List your home
Apply filters
£ to

20 Holiday homes in Caribbean

Reset search

Show results on map

Also consider

Luxury Villas
2,684 properties
Coastal Cottages
222 properties
Pet Friendly Cottages
27,095 properties
Romantic Breaks
3,207 properties
Group Holidays
17,143 properties
Log Cabin Holidays
238 properties
Rural Retreats
12,438 properties
City Breaks
8,475 properties
Holiday Cottages
17,239 properties
Villas in Spain
11,248 properties
Villas in Tenerife
707 properties
Gites in France
8,131 properties
Holiday Cottages in Cornwall
2,983 properties
London Holiday Apartments
941 properties
Florida Villas
905 properties
Villas in Ibiza
349 properties
Villas in Portugal
4,126 properties
Villas in Turkey
2,202 properties
Villas in Malta
455 properties
Lake District Cottages
940 properties

Filters applied: Catered / B&B (20)

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
20 Results  |  
24 Photos

Villa | 4 Bedrooms | sleeps 8

3 Nights min stay

Add to shortlist

from £198 /night

£1383 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Whistling villa is one of the most affordable private villas with pool in Runaway Bay. Free access to public beach and shared private private beach for villa guests is just minutes away.Whistling villa is adjacent to Runaway bay's 18-hole, pga-quality golf course. This is a catered villa with private pool Free Wi Fi Dining options for terrace,pool area,or dining room  …see more

24 Photos

Villa | 8 Bedrooms | sleeps 16

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £1110 /night

£7764 - £15528 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
L'Anse aux Epines House. Totally private and ideally suited to celebrities, and those seeking total seclusion. There is a nice crib and high chair available for baby.  …see more

20 Photos

Villa | 8 Bedrooms | sleeps 20

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £1491 /night

£10435 - £15653 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Ultra luxury beachfront holiday rental in the Dominican Republic, fully staffed and catered, for vacation rental by owner perfect for family reunions, destination weddings or luxury vacations in the Caribbean. Fully staffed, 8 bedroom, beachfront luxury villa; Perfect for weddings or family vacations.  …see more

Featured properties

24 Photos

Villa | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £142 /night

£988 - £1317 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
The Fan is a great holiday villa with one of the most magnificent views of Turtle Crawl Bay, Trident Castle and the Blue Mountains. ! 2 minutes from the main beaches and the Blue Lagoon it consists of two elegant 1-bedroom apartments in villa. The Junior Suite has a double bed and a day bed and can accommodate an extra person.  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 10

2 Nights min stay

Add to shortlist

from £377 /night

£2634 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Set in a natural valley surrounded by mountains, a river and activities including hiking, biking and adventure and historic tours. This artistic, historic and peaceful villa has a pool and a private beach nearby, Delicious food, wonderful service with staff. Treehouse is a unique villa on the magical Good Hope Plantation in Trelawny, 40 minutes form MBJ airport  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £533 /night

£3727 - £12423 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Stunning modernised Colonial Estate, 6 ensuite a/c bedrooms, endless living/dining spaces, Caribbeans largest private infinity edge swim pool, media room pool table kayaks sailboat deepwater dock, small beach, 2 acre tropical garden. Staff & cook incl.  …see more

21 Photos

Villa | 4 Bedrooms | sleeps 8

Excellent 5/5 

5 Nights min stay

Add to shortlist

from £525 /night

£3675 - £7700 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Ebb Tide Barbados .A luxury west coast beach front villa available for holiday rental throughout the year .Our staff consists of maid and our Ashburton cookery school trained Chef who will prepare food as good as most of the top Barbados restaurants + night security.  …see more

20 Photos

Guest house | 4 Bedrooms | sleeps 8

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £347 /night

£2428 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
  • Suitable for children over
  • Car advised
  • Some pets are welcome - please contact the owner
At your disposal: 4 bedrooms Guest- house-chambres d'hôtes-B&B-las terrenas-samana-  …see more

17 Photos

Villa | 5 Bedrooms | sleeps 10

Excellent 5/5 

5 Nights min stay

Add to shortlist

from £286 /night

£2000 - £3131 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
This beautiful villa has 5 large en-suite bedrooms and huge open-plan living space. It is perched on a cliff in three acres of lush tropical gardens, with a perfect 180 degree view of the Caribbean Sea. Private gardens, coral reef, swimming pool, tennis course, daily maid and chef available.  …see more

17 Photos

Villa | 4 Bedrooms | sleeps 8

Very Good 4.5/5 

5 Nights min stay

Add to shortlist

from £250 /night

£1750 - £5000 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Westshore is a beautiful 4 Bed beach side villa on the Platinum West Coast. There are 2 staff who cook, wash and clean. (you buy the groceries). All bedrooms have ensuites and AC. Water sports come to the villa which also has a private sun deck with plunge pool. Lux 4 bed beach Villa on Platinum West coast. (Sleeps 8) Cleaner and cook included so Mum gets a break too.  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £111 /night

£777 - £1081 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
One bedroom Penthouse Apartment (1200sqft) furnished to a high standard, balcony with sunloungers overlooking gardens, top deck with 12ft x 15ft private pool, table/chairs, sunloungers, in The Park area of The Crane Hotel. Air conditioned lounge and bedroom and with additional ceiling fans. Complimentary access to Wi-Fi internet  …see more

24 Photos

Villa | 9 Bedrooms | sleeps 20

1 night min stay

Add to shortlist

from £132 /night

£918 - £7901 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Exclusive, private, luxury Caribbean resort on Bequia in the Grenadines. More like a private resort than just a villa .Up to 20 guests can be accommodated in 10 air-conditioned suites with 4 poster beds, 40 ft. pool, full staff and more. Individual room rates also avail Spring House is a perfect Caribbean vacation destination with all you could want in a luxury resort.  …see more

17 Photos

Villa | 4 Bedrooms | sleeps 8

3 Nights min stay

Add to shortlist

from £565 /night

£3951 - £5268 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children over
  • Car not necessary
  • Air conditioning
  • No pets allowed
Avalon Villa is a new, elegantly furnished villa at The Blue Lagoon. It consists of four luminous bedrooms, 4 baths, a spacious kitchen, expansive living room; and a gorgeous wood deck that reaches out to shallow, crystal clear waters ensconced by coral reef.  …see more

21 Photos

Hotel apartment | 8 Bedrooms | sleeps 16

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £113 /night

£791 - £1153 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Pimento Lodge is new boutique, family run hotel born of a Jamaican/German partnership. Its located on the north east coast of Jamaica in Long Bay, Portland.  …see more

16 Photos

Apartment | 1 Bedroom | sleeps 4

3 Nights min stay

Add to shortlist

from £44 /night

£308 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Be a VIP Guest at this stunning, world class, 5 star, Caribbean resort. Book your All-inclusive VIP holiday with us and experience a vacation you'll never forget! We have access to other sizes of accommodation to suit any number in your party.  …see more

14 Photos

Yacht | 2 Bedrooms | sleeps 4

Excellent 5/5 

5 Nights min stay

Add to shortlist

from £100 /night

£700 - £2800 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
We offer the chance to sail the Caribbean aboard a crewed Catamaran. You can stop in most harbours and inlets and explore the islands in the way they were meant to be seen - from the sea. As part of the package, we serve 3 homely meals a day onboard. A crewed yacht that sails the windward islands of the Caribbean ranging from Grenada through to Martinique.  …see more

11 Photos

Villa | 3 Bedrooms | sleeps 7

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £110 /night

£767 - £1210 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 25 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Built in 2007, Villa Eglantine has everything you need for an excellent West Indies holiday under the sun. The villas Eglantine is located in the residence Fleurs de May. The villas has its own pool and private garden.  …see more

13 Photos

Villa | 3 Bedrooms | sleeps 7

Very Good 4/5 

7 Nights min stay

Add to shortlist

from £110 /night

£767 - £1210 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 25 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
The villas Victorine is located in the residence Fleurs de May. The villas has its own pool and private garden.  …see more

12 Photos

Villa | 4 Bedrooms | sleeps 10

7 Nights min stay

Add to shortlist

from £150 /night

£1049 - £2017 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
The villa Clementine is ideal for families seeking relaxation. This beautiful villa has a large exotic wood deck, an large swimming pool 10 x 5 meters in a park planted with tropical species.  …see more

6 Photos

Apartment | 1 Bedroom | sleeps 4

Very Good 4/5 

7 Nights min stay

Add to shortlist

from £40 /night

£279 - £347 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
2 studios with sea view, 2 apartments with sea view, 2 apartments with view on private garden, private pool and balcony for al fresco dining. Ideal for families seeking relaxation.  …see more