San Juan Vacations

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Find the Best San Juan Vacation Packages

San Juan Hotel Deals

The Condado Plaza Hotel

The Condado Plaza Hotel

999 Ashford Avenue San Juan
Fully refundableReserve now, pay when you stay
AED 599
AED 793 total
1 Sep - 2 Sep
includes taxes & fees
The Condado Plaza Hotel
La Concha Resort, Puerto Rico, Autograph Collection

La Concha Resort, Puerto Rico, Autograph Collection

1077 Ashford Ave Condado San Juan
AED 1,006
AED 1,382 total
7 Sep - 8 Sep
includes taxes & fees
9.2/10 Wonderful! (2,830 reviews)
"Very beautiful hotel with great view, room upkeep and awesome amenities. My flight was canceled twice but the hotel has helped me extend and accommodate as best as possible with late checkouts. Great experience at this resort. Pools are great, food is good, drinks are great at the bar. Trying out ..."

Reviewed on 11 August 2026

La Concha Resort, Puerto Rico, Autograph Collection
Condado Vanderbilt Hotel

Condado Vanderbilt Hotel

1055 Ashford Avenue San Juan
Fully refundableReserve now, pay when you stay
AED 1,196
AED 1,594 total
17 Aug - 18 Aug
includes taxes & fees
9.4/10 Exceptional! (1,820 reviews)
"It’s very expensive. Parking is $30 a day but you also have to pay tariffs and taxes on it, $53.12. So one day of parking will run you over $80 a day. The beach is full of seaweed. There is only one pool for families, but more pools for adults only. No free breakfast. Breakfast will be over 90 dollars ..."

Reviewed on 11 August 2026

Condado Vanderbilt Hotel
See all 3,022 properties in San Juan
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular San Juan attractions

A beach with clear turquoise water, a sandy shore, and a city skyline with tall buildings including a Marriott hotel.

Condado Beach

9.0/10 (15,686 reviews)
Condado Beach blends urban energy with golden sands along San Juan's upscale district. Enjoy paddleboarding in the morning, then explore nearby Ashford Avenue's fine dining and boutique shopping.
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A tropical beach with clear turquoise water, palm trees, and a few people swimming.

Escambron Beach

9.0/10 (3,721 reviews)
Escambrón Beach boasts Blue Flag certification with crystal-clear waters perfect for spotting sea turtles. Arrive early for shade and bring snorkeling gear to explore the vibrant marine life.
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A stone structure with a dome and a statue on a waterfront at night.

Plaza las Americas

9.0/10 (5,422 reviews)
The Caribbean's largest shopping center houses over 300 stores and a 15-screen cinema. Explore unique Puerto Rican art exhibits between browsing international brands and dining at upscale restaurants.
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Puerto Rico Convention Center

8.8/10 (5,374 reviews)
The Caribbean's largest convention center boasts modern architecture and state-of-the-art amenities in vibrant San Juan. Check their calendar for exciting events, or enjoy surrounding cultural attractions.
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Casino del Mar at La Concha Resort

8.6/10 (5,188 reviews)
Why not try your luck with a visit to Casino del Mar at La Concha Resort where you can enjoy the games and entertainment of this top casino in San Juan? Stroll along the beautiful beaches in this vibrant area, or check out its top-notch restaurants.
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Distrito T-Mobile

9.6/10 (294 reviews)
San Juan's premier entertainment complex blends high-tech experiences with vibrant Puerto Rican culture. Enjoy the immersive digital displays before savoring local cuisine at the open-air Popular Plaza.
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Jose Miguel Agrelot Coliseum

8.8/10 (1,841 reviews)
El Choli hosts world-class concerts and sporting events for up to 18,500 spectators. Experience state-of-the-art sound and lighting in this versatile venue that anchors San Juan's entertainment scene.
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Sheraton Casino

8.6/10 (1,542 reviews)
This modern resort houses San Juan's largest casino with 400+ slot machines and 16 table games. Enjoy the rooftop infinity pool with panoramic bay views after an evening of gaming excitement.
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Frequently asked questions

How much does a San Juan vacation package cost?
You can grab a vacation package to this top destination on Expedia. But how much your vacation to San Juan costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to San Juan?
September, October and November are great times to search for cheap San Juan vacation packages. Traveling in less busy months means you can usually find better prices on accommodations and flights.
How to find the best San Juan package deals?
Use Expedia's handy filters to help you find some unbeatable San Juan package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for San Juan package deals in the low season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a San Juan vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging hotels and flights individually. Better still, you can personalize your San Juan escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to San Juan?
If you're planning an impromptu San Juan adventure, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score terrific deals on your hotels and flights by booking ahead.
How to plan a trip to San Juan?
  1. Choose when to go: Check your calendar and pack your bags. Your favorite time of year and the activities available will also help you decide when to visit San Juan.
  2. Work out your budget: Ensure you have enough money to cover everything from transportation and dining out to flights and experiences. Your hotel will likely be the biggest expense during your trip to San Juan.
  3. Decide your trip length: Consider how much time you want to spend discovering San Juan. Plan your days so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to find a San Juan vacation package that brings all your bookings together.

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