Caribbean Islands Vacation Rentals

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Vacation Rentals in Caribbean Islands

Hilton Vacation Club Royal Palm St. Maarten
4.0 star property
9.0 out of 10, Wonderful, (1138)
"Great place, friendly and helpful staff."
United States
Jose
$174 nightly
The price is $183
Nov 19 - Nov 20
Total with taxes and fees
Hilton Vacation Club Royal Palm St. Maarten
Manderley Villas
3.0 star property
9.6 out of 10, Exceptional, (91)
"is real nice apt clean and safe the taxi was nice thanks for the pick up at the air port "
United States
juliana
$86 nightly
The price is $103
Nov 3 - Nov 4
Total with taxes and fees
Manderley Villas
Residenciales H1 & H2
4.0 star property
9.8 out of 10, Exceptional, (119)
"It was beautiful"
United States
Francesca
$50 nightly
The price is $58
Nov 3 - Nov 4
Total with taxes and fees
Residenciales H1 & H2
SANDY BAY VACATION at playa LOS CORALES
4.5 star property
10.0 out of 10, Exceptional, (5)
"This place is perfect for water lovers. I went snorkeling and saw beautiful tropical fish. The sand is soft and white, and the beach bar serves incredible mojitos. Everything feels peaceful and safe."
Belgium
Anna
$126 nightly
The price is $149
Nov 3 - Nov 4
Total with taxes and fees
SANDY BAY VACATION at playa LOS CORALES
Costa Love Aparta-Hotel
4.0 star property
8.8 out of 10, Excellent, (271)
"Room is nothing fancy, but it definitely meets the requirements. Clean room, cold ac, hot water, nice pool, and there is a restaurant on the property that serves good sushi and Chinese. Free breakfast was included and it was delicious. Staff was attentive and friendly. Nice little place for a great price. Definitely recommend."
United States
Alicia
$63 nightly
The price is $75
Nov 6 - Nov 7
Total with taxes and fees
Costa Love Aparta-Hotel
Altocerro Villas Hotel & Camping
3.0 star property
9.0 out of 10, Wonderful, (120)
"Great place very quite and peaceful "
United States
Joseph
$86 nightly
The price is $110
Nov 3 - Nov 4
Total with taxes and fees
Altocerro Villas Hotel & Camping
Toraille Waterfall Villas
3.5 star property
$158 nightly
The price is $181
Nov 23 - Nov 24
Total with taxes and fees
Toraille Waterfall Villas
Drift Hotels
3.5 star property
10.0 out of 10, Exceptional, (3)
"Experiência incrivel e surpreendente. Um hotel impecável, numa casa histórica recém reformada. Ótima localização, instalações bonitas, quartos amplos. Excelente atendimento por parte da Michelle e do David."
Brazil
Frederico Luiz
$81 nightly
The price is $87
Nov 3 - Nov 4
Total with taxes and fees
Drift Hotels
Segovia Studio Units
3.0 star property
8.6 out of 10, Excellent, (715)
"Very clean, plenty of towels, refrigerator and microwave. Good communication with management. "
United States
Christine
$95 nightly
The price is $100
Nov 3 - Nov 4
Total with taxes and fees
Segovia Studio Units
Pirates Pension at Bluebeard's Castle
3.0 star property
8.4 out of 10, Very Good, (786)
"Room was very good and view was great. Bar and resteraunt was the best bartender lady was very nice. Front desk lady cant remember name was not into her job."
United States
Bryan E.
$135 nightly
The price is $151
Nov 5 - Nov 6
Total with taxes and fees
Pirates Pension at Bluebeard's Castle
Glamping Ecolodge Cueva de las Águilas
2.0 star property
8.6 out of 10, Excellent, (330)
"I like the ocean view tents."
United States
Carlos
$71 nightly
The price is $83
Nov 3 - Nov 4
Total with taxes and fees
Glamping Ecolodge Cueva de las Águilas
July Apartments
3.0 star property
9.2 out of 10, Wonderful, (150)
"Booked for a friend and he had a wonderful experience."
United States
Solomon
July Apartments
TROPICAL RETREAT at PLAYA LOS CORALES
4.5 star property
$140 nightly
The price is $166
Nov 21 - Nov 22
Total with taxes and fees
TROPICAL RETREAT at PLAYA LOS CORALES
The Victory Villa
3.5 star property
10.0 out of 10, Exceptional, (1)
"My husband and I had a great stay at Victory Villa. The room as recently renovated, comfortable, and very clean. The host who met us was very friend and informative. He communicated directly and what to expect when driving to Victory Villa. The road getting up there isn't great, but totally doable in a car whether day or night. For someone with major passenger anxiety, I didn't particularly enjoy the drive. However, it was well worth it once we reached."
Canada
Cleopatra
$161 nightly
The price is $161
Nov 14 - Nov 15
Total with taxes and fees
The Victory Villa
Playa Escondida
3.5 star property
9.4 out of 10, Exceptional, (102)
"Property is quiet, cozy, nice and clean. Have local dining options and 7 Seas beach within close distance. Communication with property management is efficient & clear. Great place to stay!"
United States
Jonathan
$120 nightly
The price is $128
Nov 3 - Nov 4
Total with taxes and fees
Playa Escondida
Reserva Real by Harper
4.0 star property
9.2 out of 10, Wonderful, (142)
"Excellent Place stay at nice price, much more than expected "
United States
Oscar
$59 nightly
The price is $76
Nov 15 - Nov 16
Total with taxes and fees
Reserva Real by Harper
Playa Colorá
3.0 star property
9.2 out of 10, Wonderful, (203)
"Clean and spacious "
United States
Angela
$120 nightly
The price is $128
Nov 3 - Nov 4
Total with taxes and fees
Playa Colorá
Green Land Bubble Glamping
2.0 star property
9.4 out of 10, Exceptional, (82)
"Excelente services, very clean, staff is very professional and the place is a scape!!!"
United States
Giordano
$153 nightly
The price is $196
Nov 16 - Nov 17
Total with taxes and fees
Green Land Bubble Glamping
Fountain Anguilla
3.5 star property
8.8 out of 10, Excellent, (59)
"The staff was very kind and accommodating. Beautiful location and access to the beach."
United States
Chadrick
$322 nightly
The price is $346
Nov 9 - Nov 10
Total with taxes and fees
Fountain Anguilla
Village St Anne Pierre & Vacances
3.0 star property
7.4 out of 10, Good, (592)
"We understand it had just opened so a few adjustments but greatly improved while we were there. Food was excellent and pool was really nice."
Canada
Chantal
$107 nightly
The price is $113
Nov 3 - Nov 4
Total with taxes and fees
Village St Anne Pierre & Vacances
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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Top Caribbean Islands Hotel Reviews

Find out more about Caribbean Islands

Everything you need to know about Caribbean Islands vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Caribbean Islands vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Caribbean Islands vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Caribbean Islands vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Caribbean Islands. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Caribbean Islands in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $37 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Caribbean Islands rentals

At Expedia, we put the best Caribbean Islands vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Caribbean Islands rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Caribbean Islands vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Caribbean Islands. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.