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Our top choices for Caribbean historic hotels

Hotel El Convento

Hotel El Convento
4.5 star property
Old San Juan
9.2 out of 10, Wonderful, (1,001 reviews)
"Loved the place, location, staff, vibe, food, and everything. Great place and highly recommended."
United States
Pablo M
The price is ฿6,879
฿8,998 total
includes taxes & fees
1 Jul - 2 Jul
Hotel El Convento

Boutique Hotel Palacio

Boutique Hotel Palacio
3.5 star property
Zona Colonial
8.6 out of 10, Excellent, (1,003 reviews)
"The rooms are very homely and quiet and the staff is always great local shops on Conde so very convenient 100%"
United States
Boris
The price is ฿1,967
฿2,518 total
includes taxes & fees
26 Jun - 27 Jun
Boutique Hotel Palacio

Hotel Rumbao, a Tribute Portfolio Hotel

Hotel Rumbao, a Tribute Portfolio Hotel
4.0 star property
Old San Juan
9.0 out of 10, Wonderful, (1,723 reviews)
"The hotel was really nice and located conveniently to the port of San Juan with restaurants and shops nearby."
United States
Shondell
The price is ฿4,685
฿6,491 total
includes taxes & fees
5 Jul - 6 Jul
Hotel Rumbao, a Tribute Portfolio Hotel

CasaBlanca Hotel

CasaBlanca Hotel
3.5 star property
Old San Juan
8.6 out of 10, Excellent, (1,515 reviews)
"Helpful staff, nice and clean property, great location!"
United States
Jaclyn
The price is ฿2,942
฿3,399 total
includes taxes & fees
6 Jul - 7 Jul
CasaBlanca Hotel

The Gallery Inn

The Gallery Inn
3.0 star property
Old San Juan
8.2 out of 10, Very good, (459 reviews)
"The rooftop bar was beautiful and the ac in the room is a lifesaver."
United States
Owen
The price is ฿5,577
฿6,748 total
includes taxes & fees
23 Jun - 24 Jun
The Gallery Inn

Villa Herencia Hotel

Villa Herencia Hotel
3.5 star property
Old San Juan
9.2 out of 10, Wonderful, (867 reviews)
"Amazing stay! It was the perfect location!"
United States
Kaylee
The price is ฿4,433
฿5,028 total
includes taxes & fees
29 Jun - 30 Jun
Villa Herencia Hotel

La Terraza de San Juan

La Terraza de San Juan
3.5 star property
Old San Juan
8.2 out of 10, Very good, (1,002 reviews)
"Cute place and great location. Quiet at night and beds are super comfy."
United States
chelsea
The price is ฿4,368
฿5,332 total
includes taxes & fees
24 Jun - 25 Jun
La Terraza de San Juan

Sanctuary Cap Cana, a Luxury Collection Resort, Dominican Republic, Adult All-Inclusive

Sanctuary Cap Cana, a Luxury Collection Resort, Dominican Republic, Adult All-Inclusive
5.0 star property
Cap Cana
9.2 out of 10, Wonderful, (1,003 reviews)
"Food excellent, staff friendly"
United States
Daniel
The price is ฿13,457
฿13,457 total
includes taxes & fees
1 Jul - 2 Jul
Sanctuary Cap Cana, a Luxury Collection Resort, Dominican Republic, Adult All-Inclusive

Admiral's Inn and Gunpowder Suites

Admiral's Inn and Gunpowder Suites
3.5 star property
English Harbour
9.4 out of 10, Exceptional, (181 reviews)
"A great inn set within a historical location. Great amenities, restaurants and pool with boat service to all these and the nearby Galleon Beach. Loft room was spectacular with an amazing view of the harbor. Staff was so friendly and helpful. We can not wait to come back."
United States
Dana
The price is ฿7,246
฿9,531 total
includes taxes & fees
21 Jun - 22 Jun
Admiral's Inn and Gunpowder Suites

Fortaleza Suites

Fortaleza Suites
3.5 star property
Old San Juan
8.8 out of 10, Excellent, (1,320 reviews)
"Great place to stay. Beautiful & good location."
United States
Luz
The price is ฿3,545
฿3,793 total
includes taxes & fees
23 Jun - 24 Jun
Fortaleza Suites
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.
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Top Caribbean Hotel Reviews