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

Vacation Homes in Caribbean

Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Top Cities in Caribbean

A marina with a white boat named 'Achina' docked, surrounded by palm trees and a building with a green roof.
Vacation HomesVacation Homes

Punta Cana

Punta Cana

Our top choices for Caribbean holiday homes

A modern bedroom with a large bed, bedside tables with lamps, a wardrobe, and an air conditioning unit.

1. 1120 Vieques by Stay with Bear

1120 Vieques by Stay with Bear
3.5 star property
Santurce
9.2 out of 10, Wonderful, (196 reviews)
"Amazing stay"
United States
Stanley
The price is HK$777
HK$999 total
includes taxes & fees
2 Nov - 3 Nov
1120 Vieques by Stay with Bear
A spacious dining area with a long wooden table and four black chairs, a large green plant, and a view of a white building with arches.

2. 150 Sol by Stay with Bear

150 Sol by Stay with Bear
3.0 star property
Old San Juan
8.6 out of 10, Excellent, (66 reviews)
"Great location, easy access to property."
United States
Jose
The price is HK$1,043
HK$1,342 total
includes taxes & fees
28 Oct - 29 Oct
150 Sol by Stay with Bear
A modern interior with a large window, a potted plant, and a door leading outside.

3. Miramar by PMI Puerto Rico

Miramar by PMI Puerto Rico
3.0 star property
Santurce
9.0 out of 10, Wonderful, (2 reviews)
"J"
United States
Elisaul
The price is HK$667
HK$1,825 total
includes taxes & fees
28 Oct - 29 Oct
Miramar by PMI Puerto Rico
A compact kitchen with a microwave, sink, and washing machine. There is a small dining area with stools and a table.

4. Residence Nokoshima

Residence Nokoshima
Fort-de-France
9.6 out of 10, Exceptional, (4 reviews)
"The apartment was very clean, a good price, but much smaller than the pictures make it look."
Canada
Karen
Residence Nokoshima
A modern living room with a sofa, chairs, and a coffee table. There is a view of a swimming pool through the glass door.

5. 5BR Private Pool Sleeps 10 Walk to Ocean Park Beach

5BR Private Pool Sleeps 10 Walk to Ocean Park Beach
Santurce
10.0 out of 10, Exceptional, (1 review)
"The property was amazing, clean, and extremely convenient. The host was very responsive and helpful"
United States
Carl C.
The price is HK$3,725
HK$7,201 total
includes taxes & fees
28 Oct - 29 Oct
5BR Private Pool Sleeps 10 Walk to Ocean Park Beach
A clear blue pool with lounge chairs and umbrellas, surrounded by tropical vegetation and a view of the ocean.

6. Escape to Exhale at a modern style villa with breathtaking views of chalk sound

Escape to Exhale at a modern style villa with breathtaking views of chalk sound
Providenciales
9.4 out of 10, Exceptional, (39 reviews)
"Beautiful view, comfortable breezy patio, great pool."
United States
Vivian T.
Escape to Exhale at a modern style villa with breathtaking views of chalk sound
A swimming pool with lounge chairs and palm trees, surrounded by buildings and a clear sky.

7. NÔA curacao

NÔA curacao
4.0 star property
Saliña
9.8 out of 10, Exceptional, (7 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
An outdoor patio with a wooden roof, wicker furniture, and a bar area.

8. New pool and generator

New pool and generator
Boquerón
9.2 out of 10, Wonderful, (91 reviews)
"Excellent place! Very clean, close to the beach and quiet. We really enjoyed our stay!"
United States
Celso A
New pool and generator
A room with a sofa, a chair, a small table, and a view of the outside.

9. Villa mares.

Villa mares.
Sabana Abajo
9.2 out of 10, Wonderful, (16 reviews)
"Comfort, clean, good location"
United States
Daisy
The price is HK$890
HK$1,869 total
includes taxes & fees
2 Nov - 3 Nov
Villa mares.
A modern kitchen with a central island, stainless steel appliances, and two bar stools.

10. Home away II

Home away II
Cangrejo Arriba
9.2 out of 10, Wonderful, (35 reviews)
"Clean"
United States
Damian
The price is HK$776
HK$1,740 total
includes taxes & fees
28 Oct - 29 Oct
Home away II
A poolside area with a clear pool, white lounge chairs, and a covered patio with steps leading to the pool.

11. 2bedroom beach front house in soothing Río Grande with AC and salt swimming pool

2bedroom beach front house in soothing Río Grande with AC and salt swimming pool
Zarzal
9.6 out of 10, Exceptional, (16 reviews)
"Wonderful property, great host. Our family truly enjoyed our stay."
United States
Carly M.
2bedroom beach front house in soothing Río Grande with AC and salt swimming pool
A spacious living area with a dining table, sofas, and a chandelier.

12. Bright, big, pool, 5 min 2 beach

Bright, big, pool, 5 min 2 beach
Isla Verde
9.8 out of 10, Exceptional, (19 reviews)
"Perfect location and stay"
United States
Chris L.
The price is HK$4,941
HK$6,519 total
includes taxes & fees
28 Oct - 29 Oct
Bright, big, pool, 5 min 2 beach
A bedroom with a bed, a hanging plant, a shelf with jars, and a unique light fixture.

13. Detached lodge on the property with a swimming pool (shared) located 5 minutes from the beach

Detached lodge on the property with a swimming pool (shared) located 5 minutes from the beach
Les Trois-Îlets
10.0 out of 10, Exceptional, (32 reviews)
"We stayed at this property for seven nights, and it was absolutely magical. The sunsets and sounds of the tropical forest were amazing. Phillips and his wife were so very welcoming and showed us a map of what to do and where we should visit on the island. The kitchen area has everything you’d need to prepare small meals and enjoy them from your private deck. The location is perfect for setting out to explore the island and its stunning beaches. I would absolutely recommend staying here, and hope...
United States
Samantha G.
Detached lodge on the property with a swimming pool (shared) located 5 minutes from the beach
A balcony with a round table and chairs, a potted plant, and a view of a sunset over a body of water.

14. Sunset Hideaway Suite - Oceanview/central to Cruz Bay

Sunset Hideaway Suite - Oceanview/central to Cruz Bay
St John
9.8 out of 10, Exceptional, (20 reviews)
"Clean and spacious! Great location, proximity to Cruz Bay!"
United States
Laina M.
The price is HK$1,874
HK$3,262 total
includes taxes & fees
28 Oct - 29 Oct
Sunset Hideaway Suite - Oceanview/central to Cruz Bay
A covered outdoor seating area with a view of the ocean, a pool, and lounge chairs.

15. Ocean Front Property With Pool. - George Town

Ocean Front Property With Pool. - George Town
Exuma
9.4 out of 10, Exceptional, (50 reviews)
"This house was perfect for us! The AC was cool, the beds were comfy, there was a washer and dryer, and the water jug connecting to the fridge was so convenient and provided ICE! The property manager was quick to respond and everything was exactly as pictured. Had a great stay and would highly recommend!"
United States
Amber R.
Ocean Front Property With Pool. - George Town
A beach view with palm trees and a white fence leading to the sand.

16. On the beach, a private pool, a house all to yourself.

On the beach, a private pool, a house all to yourself.
Bravos de Boston
9.8 out of 10, Exceptional, (210 reviews)
"Our extended family stayed here the 2nd week and enjoyed this Cottage even more than we did if that is possible!!!! What a slice of island heavenSweet lifetime memories made."
United States
Susan R.
On the beach, a private pool, a house all to yourself.
A modern outdoor seating area with two blue wicker chairs, a small round table, and a potted plant.

17. Luxurious and Beautiful Isla Verde Beach house with private pool

Luxurious and Beautiful Isla Verde Beach house with private pool
Isla Verde
9.6 out of 10, Exceptional, (86 reviews)
"We loved the location and the house amenities. There are power and water struggles in San Juan, but the house had a generator and cistern."
United States
Jeannie W.
Luxurious and Beautiful Isla Verde Beach house with private pool
A beach with clear turquoise water, a sandy shore, and wooden deck chairs under blue umbrellas.

18. Private Pool House By the Beach. 3 Min Walk to Grace Bay Beach • Sleeps 4

Private Pool House By the Beach. 3 Min Walk to Grace Bay Beach • Sleeps 4
Grace Bay
10.0 out of 10, Exceptional, (71 reviews)
"It was a great place to stay. It was very clean and had all the amenities that we needed. Loved to pool. Location was great and parking was available."
United States
Kellie C.
Private Pool House By the Beach. 3 Min Walk to Grace Bay Beach • Sleeps 4
A dining area with a table set for four, a ceiling fan, and a view of the kitchen and outdoor area.

19. Private Pool*Full Solar*Secluded Rainforest Setting*1 Mile from PR3*20 From SJU

Private Pool*Full Solar*Secluded Rainforest Setting*1 Mile from PR3*20 From SJU
Rio Grande
10.0 out of 10, Exceptional, (172 reviews)
"Our stay was remarkable and enjoyed it so much we are looking forward to coming back, the host is friendly, the house clean and cool, and the dogs are missed. We will definitely book another stay here"
United States
Cheryl W.
Private Pool*Full Solar*Secluded Rainforest Setting*1 Mile from PR3*20 From SJU
A balcony with wicker chairs and a table, overlooking a coastal landscape with houses and the sea.

20. New 2BR villa w/ balcony near Cruz Bay

New 2BR villa w/ balcony near Cruz Bay
St John
8.0 out of 10, Very good, (27 reviews)
"We had an amazing stay! Highly recommend!"
United States
Jennifer
New 2BR villa w/ balcony near Cruz Bay
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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