Isla Grande Vacations from $772
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Your Isla Grande Vacation
Booking a tailor-made Isla Grande vacation package is a good way to get to know the ins and outs of this neighborhood. From its renowned sites to its lesser-known gems, you won't be short of adventures. Start your trip to Isla Grande by heading to nearby attractions such as San Juan Gate, La Fortaleza and Catedral Basilica Menor de San Juan Bautista. Whatever your travel goals or the size of your budget, booking a perfect Isla Grande vacation is simple with Expedia.
The Latest Isla Grande Vacation Packages
Price found within the past 48 hours. Click for updated prices.
310Guest-House LaVida
Old San Juan
$772
per person
Nov 22 - Nov 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9.2/10 Wonderful! (58 reviews)
I arrived to find the room infested with cockroaches and I communicated with the owner who would tell me she would be sending over here assistant to show me another room. That room was also found to be inadequate as the walls were had been painted to hide mold, which could be seen coming through the paint. I contacted t h e thethe woman again and told herI would be leaving the hotel and that she should refund me the cost of the hotel. She refuses to refund me the money. She said my standards were to high. That I should have been comfortable sleep with cockroaches. Hotels. Com contacted the woman and told me she refused to refund the money. I have since contacted my card and placed a dispute.
Reviewed on Oct 4, 2026
Ola Boutique Hotel
Condado
$1,093
per person
Dec 31 - Jan 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9/10 Wonderful! (989 reviews)
This boutique hotel truly exceeded my expectations! The luxurious and comfortable atmosphere makes it an excellent choice for a private getaway, whether traveling solo or as a couple. The lobby is beautifully designed, offering a relaxing space to enjoy coffee, cocktails, or a game of pool. The room was incredibly spacious and surpassed expectations. The location is also very convenient, with restaurants, bars, coffee shops, and supermarkets nearby. The only downside is the very limited guest parking. Overall, an amazing experience! I would definitely stay again and have already recommended it to friends and family.
Reviewed on Oct 15, 2026
Condado Lagoon by Otium
Puerta de Tierra
$1,541
per person
Nov 27 - Dec 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
7.6/10 Good! (59 reviews)
Overall, this was a perfectly functional room and provided everything we needed. We loved the amount of bathrooms, beach supplies, amenities, balcony, and thoughtful welcome snacks. Our only feedback is that the rooms could have benefited from some upkeep and repair (loose faucets, broken drawers, fridge leaks and freezes, etc). However, these needed repairs did not keep us from enjoying our stay; we had a truly wonderful time and would stay here again!
Reviewed on Oct 15, 2026
WALD HAUS by DW
$4,185
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9.2/10 Wonderful! (11 reviews)
The home itself is absolutely stunning but the road to the villa is not just narrow, it's washed out in many places, we struggled to navigate the potholes even with a jeep and an SUV, I would not drive it at night. There are great amenities like the fridge and bathroom downstairs, the coffee / cocktail bar is fabulous.The kitchen was well-stocked with basic spices and supplies but it was crawling with roaches. Wifi is spotty so be sure to have the guidebook downloaded and screenshots of the phone number to call because the phone number posted throughout the villa is not functioning. Even in August the combination of ACs, fans, and breezes kept the temprature very comfortable. Excellent pool, though very little shallow area, if you're traveling with kids or weaker swimmers.
Reviewed on Aug 13, 2026
Where to stay in Isla Grande
Find the best Isla Grande areas and neighborhoods for the activities you enjoy most. Learn more about Isla Grande
Old San Juan
The fascinating museums and captivating waterfront views are top of the list for many visitors to Old San Juan. A stop by Port of San Juan or Castillo de San Cristobal might round out your trip.
Condado
1 out of top 10 points of interest in this area
Oceanfront and upscale, Condado boasts picturesque beaches alongside hotels, nightclubs, casinos, and shops. Stroll through La Ventana al Mar park, and enjoy easy access to public transport via T21 and D53 bus routes.
Isla Verde
1 out of top 10 points of interest in this area
White-sands, beautifully clear water and excellent water sports make this beach one of the most popular in Puerto Rico.
Santurce
3 out of top 10 points of interest in this area
Bask in the sun on Atlantic Ocean beaches and experience vibrant nightlife at La Placita de Santurce, while exploring museums like the Museum of Art of Puerto Rico. Enjoy easy access to public transportation via bus lines and the Tren Urbano.
Ocean Park
Upscale beachfront community with trendy beachgoers, Ocean Park offers kitesurfing and windsurfing opportunities. Stroll along Calle Loíza for bars, restaurants, and boutiques or unwind at nearby Parque Barbosa.
Isla Grande Hotel Deals
Sheraton Puerto Rico Resort & Casino
200 Convention Boulevard San Juan
Fully refundableReserve now, pay when you stay
$275 nightly
$305 total
Nov 1 - Nov 2
Total with taxes and fees
9.2/10 Wonderful! (1,304 reviews)
"Very Clean"
Reviewed on Oct 15, 2026
Aloft by Marriott San Juan
300 Convention Boulevard San Juan
Fully refundableReserve now, pay when you stay
$198 nightly
$216 total
Oct 26 - Oct 27
Total with taxes and fees
9.4/10 Exceptional! (1,425 reviews)
"The staff were all very helpful and nice. The location and room cleanliness was superb. I wasn’t too keened on hotel food. However, the experience was amazing!"
Reviewed on Oct 15, 2026
Hyatt Place San Juan
Avenida Fernandez Juncos 580 San Juan
Fully refundableReserve now, pay when you stay
$198 nightly
$216 total
Oct 25 - Oct 26
Total with taxes and fees
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 Isla Grande attractions
Puerto Rico Convention Center
8.8/10 (5,374 reviews)
During your trip, find out what's happening at Puerto Rico Convention Center, a top convention center in San Juan. Amble around this vibrant area's beautiful beaches or experience its acclaimed art scene.
Distrito T-Mobile
9.6/10 (294 reviews)
You can do some window-shopping at Distrito T-Mobile during your visit to San Juan.
Coca-Cola Music Hall
You can get tickets for a performance at Coca-Cola Music Hall on your trip to San Juan.
Toro Verde Urban Park
You can take time to visit Toro Verde Urban Park during your travels to San Juan.
Casino Metro
Why not roll the dice with a visit to Casino Metro during your travels in San Juan?
Carribbean Cinemas VIP Distrito
You can take time to visit Carribbean Cinemas VIP Distrito during your travels to San Juan.
Things to do
El Yunque Rainforest Guided Hiking Tour
$88
per traveler
96% of travellers recommend
Puerto Rico: The Beast Zipline at Toro Verde Adventure Park
$67
per adult
92% of travellers recommend
Carolina: ATV Adventure at Campo Rico Ranch with Guide
$149
per adult
92% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.