Holiday Homes in Caribbean

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Top Cities in Caribbean

Featured Holiday Homes in Caribbean

150 Sol by Stay with Bear

3.0 star property
Old San Juan
8.8 out of 10, Excellent, (6)
"Great experience, on point customer service, will definitely recommend!!"
United States
Efrain
The price is AU$197
includes taxes & fees
23 Dec - 24 Dec
150 Sol by Stay with Bear

1120 Vieques by Stay with Bear

3.5 star property
Santurce
9.6 out of 10, Exceptional, (67)
"Parking was easy and secure, very cliean room, outstanding customer service."
United States
Manuel
1120 Vieques by Stay with Bear

Sugar Apple Bed & Breakfast

3.5 star property
Christiansted Historic District
9.4 out of 10, Exceptional, (65)
"Very nice cozy place. Excellent to have some rest and enjoy the island."
United States
Joann
Sugar Apple Bed & Breakfast

Playa Nueva Romana

3.5 star property
Ramón Santana
9.0 out of 10, Wonderful, (29)
"I enjoyed the privacy, kindness of people around and overall the calm culture. "
United States
Laura
Playa Nueva Romana

Casa Parcha

3.5 star property
Naguabo
10.0 out of 10, Exceptional, (32)
"Loved the scenery and the bed was ver comfortable. Quick response was awesome as well. Will definitely come back. "
United States
Aurora
The price is AU$276
includes taxes & fees
30 Nov - 1 Dec
Casa Parcha

The Beach Pad

3.0 star property
Rincon
9.8 out of 10, Exceptional, (59)
"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

Villa Serenity by the water

3.5 star property
Discovery Bay
8.6 out of 10, Excellent, (31)
"The room was very clean, spacious and the staff Sherlett was amazing and helped out whenever needed and responded quickly. Even with some construction going on the room was very peaceful I will definitely stay again "
United States
alondra
The price is AU$382
includes taxes & fees
7 Dec - 8 Dec
Villa Serenity by the water

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

governors harbour
10.0 out of 10, Exceptional, (123)
"This was our second time staying at Sea Shanty. The home is in a great location and has everything we need for our stay. "
United States
Stephanie B.
The price is AU$474
includes taxes & fees
28 Nov - 29 Nov
Sea Shanty - Ocean view, Private pool, Walk to Beach, Prime Central Location.

Gordon's Island Art Loft

Charlotte Amalie
9.6 out of 10, Exceptional, (37)
"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

Elbow Cay
10.0 out of 10, Exceptional, (53)
"4th time staying, Owners and Jack the caretaker are amazing! The house is the nicest on the island."
United States
Payton P.
Charming “Poker Face” has Phenomenal Views & Dock

La Posada Mountain Retreat - Exceptionally Stunning Views

Utuado
10.0 out of 10, Exceptional, (76)
"Jose and Christine go above and beyond for the comfort of their guests. You feel 100% at home every time. We only had 4 days this time, but we thoroughly enjoyed every second. It’s a climb to the top of the mountain, to the house, but worth it. "
United States
Kelly D.
La Posada Mountain Retreat - Exceptionally Stunning Views

Ocean Front Property With Pool. - George Town

Exuma
9.6 out of 10, Exceptional, (32)
"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

Cable Beach
9.4 out of 10, Exceptional, (9)
"The house was wonderful. And the owners were super nice. It was a wonderful week away. "
United States
Namrta S.
4-bedroom House with private Pool - walking distance to Baha Mar and Beach

Sophisticated Beach Condo-Ocean View-Sapphire

Smith Bay
9.0 out of 10, Wonderful, (31)
"Me and my gf’s loved staying here! Best part was having close beach access! "
United States
Maria
The price is AU$471
includes taxes & fees
9 Dec - 10 Dec
Sophisticated Beach Condo-Ocean View-Sapphire

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

2.0 star property
Barranquitas
10.0 out of 10, Exceptional, (13)
"Our stay at this place exceeded expectations. The house was perfect. The views were amazing. "
United States
Erin S.
Charming house, stunning views in brilliant Barranquitas with AC, WiFi, Parking

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

Mariano Colon
9.2 out of 10, Wonderful, (11)
"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.

Mata de Plátano
9.8 out of 10, Exceptional, (42)
"Great location. Great views. Beautiful beach. Great communication with host. A for the whole vacation. "
United States
Brent R.
PLAYA AZUL1 2ND FLOOR BEACHFRONT LUX DESIGNER CONDO.

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

Exuma
10.0 out of 10, Exceptional, (117)
"Incredible modern home! Will most certainly be back! Great hosts and great location! "
United States
lauren h.
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

Aguada
10.0 out of 10, Exceptional, (67)
"We loved our stay at Casa Del Mar! Clean, super comfortable, and equipped with everything we needed. The beach was amazing and we often had it to ourselves. Since we were there I'm the July heat, we were grateful for the AC. Highly recommend! Perfect accommodations for our family vacation."
United States
Heidi W.
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 Holiday Homes information

Number of reviews
893
Accommodation
13433 Holiday Homes
Lowest Price
AU$197
Highest Price
AU$474