Lindy-Ann
The price is ￥14,032
￥18,024 total
includes taxes & fees
Nov 16 - Nov 17
Stewart Hotel Apt - Trincity, Airport, Full Apt
A modern kitchen with grey cabinets, a stainless steel refrigerator, and a white countertop.

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

Charming 2-bedroom apartment with WiFi, AC in fabulous Tacarigua
Tacarigua
9.0 out of 10, Wonderful, (2 reviews)
"Very nice place. Host was very accommodating with quick replies to all my queries. Unfortunately lots of barking dogs in the neighborhood which kept me up at night."
United States
Stephen S.
The price is ￥15,434
￥19,529 total
includes taxes & fees
Nov 17 - Nov 18
Charming 2-bedroom apartment with WiFi, AC in fabulous Tacarigua
A room with a washing machine, a small table, and a window with curtains.

15. Charming 1-bedroom house with AC, WiFi in peaceful St. Helena Village Piarco

Charming 1-bedroom house with AC, WiFi in peaceful St. Helena Village Piarco
St helena village piarco
The price is ￥13,250
￥28,999 total
includes taxes & fees
Oct 29 - Oct 30
Charming 1-bedroom house with AC, WiFi in peaceful St. Helena Village Piarco
A flat-screen TV on a wooden stand with a lamp beside it, displaying a home hub interface with various app icons.

16. Entire Cozy Luxe 3 BR/ 3 Bath House for Couples and Groups

Entire Cozy Luxe 3 BR/ 3 Bath House for Couples and Groups
Couva
10.0 out of 10, Exceptional, (1 review)
"This property was just as advertised. It was comfortable and inviting. Treston communicated with us to ensure we had everything we needed. If you do not have transport, you do have to walk out to get it, which we did not mind. Otherwise, the place did not disappoint at all. I would stay there again. Thank you Treston for your hospitality!"
United States
Ianna P.
The price is ￥13,465
￥21,340 total
includes taxes & fees
Oct 29 - Oct 30
Entire Cozy Luxe 3 BR/ 3 Bath House for Couples and Groups
A modern kitchen with stainless steel appliances, white cabinetry, and a gas stove.

17. "Modern Comfort Near Airport & Shopping - The Cozy Condo"

"Modern Comfort Near Airport & Shopping - The Cozy Condo"
Arouca, Tunapuna/Piarco Regional Corporation
10.0 out of 10, Exceptional, (2 reviews)
"Great location approximately 10-15 minutes away from the airport. Close to Trincity mall with grocery. About a 30 minute drive to Port of Spain without traffic, considering all Carnival activities was in Port of Spain. The entire condo was very clean and tidy, which made our stay comfortable. The two areas of improvement in my humble opinion would be the directions received was not clear, it was challenging being a visitor to the country. But the instructions inside of the booklet at the condo I...
United States
seema p.
The price is ￥10,914
￥20,352 total
includes taxes & fees
Nov 2 - Nov 3
"Modern Comfort Near Airport & Shopping - The Cozy Condo"
A pool area with a view of a hill and a building in the background.

18. Flower Of Joy Wellness Villa

Flower Of Joy Wellness Villa
4.5 star property
St. Anns
6.8 out of 10, (3 reviews)
"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 ￥25,050
￥27,555 total
includes taxes & fees
Oct 29 - Oct 30
Flower Of Joy Wellness Villa
A tiled patio with a view of the ocean, a white wall, and some greenery.

19. Arlene's & Chris's Guesthouse

Arlene's & Chris's Guesthouse
4.0 star property
Saint James
The price is ￥56,696
￥67,563 total
includes taxes & fees
Nov 9 - Nov 10
Arlene's & Chris's Guesthouse
A rooftop terrace with outdoor seating and string lights.

20. Wonderful 2-bedroom apartment in Arima Borough Corporation

Wonderful 2-bedroom apartment in Arima Borough Corporation
Arima Borough Corporation
The price is ￥51,972
￥59,374 total
includes taxes & fees
Nov 3 - Nov 4
Wonderful 2-bedroom apartment in Arima Borough Corporation
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

Radisson Hotel Trinidad

Radisson Hotel Trinidad

8/10 Good
"The staff and it was clean"
Lambert A 7-night trip
Posted 10 hours ago
Radisson Hotel Trinidad

Find out more about Enterprise

Search for holiday rentals in Enterprise on Expedia! You can easily find your home rentals, villas, holiday apartments in Enterprise using one of the methods below:

  • View our selection of featured holiday rentals in Enterprise
  • Use the map to find apartments and other holiday homes in the Enterprise neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Enterprise while they last

Look no further and take a look at our great range of rental properties in Enterprise!

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?

Gulfview Townhouse With Pool and Jacuzzi: This vacation home rental outside of Enterprise offers an outdoor pool, a garden, and laundry facilities to help you feel perfectly comfortable in your new surroundings. 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 Emperor Valley Zoo, 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.