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Featured Holiday Homes in San Juan

Numero Uno Piñones

Numero Uno Piñones

3 out of 5
PR-187 KM 5.6, Torrecilla Baja, Loiza, PR
Located in Loiza (Torrecilla Baja), Numero Uno Piñones is within a 15-minute drive of Balneario de Carolina and Carolina Beach.
Numero Uno Piñones
Charming  Home Airport-Beach-Water
Solar Panels

Charming Home Airport-Beach-Water Solar Panels

Carolina
The price is AU$264 per night from 27 Nov to 28 Nov
AU$264
includes taxes & fees
27 Nov - 28 Nov
With a stay at this vacation home, you'll be centrally located in Carolina, within a 15-minute drive of Condado Beach and Pan American Pier.
Charming Home Airport-Beach-Water Solar Panels
Spanish Duplex / Private Patio  / Walk to Ocean

Spanish Duplex / Private Patio / Walk to Ocean

2 out of 5
San Juan
With a stay at this vacation home 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 ...
Spanish Duplex / Private Patio / Walk to Ocean
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Jay’s home by the beach and rainforest couples retreat

Jay’s home by the beach and rainforest couples retreat

luquillo
With a stay at this vacation home in Luquillo (Mata de Plátano), you'll be a 4-minute drive from Luquillo Beach and 9 minutes from El Yunque National ...
Jay’s home by the beach and rainforest couples retreat
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 Plaza las Americas and Jose Miguel Agrelot Coliseum.
Blessed Home! Perfect location, private with pool
Private pool,12 steps to Beach, Best location, generator, WF high, 2b/1b
6max

Private pool,12 steps to Beach, Best location, generator, WF high, 2b/1b 6max

San Juan
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 ...
Private pool,12 steps to Beach, Best location, generator, WF high, 2b/1b 6max
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.
Yes! This is your retreat, view of El Yunque, inside Coco Beach Resort.
Garden Suite near the Beach and restaurants!

Garden Suite near the Beach and restaurants!

Ucares
The price is AU$294 per night from 25 Nov to 26 Nov
AU$294
includes taxes & fees
25 Nov - 26 Nov
When you stay at this vacation home in Naguabo, you'll be near the beach and 3 minutes by foot from Malecón de Naguabo.
Garden Suite near the Beach and restaurants!
 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
Located in Río Grande (Zarzal), this vacation home is within a 10-minute drive of Luquillo Beach and Wyndham Rio Mar Golf Course.
Stunning And Spacious Beachfront Pool House Near Rio Mar Resort! See Video!
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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
762 Holiday Homes
Lowest Price
AU$264
Highest Price
AU$762
Popular accommodation
Numero Uno Piñones, Charming Home Airport-Beach-Water Solar Panels, Spanish Duplex / Private Patio / Walk to Ocean, Jay’s home by the beach and rainforest couples retreat , Blessed Home! Perfect location, private with pool, Private pool,12 steps to Beach, Best location, generator, WF high, 2b/1b 6max, Yes! This is your retreat, view of El Yunque, inside Coco Beach Resort. , Garden Suite near the Beach and restaurants!, Stunning And Spacious Beachfront Pool House Near Rio Mar Resort! See Video!

Top trending hotels in San Juan

Fairmont El San Juan Hotel

Fairmont El San Juan Hotel

5 out of 5
6063 Isla Verde Avenue, Carolina
Fully refundableReserve now, pay when you stay
The price is AU$762 per night from 3 Dec to 4 Dec
AU$762
includes taxes & fees
3 Dec - 4 Dec
A stay at Fairmont El San Juan Hotel places you in the heart of Carolina, a 5-minute drive from The Mall of San Juan and 6 minutes from Museo de Arte de Puerto ...
Fairmont El San Juan Hotel
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$442 per night from 16 Dec to 17 Dec
AU$442
includes taxes & fees
16 Dec - 17 Dec
With a stay at Hyatt Regency Grand Reserve Puerto Rico in Río Grande (Zarzal), you'll be a 2-minute drive from Coco Beach Golf and Country Club and 13 minutes ...
Hyatt Regency Grand Reserve Puerto Rico
Embassy Suites by Hilton San Juan Hotel & Casino

Embassy Suites by Hilton San Juan Hotel & Casino

3.5 out of 5
8000 Tartak Street, Carolina
Fully refundableReserve now, pay when you stay
The price is AU$361 per night from 1 Dec to 2 Dec
AU$361
includes taxes & fees
1 Dec - 2 Dec
With a stay at Embassy Suites by Hilton San Juan Hotel & Casino in Carolina (Isla Verde), you'll be a 1-minute drive from Isla Verde Beach and 7 minutes from ...
Embassy Suites by Hilton San Juan Hotel & Casino
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Condado Ocean Club - Adults Only

Condado Ocean Club - Adults Only

4 out of 5
1045 Avenida Doctor Ashford, San Juan, PR
Fully refundableReserve now, pay when you stay
The price is AU$352 per night from 2 Dec to 3 Dec
AU$352
includes taxes & fees
2 Dec - 3 Dec
A stay at Condado Ocean Club - Adults Only places you in the heart of San Juan, within a 10-minute walk of Condado Beach and Casino del Mar at La Concha ...
Condado Ocean Club - Adults Only
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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.