Old San Juan holiday homes
We found 384 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Old San Juan by choosing from 38 houses, 110 apartments and other holiday rentals. Holiday homes offer the best amenities for you and your friends, family or even pets, such as Wi-Fi and a washer and dryer. At the end of the day, you'll be sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Old San Juan
Showing deals for:18 Jul - 25 Jul
Image gallery for At The Center of it All, Casa Terra Porto #2

1010 out of 10 rating
Exceptional
(7 reviews)
At The Center of it All, Casa Terra Porto #2
San Juan
8% off
Price is NZ$1,941
NZ$1,941
NZ$277 per night
includes taxes & fees
Image gallery for Ashford Avenue beach front condo

8.68.6 out of 10 rating
Excellent
(25 reviews)
Ashford Avenue beach front condo
San Juan
6% off
Price is NZ$3,769
NZ$3,769
NZ$538 per night
includes taxes & fees
Image gallery for The Historic Seaside Haven, CASA LILA

9.89.8 out of 10 rating
Exceptional
(34 reviews)
The Historic Seaside Haven, CASA LILA
San Juan
8% off
Price is NZ$8,101
NZ$8,101
NZ$1,157 per night
includes taxes & fees
Image gallery for Beautiful 1st Floor Apartment with Private Patio

9.49.4 out of 10 rating
Exceptional
(145 reviews)
Beautiful 1st Floor Apartment with Private Patio
San Juan, Puerto Rico
17% off
Price is NZ$1,637
NZ$1,637
NZ$234 per night
includes taxes & fees
Image gallery for Walking distance to Old SJ, Cruise Ports & Beaches - WIFI - Queen size bed -

8.28.2 out of 10 rating
Very good
(24 reviews)
Walking distance to Old SJ, Cruise Ports & Beaches - WIFI - Queen size bed -
San Juan
8% off
Price is NZ$1,607
NZ$1,607
NZ$230 per night
includes taxes & fees
Image gallery for Paradise Beach Vibe Exclusive View With Balcony

1010 out of 10 rating
Exceptional
(5 reviews)
Paradise Beach Vibe Exclusive View With Balcony
San Juan
8% off
Price is NZ$2,646
NZ$2,646
NZ$378 per night
includes taxes & fees
Image gallery for New beautiful bath and floors. Kitchen. Dine in a balcony with ocean view.

9.89.8 out of 10 rating
Exceptional
(24 reviews)
New beautiful bath and floors. Kitchen. Dine in a balcony with ocean view.
San Juan
8% off
Price is NZ$3,953
NZ$3,953
NZ$565 per night
includes taxes & fees
Image gallery for Amazing 2 BR Apartment near Old San Juan, Cruise Ports and Airport-WIFI-Parking

8.28.2 out of 10 rating
Very good
(25 reviews)
Amazing 2 BR Apartment near Old San Juan, Cruise Ports and Airport-WIFI-Parking
San Juan
8% off
Price is NZ$2,129
NZ$2,129
NZ$304 per night
includes taxes & fees
Image gallery for What a view! Oceanfront Studio, Superb Location, very central!

9.89.8 out of 10 rating
Exceptional
(31 reviews)
What a view! Oceanfront Studio, Superb Location, very central!
San Juan
8% off
Price is NZ$3,953
NZ$3,953
NZ$565 per night
includes taxes & fees
Image gallery for San Juan Condado Beach Front Apt w Ocean Lagoon View Pkg

1010 out of 10 rating
Exceptional
(6 reviews)
San Juan Condado Beach Front Apt w Ocean Lagoon View Pkg
San Juan
8% off
Price is NZ$5,200
NZ$5,200
NZ$743 per night
includes taxes & fees
Image gallery for 5 min walk to a beautiful beach and a big shady park! 25min walk to Old San Juan

1010 out of 10 rating
Exceptional
(5 reviews)
5 min walk to a beautiful beach and a big shady park! 25min walk to Old San Juan
San Juan
8% off
Price is NZ$2,776
NZ$2,776
NZ$397 per night
includes taxes & fees
Image gallery for Private balconies / walking distance to historic sites & restaurants

9.89.8 out of 10 rating
Exceptional
(53 reviews)
Private balconies / walking distance to historic sites & restaurants
San Juan
21% off
Price is NZ$2,244
NZ$2,244
NZ$321 per night
includes taxes & fees
Image gallery for OLD SJ 1ST fl apt ON EXCLU ST W GREAT BAY VIEW !

9.69.6 out of 10 rating
Exceptional
(42 reviews)
OLD SJ 1ST fl apt ON EXCLU ST W GREAT BAY VIEW !
San Juan
8% off
Price is NZ$2,004
NZ$2,004
NZ$286 per night
includes taxes & fees
Image gallery for Spectacular Views in Condado

1010 out of 10 rating
Exceptional
(67 reviews)
Spectacular Views in Condado
San Juan
8% off
Price is NZ$2,666
NZ$2,666
NZ$381 per night
includes taxes & fees
Image gallery for Beautiful Condo -Ocean View, Best Location, Pool, A Few Steps to All You Want

9.49.4 out of 10 rating
Exceptional
(32 reviews)
Beautiful Condo -Ocean View, Best Location, Pool, A Few Steps to All You Want
San Juan, Puerto Rico
12% off
Price is NZ$1,937
NZ$1,937
NZ$277 per night
includes taxes & fees
Image gallery for Waterfront & city view 2-bedroom, 2-bathroom studio unit in the heart of Condado

9.89.8 out of 10 rating
Exceptional
(67 reviews)
Waterfront & city view 2-bedroom, 2-bathroom studio unit in the heart of Condado
San Juan
21% off
Price is NZ$3,802
NZ$3,802
NZ$543 per night
includes taxes & fees
Image gallery for Apex living in Puerto Rico's capital

9.69.6 out of 10 rating
Exceptional
(47 reviews)
Apex living in Puerto Rico's capital
San Juan
15% off
Price is NZ$1,228
NZ$1,228
NZ$175 per night
includes taxes & fees
Image gallery for Luxury House in Old San Juan

9.89.8 out of 10 rating
Exceptional
(19 reviews)
Luxury House in Old San Juan
San Juan
9% off
Price is NZ$7,550
NZ$7,550
NZ$1,079 per night
includes taxes & fees
Image gallery for Residence w. Rooftop Access

9.69.6 out of 10 rating
Exceptional
(10 reviews)
Residence w. Rooftop Access
San Juan
8% off
Price is NZ$4,966
NZ$4,966
NZ$709 per night
includes taxes & fees
Image gallery for Newly renovated! And What a view! Bed view is an ocean view superb location

9.89.8 out of 10 rating
Exceptional
(40 reviews)
Newly renovated! And What a view! Bed view is an ocean view superb location
San Juan
8% off
Price is NZ$3,953
NZ$3,953
NZ$565 per night
includes taxes & fees
Image gallery for OLD SAN JUAN, SAN SEBASTIAN ST., OPEN HEART APT. ♥️

8.68.6 out of 10 rating
Excellent
(10 reviews)
OLD SAN JUAN, SAN SEBASTIAN ST., OPEN HEART APT. ♥️
San Juan
8% off
Price is NZ$3,344
NZ$3,344
NZ$478 per night
includes taxes & fees
Image gallery for At The Center of it All, Casa Terra Porto #1

9.89.8 out of 10 rating
Exceptional
(7 reviews)
At The Center of it All, Casa Terra Porto #1
San Juan
8% off
Price is NZ$1,941
NZ$1,941
NZ$277 per night
includes taxes & fees
Image gallery for Residence w. Private Terrace + Rooftop

8.48.4 out of 10 rating
Very good
(5 reviews)
Residence w. Private Terrace + Rooftop
San Juan
8% off
Price is NZ$3,292
NZ$3,292
NZ$470 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find properties near top attractions in Old San Juan
Map Attractions

1
Castillo San Felipe del Morro

4
Catedral Basilica Menor de San Juan Bautista

10
San Juan National Historic Site
Find the best place to stay - Old San Juan
Old San Juan Rentals
Sleeps 6 · 1 bedroom
8.68.6 out of 10
Excellentexcellent
596 reviews(596 reviews)
Apt. 9, Up to 6 person apartment in Old San Juan
Sleeps 6 · 2 bedrooms · 1 bathroom
6.46.4 out of 10
58 reviews(58 reviews)
Historic 1895 Pent House apartment with amaizin Ocean Views
Sleeps 5 · 2 bedrooms · 1 bathroom
7.87.8 out of 10
Goodgood
33 reviews(33 reviews)
Beautiful 1st Floor Apartment with Private Patio
Sleeps 4 · 1 bedroom · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
145 reviews(145 reviews)
Charming historic Spanish colonial home in exclusive street
Sleeps 8 · 4 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
55 reviews(55 reviews)
Villa Azulejo | Old San Juan | Heart of the Historic 500 Year Old City
Sleeps 6 · 2 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
40 reviews(40 reviews)
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of holiday home accommodation in Old San Juan?
Apartments are the most popular type of holiday home in Old San Juan, according to our data. Even if you’ve got a different idea about what you want, Bookabach has holiday homes in a variety of sizes and shapes. Look over our options to find your perfect fit.
How much does it cost to rent a holiday home in Old San Juan?
Different factors can influence how much you’ll pay for a holiday home in Old San Juan, like the time of year, length of stay and property type. But, all of our holiday homes have something in common — incredible value. Simply enter your travel dates to find your ideal match.
How much does it cost to rent a beach house in Old San Juan?
The average price for a holiday home by the beach in Old San Juan will depend on when you’ll be there and the size and type of property you’re searching for. You can quickly and easily find prices on Bookabach by entering your destination and preferred travel dates. Then use our handy filter tool to select the number of bedrooms and amenities that you need, like air conditioning, a pool and WiFi.
Are there pet-friendly holiday homes in Old San Juan?
There are, yes. You can pick from 138 stays that welcome pets in Old San Juan on Bookabach. Our furry best friends need to get away from it all too, so simply use our search function for pet-friendly holiday homes to find a perfect pad where Spot can share in the good times.
Can I rent a house with a pool in Old San Juan?
Check the “pool” box in our handy filter tool and you can choose from 54 houses with private pools in Old San Juan on Bookabach. Morning soak, afternoon splash or midnight swim? Leisure activities are up to you when your Bookabach holiday home boasts a swimming pool.
What are popular home amenities in Old San Juan?
Some of the most popular home amenities people prefer in Old San Juan are a fireplace, nearby museums and a barbecue grill. Whether you’re on the road with pals, family or even pets, Bookabach holiday homes feature the best amenities for beginning new traditions with the people who matter most.
Are there large group holiday homes in Old San Juan?
With three properties that can sleep 10 people or more in Old San Juan, there’s no need to cross anyone off the invite list. From fun family holidays to special events like Christmas or New Year’s Eve parties, Bookabach will help you find a large group home to suit the occasion.
Are there holiday homes in Old San Juan that welcome kids?
Old San Juan has 134 family-friendly holiday homes. And booking a stay that welcomes little ones is easy with our “Properties good for families” filter. As well as having the entire place to yourselves, you’ll also get access to perks and amenities such as multiple bedrooms, pools and kitchens.
What are the top attractions for families in Old San Juan?
There’s a ton of fun things to see and do with the family in Old San Juan, including:
- Condado Beach
- Escambron Beach
- Playa del Caribe Hilton
Are there one-bedroom holiday homes in Old San Juan?
Yes, you can choose from 95 one-bedroom homes in Old San Juan. Whether you’d like a comfy cottage or an upmarket condo, Bookabach’s one-bedroom homes are ideal if you don’t need tons of space. One of the best parts about having your own digs? You’ll never need to share your trip with strangers.
Can I find two-bedroom holiday homes in Old San Juan?
Gather your family and enjoy total privacy and comfort in one of the 33 two-bedroom holiday properties Old San Juan has to offer.
Are there holiday homes with WiFi in Old San Juan?
Whether you want to keep up with the news, look over emails or surf your social networks, there are 96 holiday homes with WiFi in Old San Juan. Check the “WiFi” box when searching on Bookabach and stay connected on your holiday.
How can I find holiday homes with air conditioning in Old San Juan?
Decide on your travel dates and then use our filters to search for holiday homes with air conditioning in Old San Juan on Bookabach. With 136 air-conditioned properties to choose from here, you can look forward to a cool and comfy stay.
How old do you have to be to rent a holiday home in Old San Juan?
We recommend checking with the Old San Juan holiday home you’re looking at on Bookabach as age restrictions differ. However, generally it’s 16, 18 or 21.
How long can I rent a holiday home in Old San Juan for?
It all depends on the Old San Juan property. To see all available options offering extended stays, just type your dates and guest number into Bookabach. You can enjoy having the property to yourself, along with home comforts like a fully-equipped kitchen, air conditioning and an outdoor space where the little ones can play. Keep your eyes open for long-term stays that offer discounted weekly or monthly prices.