Hotel holiday rentals in Caribbean
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Top-rated hotel rentals in Caribbean
Guests agree: these hotel rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for hotel rentals in Caribbean
Family-friendly hotel rentals
Casa particular in Havana, Cuba
4.93 out of 5 average rating, 142 reviewsHavana SeaView (with Internet Access)
8–15 May
Casa particular in Varadero, Cuba
4.88 out of 5 average rating, 216 reviewsHostal Balcon del Carmen
8–15 Nov
Casa particular in Havana, Cuba
4.94 out of 5 average rating, 139 reviews"Twins 2" Luxury 2Bed Apt (WIFI+SimCard included)
10–17 Oct
Casa particular in Havana, Cuba
4.97 out of 5 average rating, 173 reviewsHavana Green Home Villa | ROOF TERRACE
2–9 Jan
Casa particular in Santa Clara, Cuba
4.83 out of 5 average rating, 517 reviewsIndependent apartment on Boulevard La Cima+Wifi
15–22 Nov
Casa particular in Havana, Cuba
4.89 out of 5 average rating, 165 reviewsLos Balcones: 4 Rooms/6 Balconies/Rooftop Terrace
27 Aug – 3 Sep
Casa particular in Havana, Cuba
4.87 out of 5 average rating, 271 reviewsSkyline Studio-Apartment, comfy place at downtown
11–18 Dec
Casa particular in Havana, Cuba
4.93 out of 5 average rating, 243 reviews1 Unique colonial apartment |Wifi |Breakfast
8–15 Aug
Hotel rentals with a pool
Casa particular in Aguada, Puerto Rico
4.93 out of 5 average rating, 178 reviewsSalto al Paraíso: Pool, bathtubs, A/C, paradise
16–23 Dec
Hotel room in San Juan, Puerto Rico
4.87 out of 5 average rating, 84 reviewsDesign Suite「 POOL」Walk to Beach | DUNA by DW
12–19 Nov
Casa particular in San Juan, Puerto Rico
4.94 out of 5 average rating, 49 reviewsBlue lagoon
9–16 Mar
Hotel room in Boca Chica, Dominican Republic
4.87 out of 5 average rating, 100 reviewsTower Condo pretty Ocean View Boca Chica Beach
28 Nov – 5 Dec
Casa particular in San Antonio, Costa Rica
5.0 out of 5 average rating, 8 reviewsComfort, style, and closeness
15–22 Oct
Nature lodge in Cabuya, Costa Rica
4.93 out of 5 average rating, 110 reviewsSuperior Room at Wild Sun Rescue
18–25 Nov
Boutique hotel in Marathon, Florida, US
4.86 out of 5 average rating, 217 reviewsWreckers House King Room - Adults Only
17–24 Mar
Nature lodge in Anones, Puerto Rico
4.94 out of 5 average rating, 509 reviewsChalet del Campo
4–11 Mar
Hotel rentals with a patio
Casa particular in Havana, Cuba
4.78 out of 5 average rating, 18 reviewsCasa Mary .
20–27 Feb
Casa particular in Varadero, Cuba
4.96 out of 5 average rating, 26 reviewsHostal arenas 2
4–11 Feb
Casa particular in Varadero, Cuba
5.0 out of 5 average rating, 9 reviewsCasa Playa Varadero
30 Mar – 6 Apr
Casa particular in Varadero, Cuba
4.85 out of 5 average rating, 26 reviewsVilla Vista Bella la Mar.
22–29 Dec
Casa particular in Cartagena de Indias, Colombia
4.84 out of 5 average rating, 45 reviewsGuest Friendly Boutique House in Great Location
11–18 Oct
Casa particular in Añasco, Puerto Rico
5.0 out of 5 average rating, 12 reviewsThe Birdhouse at Finca Figueroa
13–20 Sep
Casa particular in Matanzas, Cuba
4.81 out of 5 average rating, 27 reviewsVilla Vargas
18–25 Oct
Casa particular in Cartagena de Indias, Colombia
4.95 out of 5 average rating, 19 reviewsCasa Yajei. In Cartagenas old city
18–25 Mar
Destinations to explore
- Boutique hotel rentals Cuba
- Hotel rentals Cuba
- Nature eco lodge rentals Caribbean
- Ski-in/ski-out rentals Caribbean
- Rentals with outdoor seating Caribbean
- House rentals Caribbean
- Beach house rentals Caribbean
- Earth house rentals Caribbean
- Holiday home rentals Caribbean
- Motorhome rentals Caribbean
- Rentals with a firepit Caribbean
- Smoking-friendly rentals Caribbean
- Rentals with a washing machine and dryer Caribbean
- Beachfront rentals Caribbean
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- Loft rentals Caribbean
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- Cabin rentals Caribbean
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- Bed and breakfasts Caribbean
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- Rentals with pools Caribbean
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- Rentals with an accessible-height bed Caribbean
- Rentals with a balcony Caribbean
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- Rentals with an accessible-height toilet Caribbean
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- Monthly Rentals Caribbean
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- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
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- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
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- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom