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, (410 reviews)
"Clean room, excellent location"
United States
Marielis
The price is NZ$194
includes taxes & fees
9 Sept - 10 Sept
Casa Las Ruinas Boutique Hotel

2. Hugo's Rental

Hugo's Rental
5.0 star property
Old San Juan
9.2 out of 10, Wonderful, (339 reviews)
"Amazing location right on the square. The room was very nice and we will be staying again next time!!"
United States
John
The price is NZ$360
includes taxes & fees
11 Aug - 12 Aug
Hugo's Rental

3. La Ferreteria Apartments

La Ferreteria Apartments
3.0 star property
Puerta de Tierra
8.8 out of 10, Excellent, (615 reviews)
"We enjoyed our stay at La Ferreteria. Lots of space and a beautiful bay view. We definitely recommend it."
United States
Raul Fombellida
The price is NZ$222
includes taxes & fees
1 Sept - 2 Sept
La Ferreteria Apartments

4. 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, (60 reviews)
"First time to Old San Juan, and the location was ideal."
Canada
George Todd
The price is NZ$308
includes taxes & fees
2 Sept - 3 Sept
150 Sol by Stay with Bear

5. La Mona Loiza Apartments Complex

La Mona Loiza Apartments Complex
3.0 star property
Santurce
8.8 out of 10, Excellent, (663 reviews)
"My favorite go to stay!"
United States
Jared
The price is NZ$175
includes taxes & fees
1 Sept - 2 Sept
La Mona Loiza Apartments Complex

6. Patio Elba Boutique Hotel

Patio Elba Boutique Hotel
4.0 star property
Santurce
9.2 out of 10, Wonderful, (309 reviews)
"Staff were friendly, felt like we had the place to ourself, cleaning staff did a great job, worth the money."
United States
Robert
The price is NZ$319
includes taxes & fees
18 Aug - 19 Aug
Patio Elba Boutique Hotel

7. APT by DW

APT by DW
4.5 star property
Santurce
9.8 out of 10, Exceptional, (105 reviews)
"Beautiful place in a wonderful neighborhood. Close to lots of restaurants, bars and other day/nightlife. Only a 15 minute drive to Old San Juan"
United States
Stephanie
The price is NZ$472
includes taxes & fees
11 Aug - 12 Aug
APT by DW

8. Nando's Place

Nando's Place
3.5 star property
Puerta de Tierra
8.4 out of 10, Very good, (65 reviews)
"We like the convenience of been close to beaches and Old San Juan, easy parking on street, was quiet and we feel safe on the neighborhood, comfortable for a family of 5 And spacious , Thank you"
United States
Carmen S
The price is NZ$208
includes taxes & fees
9 Sept - 10 Sept
Nando's Place

9. 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, (231 reviews)
"Very clean room, sweet staff and close to the beach."
United States
Seanna
The price is NZ$400
includes taxes & fees
1 Sept - 2 Sept
Casa Costera, Isla Verde Beach, Apartments by Marriott Bonvoy

10. 1120 Vieques by Stay with Bear

1120 Vieques by Stay with Bear
3.5 star property
Santurce
9.2 out of 10, Wonderful, (166 reviews)
"Easy check in process and good location."
United States
Joshua Thomas
The price is NZ$278
includes taxes & fees
25 Aug - 26 Aug
1120 Vieques by Stay with Bear

11. La Estadía

La Estadía
3.0 star property
Old San Juan
9.8 out of 10, Exceptional, (6 reviews)
"This was a perfect place to stay with my family. It was close to everything, safe area, clean, customer service was amazing. Such a great place and experience."
United States
Amanda
The price is NZ$408
includes taxes & fees
10 Sept - 11 Sept
La Estadía

12. ESJ Beach Hotel

ESJ Beach Hotel
3.5 star property
Isla Verde
6.8 out of 10, (4,531 reviews)
"The property is perfect if you want to stay at home away from home stay. The hotel is close to every thing and beach is minutes away."
United States
Rose
The price is NZ$342
includes taxes & fees
11 Aug - 12 Aug
ESJ Beach Hotel

13. Coqui del Mar Guest House

Coqui del Mar Guest House
3.0 star property
Santurce
9.2 out of 10, Wonderful, (118 reviews)
"I love this place."
United States
Yunier
The price is NZ$319
includes taxes & fees
11 Aug - 12 Aug
Coqui del Mar Guest House

14. MANSION MIRAFLORES

MANSION MIRAFLORES
3.5 star property
Santurce
9.4 out of 10, Exceptional, (259 reviews)
"Great place in a calm area. The only downside is that there are very few places to eat or grab a drink within walking distance. However, during my stay, rental scooters were always available right outside, so that might work for some people."
United States
Mauricio
The price is NZ$310
includes taxes & fees
10 Sept - 11 Sept
MANSION MIRAFLORES

15. Ocean Breeze Villa

Ocean Breeze Villa
4.0 star property
Puerta de Tierra
9.2 out of 10, Wonderful, (29 reviews)
"It was easy check in. We loved the room and hotel we will nebavk"
United States
Sharon
The price is NZ$542
includes taxes & fees
31 Aug - 1 Sept
Ocean Breeze Villa

16. 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$332
includes taxes & fees
16 Aug - 17 Aug
Mare 1562

17. Elokut Apartments by Stay with Bear

Elokut Apartments by Stay with Bear
3.0 star property
Puerta de Tierra
6.4 out of 10, (9 reviews)
"Requests to refill necessities like soap and towels were not done. Garbage was not removed. No communication or help from host during utility outages."
United States
Stephanie
The price is NZ$279
includes taxes & fees
1 Sept - 2 Sept
Elokut Apartments by Stay with Bear

18. DUNA by DW

DUNA by DW
3.5 star property
Santurce
9.4 out of 10, Exceptional, (91 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$405
includes taxes & fees
12 Aug - 13 Aug
DUNA by DW

19. Casa Pelayo

Casa Pelayo
3.0 star property
Puerta de Tierra
8.0 out of 10, Very good, (59 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$223
includes taxes & fees
9 Sept - 10 Sept
Casa Pelayo

20. MOOD HAUS by DW - 70's Retro Stays

MOOD HAUS by DW - 70's Retro Stays
3.5 star property
Santurce
9.2 out of 10, Wonderful, (83 reviews)
"Beautiful property, super close to the beach, and a perfect place for couples. Even with the water issues in San Juan right now we were very well taken care of here!"
United States
Samantha
The price is NZ$366
includes taxes & fees
16 Aug - 17 Aug
MOOD HAUS by DW - 70's Retro Stays
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 a holiday rental 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. Visitors to San Juan like the scenic seaside 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?

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 are there in San Juan?

Expedia has 321 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 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 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.