Book Holiday Homes in San Juan

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Featured Holiday Homes in San Juan

150 Sol by Stay with Bear

150 Sol by Stay with Bear

3 out of 5
150 Sol St San Juan San Juan
The price is NZ$219 per night from 16 Dec to 17 Dec
NZ$219
16 Dec - 17 Dec
includes taxes & fees
Stay at this holiday home in San Juan. Enjoy free Wi-Fi, Netflix and an in-room coffee maker. Popular attractions Port of San Juan and Pan American Pier are ...
Opens in a new window150 Sol by Stay with Bear
1120 Vieques by Stay with Bear

1120 Vieques by Stay with Bear

3.5 out of 5
1120 C. Vieques San Juan San Juan
Stay at this holiday home in San Juan. Enjoy free Wi-Fi, free parking and patios. Popular attractions Condado Beach and Pan American Pier are located ...
Opens in a new window1120 Vieques by Stay with Bear
Perfect for small group or family close to everything apt 3

Perfect for small group or family close to everything apt 3

Santurce San Juan
Stay at this holiday home in San Juan. Enjoy laundry facilities, balconies and an in-room coffee maker. Popular attractions Condado Beach and Pan American Pier ...
Opens in a new windowPerfect for small group or family close to everything apt 3
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Luxury House in Old San Juan

Luxury House in Old San Juan

San Juan San Juan
The price is NZ$1,187 per night from 18 Dec to 19 Dec
NZ$1,187
18 Dec - 19 Dec
includes taxes & fees
Stay at this holiday home in San Juan. Enjoy private pools, laundry facilities and in-room jetted baths. Popular attractions Port of San Juan and Pan American ...
Opens in a new windowLuxury House in Old San Juan
Charming 3-bedroom house in San Juan with WiFi and AC

Charming 3-bedroom house in San Juan with WiFi and AC

San Juan San Juan
Stay at this holiday home in San Juan. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Isla Verde Beach and Jose Miguel Agrelot Coliseum ...
Opens in a new windowCharming 3-bedroom house in San Juan with WiFi and AC
San Juan Beach House

San Juan Beach House

Condado San Juan
Stay at this holiday home in San Juan. Enjoy a pool table, patios and cable/satellite TV service. Popular attractions Condado Beach and Pan American Pier are ...
Opens in a new windowSan Juan Beach House
WATER Available With 1200 Gallon Cistern Isla Verde 
Near Airport  Stop-N-Go

WATER Available With 1200 Gallon Cistern Isla Verde Near Airport Stop-N-Go

Carolina Carolina
The price is NZ$210 per night from 22 Dec to 23 Dec
NZ$210
22 Dec - 23 Dec
includes taxes & fees
Stay at this holiday home in Carolina. Enjoy free Wi-Fi, a garden and patios. Popular attractions Condado Beach and Pan American Pier are located nearby.
Opens in a new windowWATER Available With 1200 Gallon Cistern Isla Verde Near Airport Stop-N-Go
Isla Verde Beach+ Bars+ Restaurants

Isla Verde Beach+ Bars+ Restaurants

Carolina Carolina
Stay at this holiday home in Carolina. Enjoy air conditioning. Popular attractions Condado Beach and Pan American Pier are located nearby.
Opens in a new windowIsla Verde Beach+ Bars+ Restaurants
Historic Rum Baron's Mansion in BEST location!

Historic Rum Baron's Mansion in BEST location!

2 out of 5
San Juan
Stay at this holiday home in San Juan. Enjoy laundry facilities, balconies and air conditioning. Popular attractions Port of San Juan and Pan American Pier are ...
Opens in a new windowHistoric Rum Baron's Mansion in BEST location!
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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.

San Juan Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our San Juan vacation homes are the perfect way for you to wing it.

Holiday houses in San Juan let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of San Juan in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local San Juan adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in San Juan with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of San Juan vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

San Juan Holiday Homes essential information

Accommodation
332 Holiday Homes
Lowest Price
NZ$210
Highest Price
NZ$1,187
Popular accommodation
150 Sol by Stay with Bear, 1120 Vieques by Stay with Bear, Perfect for small group or family close to everything apt 3, Luxury House in Old San Juan, Charming 3-bedroom house in San Juan with WiFi and AC, San Juan Beach House, WATER Available With 1200 Gallon Cistern Isla Verde Near Airport Stop-N-Go , Isla Verde Beach+ Bars+ Restaurants , Historic Rum Baron's Mansion in BEST location!

Top trending hotels in San Juan

Caribe Hilton

Caribe Hilton

4.5 out of 5
1 San Geronimo Street San Juan
Fully refundableReserve now, pay when you stay
The price is NZ$619 per night from 16 Dec to 17 Dec
NZ$619
16 Dec - 17 Dec
includes taxes & fees
Stay at this beach resort in San Juan. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
Opens in a new windowCaribe Hilton
The Condado Plaza Hotel

The Condado Plaza Hotel

4 out of 5
999 Ashford Avenue San Juan
The price is NZ$497 per night from 16 Dec to 17 Dec
NZ$497
16 Dec - 17 Dec
includes taxes & fees
Stay at this beach resort in San Juan. Enjoy 2 outdoor pools, 2 restaurants and a beach locale. Our guests praise the pool and the helpful staff in their reviews. ...
Opens in a new windowThe Condado Plaza Hotel
La Concha Resort, Puerto Rico, Autograph Collection

La Concha Resort, Puerto Rico, Autograph Collection

4 out of 5
1077 Ashford Ave Condado San Juan
The price is NZ$741 per night from 16 Dec to 17 Dec
NZ$741
16 Dec - 17 Dec
includes taxes & fees
Stay at this beach resort in San Juan. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
Opens in a new windowLa Concha Resort, Puerto Rico, Autograph Collection
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Condado Vanderbilt Hotel

Condado Vanderbilt Hotel

5 out of 5
1055 Ashford Avenue San Juan
Fully refundableReserve now, pay when you stay
The price is NZ$915 per night from 16 Dec to 17 Dec
NZ$915
16 Dec - 17 Dec
includes taxes & fees
Stay at this luxury hotel in San Juan. Enjoy free Wi-Fi, 4 outdoor pools and a full-service spa. Our guests praise the helpful staff and the clean rooms in their ...
Opens in a new windowCondado Vanderbilt Hotel
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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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^Subject to availability and chosen travel dates.