San Juan Holiday Rentals

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

Most properties are fully refundable. Because flexibility matters.

Search over 2.9 million properties and 550 airlines worldwide

Find properties with these dates

Holiday Rentals in San Juan

San Agustin Apartments
3.0 star property
9.0 out of 10, Wonderful, (144)
"Love the communication and friendly the safe were. It was a great stay !"
San Agustin Apartments
Old San Juan Rentals
3.5 star property
8.8 out of 10, Excellent, (300)
"Will do it again "
The price is NZ$415
per night
27 May - 28 May
Old San Juan Rentals
Lofts At San Agustin
3.0 star property
9.2 out of 10, Wonderful, (80)
"Excellent get away spot. Very cozy"
Lofts At San Agustin
Save an average of 15% on thousands of hotels when you're signed in
Janer House
3.0 star property
7.8 out of 10, Good, (34)
"Perhaps the most important thing to me, after staying in a Lima hotel on a noisy street, was staying in a quiet neighborhood. Motels have no control over how noisy a neighborhood may be. But currently Janer House neighbors (it's a residential area) make practically no noise at all. Also, I appreciated having a fridge and micro. I'd stay at Janer House again. "
The price is NZ$245
per night
11 Jun - 12 Jun
Janer House
Casa Pelayo
2.0 star property
9.0 out of 10, Wonderful, (82)
"I loved my entire experience. It was great!!! Telling all my friends where they need to stay when in Puerto Rico! "
Casa Pelayo
Posada Colonial Apartments
3.0 star property
9.2 out of 10, Wonderful, (199)
"The owner/contact person was responsive, accommodating, and courteous. This was the case for check and when a couple of random questions came up during the stay. The apartment (unit A) was secure, clean, and all basic necessities (towels, etc.) were made available as well as extras (dish soap/sponge, a few basic cooking seasonings, cups/plates/utensils). The apartment also has some basic decorations that make it a bit more homelike. I would definitely stay here again and highly recommend...
The price is NZ$142
per night
19 May - 20 May
Posada Colonial Apartments
Green Island
4.4 out of 10, (10)
"Property was difficult to find according to the address, but the accommodations were nice and clean. The host did not speak English, which made it difficult. Even texting was all in Spanish."
The price is NZ$157
per night
16 May - 17 May
Green Island
Breezy Spacious House >> CHECK SPECIAL RATES FOR SUMMER <<
9.8 out of 10, Exceptional, (65)
"I had much confusion regarding the location of the property. I am familiar with Puerto Rico and followed VRBO directions to visit the property days before I was to rent. It led me to a horrific property outside of the neighborhood. I was so appalled, with what I found, I panicked. I tried to cancel the reservation to no avail as the host and I went back and forth. I was enormously relieved when I received the check in information with the exact address on the day the rental was to start. Only...
Breezy Spacious House >> CHECK SPECIAL RATES FOR SUMMER <<
Charming Apartment w/Pool. Just walking minutes from the Beach and Restaurants.
9.0 out of 10, Wonderful, (62)
"Place is a bit small, only a tv in the bedroom but great location and walkable to many destinations."
Charming Apartment w/Pool. Just walking minutes from the Beach and Restaurants.
DUNA by DW
3.5 star property
9.8 out of 10, Exceptional, (22)
"We loved this place and would definitely stay again. It was comfortable and clean, had nice amenities, and was within walking distance to a few restaurants and Ocean Beach. It’s a bit further from some of the nicer restaurants but Ubers were cheap so it was a good spot for our first visit to Puerto Rico."
The price is NZ$598
per night
16 May - 17 May
DUNA by DW
APT by DW
4.5 star property
9.8 out of 10, Exceptional, (39)
"Beautiful place "
The price is NZ$557
per night
21 May - 22 May
APT by DW
Relaxing Chalet with beautiful Sunrises & Sunsets!
10.0 out of 10, Exceptional, (16)
"We enjoyed our stay. It was the perfect amount of space for us and we enjoyed the porch as much as we could. The view was great. So many birds in the area. We saw some beautiful parrots. The AC units worked great and we were comfortable sleeping at night. Stove only, no oven!! I enjoy cooking so I made a few meals. The small air fryer came in handy! Overall, great location and space. We would definitely stay again!"
The price is NZ$427
per night
29 May - 30 May
Relaxing Chalet with beautiful Sunrises & Sunsets!
Tidy and Cozy Place to stay
9.0 out of 10, Wonderful, (7)
"Great location and host. Spacious with AC in both rooms. Will stay again."
Tidy and Cozy Place to stay
Ocean View Luxury Apt In the heart of Condado 21 floor with parking
9.6 out of 10, Exceptional, (41)
"The property it’s very nice, it has one bedroom and a living room but they are not separated by a door, therefore even if there is a sleeper sofa in the living room, this apartment is more comfortable for 2 people then for 3 adults. The ocean view is beautiful and the apartment is comfortable. One thing to notice: the location form Expedia app it is not accurate and was not easy to find the apartment, I suggest to search “Miranda beauty” that is a shop exactly under the building to easily find...
Ocean View Luxury Apt In the heart of Condado 21 floor with parking
BEACHFRONT ON BEACH - OCEAN VIEW BALCONY WITH POOL & CASINO! DISCOUNT
9.6 out of 10, Exceptional, (147)
"Host was very nice, accommodating, and communicative. Amazing view of the ocean, and great access to a nice pool and beach. Walkable to plenty of restaurants. It's very nice that they provide beach towels, chairs, etc."
BEACHFRONT ON BEACH - OCEAN VIEW BALCONY WITH POOL & CASINO! DISCOUNT
NOA by DW
4.5 star property
10.0 out of 10, Exceptional, (3)
"Location was convenient between the airport and old town. "
The price is NZ$435
per night
16 May - 17 May
NOA by DW
Location!!! Close to airport, beach, T-mobile district, la Placita, Old San Juan
8.8 out of 10, Excellent, (5)
"Nice little home. We had no issues with our stay. Was within 5-10min drive of beaches and other attractions."
Location!!! Close to airport, beach, T-mobile district, la Placita, Old San Juan
Casa Magdalena Unit 5 Studio Suite
3.0 star property
8.0 out of 10, Very good, (5)
"This is a micro apartment. Very small but very clean and everything in the apartment works. If you don't need maid service and are looking to spend more on your lical experience and not on lodging...this is your location!"
Casa Magdalena Unit 5 Studio Suite
Condado Lagoon View - Apartment at Miramar: Beach, Night Life, family and more!!
8.4 out of 10, Very good, (58)
"Mr Sam reached out prior to arrival with detailed instructions on entering the property which I appreciated. Apartment was very clean and each room had an AC unit. Kitchen was supplied with all necessities. Mr Sam even gave recommendations on good restaurants in the area. There was a food truck park and local shops in the area that was walking distance. Uber was easy to catch. I would recommend and also stay again. "
Condado Lagoon View - Apartment at Miramar: Beach, Night Life, family and more!!
MOOD HAUS by DW
3.5 star property
9.2 out of 10, Wonderful, (46)
"This was a great home base for our trip to San Juan! The three of us had plenty of room and we really appreciated the amenities: well supplied kitchen and laundry. We had a couple minor maintenance issues, but the guest services team was always right on top of things - really great communication. Lots of restaurants nearby and walking distance to the beach. I wouldn't want to try parking there though, as the streets are very narrow and parked cars regularly lost their side mirrors. The area info...
The price is NZ$348
per night
11 Jun - 12 Jun
MOOD HAUS by DW
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

San Juan Marriott Resort and Stellaris Casino
4.5 star property
8.8 out of 10, Excellent, (1118)
"Excellent!!!"
The price is NZ$733
per night
3 Jun - 4 Jun
San Juan Marriott Resort and Stellaris Casino
La Concha Renaissance San Juan Resort
4.0 star property
8.6 out of 10, Excellent, (1806)
"Friendly staff . Beautiful resort . Close to all restaurants and shops "
The price is NZ$623
per night
9 Jun - 10 Jun
La Concha Renaissance San Juan Resort
Condado Vanderbilt Hotel
5.0 star property
9.0 out of 10, Wonderful, (1409)
"Excellent "
The price is NZ$733
per night
20 May - 21 May
Condado Vanderbilt Hotel
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our San Juan holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up San Juan. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in San Juan. Seeing all the best attractions is bound to make you fall in love with San Juan. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in San Juan short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in San Juan?

Yes, there are holiday rentals in San Juan close to Carabali Rainforest Park, or you can select a more secluded option if you're looking for a relaxing stay. Tourists who visit San Juan like the bustling port and acclaimed art scene. Leave some time to check out the scenic seaside and monuments during your trip.

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

Luxurious and Beautiful Isla Verde Beach house with private pool: This highly rated holiday home rental in San Juan is located on the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a fridge, an oven and a microwave, so that you can cook with friends or family. Make the most of garden in this rental home to help you unwind. Some other top choices in San Juan are Green Island and Breezy Spacious House >> CHECK SPECIAL RATES FOR SUMMER <<.

How many holiday rentals will I find in San Juan?

With 751 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?

Family-friendly attractions include Carabali Rainforest Park and Las Cabezas de San Juan Nature Reserve, whereas Condado Beach and El Yunque National Forest are a couple of great spots to enjoy the outdoors. You can also visit some other popular places in town, such as Port of San Juan and Luquillo Beach.

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 WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a small group gathering.

Recent reviews of San Juan properties
Expedia verified reviews