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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

Tonight
19 Jul - 20 Jul
Tomorrow
20 Jul - 21 Jul
Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug

Top Caribbean Boutique Hotels

Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)
Enjoy dining and socializing in this stylish space with round tables, framed photographs, and a unique chandelier.

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

4.0 star property
9.0 out of 10, Wonderful, (627)
"Great Hotel!!!"
The price is £193
includes taxes & fees
20 Jul - 21 Jul
Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)
Aire de O:live
Relax by the pool surrounded by lounge chairs and umbrellas, with the ocean views and palm trees nearby.

Aire de O:live

4.0 star property
9.2 out of 10, Wonderful, (207)
"I will definitely stay again, we loved the stay and everything was perfect!!!"
The price is £252
includes taxes & fees
11 Aug - 12 Aug
Aire de O:live
Villa Herencia Hotel
Relax in our serene courtyard, surrounded by lush greenery and comfortable seating.

Villa Herencia Hotel

3.5 star property
9.2 out of 10, Wonderful, (800)
"This was such a quaint, adorable, cozy and romantic spot in old San Juan! We absolutely loved our stay, it was quiet, incredibly comfortable and the rooftop terrace could not have been cuter!!!"
Villa Herencia Hotel
Billini Hotel, Historic Luxury
Outdoor pool, pool loungers

Billini Hotel, Historic Luxury

4.5 star property
9.2 out of 10, Wonderful, (781)
"It’s a very nice and comfortable hotel."
The price is £160
includes taxes & fees
11 Aug - 12 Aug
Billini Hotel, Historic Luxury
Wonders Boutique Hotel
Relax by the serene pool surrounded by lush tropical vegetation and beautifully landscaped gardens.

Wonders Boutique Hotel

3.5 star property
9.8 out of 10, Exceptional, (659)
"This place truly was wonderful. Exceptional staff, very pleasant property, and cozy rooms. I’m so glad I chose this place out of the many options!"
Wonders Boutique Hotel
True Blue Bay Resort
Relax by the serene pool surrounded by palm trees and lounge chairs, with a clear view of the island in the background.

True Blue Bay Resort

4.0 star property
9.0 out of 10, Wonderful, (693)
"Beautiful, clean resort. Wonderful, friendly staff. I will be back soon =)"
The price is £229
includes taxes & fees
20 Jul - 21 Jul
True Blue Bay Resort
Hotel El Convento
Relax by the pool surrounded by lush greenery and city views.

Hotel El Convento

4.5 star property
8.8 out of 10, Excellent, (1003)
"Our second time here and it was a wonderful stay once again. It’s such a beautiful historical property in a great location in Viejo San Juan. Our family enjoyed our time here."
The price is £212
includes taxes & fees
29 Jul - 30 Jul
Hotel El Convento
Royal Palms Hotel
Stroll through a serene garden oasis surrounded by vibrant flowers and lush greenery.

Royal Palms Hotel

3.5 star property
9.8 out of 10, Exceptional, (522)
"Fantastic boutique hotel, the feel is more like a bed and breakfast but with more space. The staff was lovely and the grounds were impeccable!"
The price is £456
includes taxes & fees
9 Aug - 10 Aug
Royal Palms Hotel
Waves Resort & Spa, Barbados, An Autograph Collection® All-Inclusive Resort
Enjoy a tranquil beach experience with calm waters and lush palm trees.

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

4.0 star property
8.8 out of 10, Excellent, (41)
"Very relaxing holiday in very clean and well-maintained facilities, lovely staff."
The price is £461
includes taxes & fees
12 Aug - 13 Aug
Waves Resort & Spa, Barbados, An Autograph Collection® All-Inclusive Resort
Sandy Haven Resort
Relax in a warm and inviting space with a central seating area, sofa, and two chairs, surrounded by arched windows and a unique 'Bongos' sign.

Sandy Haven Resort

4.0 star property
8.6 out of 10, Excellent, (806)
"It was a fun getaway!"
The price is £163
includes taxes & fees
28 Jul - 29 Jul
Sandy Haven Resort
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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