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Caribbean Accommodation: Most Popular Cities to Stay

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Our top choices for Caribbean hotels with express check-in

Rincon of the Seas - Grand Caribbean Hotel

Rincon of the Seas - Grand Caribbean Hotel
3.0 star property
Rincon
9.0 out of 10, Wonderful, (1084)
"Great for families."
United States
Jesenia
The price is Rp3.171.860
Rp3.457.327 total
includes taxes & fees
8 Jan - 9 Jan 2026
Rincon of the Seas - Grand Caribbean Hotel

Tropikist Beach Hotel & Resort

Tropikist Beach Hotel & Resort
3.0 star property
Crown Point
7.6 out of 10, Good, (846)
"Location, close to airport and ocean."
United States
June
The price is Rp18.060.905
Rp21.673.085 total
includes taxes & fees
3 Jan - 4 Jan 2026
Tropikist Beach Hotel & Resort

Windjammer Landing Resort and Residences

Windjammer Landing Resort and Residences
5.0 star property
Gros Islet
9.2 out of 10, Wonderful, (1000)
"Staff super courteous, rooms clean, beautiful beach Food and drinks expensive for non all inclusive "
Canada
Lisa Marie
The price is Rp7.584.084
Rp9.073.706 total
includes taxes & fees
3 Jan - 4 Jan 2026
Windjammer Landing Resort and Residences

TRYP by Wyndham Isla Verde

TRYP by Wyndham Isla Verde
3.5 star property
Isla Verde
8.4 out of 10, Very good, (1448)
"The place was relaxing "
United States
Nancy
The price is Rp3.249.487
Rp4.144.094 total
includes taxes & fees
21 Dec - 22 Dec
TRYP by Wyndham Isla Verde

The Condado Plaza Hotel

The Condado Plaza Hotel
4.0 star property
Condado
8.0 out of 10, Very good, (1877)
"friendly staff and overall a good easy stay "
United States
Eric
The price is Rp4.449.154
Rp5.487.560 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Condado Plaza Hotel

The Royal at Atlantis

The Royal at Atlantis
4.0 star property
Paradise Island
8.6 out of 10, Excellent, (2709)
"Wonderful experience and place to stay"
United States
Aaron
The Royal at Atlantis

Hampton Inn & Suites San Juan

Hampton Inn & Suites San Juan
3.0 star property
Isla Verde
9.0 out of 10, Wonderful, (2177)
"Staff was great, pool area and outdoor grill was amazing"
United States
William
The price is Rp3.436.627
Rp4.564.765 total
includes taxes & fees
22 Dec - 23 Dec
Hampton Inn & Suites San Juan

Hotel Plaza De Armas Old San Juan

Hotel Plaza De Armas Old San Juan
2.0 star property
San Juan
7.2 out of 10, Good, (1001)
"AIRCONDITIONER IN ROOM ONLY AT ONE LEVEL AND VERY LOUD. TOILET DID NOT FLUSH PROPERLY. LOCATION WAS EXCELLENT AND STAFF PROVIDED EXTRA PILLOWS. THE PROPERTY WAS SUFFICIENT FOR THE PRICE AND ONLY ONE NIGHT."
United States
Lisa
Hotel Plaza De Armas Old San Juan

Hotel Riu Montego Bay - Adults Only - All Inclusive

Hotel Riu Montego Bay - Adults Only - All Inclusive
4.0 star property
Montego Bay
8.6 out of 10, Excellent, (5087)
"had a great stay "
United States
Amyia naomi
Hotel Riu Montego Bay - Adults Only - All Inclusive

Sheraton Puerto Rico Resort & Casino

Sheraton Puerto Rico Resort & Casino
4.0 star property
Santurce
9.0 out of 10, Wonderful, (1068)
"Great place to stay"
United States
Amber
The price is Rp4.669.062
Rp6.203.597 total
includes taxes & fees
19 Jan - 20 Jan 2026
Sheraton Puerto Rico Resort & Casino
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