Trips to Old San Juan

Plan Your Next Trip to Old San Juan and explore unforgettable sights, local flavors, and exciting experiences.

Find the Best Accommodations for Your Old San Juan Trip

Smartours makes it easy to discover stays that match your style, budget, and location.

  • Hotels
  • Villas
  • Cabins
  • apartments
  • Cottages
  • Resorts
  • Ski chalets
9.1 (214 Reviews)
Hotel
352 Boutique Guest House
  • Air Conditioner
  • Designated Smoking Area
  • View
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8.7 (389 Reviews)
Hotel
Decanter Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
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9.2 (1010 Reviews)
Hotel
Decanter Hotel
  • Air Conditioner
  • TV
  • Wheelchair Accessible
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8.7 (347 Reviews)
Hotel
Armas Hotel
  • Air Conditioner
  • Balcony/Terrace
  • Accessibility
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8.7 (231 Reviews)
Hotel
Villa Herencia Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area
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9.2 (867 Reviews)
Hotel
Villa Herencia Hotel
  • Air Conditioner
  • TV
  • Balcony/Terrace
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8.5 (572 Reviews)
Hotel
Hotel El Convento
  • Air Conditioner
  • Pool
  • Balcony/Terrace
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8.7 (231 Reviews)
Hotel
Villa Herencia Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area
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8.1 (143 Reviews)
Bed & Breakfast
Casa TripGoGo
  • Air Conditioner
  • Parking
  • Pet Friendly
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9 (485 Reviews)
House
Casa Of Essence
  • Air Conditioner
  • TV
  • Wheelchair Accessible
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10 (3 Reviews)
Apartment
Mint Suite - 1 BR in Old San Juan
  • Air Conditioner
  • Accessibility
  • Security/Safety
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10 (3 Reviews)
Apartment
Mint Suite - 1 BR in Old San Juan
  • Air Conditioner
  • Accessibility
  • Security/Safety
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8.2 (47 Reviews)
Apartment
153 Luna by Stay with Bear
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
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10 (2 Reviews)
Apartment
Casa Sol 13 by Otium
  • Air Conditioner
  • Parking
  • Security/Safety
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8.1 (143 Reviews)
Bed & Breakfast
Casa TripGoGo
  • Air Conditioner
  • Parking
  • Pet Friendly
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9 (485 Reviews)
House
Casa Of Essence
  • Air Conditioner
  • TV
  • Wheelchair Accessible
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10 (3 Reviews)
Apartment
Mint Suite - 1 BR in Old San Juan
  • Air Conditioner
  • Accessibility
  • Security/Safety
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Top Rated Activities & Tours in Old San Juan

Authentic Flavors of San Juan Food Tour
Authentic Flavors of San Juan Food Tour
10
Excellent
5136 Reviews
5 star rating Recommendation
From
US $165 Per Person
Reserve
Old San Juan Walking Tour
Old San Juan Walking Tour
10
Excellent
2492 Reviews
5 star rating Recommendation
From
US $39 Per Person
Reserve
Old San Juan Small-Group Walking Tour
Old San Juan Small-Group Walking Tour
10
Excellent
1756 Reviews
5 star rating Recommendation
From
US $34 Per Person
Reserve
Puerto Rico Island Tour with El Yunque from San Juan
Puerto Rico Island Tour with El Yunque from San Juan
10
Excellent
1616 Reviews
5 star rating Recommendation
From
US $99 Per Person
Reserve
See More Activities & Tours in Old San Juan

Why Book Your Trip to Old San Juan with Smartours?

Here’s why smart travelers plan travel with Smartours

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Smarter Stays

Hotels, villas, and vacation rentals selected for comfort, location and value – giving you the ideal base for your adventures.
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Smarter Itineraries

AI-powered trip plans that bundle accommodations, transport, and activities into flexible packages you can tailor to your style and budget.
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Smarter Exploration

Self-guided itineraries filled with local insights, hidden gems, and authentic experiences beyond the typical tourist trail.

How to Book Your Stay in Old San Juan?

What’s the Smartours booking process?

Our platform connects you to a curated selection of hotels, villas, and unique stays in Old San Juan. Once you’ve found your ideal property, you’ll be redirected to our trusted booking partner to complete your reservation securely and with confidence.

Booking Steps

01

Search Stays

Use Smartours filters to find accommodations that match your style, location preferences, and budget.
02

View Details

Click on a listing to see photos, amenities, reviews, and pricing.
03

Book Securely

Follow the link to finalize your reservation directly with our verified booking partner.
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Indoor Features

  • Fully equipped kitchens or kitchenettes
  • Comfortable living areas with smart TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-room coffee and tea facilities
  • Premium bedding for restful nights
  • Modern bathrooms with walk-in showers or soaking tubs

Outdoor Amenities

  • Balconies, terraces, or rooftop lounges with scenic views
  • Swimming pools, either private or shared
  • Outdoor dining spaces with BBQ or grill access
  • Gardens or courtyards for relaxing downtime
  • On-site parking or easy transport access
  • Proximity to key attractions, markets, or nature trails

Other Places to Stay in Old San Juan

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8.1 (143 Reviews)
Bed & Breakfast
Casa TripGoGo
  • Air Conditioner
  • Parking
  • Pet Friendly
US
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9 (485 Reviews)
House
Casa Of Essence
  • Air Conditioner
  • TV
  • Wheelchair Accessible
US
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10 (3 Reviews)
Apartment
Mint Suite - 1 BR in Old San Juan
  • Air Conditioner
  • Accessibility
  • Security/Safety
US
View Availability
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Seasonal Weather in Old San Juan

What’s the weather like in Old San Juan throughout the year?

Old San Juan’s climate varies by region, but most areas enjoy mild to warm weather year-round. Coastal cities benefit from ocean breezes, while inland areas and the desert see greater temperature swings between day and night.

Tuesday Jul 7

Old San Juan, San Juan

Tue
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27.8°C
Wed
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27.7°C
Thu
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28.0°C
Fri
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27.7°C
Sat
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27.8°C
Sun
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27.3°C
Mon
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27.3°C

Frequently Asked Questions

What are the top vacation rentals in Old San Juan?
How many vacation rentals have private pools in Old San Juan?

There are 5 vacation rentals with private pools near Old San Juan. Top-rated homes that have access to a swimming pool include:

Which vacation homes in Old San Juan are best for families?

If you are looking for a family-friendly vacation home in Old San Juan, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Old San Juan:

How many vacation rentals are available in Old San Juan?

Currently, the total number of properties listed in 2026 is over 540 in the Old San Juan area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Old San Juan.

More Accommodations You May Like for Trips to Old San Juan

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