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Caribbean Accommodation: Most Popular Cities to Stay

Dominican Republic featuring a sunset and general coastal views
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Santo Domingo

Santo Domingo

Check availability on Caribbean Boutique Hotels

Top Caribbean Boutique Hotels

Restaurant
Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)

Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)

4.0 star property
Condado
9.0 out of 10, Wonderful, (645)
"This has to be my #1 hotel experience ever. The staff was so great, environment very private and just awesome place and views. I will be back.,"
United States
Christopher
The price is 6.499.886 ₫
8.492.229 ₫ total
includes taxes & fees
16 Nov - 17 Nov
Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)
View from property
Aire de O:live

Aire de O:live

4.0 star property
Isla Verde
9.0 out of 10, Wonderful, (328)
"Beach right outside of the hotel, great food options and pool was nice. "
United States
Tameera
The price is 7.628.852 ₫
9.812.230 ₫ total
includes taxes & fees
17 Nov - 18 Nov
Aire de O:live
Exterior
Villa Herencia Hotel

Villa Herencia Hotel

3.5 star property
Old San Juan
9.2 out of 10, Wonderful, (825)
"Great rooms, location and friendly staff. "
United States
Silvino
Villa Herencia Hotel
Owner´s Flat | Living area | LED TV, tablet, iPod dock
Billini Hotel, Historic Luxury

Billini Hotel, Historic Luxury

4.5 star property
Zona Colonial
9.2 out of 10, Wonderful, (798)
"Room was perfect ! This hotel always delivers !"
United States
jennifer
The price is 5.454.450 ₫
6.981.696 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Billini Hotel, Historic Luxury
Outdoor pool, pool umbrellas, pool loungers
Wonders Boutique Hotel

Wonders Boutique Hotel

3.5 star property
Oranjestad
9.8 out of 10, Exceptional, (707)
"The pool area was very relaxing and clean. "
United States
Audrey
The price is 3.545.027 ₫
4.598.959 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Wonders Boutique Hotel
4 outdoor pools, free pool cabanas, pool umbrellas
True Blue Bay Resort

True Blue Bay Resort

4.0 star property
St. George's
9.0 out of 10, Wonderful, (721)
" Clean room, excellent staff, wonderful street food festival with an amazing live band .. the energy of this space is spectacular.. worth a stay"
United States
Janine
True Blue Bay Resort
Front of property
Hotel El Convento

Hotel El Convento

4.5 star property
Old San Juan
9.0 out of 10, Wonderful, (1002)
"Perfect place to walk around the historic Old San Juan and its history, accessibility and beautiful location! Highly recommended! "
United States
Claudette
The price is 12.885.150 ₫
16.853.830 ₫ total
includes taxes & fees
4 Dec - 5 Dec
Hotel El Convento
Garden
Royal Palms Hotel

Royal Palms Hotel

3.5 star property
Pembroke Parish
9.8 out of 10, Exceptional, (536)
"Beautiful location, wuth friendly knowledgable staff."
United States
Donna
Royal Palms Hotel
View from property
Waves Resort & Spa, Barbados, An Autograph Collection® All-Inclusive Resort

Waves Resort & Spa, Barbados, An Autograph Collection® All-Inclusive Resort

4.0 star property
Prospect
9.0 out of 10, Wonderful, (80)
"The hotel staff were amazing. Everyone is very pleasant and kind. The property is clean, rooms are well maintained, breathtaking view of the beach . "
United States
The
The price is 20.744.636 ₫
23.072.851 ₫ total
includes taxes & fees
4 Dec - 5 Dec
Waves Resort & Spa, Barbados, An Autograph Collection® All-Inclusive Resort
Ballroom
Monastery Art Suites

Monastery Art Suites

San Juan
8.2 out of 10, Very good, (236)
"We had communicated to the hotel on 2 separate occasions concerning our late arrival time which was to be about12:30 am. I was assured that someone would be there to check us in. Our taxi dropped us off on a very dark and deserted street and the door to the hotel was locked, we rang the doorbell and phoned several times but no response. We made our way up the cobbled street to another hotel, they were full but the desk clerk found us a room in another hotel and helped us get there. The next...
Canada
Pat
Monastery Art 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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