A coastal fort with a tower overlooking the sea.

San Juan Holiday Rentals

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Our top choices for San Juan holiday rentals

1. Casa Las Ruinas Boutique Hotel

Casa Las Ruinas Boutique Hotel
4.0 star property
Old San Juan
8.4 out of 10, Very good, (424 reviews)
"It was beautiful, location was perfect and staff was amazing"
United States
jailanie
The price is NZ$170
includes taxes & fees
9 Sept - 10 Sept
Casa Las Ruinas Boutique Hotel

2. Casa Cielo

Casa Cielo
2.0 star property
Santurce
10.0 out of 10, Exceptional, (2 reviews)
"Nice but weird surroundings"
United States
Emmanuel
The price is NZ$235
includes taxes & fees
7 Sept - 8 Sept
Casa Cielo

3. Ashford Apartments

Ashford Apartments
3.5 star property
Condado
9.2 out of 10, Wonderful, (23 reviews)
"Lovely location and ease to get around. Definitely will be back."
United States
Tasha
The price is NZ$214
includes taxes & fees
26 Aug - 27 Aug
Ashford Apartments

4. Hugo's Rental

Hugo's Rental
5.0 star property
Old San Juan
9.2 out of 10, Wonderful, (341 reviews)
"The room was exactly how it’s described. The location was great. In walking distance to food, small markets and gift shop. We stayed for one night before our cruise. Cruise port was less than 10 minutes away. Would stay again."
United States
Debbie
The price is NZ$342
includes taxes & fees
27 Aug - 28 Aug
Hugo's Rental

5. 1120 Vieques by Stay with Bear

1120 Vieques by Stay with Bear
3.5 star property
Santurce
9.2 out of 10, Wonderful, (175 reviews)
"Great location, walkable to every spot"
United States
Nikke
The price is NZ$167
includes taxes & fees
6 Sept - 7 Sept
1120 Vieques by Stay with Bear

6. 609 Condado Ave

609 Condado Ave
2.0 star property
Santurce
10.0 out of 10, Exceptional, (1 review)
"Our stay was absolutely amazing! This hotel surpassed all of our expectations. The room was incredibly clean, spacious, and comfortable. Everything was well maintained, and we loved every part of our stay. The location was perfect & just a few minutes from Old San Juan by Uber, making it easy to explore the city while enjoying a quieter place to stay. Having a secure parking garage available was also a huge plus for us. One thing we really appreciated was having running water and hot water...
United States
Cindy
The price is NZ$309
includes taxes & fees
25 Aug - 26 Aug
609 Condado Ave

7. MANSION MIRAFLORES

MANSION MIRAFLORES
3.5 star property
Santurce
9.4 out of 10, Exceptional, (263 reviews)
"Great little place. I thought I booked with a hotel but my one night stay was great."
United States
Emma
The price is NZ$266
includes taxes & fees
6 Sept - 7 Sept
MANSION MIRAFLORES

8. 150 Sol by Stay with Bear

150 Sol by Stay with Bear
3.0 star property
Old San Juan
8.6 out of 10, Excellent, (62 reviews)
"First time to Old San Juan, and the location was ideal."
Canada
George Todd
The price is NZ$271
includes taxes & fees
20 Sept - 21 Sept
150 Sol by Stay with Bear

9. Patio Elba Boutique Hotel

Patio Elba Boutique Hotel
4.0 star property
Santurce
9.2 out of 10, Wonderful, (315 reviews)
"Rooms and surrounding areas were very upkept and staff was absolutely amazing!"
United States
Ivana
The price is NZ$318
includes taxes & fees
25 Aug - 26 Aug
Patio Elba Boutique Hotel

10. ESJ hosted by PMI

ESJ hosted by PMI
3.0 star property
Isla Verde
7.4 out of 10, Good, (44 reviews)
"Very close to beach and restaurants."
United States
Levi
The price is NZ$375
includes taxes & fees
25 Aug - 26 Aug
ESJ hosted by PMI

11. Elokut Apartments by Stay with Bear

Elokut Apartments by Stay with Bear
3.0 star property
Puerta de Tierra
7.0 out of 10, Good, (11 reviews)
"We loved it will come back again"
United States
Bernadine
The price is NZ$213
includes taxes & fees
25 Aug - 26 Aug
Elokut Apartments by Stay with Bear

12. Mare 1660

Mare 1660
3.0 star property
Isla Verde
8.6 out of 10, Excellent, (112 reviews)
"Very well-maintained. The apartment was very clean. Bathroom was clean Nice view. nice and quiet I recommend it to everyone for a place to stay good location"
United States
Jose
The price is NZ$303
includes taxes & fees
25 Aug - 26 Aug
Mare 1660

13. Casa Pelayo

Casa Pelayo
3.0 star property
Puerta de Tierra
7.8 out of 10, Good, (60 reviews)
"Excellent communication and even better location, my family loved it and it is a definite come back place we are already planning our stay here again very soon"
United States
Jahdai
The price is NZ$182
includes taxes & fees
26 Aug - 27 Aug
Casa Pelayo

14. Casa Costera, Isla Verde Beach, Apartments by Marriott Bonvoy

Casa Costera, Isla Verde Beach, Apartments by Marriott Bonvoy
4.0 star property
Isla Verde
9.0 out of 10, Wonderful, (237 reviews)
"Very clean room, sweet staff and close to the beach."
United States
Seanna
The price is NZ$382
includes taxes & fees
8 Sept - 9 Sept
Casa Costera, Isla Verde Beach, Apartments by Marriott Bonvoy

15. Isla Verde Beach+ Bars+ Restaurants perfect for Stop-N-Go near Airport in/out

Isla Verde Beach+ Bars+ Restaurants perfect for Stop-N-Go near Airport in/out
Isla Verde
8.6 out of 10, Excellent, (68 reviews)
"Nearby beach and grocery stores which was great because we didn't have car"
United States
Tamara
The price is NZ$196
includes taxes & fees
25 Aug - 26 Aug
Isla Verde Beach+ Bars+ Restaurants perfect for Stop-N-Go near Airport in/out

16. Nando's Place

Nando's Place
3.5 star property
Puerta de Tierra
8.2 out of 10, Very good, (73 reviews)
"Cool place to stay for the weekend"
United States
Azucena
The price is NZ$184
includes taxes & fees
14 Sept - 15 Sept
Nando's Place

17. Mare 1562

Mare 1562
3.0 star property
Isla Verde
9.0 out of 10, Wonderful, (106 reviews)
"Clean room, ocean view of sunrise, beach access, close to everything"
United States
Maria E
The price is NZ$328
includes taxes & fees
28 Aug - 29 Aug
Mare 1562

18. DUNA by DW

DUNA by DW
3.5 star property
Santurce
9.4 out of 10, Exceptional, (92 reviews)
"Our stay was an absolute dream! The apartment complex was a perfect blend of modern comfort with a lush, tropical atmosphere. The vibrant property, we highly recommend this slice of paradise for an authentic and relaxing getaway"
United States
Kiana
The price is NZ$435
includes taxes & fees
26 Aug - 27 Aug
DUNA by DW

19. La Estadía

La Estadía
3.0 star property
Old San Juan
9.8 out of 10, Exceptional, (10 reviews)
"Perfect location, quiet, AC, very cute apartment. I enjoyed my stay"
United States
Nicole
The price is NZ$404
includes taxes & fees
24 Sept - 25 Sept
La Estadía

20. APT by DW

APT by DW
4.5 star property
Santurce
9.8 out of 10, Exceptional, (107 reviews)
"Everything was wonderful! The host was a text away and the space was perfect for our group of 5. Very clean and close to everything!"
United States
Jasmin
The price is NZ$448
includes taxes & fees
25 Aug - 26 Aug
APT by DW
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

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.

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Frequently asked questions

Can I find holiday rentals in San Juan?

Yes, there are holiday rentals in San Juan close to Institute of Puerto Rican Culture, 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 popular beaches and monuments during your trip.

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

1120 Vieques by Stay with Bear: This highly rated holiday home rental in San Juan is near the airport, and equipped with air conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and a microwave. Our travellers also rate 150 Sol by Stay with Bear as a favourite home for rent in San Juan.

How many holiday rentals will I find in San Juan?

With 720 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 Luquillo Beach and Condado Beach 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 Casino del Mar at La Concha Resort.

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.