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San Juan Holiday Rentals

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Our top choices for San Juan holiday rentals

Aparthotel in Isla Verde

Mare 1562
4.0 star property
9.2 out of 10, Wonderful, (83)
"Room was very clean and comfortable "
United States
Stanzetta
Mare 1562

Aparthotel in Isla Verde

Mare 1660
4.0 star property
8.6 out of 10, Excellent, (82)
"Great room. Excellent beach access. Great building!"
United States
peter
Mare 1660
9.0 out of 10, Wonderful, (2)
"So clean. Beautiful apt. Love the lighting and the location. Safety over all in entire building. Would visit again definitely. Thanks Marco "
United States
Mayra L.
The price is HK$560
HK$1,171 total
includes taxes & fees
22 Dec - 23 Dec
At Isla Verde. 1: minute walking to the beach and 5: minutes driving to airport
2.5 star property
7.6 out of 10, Good, (4)
"The perfect place if you need to be close to the airport. There are many restaurants nearby. The accommodation was clean and the bed was comfortable. Just one block from the beautiful beach. I will definitely return. Thank you Randall for making our stay unforgettable."
United States
Johanna
The price is HK$752
HK$1,597 total
includes taxes & fees
24 Dec - 25 Dec
Gorgeous 1-Bedroom Beachside Suite

Holiday Home in Old San Juan

150 Sol by Stay with Bear
3.0 star property
8.4 out of 10, Very good, (8)
"Great experience, on point customer service, will definitely recommend!!"
United States
Efrain
The price is HK$840
HK$1,081 total
includes taxes & fees
21 Jan - 22 Jan 2026
150 Sol by Stay with Bear

Residence in Santurce

1818 Studios on Calle Loíza
2.0 star property
The price is HK$662
HK$1,121 total
includes taxes & fees
22 Dec - 23 Dec
1818 Studios on Calle Loíza

Apartment in Puerto Nuevo

Cozy house near SJ w/ light 24/7
9.4 out of 10, Exceptional, (16)
"The apartment was amazing. Location was great and quiet. Close to everything. Loved it. 10/10"
United States
Cedric J.
The price is HK$545
HK$863 total
includes taxes & fees
22 Dec - 23 Dec
Cozy house near SJ w/ light 24/7

Apartment in Santurce

Star of the Olympus
3.5 star property
8.0 out of 10, Very good, (80)
"I loved my stay here. I got a small room for my stay on a business trip, nothing fancy but I don't need much- just a place to sleep and shower between business hours. The staff is very friendly and accommodating and the location of the property is walking distance to everything I needed, so I saved money on car rentals and got to enjoy the scenery while I walked to and from my destinations. I will definitely be staying here again in the future!"
United States
Gina
The price is HK$1,050
HK$1,490 total
includes taxes & fees
8 Jan - 9 Jan 2026
Star of the Olympus

Apartment in Santurce

2019 Cacique by Stay with Bear
3.0 star property
8.8 out of 10, Excellent, (33)
"clean place and super friendly and communicative hosts! would love to stay here again ! very safe community too"
United States
citlaly
The price is HK$973
HK$1,060 total
includes taxes & fees
13 Jan - 14 Jan 2026
2019 Cacique by Stay with Bear

Apartment in Puerto Nuevo

New! Centrally Lof San Juan P.R #4
2.0 star property
10.0 out of 10, Exceptional, (1)
" muy lindo el lugar y limpio. cuando teníamos preguntas, la gente era muy amable. "
United States
Dyanna
The price is HK$525
HK$1,134 total
includes taxes & fees
23 Dec - 24 Dec
New! Centrally Lof San Juan P.R #4
9.2 out of 10, Wonderful, (17)
"The place was cute & quaint. Good place to go in and out. We ate at El Rancho Crioĺlo small place, however the food was delicious."
United States
Nancy S.
The price is HK$467
HK$780 total
includes taxes & fees
22 Dec - 23 Dec
Cozy Apartment in San Juan with light 24/7
9.6 out of 10, Exceptional, (4)
"This studio was perfect for two. The location was great. Beach was right outside the gate. There was so much dining and shopping within walking distance! Perfect spot to stay! The property owner was amazing too and was always available and helpful when needed! I would definitely book here again! "
United States
Marisa
The price is HK$483
HK$1,047 total
includes taxes & fees
22 Dec - 23 Dec
Cute Beach Studio, short walk to restaurants, bars, and casino.

Apartment in Old San Juan

Old San Juan Rentals
3.5 star property
8.6 out of 10, Excellent, (681)
"Amazing stay and staff was always available for us"
United States
Dominique
The price is HK$1,477
HK$2,242 total
includes taxes & fees
11 Jan - 12 Jan 2026
Old San Juan Rentals

Aparthotel in Santurce

DUNA by DW
4.5 star property
9.6 out of 10, Exceptional, (61)
"Great stay. "
United States
Albany
DUNA by DW

Apartment in San Juan Antiguo

Ocean Breeze Villa
3.0 star property
The price is HK$1,105
HK$2,434 total
includes taxes & fees
20 Jan - 21 Jan 2026
Ocean Breeze Villa

Apartment in Santurce

Posada Colonial Apartments
3.0 star property
9.2 out of 10, Wonderful, (273)
"Great customer service! Wonderful hospitality and our trip was amazing thanks to the care & consideration from Christina. "
United States
Tiffiiany
The price is HK$832
HK$1,240 total
includes taxes & fees
6 Jan - 7 Jan 2026
Posada Colonial Apartments
10.0 out of 10, Exceptional, (50)
"Amazing spot to stay in especially if you have kids."
United States
Laila S.
The price is HK$770
HK$1,628 total
includes taxes & fees
30 Dec - 31 Dec
Relaxing Chalet with beautiful Sunrises & Sunsets!

Aparthotel in Santurce

Numero Uno Beach Apartments
3.0 star property
8.8 out of 10, Excellent, (54)
"Staff was amazing, the room was great really liked the garden intrece Way Shot out to my bbt girl "
United States
Douglas Edward
Numero Uno Beach Apartments
3.0 star property
The price is HK$1,611
HK$2,307 total
includes taxes & fees
21 Jan - 22 Jan 2026
Ocean Park Studio Pool @ Riviera Villa
9.4 out of 10, Exceptional, (19)
"The accommodations were conveniently located. The host was the best!"
United States
Kathryn C.
The price is HK$689
HK$1,243 total
includes taxes & fees
12 Jan - 13 Jan 2026
This cottage is a 2 bedroom(s), 2 bathrooms, located in San Juan, PR.
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

Search for holiday rentals in San Juan on Expedia! You can easily find your home rentals, villas, holiday apartments in San Juan using one of the methods below:

  • View our selection of featured holiday rentals in San Juan
  • Use the map to find apartments and other holiday homes in the San Juan neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in San Juan while they last

Look no further and take a look at our great range of rental properties in San Juan!

Frequently asked questions

Can I find a holiday rental in San Juan?

Yes, there are holiday rentals in San Juan close to Arte & Mascaras, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to San Juan like the popular beaches and great live music this destination is known for. Make sure to also enjoy the bustling port and top-notch restaurants during your holiday.

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

150 Sol by Stay with Bear: This highly rated holiday home rental in San Juan is in the historical district, and equipped with air conditioning and Netflix to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and a microwave. Some other top choices in San Juan are 1120 Vieques by Stay with Bear and 2058 Espana by Stay with Bear.

How many holiday rentals are there in San Juan?

Expedia has 293 holiday rentals for your stay in San Juan.

What can I see and do in San Juan?

Family-friendly attractions include Arte & Mascaras and Pablo Casals Museum, whereas Condado Beach and Luis Muñoz Rivera Park 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 Pan American Pier.

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 such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from shared hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a family trip.