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

Caribbean Vacation Rentals

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In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Top Cities in Caribbean

A pier with kayaks and a sailboat.
Vacation HomesVacation Homes

Montego Bay

Montego Bay

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

1120 Vieques by Stay with Bear
3.5 star property
Santurce
9.2 out of 10, Wonderful, (176 reviews)
"Clean property... close to almost anything in touristy part of san juan"
United States
Amanda
The price is CA $129
CA $140 total
includes taxes & fees
Sep 6 - Sep 7
1120 Vieques by Stay with Bear
A modern building with a staircase leading to a door, surrounded by greenery and white railings.

2. Alto Vista Hills

Alto Vista Hills
3.5 star property
Noord
8.6 out of 10, Excellent, (11 reviews)
"The location was perfect. All places of interest were within reasonable distance and travel times. Quiet neighborhood. The room was comfortable. Communicating with Amir was easy, replying within minutes. Was able to meet him and speak face to face. Only few suggestions regarding place Mattress Covers AC filters ( clean more often) If possible a coin operated laundry room I would certainly stay here again!!"
United States
Ricardo
Alto Vista Hills
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.

3. 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, (62 reviews)
"Great location !Parking sucks , if you drive park on one of the parking garage"
United States
Amy
The price is CA $175
CA $225 total
includes taxes & fees
Sep 24 - Sep 25
150 Sol by Stay with Bear
A pool with lounge chairs and palm trees, overlooking a clear blue ocean.

4. 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, (150 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!
A bedroom with a large bed, a view of the beach, and a wooden deck.

5. 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, (127 reviews)
"Fabulous house on a fabulous beach!!! It is exactly as shown in the pictures…a total dream.We were four couples, and there were so many great spaces to spread out or gather together. The kitchen was very well stocked, and the house was immaculate when we arrived.Heather, the host, provided a thorough and informative welcome package right after booking and was always prompt and easy to communicate with.Our stay truly could not have been more perfect!!"
United States
Ellen F.
The Sandbar Luxury Oceanfront Home, 5 Bedroom 5 Bath, Infinity Pool/Hot Tub
A swimming pool with lounge chairs and palm trees, surrounded by buildings and a clear sky.

6. 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
A balcony with a view of the beach, a table with chairs, and a hammock.

7. Ocean Front-Great Location

Ocean Front-Great Location
Playa Fortuna
9.8 out of 10, Exceptional, (67 reviews)
"Wonderful apartment and great beach. Close to everything. Highly recommend;"
United States
Heidi
The price is CA $155
CA $344 total
includes taxes & fees
Aug 30 - Aug 31
Ocean Front-Great Location
A room with a sofa, a chair, a small table, and a view of the outside.

8. Villa mares.

Villa mares.
Sabana Abajo
9.0 out of 10, Wonderful, (9 reviews)
"Comfort, clean, good location"
United States
Daisy
The price is CA $175
CA $351 total
includes taxes & fees
Aug 30 - Aug 31
Villa mares.

9. Extra Large Two Story Oceanfront Home | 10 mins from Rincón & Aguadilla | ON THE BEACH SLEEPS 24 PLUS

Extra Large Two Story Oceanfront Home | 10 mins from Rincón & Aguadilla | ON THE BEACH SLEEPS 24 PLUS
Bo Espinar Aguada
Extra Large Two Story Oceanfront Home | 10 mins from Rincón & Aguadilla | ON THE BEACH SLEEPS 24 PLUS
A compact kitchen with white cabinets, a built-in refrigerator, a toaster, and a coffee maker.

10. Comfy and cozy mini house sitting on a beautiful 1500 meter lot. Great location!

Comfy and cozy mini house sitting on a beautiful 1500 meter lot. Great location!
Aguadilla
8.8 out of 10, Excellent, (53 reviews)
"Excellent experience. The host was very nice. Love the location. Relax"
United States
Rebeca
The price is CA $129
CA $166 total
includes taxes & fees
Aug 31 - Sep 1
Comfy and cozy mini house sitting on a beautiful 1500 meter lot. Great location!
A covered outdoor seating area with a view of the ocean, a pool, and lounge chairs.

11. Ocean Front Property With Pool. - George Town

Ocean Front Property With Pool. - George Town
Exuma
9.4 out of 10, Exceptional, (49 reviews)
"Beautiful views, kayaks and paddle boards are provided to take advantage of the water. Quiet, peaceful area to unwind and relax."
United States
Jennifer P.
Ocean Front Property With Pool. - George Town
A beach with palm trees and clear blue water.

12. Yes! This is your retreat, view of El Yunque, inside Coco Beach Resort.

Yes! This is your retreat, view of El Yunque, inside Coco Beach Resort.
Zarzal
10.0 out of 10, Exceptional, (111 reviews)
"The vacation rental was a great home, very clean and well maintained. Our family enjoyed the stay and would definitely recommend this house to anyone looking for a beautiful peaceful vacation."
United States
Brien A.
Yes! This is your retreat, view of El Yunque, inside Coco Beach Resort.
A patio area with a table and chairs, surrounded by large banana plants and a white wall.

13. Isla Verde Beach+ Bars+ Restaurants perfect for Stop-N-Go near Airport in/out

Isla Verde Beach+ Bars+ Restaurants perfect for Stop-N-Go near Airport in/out
Isla Verde
8.6 out of 10, Excellent, (68 reviews)
"Nearby beach and grocery stores which was great because we didn't have car"
United States
Tamara
The price is CA $70
CA $162 total
includes taxes & fees
Aug 30 - Aug 31
Isla Verde Beach+ Bars+ Restaurants perfect for Stop-N-Go near Airport in/out
A swimming pool with a pergola, lounge chairs, and a covered seating area.

14. Amazing Villa Near to the Beach

Amazing Villa Near to the Beach
Palm Beach
10.0 out of 10, Exceptional, (14 reviews)
"Everything was perfect. Had a great stay. Will definitely use this property again if we extra people traveling with us. I highly reccomend this property. Thank you for the wonderful memories!"
United States
Robert R.
Amazing Villa Near to the Beach
A beach with a sandy shore, palm trees, and a building in the background.

15. One minute walk to the beach!

One minute walk to the beach!
Mata de Plátano
9.2 out of 10, Wonderful, (63 reviews)
"Parking spot included, walking distance to the beach, really nice room."
United States
Manuel
One minute walk to the beach!
A spacious living room with a large window overlooking the ocean, a ceiling fan, and a television on a stand.

16. Coco Palms - private beach Oasis on Coco Bay just steps from Sea Turtle preserve

Coco Palms - private beach Oasis on Coco Bay just steps from Sea Turtle preserve
North Abaco
9.6 out of 10, Exceptional, (5 reviews)
Coco Palms - private beach Oasis on Coco Bay just steps from Sea Turtle preserve
A modern hotel room with a balcony, a bed, a sofa, a coffee table, and a kitchen area.

17. The Beach Pad

The Beach Pad
3.0 star property
Rincon
9.8 out of 10, Exceptional, (80 reviews)
"Fantastic place to stay. Clean, easy check in, and the most beautiful drive to and from Rincon. Highly recommend staying here."
United States
Maria Elizabeth
The Beach Pad
A swimming pool with red chairs and an umbrella, a stone wall, and a view of the sea.

18. 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, (40 reviews)
"Excellent property, easy communication, beautiful location. Not much more to say!"
United States
Nicholas W.
Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!
A bedroom with a large window overlooking a beach.

19. Villa SeaClusion

Villa SeaClusion
Farmer's Hill
9.6 out of 10, Exceptional, (61 reviews)
"Very nice home , the rugs in floor are not fantastic but not horrible ! Would stay again for sure . Great location and home was just as described ! "
United States
Martin S.
Villa SeaClusion
A covered outdoor seating area with wicker furniture and a view of the ocean.

20. The Suite Life

The Suite Life
4.0 star property
Rokers Point
8.0 out of 10, Very good, (18 reviews)
"The beach right behind you."
United States
Beatriz
The price is CA $270
CA $592 total
includes taxes & fees
Sep 6 - Sep 7
The Suite Life
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

British Colonial - Nassau

British Colonial - Nassau

8/10 Good
"Staff was exceptional, 10/10 services , the Jazz bar music, food and vibes 10/10. No kids running around, not crazy crowded but still family and singles accommodating. Very classy and calm. I couldn’t get enough of the pool and beach area , perfect for my birthday getaway. I highly recommend this place. Close to the port and walkable to tourist attractions. Worth every penny"
Samiat 3-night trip
Posted less than an hour ago
British Colonial - Nassau

Price trends for hotels in Caribbean

Less expensive
More expensive
Next month
July
May
CA $195
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
1,170
Accommodation
11304 Vacation Homes
Lowest Price
CA $140
Highest Price
CA $592