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Old San Juan Vacation Rentals

Find 1,874 available offers from 6 partners
Old San Juan
Anytime
Guests
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+

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 1,874 properties

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
May 5 - May 12
$135 per night
Apartment ∙ 5 guests ∙ 2 bedrooms

Rental Apartment in San Cristóbal, Next to Castillo San Cristóbal

5.0
Outstanding (4 ratings)
Old San Juan, San Juan, Puerto Rico
Air conditioning
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Condo  Old San Juan
Nov 23 - Nov 30
$151 per night
Condo ∙ 2 guests ∙ 1 bedroom

Condo in Condado + Ocean View + Close to Beach

5.0
Outstanding (213 ratings)
Old San Juan, San Juan, Puerto Rico
Air conditioning
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Apartment  Old San Juan
Jan 4 - Jan 11
-34%
$294
$195 per night
Apartment ∙ 6 guests ∙ 3 bedrooms

Apartment in Condado

5.0
Outstanding (5 ratings)
Old San Juan, San Juan, Puerto Rico
Air conditioning
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Apartments and vacation rentals with a kitchen

Cook up a feast on your next vacation and book a Old San Juan rental with full kitchen.

House  Old San Juan
Feb 25 - Mar 3
$400 per night
House ∙ 14 guests ∙ 1 bedroom

Vacation Home in Hipódromo with Patio & Grill

Old San Juan, San Juan, Puerto Rico
Kitchen
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Apartment  Old San Juan
Jan 4 - Jan 11
$167 per night
Apartment ∙ 5 guests ∙ 1 bedroom

Rental Apartment in Puerta De Tierra + Ocean View

4.9
Outstanding (96 ratings)
Old San Juan, San Juan, Puerto Rico
Kitchen
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Apartment  Old San Juan
Jun 25 - Jul 2
$547 per night
Apartment ∙ 6 guests ∙ 3 bedrooms

Rental Apartment in San Cristóbal with Patio, Near Castillo San Cristóbal

5.0
Outstanding (37 ratings)
Old San Juan, San Juan, Puerto Rico
Kitchen
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Vacation rentals with Wi-Fi

Stay connected while traveling and book a Old San Juan accommodation with high-speed internet.

House  Old San Juan
Oct 5 - Oct 12
$1,297 per night
House ∙ 24 guests ∙ 6 bedrooms

Nice Vacation Home in Santurce with Private Pool + Beach Nearby

4.6
Excellent (80 ratings)
Old San Juan, San Juan, Puerto Rico
Internet
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Condo  Old San Juan
Jun 22 - Jun 29
$314 per night
Condo ∙ 6 guests ∙ 5 bedrooms

Nice Condo in Santurce + Great View

5.0
Outstanding (2 ratings)
Old San Juan, San Juan, Puerto Rico
Internet
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Condo  Old San Juan
Jul 20 - Jul 27
$86 per night
Condo ∙ 2 guests ∙ 1 bedroom

Condo in La Puntilla with Yard, Near Castillo San Cristóbal + Spectacular View

4.8
Outstanding (144 ratings)
Old San Juan, San Juan, Puerto Rico
Internet
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Best Vacation Home Deals in Old San Juan

Save up to 65%

Apartment Old San Juan
Sep 21 - Sep 28
-58%
$328
$138 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Pleasant Apartment in San Francisco with Beautiful Balcony, Near Castillo San Cristóbal + Ocean Views + Beach Nearby

4.5
Excellent (4 ratings)
Old San Juan, San Juan, Puerto Rico
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Apartment Old San Juan
Jun 8 - Jun 15
-52%
$444
$215 per night
Apartment ∙ 6 guests ∙ 2 bedrooms

Beautiful Rental Apartment in Catedral, Near Castillo San Cristóbal + Ocean Views

4.7
Excellent (40 ratings)
Old San Juan, San Juan, Puerto Rico
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Apartment Old San Juan
Aug 17 - Aug 24
-65%
$1,079
$376 per night
Apartment ∙ 10 guests ∙ 3 bedrooms

Apartment in Catedral, Near Castillo San Cristóbal

Old San Juan, San Juan, Puerto Rico
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Find a vacation rental that matches your preferences among the 1,874 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 53%.

Recommended Vacation Rentals in Old San Juan

Find your perfect vacation rental in Old San Juan: from $86 per night

Apartment Old San Juan
Sep 7 - Sep 14
-57%
$296
$128 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Apartment in Puerta De Tierra with Pool + Spectacular View

4.5
Excellent (21 ratings)
Old San Juan, San Juan, Puerto Rico
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Apartment Old San Juan
Sep 14 - Sep 21
-57%
$243
$106 per night
Apartment ∙ 8 guests ∙ 3 bedrooms

Clean Apartment in Santurce with Patio + Amazing Views

Old San Juan, San Juan, Puerto Rico
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Condo Old San Juan
Jun 1 - Jun 8
$333 per night
Condo ∙ 6 guests ∙ 5 bedrooms

Charming Condo in Hipódromo with Beautiful Balcony + Great View

5.0
Outstanding (1 rating)
Old San Juan, San Juan, Puerto Rico
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Apartment Old San Juan
Jun 4 - Jun 11
-55%
$367
$167 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Rental Apartment in Condado with Patio + Ocean Views

4.3
Very good (7 ratings)
Old San Juan, San Juan, Puerto Rico
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Apartment Old San Juan
Jun 8 - Jun 15
$108 per night
Apartment ∙ 4 guests ∙ 1 bedroom

Beautiful Apartment in Catedral with Private Patio, Next to Castillo San Cristóbal

4.8
Outstanding (141 ratings)
Old San Juan, San Juan, Puerto Rico
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Apartment Old San Juan
May 25 - Jun 1
$172 per night
Apartment ∙ 6 guests ∙ 3 bedrooms

Rental Apartment in Miramar with Private Terrace

5.0
Outstanding (3 ratings)
Old San Juan, San Juan, Puerto Rico
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House Old San Juan
May 25 - Jun 1
$176 per night
House ∙ 4 guests ∙ 2 bedrooms

House in Condado + Close to Beach

4.2
Very good (19 ratings)
Old San Juan, San Juan, Puerto Rico
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House Old San Juan
Feb 8 - Feb 15
$389 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in San Cristóbal with Patio, Near Castillo San Cristóbal

5.0
Outstanding (2 ratings)
Old San Juan, San Juan, Puerto Rico
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Condo Old San Juan
Jan 4 - Jan 11
$122 per night
Condo ∙ 3 guests ∙ 1 bedroom

Charming Condo in Condado with Private Balcony + Amazing Views + Beach Nearby

4.9
Outstanding (121 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
Feb 15 - Feb 22
$1,261 per night
Apartment ∙ 16 guests ∙ 9 bedrooms

Rental Apartment in San Francisco with Patio, Close to Castillo San Cristóbal

Old San Juan, San Juan, Puerto Rico
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Condo Old San Juan
Jun 1 - Jun 8
$317 per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Puerta De Tierra + Ocean View

5.0
Outstanding (39 ratings)
Old San Juan, San Juan, Puerto Rico
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Apartment Old San Juan
Feb 8 - Feb 15
-82%
$615
$112 per night
Apartment ∙ 6 guests ∙ 3 bedrooms

Beautiful Rental Apartment in San Francisco, Near Castillo San Cristóbal

4.0
Very good (1 rating)
Old San Juan, San Juan, Puerto Rico
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Top-Rated Rentals and Accommodations in Old San Juan

Book Vacation Rental Offers with the Highest User Rating

House Old San Juan
Feb 20 - Feb 27
$205 per night
House ∙ 5 guests ∙ 2 bedrooms

Vacation Home in San Cristóbal with Interior Patio, Close to Castillo San Cristóbal + Close to Beach

4.8
Outstanding (50 ratings)
Old San Juan, San Juan, Puerto Rico
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Apartment Old San Juan
Jun 1 - Jun 8
$207 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Rental Apartment in Mercado with Patio, Next to Castillo San Cristóbal

4.9
Outstanding (24 ratings)
Old San Juan, San Juan, Puerto Rico
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Condo Old San Juan
Jan 4 - Jan 11
$225 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Condado + Lagoon View + Beach Nearby

5.0
Outstanding (17 ratings)
Old San Juan, San Juan, Puerto Rico
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Popular Rental Amenities in Old San Juan

  • Pool (745)
  • Pet-friendly (187)
  • WiFi (1,756)
  • Kitchen (1,062)
  • Air conditioning (1,740)
  • TV (1,612)
  • Washing machine (729)
  • Balcony/patio (968)
  • Parking (179)
  • Grill (97)
  • Hot tub (218)
  • No smoking (1,817)

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 want a rental with a pool or you are looking for a pet-friendly rental, as most accommodations offer "Pool" and "Pets allowed." Plan your vacation in advance if you want a rental providing a crib or you need wheelchair access. There are just 430 listed properties including "Crib" and 595 properties including "Wheelchair accessible."

Price and Availability Index in Old San Juan

Click on any bar to see price and availability information

Vacation Rental Price Information in Old San Juan

This graph displays average prices of the vacation rentals and holiday apartments located in Old San Juan. Prices in a week of December (12/21 – 12/28) go up to $374 per night, which is the highest average price in the next 12 months. The cheapest week to book a vacation rental is in September (9/28 – 10/5).

Rental availability information in Old San Juan

Check out the graph above to find out how many accommodations are available in Old San Juan(in %). So far, the week with the least available rentals in Old San Juan is in January (1/25 – 2/1). People tend to travel less to Old San Juan during a week in May (5/4 – 5/11) when only 15% of the rentals are booked.

7-Day Weather Forecast in Old San Juan

Sat, 24 Feb
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Mon, 26 Feb
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11 mi/h

Tue, 27 Feb
80°
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13 mi/h

Wed, 28 Feb
80°
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13 mi/h

Thu, 29 Feb
82°
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Fri, 1 Mar
82°
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Accommodations for your vacation in Old San Juan

More than half of the listings (56.89%) 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 $318 a night as well as an average size of 91 m². Moreover, if you are going in a group of 5, 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 207 m², and the average price is $491 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 1,874 rentals
💳 Possible discounts up to 53%
🌙 Nightly prices starting at $86
⭐ Popular amenities Pool, Pets allowed and Internet
🐾 Pet friendly homes 185 homes
🏊 Vacation rentals with pools 755 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 $86. If you are looking for a apartment rental, the nightly price is $318 on average. A house rental Old San Juan will cost $491 per night on average.

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

There are 1,874 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 755 vacation rentals available in Old San Juan.

Are dogs allowed in vacation rentals in Old San Juan?

Sure, there are 185 vacation homes in Old San Juan that allow pets , with an average price of $302 per night.

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