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
With a stay at 1120 Vieques by Stay with Bear in San Juan (Santurce), you'll be within a 5-minute drive of Condado Beach and Pan American Pier.
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 AU$226 per night from 4 Dec to 5 Dec
AU$226
4 Dec - 5 Dec
includes taxes & fees
With a stay at 150 Sol by Stay with Bear in San Juan (Old San Juan), you'll be a 1-minute drive from Port of San Juan and 7 minutes from Puerto Rico Convention ...
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
With a stay at this vacation home in Río Grande (Zarzal), you'll be within a 15-minute drive of El Yunque National Forest and Wyndham Rio Mar Golf Course.
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 AU$301 per night from 4 Nov to 5 Nov
AU$301
4 Nov - 5 Nov
includes taxes & fees
Located in Naguabo, Casa Parcha is on the riverwalk, within a 15-minute drive of El Yunque National Forest and Malecón de Naguabo.
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
Located in Carolina (Isla Verde), this vacation home is within a 15-minute walk of Isla Verde Beach and Carolina Beach.
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
Located in Yabucoa, this vacation home is by the ocean, within a 15-minute drive of Playa El Cocal and Maunabo Lighthouse.
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 AU$190 per night from 4 Nov to 5 Nov
AU$190
4 Nov - 5 Nov
includes taxes & fees
With a stay at this vacation home in Carolina (Isla Verde), you'll be a 4-minute walk from Carolina Beach and 13 minutes by foot from Isla Verde Beach.
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 AU$1,611 per night from 4 Nov to 5 Nov
AU$1,611
4 Nov - 5 Nov
includes taxes & fees
With a stay at this vacation home in Luquillo (Playa Fortuna), you'll be a 1-minute drive from Luquillo Beach and 10 minutes from El Yunque National Forest.
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
With a stay at this vacation home in San Juan (Monacillo), you'll be within a 10-minute drive of Jose Miguel Agrelot Coliseum and Casino del Mar at La Concha ...
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
AU$190
Highest Price
AU$1,611
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 AU$532 per night from 10 Nov to 11 Nov
AU$532
10 Nov - 11 Nov
includes taxes & fees
With a stay at The Royal Sonesta San Juan in Carolina (Isla Verde), you'll be a 4-minute walk from Isla Verde Beach and 6 minutes by foot from Carolina ...
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 AU$556 per night from 17 Nov to 18 Nov
AU$556
17 Nov - 18 Nov
includes taxes & fees
With a stay at La Concha Resort, Puerto Rico, Autograph Collection in San Juan (Condado), you'll be a 3-minute walk from Casino del Mar at La Concha Resort and ...
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
The price is AU$731 per night from 4 Nov to 5 Nov
AU$731
4 Nov - 5 Nov
includes taxes & fees
A stay at Condado Vanderbilt Hotel places you in the heart of San Juan, within a 10-minute walk of Condado Beach and Casino del Mar at La Concha Resort.
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
Located in San Juan (San Juan Antiguo), Costa Bahia Hotel Paseo Caribe is within a 15-minute walk of Condado Beach and Escambron Beach.
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.