San Juan Holiday Rentals

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Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for San Juan holiday rentals

1 bedroom, desk, iron/ironing board, free WiFi

Cozy Bed & Breakfast Private Room

Cozy Bed & Breakfast Private Room
Santa Cruz
10.0 out of 10, Exceptional, (1 review)
"This was our first visit to Trinidad and didnt know what to expect. Upon arrival we were happy to see that this was a beautifully secluded neighborhood. Our host Wendy was amazing and communicated with us throughout our stay. I recommended this Cozy bed and breakfast. You won't regret it!! plsantly "
United States
Marjie J.
The price is AU$166
includes taxes & fees
3 Feb - 4 Feb
Cozy Bed & Breakfast Private Room
Interior

Charming bed & breakfast with pool view

Charming bed & breakfast with pool view
2.0 star property
San Juan, Trinidad
The price is AU$174
includes taxes & fees
3 Feb - 4 Feb
Charming bed & breakfast with pool view
Dining

The "Dous" Modern Apartment

The "Dous" Modern Apartment
San Juan
6.0 out of 10, (1 review)
"I booked this home, after payment i was then alerted by owner that the accommodation isn't available due to renovations. He mentioned having another with no additional cost. I saw some pictures and decided to stay at the new place. However i inquire about the wash and dryer as it was one of the amenities and was assured that the apartment had these items. I arrived at Trinidad and noticed that the location still wasn't sent. I called all day and no response from owner. He finally rang after...
United States
Christianna A.
The price is AU$208
includes taxes & fees
3 Feb - 4 Feb
The "Dous" Modern Apartment
Microwave, oven, stovetop

3-bedroom Home with Private Jacuzzi

3-bedroom Home with Private Jacuzzi
2.0 star property
Chaguanas
The price is AU$499
includes taxes & fees
3 Feb - 4 Feb
3-bedroom Home with Private Jacuzzi
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 AU$143
includes taxes & fees
29 Jan - 30 Jan
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 AU$168
includes taxes & fees
24 Jan - 25 Jan
El Carmen Apartments
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 AU$144
includes taxes & fees
19 Feb - 20 Feb
The Layover - 6mins from the 🛫 great for layovers and long stays - Sleeps 1-4
Property grounds

Modern tiny house that’s big on comfort

Modern tiny house that’s big on comfort
2.0 star property
Chaguanas
9.0 out of 10, Wonderful, (4 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 AU$189
includes taxes & fees
19 Feb - 20 Feb
Modern tiny house that’s big on comfort
Outdoor pool

Emporis Resort

Emporis Resort
3.5 star property
Arouca
The price is AU$333
includes taxes & fees
30 Jan - 31 Jan
Emporis Resort
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 AU$107
includes taxes & fees
27 Jan - 28 Jan
Comfortable and Safe
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 AU$204
includes taxes & fees
29 Jan - 30 Jan
Entire Cozy Luxe 3 BR/ 3 Bath House for Couples and Groups
1 bedroom, iron/ironing board, Internet, bed sheets

Serene 1-bedroom apt with AC in charming Chaguanas

Serene 1-bedroom apt with AC in charming Chaguanas
2.0 star property
Chaguanas
The price is AU$220
includes taxes & fees
3 Feb - 4 Feb
Serene 1-bedroom apt with AC in charming Chaguanas
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 reviews)
"The property was as described and the host was vwey responsive and supportive."
United States
Darnelle C.
The price is AU$229
includes taxes & fees
3 Feb - 4 Feb
Very safe 2 bedroom apartment at Piarco Airport Trinidad and Tobago Top security
Fridge, microwave, oven, stovetop

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

"Modern Comfort Near Airport & Shopping - The Cozy Condo"
Arouca, Tunapuna/Piarco Regional Corpora
10.0 out of 10, Exceptional, (1 review)
"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 AU$195
includes taxes & fees
28 Jan - 29 Jan
"Modern Comfort Near Airport & Shopping - The Cozy Condo"
Apartment, 1 Bedroom, Smoking | Living room

Stylish One-bedroom Apartment in Secure Compound, Port of Spain

Stylish One-bedroom Apartment in Secure Compound, Port of Spain
2.0 star property
Downtown Port of Spain
The price is AU$258
includes taxes & fees
25 Jan - 26 Jan
Stylish One-bedroom Apartment in Secure Compound, Port of Spain
Apartment

Jacuzzi Loft and Pool Glencoe Townhome

Jacuzzi Loft and Pool Glencoe Townhome
2.0 star property
Glencoe
10.0 out of 10, Exceptional, (1 review)
"Great place and it have a wonderful view looking over a lot of Trini "
United States
Shaneneal
The price is AU$564
includes taxes & fees
17 Feb - 18 Feb
Jacuzzi Loft and Pool Glencoe Townhome
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 AU$153
includes taxes & fees
3 Feb - 4 Feb
Stewart Guest Apt -Trincity, Airport, Full Apt
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 AU$161
includes taxes & fees
22 Jan - 23 Jan
Stewart Hotel Apt - Trincity, Airport, Full Apt
Outdoor pool

Flower Of Joy Wellness Villa

Flower Of Joy Wellness Villa
4.5 star property
Port of Spain
The price is AU$289
includes taxes & fees
27 Jan - 28 Jan
Flower Of Joy Wellness Villa
Dining

ModernRetreat with Easy Access to Everything

ModernRetreat with Easy Access to Everything
2.0 star property
Tunapuna
The price is AU$140
includes taxes & fees
25 Jan - 26 Jan
ModernRetreat with Easy Access to Everything
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 San Juan Hotel Reviews

Hyatt Regency Trinidad

Hyatt Regency Trinidad

10/10 Excellent
"Rooms were clean and comfortable. Pools was very nice and excellent customer service. Only thing is they did not have a refrigerator in my room. Not sure if that’s standard for every room. Enjoyed my stay though. "
Sonia 3-night trip
Posted 8 hours ago
Hyatt Regency Trinidad

Find out more about San Juan

Everything you need to know about San Juan holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the San Juan holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 San Juan holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

San Juan holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Juan holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Juan holiday rentals we have selected for you start as low as AU$166 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on San Juan rentals

At Expedia, we put the best San Juan holiday 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 San Juan 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 San Juan holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Juan. 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 holiday rentals in San Juan?

Yes, there are holiday rentals close to the most popular sights in San Juan, or you can select a more secluded option if you're looking for a relaxing stay. San Juan is known for its parks.

What are some of the best holiday rentals that San Juan has to offer?

Cozy Bed & Breakfast Private Room: This highly rated holiday home rental in San Juan is located in the mountains, and has an outdoor pool, a patio and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave and kitchenware. You and your friends and family can relax into your holiday with amenities such as a selection of books.

How many holiday rentals will I find in San Juan?

With 6 Expedia holiday rentals, you're guaranteed to find just the right place for your San Juan stay.

What can I see and do in San Juan?

While exploring the area, visit family-friendly sights like Yerette - Home of the Hummingbird, or get outside and enjoy nature at Queen's Park Savanah. University of the West Indies and Ariapita Avenue are a couple of places you'll find in the wider area.

What are holiday rentals like in San Juan?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in San Juan. Holiday rentals feature extras like kitchens and laundry facilities so you'll have everything you want. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from public hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for a small group gathering.