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Caribbean Accommodation: Most Popular Cities to Stay

Holiday RentalsHoliday Rentals

San Juan

San Juan

Our top choices for Caribbean holiday rentals

Comfort Studio | Interior
Estudio centrico

Apartment in Los Jardines

Estudio centrico
3.0 star property
10.0 out of 10, Exceptional, (1)
"Estaba todo limpio zona trankila.."
Mexico
Jorge
The price is 973.692 ₫
1.543.697 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Estudio centrico
Beach nearby, white sand
Bell At The Airport Suites - Adults Only

Apartment in Nassau

Bell At The Airport Suites - Adults Only
2.5 star property
9.6 out of 10, Exceptional, (466)
"Room was clean and very nice. Micah is a very accommodating host. "
United States
Clark
Bell At The Airport Suites - Adults Only
Property entrance
Manderley Villas

Aparthotel in Mangrove

Manderley Villas
3.0 star property
9.6 out of 10, Exceptional, (93)
"The property was perfect! Maureen was lovely and very accommodating. Staying at Manderley made my quick overnight in Barbados a seamless and stress-free experience. Very clean and spacious unit. "
United States
Sydney
The price is 2.263.176 ₫
2.715.812 ₫ total
includes taxes & fees
3 Jan - 4 Jan 2026
Manderley Villas
Sun deck
Glamping Ecolodge Cueva de las Águilas

Camping in Pedernales

Glamping Ecolodge Cueva de las Águilas
2.0 star property
8.6 out of 10, Excellent, (345)
"Love this place"
United States
marcia
Glamping Ecolodge Cueva de las Águilas
32-inch flat-screen TV with cable channels, TV
Playa Escondida

Apartment in Cabezas

Playa Escondida
3.5 star property
9.4 out of 10, Exceptional, (105)
"Room was ready and clean. No problem to find the place and parking was convenient "
United States
Joel
Playa Escondida
Comfort Apartment, Balcony | Terrace/patio
Boca residence

Apartment in Boca Chica

Boca residence
2.0 star property
The price is 1.115.009 ₫
1.447.290 ₫ total
includes taxes & fees
3 Jan - 4 Jan 2026
Boca residence
Interior
Green Land Bubble Glamping

Camping in Sosúa

Green Land Bubble Glamping
2.0 star property
9.4 out of 10, Exceptional, (87)
"Clean room…welcoming staff. Beautiful landscape. Amazing bubble."
United States
Rosalinda
The price is 3.639.237 ₫
4.658.223 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Green Land Bubble Glamping
Family Apartment | Terrace/patio
Prado Suites Las Terrenas

Condo resort in El Callejón

Prado Suites Las Terrenas
3.5 star property
10.0 out of 10, Exceptional, (1)
"Sí, todo super "
Mexico
Oliver
The price is 2.368.440 ₫
2.794.759 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Prado Suites Las Terrenas
Indoor pool
Central Park Tower

Apartment in Piantini

Central Park Tower
3.5 star property
8.8 out of 10, Excellent, (355)
"Everything was good & staff was chill."
United States
Khalid
Central Park Tower
Premium bedding, in-room safe, desk, soundproofing
Plaza Florida Suites

Aparthotel in Downtown Santo Domingo

Plaza Florida Suites
3.0 star property
9.0 out of 10, Wonderful, (303)
"Excellent staff and service"
United States
Christian
The price is 2.267.913 ₫
2.676.074 ₫ total
includes taxes & fees
26 Dec - 27 Dec
Plaza Florida Suites
Outdoor pool
Aston Rubi City Suites

Aparthotel in Downtown Santo Domingo

Aston Rubi City Suites
4.5 star property
9.4 out of 10, Exceptional, (154)
"Best in town"
United States
Francisco
The price is 2.009.490 ₫
2.572.389 ₫ total
includes taxes & fees
21 Jan - 22 Jan 2026
Aston Rubi City Suites
Comfort Double Room, Kitchen, Garden View | Private kitchen | Full-sized fridge, microwave, oven, stovetop
Anne's Apartments

Aparthotel in Osbourn

Anne's Apartments
2.0 star property
The price is 3.108.183 ₫
4.105.288 ₫ total
includes taxes & fees
31 Dec - 1 Jan 2026
Anne's Apartments
Private kitchen
Villa Carmin 2 with Private Pool

Villa in Aguadilla

Villa Carmin 2 with Private Pool
3.5 star property
The price is 3.055.288 ₫
7.919.774 ₫ total
includes taxes & fees
8 Jan - 9 Jan 2026
Villa Carmin 2 with Private Pool
Exterior
Aparta Hotel Montevista

Aparthotel in Sosúa

Aparta Hotel Montevista
2.5 star property
8.6 out of 10, Excellent, (24)
"Great stay will book again!"
United States
Brandon
The price is 1.610.539 ₫
2.821.496 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Aparta Hotel Montevista
Terrace/patio
Ceblue Luxury Villas

Villa in The Valley

Ceblue Luxury Villas
5.0 star property
10.0 out of 10, Exceptional, (7)
"My husband and I absolutely loved our time at CeBlue! Latoya our concierge was amazing and the beach is beautiful! Only negative would be there isn’t much options for food when you go beginning of August as most places close for hurricane season. Latoya was able to help us find some amazing restaurants throughout the island though. We will be back "
United States
Brooke Renee
The price is 81.448.046 ₫
103.031.779 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Ceblue Luxury Villas
Outdoor pool, open 7:00 AM to 9:00 PM, pool loungers
Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach

Holiday Home in Falmouth

Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach
4.0 star property
9.8 out of 10, Exceptional, (18)
"This is my first time staying here, and it is a must-do! It has a great location, 24/7 security, and amazing amenities! The peace of the surrounding areas was also a great benefit to staying here! "
United States
Marcia
The price is 1.719.172 ₫
5.756.026 ₫ total
includes taxes & fees
13 Jan - 14 Jan 2026
Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach
Outdoor pool
Drift Hotels

Drift Hotels

Drift Hotels
3.5 star property
9.6 out of 10, Exceptional, (10)
"This place is immaculate.  Well maintained by the staff as well as the owner. Free street parking was not a problem on a November. Not sure though how things are during the peak summer season.  Location is excellent, there's a local grocery store close by and the hotel is less than 10-minute walk from the downtown tourist area. There are well equipped shared kitchens in every floor and coffee is always available. Highly recommend. "
Canada
Raymond
The price is 3.314.895 ₫
3.546.938 ₫ total
includes taxes & fees
13 Jan - 14 Jan 2026
Drift Hotels
Exterior
Taste of Paradise

Holiday Home in Nassau

Taste of Paradise
4.0 star property
8.4 out of 10, Very good, (39)
"Gracious host. Clean place."
United States
Federico
The price is 3.836.876 ₫
8.210.591 ₫ total
includes taxes & fees
10 Jan - 11 Jan 2026
Taste of Paradise
Exterior
Villa Nola Montecristi

Villa in Monte Cristi

Villa Nola Montecristi
3.0 star property
The price is 2.276.070 ₫
2.685.762 ₫ total
includes taxes & fees
25 Jan - 26 Jan 2026
Villa Nola Montecristi
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
"Exceptional service, wonderful amenities and perfect location! The staff went above and beyond to ensure our stay with beyond memorable!!!"
Steven 7-night trip
Posted 1 day ago
La Concha Resort, Puerto Rico, Autograph Collection