List your home
Apply filters
£ to

70 Holiday homes in Caribbean

Reset search

Show results on map

Filter your search

Price per day

£ to

Bedrooms

Location

  • All towns
  • Anse Marcel (1)
  • Baie aux Prunes (1)
  • Barnes Bay (1)
  • Beausejour (1)
  • Bel Air, Barbados (1)
  • Boscobel (1)
  • Buckley Bay (1)
  • Charlestown (1)
  • Cousins Cove (1)
  • Cupecoy (3)
  • Fajardo (4)
  • Flinty Bay (1)
  • Gate Park (1)
  • Gibbs Beach (2)
  • Holder's Hill (1)
  • Holetown (4)
  • Little Harbour, Anguilla (1)
  • Little Trunk Bay (1)
  • Long Pond Bay (2)
  • Mt Standfast (3)
  • Nettle Bay (1)
  • Ocho Rios (9)
  • Pasture Beach (3)
  • Porto Cupecoy (2)
  • Royal Westmoreland Golf Resort (2)
  • Rum Point (2)
  • Runaway Bay (1)
  • Sandy Hill, Anguilla (1)
  • Sandy Lane (4)
  • Soufriere (1)
  • Speightstown (1)
  • St Ann (1)
  • St Johns, Antigua (1)
  • Terres Basses (6)
  • Trelawny (1)
  • West End Bay (1)
  • Westmoreland, Barbados (1)

more +

less -

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: Private tennis court (70)

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
70 Results  |  
14 Photos

Villa | 2 Bedrooms | sleeps 6

5 Nights min stay

Add to shortlist

from £256 /night

£1788 - £2384 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
summer special: stay for 5, pay for 4! *no daily maid service with this promo. Travel window may 1-december 15, 2014 excluding nov. 23 - 30, 2014. this airy beach front home is within easy walking distance of a beach bar, restaurant and water-sport shop.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

Add to shortlist

from £264 /night

£1843 - £6550 / week

View

Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Book between May 15 - Jun. 20, 2014. Travel to be completed by Aug. 31, 2014. 1 free night for a 7 day booking, 2 free nights for a 12 day booking. Does not apply to reduced bedroom rates. Sugar Cane Ridge 1 is a well-appointed, modern Caribbean villa, nestled in the exclusive Royal Westmoreland Golf Resort in Barbados, overlooking the beautifully landscaped short-game and putting areas of the Resort.  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 14

5 Nights min stay

Add to shortlist

from £5848 /night

£40936 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Bananaquit was thoughtfully positioned on Pasture Bay Beach to benefit from the cooling Caribbean trade winds.  …see more

Featured properties

20 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

Add to shortlist

from £753 /night

£5265 - £7017 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Overlooking the fourth fairway of The Old Nine Golf Course at Sandy Lane, Happy Days is gracious in every aspect. This privately owned villa was completed in 1990, and is let complete with all equipment and utilities. While the owners' first floor suite is retained for their use only, the entire ground floor of the house is available for rental.  …see more

14 Photos

Condo | 3 Bedrooms | sleeps 6

5 Nights min stay

Add to shortlist

from £351 /night

£2457 / week

View

Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Be our guest, unwind and relax in this hard to find spacious condo at ‘The Cliffs’ on Cupecoy Beach – the newest, ultra luxury, state-of-the-art condominium building on the island (opened June 2007) – Directly overlooking the Caribbean Sea on one side and the Simpson Bay lagoon all the way to Anguilla on the other. Enjoy the spectacular, panoramic 180-degrees ocean view over the pristine white sand and crystal-clear sapphire waters of secluded Cupecoy Beach.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

Add to shortlist

from £761 /night

£5322 - £10234 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
C'est La Vie is a lovely 5 bedroom villa with private pool and walking distance to a pristine stretch of sandy beach. This luxury vacation rental is located on the Trouya Pointe peninsula between Rodney Bay in the North of St Lucia. • Board: Self Catering  …see more

24 Photos

Villa | 8 Bedrooms | sleeps 16

5 Nights min stay

Add to shortlist

from £7018 /night

£49123 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
A fabulous colonial style villa set in eight private acres of lush, well-stocked, tropical gardens, Ty Molineux offers 25,000 sqft of luxury living space, including four suites in the main house and two private cottages in the grounds, each offering two suites.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 10

5 Nights min stay

Add to shortlist

from £1045 /night

£7312 - £12281 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
free night in paradise - stay 7 nights, pay for 6 promotion for new bookings at these selected villas! rentals must occur between april 26 through december 12, 2014. Note: the following dates are excluded from the promotion: may 24 through 30, june 28 through july 4, august 30 through september 5, november 22 through 28, 2014. absolutely stunning! the natural beauty surrounding this first-class private beach estate will truly take your breath away - your choice of two perfect white-sand beaches are just steps away from sol y sombra through either of two carved indonesian gates.  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

Add to shortlist

from £878 /night

£6141 - £15790 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Beautiful Blue Palm is a 5 bedroom ultra-modern villa just steps away from the fabulous white sand beach of Plum Bay.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

5 Nights min stay

Add to shortlist

from £1404 /night

£9825 - £14942 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Book between May 15 - Jun. 20, 2014. Travel to be completed by Aug. 31, 2014. 1 free night for a 7 day booking, 2 free nights for a 12 day booking. Does not apply to reduced bedroom rates. Mullins Mill is a home of unique character nestled on eight acres of landscaped grounds. The main house is constructed around a 17th century sugar mill offering privacy in the two adjoining guest cottages. A cozy gazebo on the cliff side has sweeping views of the coastline, and the property has a ridge side infinity swimming pool with cabana and separate Jacuzzi located a short walk through the tropical gardens (about 100 yards) south of the main house. East of the main house is a tennis court, garden and orchard.  …see more

10 Photos

Townhouse | 3 Bedrooms | sleeps 6

2 Nights min stay

Add to shortlist

from £180 /night

£1258 - £2623 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • Pets welcome
Crescent Cove is known for it's great pool area and beautiful beach. Each villa has two parking spaces. The upper level villas have a large private sunroof terrace. Each bedroom has their own full bathroom. Crescent Cove is only a short walk to the Hotel and Casino and the famous Beach Bohio  …see more

12 Photos

Townhouse | 3 Bedrooms | sleeps 6

2 Nights min stay

Add to shortlist

from £180 /night

£1258 - £2623 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
Crescent Cove has some of the most magnificent Ocean Views in Palmas Del Mar. With clear visibility you can easily see beyond the ocean and sometimes clear to, Vieques. Crescent Cove is known for it?s great pool area and beautiful beach. Each villa has two parking spaces. The upper level villas  …see more

13 Photos

Townhouse | 2 Bedrooms | sleeps 6

1 night min stay

Add to shortlist

from £140 /night

£980 - £2278 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • Pets welcome
Crescent Cove has some of the most magnificent Ocean Views in Palmas Del Mar. With clear visibility you can easily see beyond the ocean and sometimes clear to, Vieques. Crescent Cove is known for it's great pool area and beautiful beach. Each villa has two parking spaces. The upper level  …see more

13 Photos

Townhouse | 3 Bedrooms | sleeps 6

2 Nights min stay

Add to shortlist

from £180 /night

£1258 - £2623 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
Crescent Cove has some of the most magnificent Ocean Views in Palmas Del Mar. With clear visibility you can easily see beyond the ocean and sometimes clear to, Vieques. Crescent Cove is known for it?s great pool area and beautiful beach. Each villa has two parking spaces. The upper level villas  …see more

19 Photos

Villa | 4 Bedrooms | sleeps 8

3 Nights min stay

Add to shortlist

from £298 /night

£2080 - £3840 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Suitable for over 5s only
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Villa de standing aux Terres Basses, 300m2, 4 chambres avec salles de bains, proche Baie Longue (plage à 500m), Piscine, Jacuzzi, Tennis éclairé, jardin tropical de 10 000m2. Luxury villa in Terres Basses, 300m2, 4 bedrooms with bathrooms, near Baie Longue Beach  …see more

20 Photos

Studio | sleeps 4

7 Nights min stay

Add to shortlist

from £55 /night

£382 - £552 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
Studio refait à neuf, 2 à 4 personnes, 2 piscines, 3 courts de tennis , salle de bain, climatisation, plage  …see more

4 Photos

Villa | 4 Bedrooms | sleeps 9

Min stay varies

Add to shortlist

from £168 /night

£1175 - £2318 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Utmost privacy 2 acres of gardens in elevated location with panoramic views Private pool Private tennis court 2 - 4 bedrooms (as required) with en suite facilities Maid and laundry service included. Complimentary WiFi and sound system for your music player. The property is manged by our highly capable house keeper (employed by us more than 20 years).  …see more

21 Photos

Cottage | 1 Bedroom | sleeps 2

5 Nights min stay

Add to shortlist

from £76 /night

£530 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Car essential
  • No pets allowed
  • Private garden
Heritage cottage in the mountains. A peaceful getaway that offers lots of privacy to our guests. Furnished with Georgian details, swimming pool, jacuzzi and sundeck. We are only 30 minute drive from Ocho Rios, that offers lively entertainment. Wi-Fi, Satellite, TV  …see more

16 Photos

Condo | 1 Bedroom | sleeps 2

Min stay varies

Add to shortlist

from £243 /night

£1696 / week

View

Key info:

  • Not suitable for children
  • Air conditioning
  • No pets allowed
Zanzibar is located at the top level (4th floor) of one of the residence buildings of Porto Cupecoy, Dutch St. Maarten.  …see more

24 Photos

Villa | 10 Bedrooms | sleeps 20

Min stay varies

Add to shortlist

from £3175 /night

£22223 - £60819 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
BARLB is a glamorous new villa in Anguilla. This 10 bedroom villa (all en-suite) is located in approximately 2.5 acres of beautiful tropical gardens with two swimming pools, two small natural beaches, beach pavilion, tennis court, gym, personal cinema and beautiful water garden.  …see more