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Enterprise Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Enterprise vacation rentals

A modern kitchen with granite countertops, white bar stools, wooden cabinets, and a built-in microwave.

1. 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 AED 780
AED 1,375 total
includes taxes & fees
2 Oct - 3 Oct
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.

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

Serene 1-bedroom apt with AC in charming Chaguanas
Chaguanas
The price is AED 331
AED 577 total
includes taxes & fees
2 Oct - 3 Oct
Serene 1-bedroom apt with AC in charming Chaguanas
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.

3. 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 AED 311
AED 373 total
includes taxes & fees
2 Oct - 3 Oct
El Carmen Apartments
Interior

4. Cosy Carnival Central|WIFI| Ariapita Ave

Cosy Carnival Central|WIFI| Ariapita Ave
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 AED 262
AED 427 total
includes taxes & fees
2 Oct - 3 Oct
Cosy Carnival Central|WIFI| Ariapita Ave
A building with a dark facade, a wooden door, and a window with shutters. There are two wall-mounted lights on either side of the window.

5. A modern tiny house, big on comfort, with an urban tiny living experience.

A modern tiny house, big on comfort, with an urban tiny living experience.
Chaguanas
9.4 out of 10, Exceptional, (6 reviews)
"Our stay was amazing and surprisingly comfortable and large for a tiny home. My family enjoyed all the amenities offered and the little touches that made it feel like home away from home. Highly recommended and looking forward to our next trip."
Canada
Sherryann P.
The price is AED 220
AED 489 total
includes taxes & fees
22 Oct - 23 Oct
A modern tiny house, big on comfort, with an urban tiny living experience.
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.

6. 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 AED 165
AED 349 total
includes taxes & fees
7 Oct - 8 Oct
The Layover - 6mins from the 🛫 great for layovers and long stays - Sleeps 1-4
A modern living room with a flat-screen TV mounted on a wall, a black sofa, and a wooden entertainment unit with shelves.

7. 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 AED 182
AED 347 total
includes taxes & fees
13 Oct - 14 Oct
Your Layover- 6 Mins to the Airport fully equipped for Short and Long Stays
A bedroom with a bed, pillows, a wooden wardrobe, a mirror, and a TV.

8. 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 AED 215
AED 399 total
includes taxes & fees
5 Oct - 6 Oct
Cosy 1 B/droom, near Ariapita Avenue, Walk to Dining, Nightlife & Fast WiFi
A bunk bed with a small table in the middle. The table has a stack of plates, a few cups, and a bottle of hand sanitizer.

9. 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 AED 331
AED 370 total
includes taxes & fees
2 Oct - 3 Oct
Sunflower Apartments Trinidad
A pool area with a covered seating area, columns, and a tiled roof.

10. Emporis Resort

Emporis Resort
3.5 star property
Arouca
The price is AED 538
AED 719 total
includes taxes & fees
2 Oct - 3 Oct
Emporis Resort
A room with a washing machine, a small table, and a window with curtains.

11. 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 AED 296
AED 674 total
includes taxes & fees
2 Oct - 3 Oct
Charming 1-bedroom house with AC, WiFi in peaceful St. Helena Village Piarco
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.

12. 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 AED 264
AED 338 total
includes taxes & fees
5 Oct - 6 Oct
Stewart Suite Apt -Trincity, Airport, Full Apt
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
Stewart Hotel Apt - Trincity, Airport, Full Apt
Exterior detail

14. Charming Piarco Home with Garden View

Charming Piarco Home with Garden View
Piarco
The price is AED 457
AED 521 total
includes taxes & fees
2 Oct - 3 Oct
Charming Piarco Home with Garden View
A modern kitchen with grey cabinets, a stainless steel refrigerator, and a white countertop.

15. 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 AED 327
AED 444 total
includes taxes & fees
5 Oct - 6 Oct
Charming 2-bedroom apartment with WiFi, AC in fabulous Tacarigua
A modern kitchen with stainless steel appliances, white cabinetry, and a gas stove.

16. "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 AED 255
AED 475 total
includes taxes & fees
6 Oct - 7 Oct
"Modern Comfort Near Airport & Shopping - The Cozy Condo"
A flat-screen TV on a wooden stand with a lamp beside it, displaying a home hub interface with various app icons.

17. 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 AED 314
AED 498 total
includes taxes & fees
21 Oct - 22 Oct
Entire Cozy Luxe 3 BR/ 3 Bath House for Couples and Groups
A hotel room with a bed, a TV mounted on the wall, two chairs around a small table with a plant, and a wooden door.

18. Tropical Nest Arima Near Airport Self Check-In

Tropical Nest Arima Near Airport Self Check-In
Arima
The price is AED 281
AED 354 total
includes taxes & fees
12 Oct - 13 Oct
Tropical Nest Arima Near Airport Self Check-In
A pool area with a view of a hill and a building in the background.

19. WINDCREST VILLA - Great view near Port of Spain

WINDCREST VILLA - Great view near Port of Spain
St. Anns
The price is AED 242
AED 426 total
includes taxes & fees
2 Oct - 3 Oct
WINDCREST VILLA - Great view near Port of Spain
A living room with a wooden floor, two wooden chairs, a small round table with a bowl and remote, and a TV mounted on the wall.

20. 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 AED 290
AED 599 total
includes taxes & fees
6 Oct - 7 Oct
Stylish 1-bed Opposite Queens Park Savannah
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

Tradewinds Hotel

Tradewinds Hotel

10/10 Excellent
"Great staff. Well priced."
Juliet 4-night trip
Posted less than an hour ago
Tradewinds Hotel

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.