San Juan Holiday Rentals

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Check prices for these dates

Tonight
6 Dec - 7 Dec
Tomorrow
7 Dec - 8 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

Holiday Rentals in San Juan

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)
"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$169
includes taxes & fees
10 Dec - 11 Dec
Cozy Bed & Breakfast Private Room
Outdoor pool, a heated pool
Charming bed & breakfast with pool view

Charming bed & breakfast with pool view

2.0 star property
San Juan, Trinidad
The price is AU$176
includes taxes & fees
16 Dec - 17 Dec
Charming bed & breakfast with pool view
Terrace/patio
The "Dous" Modern Apartment

The "Dous" Modern Apartment

San Juan
6.0 out of 10, (1)
"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$211
includes taxes & fees
15 Dec - 16 Dec
The "Dous" Modern Apartment
Outdoor pool
Emporis Resort

Emporis Resort

3.5 star property
Arouca
The price is AU$336
includes taxes & fees
6 Jan - 7 Jan 2026
Emporis Resort
Superior Apartment, Courtyard View | Private kitchen
El Carmen Apartments

El Carmen Apartments

4.0 star property
St. Helena
10.0 out of 10, Exceptional, (3)
"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$170
includes taxes & fees
7 Dec - 8 Dec
El Carmen Apartments
Dining
Conveniently located 2-bedroom apartment in Saint Helena with WiFi, AC & laundry

Conveniently located 2-bedroom apartment in Saint Helena with WiFi, AC & laundry

Saint Helena
The price is AU$198
includes taxes & fees
28 Dec - 29 Dec
Conveniently located 2-bedroom apartment in Saint Helena with WiFi, AC & laundry
3 bedrooms, iron/ironing board, WiFi, bed sheets
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)
"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$221
includes taxes & fees
7 Dec - 8 Dec
Entire Cozy Luxe 3 BR/ 3 Bath House for Couples and Groups
Apartment, 1 Bedroom | Private kitchen
Sunflower Apartments Trinidad

Sunflower Apartments Trinidad

3.0 star property
Couva
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 "
United States
Gregory
The price is AU$152
includes taxes & fees
7 Dec - 8 Dec
Sunflower Apartments Trinidad
Private kitchen
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)
"It was cool! Just what I needed for my short stay!!"
United States
Sherna
The price is AU$154
includes taxes & fees
11 Dec - 12 Dec
Your Layover- 6 Mins to the Airport fully equipped for Short and Long Stays
Private kitchen
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)
"The place was very clean"
United States
Bryan
The price is AU$154
includes taxes & fees
12 Dec - 13 Dec
The Layover - 6mins from the 🛫 great for layovers and long stays - Sleeps 1-4
Fridge, microwave, oven, stovetop
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
The price is AU$162
includes taxes & fees
7 Dec - 8 Dec
Charming 1-bedroom house with AC, WiFi in peaceful St. Helena Village Piarco
Property grounds
This is a Family Friendly property ideal for groups of 6-10 people.

This is a Family Friendly property ideal for groups of 6-10 people.

Diego Martin
10.0 out of 10, Exceptional, (1)
"Me and my friends had an amazing time being hosted at this property. The owner, Mr Dass was very easy to communicate with, polite and even gifted a birthday cake to one of the guests (since it was her birthday that week). We organized pickup and drop off with the owner and everything was seamless. The home looks even better in person and we felt at home. I would stay here again in the future and I’d also recommend this property to others. "
United States
Woodley A.
The price is AU$334
includes taxes & fees
12 Dec - 13 Dec
This is a Family Friendly property ideal for groups of 6-10 people.
TV
The ValVerde Condo 101

The ValVerde Condo 101

Port of Spain
10.0 out of 10, Exceptional, (3)
"Friendly and accommodating staff in a great location. Will definitely consider staying at this property again."
United States
Daryl C.
The price is AU$320
includes taxes & fees
8 Dec - 9 Dec
The ValVerde Condo 101
Terrace/patio
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)
"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$214
includes taxes & fees
21 Dec - 22 Dec
Modern tiny house that’s big on comfort
Oven
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 AU$191
includes taxes & fees
19 Dec - 20 Dec
Cozy Nook nestled in the Santa Cruz Valley. Queen sized bed Hot and cold shower
Interior
Comfortable and Safe

Comfortable and Safe

Cunupia
8.4 out of 10, Very good, (7)
"Laundry room was a major plus for me especially for someone who travels alot"
United States
Joanne
The price is AU$93
includes taxes & fees
10 Dec - 11 Dec
Comfortable and Safe
Exterior
Charming 2-bedroom apartment with WiFi, AC in fabulous Tacarigua

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

Tacarigua
The price is AU$185
includes taxes & fees
8 Dec - 9 Dec
Charming 2-bedroom apartment with WiFi, AC in fabulous Tacarigua
Interior
Enjoy your stay at our cozy, private and charming Diego Martin apartment.

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

2.0 star property
Diego Martin
10.0 out of 10, Exceptional, (1)
"This property is gorgeous and Ellen is a wonderful host. I had the best experience and would recommend Tiffany’s Suites to anyone. It was comfortable and Ellen was communicative and very welcoming. The apartment is beautiful and well-maintained. 10/10 stay and would definitely book again! "
United States
Chelsea
The price is AU$120
includes taxes & fees
14 Dec - 15 Dec
Enjoy your stay at our cozy, private and charming Diego Martin apartment.
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)
"Great property Centrally located "
United States
phillip
The price is AU$154
includes taxes & fees
8 Dec - 9 Dec
Stewart Guest Apt -Trincity, Airport, Full Apt
Interior
Beautiful beach house bed and breakfast, with beach access.

Beautiful beach house bed and breakfast, with beach access.

Toco
The price is AU$309
includes taxes & fees
7 Dec - 8 Dec
Beautiful beach house bed and breakfast, with beach access.
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

Airport Inn

Airport Inn

10/10 Excellent
"The Airport Inn is more like a B&B than a hotel. It's quite quaint and pleasant. The hospitality was excellent. We got in after midnight and needed to have milk available for a toddler and they made it happen. The buffet breakfast was quite nice for a complimentary breakfast. And the rooms were spacious and clean. Nothing fancy but it felt very comfortable."
Edith 1-night trip
Posted 4 days ago
Airport Inn

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$93 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 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.