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

3.5 out of 5
1120 C. Vieques, San Juan, San Juan
Stay at this 3.5-star vacation home in San Juan. Enjoy free WiFi, free parking, and patios. Popular attractions Condado Beach and Pan American Pier are located ...
Opens in a new window1120 Vieques by Stay with Bear
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$222 per night from 5 Nov to 6 Nov
NZ$222
5 Nov - 6 Nov
includes taxes & fees
Stay at this 3-star vacation home in San Juan. Enjoy free WiFi, Netflix, and an in-room coffeemaker. Popular attractions Port of San Juan and Pan American Pier ...
Opens in a new window150 Sol by Stay with Bear
Yes! This is your retreat, view of El Yunque, inside Coco Beach Resort.

Yes! This is your retreat, view of El Yunque, inside Coco Beach Resort.

Río Grande
Book a stay at this golf vacation home in Río Grande. Enjoy free WiFi, a garden, and laundry facilities. Our guests praise the helpful staff in our reviews. ...
Opens in a new windowYes! This is your retreat, view of El Yunque, inside Coco Beach Resort.
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Casa Parcha

Casa Parcha

3.5 out of 5
Carr 191 km 27.9, Naguabo, Naguabo
The price is NZ$344 per night from 3 Nov to 4 Nov
NZ$344
3 Nov - 4 Nov
includes taxes & fees
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 ...
Opens in a new windowCasa Parcha
Luxurious and Beautiful Isla Verde Beach house with private pool

Luxurious and Beautiful Isla Verde Beach house with private pool

Carolina
Book a stay at this beach vacation home in Carolina. Enjoy free WiFi, private pools, and a beach locale. Our guests praise the helpful staff in our reviews. ...
Opens in a new windowLuxurious and Beautiful Isla Verde Beach house with private pool
OCEAN VIEW VILLA WITH PRIVATE POOL, STEPS FROM SECLUDED BEACH, GATED COMMUNITY!

OCEAN VIEW VILLA WITH PRIVATE POOL, STEPS FROM SECLUDED BEACH, GATED COMMUNITY!

Yabucoa
Book a stay at this beach vacation home in Yabucoa. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Palmas del Mar Beach and Playa El ...
Opens in a new windowOCEAN VIEW VILLA WITH PRIVATE POOL, STEPS FROM SECLUDED BEACH, GATED COMMUNITY!
Isla Verde Beach -Bars-Restaurants  Great for Near Airport Stop-N-Go

Isla Verde Beach -Bars-Restaurants Great for Near Airport Stop-N-Go

Carolina
The price is NZ$214 per night from 3 Nov to 4 Nov
NZ$214
3 Nov - 4 Nov
includes taxes & fees
Stay at this vacation 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 Great for Near Airport Stop-N-Go
Breathtaking Beachfront Gem in Luquillo – Walk to Kiosks & Hidden Bars

Breathtaking Beachfront Gem in Luquillo – Walk to Kiosks & Hidden Bars

Playa Fortuna
The price is NZ$1,826 per night from 4 Nov to 5 Nov
NZ$1,826
4 Nov - 5 Nov
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 windowBreathtaking Beachfront Gem in Luquillo – Walk to Kiosks & Hidden Bars
Blessed Home! Perfect location, private with pool

Blessed Home! Perfect location, private with pool

San Juan
Book a stay at this family-friendly vacation home in San Juan. Enjoy free WiFi, private pools, and a fitness center. Our guests praise the helpful staff in our ...
Opens in a new windowBlessed Home! Perfect location, private with pool
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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
1071 Holiday Homes
Lowest Price
NZ$214
Highest Price
NZ$1,826
Popular accommodation
1120 Vieques by Stay with Bear, 150 Sol by Stay with Bear, Yes! This is your retreat, view of El Yunque, inside Coco Beach Resort. , Casa Parcha, Luxurious and Beautiful Isla Verde Beach house with private pool, OCEAN VIEW VILLA WITH PRIVATE POOL, STEPS FROM SECLUDED BEACH, GATED COMMUNITY!, Isla Verde Beach -Bars-Restaurants Great for Near Airport Stop-N-Go, Breathtaking Beachfront Gem in Luquillo – Walk to Kiosks & Hidden Bars, Blessed Home! Perfect location, private with pool

Top trending hotels in San Juan

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
The price is NZ$596 per night from 3 Nov to 4 Nov
NZ$596
3 Nov - 4 Nov
includes taxes & fees
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 ...
Opens in a new windowThe Royal Sonesta San Juan
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$635 per night from 17 Nov to 18 Nov
NZ$635
17 Nov - 18 Nov
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
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$835 per night from 3 Nov to 4 Nov
NZ$835
3 Nov - 4 Nov
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
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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
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 ...
Opens in a new windowCosta Bahia Hotel Paseo Caribe
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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.