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$195 per night from 2 Dec to 3 Dec
AU$195
2 Dec - 3 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
Luxurious and Beautiful Isla Verde Beach house with private pool

Luxurious and Beautiful Isla Verde Beach house with private pool

Carolina
With a stay at this vacation home in Carolina (Isla Verde), you'll be a 1-minute drive from Isla Verde Beach and 8 minutes from Condado Beach.
Opens in a new windowLuxurious and Beautiful Isla Verde Beach house with private pool
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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$191 per night from 22 Nov to 23 Nov
AU$191
22 Nov - 23 Nov
includes taxes & fees
With a stay at this vacation home in Carolina (Isla Verde), you'll be within a 10-minute drive of Pan American Pier and Port of San Juan.
Opens in a new windowIsla Verde Beach -Bars-Restaurants Great for Near Airport Stop-N-Go
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
Isla Verde Beach+ Bars+ Restaurants

Isla Verde Beach+ Bars+ Restaurants

Carolina
The price is AU$186 per night from 16 Nov to 17 Nov
AU$186
16 Nov - 17 Nov
includes taxes & fees
With a stay at this vacation home in Carolina (Isla Verde), you'll be within a 10-minute drive of Pan American Pier and Puerto Rico Convention Center.
Opens in a new windowIsla Verde Beach+ Bars+ Restaurants
The Historic Seaside Haven

The Historic Seaside Haven

Old San Juan
With a stay at this vacation home, you'll be centrally located in San Juan, within a 5-minute drive of Port of San Juan and Pan American Pier.
Opens in a new windowThe Historic Seaside Haven
VILLA AZURE: MARVELOUS VACATION RENTAL HOME IN SAN JUAN BEACH AREA

VILLA AZURE: MARVELOUS VACATION RENTAL HOME IN SAN JUAN BEACH AREA

Santurce
The price is AU$1,280 per night from 17 Nov to 18 Nov
AU$1,280
17 Nov - 18 Nov
includes taxes & fees
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 windowVILLA AZURE: MARVELOUS VACATION RENTAL HOME IN SAN JUAN BEACH AREA
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$226 per night from 14 Nov to 15 Nov
AU$226
14 Nov - 15 Nov
includes taxes & fees
With a stay at this vacation home in Carolina (Isla Verde), you'll be within a 10-minute drive of Pan American Pier and Port of San Juan.
Opens in a new windowIsla Verde-Beach -Bar -Restaurante Also a cool quick Stop-N-Go Near Airport
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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
311 Holiday Homes
Lowest Price
AU$186
Highest Price
AU$1,280
Popular accommodation
1120 Vieques by Stay with Bear, 150 Sol by Stay with Bear, Luxurious and Beautiful Isla Verde Beach house with private pool, Isla Verde Beach -Bars-Restaurants Great for Near Airport Stop-N-Go, Blessed Home! Perfect location, private with pool, Isla Verde Beach+ Bars+ Restaurants , The Historic Seaside Haven, VILLA AZURE: MARVELOUS VACATION RENTAL HOME IN SAN JUAN BEACH AREA, Isla Verde-Beach -Bar -Restaurante Also a cool quick Stop-N-Go Near Airport

Top trending hotels in 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$539 per night from 14 Dec to 15 Dec
AU$539
14 Dec - 15 Dec
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
Fully refundableReserve now, pay when you stay
The price is AU$793 per night from 1 Dec to 2 Dec
AU$793
1 Dec - 2 Dec
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
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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Hotel Rumbao, a Tribute Portfolio Hotel

Hotel Rumbao, a Tribute Portfolio Hotel

4 out of 5
100 Brumbaugh Street, San Juan, Puerto Rico
Fully refundableReserve now, pay when you stay
The price is AU$310 per night from 8 Dec to 9 Dec
AU$310
8 Dec - 9 Dec
includes taxes & fees
With a stay at Hotel Rumbao, a Tribute Portfolio Hotel, you'll be centrally located in San Juan, steps from Pier 3 and within a 5-minute walk of Pier 1.
Opens in a new windowHotel Rumbao, a Tribute Portfolio Hotel
Don't see what you're looking for?
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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.