Book Holiday Homes in San Juan

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Featured Holiday Homes in San Juan

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 ...
1120 Vieques by Stay with Bear
Casa Parcha

Casa Parcha

3.5 out of 5
Carr 191 km 27.9, Naguabo, Naguabo
Stay at this 3.5-star vacation home in Naguabo. Enjoy free parking, onsite spa services, and a garden. Popular attractions El Yunque National Forest and Charco ...
Casa Parcha
Isla Verde- Beach/Bar/Restaurants
Near Airport

Isla Verde- Beach/Bar/Restaurants Near Airport

Carolina
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 ...
Isla Verde- Beach/Bar/Restaurants Near Airport
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Safe Cozy Studio near Airport, Beaches

Safe Cozy Studio near Airport, Beaches

Carolina
Stay at this apartment in Carolina. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions Isla Verde Beach and Carolina Beach are located ...
Safe Cozy Studio near Airport, Beaches
Safe Oversized studio close to Beaches and Airport

Safe Oversized studio close to Beaches and Airport

Carolina
Stay at this apartment in Carolina. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Isla Verde Beach and Carolina Beach are ...
Safe Oversized studio close to Beaches and Airport
Isla Verde Beach/Bars/Restaurants also  perfect for a
Near Airport  Stop-N-Go

Isla Verde Beach/Bars/Restaurants also perfect for a Near Airport Stop-N-Go

Carolina
Stay at this vacation home in Carolina. Enjoy free WiFi, a garden, and patios. Popular attractions Condado Beach and Pan American Pier are located nearby.
Isla Verde Beach/Bars/Restaurants also perfect for a Near Airport Stop-N-Go
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. ...
Georgeous Large Beach house, Free WiFi, Pool, all attractions within10 mins ride
Entire Beautifull House @Guaynabo City

Entire Beautifull House @Guaynabo City

Guaynabo
Stay at this vacation home in Guaynabo. Enjoy free WiFi, laundry facilities, and balconies. Popular attractions Pan American Pier and Port of San Juan are located ...
Entire Beautifull House @Guaynabo City
5 Bedroom Boho Beach House 30 steps from the beach

5 Bedroom Boho Beach House 30 steps from the beach

2 out of 5
San Juan
Stay at this vacation home in San Juan. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Condado Beach and Pan American ...
5 Bedroom Boho Beach House 30 steps from the beach
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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
1057 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
1120 Vieques by Stay with Bear, Casa Parcha, Isla Verde- Beach/Bar/Restaurants Near Airport , Safe Cozy Studio near Airport, Beaches , Safe Oversized studio close to Beaches and Airport, Isla Verde Beach/Bars/Restaurants also perfect for a Near Airport Stop-N-Go , Georgeous Large Beach house, Free WiFi, Pool, all attractions within10 mins ride, Entire Beautifull House @Guaynabo City, 5 Bedroom Boho Beach House 30 steps from the beach

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
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
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
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 ...
Hyatt Regency Grand Reserve Puerto Rico
The Royal Sonesta San Juan

The Royal Sonesta San Juan

4 out of 5
5961 Isla Verde Avenue, Carolina
Fully refundableReserve now, pay when you stay
Stay at this 4-star beach resort in Carolina. Enjoy a full-service spa, 6 restaurants, and a beach locale. Our guests praise the pool and the helpful staff in ...
The Royal Sonesta San Juan
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San Juan Marriott Resort and Stellaris Casino

San Juan Marriott Resort and Stellaris Casino

4.5 out of 5
1309 Ashford Avenue, San Juan
Fully refundableReserve now, pay when you stay
Stay at this 4.5-star luxury hotel in San Juan. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in ...
San Juan Marriott Resort and Stellaris Casino
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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.