Title: Caribbean Islands Chalets | Expedia.ca [Caribbean Islands Travel Guide](https://expedia.ca/Caribbean-Islands.dx3000652683)[Hotels in Caribbean Islands](https://expedia.ca/Caribbean-Islands-Hotels.d3000652683.Travel-Guide-Hotels)[Vacation Rentals in Caribbean Islands](https://expedia.ca/Caribbean-Islands-Vacation-Rentals.d3000652683.Travel-Guide-VacationRentals)[Flights to Caribbean Islands](https://expedia.ca/Cheap-Flights-To-Caribbean-Islands.d3000652683.Travel-Guide-Flights)[Caribbean Islands Car Rentals](https://expedia.ca/Car-Rentals-In-Caribbean-Islands.d3000652683.Car-Rental-Guide)[Caribbean Islands Vacation Packages](https://expedia.ca/Caribbean-Islands.d3000652683.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/9/033435c8db048e26f176496b157c9309.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Chalets in Caribbean Islands ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=3000652683&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=3000652683&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=3000652683&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=3000652683&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Caribbean Islands Chalets ![Front of property](https://images.trvl-media.com/lodging/122000000/121830000/121825900/121825805/5198479c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/122000000/121830000/121825900/121825805/5a42daa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's play area - outdoor](https://images.trvl-media.com/lodging/122000000/121830000/121825900/121825805/c4e25f9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Cottage](https://images.trvl-media.com/lodging/122000000/121830000/121825900/121825805/feae4af6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage 15 Village de la Pointe Le Vauclin CA $220 CA $234 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Le-Vauclin-Hotels-Cottage-15-Village-De-La-Pointe.h121825805.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/44000000/43070000/43064000/43063940/233fdc3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/44000000/43070000/43064000/43063940/c7a2f422.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/44000000/43070000/43064000/43063940/67774518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/44000000/43070000/43064000/43063940/6e4664ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relaxing Chalet with beautiful Sunrises & Sunsets! Río Piedras 10/10 Exceptional (45) "Amazing spot to stay in especially if you have kids." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laila S. CA $138 CA $294 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/San-Juan-Hotels-Relaxing-Chalet-With-Beautiful-Sunrises-Sunsets.h43063940.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113570000/113563600/113563587/8b770c33_edited_87fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113570000/113563600/113563587/1c33b620_edited_5875.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/114000000/113570000/113563600/113563587/f49c1ed8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/114000000/113570000/113563600/113563587/10f9e13e_edited_179f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 Bungalows with Swimming Pool Sainte-Marie CA $134 CA $777 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Sainte-Marie-Hotels-2-Bungalows-With-Swimming-Pool.h113563587.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/91000000/90190000/90182400/90182326/afe8c617.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90190000/90182400/90182326/9ade35fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/91000000/90190000/90182400/90182326/af2f09aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/91000000/90190000/90182400/90182326/dd811fbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Guayacan Guest House at La Parguera - Cayo Caracoles Lajas 9.4/10 Exceptional (13) "Absolutely great place, walking distance to everything. Loved the place as its perfect for large groups!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) edowilda CA $340 CA $450 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Lajas-Hotels-3-Minutes-Walking-Distant-To-La-Parguera-Downtown.h90182326.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/119000000/118510000/118502300/118502206/w1074h1440x542y0-a10d2ef9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/119000000/118510000/118502300/118502206/010a2097.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118510000/118502300/118502206/f83f47d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118510000/118502300/118502206/w2158h1429x0y5-d7c8046f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Following the Horizon of the Balisiers Sainte-Anne CA $234 CA $239 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Sainte-Anne-Hotels-Following-The-Horizon-Of-The-Balisiers.h118502206.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102330000/102327200/102327144/45a3bd62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102330000/102327200/102327144/eb54627a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/103000000/102330000/102327200/102327144/c45fba0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/103000000/102330000/102327200/102327144/8a7781c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean view romantic getaway chalet Isabela CA $364 CA $628 total includes taxes & fees Nov 8 - Nov 9 [](https://www.expedia.ca/Isabela-Hotels-Zenith-Cliff-View-Villa.h102327144.Hotel-Information) ![2 bedrooms, in-room safe, free WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74820000/74818200/74818122/ea54e8a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, free WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74820000/74818200/74818122/9e1e14ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/75000000/74820000/74818200/74818122/14e3af2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74820000/74818200/74818122/5c9e310e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Villa 246E South Finger, Jolly Harbour Jolly Harbour CA $441 CA $665 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Jolly-Harbour-Hotels-Waterfront-Villa-246E-South-Finger.h74818122.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/84000000/83370000/83362400/83362301/65608598.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83370000/83362400/83362301/9728f4ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/84000000/83370000/83362400/83362301/38ae53ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/84000000/83370000/83362400/83362301/a9367075.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Villa 246C, Jolly Harbour Jolly Harbour CA $441 CA $665 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Jolly-Harbour-Hotels-Waterfront-Villa-246C.h83362301.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/75000000/74870000/74860100/74860024/e6d25660.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/75000000/74870000/74860100/74860024/97427f8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, free WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74870000/74860100/74860024/121a48a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/75000000/74870000/74860100/74860024/e108f15d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Villa 232C South Finger, Jolly Harbour Jolly Harbour 10/10 Exceptional (1) "Loved the views , the property had everything we needed, very clean!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen A. CA $502 CA $744 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Jolly-Harbour-Hotels-Waterfront-Villa-232C-South-Finger.h74860024.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114750000/114744700/114744647/d240013f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/115000000/114750000/114744700/114744647/bb4bd148.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114750000/114744700/114744647/89080a07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/115000000/114750000/114744700/114744647/b0700bb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Yunque Valley! 3-bedroom chalet in La Capital del sol, Luquillo! with AC, WiFi! Mata de Plátano CA $387 CA $682 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/San-Juan-Hotels-3-Bedroom-Chalet-In-La-Capital-Del-Sol.h114744647.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/84000000/83300000/83294700/83294700/f255ef13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83300000/83294700/83294700/a64a4be5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/84000000/83300000/83294700/83294700/2df8fa29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/84000000/83300000/83294700/83294700/4f834b14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 247B South Finger Waterfront Villa, Jolly Harbour Jolly Harbour CA $502 CA $745 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Jolly-Harbour-Hotels-247B-South-Finger-Waterfront-Villa.h83294700.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/119000000/118490000/118482200/118482167/85e56431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118490000/118482200/118482167/028f94f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118490000/118482200/118482167/433bcf30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/119000000/118490000/118482200/118482167/21720b65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Day Pass Alvarez & jacobs Hacienda Los Coquitos CA $6,922 CA $7,813 total includes taxes & fees Nov 8 - Nov 9 [](https://www.expedia.ca/Santo-Domingo-Hotels-Day-Pass-Alvarez-Jacobs-Hacienda.h118482167.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74870000/74860100/74860017/10875f47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/75000000/74870000/74860100/74860017/3c716fe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/75000000/74870000/74860100/74860017/9cb629d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/75000000/74870000/74860100/74860017/cce4bbbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 232B South Finger, Waterfront Villa, Jolly Harbour Jolly Harbour CA $502 CA $744 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Jolly-Harbour-Hotels-232B-South-Finger.h74860017.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102160000/102156600/102156502/28ed5854.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/103000000/102160000/102156600/102156502/3ae48343.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/103000000/102160000/102156600/102156502/4eb4f278.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/103000000/102160000/102156600/102156502/b07d0fa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Multi-unit beachside complex for up to 12 guests! Santurce CA $593 CA $1,162 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/San-Juan-Hotels-Multi-Unit-Beachside-Complex-For-Up-To-15-Guests.h102156502.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/114000000/113570000/113563600/113563534/80b20b10_edited_53dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113570000/113563600/113563534/b1e1aca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/114000000/113570000/113563600/113563534/aa866186.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/114000000/113570000/113563600/113563534/6e941a1e_edited_e2ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bungalow with swimming pool in the heart of the Vert countryside Sainte-Marie CA $119 CA $446 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Sainte-Marie-Hotels-Bungalow-With-Swimming-Pool-In-The-Heart-Of-The-Vert-Countryside.h113563534.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/114000000/113570000/113563600/113563531/30fc7b94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/114000000/113570000/113563600/113563531/53aeb14a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/114000000/113570000/113563600/113563531/19e4b3ca_edited_7be7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113570000/113563600/113563531/1fcda478.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bungalow with swimming pool in the heart of the Oge countryside Sainte-Marie CA $112 CA $439 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Sainte-Marie-Hotels-Bungalow-With-Swimming-Pool-In-The-Heart-Of-The-Oge-Countryside.h113563531.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74870000/74860100/74860013/efa3806b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, free WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74870000/74860100/74860013/6f62c0cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/75000000/74870000/74860100/74860013/91f8271c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, free WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74870000/74860100/74860013/f3ae464c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Villa 230A, South Finger Jolly Harbour CA $502 CA $744 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Jolly-Harbour-Hotels-Waterfront-Villa-230A.h74860013.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/82000000/81020000/81018300/81018207/c05f2813.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/82000000/81020000/81018300/81018207/df71675c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, free WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/82000000/81020000/81018300/81018207/f7a1bbcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/82000000/81020000/81018300/81018207/a59151e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Starlight Chalet-Blue Mountain Escape-hiking trails, rivers & birding-breakfast. St. Andrew 2.0/10 (1) "Was under construction, bad smell, we can’t stay at the place, I need a total refunds " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ho-Chi-Mi CA $1,175 CA $1,316 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Silver-Hill-Gap-Hotels-Starlight-Chalet-Health-Spa-Jamaicas-Blue-Mountain-Escape.h81018207.Hotel-Information) 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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