Vacation Homes in Caribbean

Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Top Cities in Caribbean

Dominican Republic which includes a sunset and general coastal views
Vacation HomesVacation Homes

Santo Domingo

Santo Domingo
Bayahibe Beach which includes general coastal views
Vacation HomesVacation Homes

Punta Cana

Punta Cana

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
8.2 out of 10, Very good, (25 reviews)
"Clean room, convenient location, would stay again."
United States
brian
The price is HK$875
HK$1,126 total
includes taxes & fees
12 Mar - 13 Mar
150 Sol by Stay with Bear
Hypo-allergenic bedding, individually decorated, individually furnished

1120 Vieques by Stay with Bear

1120 Vieques by Stay with Bear
3.5 star property
Santurce
9.4 out of 10, Exceptional, (96 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, (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
Terrace/patio

Playa Nueva Romana

Playa Nueva Romana
3.5 star property
Ramón Santana
8.8 out of 10, Excellent, (33 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 HK$1,329
HK$1,539 total
includes taxes & fees
19 Feb - 20 Feb
Casa Parcha
Balcony view

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
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 HK$1,244
HK$2,183 total
includes taxes & fees
22 Feb - 23 Feb
Villa Serenity by the water
Property grounds

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, (128 reviews)
"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 HK$1,372
HK$2,200 total
includes taxes & fees
21 Feb - 22 Feb
Sea Shanty - Ocean view, Private pool, Walk to Beach, Prime Central Location.
Property grounds

Gordon's Island Art Loft

Gordon's Island Art Loft
Charlotte Amalie
9.6 out of 10, Exceptional, (40 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

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
Outdoor pool, a heated pool

La Posada Mountain Retreat - Exceptionally Stunning Views

La Posada Mountain Retreat - Exceptionally Stunning Views
Utuado
9.8 out of 10, Exceptional, (80 reviews)
"Excelente "
United States
Amed
La Posada Mountain Retreat - Exceptionally Stunning Views
Pool

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
On the beach, beach towels

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
Terrace/patio

Sophisticated Beach Condo-Ocean View-Sapphire

Sophisticated Beach Condo-Ocean View-Sapphire
Smith Bay
9.0 out of 10, Wonderful, (34 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$2,397 total
includes taxes & fees
25 Feb - 26 Feb
Sophisticated Beach Condo-Ocean View-Sapphire
Property grounds

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, (17 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

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!!!
Outdoor dining

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.
Living area

Blue Luxury Properties

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

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
Property grounds

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)
"We loved this house. Right on the beach, we had the constant sound of waves and the chattering of birds outside. The house and kitchen were fully stocked. Having a washer and dryer was so helpful. It was a really comfortable house and we truly could have stayed there forever. Helpful and friendly hosts. Would absolutely return, thank you!"
United States
Dahlia M.
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

Boutique Hotel Palacio

Boutique Hotel Palacio

10/10 Excellent
"Clean rooms, very friendly staff. "
Michael 5-night trip
Posted 18 hours ago
Boutique Hotel Palacio

Find out more about Caribbean

Caribbean Vacation Homes information

Number of reviews
997
Accommodation
13683 Vacation Homes
Lowest Price
HK$1,126
Highest Price
HK$2,397