Villas in Caribbean and estates – Holiday Lettings - Holiday Rentals Caribbean

Close

View larger map

Also consider

North America Holidays
164787 properties
Caribbean Holidays
24964 properties
Villas St. Barts
4,367 properties
Villas Dominican Republic
3,259 properties
Villas Barbados
2,812 properties
Villas St. Maarten - Saint Martin
2,767 properties
Villas Jamaica
2,570 properties
Apartments Puerto Rico
1,723 properties
Villas Guadeloupe
931 properties
US Virgin Isles
866 properties
Villas Bahamas
815 properties
Villas Aruba
593 properties
Villas Antigua and Barbuda
555 properties
Villas St. Lucia
541 properties
Apartments Martinique
492 properties
Villas Anguilla
423 properties
Villas British Virgin Isles
388 properties
Holiday rentals Turks and Caicos Islands
378 properties
Villas Curacao
348 properties
Houses Trinidad and Tobago
234 properties
Houses Cayman Islands
165 properties
Apartments Bonaire
137 properties

Caribbean

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

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

24,817 Holiday homes

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

(2) Very Good 

15

Holiday apartment in Caribbean

Saint James Parish / Weston

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Lantana 24 is a stunning first floor 3 bedroom, 2 bathroom apartment. Located in the quieter block it enjoys fabulous sea views of the West Coast and is ideal for families or couples. This modern apartment is stylishly furnished and equipped for a very comfortable stay.  …see more

from £100 / night

£700 - £1037 / week

Book View

from £100 / night

(20) Excellent 

27

Grande-Terre Island / Port-Louis

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £41 / night

£283 / week

Book View

from £41 / night

(23) Excellent 

24

Holiday villa in Caribbean

Speightstown / Heywoods

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“The perfect holiday home in the perfect location” We stayed at this house in early June last year at the suggestion of a friend of a friend of the owner. What a wonderful find it was. Our party was two couples who have, in all honesty, worked through  …see more

from £100 / night

£575 - £968 / week

Book View

from £100 / night

(8) Excellent 

19

Holiday apartment with shared pool in Barbados

Saint Peter Parish / Gibbes

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Perfect holiday, perfect place - relaxation, sun and calm” We spent 2 weeks at Ashanti, staying in one of the larger 3 bed appartments. Our lift from the airport had been arranged with Collis, the fantastically helpful site manager, so the transfer wa  …see more

from £115 / night

£800 - £960 / week

Book View

from £115 / night

(6) Excellent 

16

Villa rental in Caribbean with swimming pool, golf nearby

Punta Cana / Bavaro Beach

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
This spacious villa is ideal for large families or friends traveling together. With 4 complete bedrooms, each with their complete bathroom, and a maids quarter. This beautiful villa is situated in the gated residential Cocotal Golf & Country Club with a beautiful vi  …see more

from £242 / night

£1613 - £2702 / week

Book View

from £242 / night

(3) Very Good 

16

Arrondissement of Le Marin / Riviere-Salee

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £35 / night

£240 / week

Book View

from £35 / night

(9) Excellent 

19

Caribbean holiday apartment rental

Saint Peter Parish / Gibbes

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool
New self-catering Caribbean apartment with stunning sea views, only minutes away from the spectacular beaches at Gibbs and Mullins Bay in the parish of St. Peter. A large communal pool and balcony for al fresco dining. Ideal for families seeking relaxation.<br />F  …see more

from £151 / night

£800 - £960 / week

Book View

from £151 / night

(20) Excellent 

20

Home rental in Caribbean with swimming pool

Saint Peter Parish / Maynards

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
“Lovely Villa, great location” Our party of family and friends had a lovely time at Palm Villa. The facilities are excellent, it was plenty big enough for all ten of us and Beverley was helpful and went out of her way to make our stay comfortable. We  …see more

from £125 / night

£875 - £2555 / week

Book View

from £125 / night

(6) Very Good 

14

Holiday villa with swimming pool, golf nearby in Caribbean

Saint James Parish / Sunset Crest

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
Barbados Villa with Private Pool and Beach Club Access. Walking Distance to the Beach and Duty Free Shopping. Sleeps 6 (3 Bedrooms).  …see more

from £283 / night

£1976 - £2178 / week

Book View

from £283 / night

(2) Excellent 

22

Holiday condo in St. Maarten-St. Martin

Marigot / Nettle Bay Beach Club

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Air conditioning
Located on the shore of the caribbean sea. Sunset views, Views on ANguilla and the bay of Marigot. Renovated, new furnitures, nice linnens, towels, beach towels. New bathroom with italian shower, good sized bedroom, big kitchen and dining area, living room with sea view  …see more

from £120 / night

£838 - £1026 / week

Book View

from £120 / night

(7) Very Good 

27

Holiday condo in Caribbean

Saint James Parish / Sunset Crest

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Ask owner if suitable for children
Basic, comfortable, affordable condo located close to the beach on Barbados West Coast.  …see more

from £35 / night

£240 - £325 / week

Book View

from £35 / night

(12) Excellent 

24

Holiday apartment with shared pool in Caribbean

Saint James Parish / Holetown

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Car not necessary
Stunning new apartments 4 minutes walk to the fabulous settlers beach.There are numerous bars/restaurants within walking distance for a variety of budgets. There are restaurants specialising in Italian, Indian or Thai as well as traditional Bajan food.<br />Holeto  …see more

from £82 / night

£570 - £805 / week

Book View

from £82 / night

(2) Excellent 

24

Holiday home with swimming pool in Antigua and Barbuda

Antigua / Orange Valley

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
Fabulous and large luxury villa for up to 8 guests with large private pool and superb Caribbean views. Just minutes from an amazing beach, great for swimming and snorkelling, with two bars/restaurants. Convenient for many facilities.  …see more

from £80 / night

£1550 - £2400 / week

Book View

from £80 / night

(10) Excellent 

24

Caribbean holiday villa rental

Saint James Parish / Holetown

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
BRUADAIR is located in the parish of St James which is on the exclusive platinum west coast of Barbados! . It has taken a lot of vision and resource to complete this wonderful villa, built within beautiful tropical surroundings on old plantation land (Lascelles)  …see more

from £550 / night

£3850 / week

Book View

from £550 / night

(27) Excellent 

26

Holiday apartment in Caribbean

Saint Peter Parish / Mullins

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
“Just Beautiful, I wish it was mine!!” This is the second time I have stayed at Ocean View and it's just perfect. The apartment is immaculate and is extremely well equipped, has wifi and also a docking station/speakers for your i-pod. I fell in love w  …see more

from £150 / night

£1050 - £3220 / week

Enquire View

from £150 / night

(18) Excellent 

35

Holiday apartment with swimming pool in Caribbean

Saint Peter Parish / Mullins

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Excellent apartment, lovely location.” Really lovely apartment equipped with all you need for a relaxing holiday. Location excellent for beach and restaurants. Property manager Angela and cleaner Brenda were both so helpful. We had such a good holiday  …see more

from £165 / night

£1150 - £2475 / week

Book View

from £165 / night

8

Punta Cana / Bavaro

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Swimming pool
  • Child friendly

 …see more

from £32 / night

£221 / week

Book View

from £32 / night

(10) Excellent 

23

Holiday apartment with shared pool, golf nearby in Caribbean

Saint James Parish / Holetown

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
PLEASE NOTE: PRICES LISTED ARE FOR USING ONE BEDROOM -(2 PERSONS).EMAIL FOR THE COST OF USING 2 BEDROOMS. This privately owned, stunning new apartment is the largest in the complex, it can be booked with the choice of 1 or 2 bedrooms. It boasts a large spacious lounge  …see more

from £82 / night

£570 - £1088 / week

Book View

from £82 / night

11

Basse-Terre Island / Capesterre-Belle-Eau

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £43 / night

£240 - £394 / week

Book View

from £43 / night

(5) Very Good 

18

Holiday cottage in Barbados

Saint James Parish / Holetown

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Car not necessary
  • Private garden
“Pretty in Pink” My sister and I loved our stay at the Pink Cottage, from being met by Dave at the airport and welcomed by George, to our last day. Even the workmen were courteous and considerate. Everyone we met was friendly and we felt very safe. T  …see more

from £55 / night

£275 - £580 / week

Book View

from £55 / night

10

Apartment rental in Caribbean with shared pool, golf nearby

Saint Peter Parish / Mullins

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool
The Pool Apartment is set in an acre of glorious tropical gardens full of sweet scented Fangipani, Golden Palms, Avocados, Mangos and Coconut trees. Green Monkeys visit the garden most days. There is a large pool.The apartment sleeps 2 adults with a Queen size b  …see more

from £76 / night

£535 - £917 / week

Book View

from £76 / night

(6) Excellent 

16

Grande-Terre Island / Le Gosier

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £52 / night

£389 - £462 / week

Book View

from £52 / night

14

Holiday villa with swimming pool in Caribbean

Saint Peter Parish / Mullins

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
Located just a couple of minutes walk across from the popular Mullins Beach, this lovely 3 bedroom, 3 bathroom tropical villa is bright, airy and full of charm. Recently renovated, the open plan living and dining room features two seating areas, high ceilings and Carib  …see more

from £303 / night

£2117 / week

Enquire View

from £303 / night

20

Grande-Terre Island / Saint Francois

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £84 / night

£308 - £397 / week

Book View

from £84 / night

(7) Very Good 

19

Holiday villa with shared pool, golf nearby in Caribbean

Jolly Harbour / Hamilton Estate

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Jolly Harbour south finger villa” Perfect location 2 mins walk from jolly beach. Lovely villa with air con and all the useful things in the villa that you need or use when your at home. Great for the price! Will definitely be staying in the villa agai  …see more

from £100 / night

£400 - £550 / week

Book View

from £100 / night

(14) Very Good 

18

Grande-Terre Island / Sainte-Anne

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

 …see more

from £35 / night

£240 - £389 / week

Book View

from £35 / night

(2) Excellent 

18

Condo letting in Caribbean with shared pool, golf nearby

Tobago / Lowlands

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly
It's a ground floor condo overlooking the Tobago Plantations golf course. tranquil and peaceful surroundings. Access to 3 separate pools on compound and Lowlands beach. Sleeps 8 comfortably. Perfect for small families with young children. Cable television and wifi  …see more

from £146 / night

£1017 / week

Book View

from £146 / night

(11) Excellent 

23

Apartment rental in Caribbean

Speightstown / Port St Charles

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Car not necessary
“An amazing time away, great location, beach literally on your doorstep and a stunning apartment.” This apartment is finished to the highest standard and boasts being born beach-front and marina-front - which is rare for this up-scale development... Ev  …see more

from £280 / night

£1960 - £6870 / week

Book View

from £280 / night

60

Basse-Terre Island / Sainte Rose

4 16 7 nights min

  • 4 bedrooms
  • Sleeps 16
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £122 / night

£855 / week

Book View

from £122 / night

(5) Excellent 

39

Saint-Martin / Anse Marcel

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool

 …see more

from £95 / night

£659 / week

Book View

from £95 / night

(46) Excellent 

18

Antigua and Barbuda holiday villa rental

Jolly Harbour / Hamilton Estate

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Swimming pool
“Wonderful holiday” Having never done a direct rental before we were slightly nervous however the service we received from our original enquiry right through to our departure was second to none. We were met from the airport and taken directly to th  …see more

from £165 / night

£1150 / week

Enquire View

from £165 / night

(2) Very Good 

11

Arrondissement of La Trinite / La Trinite

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Pet friendly

 …see more

from £33 / night

£228 / week

Book View

from £33 / night

(8) Very Good 

23

Caribbean holiday condo let

Saint Ann Parish / Ocho Rios

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Ask owner if suitable for children
Carib Condominiums are located on a private beach on Main street, Ocho Rios.This privately owned and managed apartment is located on the top floor of this 2 storey apartment building. Here you can see magnificant views of the Caribbean Sea from your condo'  …see more

from £58 / night

£399 - £550 / week

Book View

from £58 / night

(1) Excellent 

16

Guadeloupe / Saint Anne

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.9 km
  • Swimming pool

 …see more

from £44 / night

£308 - £513 / week

Book View

from £44 / night

(11) Very Good 

18

Holiday villa with swimming pool in Caribbean

Tobago / Mount Irvine

4 12 1 night min

  • 4 bedrooms
  • Sleeps 12
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Mot Mot Lodge has an open plan living, dining and kitchen area, with double hight ceilings and full width sliding doors, opening out on to a large upper patio,with outdoor dining facilities. This dining area links the interior and the garden seamlessly.  …see more

from £230 / night

£1610 / week

Book View

from £230 / night

(5) Excellent 

15

Holiday villa in Caribbean

Saint Peter Parish / Gibbes

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Villa Chelbarina is a newly renovated home. It is clean, bright, spacious and enjoys a luxurious breeze most of the year. The home is across the road from the two of the best beaches on the island. The villa is set back from the main road and is quite large and perfect  …see more

from £154 / night

£998 - £1575 / week

Book View

from £154 / night

(2) Very Good 

24

Marie-Galante / Capesterre

3 6 3 nights min

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

 …see more

from £171 / night

£1197 - £1676 / week

Book View

from £171 / night

(3) Very Good 

11

Caribbean holiday studio rental

Christ Church Parish / Rockley

Studio 2 4 nights min

  • Studio
  • Sleeps 2
  • 4 nights min
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly
The fully furnished studio apartment is located on the first floor above the reception area and overlooks the swimming pool which is fed by a waterfall. There is no elevator so all tenants must be able to manage the stairs. This studio apartment is comprises one large l  …see more

from £45 / night

£311 / week

Book View

from £45 / night

(2) Excellent 

59

Caribbean holiday apartment rental

Saint James Parish / Clermont

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Luxury two bedroomed (with 1 king and two twins ) fully furnished ground floor air conditioned condo/apartment . Situated on the West Coast of Barbados in the gated community of Crystal Heights.Fabulous outdoor communal pool ,tennis court and clubhouse on site . Night  …see more

from £65 / night

£420 / week

Book View

from £65 / night

(2) Excellent 

54

Arrondissement of La Trinite / Sainte Marie

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 3 km
  • Air conditioning
  • Private garden

 …see more

from £22 / night

£150 / week

Book View

from £22 / night

Top Destination reviews

Brocklestone Hill
This was our second stay, that says it all!

We spent a whole month here and enjoyed it very much. It is quiet and very breezy which suited us well. We never saw a single mosquito ! We had a car, so the fact it is a little far out did not bother us at all. We could get into Speightstown to shop … see more
Apartment #5 - Rosalie
ideal

We stayed here from New Years Eve 2015 for 2 weeks. This is a lovely apartment, with everything you need. It's a great size, so even if there are loads of you, you will not feel cramped. Beautiful ocean views from the balcony. We loved it and wil … see more
Treehouse Studio in terraced sculpture gardens
A fabulous retreat from the hurly burly of life

The Treehouse is a true find for those who are not seeking the luxury or facilities of a smart hotel. It is away from the resort, high on a jungle coated cliff, set apart from everyone else. The apartment is quiet and surrounded by nature - wild gar … see more
LIME VILLA Holetown, BB
Fantastic Villa in Great Location

Stayed for two weeks and would highly recommend. Booking - an easy process as David the owner always responds promptly. The Villa was perfect for us 5 adults and two children - great sized pool - very clean - spacious inside and well maintained and … see more
Bayhill House, Frigate Bay.
Beautiful place and view!!!

Beautiful place - one of the best places we have stayed at - location was great!! We would go go back! One concern was that there was no hot water ion the kitchen until the last day. … see more
Port St Charles. Beautiful Apartment on the Beach
The most beautiful condo you will ever stay in!

I don't know where to begin other than to say this condo is the most beautiful condo I have ever seen. The entire place is top notch and nothing could be better. The kitchen is state of the art if you want to cook some meals and the bedrooms and me … see more