San Juan Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Our top choices for San Juan holiday rentals

Aparthotel in Santurce

APT by DW
4.5 star property
9.8 out of 10, Exceptional, (74)
"Beautiful place"
United States
Susie
APT by DW

Aparthotel in Santurce

DUNA by DW
4.5 star property
9.6 out of 10, Exceptional, (63)
"Great stay. "
United States
Albany
DUNA by DW
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 NZ$172
includes taxes & fees
28 Dec - 29 Dec
Cozy Apartment in San Juan with light 24/7
9.0 out of 10, Wonderful, (18)
"Excelente"
Mexico
Wanda
The price is NZ$291
includes taxes & fees
27 Jan - 28 Jan 2026
Private Apartment close to everything you need!
3.5 star property
9.2 out of 10, Wonderful, (74)
"It was cute and cozy "
United States
Jonatan
MOOD HAUS by DW - 70's Retro Stays

Apartment in Old San Juan

Old San Juan Rentals
3.5 star property
8.6 out of 10, Excellent, (682)
"Amazing stay and staff was always available for us"
United States
Dominique
The price is NZ$490
includes taxes & fees
19 Jan - 20 Jan 2026
Old San Juan Rentals
2.5 star property
9.0 out of 10, Wonderful, (149)
"Spacious, modern and functional apartments. Very helpful staff. Convenient to two excellent beaches. Exceeded my expectations! "
United States
ALAN
The price is NZ$570
includes taxes & fees
25 Jan - 26 Jan 2026
Casa Costera, Isla Verde Beach, Apartments by Marriott Bonvoy
9.4 out of 10, Exceptional, (16)
"Best place ive ever stayed at"
United States
Valentina
The price is NZ$271
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy 1-bedroom apart.. Electric Generator, WiFi, AC

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 NZ$250
includes taxes & fees
29 Dec - 30 Dec
New! Centrally Lof San Juan P.R #4

Apartment in Puerto Nuevo

Cozy house near SJ w/ light 24/7
9.4 out of 10, Exceptional, (17)
"Clean and nice bedding"
United States
Bradford
The price is NZ$190
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy house near SJ w/ light 24/7

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
9.6 out of 10, Exceptional, (14)
"Very loud outside till midnight. The room was old, and the bathroom was very small and outdated."
United States
Jinping
This bungalow is a 2 bedroom(s), 1 bathrooms, located in San Juan, PR.

Aparthotel in Santurce

Coqui del Mar Guest House
3.0 star property
9.2 out of 10, Wonderful, (110)
"I recently stayed at Coqui del Mar Guest House and had an amazing experience. The space was clean, comfortable, and had everything I needed. I felt completely safe during my stay, the gated community definitely added to my peace of mind. The breakfast was absolutely delicious, and the amenities were great. Every guest I met during my trip was friendly, which made the atmosphere even more enjoyable. Check-in and check-out were both super easy and stress-free. Overall, I had a great time and...
United States
Sebastian
The price is NZ$483
includes taxes & fees
6 Jan - 7 Jan 2026
Coqui del Mar Guest House

Villa in Universidad

Villas Auxilio Mutuo 102
2.0 star property
7.4 out of 10, Good, (3)
"Facilities are in very good conditions recomended 100%"
United States
Omar
The price is NZ$271
includes taxes & fees
29 Dec - 30 Dec
Villas Auxilio Mutuo 102

Apartment in Cangrejo Arriba

Jetsetter's Retreat
3.0 star property
9.6 out of 10, Exceptional, (37)
"All was clean and well maintained and very conveniently located. "
United States
Paul Ryan
Jetsetter's Retreat
10.0 out of 10, Exceptional, (50)
"Amazing spot to stay in especially if you have kids."
United States
Laila S.
The price is NZ$382
includes taxes & fees
10 Jan - 11 Jan 2026
Relaxing Chalet with beautiful Sunrises & Sunsets!
9.8 out of 10, Exceptional, (30)
"Wonderful!"
United States
Michelle B.
The price is NZ$428
includes taxes & fees
12 Jan - 13 Jan 2026
Lovely 3-bedroom condo with Penthouse Views

Apartment in Santurce

ROSA by DW
3.5 star property
10.0 out of 10, Exceptional, (16)
"We had a wonderful time at Rosa!"
United States
Jonathan Carlos
ROSA by DW

Aparthotel in Santurce

Numero Uno Beach Apartments
3.0 star property
8.8 out of 10, Excellent, (55)
"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

Aparthotel in Isla Verde

Mare 1660
4.0 star property
8.6 out of 10, Excellent, (83)
"Great room. Excellent beach access. Great building!"
United States
peter
Mare 1660
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.
Save an average of 15% on thousands of hotels when you're signed in

Top San Juan Hotel Reviews

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 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 NZ$218 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 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 290 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. Port of San Juan and Plaza de Armas are other places to visit while you're in town.

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.