Holiday chalets in Caribbean

Close

View larger map

Price per night

to

Bedrooms

Bathrooms

Location

  • Caribbean
  • All locations
  • Dominica (1)
  • Dominican Republic (5)
  • Guadeloupe (7)
  • Jamaica (4)
  • Puerto Rico (3)
  • St. Maarten - Saint Martin (1)
  • Trinidad and Tobago (1)

More

Less

Also consider

Villas St. Barts
4,274 properties
Villas Dominican Republic
3,138 properties
Villas Barbados
3,110 properties
Villas St. Maarten - Saint Martin
2,988 properties
Villas Jamaica
2,603 properties
Apartments Puerto Rico
1,590 properties
US Virgin Isles
971 properties
Villas Guadeloupe
878 properties
Villas Bahamas
809 properties
Villas Aruba
592 properties
Villas St. Lucia
582 properties
Villas British Virgin Isles
565 properties
Houses Antigua and Barbuda
522 properties
Apartments Martinique
507 properties
Holiday rentals Turks and Caicos Islands
453 properties
Villas Curacao
376 properties
Villas Anguilla
330 properties
Houses Trinidad and Tobago
225 properties
Houses Cayman Islands
214 properties
Apartments Bonaire
163 properties
Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

22 Holiday homes

Filters applied: Chalet (22)

Travellers going to Caribbean are booking December dates now. Secure your holiday home today and have the perfect trip.

(7) Excellent 

12

Tobago / Parlatuvier

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £135 / night

£847 / week

Book View

from £135 / night

(3) Good 

9

Basse-Terre Island / Pointe-Noire

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £96 / night

£653 - £835 / week

Book View

from £96 / night

4

Beach Chalet - Rio San Juan chalet sleeps 8

Maria Trinidad Sanchez Province / Rio San Juan

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
Beautiful oceanview property in Rio San Juan, 5 minutes to the beach, Puerto Plata Airport is 40 minutes away.Every room has it's own bathroom and the master bedroom has a Jacuzzi Tub in the bathroom.Fully furnished, full kitchen, air conditioned in every bedroom a  …see more

from £170 / night

£808 / week

Book View

from £170 / night

(1) Very Good 

27

Guadeloupe / Saint Anne

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

 …see more

from £94 / night

£653 / week

Book View

from £94 / night

11

Residencial Cacoa - Las Terrenas chalet sleeps 4

Samana Province / Las Terrenas

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
We are new and you could be the first to enjoy the beauty of the Dominican RepublicSet in a tropical garden and in the middle of town of Las Terrenas we offer the best of close to the beaches and the shops. No need for a car as we are in walking distance of the town and  …see more

Pricing unknown

Book View

Pricing unknown

16

Basse-Terre Island / Pointe-Noire

2 4 6 nights min

  • 2 bedrooms
  • Sleeps 4
  • 6 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £74 / night

£518 - £737 / week

Book View

from £74 / night

12

Saint Mary Parish / Tower Isle

2 2 nights min

  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly

 …see more

from £29 / night

£193 / week

Book View

from £29 / night

(11) Excellent 

19

Puerto Plata Province / Sosua

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £49 / night

£324 / week

Book View

from £49 / night

9

Basse-Terre Island / Sainte Rose

2 3 1 night min

  • 2 bedrooms
  • Sleeps 3
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden

 …see more

from £44 / night

£261 - £992 / week

Book View

from £44 / night

(7) Excellent 

24

Basse-Terre Island / Saint-Claude

2 5 4 nights min

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £69 / night

£479 - £653 / week

Book View

from £69 / night

(1) Very Good 

13

Basse-Terre Island / Pointe-Noire

2 2 6 nights min

  • 2 bedrooms
  • Sleeps 2
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £54 / night

£372 - £433 / week

Book View

from £54 / night

(5) Excellent 

23

Puerto Rico / Rio Grande

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £189 / night

£1158 / week

Book View

from £189 / night

(1) Excellent 

18

Puerto Plata Province / Puerto Plata

3 9 2 nights min

  • 3 bedrooms
  • Sleeps 9
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children

 …see more

from £154 / night

£1077 / week

Book View

from £154 / night

(3) Very Good 

26

Puerto Rico / Utuado

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

 …see more

from £154 / night

£731 / week

Book View

from £154 / night

(6) Excellent 

23

St. Maarten - Saint Martin

2 3 nights min

  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

 …see more

from £77 / night

£462 / week

Book View

from £77 / night

(4) Excellent 

41

Puerto Rico / Luquillo

3 12 3 nights min

  • 3 bedrooms
  • Sleeps 12
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £308 / night

£1616 - £2100 / week

Book View

from £308 / night

(4) Excellent 

15

Basse-Terre Island / Deshaies

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

 …see more

from £70 / night

£487 / week

Book View

from £70 / night

30

Puerto Plata Province / Puerto Plata

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 2 km
  • Swimming pool
  • Child friendly

 …see more

from £20 / night

£124 - £162 / week

Book View

from £20 / night

18

Saint Ann Parish / St. Ann's Bay

4 6 3 nights min

  • 4 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 6 km
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £135 / night

£997 / week

Book View

from £135 / night

0

Trelawny Parish / Duncans

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Suitable for children age 5+

 …see more

from £93 / night

£646 - £1632 / week

Book View

from £93 / night

12

Saint Andrew Parish / Calibishie

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min

 …see more

from £47 / night

£277 / week

Book View

from £47 / night

4

TEST PROPERTY - Port Royal chalet sleeps 9

Kingston / Port Royal

6 9 7 nights min

  • 6 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Exotic chalet near Kingston city. The chalet is 5 miles away from the Caribbean beach and near local supermarkets and different local shops where you can buy souvenirs. There are two big supermarkets 15 miles away from the Dolphin street and there is a local market each  …see more

from £500 / night

£1200 - £11800 / week

Book View

from £500 / night

Top Destination reviews

Turtle View
A fantastic place just what we needed

We stayed here as a couple in June 2016. This is the off season on the Island and it is very quiet and a lot of the restaurants are closed, but this is exactly what we needed as you get to experience the island with great weather, friendly locals and … see more
Tamarind Studio Apartment - Pool, Wi-Fi, Ocho Rios
wish you was there with me

make shore you dont have a lot off running around to do and you have lots off refreshment and snacks to enjoy whilst you relax in the pool. Bring your laptop with you it saved me a lot off trouble contacting people around the world it also helps yo … see more
Cinnamon Heights
Cinnamon Heights excels

A fabulous well appointed Villa with amazing uninterrupted views over Grand Anse beach and St George's. The hotel staff could not have been more friendly and helpful and the food in both the restaurant and the Savvy's beach bar was excellent. We have … see more
Antigua Harbour Lights
Fantastic week in the sun

I travelled to Harbour Lights in October as a small group of 4. The communication with Ben prior to booking was so easy and he came back to any questions I had really quickly - it really made the whole process super smooth and simple. We were met … see more
Bluebayou
Fantastic

This is a beautifully maintained apartment in a brilliant location. The beach at Mullins is accessed by walking through the lovely gardens belonging to the complex which also contains a secluded and private pool. The property provides easy access to … see more
South Ocean Villas Apartment
Lovely Ocean View Apartment

We had a wonderful vacation in Barbados and stay at Ocean View Villas. The apartment has a spectacular view of the ocean and is located right on the boardwalk in Hastings. The apartment was clean and and neat and had a brand new refrigerator. The … see more

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page