Holiday Homes in Caribbean

Compare and save

Check prices for these dates

In two weeks
13 Feb - 15 Feb
In two months
27 Mar - 29 Mar
In three months
24 Apr - 26 Apr
In four months
22 May - 24 May

Our top choices for Caribbean holiday homes

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, (19 reviews)
"Clean room, convenient location, would stay again."
United States
brian
The price is Rp2.551.472
Rp3.281.703 total
includes taxes & fees
5 Feb - 6 Feb
150 Sol by Stay with Bear
Apartment, 3 Bedrooms, City View | Hypo-allergenic bedding, individually decorated, individually furnished

1120 Vieques by Stay with Bear

1120 Vieques by Stay with Bear
3.5 star property
Santurce
9.6 out of 10, Exceptional, (92 reviews)
"The clean rooms, the staff and the location were great for this mini vacation."
United States
Daisy
1120 Vieques by Stay with Bear
Exterior

Sugar Apple Bed & Breakfast

Sugar Apple Bed & Breakfast
3.5 star property
Christiansted Historic District
9.2 out of 10, Wonderful, (71 reviews)
"Room was clean and felt fresh. The contactless entry was fantastic. The breakfast was good. (Same things daily) Staff was friendly. We loved the tortoise farm! "
United States
Andrew
Sugar Apple Bed & Breakfast
Premium Apartment, 2 Bedrooms | Terrace/patio

Playa Nueva Romana

Playa Nueva Romana
3.5 star property
Ramón Santana
8.8 out of 10, Excellent, (32 reviews)
"Room size and location. "
United States
Hipolito
Playa Nueva Romana
Terrace/patio

Casa Parcha

Casa Parcha
3.5 star property
Naguabo
10.0 out of 10, Exceptional, (35 reviews)
"Casa Parcha was amazing! Clean, comfortable and unforgettable. Do not pass this place up, and book more than one night! "
United States
Traci
The price is Rp2.421.097
Rp2.841.899 total
includes taxes & fees
8 Feb - 9 Feb
Casa Parcha
Balcony view

The Beach Pad

The Beach Pad
3.0 star property
Rincon
9.8 out of 10, Exceptional, (62 reviews)
"I had the best night sleep that I haven’t had for a really long time! Owner communicated well. Would definitely recommend 🙌"
United States
Evelyn
The Beach Pad
Comfort House, 2 Bedrooms | Terrace/patio

Villa Serenity by the water

Villa Serenity by the water
3.5 star property
Discovery Bay
8.6 out of 10, Excellent, (33 reviews)
"I stayed at this villa to celebrate my birthday, and it was an absolutely wonderful experience. The hosts were amazing so welcoming, attentive, and kind. I will definitely be booking again. The room was incredibly spacious and comfortable, but the bathroom was my favorite part. It was large, beautifully designed, and aesthetically pleasing. Everything about the stay was lovely, and I truly loved every moment. I can’t wait to book again!"
United States
Rebecca
The price is Rp2.665.904
Rp4.680.078 total
includes taxes & fees
2 Feb - 3 Feb
Villa Serenity by the water
Luxury Townhome, Villa 232D | Living area | Smart TV

Blue Luxury Properties

Blue Luxury Properties
4.0 star property
Jolly Harbour
Blue Luxury Properties
Property amenity

Montones Beach Apartment C-3

Montones Beach Apartment C-3
3.0 star property
Jobos
8.2 out of 10, Very good, (52 reviews)
"Very comfortable 😁 and close to the beach love the scenery will come back."
United States
Carlos
The price is Rp1.140.273
Rp3.323.124 total
includes taxes & fees
1 Mar - 2 Mar
Montones Beach Apartment C-3
Interior

Treasure Manor

Treasure Manor
3.0 star property
Ocho Rios
2.0 out of 10, (1 review)
"This property was a scam and expedia was of no assistance in helping me get my money back. From before I reached Jamaica I contacted expedia to let them know I was unable to get in contact with the property. I did not have access to the property and yet expedia sees no issue with taking my money to give to these scammers."
United States
Raquelle
Treasure Manor
Exterior

Eagle Vacation Home

Eagle Vacation Home
4.0 star property
Oranjestad
9.6 out of 10, Exceptional, (11 reviews)
"Nice quiet area easy walk to beach"
United States
teresa
Eagle Vacation Home
Property grounds

Ocean Paradise

Ocean Paradise
4.0 star property
North Side
9.6 out of 10, Exceptional, (38 reviews)
"Wonderful property! We enjoyed our stay very much! "
United States
Ashley
Ocean Paradise
Premium Chalet, 1 Queen Bed with Sofa bed, Kitchen, Ground Floor | Living area | LCD TV

Blue House Joyuda

Blue House Joyuda
3.5 star property
Cabo Rojo
9.4 out of 10, Exceptional, (33 reviews)
"Raul and his staff Laura were excellent. They make us feel like home. The pool was neat and clean, refreshing. Highly recommend and the beach and market are pretty close. "
United States
Edwin
The price is Rp2.020.653
Rp2.162.065 total
includes taxes & fees
2 Feb - 3 Feb
Blue House Joyuda
Terrace/patio

Cottages du Lagon

Cottages du Lagon
Saint-François
10.0 out of 10, Exceptional, (2 reviews)
"Un lieu superbe et tranquille, un jardin fleuri très bien entretenu et une belle piscine lagon . Des bungalows confortables, bien entretenus (comme neufs). Très bon accueil d’Estelle et son mari qui s’occupent de la maintenance du lieu. Nous reviendrons avec plaisir lors d’un prochain voyage."
France
Sylvia
Cottages du Lagon
Family House, Garden View | Private kitchen | Full-sized fridge, microwave, oven, stovetop

Phoenix Park Villas Portmore

Phoenix Park Villas Portmore
4.0 star property
Portmore
10.0 out of 10, Exceptional, (5 reviews)
"I will definitely recommend that you stay here is so peaceful security are strictly on point with everything and the comfort of the home is great will be staying back for sure ."
United States
Kimoya
The price is Rp2.563.515
Rp4.237.339 total
includes taxes & fees
1 Feb - 2 Feb
Phoenix Park Villas Portmore
Deluxe Apartment | Living area | 190-cm Smart TV with digital channels

VILLA PHARE CARAIBES

VILLA PHARE CARAIBES
Le Moule
10.0 out of 10, Exceptional, (2 reviews)
"Mycket bra boende. Bra balkong och mycket bra takterrass. Perfekt bemötande av Reg. Gott om plats och bra ac i sovrummen. Stort jalusi, som gjorde att man kunde öppna upp vardagsrummet mot balkongen. STOR tv med möjlighet till Netflix. Bra utrustat kök.Bra parkering. Boendet ligger nära till allt."
Sweden
Roger
VILLA PHARE CARAIBES
Beach

Casa vacacional en Arenales Isabela

Casa vacacional en Arenales Isabela
3.5 star property
Isabela
9.0 out of 10, Wonderful, (48 reviews)
"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 Rp932.583
Rp2.962.116 total
includes taxes & fees
2 Feb - 3 Feb
Casa vacacional en Arenales Isabela
Front of property

The White House TCI Guest House

The White House TCI Guest House
3.5 star property
The Bight
8.0 out of 10, Very good, (9 reviews)
"Very spacious house in good neighborhood,with nice responsive staff/owner. Needed some minor improvements/maintenance items like loose & wobbly kitchen countertop, door hinges, misaligned cabinet drawers and doors. Great plunge pool, but water rather cold due to sun never hitting it. Overall good condition with good stuff."
United States
Natalie
The White House TCI Guest House
Front of property

The Suite Life

The Suite Life
4.0 star property
Rokers Point
7.6 out of 10, Good, (13 reviews)
"The view and easy access to the beach was the highlight. The property manager was very accomodating. "
United States
Antonia
The price is Rp4.909.905
Rp7.619.586 total
includes taxes & fees
1 Mar - 2 Mar
The Suite Life
Traditional Cottage | Terrace/patio

Sunshine Lodge- Your Home Away From Home

Sunshine Lodge- Your Home Away From Home
4.0 star property
Montego Bay
7.4 out of 10, Good, (3 reviews)
"It was beautiful on the inside and had an amazing view of Montego Bay."
United States
AGNES
The price is Rp1.221.439
Rp1.421.410 total
includes taxes & fees
1 Mar - 2 Mar
Sunshine Lodge- Your Home Away From Home
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Caribbean Hotel Reviews

British Colonial - Nassau

British Colonial - Nassau

10/10 Excellent
"Staff had great energy and were both smiley and professional."
Tracy
Posted 11 hours ago
British Colonial - Nassau

Find out more about Caribbean

Caribbean Holiday Homes information

Number of reviews
558
Accommodation
1068 Holiday Homes
Lowest Price
Rp1.421.410
Highest Price
Rp7.619.586