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
9.4 out of 10, Exceptional, (114 reviews)
"Amazing location!"
United States
Christina
1120 Vieques by Stay with Bear

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, (50 reviews)
"Location was center of the city. It was everything we needed for my husband and I. We did not mind the small bedrooms for the price we paid, thought it was very reasonable!"
United States
Jennifer
The price is AED 518
AED 666 total
includes taxes & fees
19 May - 20 May
150 Sol by Stay with Bear

Playa Nueva Romana

Playa Nueva Romana
3.5 star property
Ramón Santana
8.8 out of 10, Excellent, (40 reviews)
"Super stay... Super place"
United States
Kennedy
Playa Nueva Romana

The Suite Life

The Suite Life
4.0 star property
Rokers Point
7.6 out of 10, Good, (14 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 806
AED 1,342 total
includes taxes & fees
27 Apr - 28 Apr
The Suite Life

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

Paradise! Private Beachfront Home w/ Pool & Beach WiFi!
George Town
10.0 out of 10, Exceptional, (232 reviews)
"We just got back two days ago, and I can’t say enough about how amazing this place is. From beginning to end the house is beautiful the view and beach incredible . Communicating with owner from pre trip, during trip and any time we needed something he responded quickly. Our Family can’t wait to go back. Thank You 🙏"
United States
Lisa
Paradise! Private Beachfront Home w/ Pool & Beach WiFi!

Blue House Joyuda

Blue House Joyuda
3.5 star property
Cabo Rojo
9.4 out of 10, Exceptional, (38 reviews)
"Great experience, very pet friendly!"
United States
John
The price is AED 476
AED 509 total
includes taxes & fees
26 Apr - 27 Apr
Blue House Joyuda

Villa Vivace - New Luxurious Seaside Home

Villa Vivace - New Luxurious Seaside Home
Leeward Settlement
10.0 out of 10, Exceptional, (120 reviews)
"Our favor place to stay in turks and caicos can't get enough "
United States
Joe O.
Villa Vivace - New Luxurious Seaside Home

Isla Verde-Beach -Bar -Restaurante Also a cool quick Stop-N-Go Near Airport

Isla Verde-Beach -Bar -Restaurante Also a cool quick Stop-N-Go Near Airport
Isla Verde
9.0 out of 10, Wonderful, (32 reviews)
"Good for our quick stay"
United States
Diana G.
The price is AED 280
AED 570 total
includes taxes & fees
24 Apr - 25 Apr
Isla Verde-Beach -Bar -Restaurante Also a cool quick Stop-N-Go Near Airport

AGA HOUSE TU CASA EN PR 3 CUARTOS, 2 BANOS, PISCINA, TV EN CADA CUARTO.

AGA HOUSE TU CASA EN PR 3 CUARTOS, 2 BANOS, PISCINA, TV EN CADA CUARTO.
Sabana Abajo
10.0 out of 10, Exceptional, (4 reviews)
"The place was very clean and decorated so cute. I loved everything we will definitely be coming back here to stay again. The set up and layout is so nice. "
United States
Shantel
AGA HOUSE TU CASA EN PR 3 CUARTOS, 2 BANOS, PISCINA, TV EN CADA CUARTO.

Villa St Thomas/Luxury Oceanfront/Breathtaking Views/Total Privacy/ By Red Hook

Villa St Thomas/Luxury Oceanfront/Breathtaking Views/Total Privacy/ By Red Hook
St. Thomas
10.0 out of 10, Exceptional, (155 reviews)
"Marty was such a wonderful host. He greeted us and gave us the tour of this beautiful property! He gave us lots of good advice and was always available when I contacted him. The property was so perfect. Our family consisted of 2 couples and 3 grandkids (ages 17, 20 and 24). There was plenty of room to spread out but we mostly met outside at the hot tub and pool whenever we weren’t on excursions. The view was truly spectacular!!! I would encourage everyone to book this property if you...
United States
kathy e.
Villa St Thomas/Luxury Oceanfront/Breathtaking Views/Total Privacy/ By Red Hook

Spacious Eagle Beach House

Spacious Eagle Beach House
San Miguel
9.6 out of 10, Exceptional, (80 reviews)
"Very good location, and enjoyed our trip!!!"
United States
Diwakar N.
Spacious Eagle Beach House

One minute walk to the beach!

One minute walk to the beach!
Mata de Plátano
9.2 out of 10, Wonderful, (51 reviews)
"I really enjoyed this location the food in the local areas really good."
United States
emily a.
One minute walk to the beach!

Stunning And Spacious Beachfront Pool House Near Rio Mar Resort!

Stunning And Spacious Beachfront Pool House Near Rio Mar Resort!
Zarzal
10.0 out of 10, Exceptional, (193 reviews)
"The house was beautiful! Great location and having pool with beach right outside the gate was magical. Host was responsive and friendly to work with. "
United States
Tonya P.
Stunning And Spacious Beachfront Pool House Near Rio Mar Resort!

Sunset, Sunrise & Ocean Views, 3 Bed 4.5 Bath, Close to Cruz Bay & Beaches. Gym

Sunset, Sunrise & Ocean Views, 3 Bed 4.5 Bath, Close to Cruz Bay & Beaches. Gym
St. John
9.8 out of 10, Exceptional, (42 reviews)
"A beautiful house: clean, comfortable, and spacious. It was the ideal base for exploring St. John!"
United States
Kolby B.
Sunset, Sunrise & Ocean Views, 3 Bed 4.5 Bath, Close to Cruz Bay & Beaches. Gym

Little Exuma Home on Tropic of Cancer Beach

Little Exuma Home on Tropic of Cancer Beach
Exuma
10.0 out of 10, Exceptional, (15 reviews)
"Stay was amazing - beach is gorgeous. Host and manager were both very helpful!"
United States
hannah m.
Little Exuma Home on Tropic of Cancer Beach

Garden Suite near the Beach and restaurants!

Garden Suite near the Beach and restaurants!
Ucares
10.0 out of 10, Exceptional, (90 reviews)
"Nice decor and comfortable beds. Close to the national park. "
United States
Cori S.
The price is AED 397
AED 698 total
includes taxes & fees
27 Apr - 28 Apr
Garden Suite near the Beach and restaurants!

Beautiful Boutique Overwater Townhouse with Private Dock and All Amenities

Beautiful Boutique Overwater Townhouse with Private Dock and All Amenities
Great Harbour Cay
9.6 out of 10, Exceptional, (88 reviews)
"Great property in a great location."
United States
Ernesto V.
The price is AED 1,058
AED 1,814 total
includes taxes & fees
26 Apr - 27 Apr
Beautiful Boutique Overwater Townhouse with Private Dock and All Amenities

The Beach Pad

The Beach Pad
3.0 star property
Rincon
9.8 out of 10, Exceptional, (68 reviews)
"Perfectly situated near beach and restaurants."
United States
Craig
The Beach Pad

Amazing Location Beach House

Amazing Location Beach House
Cabezas
10.0 out of 10, Exceptional, (43 reviews)
"This was an exceptional property and the owner was fantastic with answering all our questions before we got there and during our stay. Our family of 4 enjoyed it very much."
United States
Melissa
Amazing Location Beach House

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, (93 reviews)
"The salt box was a dream for a 40th bday trip! "
United States
Brett C.
Salt Box: an Enchanting Historical Property with a Pool
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