Vacation Homes in Caribbean

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Our top choices for Caribbean holiday homes

150 Sol by Stay with Bear

150 Sol by Stay with Bear
3.0 star property
Old San Juan
8.2 out of 10, Very good, (25 reviews)
"Clean room, convenient location, would stay again."
United States
brian
The price is HK$930
HK$1,196 total
includes taxes & fees
12 Mar - 13 Mar
150 Sol by Stay with Bear

1120 Vieques by Stay with Bear

1120 Vieques by Stay with Bear
3.5 star property
Santurce
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

Sugar Apple Bed & Breakfast

Sugar Apple Bed & Breakfast
3.5 star property
Christiansted Historic District
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

Playa Nueva Romana

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

Casa Parcha

Casa Parcha
3.5 star property
Naguabo
10.0 out of 10, Exceptional, (36 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 HK$1,196
HK$1,397 total
includes taxes & fees
23 Feb - 24 Feb
Casa Parcha

The Beach Pad

The Beach Pad
3.0 star property
Rincon
9.8 out of 10, Exceptional, (63 reviews)
"The thoughtfulness and attention to detail and excellent location."
United States
Lisandra
The Beach Pad

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 HK$1,582
HK$2,563 total
includes taxes & fees
4 Mar - 5 Mar
Villa Serenity by the water

Sea Shanty - Ocean view, Private pool, Walk to Beach, Prime Central Location.

Sea Shanty - Ocean view, Private pool, Walk to Beach, Prime Central Location.
governors harbour
10.0 out of 10, Exceptional, (129 reviews)
"Jethro is a great host, and the cottage was perfect for us. "
United States
Laura F.
The price is HK$1,524
HK$2,368 total
includes taxes & fees
27 Feb - 28 Feb
Sea Shanty - Ocean view, Private pool, Walk to Beach, Prime Central Location.

Gordon's Island Art Loft

Gordon's Island Art Loft
Charlotte Amalie
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

Charming “Poker Face” has Phenomenal Views & Dock

Charming “Poker Face” has Phenomenal Views & Dock
Elbow Cay
10.0 out of 10, Exceptional, (55 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

La Posada Mountain Retreat - Exceptionally Stunning Views

La Posada Mountain Retreat - Exceptionally Stunning Views
Utuado
9.8 out of 10, Exceptional, (81 reviews)
"Excelente "
United States
Amed
La Posada Mountain Retreat - Exceptionally Stunning Views

Ocean Front Property With Pool. - George Town

Ocean Front Property With Pool. - George Town
Exuma
9.4 out of 10, Exceptional, (34 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

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

4-bedroom House with private Pool - walking distance to Baha Mar and Beach
Cable Beach
9.2 out of 10, Wonderful, (13 reviews)
"Lovely few days break."
United Kingdom
Glynn H.
4-bedroom House with private Pool - walking distance to Baha Mar and Beach

Sophisticated Beach Condo-Ocean View-Sapphire

Sophisticated Beach Condo-Ocean View-Sapphire
Smith Bay
9.0 out of 10, Wonderful, (35 reviews)
"Me and my gf’s loved staying here! Best part was having close beach access! "
United States
Maria
The price is HK$1,255
HK$2,388 total
includes taxes & fees
3 Mar - 4 Mar
Sophisticated Beach Condo-Ocean View-Sapphire

Charming house, stunning views in brilliant Barranquitas with AC, WiFi, Parking

Charming house, stunning views in brilliant Barranquitas with AC, WiFi, Parking
Barranquitas
9.8 out of 10, Exceptional, (19 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

The charming 11 minutes from the baths of Coamo. To feel at home!!!

The charming 11 minutes from the baths of Coamo. To feel at home!!!
Mariano Colon
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!!!

PLAYA AZUL1 2ND FLOOR BEACHFRONT LUX DESIGNER CONDO.

PLAYA AZUL1 2ND FLOOR BEACHFRONT LUX DESIGNER CONDO.
Mata de Plátano
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.

Blue Luxury Properties

Blue Luxury Properties
4.0 star property
Jolly Harbour
Blue Luxury Properties

The Sandbar Luxury Oceanfront Home, 5 Bedroom 5 Bath, Infinity Pool/Hot Tub

The Sandbar Luxury Oceanfront Home, 5 Bedroom 5 Bath, Infinity Pool/Hot Tub
Exuma
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

Casa Del Mar Beachfront House on quiet beach, surf out front, tidepools for kids

Casa Del Mar Beachfront House on quiet beach, surf out front, tidepools for kids
Aguada
10.0 out of 10, Exceptional, (71 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

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Caribbean Vacation Homes information

Number of reviews
813
Accommodation
13683 Vacation Homes
Lowest Price
HK$1,196
Highest Price
HK$2,563