Caribbean Islands Vacation Rentals

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Vacation Rentals in Caribbean Islands

On the beach, beach towels
ESJ Towers Hotel
3.5 star property
6.8 out of 10, (3403)
"Very nice good place to take u family to vacation beautiful ppl beautiful beach everything is beautiful I highly recommend "
The price is $159
$201 total
includes taxes & fees
May 20 - May 21
ESJ Towers Hotel
Aerial view
Hilltop Villas at Bluebeard's Castle by Capital Vacations
3.0 star property
8.6 out of 10, Excellent, (1152)
"Absolutely stunning view from our room! The cleanliness of the room was impeccable. Overall, we had a fantastic experience!"
Hilltop Villas at Bluebeard's Castle by Capital Vacations
View from property
Castle Villas at Bluebeard's by Capital Vacations
2.5 star property
8.4 out of 10, Very Good, (768)
"Great room , service was great , food was great "
Castle Villas at Bluebeard's by Capital Vacations
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Terrace/patio
Goldwynn Resort & Residences
5.0 star property
9.2 out of 10, Wonderful, (126)
"The pool and beach were amazing as was the room’s balcony. The robes in the room were soft and the bedding was comfortable. The kitchenette was perfect and well equipped. The spa staff was incredible. Nothing much in walking distance of the property yet. The gym was all new and had ample equipment. Staff was very responsive to our needs. "
The price is $419
$596 total
includes taxes & fees
May 17 - May 18
Goldwynn Resort & Residences
Boating
Coconut Inn
2.5 star property
7.6 out of 10, Good, (394)
"The staff is amazing and willing to help with anything Pool area had trash but lounge chairs were new. "
The price is $112
$138 total
includes taxes & fees
Jun 3 - Jun 4
Coconut Inn
On the beach, white sand, sun loungers, beach umbrellas
Secret Harbour Beach Resort
4.0 star property
8.8 out of 10, Excellent, (1174)
"Great hotel, beach front rooms are beautiful and staff is friendly and helpful. You do have to take a taxi everywhere as there are no side walks to walk around and explore the area. Red hook ferry is less than 8mins by car. "
The price is $548
$683 total
includes taxes & fees
May 22 - May 23
Secret Harbour Beach Resort
Beach/ocean view
Casa Costera, Isla Verde Beach, Apartments by Marriott Bonvoy
2.5 star property
8.8 out of 10, Excellent, (26)
"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 $263
$286 total
includes taxes & fees
May 19 - May 20
Casa Costera, Isla Verde Beach, Apartments by Marriott Bonvoy
Family Condo, 2 Bedrooms, Ocean View, Corner | Balcony
Blue Residences
4.0 star property
8.8 out of 10, Excellent, (589)
"I loved this property. It was in a perfect location. The workers were out every morning cleaning the property."
Blue Residences
2 outdoor pools, open 8:00 AM to 10:00 PM, pool umbrellas, sun loungers
The Ritz Village Hotel
3.0 star property
8.0 out of 10, Very Good, (334)
"The location is very central right in town. The rooms are basic , simple just what i needed a bed a shower a kitchen cabinet , a pool kind front desk staff , free parking all i needed was there."
The price is $70
$75 total
includes taxes & fees
May 17 - May 18
The Ritz Village Hotel
Business center
San Agustin Apartments
3.0 star property
9.0 out of 10, Wonderful, (144)
"Love the communication and friendly the safe were. It was a great stay !"
San Agustin Apartments
Exterior
Playa Palmera Beach Resort
4.5 star property
8.6 out of 10, Excellent, (154)
"Great location "
The price is $84
$149 total
includes taxes & fees
May 17 - May 18
Playa Palmera Beach Resort
Outdoor pool, pool umbrellas, sun loungers
The Atrium Resort
3.5 star property
8.0 out of 10, Very Good, (146)
"My husband and I stayed at The Atrium for 9 days for our babymoon and we were absolutely blown away. Very spacious living condition, kitchen, washer/dryer, loved the accessibility with the pool, close to our favorite beach on the island, Leeward Beach and a shuttle ride to/from the beach provided along with beach towels, beach loungers and sun umbrella. As well as a reasonable price. We would absolutely stay here again! Only suggestion would be to have more a variety of knives to use for...
The Atrium Resort
Premium Studio | Terrace/patio
Flamboyan on the Bay Resort and Villas
3.5 star property
8.8 out of 10, Excellent, (412)
"We enjoyed the restaurant and coffee shop. Very good food and drinks. Friendly staff, easy check in/out. Our room was quite nice, great view of Magen's Bay. "
The price is $129
$158 total
includes taxes & fees
May 20 - May 21
Flamboyan on the Bay Resort and Villas
3 outdoor pools
Bay View Suites Paradise Island
3.0 star property
8.0 out of 10, Very Good, (614)
"The property was a quint little spot with big amenities. The staff was so friendly and helpful. Down to the security guard. Breakfast was so good. Thank you for making my experience a great success. I will definitely be back there."
The price is $117
$171 total
includes taxes & fees
May 20 - May 21
Bay View Suites Paradise Island
2 outdoor pools
Aruba Blue Village
2.5 star property
8.0 out of 10, Very Good, (177)
"Was able to walk out of the room to the pool. Large room free breakfast and friendly staff. Didn’t like no electrical outlet in the bathroom and the walls in the shower were rusted and peeling. Would stay here again "
Aruba Blue Village
Private beach nearby, white sand, free beach shuttle, beach cabanas
Cana Brava Residences Rental Apartment
5.0 star property
8.8 out of 10, Excellent, (25)
"The property is very nice with spacious apartments by a nice pool and a restaurant right by the pool. There is a lot of growth and construction in Punta Cana overall but that takes place during the day when you're likely to be at the beach. The evenings are very nice and quiet. The staff at the property were accommodating and friendly. Elsa has been very nice and communicative. I will say that the beach is not right on the property, however the nearby Hard Rock resort has a beach you may...
The price is $89
$595 total
includes taxes & fees
May 17 - May 18
Cana Brava Residences Rental Apartment
Panoramic Cabin, Terrace (Is in 201 Ca Tanca San Juan PR 00901) | Terrace/patio
Old San Juan Rentals
3.5 star property
8.8 out of 10, Excellent, (300)
"Will do it again "
The price is $151
$161 total
includes taxes & fees
May 29 - May 30
Old San Juan Rentals
View from property
H2O LifeStyle Resort
4.0 star property
9.4 out of 10, Exceptional, (53)
"This property is amazing and extremely quiet clean and beautiful I would definitely visit and stay here again"
The price is $1,163
$1,498 total
includes taxes & fees
Jun 6 - Jun 7
H2O LifeStyle Resort
Outdoor pool
Samfi Gardens
2.5 star property
9.8 out of 10, Exceptional, (105)
"It is not safe to walk the main roads in St Lucia- no sidewalks and cars fly around blind hairpin turns. Roads are poor leading to property though passable if driving slow (as they are in lots of areas in St Lucia). Shop before coming to use the full kitchen. Parking is available on the property."
The price is $136
$172 total
includes taxes & fees
Jun 8 - Jun 9
Samfi Gardens
Beach nearby, white sand, sun loungers, beach umbrellas
Inn at Grace Bay
3.0 star property
9.4 out of 10, Exceptional, (518)
"We love the Inn at Grace Bay. Although not directly on the beach, the beach is within walking distance with beach amenities included. Location makes it easy to walk to many dining options. Both of our stays at Inn at Grace Bay have been clean, quiet, and relaxing. Ariel is a wonderful host. "
Inn at Grace Bay
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See all available properties in Caribbean Islands
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

8 outdoor pools, cabanas (surcharge), pool umbrellas
Grand Hyatt Baha Mar
4.5 star property
8.4 out of 10, Very Good, (3125)
"Everyone was friendly. Place was spotless and picturesque at every turn."
The price is $339
$507 total
includes taxes & fees
Jun 2 - Jun 3
Grand Hyatt Baha Mar
Water park
Lopesan Costa Bávaro Resort Spa & Casino - All Inclusive
5.0 star property
8.4 out of 10, Very Good, (2733)
"Beautiful new property with lots of pools and restaurants. The buffet for breakfast is excellent for lunch. Pretty good. The specialty restaurants are very nicely designed but the food is pretty good and the service does need improvement. Overall a good resort for the price."
The price is $386
$456 total
includes taxes & fees
Jun 2 - Jun 3
Lopesan Costa Bávaro Resort Spa & Casino - All Inclusive
Exterior
Majestic Colonial Punta Cana - All Inclusive
4.0 star property
8.6 out of 10, Excellent, (3900)
"All staff super nice "
The price is $413
$413 total
includes taxes & fees
May 17 - May 18
Majestic Colonial Punta Cana - 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, 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 $70 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.

Recent reviews of Caribbean Islands properties
Expedia verified reviews

Ocean Eden Bay - Adults Only - All inclusive

Ocean Eden Bay - Adults Only - All inclusive

5/5 Excellent
"Absolutely loved my experience here highly recommend "
A verified traveler stayed at Ocean Eden Bay - Adults Only - All inclusive
Posted 14 hours ago
Ocean Eden Bay - Adults Only - All inclusive