A tropical beach with clear turquoise waters, lush green hills, and a small red building on a hill.

Vacation Homes in Caribbean

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Our top choices for Caribbean vacation homes

1120 Vieques by Stay with Bear

1120 Vieques by Stay with Bear
3.5 star property
Santurce
9.2 out of 10, Wonderful, (144 reviews)
"This was a great place to stay at."
United States
Jocelyn
The price is AED 407
AED 443 total
includes taxes & fees
26 Jul - 27 Jul
1120 Vieques by Stay with Bear

The Suite Life

The Suite Life
4.0 star property
Rokers Point
7.6 out of 10, Good, (15 reviews)
"The view and easy access to the beach was the highlight. The property manager was very accomodating. "
United States
Antonia
The price is AED 1,074
AED 1,667 total
includes taxes & fees
27 Jun - 28 Jun
The Suite Life

Alto Vista Hills

Alto Vista Hills
3.5 star property
Noord
8.8 out of 10, Excellent, (6 reviews)
"Underwhelming compare to the pictures. "
Canada
Abuk
The price is AED 338
AED 758 total
includes taxes & fees
27 Jun - 28 Jun
Alto Vista Hills

COZY SEASIDE 2 BED/2 BATH COTTAGE IN ALICE TOWN, BIMINI, BAHAMAS

COZY SEASIDE 2 BED/2 BATH COTTAGE IN ALICE TOWN, BIMINI, BAHAMAS
Alice Town
10.0 out of 10, Exceptional, (81 reviews)
"This house is the prettiest on the entire island and directly in front of the prettiest spot on the beach. We loved it!"
Canada
lisa w.
COZY SEASIDE 2 BED/2 BATH COTTAGE IN ALICE TOWN, BIMINI, BAHAMAS

Salt Box: an Enchanting Historical Property with a Pool

Salt Box: an Enchanting Historical Property with a Pool
Dunmore
10.0 out of 10, Exceptional, (100 reviews)
"Host was very welcoming and the home was just so full of character and the yard was spectacular. "
United States
Sarah S.
Salt Box: an Enchanting Historical Property with a Pool

Mampoo Hill-- a Beachfront House 60 feet from the Ocean with optional Jeep

Mampoo Hill-- a Beachfront House 60 feet from the Ocean with optional Jeep
St. John
10.0 out of 10, Exceptional, (113 reviews)
"It is a very beautiful, well furnished and comfortable house, with gorgeous views and a short path to a secluded cove. We really enjoyed our stay - just lovely. "
United States
Maja L.
Mampoo Hill-- a Beachfront House 60 feet from the Ocean with optional Jeep

Gorgeous View, Beach Access, Swimming Pool, Kayaks, Quiet Privacy - the East End

Gorgeous View, Beach Access, Swimming Pool, Kayaks, Quiet Privacy - the East End
St. John
9.6 out of 10, Exceptional, (119 reviews)
"Clean, fully equipped kitchen, all u need for beach trips, pool was wonderful!! Absolutely the best place!!!"
United States
Lori J.
Gorgeous View, Beach Access, Swimming Pool, Kayaks, Quiet Privacy - the East End

Luxurious And Beautiful Isla Verde Beach House with pool (SEE VIDEO)

Luxurious And Beautiful Isla Verde Beach House with pool (SEE VIDEO)
Isla Verde
9.4 out of 10, Exceptional, (122 reviews)
"There were 10 of us who went, and we had an amazing time. The location was great and it was so nice to have beach chairs there to walk to the beach."
United States
Tiffany M.
Luxurious And Beautiful Isla Verde Beach House with pool (SEE VIDEO)

OCEAN FRONT HOME WITH POOL,DOCK-STEPS TO MORIAH NATIONAL PARK

OCEAN FRONT HOME WITH POOL,DOCK-STEPS TO MORIAH NATIONAL PARK
Hartswell
10.0 out of 10, Exceptional, (65 reviews)
"Communication was the easiest with Jack, quick replies and so much helpful information about island, excursions etc. This was our second home we stayed at with Jack and as always the experience is always the best! Place was clean, offered everything that made our stay comfortable and enjoyable."
United States
Arsi C.
OCEAN FRONT HOME WITH POOL,DOCK-STEPS TO MORIAH NATIONAL PARK

Oceanfront Paradise in Exuma: Pool, Kayaks & Stunning Views Await You!

Oceanfront Paradise in Exuma: Pool, Kayaks & Stunning Views Await You!
Ramsey
10.0 out of 10, Exceptional, (145 reviews)
"The location on the island and the views were amazing. The house was spotless when we checked in and was fully stocked with everything you need for a Beach House!"
United States
Glen M.
Oceanfront Paradise in Exuma: Pool, Kayaks & Stunning Views Await You!

Steps away from the beach, this fully stocked house is perfect for your group!!!

Steps away from the beach, this fully stocked house is perfect for your group!!!
Santurce
9.8 out of 10, Exceptional, (261 reviews)
"House was very clean. Spacious rooms. And everything you need in one space. Pool was lovely and it was easy access to the beach. Would definitely come back! "
United States
Kristin L.
Steps away from the beach, this fully stocked house is perfect for your group!!!

OCEAN VIEW VILLA WITH PRIVATE POOL, STEPS FROM SECLUDED BEACH, GATED COMMUNITY!

OCEAN VIEW VILLA WITH PRIVATE POOL, STEPS FROM SECLUDED BEACH, GATED COMMUNITY!
Yabucoa
10.0 out of 10, Exceptional, (167 reviews)
"Awesome location, beautiful pool and home. Close to many places to eat and get supplies. Would stay again. "
United States
Ed H.
OCEAN VIEW VILLA WITH PRIVATE POOL, STEPS FROM SECLUDED BEACH, GATED COMMUNITY!

Cara Mia beautiful 3 king BR, 3.5 bath, whole house generator views private pool

Cara Mia beautiful 3 king BR, 3.5 bath, whole house generator views private pool
Point Rendezvous
10.0 out of 10, Exceptional, (78 reviews)
"Great stay! Everything down to beach bags and reef safe sunscreen. Beautiful views, close to town. We loved our time here and didn't want to leave."
United States
Missy R.
Cara Mia beautiful 3 king BR, 3.5 bath, whole house generator views private pool

Lakeside Casita+private pool+Grill+ 1.min to beach

Lakeside Casita+private pool+Grill+ 1.min to beach
Punta Santiago, Humacao, Puerto Rico
9.8 out of 10, Exceptional, (40 reviews)
"Our 4th stay & its very convenient for us bc we have little kids and they have the pool its also in the same area as our family that lives there & the hosts are great! Cant wait for our next stay"
United States
Rita D.
Lakeside Casita+private pool+Grill+ 1.min to beach

Paradise! Private Beachfront Home w/ Pool & Beach WiFi!

Paradise! Private Beachfront Home w/ Pool & Beach WiFi!
George Town
10.0 out of 10, Exceptional, (239 reviews)
"A beautiful and unique property on Exuma. "
Canada
Cameron G.
Paradise! Private Beachfront Home w/ Pool & Beach WiFi!

Villa Oceania: 5-Star Oceanfront 5BR Luxury Villa with Infinity Pool

Villa Oceania: 5-Star Oceanfront 5BR Luxury Villa with Infinity Pool
Moss Town
10.0 out of 10, Exceptional, (117 reviews)
Villa Oceania: 5-Star Oceanfront 5BR Luxury Villa with Infinity Pool

Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!

Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!
St John
9.4 out of 10, Exceptional, (36 reviews)
"We had a wonderful stay at this villa. The ocean view is absolutely beautiful, especially from the pool area. The villa was very clean, comfortable. It needs some updates but the view was The location is also very convenient — close to Starfish Market for groceries and on the same plaza you can enjoy the best coffee at Giovanni’s. A perfect place to relax and enjoy the island. We would happily stay here again!"
United States
Aneta S.
Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!

Blue House Joyuda

Blue House Joyuda
3.5 star property
Cabo Rojo
9.4 out of 10, Exceptional, (42 reviews)
"Great experience, very pet friendly!"
United States
John
The price is AED 479
AED 513 total
includes taxes & fees
28 Jun - 29 Jun
Blue House Joyuda

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, (54 reviews)
"Clean and comfy."
United States
Rudy
The price is AED 547
AED 704 total
includes taxes & fees
12 Jul - 13 Jul
150 Sol by Stay with Bear

NÔA curacao

NÔA curacao
4.0 star property
Saliña
9.8 out of 10, Exceptional, (6 reviews)
"Beds were comfortable, a lot of kitchen utensils so cooking was easy there. Great location. Nice outdoor sitting area. You don't have a lot of privacy though."
United States
Stephanie
NÔA curacao
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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