Holiday Rentals in San Juan

Save an average of 15% on thousands of properties with Expedia Rewards

Most properties are fully refundable. Because flexibility matters.

Search over 2.9 imllion properties and 550 airlines worldwide

Holiday Rentals in San Juan

Comfy Mountain View Apartment - 2
Property grounds
Comfy Mountain View Apartment - 2
10.0 out of 10, Exceptional, (1)
"Quick Check-in and also was picked up from the airport by hosg; excellent service and friendly."
Comfy Mountain View Apartment - 2
Pool and Jacuzzi Vacation Home
Fridge, microwave, oven, coffee/tea maker
Pool and Jacuzzi Vacation Home
10.0 out of 10, Exceptional, (5)
"We rented this property while visiting family in POS. Property was really nice in quiet and safe neighbourhood with lovely neighbours, the pool and jacuzzi it’s a great bonus and most of all the communication with Ejay who looked after us was excellent. I can’t recommend enough! "
Pool and Jacuzzi Vacation Home
Delightful Log Cabin with plunge pool close to amazing waterfall
Exterior
Delightful Log Cabin with plunge pool close to amazing waterfall
10.0 out of 10, Exceptional, (2)
"Jervais was easy to communicate, and the property was amazing. The pictures are very accurate of the cabin, and the surrounding area. Jervais definitely maintains the property well, and made our stay magnificent."
Delightful Log Cabin with plunge pool close to amazing waterfall
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
VACATION APT IN AROUCA, TRINIDAD. 2 BEDROOMS
Fridge, microwave, oven, stovetop
VACATION APT IN AROUCA, TRINIDAD. 2 BEDROOMS
10.0 out of 10, Exceptional, (1)
"Comfortable, clean and cozy apartment with excellent amenities. Definitely recommended. Excellent host."
The price is €167
per night
16 May - 17 May
VACATION APT IN AROUCA, TRINIDAD. 2 BEDROOMS
Vista Stays...Garden View
Pool
Vista Stays...Garden View
10.0 out of 10, Exceptional, (1)
"Owner was professional, available and knowledgeable. Accommodation was excellent. I was very comfortable and safe. Would definitely recommend to others. Tranquility."
Vista Stays...Garden View
charming hill top retreat in San Juan Trinidad and Tobago
Interior
charming hill top retreat in San Juan Trinidad and Tobago
10.0 out of 10, Exceptional, (1)
"The property was great! It was clean and modern and had onsite laundry which was a plus! The host was easy to reach and they provided all the items you would need for your stay. Would definitely book again!"
The price is €264
per night
6 May - 7 May
charming hill top retreat in San Juan Trinidad and Tobago
BEAUTIFUL HOME IN PORT OF SPAIN TRINIDAD
Exterior
BEAUTIFUL HOME IN PORT OF SPAIN TRINIDAD
10.0 out of 10, Exceptional, (1)
"Wow. I don’t where to start. Ms.Glenda was absolutely amazing. The meals were all top notch and we didn’t have to want for anything. If there was anything we needed, she made sure to get it for us. Sometimes you see places online and get a different story once you arrives, but this was not the case at all. The rooms were all immaculate and super spacious. And it was nice to relax by the pool after a hard day of fete. We felt safe at all times and worried about nothing. We came as strangers...
BEAUTIFUL HOME IN PORT OF SPAIN TRINIDAD
Vista Stsys...Bamboo View
Pool
Vista Stsys...Bamboo View
10.0 out of 10, Exceptional, (2)
"This experience was just amazing. The property itself was so serene and beautiful...the lush greenery, the relaxing salt water pool and jacuzzi, simply amazing. We had such a relaxing experience and the property owner Anthony and his wife were so accommodating and friendly, we felt as if we were at home; didn't want to leave, lol. And let's not forget the breakfast, tailored specifically to our palate and sooo tasty. All in all an unforgettable experience and will recommend this stay 100%. We...
Vista Stsys...Bamboo View
-20% Convenient Studio Queens Park Savannah Getway
Exterior
-20% Convenient Studio Queens Park Savannah Getway
10.0 out of 10, Exceptional, (1)
"Excelente servicio, los anfitriones son excelentes personas, buena seguridad y ambiente para relajarte, volveré "
-20% Convenient Studio Queens Park Savannah Getway
2 Bedroom gated Annex -pool, king & queen beds, free parking and wifi
Property grounds
2 Bedroom gated Annex -pool, king & queen beds, free parking and wifi
10.0 out of 10, Exceptional, (1)
"I really enjoyed the fact that this location isn't right in the middle of the hectic bustle and can feel as private as you want without feeling isolated. I was no more than 20 minutes from either the busy city and it's festive activities, or the serenity of the rural forested country side. The hosts were very open to communication and responsive to any questions. They readily offered suggestions for how to get around, local nightlife areas, natural scenic areas to enjoy the beautiful scenery,...
2 Bedroom gated Annex -pool, king & queen beds, free parking and wifi
Shirley's Retreat, cottage with mountain view and 15m from airport.
Fridge, microwave, oven, stovetop
Shirley's Retreat, cottage with mountain view and 15m from airport.
10.0 out of 10, Exceptional, (2)
"The hosts were very warm and accommodating. You will need transportation to get to and from the location. If renting a vehicle, a smaller car is best to fit into the parking soace at the residence. If the vehicle is larger they can still accommodate, but comoact cars are better. They also provide safe private transportation for guests especially if a guest wants to sightsee. I felt at home in the residence. It felt as though I was with family. Everyone was very neighborly. I was greeted with a...
Shirley's Retreat, cottage with mountain view and 15m from airport.
A unique contemporary cabin in the hills of Paramin Trinidad
Property grounds
A unique contemporary cabin in the hills of Paramin Trinidad
9.8 out of 10, Exceptional, (6)
"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
Polaris Courts...Cozy 2 bedroom apt, 2 min from airport
Fridge, microwave, oven, stovetop
Polaris Courts...Cozy 2 bedroom apt, 2 min from airport
9.8 out of 10, Exceptional, (13)
"What I like most about the property is that it was safe, clean, beautiful and quiet I enjoyed my visit at this property and I’m happy to share my experience with others and can’t wait to return again. "
The price is €153
per night
6 May - 7 May
Polaris Courts...Cozy 2 bedroom apt, 2 min from airport
A beautiful and safe 3 bedroom home in a gated community
Private kitchen
A beautiful and safe 3 bedroom home in a gated community
9.8 out of 10, Exceptional, (14)
"My whole family stayed at this lovely three bedroom home. It was quite comfortable and spacious. We really enjoyed ourselves. Can’t wait to do it again at the same location felt safe and everything was right outside and within walking distance security even took the time to help us out get something to eat one night, wonderful wonderful experience"
A beautiful and safe 3 bedroom home in a gated community
Very safe 2 bedroom apartment at Piarco Airport Trinidad and Tobago Top security
Private kitchen
Very safe 2 bedroom apartment at Piarco Airport Trinidad and Tobago Top security
9.4 out of 10, Exceptional, (3)
"The property was as described and the host was vwey responsive and supportive."
The price is €153
per night
6 May - 7 May
Very safe 2 bedroom apartment at Piarco Airport Trinidad and Tobago Top security
Relaxing, private, family friendly, 3 bedroom home
Property grounds
Relaxing, private, family friendly, 3 bedroom home
9.0 out of 10, Wonderful, (10)
"Our host was most welcoming, understanding and accommodating. Place was clean, breezy and relaxing. A perfect staycation. 10/10 would recommend"
Relaxing, private, family friendly, 3 bedroom home
Travel Suites Ltd
Front of property
Travel Suites Ltd
2.5 star property
9.0 out of 10, Wonderful, (18)
"I stayed at this property for 6 nights it was very clean,safe, everything I wanted to do was within walking distance or a short cab ride away. Dwight the property manager was very accommodating and helpful."
Travel Suites Ltd
Sunflower Apartments Trinidad
Apartment, 1 Bedroom | Private kitchen
Sunflower Apartments Trinidad
3.0 star property
8.8 out of 10, Excellent, (11)
"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 €98
per night
6 May - 7 May
Sunflower Apartments Trinidad
Comfortable and Safe
Exterior
Comfortable and Safe
8.0 out of 10, Very good, (1)
"Very happy with stay host was very accommodating."
The price is €60
per night
6 May - 7 May
Comfortable and Safe
The "Dous" Modern Apartment
Fridge, microwave, oven, stovetop
The "Dous" Modern Apartment
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...
The price is €133
per night
6 May - 7 May
The "Dous" Modern Apartment
Don't see what you're looking for?
See all available properties in San Juan
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.

Other types of properties in San Juan you may be interested in

Hyatt Regency Trinidad
Lobby
Hyatt Regency Trinidad
4.5 star property
9.2 out of 10, Wonderful, (1003)
"The entire staff was knowledgeable and pleasant. My family had a wonderful time. "
The price is €234
per night
10 May - 11 May
Hyatt Regency Trinidad
The "Dous" Modern Apartment
Fridge, microwave, oven, stovetop
The "Dous" Modern Apartment
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...
The price is €133
per night
6 May - 7 May
The "Dous" Modern Apartment
SherNest Guest House
Individually decorated, individually furnished, blackout curtains
SherNest Guest House
3.0 star property
The price is €99
per night
11 May - 12 May
SherNest Guest House
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.

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 €60 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 Angelene's place - Oui Papa! as a favourite home for rent in San Juan.

How many holiday rentals will I find in San Juan?

With 3 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.

Recent reviews of San Juan properties
Expedia verified reviews

Courtyard by Marriott Port Of Spain

Courtyard by Marriott Port Of Spain

5/5 Excellent
"great hotel to stay if you are on a business trip. Nice room with fast Wifi. Good breakfast and great coffee. "
A verified traveller stayed at Courtyard by Marriott Port Of Spain
Posted 2 days ago
Courtyard by Marriott Port Of Spain