Top 10 Villa Rentals In The Caribbean - Updated 2024

Sebanti
Sebanti 
Updated
| 4 min read

The Caribbean is known for its lush green vegetation and sparkling white sand beaches. With lively people, vivid landscapes, scaling mountain peaks, and rich marine life, adventures in the Caribbean can be diverse. It also boasts beautiful countries reminiscent of the colonial era such as Barbados and St. Vincent. If you want a rewarding Caribbean holiday experience, you can consider renting a private villa for your stay. Whether you are a couple looking for privacy, a small family in search of a safe place to stay with young children, or a large travel group looking to spend some quality time together, read on to find the ideal holiday home in this list of top villa rentals in the Caribbean.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 09, 2024.

1. Majestic property overlooking the ocean (from USD 353)

This five-bedroom villa can provide sufficient space for large families with up to twelve members. Notable beaches are only a few minutes away, as are fine dining restaurants and shopping destinations. The property is bordered by landscaped gardens. The panoramic views of the deep blue ocean are an added advantage of this serene property. Along with a full kitchen, the accommodation also features a generator for power backup. You can also access a studio with a separate entrance, a private bath, and a kitchenette.

Stayed at this property?
138 reviews   Wifi Available
villa 12 Guests 5 Bedrooms 6 Bathrooms

Accommodates: 12
Minimum Nights: 4
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
includes a very nice outside pool in a large lounging/sunning area again overlooking ocean views and st
the beds were super comfy a real rarity when staying in a rental home
the tv & stereo system were great for the couple of rainy days we had
Cleanliness:
the room itself was clean but it feels like a dank cellar and smells like mold/mildew
this home is not only beautiful but super clean
Host:
she was so friendly and helpful guiding us through the process
house manager ursula was so helpful and attentive
ginny is an amazing host who was constantly in contact with me from booking start to trip completion
ginny is always so helpful and cares about the stay of her guests
Location:
we would definitely stay at this location the next time we return to saint marteens
this year i decided to host friendsmas 2019 in sint maarten with some close friends
you will not be disappointed the house is situated within a premier location in sint maarten
beaches la place soft sand warm water coral reefs gentle winds
Read more reviews
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2. Glamorous home for six (from USD 263)

If you are looking for privacy, this property might be the right choice. With a separate entrance, two bedrooms with en suite bathrooms, and a private plunge pool, six guests can surely enjoy a quiet Caribbean holiday. The pool also features water jets for a lower back massage, allowing you to relax while you soak up the breathtaking views. The interior features classy furniture that can surely delight its guests. Air conditioning, WiFi, cable TV, and generator facilities can ensure a comfortable stay.

Stayed at this property?
Montego Bay, St. James Parish, Jamaica
443 reviews   Wifi Available
Entire villa 4 Beds 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
i enjoyed using the pool during its operating hours and the view was spectacular
the views from nianna are breathtaking and the pool is divine
we especially enjoyed the breathtaking views from the villa and our pool day was just divine
purchased breakfast and lunch where a chef came in to cook and the food was amazing
it was spacious clean and comfortable with amazing views and privacy
Cleanliness:
it was clean safe and comfortable
the house was clean that is very important to me lol
the house was clean private and great for two couples
the space is clean bright and flows very well
it was very clean and located in a great area
Host:
the staff was amazing
the host was superb
the housekeeping staff was so courteous
she is very responsive
she is a very kind and gracious host
Location:
the location is so beautiful
very nice and close to everything
beautiful home and the location is great close to everything in the city
very safe and quiet location
beautiful pool and perfect location
Read more reviews

3. Beautiful villa in a gated community (from USD 886)

With its private white sand beach and infinity swimming pool, this two-story villa is the epitome of luxury. With four bedrooms easily accommodating ten guests, it is perfect for a family vacation. This rental features air conditioning, LCD televisions, BOSE surround sound, and Smart TV in the living area. There is also a full kitchen where guests can prepare some delicious meals. You can relax in the private cabana or enjoy refreshing drinks at the outdoor tiki bar. Enjoy the sunset views on the upstairs patio.

Stayed at this property?
155 reviews   Wifi Available
villa 8 Guests 4 Bedrooms 5 Bathrooms

Accommodates: 8
Minimum Nights: 5
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
The Pictures do not do it
I miss the fresh oj in the morning and the ackee and salt cod
All the reviews you read believe them
the Chef could do no wrong in the kitchen and
The master bath shower was so large and luxurious my whole family took turns using it each evening
Cleanliness:
The curried goat and the oxtail were amazing
The villa is furnished beautifully and felt fresh and clean
I was traveling with 2 adults and 3 very young children
I don't want unexpected stops along the drive for souvenirs
Host:
Colroy was always available to assist with any needs
They made several extra grocery beer and rum
she was very accommodating with our food preferences
Stuart for lending us your beautiful treasure
she washed and folded all of our clothes
Location:
that's just not right
The community pool was closed but there were 2 tennis courts and a playground nearby
but it is not really great for a real swim
We stopped and got beer there on the way in which I would have gladly paid $3-$4 per beer instead of being asked to shop there on my way out
The location is ideal minutes from the airport downtown Mo'Bay and easy to travel to the surrounding areas
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4. Waterfront villa with easy beach access (from USD 820)

Here, you can enjoy mesmerizing sea views while you lie in a hammock on the patio or take a dip in the freshwater pool. The four bedrooms in this spacious house can sleep up to eight guests. You can directly access the ocean via the back gate and use the property’s dinghy to enjoy water activities such as swimming and snorkeling. The accommodation can come with the services of a private chef, should you choose to dine inside. Cable TV, waterproof Bluetooth speaker, and free WiFi access are provided for your convenience. You can also opt for daily housekeeping, catering, and in-home massage and mani/pedi services for an extra fee.

Stayed at this property?
Nassau, New Providence, Bahamas
villa 8 Guests 4 Bedrooms 4 Bathrooms

Top guest reviews
Amenities & Room:
the wifi worked great and we we had no issues with staying connected
the pool was beautiful the views were stunning and you just feel at home
it’s an easy paddle in the dinghy or swim
it had a fantastic view of the ocean and a great pool that was used daily
we were there to swim lounge and chill out; so this was the perfect property for our group
Cleanliness:
it's clean organized a perfect spot
we had a wonderful stay at waters edge the house was clean comfortable and had plenty of space
it was perfect the house is beautiful beds are comfortable and everything is clean
property is very clean and the layout was perfect for our family of 7
Host:
all the staff we met were awesome
mark was very helpful leading up to the trip - answering all of my questions via e-mail
Location:
take advantage of the real calm days and go snorkeling lots of fish to see
it was nice and quiet & we loved being away from busy tourist areas
it's the perfect place to bring anyone from children to adult friends
Read more reviews
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5. Sophisticated home with stunning views (from USD 276)

This stunning two-bedroom villa can allow guests to enjoy a dip in the plunge pool, sit back and relax on the terrace, and rest comfortably in the rooms. A few minutes away from the world’s only drive-in volcano, the villa is ideal for four guests. The fully equipped kitchen can allow you to prepare delicious dishes. Inside the property, you can get access to high-speed internet as well as an iMac computer. Other amazing amenities include a washer/dryer, iron, modern cooking equipment, and free Netflix.

Stayed at this property?
Soufriere, Soufrière, St. Lucia
363 reviews   Superhost Wifi Available
Entire villa 2 Beds 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
the deck and plunge pool were terrific and the local people are very friendly
wifi was good and the kitchen had everything we needed
the outdoor space including the patio and pool were our favorite part of the house
the living room was so comfortable that i fell asleep on the couch just like at home
enjoyed the villa pool the town of soufriere and the pitons
Cleanliness:
lovely and clean - and just like the pictures
this place was beautiful clean and had a wonderful view
Host:
janus was a wonderful host and st
janus is a great host
janus is an excellent host
janus was an amazing host and did everything possible to make me feel at home
janus was the warmest and most helpful host
Location:
the location of the villa is perfect - it’s so close to everything
the location is very close (20 min drive) to most of the main attractions st
it was delicious location and pool was key
) location we quickly learned that soufriere is absolutely the best spot on the island
i wish janus had locations at other caribbean locations :)
Read more reviews

6. Two-story penthouse on the beach (from USD 500)

If you are seeking a beach holiday in Puerto Rico, this might be the right accommodation for you. This penthouse suite offers a private terrace, a gourmet kitchen, and parking for two cars. The spectacular water views from the property can surely refresh you. It features world-class facilities such as high-speed internet, huge LCD television, and Apple TV. A dishwasher, washing machine, and gas barbecue can provide for a comfortable and convenient stay.

Stayed at this property?
163 reviews   Wifi Available
villa 7 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 7
Minimum Nights: 5
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
fully equipped kitchen washer & dryer nice linens and modern
Cleanliness:
very clean and well equipped condo
beautiful property very clean plenary of room for everyone
the property is exceptionally clean and sanitized
it’s clean modern safe and convenient for trips to the beach el yunque luquillo and culebra
gorgeous property - spotless tons of space and great extras
Host:
kevin was a responsive host
property manager met us upon arrival and was extremely helpful with directions and suggestions
the local manager is fantastic and was extremely helpful
communication with the owners was excellent
we loved the property itself especially xiomara who was accessible and helpful
Location:
great location as well
in a great location to all major puerto rico attractions
it is delicious and very close by
fajardo is a great location
great pool area very close to the beach and a wonderful terrace
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7. Spacious villa with WiFi (from USD 154)

Standing on a private beach, this elegant villa can sleep up to two guests. The screened lanai can offer expansive views of the clear blue ocean and emerald green palm trees. Along with the king-sized bed in the master bedroom, the property offers a queen-sized sleeper sofa. Dishwasher, refrigerator, coffee maker, and microwave oven are some of the amenities present in the fully stocked kitchen. The rental also features a swimming pool, where you can enjoy refreshing dips after exploring.

Stayed at this property?
148 reviews   Wifi Available
villa 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2
Minimum Nights: 4
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
two a/c units and ceiling fans in every room will keep you quite comfortable
we loved everything about it with one minor exception the air conditioning
the bed is very firm (memory foam) but comfortable
the on-site fresh water pool and tropical garden offer a refreshing option to end the afternoon
Host:
the owner was an excellent host and responded to questions in a very timely manner
Location:
the location is perfect - always stay in the area
perfect location and well designed for two people
we absolutely love the villa and the location to the beach
the busch villa is in a wonderful location to enjoy a laid-back cayman holiday
we love this place
Read more reviews
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8. Santorini-style villa with air conditioning (from USD 225)

A sprawling lawn with hammocks, a private beach, a private dock with palapa, and a heated pool can make this villa a vacationer’s dream holiday home. There is a barbecue area with a bar and a wood brick oven to make dinner times special. The two bedrooms and five beds provide ample space for six guests. Satellite TV, wireless internet, Sonos music, and a clay tennis court are provided to make your holiday enjoyable. A high chair and children’s toys are also present, so kids can enjoy their stay as well.

Stayed at this property?
Bahia de Ocoa, Dominican Republic
226 reviews   Superhost Wifi Available
Entire cottage 5 Beds 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
there is air conditioning in each room to keep the villa cool
then having the option of relaxing by the pool area on comfortable cushions our second favorite spot
the pool is perfect for soaking or sitting in to read as it is nice and shady
the pool was the perfect size for our 2 small children
you need to bring your own hand soap shampoo toilet paper and paper towels
Cleanliness:
the house is super clean
the house is well-kept and clean and the kitchen is well-stocked with cookware
the house is cozy and clean
edmundo’s place is truly a gem of serenity and cleanliness
darkis who cooked and cleaned for us was great
Host:
the staff were all wonderful
the staff is amazing
the staff was so welcoming and very helpful
all of the staff are wonderful and made us feel at home
the staff were very nice and helpful
Location:
there is an awesome snorkeling place an hour away
edmundo’s place is a slice of paradise
it is ideal for people looking for a hideaway and a place to relax
you fall in love once you walk in there is so much property and you can’t get enough
perfect place for a holiday with a few friends/family
Read more reviews

9. Cozy villa for two (from USD 145)

Looking for a romantic getaway in the magical Caribbean? This one-bedroom luxury accommodation might be the perfect place for you. The quaint decor sets a romantic mood. Apart from centralized air conditioning and an indoor seating area with cozy leather lounge chairs, you can access the lovely pool all year round. A garden and barbecue area are also available for sharing fun picnics with your loved ones. The property has a large-screen TV and a full-size washer and dryer unit for convenience. Off-road parking space is also available.

Stayed at this property?
Río Grande, Puerto Rico
382 reviews   Superhost Wifi Available
Entire villa 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the pool/ deck was also great
the bed was comfortable and the amenities endless
great cozy nook with an outstanding view
the pool is very nice with a view
this place is amazing the view is breath taking the room is gorgeous definitely will be back
Cleanliness:
everything was clean and well decorated
the place was stunning beautiful and clean
the place is so beautiful sparkling clean and so luxurious
the villa itself was clean and amazing included with everything you need
one word: amazing very clean private breathtaking views
Host:
tom was an amazing host
host is always making sure everything is perfect and responds quick
tom is a great host who was very attentive and responsive
greatest host with the best local tips
tom is the most polite host i’ve encountered definitely worth rebooking
Location:
we loved the location of this place
perfect location for local activities
the location was excellent as well
great location: easy drive from the airport right outside the rainforest and not too far from beaches
amazing place amazing location amazing host
Read more reviews

10. Roomy villa with a lovely balcony (from USD 264)

With a spacious kitchen and dining area on the first level and a bedroom with a balcony on the second, this luxury villa can accommodate up to two. The private balcony overlooks the Flamingo Lake, where flamingos are often seen. Contemporary appliances such as range cooker, microwave, dishwasher, washer/dryer, and freezer can provide all the conveniences of a modern home. Sun loungers, a hammock, and a barbecue grill can allow you to spend some quality time with your loved one.

Stayed at this property?
Providenciales, Caicos Islands, Turks & Caicos Islands
216 reviews   Superhost Wifi Available
Entire villa 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
good water pressure and air conditioning worked well
the bed and couch are both extremely comfortable
the fans do cool off the villa but ac is definitely needed
having breakfast with those beautiful outside views was priceless
what the pictures can’t capture is how comfortable and convenient everything is
Cleanliness:
it was sparkling clean
it’s also very clean and minimalist which we love
it is beautiful clean well- maintained and spacious
very clean and stylish place with everything you needed
it was clean simply and tastefully decorated
Host:
matt is knowledgeable and the perfect host
amazing host - highly recommended thanks dude
matt was a great host
matt has byfar been our favorite host to date
matt is a wonderful host
Location:
great place in a great location
matt's place is located in the perfect spot close to the airport and grocery store
the location is perfect and convenient to shopping restaurants beaches and the grocery stores
great location close to bight/grace bay beaches and the iga
really great apartment with great location to provo
Read more reviews

Enjoy the serenity of private villas in the Caribbean

The Caribbean is a beautiful region that offers magnificent beaches. Why settle for hotels in busy touristy areas when you can enjoy the tranquility of private properties with beach access and modern amenities? Check into one of the top villa rentals in the Caribbean, and elevate your holiday experience.

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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Sebanti, a dedicated writer and traveler, has extensively explored India and Europe, delving into both wild spaces and urban environments. Regularly contributing to online publications focused on...Read more

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