San Juan Holiday Rentals

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Holiday Rentals in San Juan

Comfy Mountain View Apartment - 2

9.0 out of 10, Wonderful, (2)
"The owners were very responsive and fast to resolve any issues that arose while we were there. The location wasn’t convenient but the place itself was secure and had most of what we needed to be comfortable for a few days. The property could use a deep clean though but overall it was a decent stay. "
Comfy Mountain View Apartment - 2

Angelene's place - Oui Papa!

Angelene's place - Oui Papa!

Cozy B&B in small gated San Juan community

2.0 star property
10.0 out of 10, Exceptional, (1)
"Exceeded my expectations. I didn't want to leave. Hosts also AMAZING with additional breakfast offerings. Thanks a million "
Cozy B&B in small gated San Juan community

Emporis Resort

3.5 star property
The price is AU$397
includes taxes & fees
3 Sept - 4 Sept
Emporis Resort

Tranquility Hotel Suite RB, walking distance to the QPS, Ariapita Ave, & EV Zoo,

10.0 out of 10, Exceptional, (1)
"Our host was amazing and incredible hospitable. The place was clean and tidy and communication was stellar. Would definitely stay here again. Thanks you so much for a wonderful short stay. "
The price is AU$458
includes taxes & fees
3 Sept - 4 Sept
Tranquility Hotel Suite RB, walking distance to the QPS, Ariapita Ave, & EV Zoo,

Port of Spain Sandy Guest Apartment

3.0 star property
The price is AU$687
includes taxes & fees
3 Sept - 4 Sept
Port of Spain Sandy Guest Apartment

Sunflower Apartments Trinidad

3.0 star property
8.6 out of 10, Excellent, (12)
"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 "
The price is AU$154
includes taxes & fees
3 Sept - 4 Sept
Sunflower Apartments Trinidad

Cozy 3-bedroom townhome in enjoyable Piarco with AC, WiFi

10.0 out of 10, Exceptional, (4)
"This place was exactly what my family needed. Our host was kind and gracious, communication was great. Location was perfect. ,tairport and "
Cozy 3-bedroom townhome in enjoyable Piarco with AC, WiFi

A unique contemporary cabin in the hills of Paramin Trinidad

9.4 out of 10, Exceptional, (8)
"We have visited 15 Caribbean Islands and Trinidad ranks high on the list, and no doubt Bridge Cabin played a major role. Nothing like being awakened by the sounds of Parrots and Toucans in the treetops around you. Absolutely would stay here again. Once you get used to navigating the roads necessary to reach the cabin, you will absolutely be in love! (Also of note, be sure to come in from the North Coast Rd side, not up Paramin Hill!!! )"
A unique contemporary cabin in the hills of Paramin Trinidad

Travelholics Getaway

10.0 out of 10, Exceptional, (2)
"It is a home away from home. The home met our expectation. All assistance neeeded were available. There were demonstration of real care and kindness. There is nothing to report as improvement needed. Please keep it up. "
The price is AU$350
includes taxes & fees
2 Oct - 3 Oct
Travelholics Getaway

Charming Piarco Home With Garden View

2.0 star property
The price is AU$159
includes taxes & fees
3 Sept - 4 Sept
Charming Piarco Home With Garden View

Entire Cozy Luxe 3 BR/ 3 Bath House for Couples and Groups

10.0 out of 10, Exceptional, (1)
"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!"
The price is AU$224
includes taxes & fees
3 Sept - 4 Sept
Entire Cozy Luxe 3 BR/ 3 Bath House for Couples and Groups

Traditional Caribbean home with pool in Port of Spain

Traditional Caribbean home with pool in Port of Spain

Very safe 2 bedroom apartment at Piarco Airport Trinidad and Tobago Top security

9.2 out of 10, Wonderful, (5)
"Great in transit property"
The price is AU$235
includes taxes & fees
3 Sept - 4 Sept
Very safe 2 bedroom apartment at Piarco Airport Trinidad and Tobago Top security

5-bedroom, 2 baths house with WiFi, AC in Woodbrook. Near many mas camps.

The price is AU$909
includes taxes & fees
9 Sept - 10 Sept
5-bedroom, 2 baths house with WiFi, AC in Woodbrook. Near many mas camps.

Located in the St. Augustine/Tunapuna twin-town area.

The price is AU$201
includes taxes & fees
3 Sept - 4 Sept
Located in the St. Augustine/Tunapuna twin-town area.

Charming 2-bedroom apartment with WiFi, AC in fabulous Tacarigua

The price is AU$188
includes taxes & fees
3 Sept - 4 Sept
Charming 2-bedroom apartment with WiFi, AC in fabulous Tacarigua

Port of Spain Breezy Guest Apartment

3.0 star property
The price is AU$687
includes taxes & fees
4 Sept - 5 Sept
Port of Spain Breezy Guest Apartment

Glencoe Townhome With Loft Jacuzzi and Pool

3.5 star property
4.0 out of 10, (1)
" Im the guy that would always see the glass half full and to never complain..This i can't let go without adressing. The master bedroom a/c is not working!!! My wife and i slept on the sofa the 6 nights we were there.called for maintenance.no one came...the last 3 days, the water was turned off.No running water!!!. "
The price is AU$751
includes taxes & fees
1 Oct - 2 Oct
Glencoe Townhome With Loft Jacuzzi and Pool

Beautiful Paradise Hill Villa near Beach

5.0 out of 10, (2)
"Lovely little place, near a couple of quiet and nice beaches, as well as small lakes and waterfalls. The place was clean and just large enough for our family of five. If you're looking for a quiet place, away from the city, this is it. We would certainly come back, if they had decent A/C, as it is, it's too hot. Some points of improvements: - just 1 mobile A/C unit, we suggest adding 2 so every bedroom can be cooled or - even better - a split-unit A/C; - not a lot of cutlery, e.g., just one...
Beautiful Paradise Hill Villa near Beach
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

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$154 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?

Charming Piarco Home With Garden View: This holiday home rental outside of San Juan comes with free WiFi so that you can feel at home during your trip. This holiday rental also comes with free parking to give you added peace of mind.

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.