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

Holiday Homes in Caribbean

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Caribbean Accommodation: Most Popular Cities to Stay

Our top choices for Caribbean holiday homes

1. 1120 Vieques by Stay with Bear

1120 Vieques by Stay with Bear
3.5 star property
Santurce
9.2 out of 10, Wonderful, (162 reviews)
"Easy check in process and good location."
United States
Joshua Thomas
The price is £70
includes taxes & fees
25 Aug - 26 Aug
1120 Vieques by Stay with Bear

2. Alto Vista Hills

Alto Vista Hills
3.5 star property
Noord
8.4 out of 10, Very good, (10 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

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, (59 reviews)
"First time to Old San Juan, and the location was ideal."
Canada
George Todd
The price is £135
includes taxes & fees
3 Sept - 4 Sept
150 Sol by Stay with Bear

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!

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)
"Truly an unforgettable week! The property was incredible, and Heather went above and beyond to make our stay perfect. From thoughtful recommendations to a seamless check-in—and even coordinating baby rentals and groceries—everything was handled flawlessly.I can’t say enough wonderful things about this property… though part of me wants to keep it a hidden gem!Heather, thank you again for an amazing week. We’ll see you next March!"
United States
Melissa B.
The Sandbar Luxury Oceanfront Home, 5 Bedroom 5 Bath, Infinity Pool/Hot Tub

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

7. Ocean Front-Great Location

Ocean Front-Great Location
Playa Fortuna
9.8 out of 10, Exceptional, (65 reviews)
"Wonderful apartment and great beach. Close to everything. Highly recommend;"
United States
Heidi
The price is £189
includes taxes & fees
14 Aug - 15 Aug
Ocean Front-Great Location

8. Villa mares.

Villa mares.
Sabana Abajo
8.8 out of 10, Excellent, (8 reviews)
"Exelente limpieza la propiedad muy acogedora no problemas área muy callada i segura"
United States
Francisco
The price is £165
includes taxes & fees
26 Aug - 27 Aug
Villa mares.

9. 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, (51 reviews)
"Excellent experience. The host was very nice. Love the location. Relax"
United States
Rebeca
The price is £84
includes taxes & fees
31 Aug - 1 Sept
Comfy and cozy mini house sitting on a beautiful 1500 meter lot. Great location!

10. 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

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 of the sunset every night. "
United States
Daniel D.
Ocean Front Property With Pool. - George Town

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, (108 reviews)
"We had a fantastic stay! Princess is a wonderful host. Our entire family had a great vacation, would love to stay here again and again. "
United States
Anonymous traveller
Yes! This is your retreat, view of El Yunque, inside Coco Beach Resort.

13. Amazing Villa Near to the Beach

Amazing Villa Near to the Beach
Palm Beach
10.0 out of 10, Exceptional, (12 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

14. One minute walk to the beach!

One minute walk to the beach!
Mata de Plátano
9.2 out of 10, Wonderful, (61 reviews)
"Parking spot included, walking distance to the beach, really nice room."
United States
Manuel
One minute walk to the beach!

15. 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
9.4 out of 10, Exceptional, (3 reviews)
"We loved our stay at Plum Crazy! We felt the hosts went above and beyond with their communication, information and recommendations, and hospitality. The option to have groceries stocked upon arrival was a game changer and allowed us to step right into vacation mode. The house itself is beautiful, has a great location and was very clean. The sunset views were spectacular. Thanks for a great stay!"
United States
Jade C.
Coco Palms - private beach Oasis on Coco Bay just steps from Sea Turtle preserve

16. 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, (65 reviews)
"Nearby beach and grocery stores which was great because we didn't have car"
United States
Tamara
The price is £94
includes taxes & fees
13 Aug - 14 Aug
Isla Verde Beach+ Bars+ Restaurants perfect for Stop-N-Go near Airport in/out

17. The Beach Pad

The Beach Pad
3.0 star property
Rincon
9.8 out of 10, Exceptional, (79 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

18. Villa SeaClusion

Villa SeaClusion
Farmer's Hill
9.6 out of 10, Exceptional, (59 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

19. 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 £320
includes taxes & fees
5 Sept - 6 Sept
The Suite Life

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

Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!
St John
9.6 out of 10, Exceptional, (37 reviews)
"We had everything we needed to cook any meal. The rooms were clean and comfortable. We really loved the outdoor showers! Parking was a non-issue. The pool and view were amazing! Honestly, the perfect space and location for two couples. "
United States
Stephanie W.
Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!
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

Find out more about Caribbean

Caribbean Holiday Homes: Find the Perfect Place


What is the best time to enjoy a holiday home in Caribbean?

It might be best to get a rental house in when the weather is ideal for enjoying local surroundings. If you go during the off-season months, there might be fewer tourists and often lower rates, like in .


How many holiday homes are available for rent in Caribbean?

Choose from 11723 beautiful holiday homes in Caribbean for your getaway.


How much is a holiday home in Caribbean?

You can find perfect holiday homes in Caribbean for as low as £70 per night. Holiday home prices vary depending on what time of year you visit, whether the home is in the city centre or near popular sightseeing spots, and what kinds of amenities it offers.


How can I get the best deal on a holiday home in Caribbean?

Find the best deals on Caribbean holiday homes by entering dates and the number of travellers in the search bar. You can use the map feature to view prices and more specific locations of several accommodations all at once. Or filter your search results by star rating, price, number of bedrooms, types of amenities, and accessibility features—Expedia offers incredible deals for every budget.


Why should I book a holiday home in Caribbean?

There’s no better way to spend your well-earned holiday than in a private, cosy Caribbean holiday home. You’ll be able to fit all travellers in your group and have a place to call home while you explore Caribbean.


What amenities are available in a private holiday home?

Depending on your budget and the neighbourhood you choose, you’ll find amenities like a private pool, hot tub, free parking, a full-service kitchen or kitchenette, in-home laundry and WiFi. Your Caribbean holiday won’t be complete without a beautiful view and easy access to popular activities, use our filter to browse our offers.


Why should I book a holiday home with Expedia?

With Expedia, you’ll earn points on every booking and get incredible deals and member prices. Choose from a vast inventory of holiday homes in Caribbean—and book all your travel in one place. Save even more when you bundle your bookings together. Add a Caribbean car hire to your holiday property into a holiday package.


What are the cancellation and flexibility options?

We suggest using the “free cancellation” filter during your search to make sure your booking is flexible. Some accommodations accept and refund cancellations within a specific timeframe, while others may be non-refundable. Before you book, check your rental terms, or reach out to our customer service portal for further assistance.

Caribbean Holiday Homes information

Number of reviews
908
Accommodation
11723 Holiday Homes
Lowest Price
£70
Highest Price
£320