Name: Hotel Milano
Price range: $135 total
Rating: 9

Your Old San Juan Vacation

Avoid the hassle of travel planning with an Old San Juan vacation package. With everything organized before you go, all you have to do is simply enjoy this food-lovers neighborhood's bars and pubs, dining and history. Kick off your trip to Old San Juan by visiting nearby attractions such as San Juan Gate, La Fortaleza and Catedral Basilica Menor de San Juan Bautista. No matter your travel goals or budget, booking your ideal Old San Juan vacation is easy with Expedia.

The Latest Old San Juan Vacation Packages

Price found within the past 48 hours. Click for updated prices.

Lazy Parrot Inn

$370

per person

Jan 11 - Jan 16

found 1 day ago

Roundtrip flight included

Boston (BOS) to San Juan (SJU)

9.2/10 Wonderful! (1,004 reviews)

Awesome pet friendly hotel! We really enjoyed our stay. Gabriella at the front desk was amazing, and made our stay so much more enjoyable. Would highly recommend!

Reviewed on Oct 28, 2025

Ola Boutique Hotel

Condado

$964

per person

Jan 1 - Jan 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to San Juan (SJU)

9.2/10 Wonderful! (542 reviews)

Room was very small, no privacy for bathroom, shower right next to the bed! Room was not cleaned for 3 days. Staff was accommodating, friendly. Breakfast was a nice touch each day.

Reviewed on Oct 30, 2025

Urbana Hotel

San Juan Antiguo

Save 100% on your flight

$574

per person

Jan 1 - Jan 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to San Juan (SJU)

8.6/10 Excellent! (368 reviews)

Good. Friendly staff

Reviewed on Oct 30, 2025

Aire de O:live

Isla Verde

$647

per person

Dec 7 - Dec 11

found 1 day ago

Roundtrip flight included

Boston (BOS) to San Juan (SJU)

9/10 Wonderful! (290 reviews)

Loved the hospitality. Every detail was addressed. They even upgraded the room for our stay due to some renovations they were doing 10/10 will book again.

Reviewed on Oct 27, 2025

OLV Fifty Five - Adults Only

Condado

Save 100% on your flight

$1,492

per person

Dec 31 - Jan 5

found 1 day ago

Roundtrip flight included

Boston (BOS) to San Juan (SJU)

8.6/10 Excellent! (563 reviews)

Amazing location , helpful attentive kind staff , unique vibes definitely would recommend

Reviewed on Oct 30, 2025

Where to stay in Old San Juan

Find the best Old San Juan areas and neighborhoods for the activities you enjoy most. Learn more about Old San Juan

Isla Verde

4/5(687 area reviews)

White-sands, beautifully clear water and excellent water sports make this beach one of the most popular in Puerto Rico.

Old San Juan Hotel Deals

Hotel Rumbao, a Tribute Portfolio Hotel

100 Brumbaugh Street, San Juan, Puerto Rico

Fully refundableReserve now, pay when you stay

$166 nightly

$181 total

Nov 17 - Nov 18

Total with taxes and fees

9/10 Wonderful! (1,233 reviews)

Very updated hotel! Bartender was amazing. Front desk was amazing Area is in the heart of everything Close by shopping and dinning Close to port and airport

Reviewed on Oct 26, 2025

Armas Hotel

202 C. San José, San Juan, San Juan

Fully refundableReserve now, pay when you stay

$130 nightly

$142 total

Nov 3 - Nov 4

Total with taxes and fees

9/10 Wonderful! (325 reviews)

Checkin was very smooth. Staff was very helpful.

Reviewed on Oct 22, 2025

Hotel Milano

307 Calle Fortaleza, San Juan, San Juan

Fully refundableReserve now, pay when you stay

$123 nightly

$135 total

Nov 3 - Nov 4

Total with taxes and fees

9/10 Wonderful! (87 reviews)

Nice rooms. Some wasted space with the long hallways

Reviewed on Oct 26, 2025

See all 3,811 properties in Old 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.