Title: Caribbean Vacation Home Rentals : Search Top Private Vacation Homes for Rent | Expedia.ca

 

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![Trunk Bay which includes island views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/117000/117236-Trunk-Bay.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Caribbean Vacation Rentals

## Compare and save

## Check prices for these dates

In two weeks

[Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6022969&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6022969&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6022969&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=6022969&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Cities in Caribbean

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/117000/117351-Lindquist-Beach.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### St. Thomas

[](https://expedia.ca/St-Thomas-Private-Vacation-Homes.d6140138-aaPrivateVacationHomes.Travel-Guide-Accommodation)

![Willemstad showing a beach, rugged coastline and swimming](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/51000/51317-Willemstad.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Willemstad

[](https://expedia.ca/Willemstad-Private-Vacation-Homes.d937-aaPrivateVacationHomes.Travel-Guide-Accommodation)

## Featured Vacation Homes in Caribbean

## Find vacation rentals that suit your style

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Caribbean&regionId=6022969&latLong=21.479464%2C-78.657466&adults=2&startDate=2026-02-14&d1=2026-02-14&endDate=2026-02-17&d2=2026-02-17&lodging=VILLA)

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Caribbean&regionId=6022969&latLong=21.479464%2C-78.657466&adults=2&startDate=2026-02-14&d1=2026-02-14&endDate=2026-02-17&d2=2026-02-17&lodging=APART_HOTEL)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Caribbean&regionId=6022969&latLong=21.479464%2C-78.657466&adults=2&startDate=2026-02-14&d1=2026-02-14&endDate=2026-02-17&d2=2026-02-17&lodging=HOUSE_BOAT)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Caribbean&regionId=6022969&latLong=21.479464%2C-78.657466&adults=2&startDate=2026-02-14&d1=2026-02-14&endDate=2026-02-17&d2=2026-02-17&lodging=APARTMENT)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Caribbean&regionId=6022969&latLong=21.479464%2C-78.657466&adults=2&startDate=2026-02-14&d1=2026-02-14&endDate=2026-02-17&d2=2026-02-17&lodging=CABIN)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Caribbean&regionId=6022969&latLong=21.479464%2C-78.657466&adults=2&startDate=2026-02-14&d1=2026-02-14&endDate=2026-02-17&d2=2026-02-17&lodging=CONDO)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Caribbean&regionId=6022969&latLong=21.479464%2C-78.657466&adults=2&startDate=2026-02-14&d1=2026-02-14&endDate=2026-02-17&d2=2026-02-17&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Caribbean&regionId=6022969&latLong=21.479464%2C-78.657466&adults=2&startDate=2026-02-14&d1=2026-02-14&endDate=2026-02-17&d2=2026-02-17&lodging=COTTAGE)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Caribbean&regionId=6022969&latLong=21.479464%2C-78.657466&adults=2&startDate=2026-02-14&d1=2026-02-14&endDate=2026-02-17&d2=2026-02-17&lodging=CHALET)

Residences

[](https://www.expedia.ca/Hotel-Search?destination=Caribbean&regionId=6022969&latLong=21.479464%2C-78.657466&adults=2&startDate=2026-02-14&d1=2026-02-14&endDate=2026-02-17&d2=2026-02-17&lodging=RESIDENCE)

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## Top Caribbean Hotel Reviews

### Hotel Rumbao, a Tribute Portfolio Hotel

10/10 Excellent

"Service, early checkin great!"

[](https://expedia.ca/San-Juan-Hotels-Sheraton-Old-San-Juan-Hotel.h48823.Hotel-Information)

![Hilton Aruba Caribbean Resort and Casino](//images.trvl-media.com/lodging/1000000/30000/21400/21372/a9761305_y.jpg)

### Hilton Aruba Caribbean Resort and Casino

10/10 Excellent

"Beautiful trip"

[](https://expedia.ca/Noord-Hotels-Hilton-Aruba-Caribbean-Resort-And-Casino.h21372.Hotel-Information)

![Renaissance Santo Domingo Jaragua Hotel & Casino](//images.trvl-media.com/lodging/1000000/30000/22500/22498/dbbd0fab_y.jpg)

### Renaissance Santo Domingo Jaragua Hotel & Casino

10/10 Excellent

"Room was huge and spotless bathroom was beautiful. Pool was great. Walking thrStaff was friendly and kind to me."

[](https://expedia.ca/Santo-Domingo-Hotels-Renaissance-Santo-Domingo-Jaragua-Hotel-Casino.h22498.Hotel-Information)

### Renaissance Wind Creek Aruba Resort

10/10 Excellent

"Everybody was very nice and friendly love it "

[](https://expedia.ca/Oranjestad-Hotels-Renaissance-Aruba-Resort-Casino.h28399.Hotel-Information)

![Comfort Suites Paradise Island](//images.trvl-media.com/lodging/1000000/20000/13700/13636/00aef45b_y.jpg)

### Comfort Suites Paradise Island

10/10 Excellent

"Our cleaning lady was awesome!!"

[](https://expedia.ca/Nassau-Hotels-Comfort-Suites-Paradise-Island.h13636.Hotel-Information)

### British Colonial - Nassau

10/10 Excellent

"Everything was amazing!"

[](https://expedia.ca/Nassau-Hotels-British-Colonial-Nassau.h436224.Hotel-Information)

### La Concha Resort, Puerto Rico, Autograph Collection

10/10 Excellent

"Spotless!! When leaving out for the day. Room service was perfect!! "

[](https://expedia.ca/San-Juan-Hotels-La-Concha-Renaissance-San-Juan-Resort.h1760259.Hotel-Information)

### Hotel El Convento

10/10 Excellent

"Beautiful hotel right in the heart of old San Juan! "

[](https://expedia.ca/San-Juan-Hotels-Hotel-El-Convento.h23106.Hotel-Information)

### Sheraton Santo Domingo Hotel

10/10 Excellent

"Very courteous staff. Very friendly, very clean rooms.Excellent location. Recommended 100%"

[](https://expedia.ca/Santo-Domingo-Hotels-Sheraton-Santo-Domingo-Hotel.h23011.Hotel-Information)

## Price trends for hotels in Caribbean

| Less expensive | More expensive | Next month |
| --- | --- | --- |
| October | December | CA $193 |

| Month | Price |
| --- | --- |
| January | CA $181 |
| February | CA $175 |
| March | CA $187 |
| April | CA $166 |
| May | CA $151 |
| June | CA $136 |
| July | CA $125 |
| August | CA $126 |
| September | CA $130 |
| October | CA $111 |
| November | CA $183 |
| December | CA $193 |

Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed Vacation Homes in Caribbean. Select dates and complete search for nightly totals inclusive of taxes and fees.

## Find out more about Caribbean

## Caribbean Vacation Homes information

| Number of reviews | |
| --- | --- |
| Accommodation | Vacation Homes |
| Lowest Price | |
| Highest Price | |