Holiday Homes in Caribbean Islands

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Featured Holiday Homes in Caribbean Islands

Our top choices for Caribbean Islands holiday homes

1120 Vieques by Stay with Bear

3.5 star property
9.6 out of 10, Exceptional, (39)
"Such a great stay! The place was clean, cozy, and exactly as described. The host was super responsive and made everything easy. Would definitely book again!"
1120 Vieques by Stay with Bear

Isla Verde-Beach -Bar -Restaurante Also a cool quick Stop-N-Go Near Airport

9.2 out of 10, Wonderful, (14)
"Cute private room in a quiet neighbored close to restaurant great for vacay"
The price is AU$199
includes taxes & fees
19 Sept - 20 Sept
Isla Verde-Beach -Bar -Restaurante Also a cool quick Stop-N-Go Near Airport

Brand New Luxury 8BR Villa on St. Thomas with Ocean Views, Waterfall Pool & More

10.0 out of 10, Exceptional, (1)
"Stayed here with friends in July of 2025. Felt like it was a bit risky since there weren’t a lot of reviews yet, but this place exceeded my expectations in every way possible. Amazing views, perfect pool, and immaculately cleaned. It’s a little off the beaten path but very easy to get to. Only ten minutes to red hook for dining options and ten minutes to beautiful sapphire beach. Amazing stay and we’ll be back! "
Brand New Luxury 8BR Villa on St. Thomas with Ocean Views, Waterfall Pool & More

Isla Verde- Beach/Bar/Restaurants Near Airport

9.4 out of 10, Exceptional, (34)
"The room was in a great location; It was a short walk to the beach, 24-hour supermarket, and restaurants"
The price is AU$217
includes taxes & fees
4 Oct - 5 Oct
Isla Verde- Beach/Bar/Restaurants Near Airport

4 Bed Luxury Villa , Private Pool, Short Walk To Ritz And Marriott Beach !

10.0 out of 10, Exceptional, (150)
"This property is exactly what we had hoped for. Jim and Tamara were terrific hosts and met us at the house upon our arrival in Aruba. The location is ideal to the beach and many restaurants and hotels. We took in many sights all over the island via our car rental, but had several days hanging out in the pool and enjoying their gorgeous home and resort-like backyard. Highly recommend!!"
4 Bed Luxury Villa , Private Pool, Short Walk To Ritz And Marriott Beach !

4-bedroom House with private Pool - walking distance to Baha Mar and Beach

9.6 out of 10, Exceptional, (7)
"The house was wonderful. And the owners were super nice. It was a wonderful week away. "
4-bedroom House with private Pool - walking distance to Baha Mar and Beach

True Beachfront Stay in Luquillo, Hear the Waves – Steps to Food & Fun

10.0 out of 10, Exceptional, (2)
"What a beautiful property! We loved our stay and the hosts were very attentive to our needs! "
True Beachfront Stay in Luquillo, Hear the Waves – Steps to Food & Fun

Mampoo Hill-- a Beachfront House 20 Yards from the Ocean with optional Jeep

10.0 out of 10, Exceptional, (103)
"Fantastic house. Great view and falling asleep to the ocean waves at night was amazing. Stay on top of the jungle juice or learn the hard way mosquitoes are legitimately coming for you. "
Mampoo Hill-- a Beachfront House 20 Yards from the Ocean with optional Jeep

Playa Nueva Romana

3.5 star property
9.4 out of 10, Exceptional, (26)
"I enjoyed the privacy, kindness of people around and overall the calm culture. "
Playa Nueva Romana

Steps away from the beach, this fully stocked house is perfect for your group!!!

9.8 out of 10, Exceptional, (238)
"The house was located wonderfully on the beach and was very great for a young group of college friends looking for a spring break home."
Steps away from the beach, this fully stocked house is perfect for your group!!!

Oceanfront 8-bedroom Villa with Pool, Fully Fenced for Privacy, Incredible Views

2.5 star property
8.8 out of 10, Excellent, (10)
"It was a great stay - we had 7 couples - everyone had privacy with their own entrances to their sleeping quarters - Jacob was so considerate - definitely would stay again!"
Oceanfront 8-bedroom Villa with Pool, Fully Fenced for Privacy, Incredible Views

OCEAN VIEW VILLA WITH PRIVATE POOL ,STEPS FROM SECLUDED BEACH, GATED COMMUNITY!

10.0 out of 10, Exceptional, (142)
"It was a wonderful visit and Elizabeth is an incredible host! The villa was just as pictured and was well appointed! The beach was so close and given the location, seemed very private and quiet! Shopping and other amenities were just a short 10 minute drive for the most part!! Loved our time there!!"
OCEAN VIEW VILLA WITH PRIVATE POOL ,STEPS FROM SECLUDED BEACH, GATED COMMUNITY!

"Someday Soon" Has Arrived!

9.8 out of 10, Exceptional, (68)
"Wonderful stay that provided everything we needed for a great first time in St. John. Home was clean, and bed was very comfortable. A quaint place that we would come back to. Pool and view make this a special place."
"Someday Soon" Has Arrived!

Inside Gated Community

9.2 out of 10, Wonderful, (67)
"Enjoyed our time. First visit to PR, we'll be back."
Inside Gated Community

The Cottage at Villa Indigo

3.0 star property
8.8 out of 10, Excellent, (15)
"We love St. Thomas This property was in a safe location as long as you are willing to drive on the left side of the road."
The price is AU$683
includes taxes & fees
19 Sept - 20 Sept
The Cottage at Villa Indigo

Cozy house next to the beach in Boca Catalina Aruba. Modern and Spacious.

10.0 out of 10, Exceptional, (67)
"Loved the beautiful home ,location ,and easiness of renting.Perfect!"
Cozy house next to the beach in Boca Catalina Aruba. Modern and Spacious.

NEW & IMPROVED OCEANFRONT VILLA W/ INFINITY POOL & BEST SNORKELING! Sleeps 20

9.2 out of 10, Wonderful, (88)
"This property was the perfect location for a wedding and family gathering. The location was great, the views were amazing and the house was great. The available driver made getting our large group around the island with ease. This property made for a perfect wedding week!"
NEW & IMPROVED OCEANFRONT VILLA W/ INFINITY POOL & BEST SNORKELING! Sleeps 20

Isla Verde Beach/Bars/Restaurants also perfect for a Near Airport Stop-N-Go

8.6 out of 10, Excellent, (41)
"Good location, close to restaurants"
The price is AU$183
includes taxes & fees
19 Sept - 20 Sept
Isla Verde Beach/Bars/Restaurants also perfect for a Near Airport Stop-N-Go

Turquoise Water Views On Both Sides Of Spectacular Private Property.

10.0 out of 10, Exceptional, (94)
"Just as advertised"
Turquoise Water Views On Both Sides Of Spectacular Private Property.

Beautiful views, walk to Secret Harbour Beach

10.0 out of 10, Exceptional, (77)
"Loved this house for our stay on St. Thomas! The house was lovely, comfortable and had everything we needed for a beach day! Secret Harbour Beach was so close and great for snorkeling. Close to grocery stores and shopping."
Beautiful views, walk to Secret Harbour Beach
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.
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Top Caribbean Islands Hotel Reviews

Find out more about Caribbean Islands

Find out more about Caribbean Islands

Caribbean Islands Holiday Homes information

Number of reviews
1,188
Accommodation
175 Holiday Homes
Lowest Price
AU$183
Highest Price
AU$683