Vacation Homes in Caribbean

Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sept - 20 Sept

Top Cities in Caribbean

Vacation HomesVacation Homes

Punta Cana

Punta Cana
Vacation HomesVacation Homes

Nassau

Nassau

Our top choices for Caribbean holiday homes

Hypo-allergenic bedding, individually decorated, individually furnished

1120 Vieques by Stay with Bear

1120 Vieques by Stay with Bear
3.5 star property
Santurce
9.2 out of 10, Wonderful, (129 reviews)
"Great area..really loved it."
United States
Marilyn
The price is HK$726
HK$792 total
includes taxes & fees
24 Jun - 25 Jun
1120 Vieques by Stay with Bear
Outdoor dining

150 Sol by Stay with Bear

150 Sol by Stay with Bear
3.0 star property
Old San Juan
8.4 out of 10, Very good, (52 reviews)
"Easy check in, clean, and location to everything was perfect "
Canada
Paula
The price is HK$1,042
HK$1,340 total
includes taxes & fees
10 Jun - 11 Jun
150 Sol by Stay with Bear
Front of property

The Suite Life

The Suite Life
4.0 star property
Rokers Point
7.6 out of 10, Good, (14 reviews)
"The view and easy access to the beach was the highlight. The property manager was very accomodating. "
United States
Antonia
The price is HK$2,292
HK$3,556 total
includes taxes & fees
29 May - 30 May
The Suite Life
Terrace/patio

Playa Nueva Romana

Playa Nueva Romana
3.5 star property
Ramón Santana
8.8 out of 10, Excellent, (46 reviews)
"Everything was very clean, and comfortable. Amazing views and quiet space for great vacations. Hosts are very attentive and always willing to solve any inconvenient that could present. I’ll definitely will return. "
United States
Violeta
Playa Nueva Romana
Exterior

Sugar Apple Bed & Breakfast

Sugar Apple Bed & Breakfast
3.5 star property
Christiansted Historic District
9.2 out of 10, Wonderful, (79 reviews)
"Clean room, nice bathroom, comfortable bed"
United States
DEBORAH
Sugar Apple Bed & Breakfast
Interior

3-bedroom house in Coamo with AC on bedroom 1

3-bedroom house in Coamo with AC on bedroom 1
Coamo
8.0 out of 10, Very good, (14 reviews)
"The house was nice ,comfortable and community was quiet and safe. we will be back..."
United States
Kenny R.
The price is HK$509
HK$1,079 total
includes taxes & fees
9 Jun - 10 Jun
3-bedroom house in Coamo with AC on bedroom 1
On the beach, white sand

3 Bedroom Oceanfront Beach House

3 Bedroom Oceanfront Beach House
3.5 star property
Isabela
9.6 out of 10, Exceptional, (35 reviews)
"Very well located, good facilities and excellent communication with host. We’ll definitely come back. "
United States
Julio E Vazquez
3 Bedroom Oceanfront Beach House
Balcony view

The Beach Pad

The Beach Pad
3.0 star property
Rincon
9.8 out of 10, Exceptional, (70 reviews)
"Perfectly situated near beach and restaurants."
United States
Craig
The Beach Pad
Sun-loungers, beach towels

Seascape Townhomes: Your Luxurious Beach Escape Awaits! Opening Special!

Seascape Townhomes: Your Luxurious Beach Escape Awaits! Opening Special!
Grace Bay
10.0 out of 10, Exceptional, (11 reviews)
"First time here. Last minute trip and this place was perfect. "
United States
Herbert
Seascape Townhomes: Your Luxurious Beach Escape Awaits! Opening Special!
On the beach, sun-loungers, beach towels

Little Exuma Home on Tropic of Cancer Beach

Little Exuma Home on Tropic of Cancer Beach
Exuma
10.0 out of 10, Exceptional, (16 reviews)
"Stay was amazing - beach is gorgeous. Host and manager were both very helpful!"
United States
hannah m.
Little Exuma Home on Tropic of Cancer Beach
Smart TV

Villa mares.

Villa mares.
Sabana Abajo
10.0 out of 10, Exceptional, (2 reviews)
"My kids loved the house. We are in our home town and they are asking when are we gonna go back to our new house."
United States
Alice H.
The price is HK$592
HK$1,503 total
includes taxes & fees
29 May - 30 May
Villa mares.
Outdoor dining

Isla Verde Walk To Beach -Bars-Restaurants Near Airport Good for a Stop-N-Go

Isla Verde Walk To Beach -Bars-Restaurants Near Airport Good for a Stop-N-Go
Isla Verde
9.0 out of 10, Wonderful, (42 reviews)
"Was a easy stay, great close airport stay"
United States
Scott
The price is HK$487
HK$1,013 total
includes taxes & fees
3 Jun - 4 Jun
Isla Verde Walk To Beach -Bars-Restaurants Near Airport Good for a Stop-N-Go
Living area

Blue House Joyuda

Blue House Joyuda
3.5 star property
Cabo Rojo
9.4 out of 10, Exceptional, (38 reviews)
"Great experience, very pet friendly!"
United States
John
The price is HK$1,022
HK$1,094 total
includes taxes & fees
2 Jun - 3 Jun
Blue House Joyuda
Outdoor dining

Ocean Front-Great Location

Ocean Front-Great Location
Playa Fortuna
9.8 out of 10, Exceptional, (53 reviews)
"This unit was very nicely laid out and updated. The kitchen and bathrooms were well stocked with lots of essentials. The view from the big balcony was amazing."
United States
Joni
The price is HK$877
HK$1,955 total
includes taxes & fees
20 Jun - 21 Jun
Ocean Front-Great Location
A heated pool

Salt Box: an Enchanting Historical Property with a Pool

Salt Box: an Enchanting Historical Property with a Pool
Dunmore
10.0 out of 10, Exceptional, (97 reviews)
"Great outdoor space! This is our second time staying here and we hope to be back. Also a great location. "
United States
Sarah A.
Salt Box: an Enchanting Historical Property with a Pool
Interior

Luxury House in Old San Juan

Luxury House in Old San Juan
Old San Juan
9.4 out of 10, Exceptional, (40 reviews)
"Yes the host was very friendly and it was a very nice place to stay."
United States
sean m.
The price is HK$3,917
HK$5,937 total
includes taxes & fees
11 Jun - 12 Jun
Luxury House in Old San Juan
Outdoor pool

2bedroom beach front house in soothing Río Grande with AC and salt swimming pool

2bedroom beach front house in soothing Río Grande with AC and salt swimming pool
Zarzal
9.4 out of 10, Exceptional, (8 reviews)
"The house was FANTASTIC! We felt like we were in Paradise every day. And our host Manny went WAY beyond our expectations, introducing us to the house and the amenities, advising us on where to shop and eat. Our introduction stay in Puerto Rico was fantastico! We cant wait to return."
United States
Cindy P.
2bedroom beach front house in soothing Río Grande with AC and salt swimming pool
Outdoor pool

Charming 4-bedroom house with WiFi, AC in delightful Canóvanas.

Charming 4-bedroom house with WiFi, AC in delightful Canóvanas.
Santa Barbara
10.0 out of 10, Exceptional, (4 reviews)
"The house is absolutely gorgeous! We loved everything. Definitely will stay again!"
United States
Dawn K.
Charming 4-bedroom house with WiFi, AC in delightful Canóvanas.
Property grounds

Garden Suite near the Beach and restaurants!

Garden Suite near the Beach and restaurants!
Ucares
10.0 out of 10, Exceptional, (92 reviews)
" Adam was a great host. His place was cozy, clean, and very comfortable—the beds in particular were excellent. He was also very responsive, replying within minutes whenever we had questions. The property is located in a gated community, which made us feel safe at all times of the day. There are plenty of restaurants nearby; Daniel’s Pizza and the bakery across the street quickly became our go-to spots."
United States
AIDA
The price is HK$846
HK$1,489 total
includes taxes & fees
27 May - 28 May
Garden Suite near the Beach and restaurants!
Interior

Enjoy a magnificent experience in Vieques Bioluminescent Bay!

Enjoy a magnificent experience in Vieques Bioluminescent Bay!
Isabel II
9.2 out of 10, Wonderful, (13 reviews)
"Overall nice location"
United States
Julio R.
Enjoy a magnificent experience in Vieques Bioluminescent Bay!
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

Hotel Riu Palace Paradise Island - Adults Only - All Inclusive

Hotel Riu Palace Paradise Island - Adults Only - All Inclusive

10/10 Excellent
"Food was outstanding!! Clean and comfortable rooms and staff very friendly."
Erin Marie 3-night trip
Posted 2 hours ago
Hotel Riu Palace Paradise Island - Adults Only - All Inclusive

Find out more about Caribbean

Caribbean Vacation Homes information

Number of reviews
706
Accommodation
13997 Vacation Homes
Lowest Price
HK$792
Highest Price
HK$5,937