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)
22–29 Oct
Casa particular in Varadero, Cuba
4.88 out of 5 average rating, 216 reviewsHostal Balcon del Carmen
6–13 Nov
Casa particular in Havana, Cuba
4.94 out of 5 average rating, 139 reviews"Twins 2" Luxury 2Bed Apt (WIFI+SimCard included)
28 Jun – 5 Jul
Casa particular in Havana, Cuba
4.97 out of 5 average rating, 173 reviewsHavana Green Home Villa | ROOF TERRACE
31 Dec – 7 Jan
Casa particular in Santa Clara, Cuba
4.83 out of 5 average rating, 516 reviewsIndependent apartment on Boulevard La Cima+Wifi
15–22 Apr
Casa particular in Havana, Cuba
4.89 out of 5 average rating, 165 reviewsLos Balcones: 4 Rooms/6 Balconies/Rooftop Terrace
14–21 Oct
Casa particular in Havana, Cuba
4.87 out of 5 average rating, 271 reviewsSkyline Studio-Apartment, comfy place at downtown
4–11 Mar
Casa particular in Havana, Cuba
4.93 out of 5 average rating, 243 reviews1 Unique colonial apartment |Wifi |Breakfast
6–13 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
13–20 Mar
Hotel room in San Juan, Puerto Rico
4.87 out of 5 average rating, 84 reviewsDesign Suite「 POOL」Walk to Beach | DUNA by DW
2–9 Nov
Casa particular in San Juan, Puerto Rico
4.94 out of 5 average rating, 49 reviewsBlue lagoon
13–20 Apr
Hotel room in Boca Chica, Dominican Republic
4.87 out of 5 average rating, 100 reviewsTower Condo pretty Ocean View Boca Chica Beach
14–21 Oct
Casa particular in San Antonio, Costa Rica
5.0 out of 5 average rating, 7 reviewsComfort, style, and closeness
2–9 Aug
Nature lodge in Cabuya, Costa Rica
4.93 out of 5 average rating, 110 reviewsSuperior Room at Wild Sun Rescue
3–10 Nov
Boutique hotel in Marathon, Florida, US
4.86 out of 5 average rating, 217 reviewsWreckers House King Room - Adults Only
15–22 Jun
Nature lodge in Anones, Puerto Rico
4.94 out of 5 average rating, 509 reviewsChalet del Campo
1–8 Dec
Hotel rentals with a patio
Casa particular in Havana, Cuba
4.78 out of 5 average rating, 18 reviewsCasa Mary .
21–28 Dec
Casa particular in Varadero, Cuba
4.96 out of 5 average rating, 26 reviewsHostal arenas 2
22–29 Sep
Casa particular in Varadero, Cuba
5.0 out of 5 average rating, 9 reviewsCasa Playa Varadero
28 Mar – 4 Apr
Casa particular in Varadero, Cuba
4.85 out of 5 average rating, 26 reviewsVilla Vista Bella la Mar.
17–24 Jul
Casa particular in Cartagena de Indias, Colombia
4.84 out of 5 average rating, 45 reviewsGuest Friendly Boutique House in Great Location
3–10 Sep
Casa particular in Añasco, Puerto Rico
5.0 out of 5 average rating, 12 reviewsThe Birdhouse at Finca Figueroa
1–8 Oct
Casa particular in Matanzas, Cuba
4.81 out of 5 average rating, 27 reviewsVilla Vargas
24–31 Jan
Casa particular in Cartagena de Indias, Colombia
4.95 out of 5 average rating, 19 reviewsCasa Yajei. In Cartagenas old city
6–13 Feb
Destinations to explore
- Boutique hotel rentals Cuba
- Hotel rentals Cuba
- Cottage rentals Caribbean
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- Yurt Rentals United States
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- Castle Rentals United States
- Houseboats United States
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- Farm Houses United States
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