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
The price is $358 per night
$358
includes taxes & fees
$329 per night
May 6 - May 7
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 tours or tickets, dry cleaning/laundry, and securing valuables. 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
The price is $104 per night
$104
includes taxes & fees
$90 per night
Apr 25 - Apr 26
At Boutique Hotel Palacio, guests have access to an outdoor pool, a sauna, and free WiFi in public areas. 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 tours or tickets, securing valuables, and dry cleaning/laundry. Additional amenities include meeting rooms, conference space, and coffee/tea in a common area.
Pool
Breakfast included

Hotel Rumbao, a Tribute Portfolio Hotel
100 Brumbaugh Street, San Juan, Puerto Rico
Free Cancellation
Reserve now, pay when you stay
The price is $270 per night
$270
includes taxes & fees
$248 per night
May 19 - May 20
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 27.88 per night. Multilingual staff at the 24-hour front desk can assist with concierge services, luggage storage, and securing valuables. Additional amenities include a hot tub, meeting rooms, and conference space.
Pool
Hot Tub

CasaBlanca Hotel
316 Calle Fortaleza, San Juan
Free Cancellation
Reserve now, pay when you stay
The price is $162 per night
$162
includes taxes & fees
$149 per night
May 6 - May 7
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 luggage storage, concierge services, and securing valuables. 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, a picnic area, and a gift shop.
Pool
Pet friendly

Villa Herencia Hotel
23 Cll Caleta Las Monjas, San Juan
Free Cancellation
Reserve now, pay when you stay
The price is $203 per night
$203
includes taxes & fees
$190 per night
Apr 27 - Apr 28
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 securing valuables, concierge services, and dry cleaning/laundry. Other amenities at this boutique hotel include express check-out, a terrace, and a garden.
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
The price is $195 per night
$195
includes taxes & fees
$179 per night
Apr 28 - Apr 29
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 concierge services and luggage storage. 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
The price is $530 per night
$530
includes taxes & fees
$530 per night
May 13 - May 14
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 securing valuables, tours or tickets, and dry cleaning/laundry. 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
The price is $280 per night
$280
includes taxes & fees
$234 per night
May 10 - May 11
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 tours/tickets and luggage storage. 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
The price is $201 per night
$201
includes taxes & fees
$188 per night
Apr 27 - Apr 28
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 water dispenser.
Free WiFi
Laundry

Caribe Hilton
1 San Geronimo Street, San Juan
Free Cancellation
Reserve now, pay when you stay
The price is $273 per night
$273
includes taxes & fees
$250 per night
May 19 - May 20
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 luggage storage, dry cleaning/laundry, and securing valuables. 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
The price is $264 per night
$264
includes taxes & fees
$220 per night
May 7 - May 8
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 dry cleaning/laundry, tours or tickets, and securing valuables. Other amenities at this beach hotel include a garden, wedding services, 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
Free Cancellation
Reserve now, pay when you stay
The price is $101 per night
$101
includes taxes & fees
$87 per night
Apr 27 - Apr 28
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 luggage storage, concierge services, and securing valuables. 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
The price is $204 per night
$204
includes taxes & fees
$186 per night
Apr 27 - Apr 28
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 securing valuables, tours or tickets, 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
The price is $518 per night
$518
includes taxes & fees
$467 per night
May 11 - May 12
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 luggage storage, tours or tickets, and dry cleaning/laundry. 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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View all propertiesLowest 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 hotels essential information
Accommodation | 80,979 hotels |
---|---|
Lowest Price | $101 |
Highest Price | $530 |
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 was nice and for the most part convenenient. I did not like having to make repeat trips to the concourse for drinks because the surroinding bars around the VIP area closed at sundown. So if you pay for the larger sauite be advised that youll need to keep your minifridge well stocked."
A verified traveler from Henderson stayed at Barceló Bávaro Palace - All Inclusive
Posted 15 hours ago