Book Holiday Homes in San Juan

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Featured Holiday Homes in San Juan

Perfect for small group or family close to everything apt 3

Perfect for small group or family close to everything apt 3

Santurce
Stay at this vacation home in San Juan. Enjoy laundry facilities, balconies, and an in-room coffeemaker. Popular attractions Condado Beach and Pan American Pier ...
Opens in a new windowPerfect for small group or family close to everything apt 3
1120 Vieques by Stay with Bear

1120 Vieques by Stay with Bear

4 out of 5
1120 C. Vieques, San Juan, San Juan
Stay at this 4-star vacation home in San Juan. Enjoy free WiFi, free parking, and in-room washers/dryers. Popular attractions Condado Beach and Pan American ...
Opens in a new window1120 Vieques by Stay with Bear
Isla Verde-Beach -Bar -Restaurante  
Also  a cool quick Stop-N-Go Near Airport

Isla Verde-Beach -Bar -Restaurante Also a cool quick Stop-N-Go Near Airport

Carolina
The price is NZ$218 per night from 18 Sept to 19 Sept
NZ$218
18 Sept - 19 Sept
includes taxes & fees
Stay at this vacation home in Carolina. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions Condado Beach and Pan American Pier are located ...
Opens in a new windowIsla Verde-Beach -Bar -Restaurante Also a cool quick Stop-N-Go Near Airport
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 Stunning And Spacious Beachfront Pool House Near Rio Mar Resort! See Video!

Stunning And Spacious Beachfront Pool House Near Rio Mar Resort! See Video!

rio grande
Book a stay at this beach vacation home in Río Grande. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Luquillo Beach and Wyndham Rio ...
Opens in a new window Stunning And Spacious Beachfront Pool House Near Rio Mar Resort! See Video!
Georgeous Large Beach house, Free WiFi, Pool, all attractions within10 mins ride

Georgeous Large Beach house, Free WiFi, Pool, all attractions within10 mins ride

San Juan
Stay at this vacation home in San Juan. Enjoy private pools, a garden, and laundry facilities. Our guests praise the pool and the helpful staff in our reviews. ...
Opens in a new windowGeorgeous Large Beach house, Free WiFi, Pool, all attractions within10 mins ride
True Beachfront Stay in Luquillo, Hear the Waves – Steps to Food & Fun

True Beachfront Stay in Luquillo, Hear the Waves – Steps to Food & Fun

Luquillo
The price is NZ$1,598 per night from 18 Sept to 19 Sept
NZ$1,598
18 Sept - 19 Sept
includes taxes & fees
Book a stay at this beach vacation home in Luquillo. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Luquillo Beach and Wyndham Rio Mar ...
Opens in a new windowTrue Beachfront Stay in Luquillo, Hear the Waves – Steps to Food & Fun
Hidden Gem/Cozy Countryside villa w/ back-up Generator, Pool ,event ready

Hidden Gem/Cozy Countryside villa w/ back-up Generator, Pool ,event ready

Rio Grande
Stay at this vacation home in Río Grande. Enjoy free WiFi, private pools, and a garden. Popular attractions El Yunque National Forest and Luquillo Beach are ...
Opens in a new windowHidden Gem/Cozy Countryside villa w/ back-up Generator, Pool ,event ready
Isla Verde- Beach/Bar/Restaurants
Near Airport

Isla Verde- Beach/Bar/Restaurants Near Airport

Carolina
The price is NZ$239 per night from 1 Oct to 2 Oct
NZ$239
1 Oct - 2 Oct
includes taxes & fees
Stay at this vacation home in Carolina. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions Condado Beach and Pan American Pier are located ...
Opens in a new windowIsla Verde- Beach/Bar/Restaurants Near Airport
Inside Gated Community

Inside Gated Community

San Juan
Stay at this vacation home in San Juan. Enjoy private pools, laundry facilities, and patios. Popular attractions Condado Beach and Pan American Pier are located ...
Opens in a new windowInside Gated Community
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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
1051 Holiday Homes
Lowest Price
NZ$218
Highest Price
NZ$1,598
Popular accommodation
Perfect for small group or family close to everything apt 3, 1120 Vieques by Stay with Bear, Isla Verde-Beach -Bar -Restaurante Also a cool quick Stop-N-Go Near Airport , Stunning And Spacious Beachfront Pool House Near Rio Mar Resort! See Video!, Georgeous Large Beach house, Free WiFi, Pool, all attractions within10 mins ride, True Beachfront Stay in Luquillo, Hear the Waves – Steps to Food & Fun, Hidden Gem/Cozy Countryside villa w/ back-up Generator, Pool ,event ready, Isla Verde- Beach/Bar/Restaurants Near Airport , Inside Gated Community

Top trending hotels in San Juan

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$428 per night from 28 Sept to 29 Sept
NZ$428
28 Sept - 29 Sept
includes taxes & fees
Stay at this 5-star luxury hotel in San Juan. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowCondado Vanderbilt Hotel
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$461 per night from 29 Sept to 30 Sept
NZ$461
29 Sept - 30 Sept
includes taxes & fees
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 ...
Opens in a new windowCaribe Hilton
La Concha Resort, Puerto Rico, Autograph Collection

La Concha Resort, Puerto Rico, Autograph Collection

4 out of 5
1077 Ashford Ave Condado, San Juan
Fully refundableReserve now, pay when you stay
The price is NZ$563 per night from 28 Sept to 29 Sept
NZ$563
28 Sept - 29 Sept
includes taxes & fees
Stay at this 4-star 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 ...
Opens in a new windowLa Concha Resort, Puerto Rico, Autograph Collection
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Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico

4 out of 5
200 Coco Beach Blvd. Highway 955-I, Río Grande
Fully refundableReserve now, pay when you stay
The price is NZ$556 per night from 18 Sept to 19 Sept
NZ$556
18 Sept - 19 Sept
includes taxes & fees
Stay at this 4-star beach resort in Río Grande. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the breakfast and the pool in our ...
Opens in a new windowHyatt Regency Grand Reserve Puerto Rico
Don't see what you're looking for?
See all available properties in San Juan
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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.