Caribbean Daily - Vacation Rentals in Old San Juan

Casa TripGoGo From US $64
         

8.1 (143 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pet Friendly
Ocean & Cityscape, Heart of Old San Juan From US $233
         

New
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
Azure Suite | Beautiful 1 Bedroom in best location in Old San Juan From US $179
         

9.0 (12 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Live Your Best Life In An Actual Palace From US $771
         

10.0 (34 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
Villa Preciosa | Charming 3 BR in Best Location From US $548
         

10.0 (11 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
Villa Solana | Modern & Eclectic 2 Bedroom From US $527
         

10.0 (10 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible

Luxury Places to Stay in Old San Juan

Over 509+ Luxury Places to Stay in or Near Old San Juan
Diamond Vault Penthouse From US $2,990
         

9.0 (4 Reviews)
Apartment
  • Air Conditioner
  • TV
  • View
Tizol Historic Building 8br in Old San Juan From US $1,427
         

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8.0 (2 Reviews)
House
  • Air Conditioner
  • View
  • Balcony/Terrace
Stunning and Spacious Apartment ! From US $1,400
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Tizol Historic Building: 8BR in Old San Juan From US $1,305
         

10.0 (4 Reviews)
Ski Chalet
  • Air Conditioner
  • TV
  • Balcony/Terrace
What happen in 261 Stay in 261 From US $1,218
         

7.6 (4 Reviews)
House
  • Air Conditioner
  • View
  • Ocean View
Luxury Home - Rooftop Garden - Heart of Old San Juan From US $1,150
         

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8.7 (10 Reviews)
House
  • View
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  • Security/Safety

Top-Rated Vacation Rentals with a Pool in Old San Juan

Over 45+ Top-Rated Vacation Rentals with a Pool in or Near Old San Juan
Best location Old San Juan private room 9 of 11 From US $167
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Pool
  • Security/Safety
Best location Old San Juan private room 5 of 11 From US $169
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Pool
  • Security/Safety
Best location Old San Juan private room 6 of 11 From US $176
         

10.0 (1 Review)
House
  • Air Conditioner
  • Pool
  • Security/Safety
Best location Old San Juan private room 10 of 11 From US $167
         

9.6 (13 Reviews)
House
  • Air Conditioner
  • Pool
  • Security/Safety
Best location Old San Juan private room 11 of 11 From US $167
         

9.4 (30 Reviews)
House
  • Air Conditioner
  • Pool
  • Security/Safety
Luxury House in Old San Juan From US $756
         

9.4 (29 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Best location Old San Juan private room 1 of 11 From US $169
         

9.4 (3 Reviews)
House
  • Air Conditioner
  • Pool
  • Balcony/Terrace
Best location Old San Juan private room 4 of 11 From US $169
         

9.4 (3 Reviews)
House
  • Air Conditioner
  • Pool
  • Security/Safety

Pet-Friendly Vacation Rentals in Old San Juan

Over 97+ Pet-Friendly Vacation Rentals in or Near Old San Juan
Casa Saffra in Old San Juan 1 From US $837
         

New
Apartment
  • Air Conditioner
  • Pet Friendly
  • Child Friendly
150 Sol by Stay with Bear From US $172
         

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8.4 (21 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace
Fountain Mansion, Old San Juan Rooftop & Parking From US $692
         

10.0 (2 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
La Sanse & Cruz #10 From US $186
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Monthly Stays-Simple & Comfy 1BR, Walk to Beach- UNIT 6 From US $127
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
OLD SJ 1ST fl apt ON EXCLUSIVE ST W GREAT BAY VIEW ! From US $255
         

9.6 (47 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV

Large Vacation Homes & Villas in Old San Juan

Over 59+ Large Vacation Homes & Villas in or Near Old San Juan
Modern 2 Apts. 3-BR - 10 Guests in Old San Juan From US $503
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Modern 2 Apartments 3-Bedroom - 10 Guests in historic Old San Juan From US $481
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Diamond Vault Penthouse From US $2,519
         

9.4 (3 Reviews)
Apartment
  • Air Conditioner
  • TV
  • View
Spanish Penthouse Historic Mansion Private Patio From US $482
         

9.4 (3 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Spacious 9BR & 7BA Divided in 6 Units in La Puntilla. From US $932
         

New
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Retro-Modern Luxury 5 BR Apt with AC in vibrant Old San Juan
New
From US $856
         

Wheelchair Accessible Vacation Homes in Old San Juan

Over 60+ Wheelchair Accessible Vacation Homes in or Near Old San Juan
Casa Sol Bed and Breakfast From US $242
         

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9.6 (75 Reviews)
Bed & Breakfast
  • Air Conditioner
  • View
  • Wheelchair Accessible
Casa Of Essence From US $209
         

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9.0 (420 Reviews)
House
  • Air Conditioner
  • TV
  • Wheelchair Accessible
San Juan Suite | Perfect Getaway in Centric Location From US $180
         

9.6 (5 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Villa Esmeralda | Large 2 Bedroom in beautiful Old San Juan From US $301
         

9.4 (50 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Mint Suite | Beautiful 1 Bedroom in best location in Old San Juan From US $197
         

9.2 (26 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Balcony Suite | Stunning 1 Bedroom in Old San Juan From US $236
         

9.0 (26 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible

Old San Juan Varoom and Airbnb Places to Stay Under $200

Over 131+ Old San Juan Varoom and Airbnb Places to Stay Under $200
Dreamscape Studio | In the Heart of It All! From US $187
         

10.0 (6 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Azure Suite - 1 BR in Old San Juan From US $155
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Accessibility
  • Security/Safety
Trotamundos From US $157
         

8.6 (96 Reviews)
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Tiny Cave Studio in Old San Juan/high speed WIFI/Luxury Bathroom/55” TV From US $146
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Best Location Old San Juan private room 2 of 11 From US $176
         

9.2 (5 Reviews)
House
  • Air Conditioner
  • Pool
  • Balcony/Terrace
Villa Ignacio | Stylish mezzanine in the old town! From US $197
         

8.8 (11 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Best location Old San Juan private room 3 of 11 From US $170
         

8.6 (9 Reviews)
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

Instantly Bookable Vacation Homes in Old San Juan

Over 257+ Instantly Bookable Vacation Homes in or Near Old San Juan
Historic 2-bedroom-2 bath apartment with AC, laundry, WiFi in Old San Juan From US $390
         

10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
OLD MOON OLD SAN JUAN From US $384
         

10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Spacious Apartment in the Heart of San Juan From US $386
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
Modern 2-BR Apt. in historic Old San Juan From US $297
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
Modern 4-BR Penthouse in historic Old San Juan From US $586
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
Old San Juan Historic Loft 4 The Adventurous From US $205
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety

About Old San Juan Vacation Rentals

With more than 518 Old San Juan vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Caribbeandaily and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Old San Juan.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Caribbeandaily Old San Juan, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Old San Juan. Places to stay near Old San Juan are 635.77 ft² on average, with prices averaging $369 a night.

Caribbeandaily makes it easy and safe to find and compare vacation rentals in Old San Juan with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Old San Juan

Type Count
Holiday Apartments 366
Vacation Homes 81
Hotels with Suites 36
Villas 8
B&B 4
Ski Chalet Rentals 3
Others 2
Resorts 1

Use these Quick Filters to Find a Vacation Rental in Old San Juan

Pro Tip: Caribbeandaily makes it easy to compare the best listings on Caribbeandaily homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Caribbeandaily homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Old San Juan.

Weather in Old San Juan

View the weather forecast for Old San Juan before booking your Old San Juan Vacation Rentals to confirm your best time to go.

December - February
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March - May
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June - August
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September - November
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