Top 12 Luxury Villas In The Caribbean - Updated 2024

Malavika
Malavika 
Updated
| 5 min read

Home to miles of pristine beaches, the Caribbean is one of the most paradisiacal destinations on the planet. Aside from its rum-soaked reputation, the Caribbean is also famed for its seemingly endless list of water adventures, great places to visit, spicy cuisine, and a collection of swashbuckler tales. What’s more, you even have vibrant colonial towns and friendly denizens who are up for anything. Add to that a dose of luxury in the form of lavish villas, and you get a destination that’s nothing less than enthralling. Looking to vacation like royalty? Scroll down for our list of the top luxury villas in the Caribbean.

We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to luxury services and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on March 07, 2024.

1. Villa Elia, Treasure Beach, Jamaica

Located directly on Treasure Beach, this luxury villa rental in the Caribbean allows visitors to enjoy the quieter side of the island. Designed as an escape from everyday and the ordinary, this Airbnb vacation rental is a perfect combination of indoor and outdoor living. The open-plan interior flows out onto a spectacular terrace, which includes a swimming pool, loungers, and casual sitting areas. If the views from here are not working for you, then make your way to the rooftop terrace, which is ideal for evening cocktails and late dinner.

In addition to these main outdoor spots, the villa includes smaller outdoor spaces with a hammock or a swing, where guests can enjoy some me-time with the cool breeze blowing through the air. When you decide to step out and explore, the host can help arrange for excursions with private tour guides.

Stayed at this property?
Treasure Beach, Saint Elizabeth Parish, Jamaica
28.94 km (18.0 mi) from YS Falls
72 reviews   Wifi Available
Entire villa 3 Beds 8 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
the rooms are beautiful bedroom 2 is just a bit dark course use a little more light
Cleanliness:
the infinity pool overlooks the ocean as well and was very clean
didn't hurt that the place was kept neat and spotless
Host:
the amazing staff on site were the real treasure and were more like family
not because it is very beautiful from the furnishing but the staff who are there betty and elizia
the listing is just as described and the staff is absolutely wonderful
Location:
there is also a police station nearby which makes the whole thing even more secure
the villa is about a 40 minute walk into town which is long - but nice
Read more reviews

2. Phebus, Saint-Jean, St. Barts (from USD 1500)

St. Barts has long been the playground of the rich and famous, and with this private villa in the Caribbean, you will feel just the same. This is a secure property part of a gated community and includes a beautifully landscaped garden. The property comes with a housekeeper, so you can spend your vacation topping up on your tan, and exploring all the beaches on the island. The poolside deck has several spots from where guests can enjoy evening cocktails with a view.

In addition to an indoor kitchen and dining area, the villa also features an outdoor kitchen and dining space for more casual and simple meals. The host can help stock the villa with your favorite food and have all your excursions planned and booked prior to arrival.

Stayed at this property?
Saint-Jean, St Barthélemy, St. Barthélemy
1585.48 km (985.2 mi) from YS Falls
8 reviews   Wifi Available
Entire villa 8 Guests

Accommodates: 8

Top guest reviews
Location:
the villa is spacious and in an excellent location (walking distance to st
easy walk to beach eden rock shops and other restaurants
Read more reviews

3. Incredible five-bedroom villa on Turks and Caicos Islands (from USD 2594)

Right off the turquoise waters of Taylor Bay Beach is where you can find this incredible five-bedroom villa that boasts fabulous indoor and outdoor areas for a luxurious Caribbean sojourn. Five en-suite bedrooms with plush beds guarantee a blissful sleep, and you’re treated to sweeping ocean views in the morning. Besides a gym and office, the luxury home rental in the Caribbean also features a media room, a huge living room, and a full kitchen with a breakfast bar. Folding glass doors lead to the stunning outdoor area with a glistening pool. Fire up the grill for a barbeque or gather around the fire pit for a lovely evening under the stars.

Stayed at this property?
Chalk Sounds, Turks and Caicos, Turks & Caicos Islands
703.68 km (437.3 mi) from YS Falls
30 reviews   Wifi Available
Entire villa 6 Beds 10 Guests 5 Bedrooms 6 Bathrooms

Accommodates: 10

4. Sprawling resort villa in Dominican Republic (from USD 1790)

This sprawling four-bedroom beach villa offers utmost privacy combined with lavish facilities such as a premium spa and golf club. What’s more, there are two unspoiled beaches located nearby. The open-plan airy place has traditional architectural touches like the arched doorways combined with modern amenities like the swanky kitchen for cooking meals. The highlight, though, is the outdoors with a divine swimming pool surrounded by sun loungers, and a terrace with a barbeque perfect for dinners. Finally, three king beds and a queen bed in four en-suite bedrooms ensure a blissful sleep.

Stayed at this property?
Punta Cana, La Altagracia Province, Dominican Republic
999.84 km (621.3 mi) from YS Falls
5 reviews   Superhost Wifi Available
Entire villa 5 Beds 10 Guests 4 Bedrooms 4 Bathrooms

Accommodates: 10

Top guest reviews
Host:
everyone was welcoming & kind and we grew very fond of the staff throughout the week
the staff was top notch and made sure our every need was met
thank you luxury retreats and our villa staff for an amazing experience
arricefe 23 exceeded my high expectations - staff was very good and the onsite concierge was very exceptional
the housekeepers nuris and sandra were very friendly helpful and professional
Location:
the location within the punta cana resort and club gave it a private and protected feeling
Read more reviews

5. Two-bedroom presidential suite on Cayman Islands (from USD 15000)

There are a few places in the Caribbean that offer a lavish stay, and Kimpton Seafire on the Cayman Islands is one of them. Featuring a spectacular wrap-around balcony, you can take in the sweeping views from the open-plan living room. There’s also a swish kitchen for whipping up meals and a bar for experimenting with cocktails. There’s even a barbeque grill on the balcony for a fun cookout. Begin your day with a delicious breakfast at the on-site restaurant before cooling off in the swimming pool. The plush king and queen beds in the two bedrooms ensure a good night’s sleep.

Stayed at this property?
George Town, Grand Cayman, Cayman Islands
398.02 km (247.4 mi) from YS Falls
Wifi Available
Entire villa 3 Beds 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6

6. Five-bedroom beachfront villa in Jamaica (from USD 2684)

Beachfront luxury doesn’t get any better than this huge five-bedroom luxury villa for rent in the Caribbean right on the famous Seven Mile Beach in Negril, Jamaica. The 4-poster king beds in 5 massive en-suite bedrooms can easily accommodate 10 people, making this the perfect place for a large group getaway. What’s more, the villa comes with a housekeeper, a butler, and even a chef, which means you get to tuck into delicious tropical meals at the drop of the hat. Unwind on the loungers by the private pool while ordering cocktails off the bar. You can even grab the sailboats and kayaks provided to go exploring the pristine waters around.

Stayed at this property?
Cornwall County, Negril, Jamaica
56.71 km (35.3 mi) from YS Falls
5 reviews   Wifi Available
Entire villa 5 Beds 10 Guests 5 Bedrooms 5 Bathrooms

Accommodates: 10

7. Lavish eco-friendly villa on Turks and Caicos Islands (from USD 4079)

Eco-friendliness and luxury come together at this lavish villa on Turks and Caicos. Aside from the four swish bedrooms, the villa also has a fully equipped kitchen, a sprawling living space for hanging out together, and even a media room. The highlight is the beachfront lounge with lots of options for perching comfortably including a hammock. Enjoy a cool dip in the marvellous infinity pool while sipping drinks from the swim-up bar. After a day of water adventures, settle down for a delicious meal at the breezy alfresco area on the terrace. In the evening, fire up the barbeque for a dinner with stellar views of the ocean.

Stayed at this property?
Turtle Tail, Turks & Caicos, Turks & Caicos Islands
713.45 km (443.4 mi) from YS Falls
9 reviews   Wifi Available
Entire villa 4 Beds 8 Guests 4 Bedrooms 4 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
some enjoyed the air-conditioned bedrooms and some preferred the wonderful ocean air and ceiling fans
Location:
with daytime temperatures close to 80 degrees the house layout kept us cool
Read more reviews

8. Exceptional five-bedroom villa in Jamaica (from USD 1900)

Who wouldn’t want to stay in a fully appointed place with stunning views of the Caribbean Sea? Welcome to this five-bedroom villa overlooking the majestic Montego Bay, Jamaica. Wake up to magnificent views while sipping on coffee or indulging in a tasty breakfast prepared by your private chef. Swim in the infinity-edge pool before spending an afternoon getting massages. In the evening, turn the alfresco space into your very own party place. Play foosball, watch movies while sipping drinks from the bar, and grill barbecue on the deck. At the end of the day, hit your king and queen beds in the plush bedrooms complete with sea views.

Stayed at this property?

42.05 km (26.2 mi) from YS Falls
19 reviews   Wifi Available
villa 10 Guests 5 Bedrooms 6 Bathrooms

Accommodates: 10
Minimum Nights: 5
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Host:
it was a fantastic stay the service personal driver the house staff and the house itself was perfect
the staff was outstanding and we can’t wait to return
Location:
like golf? the property overlooks the course and the pro shop is a few minutes walk away
Read more reviews
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9. Amazing five-bedroom party villa in Barbados (from USD 1714)

Experience nothing but luxury at this striking five-bedroom villa located in a gated community in St. James, Barbados. Five massive bedrooms can sleep up to ten people, making this a real party place for a large group of family or friends. The amazing abode boasts a beautiful indoor swimming pool, complete with a retractable canopy and sun loungers. Aside from a tasteful and modern living-kitchen area and media room, the property also boasts a particularly stunning pool deck. Relish your meals in the charming gazebo and sip sundowners on the upper cocktail lounge with jaw-dropping ocean views.

Stayed at this property?

2022.31 km (1256.7 mi) from YS Falls
4 reviews  
villa 10 Guests 5 Bedrooms 6 Bathrooms

Accommodates: 10
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Host:
we would highly recommend this property and all of the staff
Read more reviews
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10. Beautiful villa with direct sea access in the Bahamas (from USD 550)

Are you looking for a splendid Caribbean villa with direct access to the ocean? Then, this four-bedroom villa in Nassau, Bahamas, is just the perfect one for you. It has steps behind the pool deck that lead right into the turquoise waters of the Caribbean Sea. The first thing you notice about this lovely villa is the terrace with a heated pool perfect for all kinds of weather. Inside, there’s a king and 5 queen beds that can sleep up to 12 people. The spacious living room with a flat-screen TV is the perfect place to watch a movie while munching on snacks or meals made in the modern kitchen.

Stayed at this property?
Nassau, New Providence, BS
772.43 km (480.0 mi) from YS Falls
50 reviews  
villa 12 Guests 4 Bedrooms 4 Bathrooms
Top guest reviews
Amenities & Room:
nice kitchen great patio area
there were five of us women friends and there was so much room
having three bathrooms and a powder room made was really great
Cleanliness:
the house was clean and ready for us on arrival
Host:
they were fabulous hosts
really great people and very accommodating
it is beautiful and the hosts are extremely friendly and helpful
herman and michelle were awesome hosts
he was super friendly and a wealth of knowledge
Location:
good location for taking the bus
the bus was easy to catch
this awesome location gives you access to food beaches and it’s right on the main bus route
25 bus tomcable beach which is lovely
5 miles down the road as well as fish central for delicious sea food
Read more reviews
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11. Massive seven-bedroom villa in Belize (from USD 2887)

If you’re looking for a true Caribbean sanctuary away from the hustle-bustle, then this massive villa on a private island in Belize might just be what you need. Nestled in an upscale community, this villa has a private chef who will cook tasty meals for you. Seven beachfront bedrooms, along with porches, ensure a good night’s sleep. The two master suites even feature private outdoor bathtubs. Besides a well-equipped kitchen and a living room, there’s even a media room where you can watch a movie on lazy afternoons. The best part of the house is the outdoor area with a private pool. Right next to the pool is a bar from where you can order drinks while enjoying a refreshing dip.

Stayed at this property?

1132.48 km (703.7 mi) from YS Falls
60 reviews   Wifi Available
villa 18 Guests 7 Bedrooms 7 Bathrooms

Accommodates: 18
Minimum Nights: 6
Refund Policy : 100% refund if you cancel at least 121 days before check-in.

Top guest reviews
Amenities & Room:
the beautiful rooms were kept impeccable
Cleanliness:
the facilities are clean and in excellent shape
Host:
the staff were friendly and helpful
wonderful staff always ready to assist
the staff was very friendly and helpful
talia and her staff were totally committed to make your stay perfect from the moment the reservation was made
the concierge was very helpful with arranging excursions and spa treatments
Read more reviews
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

12. Exquisite four-bedroom villa in Jamaica (from USD 728)

Experience deluxe living when you stay at this four-bedroom villa in Montego Bay, Jamaica. This lavish abode is located in a tranquil seaside fishing village. It has 2 king beds, a queen bed, and 4 single beds that can sleep up to as many as 10 people, making this the perfect base for a holiday with family or friends. Since the place is fully staffed, you don’t have to lift a single finger. Lounge by the pool as the staff serves delicious snacks and meals made in the kitchen. You can even enjoy watching a movie together in the living or media room. Mornings and evenings are best spent in the garden while sipping strong coffee or wine.

Stayed at this property?
Montego Bay, Saint James Parish, Jamaica
41.88 km (26.1 mi) from YS Falls
184 reviews   Superhost Wifi Available
Entire villa 7 Beds 10 Guests 4 Bedrooms 4 Bathrooms

Accommodates: 10

Top guest reviews
Amenities & Room:
also usb electrical outlets the air conditioning worked well as well as the wifi
the saltwater pool and outdoor space is awesome
the breakfast and coconut shrimp simply outstanding
each room looks even better than the photos
chef fishbone made us delicious breakfast buffets and incredible dinners every night using the freshest local ingredients
Cleanliness:
it is kept immaculately cleaned and it’s beautiful
the house was very clean at all times
this house is also immaculately clean and perfect for 4 couples
the maids kept the villa clean each day
it is very clean roomy airy and bright
Host:
the staff were excellent
our host was perfect
the service and staff are excellent
the staff was amazing and spoiled us all week
the staff were also great
Location:
very safe location in the heart of montego bay
me and my family and friends enjoyed this location so much
highly recommend this location
Read more reviews

An extravagant Caribbean holiday

Vacationing in the Caribbean is a special affair, and luxury villas take your experience up to the next level. Private pools, a full staff at your beck and call, and lush gardens certainly make your beachside vacation more memorable. So, choose one of these top 10 luxury villas in the Caribbean for a deluxe holiday.

Stayed at this property?

Frequently asked questions about luxury villas in the Caribbean

1. Which luxury villas in the Caribbean have a private pool?

If you would like to rejuvenate with a few refreshing laps in the swimming pool of a luxury villa in the Caribbean, some of the great options with a pool that you can consider booking are this incredible five-bedroom villa on Turks and Caicos Islands or this sprawling resort villa in Dominican Republic.

2. Which luxury villas in the Caribbean have parking?

Most luxury villas in the Caribbean provide guest car parking facilities on the premises. You can check out some of the best ones, such as this incredible five-bedroom villa on Turks and Caicos Islands, this sprawling resort villa in Dominican Republic, this five-bedroom beachfront villa in Jamaica, or this lavish eco-friendly villa on Turks and Caicos Islands, for on-site parking.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Malavika, a freelance writer and coffee enthusiast, is well-versed in Kopfkino. Her interests include engaging discussions on New Zealand, the domino theory, dystopian fiction, and Harry Potter.

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