San Juan Holiday Rentals

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Check prices for these dates

In two weeks
12 Dec - 14 Dec
In two months
23 Jan - 25 Jan
In three months
20 Feb - 22 Feb
In four months
20 Mar - 22 Mar

Holiday Rentals in San Juan

Outdoor dining
150 Sol by Stay with Bear

Holiday Home in Old San Juan

3.0 star property
8.8 out of 10, Excellent, (6)
"Great experience, on point customer service, will definitely recommend!!"
United States
Efrain
The price is HK$770
HK$990 total
includes taxes & fees
10 Dec - 11 Dec
150 Sol by Stay with Bear
Free WiFi
1818 Studios on Calle Loíza

Residence in Santurce

2.0 star property
The price is HK$662
HK$1,120 total
includes taxes & fees
1 Dec - 2 Dec
1818 Studios on Calle Loíza
On the beach, beach towels
ESJ Beach Hotel

Aparthotel in Isla Verde

3.5 star property
6.8 out of 10, (4239)
"Beautiful stay "
United States
Ebony
The price is HK$1,183
HK$1,523 total
includes taxes & fees
1 Dec - 2 Dec
ESJ Beach Hotel
Living area
153 Luna by Stay with Bear

Apartment in Old San Juan

3.0 star property
9.2 out of 10, Wonderful, (10)
"I loved that it was stocked with towels and washcloths. The area was nice for food, bars, and coffee shops. Communication was amazing and they were very accommodating. "
United States
Whitney
The price is HK$1,485
HK$1,619 total
includes taxes & fees
10 Dec - 11 Dec
153 Luna by Stay with Bear
In-room safe, iron/ironing board, free WiFi, bed sheets
Mare 1562

Aparthotel in Isla Verde

4.0 star property
9.2 out of 10, Wonderful, (81)
"Room was very clean and comfortable "
United States
Stanzetta
Mare 1562
Terrace/patio
Posada Colonial Apartments

Apartment in Santurce

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$525
HK$912 total
includes taxes & fees
27 Nov - 28 Nov
Posada Colonial Apartments
Private kitchen
Cozy Apartment in San Juan with light 24/7

Apartment in Puerto Nuevo

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
29 Nov - 30 Nov
Cozy Apartment in San Juan with light 24/7
Beach/ocean view
ESJ by PMI Puerto Rico

Aparthotel in Isla Verde

3.5 star property
7.6 out of 10, Good, (23)
"Clean room, courteous staff. Easy check in and check out."
United States
Judith
The price is HK$774
HK$1,506 total
includes taxes & fees
27 Nov - 28 Nov
ESJ by PMI Puerto Rico
Interior
New! Centrally Lof San Juan P.R #4

Apartment in Puerto Nuevo

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
2 Dec - 3 Dec
New! Centrally Lof San Juan P.R #4
Private kitchen
Cozy house near SJ w/ light 24/7

Apartment in Puerto Nuevo

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$544
HK$863 total
includes taxes & fees
16 Dec - 17 Dec
Cozy house near SJ w/ light 24/7
Terrace/patio
Relaxing Chalet with beautiful Sunrises & Sunsets!

Chalet in Río Piedras

10.0 out of 10, Exceptional, (48)
"Amazing spot to stay in especially if you have kids."
United States
Laila S.
The price is HK$770
HK$1,627 total
includes taxes & fees
10 Dec - 11 Dec
Relaxing Chalet with beautiful Sunrises & Sunsets!
Beach nearby, white sand
Casa Costera, Isla Verde Beach, Apartments by Marriott Bonvoy

Aparthotel in Isla Verde

2.5 star property
9.0 out of 10, Wonderful, (148)
"Spacious, modern and functional apartments. Very helpful staff. Convenient to two excellent beaches. Exceeded my expectations! "
United States
ALAN
The price is HK$1,799
HK$1,961 total
includes taxes & fees
18 Dec - 19 Dec
Casa Costera, Isla Verde Beach, Apartments by Marriott Bonvoy
Terrace/patio
Old San Juan Rentals

Apartment in Old San Juan

3.5 star property
8.6 out of 10, Excellent, (670)
"We had a wonderful stay. Property is centrally located with walkable distance to restaurants, bars, grocery store, and landmarks. Property was clean and spacious. Host was easy to communicate with and readily available. I would definitely recommend staying here! "
United States
Nayvi
The price is HK$1,067
HK$1,609 total
includes taxes & fees
1 Dec - 2 Dec
Old San Juan Rentals
Interior
2019 Cacique by Stay with Bear

Apartment in Santurce

3.0 star property
8.6 out of 10, Excellent, (27)
"i really loved this stay, it was so close to the beach and also a gated community "
United States
madeline
The price is HK$778
HK$848 total
includes taxes & fees
2 Dec - 3 Dec
2019 Cacique by Stay with Bear
1 bedroom, iron/ironing board, WiFi, bed sheets
Beautiful Beach Studio @Condado

Apartment in Condado

2.0 star property
10.0 out of 10, Exceptional, (1)
"Clean, nice, cozy apartment "
United States
Yanitsa
The price is HK$793
HK$1,733 total
includes taxes & fees
16 Dec - 17 Dec
Beautiful Beach Studio @Condado
Interior
Amazing Blue Ocean View- Beach Front, Parking

Apartment in Isla Verde

9.6 out of 10, Exceptional, (150)
"The beach is easily accessible and quiet , secure and all amenities are within walking distance "
United States
Alana
The price is HK$871
HK$2,213 total
includes taxes & fees
2 Dec - 3 Dec
Amazing Blue Ocean View- Beach Front, Parking
Terrace/patio
Hugo's Rental

Aparthotel in Old San Juan

2.0 star property
9.4 out of 10, Exceptional, (246)
"Nice location right on the square in Old San Juan"
United States
Heather
The price is HK$1,164
HK$1,351 total
includes taxes & fees
30 Nov - 1 Dec
Hugo's Rental
Terrace/patio
APT by DW

Aparthotel in Santurce

4.5 star property
9.8 out of 10, Exceptional, (73)
"Clean and comfortable."
United States
Chloe
APT by DW
Beach
This cottage is a 2 bedroom(s), 2 bathrooms, located in San Juan, PR.

Cottage in Santurce

9.4 out of 10, Exceptional, (17)
"The accommodations were conveniently located. The host was the best!"
United States
Kathryn C.
The price is HK$672
HK$1,224 total
includes taxes & fees
1 Dec - 2 Dec
This cottage is a 2 bedroom(s), 2 bathrooms, located in San Juan, PR.
1 bedroom
Close to the Beach AC Smart TV Free Parking

Villa in Santurce

2.0 star property
Close to the Beach AC Smart TV Free Parking
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

La Concha Resort, Puerto Rico, Autograph Collection

La Concha Resort, Puerto Rico, Autograph Collection

10/10 Excellent
"Food options were excellent. We dined at Solara and Serafina onsite. The hotel is very walkable to surrounding dining options as well. In our room, the shower was really only usable with the wand as the rainhead was calcified and plugged causing the water to not flow well. The views from the room were excellent. Would have loved to be able to open a window. The AC worked well to reduce the humidity, but seemed almost too cold when returning to the room (we did try to adjust it). The room was spacious. Bed was comfy and linens were good quality. All staff that we dealt with were very friendly and helpful. We would stay again if the opportunity to travel back to the San Juan area occurs."
Gail 5-night trip
Posted 2 days ago
La Concha Resort, Puerto Rico, Autograph Collection

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
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  • 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 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?

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 278 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.