Caribbean Islands Historic Hotels In 2025

Featured Caribbean Islands Historic Hotels

Hotel El Convento

Hotel El Convento

4.5 out of 5
100 Cristo St San Juan
Fully refundableReserve now, pay when you stay
Opens in a new windowHotel El Convento
Boutique Hotel Palacio

Boutique Hotel Palacio

3.5 out of 5
Calle Duarte 106 Santo Domingo Distrito Nacional
Fully refundableReserve now, pay when you stay
Opens in a new windowBoutique Hotel Palacio
Hotel Rumbao, a Tribute Portfolio Hotel

Hotel Rumbao, a Tribute Portfolio Hotel

4 out of 5
100 Brumbaugh Street San Juan Puerto Rico
Fully refundableReserve now, pay when you stay
Opens in a new windowHotel Rumbao, a Tribute Portfolio Hotel
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CasaBlanca Hotel

CasaBlanca Hotel

3.5 out of 5
316 Calle Fortaleza San Juan
Fully refundableReserve now, pay when you stay
Opens in a new windowCasaBlanca Hotel
The Gallery Inn

The Gallery Inn

3 out of 5
204-206 Norzagaray San Juan
Opens in a new windowThe Gallery Inn
Villa Herencia Hotel

Villa Herencia Hotel

3.5 out of 5
23 Cll Caleta Las Monjas San Juan
Fully refundableReserve now, pay when you stay
Opens in a new windowVilla Herencia Hotel
La Terraza de San Juan

La Terraza de San Juan

3.5 out of 5
262 Calle del Sol San Juan
Fully refundableReserve now, pay when you stay
Opens in a new windowLa 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 out of 5
Blvd Zona Hotelera, Playa Juanillo Punta Cana La Altagracia
Opens in a new windowSanctuary 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 out of 5
Nelson's Dockyard English Harbour Antigua
Opens in a new windowAdmiral's Inn and Gunpowder Suites
Fortaleza Suites

Fortaleza Suites

3.5 out of 5
315 Calle Fortaleza San Juan
Fully refundableReserve now, pay when you stay
Opens in a new windowFortaleza Suites
Caribe Hilton

Caribe Hilton

4.5 out of 5
1 San Geronimo Street San Juan
Fully refundableReserve now, pay when you stay
Opens in a new windowCaribe Hilton
Copper and Lumber Store Hotel

Copper and Lumber Store Hotel

3 out of 5
Nelsons Dockyard English Harbour Antigua
Opens in a new windowCopper and Lumber Store Hotel
Luca Hotel by Heritage Residences Signature Collection

Luca Hotel by Heritage Residences Signature Collection

3.5 out of 5
Calle 19 de Marzo No. 164 Santo Domingo Distrito Nacional
Fully refundableReserve now, pay when you stay
Opens in a new windowLuca Hotel by Heritage Residences Signature Collection
Ponce Plaza Hotel & Casino

Ponce Plaza Hotel & Casino

3.5 out of 5
Reina Street Ponce
Fully refundableReserve now, pay when you stay
Opens in a new windowPonce Plaza Hotel & Casino
Condado Vanderbilt Hotel

Condado Vanderbilt Hotel

5 out of 5
1055 Ashford Avenue San Juan
Fully refundableReserve now, pay when you stay
Opens in a new windowCondado Vanderbilt Hotel
Meliá Century Hotel Ponce

Meliá Century Hotel Ponce

3.5 out of 5
#75 Calle Cristina Ponce
Fully refundableReserve now, pay when you stay
Opens in a new windowMeliá Century Hotel Ponce
Sheraton Santo Domingo Hotel

Sheraton Santo Domingo Hotel

4 out of 5
365 George Washington Avenue Santo Domingo
Fully refundableReserve now, pay when you stay
Opens in a new windowSheraton Santo Domingo Hotel
British Colonial - Nassau

British Colonial - Nassau

4 out of 5
Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
Opens in a new windowBritish Colonial - Nassau
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.
Caribbean Islands
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