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
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
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 AU$199 per night from 20 Sept to 21 Sept
AU$199
20 Sept - 21 Sept
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 -Bar -Restaurante Also a cool quick Stop-N-Go Near Airport
Perfect for small group or family close to everything apt 3

Perfect for small group or family close to everything apt 3

Santurce
With a stay at this vacation home in San Juan (Santurce), you'll be within a 5-minute drive of Condado Beach and Casino del Mar at La Concha Resort.
Opens in a new windowPerfect for small group or family close to everything apt 3
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Isla Verde- Beach/Bar/Restaurants
Near Airport

Isla Verde- Beach/Bar/Restaurants Near Airport

Carolina
The price is AU$218 per night from 1 Oct to 2 Oct
AU$218
1 Oct - 2 Oct
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/Bar/Restaurants Near Airport
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
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 windowTrue Beachfront Stay in Luquillo, Hear the Waves – Steps to Food & Fun
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
Steps away from the beach, this fully stocked house is perfect for your group!!!

Steps away from the beach, this fully stocked house is perfect for your group!!!

Santurce
With a stay at this vacation home in San Juan (Santurce), you'll be within a 5-minute drive of Casino del Mar at La Concha Resort and Jose Miguel Agrelot ...
Opens in a new windowSteps away from the beach, this fully stocked house is perfect for your group!!!
Oceanfront 8-bedroom Villa with Pool, Fully Fenced for Privacy, Incredible Views

Oceanfront 8-bedroom Villa with Pool, Fully Fenced for Privacy, Incredible Views

2.5 out of 5
Río Grande
With a stay at this vacation home in Río Grande (Zarzal), you'll be a 3-minute drive from Luquillo Beach and 6 minutes from Wyndham Rio Mar Golf Course.
Opens in a new windowOceanfront 8-bedroom Villa with Pool, Fully Fenced for Privacy, Incredible Views
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!
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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
1066 Holiday Homes
Lowest Price
AU$199
Highest Price
AU$507
Popular accommodation
1120 Vieques by Stay with Bear, Isla Verde-Beach -Bar -Restaurante Also a cool quick Stop-N-Go Near Airport , Perfect for small group or family close to everything apt 3, Isla Verde- Beach/Bar/Restaurants Near Airport , True Beachfront Stay in Luquillo, Hear the Waves – Steps to Food & Fun, Luxurious and Beautiful Isla Verde Beach house with private pool, Steps away from the beach, this fully stocked house is perfect for your group!!!, Oceanfront 8-bedroom Villa with Pool, Fully Fenced for Privacy, Incredible Views, OCEAN VIEW VILLA WITH PRIVATE POOL ,STEPS FROM SECLUDED BEACH, 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 AU$385 per night from 29 Sept to 30 Sept
AU$385
29 Sept - 30 Sept
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
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 AU$403 per night from 28 Sept to 29 Sept
AU$403
28 Sept - 29 Sept
includes taxes & fees
Located in San Juan (San Juan Antiguo), Caribe Hilton is within a 5-minute walk of Luis Muñoz Rivera Park and Fort San Jeronimo.
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 AU$507 per night from 28 Sept to 29 Sept
AU$507
28 Sept - 29 Sept
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
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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 AU$500 per night from 24 Sept to 25 Sept
AU$500
24 Sept - 25 Sept
includes taxes & fees
Located in Río Grande (Zarzal), Hyatt Regency Grand Reserve Puerto Rico is within a 15-minute drive of Carabali Rainforest Park and The Outlet Ruta 66.
Opens in a new windowHyatt Regency Grand Reserve Puerto Rico
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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.