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Old San Juan Vacation Rentals

Find 1,653 available offers from 5 partners
Old San Juan
Anytime
Guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
Condo
House
Apartment
Distance to center
1 km
2 km
5 km
Rating
4.5+
4+
3.5+

Historic villas and beautiful views with Old San Juan vacation homes

Puerto Rico's oldest settlement is overloaded with historical charm. Find your own part of it with luxurious vacation homes that provide spacious living, private pools, easy beach access, and unforgettable views of cultural and natural beauty.

Show all 1,653 properties

Best Vacation Home Deals in Old San Juan

Save up to 66%

Apartment Old San Juan
Jun 29 - Jul 6
-20%
$137
$110 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Beautiful Apartment in Catedral with Private Patio, Next to Castillo San Cristóbal
4.7
Excellent (146 ratings)
Old San Juan, San Juan, Puerto Rico
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Condo Old San Juan
Jun 8 - Jun 15
-25%
$115
$86 per night
Condo ∙ 2 guests ∙ 1 bedroom
Condo in La Puntilla with Yard, Near Castillo San Cristóbal + Spectacular View
4.8
Outstanding (154 ratings)
Old San Juan, San Juan, Puerto Rico
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Apartment Old San Juan
Dec 9 - Dec 16
-66%
$741
$256 per night
Apartment ∙ 8 guests ∙ 3 bedrooms
Entire Apartment in Puerta De Tierra + Panoramic View
4.4
Very good (29 ratings)
Old San Juan, San Juan, Puerto Rico
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Find a vacation rental that matches your preferences among the 1,653 fantastic properties from numerous vacation rental websites in Old San Juan. All of the accommodations from our partner websites are directly compared by our algorithm to help you save up to 27%.

Top-Rated Rentals and Accommodations in Old San Juan

Book Vacation Rental Offers with the Highest User Rating

Condo Old San Juan
Jul 20 - Jul 27
$150 per night
Condo ∙ 2 guests ∙ 1 bedroom
Condo in Condado + Ocean View + Close to Beach
5.0
Outstanding (199 ratings)
Old San Juan, San Juan, Puerto Rico
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House Old San Juan
Jan 13 - Jan 20
$850 per night
House ∙ 12 guests ∙ 6 bedrooms
Vacation Home in Condado with Yard & Grill
5.0
Outstanding (56 ratings)
Old San Juan, San Juan, Puerto Rico
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House Old San Juan
Oct 5 - Oct 12
$343 per night
House ∙ 8 guests ∙ 4 bedrooms
Vacation Home in Catedral with Interior Patio, Near Castillo San Cristóbal
5.0
Outstanding (54 ratings)
Old San Juan, San Juan, Puerto Rico
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Recommended Vacation Rentals in Old San Juan

Find your perfect vacation rental in Old San Juan: from $52 per night

Apartment Old San Juan
Dec 9 - Dec 16
$192 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Pleasant Apartment in Condado
5.0
Outstanding (4 ratings)
Old San Juan, San Juan, Puerto Rico
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Apartment Old San Juan
Apr 13 - Apr 20
$140 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Rental Apartment in Condado with Private Parking
4.9
Outstanding (100 ratings)
Old San Juan, San Juan, Puerto Rico
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Apartment Old San Juan
Mar 16 - Mar 23
$68 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Entire Apartment in Isla Grande
4.7
Excellent (86 ratings)
Old San Juan, San Juan, Puerto Rico
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Apartment Old San Juan
Jan 27 - Feb 3
$99 per night
Apartment ∙ 5 guests ∙ 2 bedrooms
Apartment in Santurce + Lagoon View
4.2
Very good (72 ratings)
Old San Juan, San Juan, Puerto Rico
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Apartment Old San Juan
Jul 20 - Jul 27
$152 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Apartment in Condado with Private Parking
4.1
Very good (16 ratings)
Old San Juan, San Juan, Puerto Rico
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Condo Old San Juan
Sep 21 - Sep 28
-34%
$339
$223 per night
Condo ∙ 2 guests ∙ 1 bedroom
Condo in Puerta De Tierra + Incredible Views
5.0
Outstanding (14 ratings)
Old San Juan, San Juan, Puerto Rico
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Apartment Old San Juan
Oct 20 - Oct 27
$124 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Spacious Rental Apartment in Catedral with Main Parking, Near Castillo San Cristóbal
5.0
Outstanding (64 ratings)
Old San Juan, San Juan, Puerto Rico
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Apartment Old San Juan
Mar 23 - Mar 30
-19%
$160
$130 per night
Apartment ∙ 3 guests ∙ 1 bedroom
Rental Apartment in San Cristóbal, Close to Castillo San Cristóbal
4.9
Outstanding (55 ratings)
Old San Juan, San Juan, Puerto Rico
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Apartment Old San Juan
Jul 20 - Jul 27
$143 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Apartment in Condado with Pool
4.9
Outstanding (17 ratings)
Old San Juan, San Juan, Puerto Rico
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Budget-friendly Vacation Rentals in Old San Juan

Find Fantastic yet Inexpensive Offers

Apartment Old San Juan
Jul 20 - Jul 27
-22%
$320
$250 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Apartment in Puerta De Tierra
5.0
Outstanding (6 ratings)
Old San Juan, San Juan, Puerto Rico
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House Old San Juan
Mar 30 - Apr 6
-43%
$374
$212 per night
House ∙ 4 guests ∙ 2 bedrooms
House in Catedral with Open Terrace, Close to Castillo San Cristóbal
Old San Juan, San Juan, Puerto Rico
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Apartment Old San Juan
Mar 30 - Apr 6
$368 per night
Apartment ∙ 10 guests ∙ 3 bedrooms
Lovely Rental Apartment in Condado
4.7
Excellent (6 ratings)
Old San Juan, San Juan, Puerto Rico
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Vacation rentals and apartments with air conditioning

Keep cool during your trip to Old San Juan and book a vacation rental with air conditioning.

Apartment  Old San Juan
Jan 27 - Feb 3
$200 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Apartment in Condado with Great Pool + Ocean View + Next to Beach
5.0
Outstanding (47 ratings)
Old San Juan, San Juan, Puerto Rico
Air conditioning
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Condo  Old San Juan
Mar 30 - Apr 6
$314 per night
Condo ∙ 6 guests ∙ 5 bedrooms
Nice Condo in Santurce + Great View
Old San Juan, San Juan, Puerto Rico
Air conditioning
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Apartment  Old San Juan
Jan 6 - Jan 13
$100 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
Wonderful Apartment in Catedral, Near Castillo San Cristóbal + Great View
3.5
Good (52 ratings)
Old San Juan, San Juan, Puerto Rico
Air conditioning
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Apartments With Balconies or Patios

Looking for a home with a balcony? Check out these vacation homes in Old San Juan with their own private patios and balconies.

Apartment  Old San Juan
Oct 28 - Nov 4
-59%
$371
$153 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
Beautiful Rental Apartment in Catedral, Near Castillo San Cristóbal + Ocean Views
4.7
Excellent (39 ratings)
Old San Juan, San Juan, Puerto Rico
Balcony/Patio
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Apartment  Old San Juan
Apr 19 - Apr 26
$189 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Entire Rental Apartment in Catedral with Beautiful Balcony, Close to Castillo San Cristóbal
5.0
Outstanding (76 ratings)
Old San Juan, San Juan, Puerto Rico
Balcony/Patio
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Apartment  Old San Juan
Oct 7 - Oct 14
-26%
$400
$298 per night
Apartment ∙ 6 guests ∙ 3 bedrooms
Beautiful Rental Apartment in Santurce with Patio + Close to Beach
5.0
Outstanding (45 ratings)
Old San Juan, San Juan, Puerto Rico
Balcony/Patio
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Best vacation rentals with a balcony

Looking for a home with a balcony? Check out these vacation homes in Old San Juan with their own private patios and balconies.

Villa  Old San Juan
Jan 6 - Jan 13
-26%
$134
$99 per night
Villa ∙ 3 guests ∙ 1 bedroom
Wonderful Villa in Puerta De Tierra with Interior Patio, Next to Castillo San Cristóbal + Ocean Views
5.0
Outstanding (1 rating)
Old San Juan, San Juan, Puerto Rico
Balcony
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House  Old San Juan
Sep 21 - Sep 28
-44%
$798
$450 per night
House ∙ 12 guests ∙ 5 bedrooms
House in Mercado, Close to Castillo San Cristóbal + Gorgeous View
4.0
Very good (2 ratings)
Old San Juan, San Juan, Puerto Rico
Balcony
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House  Old San Juan
Dec 9 - Dec 16
$145 per night
House ∙ 4 guests ∙ 2 bedrooms
Wonderful Vacation Home in Cataño Pueblo with Private Parking
Old San Juan, San Juan, Puerto Rico
Balcony
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Popular Rental Amenities in Old San Juan

  • Pool (664)
  • Pet-friendly (170)
  • WiFi (1,567)
  • Kitchen (903)
  • Air conditioning (1,559)
  • TV (1,480)
  • Washing machine (644)
  • Balcony/patio (815)
  • Parking (147)
  • Grill (103)
  • Hot tub (169)
  • No smoking (1,046)

Accommodations can be filtered based on various criteria. Above, you will find the number of properties that offer a specific amenity in Old San Juan. You can easily compare and find a rental matching your criteria in Old San Juan if you're dreaming of days spent poolside or you bring your pet everywhere, as most accommodations offer "Pool" and "Pets allowed." Plan your vacation in advance if you want a rental providing a crib or you need a special entrance for wheelchairs. There are just 366 listed properties including "Crib" and 344 properties including "Wheelchair accessible."

7-Day Weather Forecast in Old San Juan

Wed, 27 Sep
89°
82°

0%

8 h

8 mi/h

Thu, 28 Sep
89°
82°

0%

7 h

7 mi/h

Fri, 29 Sep
89°
82°

0%

8 h

7 mi/h

Sat, 30 Sep
89°
80°

15%

3 h

8 mi/h

Sun, 1 Oct
89°
80°

15%

4 h

9 mi/h

Mon, 2 Oct
91°
80°

10%

6 h

9 mi/h

Tue, 3 Oct
91°
80°

10%

5 h

8 mi/h

Accommodations for your vacation in Old San Juan

More than half of the listings (55.97%) in Old San Juan are apartment rental. They are the most typical vacation accommodations in this destination. Additionally, apartment rental in Old San Juan have an average cost of $291 a night as well as an average size of 94 m². Moreover, if you are going in a group of 4, apartment rental are the ideal accommodation type in Old San Juan, as they usually welcome this exact group size. If you would prefer to book a different accommodation type, you could consider house rental, which are the other most common type of accommodation in Old San Juan. The average size of house rental in Old San Juan is 176 m², and the average price is $419 per night.
What are the best places to discover the arts and culture of Old San Juan?

History never looked so beautiful

Pastel-colored buildings, cobbled streets, and leafy parks and squares make Old San Juan one of the Caribbean's most charming quarters. Delve further into this tiny island's big history at Castillo San Felipe del Morro, a stunning 16th-century citadel sitting atop the cliffs on Old San Juan's peninsula. Nearby you can also visit Casa Blanca, an ornate palace built on land owned by the Ponce de Leon.

What are the best events and festivals in Old San Juan?

Annual evens in Old San Juan

The time to see Old San Juan come alive is during January. Every year, on the weekend before the Martin Luther King holiday, the neighborhood San Sebastian Festival attracts hordes of artisans, stall-holders, revelers, locals, and visitors to its narrow streets. Visit in the afternoon for visiting the stalls, the evenings for music and dancing.

Information about vacation rentals in Old San Juan

🏡 Vacation rentals available 1,653 homes
💳 Possible discounts up to 27%
🌙 Nightly prices starting at $52
⭐ Popular amenities Pool, Pets allowed and Internet
🐾 Pet friendly homes 170 homes
🏊 Vacation rentals with pools 659 homes

Frequently Asked Questions

What is the average nightly price for a vacation home in Old San Juan?

The price of a night's stay in Old San Juan starts at $52. If you are looking for a apartment rental, the nightly price is $291 on average. A house rental Old San Juan will cost $419 per night on average.

How many vacation rentals are available to book in Old San Juan?

There are 1,653 vacation homes available for booking for your trip.

What amenities are most popular for vacation rentals in Old San Juan?

Three most popular amenities for home rentals in Old San Juan include accommodations with: Pool, Pets allowed, and Internet.

How many vacation rentals with pools are in Old San Juan?

Check out 659 vacation rentals available in Old San Juan.

Are dogs allowed in vacation rentals in Old San Juan?

Sure, there are 170 vacation homes in Old San Juan that allow pets , with an average price of $286 per night.

Vacation Destinations Near Old San Juan

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