Caribbean Islands holiday rentals

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Recommended by KAYAK

Best Caribbean Islands holiday rentals

Star of The Olympus - San Juan - Beach
Star of The Olympus
Santurce
7.2Good(70)
Apartment
Free Wi-Fi
Pet friendly
Air conditioning
€86+
Check availability
Posada Colonial Beach Villas - San Juan - Dining room
Posada Colonial Beach Villas
Santurce
8.8Very Good(501)
Apartment
Parking
Free Wi-Fi
Air conditioning
€130+
Check availability
Believe Caribbean Apartment - Bridgetown - Living room
Believe Caribbean Apartment
Bridgetown, Barbados
8.6Very Good(195)
Apartment
Parking
Free Wi-Fi
Air conditioning
€74+
Check availability
Adulo Apartments - Bridgetown - Pool
Adulo Apartments
Bridgetown, Barbados
8.8Very Good(502)
Apartment
Parking
Free Wi-Fi
Pool
Air conditioning
€126+
Check availability
Ocean Spray Apartments - Christchurch - Patio
Ocean Spray Apartments
Christchurch, Barbados
7.6Good(473)
Apartment
Parking
Free Wi-Fi
Air conditioning
€126+
Check availability
Carmen Apartment - Bridgetown
Carmen Apartment
Bridgetown, Barbados
9.5Wonderful(55)
Apartment
Parking
Free Wi-Fi
Air conditioning
€136+
Check availability
San Juan Home - San Juan
San Juan Home
Sabana Llana Norte
8.9Very Good(255)
Apartment
Parking
Free Wi-Fi
Air conditioning
€75+
Check availability
San Juan Apartments - San Juan
San Juan Apartments
Sabana Llana Norte
8.7Very Good(170)
Apartment
Parking
Free Wi-Fi
Air conditioning
€74+
Check availability
Island Retreat Studio #5 - Nassau
Island Retreat Studio #5
Nassau City
7.2Good(19)
Apartment
Parking
Free Wi-Fi
Air conditioning
€261+
Check availability
King & Queen Suite #7 - Nassau
King & Queen Suite #7
Nassau City
7.6Good(22)
Apartment
Parking
Free Wi-Fi
Air conditioning
€290+
Check availability
El Conde del Macao - Punta Cana
El Conde del Macao
Punta Cana, Dominican Republic
8.2Very Good(5)
Apartment
Parking
Free Wi-Fi
Pool
Pet friendly
€46+
Check availability
Homestay - Musick Home - Kingston
Homestay - Musick Home
Kingston, Jamaica
Homestay
€69+
Check availability
Casita Natural Village #4, #6, #7 & #8 - San Juan
Casita Natural Village #4, #6, #7 & #8
Santurce
7.2Good(99)
Apartment
Parking
Free Wi-Fi
Air conditioning
€102+
Check availability
Pool Cottage At Viking Hill - Love Beach - Nassau
Pool Cottage At Viking Hill - Love Beach
Cable Beach
7.4Good(32)
Apartment
Parking
Free Wi-Fi
Pool
Air conditioning
€155+
Check availability
Homestay - Tranquility retreat - Kingston
Homestay - Tranquility retreat
Kingston, Jamaica
Homestay
€60+
Check availability
Charming Centric Apartment in San Juan - San Juan
Charming Centric Apartment in San Juan
Hato Rey Sur
9.1Wonderful(92)
Apartment
Parking
Free Wi-Fi
Air conditioning
€105+
Check availability
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

November
April
€251
€271
Cheapest month to stay with an average 51% drop in price.
Most expensive month to stay with an average 24% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

Top tips for finding the perfect Caribbean Islands holiday rental

FAQs when booking a holiday home in Caribbean Islands

  • How much is a holiday rental in Caribbean Islands for tonight?

    In the last 72 hours, users have found Caribbean Islands holiday rentals for tonight for as little as €37. Search here for similar prices

  • How much is a holiday rental in Caribbean Islands for this weekend?

    In the last 72 hours, users have found Caribbean Islands holiday rentals for this weekend for as little as €35 per night. Search here for similar prices

  • What types of holiday rentals are available in Caribbean Islands?

    There are loads of different property types that you can make your holiday home in Caribbean Islands. You’ll find apartments, campgrounds, condos, farm stays, houses, homestays, lodges, villas, resorts, cabins, cottages, campsites, hotels, luxury tents, bungalows, chalets, houseboats, treehouses, barns, caravans, boats, agritourism, bed & breakfasts, studios and castles.

  • What are some of the most-loved holiday rentals available in Caribbean Islands?

    There are many types of properties available for Caribbean Islands holiday rentals. If you’re looking for something special, holiday rentals most loved by KAYAK users are Ocean Spray Apartments and Mangrove Beach Corendon Resort.

  • Are there any pet-friendly holiday rentals in Caribbean Islands?

    There are a number of dog and pet-friendly Caribbean Islands holiday rentals, with around 5% allowing you to bring your pet along with you.

Where to stay in Caribbean Islands?

Our map will help you find the perfect place to stay in Caribbean Islands by showing you the exact location of each holiday home.

What Caribbean Islands holiday rental guests are talking about

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Numero Uno Beach Apartments - San Juan - Beach
Numero Uno Beach Apartments
Santurce
8.9Very Good(39)
Apartment
Free Wi-Fi
Pet friendly
Air conditioning
€316+
Check availability

Everything you need to know for your stay in Caribbean Islands

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