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Enterprise Vacation Rentals

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Enterprise vacation rentals

1. Cozy 2-bedroom condo near Savannah Port of Spain with Central AC , free parking

Cozy 2-bedroom condo near Savannah Port of Spain with Central AC , free parking
Newtown
$179 nightly
The price is $179
Aug 27 - Aug 28
Total with taxes and fees
Cozy 2-bedroom condo near Savannah Port of Spain with Central AC , free parking
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.

2. El Carmen Apartments

El Carmen Apartments
4.0 star property
St. Helena
9.8 out of 10, Exceptional, (6 reviews)
"v convenient for transit passengers no headaches no hassle no waist of time pickup drop will coust you only 20usd "
United States
DEEPIKA
$93 nightly
The price is $102
Aug 24 - Aug 25
Total with taxes and fees
El Carmen Apartments
A tan leather sofa with a small table and two cup holders, positioned against a blue curtain.

3. 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.
ModernRetreat with Easy Access to Everything
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.

4. 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.
$121 nightly
The price is $121
Sep 22 - Sep 23
Total with taxes and fees
A modern tiny house, big on comfort, with an urban tiny living experience.
A living room with a brown sofa, a glass coffee table, a blue wardrobe, and a white air conditioner.

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

Serene 1-bedroom apt with AC in charming Chaguanas
Chaguanas
$150 nightly
The price is $157
Aug 24 - Aug 25
Total with taxes and fees
Serene 1-bedroom apt with AC in charming Chaguanas
A building with a metal fence, a door, and a small garden area with plants.

6. Comfortable and Safe

Comfortable and Safe
Cunupia
8.4 out of 10, Very Good, (8 reviews)
"Laundry room was a major plus for me especially for someone who travels alot"
United States
Joanne
$70 nightly
The price is $70
Aug 24 - Aug 25
Total with taxes and fees
Comfortable and Safe
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.

7. 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, (1 review)
"The place was very clean"
United States
Bryan
$95 nightly
The price is $95
Aug 26 - Aug 27
Total with taxes and fees
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.

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
$95 nightly
The price is $95
Aug 26 - Aug 27
Total with taxes and fees
Your Layover- 6 Mins to the Airport fully equipped for Short and Long Stays
A bedroom with a built-in wardrobe, a bedside table, and a mirror.

9. Stewart Guest Apt -Trincity, Airport, Full Apt

Stewart Guest Apt -Trincity, Airport, Full Apt
Trincity
10.0 out of 10, Exceptional, (5 reviews)
"Great property Centrally located "
United States
phillip
$92 nightly
The price is $92
Aug 25 - Aug 26
Total with taxes and fees
Stewart Guest Apt -Trincity, Airport, Full Apt
A living room with a sofa, TV, and dining area.

10. Breezy Bungalow Airport Suite

Breezy Bungalow Airport Suite
Piarco
10.0 out of 10, Exceptional, (1 review)
"The accommodation was really in a very convenient location, it had all the shops in walking distance. Very quiet and clean. I will certainly be booking this place for my family later in the year again!! 5 Stars from me!! "
United Kingdom
Troy J.
$95 nightly
The price is $95
Aug 24 - Aug 25
Total with taxes and fees
Breezy Bungalow Airport Suite
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.

11. 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
$101 nightly
The price is $101
Aug 24 - Aug 25
Total with taxes and fees
Sunflower Apartments Trinidad
A pool area with a covered seating area, columns, and a tiled roof.

12. Emporis Resort

Emporis Resort
3.5 star property
Arouca
$216 nightly
The price is $236
Aug 24 - Aug 25
Total with taxes and fees
Emporis Resort
A bedroom with a bed, a nightstand, a lamp, and a window with curtains.

13. 3-bedroom Home with Private Jacuzzi

3-bedroom Home with Private Jacuzzi
Chaguanas
$356 nightly
The price is $373
Aug 24 - Aug 25
Total with taxes and fees
3-bedroom Home with Private Jacuzzi
A room with a washing machine, a small table, and a window with curtains.

14. 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
$187 nightly
The price is $187
Aug 24 - Aug 25
Total with taxes and fees
Charming 1-bedroom house with AC, WiFi in peaceful St. Helena Village Piarco

15. Charming Piarco Home With Garden View

Charming Piarco Home With Garden View
2.0 star property
Piarco
$117 nightly
The price is $117
Aug 30 - Aug 31
Total with taxes and fees
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.

16. 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
$92 nightly
The price is $96
Aug 31 - Sep 1
Total with taxes and fees
Stewart Hotel Apt - Trincity, Airport, Full Apt
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.
$127 nightly
The price is $138
Sep 8 - Sep 9
Total with taxes and fees
"Modern Comfort Near Airport & Shopping - The Cozy Condo"
A modern kitchen with grey cabinets, a stainless steel refrigerator, and a white countertop.

18. 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.
$121 nightly
The price is $121
Aug 24 - Aug 25
Total with taxes and fees
Charming 2-bedroom apartment with WiFi, AC in fabulous Tacarigua
A kitchen with dark cabinets, a stainless steel refrigerator, and a tiled backsplash.

19. Casa No.6 Ascot

Casa No.6 Ascot
Arima
$147 nightly
The price is $147
Aug 25 - Aug 26
Total with taxes and fees
Casa No.6 Ascot
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

Hyatt Regency Trinidad

Hyatt Regency Trinidad

10/10 Excellent
"The staff was friendly, especially the concierge. The rooms were clean and cleaning staff was great. I dined at the Hyatt Restaurant and the environment was nice. The pool area was clean and the staff were great! Thanks for a great visit"
Bobby 7-night trip
Posted 3 hours ago
Hyatt Regency Trinidad

Find out more about Enterprise

Everything you need to know about Enterprise vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Enterprise vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Enterprise vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Enterprise vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Enterprise. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Enterprise in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $95 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Enterprise rentals

At Expedia, we put the best Enterprise vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Enterprise rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Enterprise vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Enterprise. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Glencoe Townhome With Loft Jacuzzi and Pool: This vacation home rental outside Enterprise offers an outdoor pool, a barbecue grill, and free WiFi 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. Trincity Mall and University of the West Indies 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.