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San Juan Vacation Packages | Vacation to San Juan

San Juan, Puerto Rico’s capital and largest city, sits on the island’s Atlantic coast. Its widest beach fronts the Isla Verde resort strip, known for its bars, nightclubs and casinos. Cobblestoned Old San Juan features colorful Spanish colonial buildings and 16th-century landmarks including El Morro and La Fortaleza, massive fortresses with sweeping ocean views, as well as the Paseo de la Princesa bayside promenade. Prepare to be captivated by the natural enchantment of Puerto Rico, its vibrant culture, and old-world elegance. San Juan is one of the most unique and accessible places to travel under the U.S. Flag and far from an ordinary Caribbean destination.

4 nights from $658*

Escape to the Caribbean Paradise with this holiday package in Puerto Rico. Enjoy San Juan an island, known for its beautiful beaches and Spanish Caribbean culture with an American twist. This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.

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5 Customer Reviews

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  Miami and Puerto Rico by Air
  

  
  
  6
  nights from
  
  
  
  $1,069*
  
  

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  Panama and Puerto Rico by Air
  

  
  
  6
  nights from
  
  
  
  $1,618*
  
  

  
  
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San Juan

Map of Point of Interest

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• Activities

  
  

Browse all 3 customizable packages  or  Build Your Own Itinerary


4. 7 out of 5 stars
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6 Reviews


• This was the second time we used Tripmasters. We hope to use them again. Everything worked out well. We had 3 flights and all were as scheduled. Our …

  
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  Traveled on:11/5/2021

• Everything was good!

  Adriana C …

  
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  Traveled on:7/14/2021

• Everything was good!

  Jorge C …

  
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  Traveled on:7/14/2021

• —– No customer comment —- . ..

  
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  Traveled on:6/6/2021

• Your company did a great job, the hotel wasn`t what I expected.

  Donzell S …

  
  Read more – See this traveler’s itinerary

  Traveled on:3/17/2021

Old San Juan Vacation Rentals from $68

• HomeToGo: Vacation rentals

• Puerto Rico

• San Juan

• Old San Juan

Choose the perfect vacation rental

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 459 properties

Save up to 30%

Best Vacation Home Deals in Old San Juan

Find a vacation rental that matches your preferences among the 459 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 30%.

Book Vacation Rental Offers with the Highest User Rating

Top-Rated Rentals and Accommodations in Old San Juan

Recommended Vacation Rentals in Old San Juan


Find your perfect vacation rental in Old San Juan: from $68 per night

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Find Fantastic yet Inexpensive Offers

Budget-friendly Vacation Rentals in Old San Juan

Vacation Houses With Pools


Make a splash on your next vacation! Over 41% of in Old San Juan vacation rentals have a swimming pool.

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Dog-Friendly Vacation Rentals


Bring Fido on your next trip and book a stay in one of these pet-friendly rentals in Old San Juan!

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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.

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Popular Rental Amenities in Old San Juan

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 need internet access during your vacation or you never miss an episode of your favorite show, as most accommodations offer “Internet” and “TV.” Plan your vacation in advance if you want to sweat it out in a sauna or you want a rental with a jacuzzi. There are just 46 listed properties including “Sauna” and 58 properties including “Hot tub.”

7-Day Weather Forecast in Old San Juan

Sun, 22 Jan

82°

73°

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7 h

9 mi/h

Mon, 23 Jan

84°

73°

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7 h

9 mi/h

Tue, 24 Jan

82°

73°

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7 h

8 mi/h

Wed, 25 Jan

82°

75°

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7 h

9 mi/h

Thu, 26 Jan

82°

73°

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6 h

9 mi/h

Fri, 27 Jan

82°

73°

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7 h

8 mi/h

Sat, 28 Jan

82°

75°

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6 h

11 mi/h

Accommodations for your vacation in Old San Juan


Nearly half of the listings (43. 43%) 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 $298 a night as well as an average size of 495 m². Moreover, if you are going in a group of 6, 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 174 m², and the average price is $539 per night.

Frequently Asked Questions


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


Low demand is usually in April, so there will be a high amount of Apartment rental and House rental in Old San Juan open for booking.

What are the most popular amenities for holiday houses in Old San Juan?


The most popular amenities for holiday rentals in Old San Juan include accommodations with: Internet, TV, and Balcony/Patio.

How many holiday houses are in Old San Juan?


Old San Juan offers 459 Apartment rental and House rental options available for booking.

Are dogs allowed in holiday homes in Old San Juan?


Sure, there are 104 vacation homes in Old San Juan that allow pets , with an average price of $301 per night.

What are the best months to travel to Old San Juan?


June and July are typically the warmest months in Old San Juan with temperatures around 90 °F. January and February in Old San Juan are the coldest, with 73 °F on average.

We list offers from thousands of providers, including:

Vacation Destinations Near Old San Juan


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Cheap flights from San Juan to Portugal

The most popular flight tickets from San Juan to Portugal


Direct flight from San Juan to Portugal is the most convenient and fastest way to arrive to your destination. The price of a plane ticket depends on the time of day. The price of a plane ticket also depends on the day of the week. It should be borne in mind that departures on holidays may be unprofitable. Usually, the most expensive tickets are sold by the date of departure.
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Lisbon

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More flights from San Juan to other cities in Portugal


The price of a plane ticket from San Juan to Portugal depends not only on the season, but also on the airline and the availability of special offers. If there is no cost, it means that tickets on these routes of this airline have not yet been bought from us.
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*Flight prices from San Juan to Portugal are based on prices for economy class tickets found by mego. travel users over the past month. These prices may not be available at this time.

Flights from San Juan to countries near Portugal


Want to buy a ticket for a vacation, but haven’t decided where yet? Find your vacation rental on the list of all flights from San Juan to other countries near Portugal.
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Spain

from 40 887 ₽

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France

from 41 151 ₽

United Kingdom

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from 43 657 ₽

Belgium

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from 6 577 ₽

Italy

from 10 350 ₽

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Netherlands

from 35 347 ₽

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Czech

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Austria

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Germany

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from 29 871 ₽

Hungary

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You will find the cheapest flights from San Juan to Portugal 55 days before departure.

impressive modern and stylish villa in Denia, perfect for your holiday.

August 09 of 2022 – 10:10

Diana Vitoria

Are you looking for the perfect place to spend an unforgettable vacation? If you dream of spending a few days in a fantastic villa that looks like a picture from a magazine, Villa San Juan in Dénia is the perfect option for you.

Quality Rent Villa offers you the best options for your dream vacation, this impressive villa for 6 persons is an example of this; a modern holiday home where you can disconnect from your daily routine.

This beautiful, modern and equipped villa has a private swimming pool ideal for enjoying during the warmer months. Luxury real estate for rent maximum 4-6 persons .

The house is located in a very quiet residential complex where you will find the peace and relaxation you so much need, surrounded by a genuine luxury atmosphere. In addition, there are two large supermarkets next to the urbanization.

A house that is not devoid of detail was tastefully decorated by interior designer .

Villa San Juan interior

The villa is distributed inside in a spacious and bright open living room with large TV and direct access to the terrace with swimming pool, dining room and many amenities. In addition, the sofa can be converted into a bed, ideal for 2 children. nine0005

As for your kitchen, it is fully equipped with modern appliances and, in addition, it is open to the living-dining room.

In this planta baja
, you will also find double bedroom with bathroom .

An internal staircase leads us to a luxurious bedroom 35m2. This bedroom follows open concept , with a spacious bathroom with rain shower and double sinks, walk-in closet, double bed and private balcony overlooking the mountains and Denia Castle.