Holiday Homes in Caribbean

Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 June - 21 June

Top Cities in Caribbean

Holiday HomesHoliday Homes

San Juan

San Juan
Bayahibe Beach featuring general coastal views
Holiday HomesHoliday Homes

Punta Cana

Punta Cana

Our top choices for Caribbean holiday homes

Outdoor dining

Holiday Home in Old San Juan

150 Sol by Stay with Bear
3.0 star property
8.4 out of 10, Very good, (29 reviews)
"Clean room, convenient location, would stay again."
United States
brian
The price is AU$225
includes taxes & fees
11 Mar - 12 Mar
150 Sol by Stay with Bear
Apartment, 3 Bedrooms, City View

Holiday Home in Santurce

1120 Vieques by Stay with Bear
3.5 star property
9.4 out of 10, Exceptional, (98 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

Holiday Home in Christiansted Historic District

Sugar Apple Bed & Breakfast
3.5 star property
9.2 out of 10, Wonderful, (73 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

Holiday Home in Ramón Santana

Playa Nueva Romana
3.5 star property
8.8 out of 10, Excellent, (35 reviews)
"A little more of cleaning "
Mexico
Francisco
Playa Nueva Romana
Terrace/patio

Holiday Home in Naguabo

Casa Parcha
3.5 star property
10.0 out of 10, Exceptional, (37 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 AU$252
includes taxes & fees
25 Feb - 26 Feb
Casa Parcha
Balcony view

Holiday Home in Rincon

The Beach Pad
3.0 star property
9.8 out of 10, Exceptional, (63 reviews)
"The thoughtfulness and attention to detail and excellent location."
United States
Lisandra
The Beach Pad
Comfort House, 2 Bedrooms | Terrace/patio

Holiday Home in Discovery Bay

Villa Serenity by the water
3.5 star property
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 AU$463
includes taxes & fees
14 Mar - 15 Mar
Villa Serenity by the water
Property grounds

Holiday Home in governors harbour

Sea Shanty - Ocean view, Private pool, Walk to Beach, Prime Central Location.
10.0 out of 10, Exceptional, (130 reviews)
"Jethro is a great host, and the cottage was perfect for us. "
United States
Laura F.
The price is AU$434
includes taxes & fees
25 Feb - 26 Feb
Sea Shanty - Ocean view, Private pool, Walk to Beach, Prime Central Location.
Property grounds

Holiday Home in Charlotte Amalie

Gordon's Island Art Loft
9.8 out of 10, Exceptional, (41 reviews)
"The location is a bit rough to get to with the roads, but overall, the place is beautiful with a gorgeous view."
United States
Porsha D.
Gordon's Island Art Loft
Property grounds

Holiday Home in Elbow Cay

Charming “Poker Face” has Phenomenal Views & Dock
10.0 out of 10, Exceptional, (56 reviews)
"We had a wonderful stay at Poker Face! The house was clean and had amazing views. We loved the porch over looking the water. The owner and caretaker were great to work with. We HIGHLY recommend this rental!"
United States
Walt S.
Charming “Poker Face” has Phenomenal Views & Dock
Outdoor pool, a heated pool

Holiday Home in Utuado

La Posada Mountain Retreat - Exceptionally Stunning Views
9.8 out of 10, Exceptional, (82 reviews)
"Excelente "
United States
Amed
La Posada Mountain Retreat - Exceptionally Stunning Views
Pool

Holiday Home in Exuma

Ocean Front Property With Pool. - George Town
9.2 out of 10, Wonderful, (35 reviews)
"Phenomenal location, beautiful view!!!!! Having paddleboards and kayaks was fantastic- such a neat location with the sand bars right off the shoreline. Highly recommended house and location! "
United States
William C.
Ocean Front Property With Pool. - George Town
On the beach, beach towels

Holiday Home in Cable Beach

4-bedroom House with private Pool - walking distance to Baha Mar and Beach
9.2 out of 10, Wonderful, (13 reviews)
"Lovely few days break."
United Kingdom
Glynn H.
The price is AU$1,805
includes taxes & fees
27 Mar - 28 Mar
4-bedroom House with private Pool - walking distance to Baha Mar and Beach
Terrace/patio

Holiday Home in Smith Bay

Sophisticated Beach Condo-Ocean View-Sapphire
9.0 out of 10, Wonderful, (36 reviews)
"Me and my gf’s loved staying here! Best part was having close beach access! "
United States
Maria
The price is AU$421
includes taxes & fees
3 Mar - 4 Mar
Sophisticated Beach Condo-Ocean View-Sapphire
Property grounds

Holiday Home in Barranquitas

Charming house, stunning views in brilliant Barranquitas with AC, WiFi, Parking
9.8 out of 10, Exceptional, (20 reviews)
"This was a very beautiful home the view was perfect "
United States
Dominique
Charming house, stunning views in brilliant Barranquitas with AC, WiFi, Parking
Exterior detail

Holiday Home in Mariano Colon

The charming 11 minutes from the baths of Coamo. To feel at home!!!
9.2 out of 10, Wonderful, (11 reviews)
"This house was beautiful and felt like a home away from home. My family and I were extremely comfortable and enjoyed staying here. "
United States
Je B.
The charming 11 minutes from the baths of Coamo. To feel at home!!!
Outdoor dining

Holiday Home in Mata de Plátano

PLAYA AZUL1 2ND FLOOR BEACHFRONT LUX DESIGNER CONDO.
9.8 out of 10, Exceptional, (44 reviews)
"Overall a great stay! Cleanliness was great and location was very convenient. "
United States
Samantha W.
PLAYA AZUL1 2ND FLOOR BEACHFRONT LUX DESIGNER CONDO.
Luxury Townhome, Villa 232D | Living area

Holiday Home in Jolly Harbour

Blue Luxury Properties
4.0 star property
Blue Luxury Properties
5 bedrooms, in-room safe, iron/ironing board, travel cot

Holiday Home in Exuma

The Sandbar Luxury Oceanfront Home, 5 Bedroom 5 Bath, Infinity Pool/Hot Tub
10.0 out of 10, Exceptional, (121 reviews)
"Spectacular views, amazing outdoor living area and sunbathing area options, beautiful infinity pool and spotlessly clean hot tub. Loved this vacation."
United States
Nancy K.
The Sandbar Luxury Oceanfront Home, 5 Bedroom 5 Bath, Infinity Pool/Hot Tub
Property grounds

Holiday Home in Aguada

Casa Del Mar Beachfront House on quiet beach, surf out front, tidepools for kids
10.0 out of 10, Exceptional, (72 reviews)
"BRIAN was an excellent host, very responsive and a wealth of knowledge regarding activities. We will be back. This is our new favorite place on the beach in Aguada."
United States
William H.
Casa Del Mar Beachfront House on quiet beach, surf out front, tidepools for kids
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

Comfort Suites Paradise Island

Comfort Suites Paradise Island

10/10 Excellent
"The staff was always friendly. Darrens especially had the biggest smiles and was always asking what adventure we'd gone in that day"
Erin 3-night trip
Posted 10 hours ago
Comfort Suites Paradise Island

Find out more about Caribbean

Caribbean Holiday Homes information

Number of reviews
988
Accommodation
13683 Holiday Homes
Lowest Price
AU$225
Highest Price
AU$1,805