Book Holiday Homes in San Juan

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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
Holiday Homes
Lowest Price
NZ$368
Highest Price
NZ$844
Popular accommodation
Costa Bahia Hotel Paseo Caribe, Condado Ocean Club - Adults Only, The Condado Plaza Hotel, Caribe Hilton

Top trending hotels in San Juan

Costa Bahia Hotel Paseo Caribe

Costa Bahia Hotel Paseo Caribe

3.5 out of 5
1 Calle San Gerónimo, San Juan, San Juan
Fully refundableReserve now, pay when you stay
The price is NZ$368 per night from 4 Feb to 5 Feb
NZ$368
includes taxes & fees
4 Feb - 5 Feb
Stay at this 3.5-star business-friendly hotel in San Juan. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff ...
Costa Bahia Hotel Paseo Caribe
Condado Ocean Club - Adults Only

Condado Ocean Club - Adults Only

4 out of 5
1045 Avenida Doctor Ashford, San Juan, PR
Fully refundableReserve now, pay when you stay
The price is NZ$844 per night from 3 Feb to 4 Feb
NZ$844
includes taxes & fees
3 Feb - 4 Feb
Stay at this 4-star beach hotel in San Juan. Enjoy a beach locale, 2 bars/lounges, and breakfast (surcharge). Our guests praise the pool and the helpful staff ...
Condado Ocean Club - Adults Only
The Condado Plaza Hotel

The Condado Plaza Hotel

4 out of 5
999 Ashford Avenue, San Juan
Fully refundableReserve now, pay when you stay
The price is NZ$651 per night from 24 Feb to 25 Feb
NZ$651
includes taxes & fees
24 Feb - 25 Feb
Stay at this 4-star 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 our ...
The Condado Plaza Hotel
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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$677 per night from 3 Mar to 4 Mar
NZ$677
includes taxes & fees
3 Mar - 4 Mar
Book a stay at this beach resort in San Juan. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Caribe Hilton
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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.