
Vacation rentals in Caribbean
Book unique homes, vacation rentals, and more on Airbnb
Top-rated vacation rentals in Caribbean
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Caribbean vacation rentals
Private vacation rentals in Caribbean

Charming Keys Style house
Our stay was perfect with everything we needed for our stay. The patio out back was perfect for relaxing after a day at the beach. We enjoyed the front porch area as a more private area to relax. Great location.

Luxury Apartment 5 min from sosua beach w/jacuzzi
Easy to check in, very nice place just how it was described definitely coming back

Urban Beach Hideaway...a luxury family compound!
This was hands down the nicest Airbnb I have ever stayed at. The photos do not do it justice at all!! Fernando was an amazing host and made the group and I feel right at home for my bachelor party. He was extremely responsive on questions, requests, and issues. 11/10 recommend!!!!

Luxury Casa CA-LI-AD
Great place for our stay in PR! Spotless amenities. Only down side was the location is a bit far from the main attractions in the city and not all ubers accepted our rides, so a rental car is definitely recommended. Host was extremely responsive when we had questions or requests and sent a maintenance person to take care of an unlocked window super quickly! Will be returning!

POOL, 4 BEDROOMS -SPACIOUS HOUSE IN ROYAL PALM BCH
The pictures don’t do this house justice. It was lovely and felt, looked, and smelled clean. Lots of room for multiple guests and Luz is very responsive. We stayed for 5 nights and would do it again! Best experience I’ve had with Airbnb so far. Thanks Luz!

Vieques casita with pool walk to ferry
David is a wonderful host very helpful lives on site but you wouldn’t he know they were there. Checked in a couple of times to see if we needed anything. Also directed us to his favorite beach . Close to all the good restaurants. Bakery across the street and Nice market around the corner . Perfect place to stay kinda hip outdoor living space with pool in your area. And AC in bedroom bath area

NEW ! Contemporary Villa / Jacuzzi , Palm Beach
Great house in a great location. Never close to all major attractions. The host was amazing. Very nice people. Will come back here again

Villa Milá - Private Pool - 100 Mbps
Something I liked about the place was the comfort of the beds and the perfect pillows to rest - being in a jungle environment there were a lot of mosquitoes, so I suggest bringing insecticide and repellent
Caribbean beach vacation rentals

Amazing Beach View 2 bedrooms Condo
For anyone considering Melissa’s place, book it now before it gets rented. You will not go wrong with booking this condo. Melissa prides herself on making everything perfect so her place is super clean and has everything you will need for a short or extended stay. This is our second year booking with Melissa and she is indeed a super host. We were here for 5 weeks this time and we wished we could have stayed longer. Melissa’s condo patios have great panoramic views of the ocean. Inside the unit, we had a very comfortable bed, a great complete kitchen with everything that you’ll need and lots of hot water in the shower. This condo is mere steps from the beach which was super handy. Melissa is a great communicator and went above and beyond to make our stay a special one. Thank you for sharing your wonderful place with us Melissa and we hope to be back.

Ocean Front Family Vacation Home, at Baby Beach
House was excellent. Very well equipped including, kitchen supplies, pool toys and beach supplies (umbrellas, coolers etc.). House was very clean on arrival and Joost was great. We would not hesitate to return.

Luxury Beach House Isla Verde - Full Generator
My friends and I had a wonderful stay at Ricardo’s place — the house was spacious and clean and matched the pictures, but the best thing about this place is that it’s only a 2 minute walk from a beautiful, fairly quiet beach. We also really enjoyed the patio space of this airbnb, and used the space and the outdoor grill to have a cookout one of the nights we stayed here. Ricardo is very friendly, responsive, and quick to help out whenever we had any questions or needed something at the house. We all had a great time here and would definitely stay here again!

* * Endless Summer * * Beach, Unique & Comfort
we were only in town for a night so we didn't have much time to enjoy the home or the area but it served its purpose and was wonderful. Thank you

Beach Front (2) Villas in Dorado Beach.
We took a group trip of 6 (3 couples) and Brenda's place was perfect. Each couple had their own rooms/space and bathroom. The back patio area connecting the two villas is amazing - perfect for having morning breakfasts and grilling out at night. The beach is clean and directly across the street - you can see and hear the ocean from the back patio area. Plenty of great food/bars within walking distance. The villas are gated properties which made you feel safe, and felt very safe walking around the neighborhood. The properties were clean and just as described/pictured. Brenda was very communicative when we had questions and gave excellent recommendations. If we travel to Puerto Rico again would DEFINITELY stay here again.

Beachfront Luxury @ Wyndham Rio Mar Resort
The condo is located in an ideal spot. Thanks to the trade winds, there is always a breeze. The view is beautiful and the beach is fairly private. We enjoyed the restaurants in the neighboring hotel. As avid hikers, we were thrilled to be so close to El Yunque. We also enjoyed the proximity to Fajardo and the amazing bio luminescent lagoon. The condos in this complex are starting to show their age, but overall, I highly recommend it!

Charming apartment right on the Beach.
Host is very kind and goes above and beyond to satisfy a client.

Beach front Sandy Villa
We had a wonderful stay at Viviana’s. It is exactly as the pictures. The view and sunsets are spectacular. Lots of restaurants and beaches nearby. Great place to stay to explore the southwest part of the island.
Dog friendly vacation rentals in Caribbean

South Venice, FL. Ideal vacation home.
We enjoyed Jan’s house. It was a quiet neighborhood, perfect for walking the dog. Short drive to restaurants, beaches, grocery stores, Shamrock Park, Brohard dog beach, pretty much anything we wanted to do. The lanai was a nice area to sit in the shade. Wish I had a way to post a recording of all the various birds chirping away! Home was clean and Jan was a responsive host with any questions we had. Yard was private and fenced in nicely for our dog. Appreciated having laundry soap, body wash, dish detergent, & paper goods to get through our stay. So often all you get is enough for a few days, if that. Comfortable beds too! We would stay again. Thanks Jan!

Waterfront Home w/ Pool. Minutes to Sanibel
Great place to spend time with friends and family. Accessible to the places we wanted to visit. Definitely made a ton of memories! Thank you for the amazing stay.

Sarasota Getaway Guest House
Arthur’s place was everything we needed for a weekend stay in Sarasota! The bed was comfortable and the bathroom was clean. It was an easy walk into town with lots to do! Arthur and Julie were very welcoming and helpful our whole stay. Would definitely book again!

Tropical, 2BR, Dog-Friendly Cottage w/ Plunge Pool
Great place. Nice backyard and great to have a reserved parking spot behind the house!

NEW PET FRIENDLY Waterfront Single Home-Pool,Beach
Mary's place was in a very safe and beautiful location. Everyone was friendly and there were endless dining options. There were even local conveniences that I didn't expect nearby such as Dollar Tree, Winn Dixie, Home Depot, etc. Showers had great water pressure, hot water, and had zero sulphur smell. Decor was lovely and ample storage space for your things. A/C and heat works great and no musty smells anywhere. Beds, outdoor furniture and couches very comfortable. Convenient off-street parking. Was too busy to enjoy the cabana amenities but visited it briefly and it looked wonderful. Thank you Mary hope to return in the future!

Family Coastal Home - 1 Mile from Beach
The house was exactly as described-great central location in Naples! Very quiet safe neighborhood-walked around it multiple times a day (to 7-11 for coffee too!) It was clean, well decorated and we enjoyed the sunsets and the lanai outdoors. Well stocked for the 2 weeks we were there. My husband and I would definitely go back! Thank you Viktoria

So Beachy! Pet friendly and free early check-in!
Shawn’s house is very comfortable and pleasant. The furniture is comfortable, the appliances and amenities are excellent.

~Coral Lagoon* last minute wknd available! Save$
We stayed at the villa for a long weekend in January for my husband's birthday. It was great. The location was a perfect distance from Key West (~1 hour) and Islamorada (~30-40 minutes). The place was clean, wlecoming and looked just like the photos. Stephanie was a fantastic host. She was super responsive even when I sent her a message a month before asking for a fishing charter recommendation. I would highly recommend staying there.
Your guide to Caribbean
All About the Caribbean
The Caribbean is made up of 26 island countries surrounded by bejeweled blue and green waters and is known around the world as a holiday paradise. People flock here, especially in the winter, for warm sands, golden sunshine, and that sense of island time abandon — plus, the fruity drinks under towering palm trees. The Dominican Republic is the most visited of all the islands due to its vibrant city and cultural life and postcard-perfect beaches. West of that is Cuba, famous for its Old World architecture, rich jazz and music scenes, and several UNESCO World Heritage Sites. Closer to South America is little St. Lucia, known for its rainforests, colorful coral reefs (perfect for diving and snorkeling), and, of course, pristine beaches surrounded by the island’s volcanic peaks.
The countries in the Caribbean are extremely diverse, not only in their histories, cultures, and languages, but their landscapes and topographies. For example, vibrant Jamaica could not be more different from super-chill Aruba and swanky St. Barts. So whether you’re seeking an island that’s large or small, glitzy or low-key, in the Caribbean there is a sanctuary for everyone.
The best time to stay in a vacation rental in Caribbean
Thanks to trade winds, the weather in the Caribbean is sunny and pleasant all year round. The only caveat is that tropical storms and hurricanes occur to varying degrees of intensity here, and their likelihood increases from about July to November. But it’s the dry season from December through March that makes the region so popular. Villas to rent in the Caribbean are in demand during the winter, as many feel the urge to escape the colder weather up north and take in the sun, fun, and the many festivals — like Trinidad’s Carnival, the biggest of the Caribbean’s carnivals, and the Bahamas’ Junkanoo, a cultural street festival and celebration dating back centuries that takes place between Boxing and New Year’s Day. There are also plenty of Caribbean rentals in May and June, if you don’t mind the chance of a little rain.
Top things to do in Caribbean
Santo Domingo
Santo Domingo, the capital of the Dominican Republic, is the oldest continuously inhabited colonial settlement in the Western Hemisphere and was founded in 1496. The historic city center, Zona Colonial, is a UNESCO World Heritage Site, with cobblestone streets, colorful houses, and colonial-style architecture and structures like the 16th-century Basilica Cathedral of Santa María la Menor, the oldest surviving cathedral in the Americas.
Curaçao
Sitting off the coast of Venezuela is the Dutch island of Curaçao, lesser known than its neighbors, but with just as much to offer — including its lack of hurricane seasons. Willemstad, the capital, is one of the few UNESCO World Heritage cities in the Caribbean, and it’s pulsing with nightlife and festivals like Carnival and King’s Day. The diving here is top-notch, there are dozens of stunning beaches to choose from, and the lodging ranges from hostels to five-star resorts — so there’s something here for everyone.
Reggae in Jamaica
Jamaica is the birthplace of reggae. The music took off in the late 1960s, and by the 1970s, with the superstardom of Bob Marley and the Wailers, it became known throughout the world. If you’re in Kingston, check out the clubs, still playing the dub style that made the genre so popular. The best of the best musicians have been known to play at the annual reggae festival held in June.
Destinations to explore
- Dome rentals Caribbean
- Serviced apartment rentals Caribbean
- Rentals with a fireplace Caribbean
- Waterfront rentals Caribbean
- Pet-friendly rentals Caribbean
- Fitness-friendly rentals Caribbean
- Hotel rentals Caribbean
- Boutique hotel rentals Caribbean
- House rentals Caribbean
- Rentals with an accessible height toilet Caribbean
- Nature eco lodge rentals Caribbean
- Vacation home rentals Caribbean
- Rentals with beach access Caribbean
- Chalet rentals Caribbean
- Kid-friendly rentals Caribbean
- Rentals with a washer and dryer Caribbean
- Farmstay rentals Caribbean
- Loft rentals Caribbean
- Campsite rentals Caribbean
- Boat rentals Caribbean
- Family-friendly rentals Caribbean
- Townhouse rentals Caribbean
- Villa rentals Caribbean
- Beach house rentals Caribbean
- Rentals with an accessible height bed Caribbean
- Monthly Rentals Caribbean
- Hostel rentals Caribbean
- Rentals with breakfast Caribbean
- Smoking-friendly rentals Caribbean
- Aparthotel rentals Caribbean
- Rentals with a balcony Caribbean
- Bed and breakfasts Caribbean
- Tent rentals Caribbean
- Rentals with pools Caribbean
- Ski-in/ski-out rentals Caribbean
- Houseboat rentals Caribbean
- Condo rentals Caribbean
- Treehouse rentals Caribbean
- Rentals with lake access Caribbean
- Luxury rentals Caribbean
- Bungalow rentals Caribbean
- Apartment rentals Caribbean
- Rentals with outdoor seating Caribbean
- Private suite rentals Caribbean
- Rentals with a kayak Caribbean
- Rentals with a patio Caribbean
- Rentals with a sauna Caribbean
- Rentals with an EV charger Caribbean
- Rentals with a fire pit Caribbean
- Earth house rentals Caribbean
- Rentals with a home theater Caribbean
- Cottage rentals Caribbean
- Beachfront rentals Caribbean
- Rentals with a hot tub Caribbean
- Shipping container rentals Caribbean
- Guesthouse rentals Caribbean
- Resort rentals Caribbean
- Cabin rentals Caribbean
- RV rentals Caribbean
- Tiny house rentals Caribbean
- Island rentals Caribbean
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes