A tropical beach with clear turquoise waters, lush green hills, and a small red building on a hill.

Historic Hotels in Caribbean from AU$92

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Top Cities in Caribbean

A beach with clear turquoise water, a sandy shore, and a city skyline with tall buildings including a Marriott hotel.
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San Juan

San Juan

Check availability on Caribbean Historic Hotels

Our top choices for Caribbean historic hotels

A yellow building with "EL CONVENTO" sign, columns, and a staircase leading to the entrance.

1. Hotel El Convento

Hotel El Convento
4.5 star property
Old San Juan
9.2 out of 10, Wonderful, (1,005 reviews)
"Great staff and great hotel, the location is the best!"
United States
Juan
The price is AU$335
includes taxes & fees
15 Sept - 16 Sept
Hotel El Convento
An outdoor patio area with multiple tables and chairs, surrounded by potted plants and a stone wall.

2. Boutique Hotel Palacio

Boutique Hotel Palacio
3.5 star property
Zona Colonial
8.6 out of 10, Excellent, (1,002 reviews)
"Very beautiful place"
United States
OSCAR
The price is AU$118
includes taxes & fees
21 Sept - 22 Sept
Boutique Hotel Palacio
A waterfront hotel with multiple floors, a prominent sign, and a view of the sea.

3. 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, (1,928 reviews)
"Great place"
United States
Rocio
The price is AU$281
includes taxes & fees
20 Sept - 21 Sept
Hotel Rumbao, a Tribute Portfolio Hotel
A rooftop deck with large tubs and a wooden deck, overlooking a cityscape.

4. CasaBlanca Hotel

CasaBlanca Hotel
3.5 star property
Old San Juan
8.8 out of 10, Excellent, (1,557 reviews)
"Clean rooms friendly staff and accommodating to restaurants and sight seeing in the area."
United States
Ray
The price is AU$165
includes taxes & fees
15 Sept - 16 Sept
CasaBlanca Hotel
An outdoor patio with wooden chairs and a table, surrounded by lush greenery and a rustic stone floor.

5. The Gallery Inn

The Gallery Inn
3.0 star property
Old San Juan
8.2 out of 10, Very good, (477 reviews)
"This hotel is a completely surreal world. My partner and I loved exploring all the rooms and appreciating the decorations and architecture of the house. Staff was extremely friendly and welcoming, and the live jazz music at night made this one of the best experiences I’ve had while traveling."
United States
Juan
The price is AU$287
includes taxes & fees
15 Sept - 16 Sept
The Gallery Inn
A bed with white linens and two hats, a glass-enclosed balcony with a view of greenery and buildings, and a wooden pergola structure.

6. Villa Herencia Hotel

Villa Herencia Hotel
3.5 star property
Old San Juan
9.2 out of 10, Wonderful, (884 reviews)
"Loved every aspect of this hotel. Will return in the future!"
United States
Kevin
The price is AU$213
includes taxes & fees
16 Sept - 17 Sept
Villa Herencia Hotel
A person relaxing by a pool with a drink and flowers, overlooking a cityscape.

7. La Terraza de San Juan

La Terraza de San Juan
3.5 star property
Old San Juan
8.4 out of 10, Very good, (1,006 reviews)
"The staff are great and the breakfast option on the terrace really adds a chefs kiss to the stay."
United States
Yanira
The price is AU$147
includes taxes & fees
15 Sept - 16 Sept
La Terraza de San Juan
A resort with a large pool, beachfront, and multiple buildings.

8. 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)
"Amazing stay definitely coming back"
United States
camilo andres
The price is AU$636
includes taxes & fees
18 Sept - 19 Sept
Sanctuary Cap Cana, a Luxury Collection Resort, Dominican Republic, Adult All-Inclusive
A resort with a swimming pool, outdoor seating, and a view of the water and mountains.

9. Admiral's Inn and Gunpowder Suites

Admiral's Inn and Gunpowder Suites
3.5 star property
English Harbour
9.4 out of 10, Exceptional, (183 reviews)
"Loved this hotel in a lovely area of English Harbour. Lovely accommodations and very friendly staff "
United Kingdom
Wendy
The price is AU$475
includes taxes & fees
10 Oct - 11 Oct
Admiral's Inn and Gunpowder Suites
An open door with white curtains, a chair with a cushion, a small table with a cup and saucer, and a potted plant.

10. Fortaleza Suites

Fortaleza Suites
3.5 star property
Old San Juan
8.8 out of 10, Excellent, (1,430 reviews)
"Absolutely amazing stay, 10/10 recommend"
United States
Glenda
The price is AU$92
includes taxes & fees
28 Sept - 29 Sept
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

La Concha Resort, Puerto Rico, Autograph Collection

La Concha Resort, Puerto Rico, Autograph Collection

10/10 Excellent
"Great hotel but it needs renovation. Staff was the best of the experience"
Mayret 2-night trip
Posted less than an hour ago
La Concha Resort, Puerto Rico, Autograph Collection