Enterprise Vacation Rentals

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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Enterprise vacation rentals

Interior

ModernRetreat with Easy Access to Everything

ModernRetreat with Easy Access to Everything
Tunapuna
10.0 out of 10, Exceptional, (1 review)
"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.
The price is ￥8,770
￥15,120 total
includes taxes & fees
May 18 - May 19
ModernRetreat with Easy Access to Everything
Shower, towels, soap, toilet paper

Serene 1-bedroom apt with AC in charming Chaguanas

Serene 1-bedroom apt with AC in charming Chaguanas
Chaguanas
The price is ￥14,287
￥24,954 total
includes taxes & fees
May 18 - May 19
Serene 1-bedroom apt with AC in charming Chaguanas
Miscellaneous

Cozy one-bedroom near Ariapita Ave — comfort, convenience, and city vibes!

Cozy one-bedroom near Ariapita Ave — comfort, convenience, and city vibes!
Woodbrook
The price is ￥11,302
￥18,445 total
includes taxes & fees
May 23 - May 24
Cozy one-bedroom near Ariapita Ave — comfort, convenience, and city vibes!
1 bedroom, iron/ironing board, free WiFi, bed sheets

Charming studio in tranquil Claxton Bay with AC and a full en suite bathroom

Charming studio in tranquil Claxton Bay with AC and a full en suite bathroom
Claxton Bay
The price is ￥11,429
￥18,572 total
includes taxes & fees
May 20 - May 21
Charming studio in tranquil Claxton Bay with AC and a full en suite bathroom
Dining

Cosy Carnival quarters in downtown POS

Cosy Carnival quarters in downtown POS
Downtown Port of Spain
The price is ￥19,287
￥27,541 total
includes taxes & fees
May 20 - May 21
Cosy Carnival quarters in downtown POS
3 bedrooms, iron/ironing board, free WiFi

3-bedroom Home with Private Jacuzzi

3-bedroom Home with Private Jacuzzi
Chaguanas
The price is ￥33,716
￥58,160 total
includes taxes & fees
May 18 - May 19
3-bedroom Home with Private Jacuzzi
Property grounds

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
The price is ￥7,937
￥11,112 total
includes taxes & fees
May 19 - May 20
Comfortable and Safe
2 bedrooms, iron/ironing board, WiFi, bed sheets

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
The price is ￥7,143
￥15,080 total
includes taxes & fees
May 21 - May 22
The Layover - 6mins from the 🛫 great for layovers and long stays - Sleeps 1-4
Interior

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
10.0 out of 10, Exceptional, (3 reviews)
"It was cool! Just what I needed for my short stay!!"
United States
Sherna
The price is ￥7,858
￥15,001 total
includes taxes & fees
May 18 - May 19
Your Layover- 6 Mins to the Airport fully equipped for Short and Long Stays
Superior Apartment, Courtyard View | Living area

El Carmen Apartments

El Carmen Apartments
4.0 star property
St. Helena
10.0 out of 10, Exceptional, (3 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 ￥14,922
￥17,906 total
includes taxes & fees
May 18 - May 19
El Carmen Apartments
Interior

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
2.0 out of 10, (1 review)
"This was a terrible host. A very bad actor. I travelled internationally on an 12 hour trip to find that this host sold my paid lodging to another guest and I was stranded at the airport with no lodging for better than 6 hours. The VRBO team contacted the host and host admitted to charging my credit card cost and not having the lodging I paid for because they sold it to another customer. The VRBO team cancelled the reservation and processed a refund for my money to my credit card. This hosted...
United States
Clifford T.
The price is ￥14,445
￥22,858 total
includes taxes & fees
May 19 - May 20
Charming 1-bedroom house with AC, WiFi in peaceful St. Helena Village Piarco
1 bedroom, desk, iron/ironing board, free WiFi

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 ￥11,429
￥15,290 total
includes taxes & fees
Jun 8 - Jun 9
Stewart Hotel Apt - Trincity, Airport, Full Apt
Exterior

Cozy 1-bedroom apartment with WiFi, AC and mins to Airport

Cozy 1-bedroom apartment with WiFi, AC and mins to Airport
Arima
The price is ￥9,715
￥15,271 total
includes taxes & fees
May 23 - May 24
Cozy 1-bedroom apartment with WiFi, AC and mins to Airport
Smart TV, foosball, stereo

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.
The price is ￥11,906
￥15,081 total
includes taxes & fees
May 18 - May 19
Breezy Bungalow Airport Suite
Private kitchen

Charming Studio in Port of Spain With Pool Access

Charming Studio in Port of Spain With Pool Access
2.0 star property
Belmont
The price is ￥11,612
￥22,862 total
includes taxes & fees
May 18 - May 19
Charming Studio in Port of Spain With Pool Access
Desk, iron/ironing board, free WiFi, bed sheets

Stewart Guest Apt -Trincity, Airport, Full Apt

Stewart Guest Apt -Trincity, Airport, Full Apt
Trincity
10.0 out of 10, Exceptional, (4 reviews)
"Great property Centrally located "
United States
phillip
The price is ￥11,429
￥14,604 total
includes taxes & fees
May 18 - May 19
Stewart Guest Apt -Trincity, Airport, Full Apt
1 bedroom, WiFi, bed sheets

Cozy Nook nestled in the Santa Cruz Valley. Queen sized bed Hot and cold shower

Cozy Nook nestled in the Santa Cruz Valley. Queen sized bed Hot and cold shower
Santa Cruz
The price is ￥15,080
￥21,430 total
includes taxes & fees
May 18 - May 19
Cozy Nook nestled in the Santa Cruz Valley. Queen sized bed Hot and cold shower
Property grounds

TinyUrb, a modern tiny house, big on comfort but with tiny living experience.

TinyUrb, a modern tiny house, big on comfort but with tiny living experience.
Chaguanas
9.4 out of 10, Exceptional, (6 reviews)
"This place was very clean and was one of the more updated places to stay. I would highly recommend if it is just you and your spouse/partner."
United States
Alayzia J.
The price is ￥10,318
￥21,430 total
includes taxes & fees
May 31 - Jun 1
TinyUrb, a modern tiny house, big on comfort but with tiny living experience.
Exterior

Enjoy your stay at our cozy, private and charming Diego Martin apartment.

Enjoy your stay at our cozy, private and charming Diego Martin apartment.
Diego Martin
10.0 out of 10, Exceptional, (4 reviews)
"My stay was comfortable and awesome. The cleanliness and availability of household effects made me very relaxing, plus the safety and security of the area is phenomenal. Parking is also available on the premises. Thanks again for the wonderful and reasonable accommodation."
United States
Eric A.
The price is ￥9,524
￥15,874 total
includes taxes & fees
Jun 17 - Jun 18
Enjoy your stay at our cozy, private and charming Diego Martin apartment.
Interior

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 ￥13,572
￥21,509 total
includes taxes & fees
May 28 - May 29
Entire Cozy Luxe 3 BR/ 3 Bath House for Couples and Groups
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

Airport Suites Hotel

Airport Suites Hotel

8/10 Good
"Yes, the AC works well. "
Claudia 1-night trip
Posted 8 hours ago
Airport Suites Hotel

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:

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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?

Glencoe Townhome With Loft Jacuzzi and Pool: This vacation home rental outside of 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 Yerette - Home of the Hummingbird, 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.