Caribbean Islands Vacation Rentals

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Vacation Rentals in Caribbean Islands

ESJ Towers Hotel
3.5 star property
6.8 out of 10, 3,471 reviews
"I'll just start off by saying " you pay for what you get" this place is steps away from the beach, has car rental services across the street and another one down the road, many souvenirs shops, bars, restaurants, market store and walgreens 8mins away from SJU airport and free hotel parking. It's a 10/10 for location. However the hotel itself is run down. always an elevator thats out of services the floor is unleveled the buttons would stick, Room is ice cold which is great with the heat....
The price is CA $258
CA $319 total
includes taxes & fees
Jun 13 - Jun 14
ESJ Towers Hotel
Hilltop Villas at Bluebeard's Castle by Capital Vacations
3.0 star property
8.6 out of 10, Excellent, 1,183 reviews
"The room was spacious and included everything we needed to have meals. The view was outstanding!"
The price is CA $283
CA $350 total
includes taxes & fees
Jul 2 - Jul 3
Hilltop Villas at Bluebeard's Castle by Capital Vacations
Secret Harbour Beach Resort
4.0 star property
8.8 out of 10, Excellent, 1,184 reviews
"This was one of the best hotels I’ve stayed at. Stepped out onto the balcony, to get a gorgeous view of the beach, and hear the waves. Beautiful beach, chair, umbrella, towels, and bottled water. Great restaurant and shop!"
The price is CA $750
CA $926 total
includes taxes & fees
Jun 8 - Jun 9
Secret Harbour Beach Resort
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Castle Villas at Bluebeard's by Capital Vacations
2.5 star property
8.4 out of 10, Very good, 789 reviews
"Highly recommend this hotel. Eveyone is welcoming special the hotel Manager. Can’t wait to return again! "
Castle Villas at Bluebeard's by Capital Vacations
Goldwynn Resort & Residences
5.0 star property
9.2 out of 10, Wonderful, 141 reviews
"Staff friendliness"
The price is CA $743
CA $1,021 total
includes taxes & fees
Jun 24 - Jun 25
Goldwynn Resort & Residences
Coconut Inn
2.5 star property
7.6 out of 10, Good, 401 reviews
"i love everything "
The price is CA $153
CA $189 total
includes taxes & fees
Jun 8 - Jun 9
Coconut Inn
The Ritz Village Hotel
3.0 star property
8.0 out of 10, Very good, 341 reviews
" Excelente lugar , muy cercano el centro y áreas emblemáticas para conocer . Excelente la piscina y sus áreas maravillosas. No me gustó fumadores cercanos , fue incómodo se metía todo el olor a la habitación. Un poco de olor a humedad en la habitación . Volvería a hospedarme allí 👍"
The price is CA $84
CA $90 total
includes taxes & fees
Jun 8 - Jun 9
The Ritz Village Hotel
Casa Costera, Isla Verde Beach, Apartments by Marriott Bonvoy
2.5 star property
8.8 out of 10, Excellent, 27 reviews
"The decor, the upkeep the amenities! Unfortunately the neighbor I properties need work and are unkept but won’t keep me from staying at casa costera in the future. My family and I loved it!"
The price is CA $381
CA $416 total
includes taxes & fees
Jul 1 - Jul 2
Casa Costera, Isla Verde Beach, Apartments by Marriott Bonvoy
The Sunset Stay BnB
3.5 star property
8.4 out of 10, Very good, 98 reviews
"Spent 10 days at the sunset stay from Canada Montreal. I really enjoyed my time. The people were friendly and helpful, as well as staff. 10 on 10 for room maintenance and cleanliness. I had no issue when usually do. I was hesitant at first because of the negative reviews, but obviously they wouldn't be happy if you cancel last minute... this is a business, and id be upset to. 10 on 10."
The price is CA $135
CA $164 total
includes taxes & fees
Jun 9 - Jun 10
The Sunset Stay BnB
Blue Residences
4.0 star property
8.8 out of 10, Excellent, 597 reviews
"This condo was great. It was away from the noise of palm beach but close enough to walk or drive to palm beach. I would stay here again, condo was spacious and everything was in working condition. "
Blue Residences
Flamboyan on the Bay Resort and Villas
3.5 star property
8.8 out of 10, Excellent, 425 reviews
"We love that there's a wonderful restaurant and small coffeeshop available on property. The resort is only minutes from Magen's Bay."
The price is CA $176
CA $216 total
includes taxes & fees
Jun 9 - Jun 10
Flamboyan on the Bay Resort and Villas
San Agustin Apartments
3.0 star property
9.0 out of 10, Wonderful, 149 reviews
"The communication was excellent from the very beginning. The apartment was clean, and safe. We enjoyed daily breakfast at the Tostado restaurant one block away. Open from 8am-3pm. You can walk from the apartment to theold San Juan in 15-20min which we did at the end of the day when it was not so hot."
San Agustin Apartments
Playa Palmera Beach Resort
4.5 star property
8.6 out of 10, Excellent, 160 reviews
"Loved it. People are do nice. It is beautiful here. TY"
The price is CA $101
CA $187 total
includes taxes & fees
Jun 8 - Jun 9
Playa Palmera Beach Resort
The Atrium Resort
3.5 star property
8.2 out of 10, Very good, 152 reviews
"Great stay, peaceful not too far from the action but you’ll need your own transportation. "
The Atrium Resort
Aruba Blue Village
2.5 star property
8.2 out of 10, Very good, 184 reviews
"The hotel had an easy check in and the customer service was able to answer all of my questions. The shuttle to palm beach, eagle beach, and Oranjasted was a nice perk. The free breakfast in the morning was delightful and diverse in options. I highly recommend staying here for an affordable option while on the One Happy Island of Aruba."
Aruba Blue Village
Bay View Suites Paradise Island
3.0 star property
8.0 out of 10, Very good, 622 reviews
"What is unique about where I stayed is that it's a one bed room apartment with a full kitchen and not just a room. "
The price is CA $165
CA $241 total
includes taxes & fees
Jun 15 - Jun 16
Bay View Suites Paradise Island
Bubali Bliss Studios
3.5 star property
9.4 out of 10, Exceptional, 292 reviews
"Excellent communication. Very clean and provides beach chairs, towels and cooler with ice packs. Highly recommend!!! "
The price is CA $209
CA $259 total
includes taxes & fees
Jun 8 - Jun 9
Bubali Bliss Studios
H2O LifeStyle Resort
4.0 star property
9.4 out of 10, Exceptional, 54 reviews
"This property is amazing and extremely quiet clean and beautiful I would definitely visit and stay here again"
The price is CA $904
CA $1,269 total
includes taxes & fees
Jun 13 - Jun 14
H2O LifeStyle Resort
Cana Brava Residences Rental Apartment
5.0 star property
9.6 out of 10, Exceptional, 24 reviews
"We had a great time at this property! Would definitely recommend. "
The price is CA $136
CA $188 total
includes taxes & fees
Jun 11 - Jun 12
Cana Brava Residences Rental Apartment
Gallows Point Resort
4.0 star property
9.6 out of 10, Exceptional, 474 reviews
"What I liked most about this hotel is its location. It’s a quiet and safe property just outside of town and an easy walk to Cruz Bay."
Gallows Point Resort
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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.

Caribbean Islands Vacation Rental Travel Info

Vacation rentals
7,586
Popular accommodation
Caribbean Islands villas
International airports
Punta Cana (PUJ-Punta Cana Intl.) and Santo Domingo (SDQ-Las Americas Intl.)

Other types of properties in Caribbean Islands you may be interested in

Grand Hyatt Baha Mar
4.5 star property
8.6 out of 10, Excellent, 3,201 reviews
"Baha Mar is a fantastic resort to stay at whether it's a girls trip, couples trip or family trip. This time we took out 10m and 2.5 year old, and all was fantastic - everyone was very friendly, everything Clean, lots of activity for kids to engage in with animals."
The price is CA $580
CA $834 total
includes taxes & fees
Jun 8 - Jun 9
Grand Hyatt Baha Mar
Lopesan Costa Bávaro Resort Spa & Casino - All Inclusive
5.0 star property
8.4 out of 10, Very good, 2,891 reviews
"Property the great and clean! Buffet had great options and my husband had plenty to choose from given his food allergies. The gym was amazing. The only thing I was bummed about was the Kids Splash park being closed for maintenance. I pretty much chose this location for the gym and splash park. So it was a bit disappointing to learn it wasn’t open during my stay. Other than that, it was a great stay."
The price is CA $631
CA $745 total
includes taxes & fees
Jun 24 - Jun 25
Lopesan Costa Bávaro Resort Spa & Casino - All Inclusive
Barceló Bávaro Palace - All Inclusive
4.5 star property
8.0 out of 10, Very good, 3,882 reviews
"I loved the staying in this hotel, the only thing I have to complain about is the lack of air conditioning in some areas and a bad smell also in the Sport Bar and in the Restaurante Español. "
The price is CA $466
CA $597 total
includes taxes & fees
Jul 1 - Jul 2
Barceló Bávaro Palace - All Inclusive
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.

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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Caribbean Islands vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Caribbean Islands vacation rentals we have selected for you start as low as CA $84 per night. Entering your travel dates in the search wizard 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. 

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