Holiday Rentals in San Juan

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Our top choices for San Juan holiday rentals

Holiday Home in Santa Cruz

Cozy Bed & Breakfast Private Room
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.
Cozy Bed & Breakfast Private Room

Holiday Home in San Juan, Trinidad

Charming bed & breakfast with pool view
2.0 star property
The price is €103
includes taxes & fees
12 Jan - 13 Jan
Charming bed & breakfast with pool view

Holiday Home in San Juan

The "Dous" Modern Apartment
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 €123
includes taxes & fees
11 Jan - 12 Jan
The "Dous" Modern Apartment
2.0 star property
ModernRetreat with Easy Access to Everything
2.0 star property
The price is €130
includes taxes & fees
9 Feb - 10 Feb
Serene 1-bedroom apt with AC in charming Chaguanas

Aparthotel in Arouca

Emporis Resort
3.5 star property
The price is €203
includes taxes & fees
11 Jan - 12 Jan
Emporis Resort

Apartment in St. Helena

El Carmen Apartments
4.0 star property
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 €97
includes taxes & fees
23 Jan - 24 Jan
El Carmen Apartments
2.0 star property
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 €111
includes taxes & fees
11 Jan - 12 Jan
Modern tiny house that’s big on comfort
10.0 out of 10, Exceptional, (1 review)
"The place was very clean"
United States
Bryan
The Layover - 6mins from the 🛫 great for layovers and long stays - Sleeps 1-4
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 €90
includes taxes & fees
3 Feb - 4 Feb
Your Layover- 6 Mins to the Airport fully equipped for Short and Long Stays
2.0 star property
The price is €112
includes taxes & fees
11 Jan - 12 Jan
Charming Piarco Home With Garden View
10.0 out of 10, Exceptional, (4 reviews)
"Great property Centrally located "
United States
phillip
The price is €90
includes taxes & fees
11 Jan - 12 Jan
Stewart Guest Apt -Trincity, Airport, Full Apt
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 €134
includes taxes & fees
11 Jan - 12 Jan
Very safe 2 bedroom apartment at Piarco Airport Trinidad and Tobago Top security

Holiday Home in Chaguanas

3-bedroom Home with Private Jacuzzi
2.0 star property
The price is €299
includes taxes & fees
13 Jan - 14 Jan
3-bedroom Home with Private Jacuzzi
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 €128
includes taxes & fees
12 Jan - 13 Jan
Entire Cozy Luxe 3 BR/ 3 Bath House for Couples and Groups

Apartment in Cunupia

Comfortable and Safe
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 €64
includes taxes & fees
12 Jan - 13 Jan
Comfortable and Safe
10.0 out of 10, Exceptional, (2 reviews)
"This was an amazing stay. Our host looked out for our every need, the compound was clean and safe for parking and the apartment was immaculate. The Christmas decor definitely put my partner and I in the holiday spirit, popular food chains and shopping centers are available in near proximity. We felt right at home and we’re desperate to book another stay soon!"
United States
Ryan
The price is €115
includes taxes & fees
15 Jan - 16 Jan
Enjoy your stay at our cozy, private and charming Diego Martin apartment.
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 €94
includes taxes & fees
11 Jan - 12 Jan
Stewart Hotel Apt - Trincity, Airport, Full Apt
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

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, apart-hotels, 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 favorite 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 depends 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 €97 per night. Entering your travel dates in the search wizard you might find 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?

The "Dous" Modern Apartment: This highly rated holiday home rental in San Juan is equipped with 1 hot tub, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop and a microwave. Our travellers also rate Cozy Bed & Breakfast Private Room as a favourite home for rent in San Juan.

How many holiday rentals will I find in San Juan?

With 5 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 Mount St. Benedict Monastery 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.