Caribbean Vacation Home Rentals from CA $176: Search Top Private Vacation Homes for Rent

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

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Top Cities in Caribbean

Our top choices for Caribbean vacation 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

Santurce

Stanley

CA $176 total

includes taxes & fees

Nov 2 - Nov 3

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

Old San Juan

Jose

CA $240 total

includes taxes & fees

Nov 30 - Dec 1

A modern interior with a large window, a potted plant, and a door leading outside.

3. Miramar by PMI Puerto Rico

Santurce

Anthony

CA $325 total

includes taxes & fees

Nov 1 - Nov 2

A compact kitchen with a microwave, sink, and washing machine. There is a small dining area with stools and a table.

4. Residence Nokoshima

Fort-de-France

Karen

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

Santurce

Carl C.

CA $1,322 total

includes taxes & fees

Nov 1 - Nov 2

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

Providenciales

Vivian T.

A swimming pool with lounge chairs and palm trees, surrounded by buildings and a clear sky.

7. NÔA curacao

Saliña

Stephanie

An outdoor patio with a wooden roof, wicker furniture, and a bar area.

8. New pool and generator

Boquerón

Celso A

A room with a sofa, a chair, a small table, and a view of the outside.

9. Villa mares.

Sabana Abajo

Daisy

CA $330 total

includes taxes & fees

Nov 2 - Nov 3

A modern kitchen with a central island, stainless steel appliances, and two bar stools.

10. Home away II

Cangrejo Arriba

Damian

CA $306 total

includes taxes & fees

Nov 2 - Nov 3

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

Zarzal

Carly M.

A spacious living area with a dining table, sofas, and a chandelier.

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

Isla Verde

Chris L.

CA $1,169 total

includes taxes & fees

Nov 2 - Nov 3

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

Les Trois-Îlets

"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...

Samantha G.

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

St John

Laina M.

CA $582 total

includes taxes & fees

Nov 7 - Nov 8

A covered outdoor seating area with a view of the ocean, a pool, and lounge chairs.

15. Ocean Front Property With Pool. - George Town

Exuma

Amber R.

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.

Bravos de Boston

Susan R.

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

Isla Verde

Jeannie W.

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

Grace Bay

Kellie C.

A swimming pool with lounge chairs and a canopy.

19. Private PoolFull SolarSecluded Rainforest Setting1 Mile from PR320 From SJU

Rio Grande

Cheryl W.

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

St John

Jennifer

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Top Caribbean Hotel Reviews

Hotel El Convento

10/10 Excellent

"This is a lovely and very well maintained old property, surrounded by restaurants, shopping and historic sites. The public spaces gave an old and charming Caribbean feel, while the sleeping rooms have been updated to an ultra modernistic vibe, creating a "conflict of opposites" feeling for us."

Renaissance Wind Creek Curacao Resort

10/10 Excellent

"As a solo traveler, this by far is a traveler dream. The hotel is so close to the city with many restaurants near by, easy to go and please. Great staff, shout out to Michelangelo who went the extra mile to double check if I was a Marriott member (which I was a forgot) and was able to add my stay for points. As I celebrated a birthday this hotel has everything, and although I didnt gamble. The upkeep of the infinity pool was just top-tier.. over looking cruises that dock near by and seeing them come and go was pretty cool. Will absolutely recommend I will come back again."

Price trends for hotels in Caribbean

Less expensive	More expensive	Next month
July	May	CA $208

Month	Price
January	CA $207
February	CA $207
March	CA $188
April	CA $195
May	CA $223
June	CA $191
July	CA $173
August	CA $186
September	CA $195
October	CA $216
November	CA $208
December	CA $217

Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed Vacation Homes in Caribbean. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Caribbean

Caribbean Vacation Homes information

Number of reviews	667
Accommodation	10957 Vacation Homes
Lowest Price	CA $176
Highest Price	CA $1,322

Caribbean Vacation Rentals

Check prices for these dates

Top Cities in Caribbean

Montego Bay

Our top choices for Caribbean vacation homes

1. 1120 Vieques by Stay with Bear

2. 150 Sol by Stay with Bear

3. Miramar by PMI Puerto Rico

4. Residence Nokoshima

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

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

7. NÔA curacao

8. New pool and generator

9. Villa mares.

10. Home away II

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

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

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

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

15. Ocean Front Property With Pool. - George Town

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

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

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

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

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

Find vacation rentals that suit your style

Top Caribbean Hotel Reviews

Hotel El Convento

Price trends for hotels in Caribbean

Find out more about Caribbean

Caribbean Vacation Homes information

19. Private PoolFull SolarSecluded Rainforest Setting1 Mile from PR320 From SJU