A coastal fort with a tower overlooking the sea.

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Our top choices for San Juan hotels with winery

1. The Oliver Hotel - Adults Only

The Oliver Hotel - Adults Only
3.0 star property
Puerta de Tierra
8.6 out of 10, Excellent, (199 reviews)
"Clean room, excellent location"
United States
Evamariely
The price is £84
includes taxes & fees
17 Nov - 18 Nov
The Oliver Hotel - Adults Only

2. Cozy 1-bedroom apartment in charming San Juan with AC, WiFi. 5 Floor W/ Balcony

Cozy 1-bedroom apartment in charming San Juan with AC, WiFi. 5 Floor W/ Balcony
Santurce
9.8 out of 10, Exceptional, (14 reviews)
"Easy check in and very helpful when we locked our key inside the apartment. Would definitely stay here again."
United States
Tyler N.
The price is £141
includes taxes & fees
15 Nov - 16 Nov
Cozy 1-bedroom apartment in charming San Juan with AC, WiFi. 5 Floor W/ Balcony

3. Cozy studio apart. spectacular view, Electric Generator, WiFi, AC

Cozy studio apart. spectacular view, Electric Generator, WiFi, AC
Puerto Nuevo
8.6 out of 10, Excellent, (33 reviews)
"Enjoyed our stay everything was like described host was very good at responding and accommodating"
United States
Francisco
The price is £117
includes taxes & fees
15 Nov - 16 Nov
Cozy studio apart. spectacular view, Electric Generator, WiFi, AC

4. BEACH FRONT CONDO 1 BEDROOM APT IN ISLA VERDE.UPSCALE 5 STAR .NEW LISTING

BEACH FRONT CONDO 1 BEDROOM APT IN ISLA VERDE.UPSCALE 5 STAR .NEW LISTING
Isla Verde
10.0 out of 10, Exceptional, (66 reviews)
"The host very kind and friendly helped us to check in, the location of the apartment was perfect a few minutes from the beach. I really recommended."
United States
Ygnacio Miguel
The price is £232
includes taxes & fees
17 Nov - 18 Nov
BEACH FRONT CONDO 1 BEDROOM APT IN ISLA VERDE.UPSCALE 5 STAR .NEW LISTING

5. Soho House The Grand Patio

Soho House The Grand Patio
Old San Juan
8.4 out of 10, Very good, (8 reviews)
"Location in Old San Juan"
United States
Kaye
Soho House The Grand Patio

6. Ocean Park 4BR/3BA · 3 King Beds · Huge Private Terrace · Walk to Beach

Ocean Park 4BR/3BA · 3 King Beds · Huge Private Terrace · Walk to Beach
Santurce
The price is £479
includes taxes & fees
15 Nov - 16 Nov
Ocean Park 4BR/3BA · 3 King Beds · Huge Private Terrace · Walk to Beach

7. Caribbean Penthouse- Front Beach, Roof Pool, 8 max, 2 bed/2 bath, Generator

Caribbean Penthouse- Front Beach, Roof Pool, 8 max, 2 bed/2 bath, Generator
Santurce
9.8 out of 10, Exceptional, (171 reviews)
"This location is amazing ! The view is to die for. Our host was great ! She kept in touch with us to let us know everything that was going with the electricity and water supply ! They have a generator and water tank so that was a plus. The only thing I would say is if you have an older person with you, there are a good amount of stairs . Would definitely go back!"
United States
Territa B.
The price is £589
includes taxes & fees
6 Dec - 7 Dec
Caribbean Penthouse- Front Beach, Roof Pool, 8 max, 2 bed/2 bath, Generator

8. Relaxing Oasis with Pool Heater and Cabana

Relaxing Oasis with Pool Heater and Cabana
Puerto Nuevo
9.2 out of 10, Wonderful, (39 reviews)
"Host was very attentive and responsive to messages. Property was just like it was pictured and closed to everything. We would come back! Great stay!"
United States
Kathiria Q.
The price is £601
includes taxes & fees
16 Nov - 17 Nov
Relaxing Oasis with Pool Heater and Cabana

9. Montecielo Mountain View Escape 20min to Airport

Montecielo Mountain View Escape 20min to Airport
Campo Rico
10.0 out of 10, Exceptional, (1 review)
"It was very clean, the yard is well kept, and sitting on the back porch looking out to the mountains and watching the birds was a great experience by itself. The bed was comfortable, the kitchen was stocked, the neighbors were friendly and welcomed us."
United States
Anonymous traveller
The price is £185
includes taxes & fees
16 Nov - 17 Nov
Montecielo Mountain View Escape 20min to Airport

10. OCEAN VIEW GORGEOUS 1 BEDROOM CONDO APT A MILLION DOLLAR VIEW.5stars☀️BEST APT

OCEAN VIEW GORGEOUS 1 BEDROOM CONDO APT A MILLION DOLLAR VIEW.5stars☀️BEST APT
Barrio Pueblo
9.8 out of 10, Exceptional, (243 reviews)
"The property was very clean and beautiful. Host was wonderful and pleasant. If i could make a suggestion the pillows were not great and the beds were moderately uncomfortable. Otherwise the view was beautiful, the pool was great and the balcony was also lovely."
United States
Crystal R.
The price is £206
includes taxes & fees
4 Dec - 5 Dec
OCEAN VIEW GORGEOUS 1 BEDROOM CONDO APT A MILLION DOLLAR VIEW.5stars☀️BEST APT
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.

Top San Juan Hotel Reviews

Frequently asked questions

Which area of San Juan, Puerto Rico is best to stay in for vineyards and wineries?
For those seeking to explore the world of vineyards and wineries, Old San Juan offers an excellent base for your adventures in Puerto Rico. While San Juan itself is more known for its vibrant wine bars, such as the top natural wine bar found right here in Old San Juan, it provides the great starting point for day trips to the island's wine country. This historic area is not only convenient for touring, but also boasts a rich blend of sightseeing, dining, and an energetic nightlife, ensuring your evenings are as delightful as your days.

If you prefer a more luxurious, resort-like experience with easy access to beautiful beaches, Condado presents a fantastic alternative. This upscale neighbourhood is particularly appealing for first-time visitors seeking convenience and comfort. From here, short rides into Old San Juan are effortless, allowing you to enjoy its charm and then retreat to a serene setting.

It's worth noting that the true vineyard and winery experiences are found outside the city, particularly south of San Juan in areas like the Tulum Valley and Pocito. Therefore, choosing a central and well-connected location within San Juan, such as Old San Juan or Condado, is key to accessing these delightful excursions.
How much does a winery hotel in San Juan cost?
Enjoy staying in a winery hotel in San Juan, with plenty of hotels from £84 offering incredible amenities. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during the weekend or around public holidays.
Which winery hotels in San Juan offer wine tastings?
In San Juan, Hotel Puerto Valdes is a fantastic option that offers wine tastings directly on-site.

The 4-star Hotel Puerto Valdes, rated 8.8 by our travellers, is a great choice. It boasts its own tasting room, so you won't have to venture far to sample some lovely wines. Plus, guests consistently praise the friendly and amazing staff, and the rooms are described as clean and big.
Which are the top San Juan winery hotels for couples?
The top San Juan winery hotel for couples is the Hotel Puerto Valdes.

The 4-star Hotel Puerto Valdes, with a guest rating of 8.8, offers a fantastic experience for couples. It boasts an on-site tasting room, so you won't have to venture far to enjoy some local wines. Many rooms even feature private hot tubs, superb for a romantic soak after a day of exploring.
What are some great winery hotels in San Juan, Puerto Rico with wine cellars?
The top winery hotels in San Juan, Puerto Rico with a wine cellar or wine-focused experience are the Fairmont El San Juan Hotel and the Decanter Hotel.

The 4-star Fairmont El San Juan Hotel (rated 8.4 by our travellers) boasts a dedicated Wine Bar. It's described as a wine-focused dining venue with stunning architecture and timeless décor, offering a curated selection of vintages from around the world.

For a unique and wine-themed stay, the 4-star Decanter Hotel (rated 8.6 by our travellers) is a fantastic option.
What winery activities should we do in San Juan, Puerto Rico?
For those seeking sophisticated sips in San Juan, Old San Juan offers an array of delightful winery-style activities. While traditional vineyards are rare here, you can indulge in exquisite wine tastings at establishments like Pio Pio or Bodegas Compostela, where expertly paired wines and delicious food create a truly upscale experience. These venues provide a refined setting for discerning palates, focusing on quality and a relaxed ambiance.

For couples looking for a more intimate experience, the natural and specialty wine bars such as El Vino Crudo and Pio Pio are perfect. These spots offer a carefully curated selection of wines by the glass, allowing for a more casual yet equally enjoyable exploration of fine vintages. It's an ideal way to unwind and connect over exceptional drinks.

Beyond wine, San Juan truly shines with its rum and distillery experiences. For a quintessential Caribbean adventure, immerse yourselves in the rich history and vibrant culture of rum-making with tours at iconic distilleries like Casa Bacardí and Ron del Barrilito. These are not just tastings; they are engaging journeys into the craft, offering a unique and memorable alternative to traditional wineries.

Should you desire a full vineyard experience, consider a trip to Finca Vista Bella in Utuado, Puerto Rico's only vineyard.
Are there hotels in San Juan near winery tours?
Yes, there's a hotel in San Juan that's near winery tours: The Oliver Hotel - Adults Only.

The 3-star Oliver Hotel - Adults Only, rated 8.6 by our travellers, is a great option. It's conveniently located near winery tours and is also close to beaches, the sea, and the ocean, superb for combining wine tasting with some relaxation by the water.
Does San Juan, Puerto Rico host any wine festivals or events?
Yes, San Juan, Puerto Rico, is an excellent destination for wine enthusiasts, notably hosting the prestigious Puerto Rico Wine & Food Festival. This acclaimed event, frequently held at the luxurious La Concha Resort, brings together a superb selection of wineries, renowned sommeliers, and exclusive tasting experiences, making it a highlight for anyone passionate about fine wines.

Beyond this major festival, San Juan's dynamic culinary scene regularly offers smaller, intimate wine-related events. You'll often discover delightful wine tastings and "Wine & Bites" evenings at various venues across the city, providing a more casual yet equally refined way to explore local and international vintages.
Can I cancel my winery hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right winery hotel in San Juan for you.
How can I save on a winery hotel in San Juan with Expedia?
Find San Juan hotel deals by joining One Key™, Expedia's free travel rewards programme. As a member, you can unlock instant savings with Member Prices and member perks when you're logged in. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.
Is it cheaper to book flights and a winery hotel in San Juan as a package deal?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package. *Savings vary and are not available on all flight and hotel bookings.