Holiday Homes in Caribbean

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Top Cities in Caribbean

Featured Holiday Homes in Caribbean

1120 Vieques by Stay with Bear

3.5 star property
Santurce
9.8 out of 10, Exceptional, (61)
"The staff and neighbors were very nice"
United States
Holly
1120 Vieques by Stay with Bear

150 Sol by Stay with Bear

3.0 star property
Old San Juan
8.4 out of 10, Very good, (5)
"El lugar y la habitación estaban muy bonito y cómodo. Al principio no había agua, pero lo resolvieron súper rápido y me reubicaron en otra estancia. La persona que me atendió fue muy amable y atenta. ¡Recomiendo este lugar al 100%! "
Mexico
Stephanie
The price is NZ$245
includes taxes & fees
9 Dec - 10 Dec
150 Sol by Stay with Bear

Sugar Apple Bed & Breakfast

3.5 star property
Christiansted Historic District
9.4 out of 10, Exceptional, (64)
"Sugar Apple BNB was an amazing stay. I will definitely be back! The morning breakfast was great and the hostess was so very friendly."
United States
Shannon
Sugar Apple Bed & Breakfast

Playa Nueva Romana

3.5 star property
Ramón Santana
9.2 out of 10, Wonderful, (27)
"I enjoyed the privacy, kindness of people around and overall the calm culture. "
United States
Laura
Playa Nueva Romana

Sophisticated Beach Condo-Ocean View-Sapphire

Smith Bay
9.0 out of 10, Wonderful, (31)
"Great stay. We were only there for one night before an early flight the next day, but it was the perfect spot for us!"
United States
Heather
The price is NZ$462
includes taxes & fees
16 Nov - 17 Nov
Sophisticated Beach Condo-Ocean View-Sapphire

Casa vacacional en Arenales Isabela

3.5 star property
Isabela
9.0 out of 10, Wonderful, (48)
"Good amount of space, beds & pillows were comfortable. Hosts were responsive. House was clean. My only complaint was that power went out for about 5 hours and it was hot! I also didn’t like that it was high up on a long road with many turns and barely visible street signs. This aside, it was fine with enough room for all."
United States
Lillian
The price is NZ$314
includes taxes & fees
10 Nov - 11 Nov
Casa vacacional en Arenales Isabela

THIS IS IT! SEAFRONT RETREAT W/ BEACH ACCESS & POOL

St. Croix
10.0 out of 10, Exceptional, (3)
"“This is it” is absolutely amazing! We had a great time, house is very comfortable, great kitchen, very comfy beds, good showers, loved the outdoor showers!! loved the salt water swimming pool, view is breathtaking, great communication with our host Tisha! I can’t say enough good things about our stay! We want to go back!!"
United States
Annie D.
THIS IS IT! SEAFRONT RETREAT W/ BEACH ACCESS & POOL

Villa Serenity by the water

3.5 star property
Discovery Bay
8.4 out of 10, Very good, (30)
"Nice place to stay"
United States
Roodmy
The price is NZ$439
includes taxes & fees
11 Nov - 12 Nov
Villa Serenity by the water

Yes! This is your retreat, view of El Yunque, inside Coco Beach Resort.

Zarzal
10.0 out of 10, Exceptional, (77)
"Exceeded our expectations"
United States
PRESTON T.
Yes! This is your retreat, view of El Yunque, inside Coco Beach Resort.

Sunset Point Oceanfront Villa—Sea Views From Every Room—Private Pool—Taylor Bay

Providenciales
9.8 out of 10, Exceptional, (88)
"We had a fantastic time. The house is wonderful. Taylor Bay is world class. Communication with Julian/host was superb! 5 stars for sure! We'd love to come back!"
United States
Benjamin T.
Sunset Point Oceanfront Villa—Sea Views From Every Room—Private Pool—Taylor Bay

So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling

Grand Cayman
9.8 out of 10, Exceptional, (18)
"We had a fantastic time at this gorgeous, peaceful property. Highly, highly recommend!"
United States
Amy W.
So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling

ONE OF A KIND PROPERTY! Breathtaking Views, Ocean Breezes, Huge Dock, Peaceful

Georgetown
9.8 out of 10, Exceptional, (206)
"Wonderful location that is well taken care of and full things to do. Equally a fun place for both the adventurous and the not so adventurous. "
United States
Anna T.
ONE OF A KIND PROPERTY! Breathtaking Views, Ocean Breezes, Huge Dock, Peaceful

Casa Parcha

3.5 star property
Naguabo
10.0 out of 10, Exceptional, (31)
"Very nice place to stay."
United States
Alaska
The price is NZ$350
includes taxes & fees
10 Nov - 11 Nov
Casa Parcha

Cozy house steps from the beach in Boca Catalina Aruba. Modern and Spacious.

Malmok
10.0 out of 10, Exceptional, (70)
"Loved the beautiful home ,location ,and easiness of renting.Perfect!"
United States
Dee C.
Cozy house steps from the beach in Boca Catalina Aruba. Modern and Spacious.

Diamante 15

3.0 star property
Malmok
10.0 out of 10, Exceptional, (3)
"A casa é muito boa, tem tudo o que precisamos, limpinha, nos atendeu super bem! O condomínio é seguro, não muito longe da praia, tem piscina, academia e restaurante. Gostei muito do local e dou nota 10!"
Brazil
THAIS
Diamante 15

Luxurious and Beautiful Isla Verde Beach house with private pool

Isla Verde
9.8 out of 10, Exceptional, (62)
"Had a wonderful stay at Villa Catalina. The house was perfect for our party of 13. We made good use of the pool and nearby beach each day. The house was well appointed and the property manager was very helpful."
United States
Anonymous traveller
Luxurious and Beautiful Isla Verde Beach house with private pool

CIESTA SANDS- Beachfront Luxury, Top Beach, 4 bedrooms w private bath, Pool

Moore Hill
10.0 out of 10, Exceptional, (32)
"The house was perfect. Great views and fully stocked with things to keep the kids busy."
United States
Sarah H.
CIESTA SANDS- Beachfront Luxury, Top Beach, 4 bedrooms w private bath, Pool

Starfish House, Great Exuma - Great for 4 couples or 2 families.

Exuma
10.0 out of 10, Exceptional, (40)
"We loved this house, amenities , and location! Great stay with 8 people!"
United States
Katie B.
Starfish House, Great Exuma - Great for 4 couples or 2 families.

"The hidden Gem of PR" Seaside in Patillas, PR. Steps from the Beach.

Guardarraya
9.0 out of 10, Wonderful, (2)
"The house was very nice and comfortable. There was plenty of room for all of us and the ocean out back was wonderful. We could always hear the ocean. There were some things that would have made our stay more pleasant that are easy to correct. There were no garbage bags available for the garbage pail in the kitchen, we really needed more towels, soap and shampoo in the bathrooms should have been available, and more toilet paper. In addition, there really needs to be a TV in a common area. ...
United States
Mikki G.
"The hidden Gem of PR" Seaside in Patillas, PR. Steps from the Beach.

Cliffside house with stunning sea view w/ private pool 10 min walk to the beach!

Barbados
9.6 out of 10, Exceptional, (80)
"We never got tired of the view! Loved waking up to the ocean and coming back each night to unwind listening to the waves. The pool and outdoor shower were definite bonuses. David was a great host, meeting us at the airport and showing around the property, thanks for sharing your slice of paradise."
Canada
Adele B.
Cliffside house with stunning sea view w/ private pool 10 min walk to the 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 Hotel Reviews

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Caribbean Holiday Homes information

Number of reviews
888
Accommodation
13433 Holiday Homes
Lowest Price
NZ$245
Highest Price
NZ$462

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