Historic Hotels in Caribbean Islands
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Featured Caribbean Islands Historic Hotels

Hotel El Convento
100 Cristo St, San Juan
Free Cancellation
Reserve now, pay when you stay
$276 nightly
The price is $301 total per night
$301 total
Aug 28 - Aug 29
Total includes taxes and fees
At Hotel El Convento, guests enjoy features like an outdoor pool, a gym, and free WiFi in public areas. Multilingual staff at the front desk are standing by 24/7 to help with dry cleaning/laundry, tours or tickets, and luggage storage. Other amenities at this luxury hotel include meeting rooms, free use of bicycles, and a library.
Pool
Free WiFi

Boutique Hotel Palacio
Calle Duarte 106, Santo Domingo, Distrito Nacional
Free Cancellation
Reserve now, pay when you stay
$75 nightly
The price is $96 total per night
$96 total
Aug 4 - Aug 5
Total includes taxes and fees
Boutique Hotel Palacio features an outdoor pool, free WiFi in public areas, and meeting rooms. You can take advantage of free parking, along with an airport shuttle (available 24 hours) for USD 40 per vehicle one-way. Multilingual staff at the 24-hour front desk can assist with securing valuables, tours or tickets, and dry cleaning/laundry. Additional amenities include conference space, coffee/tea in a common area, and a library.
Pool
Breakfast included

Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street, San Juan, Puerto Rico
Free Cancellation
Reserve now, pay when you stay
$197 nightly
The price is $215 total per night
$215 total
Aug 26 - Aug 27
Total includes taxes and fees
At Hotel Rumbao, a Tribute Portfolio Hotel, guests enjoy an outdoor pool, a 24-hour gym, and free WiFi in public areas. Valet parking is available for USD 36.00 per night. Multilingual staff at the 24-hour front desk can assist with concierge services, securing valuables, and luggage storage. Additional amenities include meeting rooms, conference space, and a computer station.
Pool
Pet friendly

CasaBlanca Hotel
316 Calle Fortaleza, San Juan
Free Cancellation
Reserve now, pay when you stay
$121 nightly
The price is $132 total per night
$132 total
Aug 4 - Aug 5
Total includes taxes and fees
Guests of CasaBlanca Hotel enjoy a rooftop terrace, free WiFi in public areas, and microwave in a common area. Offsite parking is offered for a fee. The 24-hour front desk has multilingual staff ready to assist with securing valuables, concierge services, and luggage storage. Additional amenities include a refrigerator in a common area, express check-out, and a terrace.
Free WiFi
Air conditioning

The Gallery Inn
204-206 Norzagaray, Old San Juan, San Juan
The Gallery Inn features an outdoor pool, a rooftop terrace, and microwave in a common area. Self parking is offered for USD 25 per night. The front desk has multilingual staff that can help with luggage storage, and offer advice about sights and eateries nearby. Additional amenities include a terrace, wedding services, and a picnic area.
Pool
Air conditioning

Villa Herencia Hotel
23 Cll Caleta Las Monjas, San Juan
Free Cancellation
Reserve now, pay when you stay
$198 nightly
The price is $212 total per night
$212 total
Aug 4 - Aug 5
Total includes taxes and fees
Villa Herencia Hotel features free WiFi in public areas, a library, and express check-in. The front desk has multilingual staff that can help with dry cleaning/laundry, tours or tickets, and securing valuables. Other amenities at this boutique hotel include express check-out, a terrace, and wedding services.
Free WiFi
Air conditioning

La Terraza de San Juan
262 Calle del Sol, Viejo San Juan, San Juan
Free Cancellation
Reserve now, pay when you stay
$175 nightly
The price is $190 total per night
$190 total
Aug 4 - Aug 5
Total includes taxes and fees
At La Terraza de San Juan, guests have access to an outdoor pool, a rooftop terrace, and free WiFi in public areas. The 24-hour front desk has multilingual staff ready to assist with luggage storage and concierge services. Additional amenities include express check-in, express check-out, and laundry facilities.
Pool
Free WiFi

Sanctuary Cap Cana, a Luxury Collection Resort, Dominican Republic, Adult All-Inclusive
Blvd Zona Hotelera, Playa Juanillo, Cap Cana, Punta Cana, La Altagracia
$600 nightly
The price is $600 total per night
$600 total
Aug 1 - Aug 2
Total includes taxes and fees
Sanctuary Cap Cana, a Luxury Collection Resort, Dominican Republic, Adult All-Inclusive features a private beach, a full-service spa, and 6 outdoor pools. There's free parking if you drive. The front desk has multilingual staff on hand 24/7 to help with concierge services, securing valuables, and luggage storage. Other amenities at this adults-only resort include a nightclub, karaoke, and a gym.
On private beach
Pool

Admiral's Inn and Gunpowder Suites
Nelson's Dockyard, English Harbour, Antigua
$234 nightly
The price is $280 total per night
$280 total
Aug 1 - Aug 2
Total includes taxes and fees
Guests of Admiral's Inn and Gunpowder Suites enjoy an outdoor pool, free WiFi in public areas, and spa treatment rooms. You can take advantage of free parking, along with an airport shuttle (available 24 hours) for USD 50 per vehicle one-way. The front desk has multilingual staff that can help with luggage storage and concierge services. Other amenities at this beach hotel include a meeting room, a terrace, and laundry facilities.
Pool
Spa

Fortaleza Suites
315 Calle Fortaleza, Old San Juan, San Juan
Free Cancellation
Reserve now, pay when you stay
$116 nightly
The price is $124 total per night
$124 total
Aug 4 - Aug 5
Total includes taxes and fees
Fortaleza Suites features free WiFi in public areas, coffee in a common area, and microwave in a common area. Offsite parking is available for a fee. The front desk is staffed 24/7 to help with luggage storage, and answer any questions about the accommodations. Additional amenities include express check-out, laundry facilities, and a vending machine.
Free WiFi
Laundry

Caribe Hilton
1 San Geronimo Street, San Juan
Free Cancellation
Reserve now, pay when you stay
$234 nightly
The price is $255 total per night
$255 total
Aug 26 - Aug 27
Total includes taxes and fees
Guests of Caribe Hilton have access to a full-service spa, 3 outdoor pools, and a children's pool. Valet parking is available for USD 32 per day. The 24-hour front desk has multilingual staff ready to assist with securing valuables, dry cleaning/laundry, and tours or tickets. Other amenities at this beach resort include a gym, a sauna, and outdoor tennis courts.
Pool
Hot Tub

Copper and Lumber Store Hotel
Nelsons Dockyard, English Harbour, Antigua
$235 nightly
The price is $282 total per night
$282 total
Aug 1 - Aug 2
Total includes taxes and fees
Guests staying at Copper and Lumber Store Hotel enjoy a marina, free WiFi in public areas, and laundry facilities. There's free parking, and a shuttle from the airport to the hotel (available 24 hours) for USD 55 per person. Front-desk staff can assist with tours or tickets, dry cleaning/laundry, and securing valuables. Other amenities at this beach hotel include wedding services, a garden, and an ATM.
Parking included
Free WiFi

Luca Hotel by Heritage Residences Signature Collection
Calle 19 de Marzo No. 164, Ciudad Colonial, Santo Domingo, Distrito Nacional
Guests staying at Luca Hotel by Heritage Residences Signature Collection enjoy a 24-hour gym, a rooftop terrace, and free WiFi in public areas. There's free offsite parking, and an airport shuttle (available 24 hours) for USD 50 per vehicle one way. Multilingual staff at the front desk are standing by 24/7 to help with concierge services, luggage storage, and dry cleaning/laundry. Additional amenities include a hot tub, a meeting room, and a terrace.
Hot Tub
Breakfast included

Ponce Plaza Hotel & Casino
Reina Street, Ponce
Free Cancellation
Reserve now, pay when you stay
$164 nightly
The price is $180 total per night
$180 total
Aug 4 - Aug 5
Total includes taxes and fees
Guests of Ponce Plaza Hotel & Casino enjoy a casino, an outdoor pool, and a gym. Self parking is offered for USD 11.15 per night. The front desk has multilingual staff on hand 24/7 to help with concierge services, securing valuables, and dry cleaning/laundry. Other amenities at this historic hotel include free WiFi in public areas, a library, and express check-out.
Pool
Pet friendly

Condado Vanderbilt Hotel
1055 Ashford Avenue, San Juan
Free Cancellation
Reserve now, pay when you stay
$366 nightly
The price is $406 total per night
$406 total
Aug 12 - Aug 13
Total includes taxes and fees
A local mainstay since 1919, Condado Vanderbilt Hotel offers a full-service spa, 4 outdoor pools, and a children's pool. Valet parking is offered for USD 30 per day. Front-desk staff can answer questions 24/7, and assist with tours or tickets, dry cleaning/laundry, and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach hotel include a 24-hour gym, a sauna, and free WiFi in public areas.
Pool
Hot Tub
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Caribbean Islands hotels essential information
Accommodation | 81,014 hotels |
---|---|
Lowest Price | $96 |
Highest Price | $600 |
Popular hotels | Hotel El Convento, Boutique Hotel Palacio, Hotel Rumbao, a Tribute Portfolio Hotel, CasaBlanca Hotel, The Gallery Inn, Villa Herencia Hotel, La Terraza de San Juan, Sanctuary Cap Cana, a Luxury Collection Resort, Dominican Republic, Adult All-Inclusive, Admiral's Inn and Gunpowder Suites, Fortaleza Suites, Caribe Hilton, Copper and Lumber Store Hotel , Luca Hotel by Heritage Residences Signature Collection, Ponce Plaza Hotel & Casino, Condado Vanderbilt Hotel |
Recent Historic Hotels Reviews

Barceló Bávaro Palace - All Inclusive
5/5 Excellent
"The property is beautyfull."
A verified traveler stayed at Barceló Bávaro Palace - All Inclusive
Posted 15 hours ago