Caribbean Villas, Estates and apartments

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

24,819 Holiday homes

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

(7) Excellent 

23

Holiday villa with swimming pool in St. Kitts and Nevis

Nevis / Barnes Ghaut

4 6 1 night min

  • 4 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool
“Large spacious house with beautiful scenery” The house for just beautiful, great scenery and what a view! The staff was wonderful. The road is horrible and it is getting worse everyone says. Pretty dangerous in some spots. It takes 15 minutes to get t  …see more

from £194 / night

£1331 - £1452 / week

Book View

from £194 / night

10

Holiday villa with swimming pool in Montserrat

Montserrat / Olveston

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Ask about pets
  • Private garden
Inis Elau is a stunning secluded Villa. Located on a lovely lot approximately 0.7 of an acre in size at the end of Sweet Lime Lane Inis Ealu, (Irish Gaelic for Island Escape) is a custom villa designed and built in 2006. It features a blue steel roof, cherry cabinetry a  …see more

from £186 / night

£1130 / week

Book View

from £186 / night

(2) Very Good 

11

Guadeloupe / Saint Anne

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 300 km
  • Child friendly

 …see more

from £35 / night

£240 - £479 / week

Book View

from £35 / night

(4) Very Good 

33

Grande-Terre Island / Morne-A-l'Eau

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

 …see more

from £22 / night

£150 / week

Book View

from £22 / night

(13) Excellent 

36

Holiday villa with swimming pool, golf nearby in Antigua and Barbuda

Antigua / Saint Mary's

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Cactus is a brand new property and first guests are due in January - 'real' photos will be available in Dec.  …see more

from £250 / night

£1750 - £2780 / week

Book View

from £250 / night

(10) Excellent 

13

Barbados holiday apartment rental

Rockley / Rockley Golf and Country Club

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
“A very comfortable apartment surrounded with luscious tropical vegetation.” The apartment is very comfortable and well stocked. The patio has a view of the pool surrounded with luscious tropical vegetation which is a wonderful place to relax and liste  …see more

from £81 / night

£565 - £734 / week

Book View

from £81 / night

(3) Very Good 

10

Holiday apartment rental

Maxwell / Fairholme Gardens

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Affinity Villas - 1 bedroom apartment in Maxwell, Christchurch, Barbados. Great location for a relaxing holiday with easy access to the beach and other tourist attractions.South coast, outside pool, garden gazebo, parking.<br />Please send an enquiry so we can con  …see more

from £45 / night

£315 / week

Book View

from £45 / night

(5) Excellent 

22

Grande-Terre Island / Le Moule

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Swimming pool

 …see more

from £30 / night

£189 - £471 / week

Book View

from £30 / night

31

Holiday villa in Jamaica

Saint James Parish / Montego Bay

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Ask owner if suitable for children
  • Air conditioning
  • Private garden
Pleasant View is a luxurious villa furnished with modern furnishings. Including outdoor bar, barbecue, large pool & other amenities. 7 miles west of Sangsters International Airport in Jamaica near Montego Bay, Mayfield Falls, Dolphin Cove, Chukka Cove, Margaritavill  …see more

from £250 / night

£1700 / week

Book View

from £250 / night

21

Barbados holiday studio rental

Saint James Parish / Holetown

Studio 3 Min stay varies

  • Studio
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
Comfortable apartment in beautifully kept tropical gardens just steps from the white coral sands, crystal blue waters and palm trees of Discovery Bay. Enjoy watching humming birds feeding among the hibiscus and monkeys scampering up trees as you relax on the balcony. Ca  …see more

from £52 / night

£360 - £626 / week

Book View

from £52 / night

24

Holiday villa with swimming pool, golf nearby in St. Maarten-St. Martin

Sint Maarten / Cupecoy Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Casa Cervo, one of the St Martin's most exquisite and luxurious Beach Front Villa. This stunning 4 bedroom ultra luxurious property with private pool has the most incredible views looking out onto Baie Rouge Bay, one of the most beautiful beaches in St M  …see more

from £964 / night

£6746 - £22581 / week

Enquire View

from £964 / night

(4) Excellent 

6

Grande-Terre Island / Sainte-Anne

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Ask owner if suitable for children

 …see more

from £99 / night

£689 / week

Book View

from £99 / night

30

Caribbean holiday apartment rental

Grande-Terre Island / Saint Francois

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
This apartment, located in Saint-François, is ideal for 3 vacationers. It offers a bedrooms, and a pool access.  …see more

from £59 / night

£406 - £516 / week

Book View

from £59 / night

20

Marie-Galante / Grand Bourg

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from £69 / night

£453 - £573 / week

Book View

from £69 / night

(2) Excellent 

20

Arrondissement of Le Marin / Trois-Ilets

Studio 3 Min stay varies

  • Studio
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £48 / night

£300 - £385 / week

Book View

from £48 / night

(17) Excellent 

20

Caribbean holiday villa rental

St. Kitts / Frigate Bay

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
“Incredible house, views, gardens, rooms” The house itself was lovely- bright and airy, lovely furnishings and art work, kitchen well appointed, breathtaking views, all of the bedrooms lovely and en-suite bathrooms very nice. The island was mellow- no  …see more

from £346 / night

£2420 - £2702 / week

Book View

from £346 / night

(5) Very Good 

37

Villa rental in Antigua and Barbuda with shared pool, golf nearby

Saint Mary Parish / Jolly Harbour

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“NICE AND QUIET PLACE” We stayed almost two months in the villa and really appreciate it. The villa is very clean and updated. We specially appreciated having all our meals outside looking at the very nice view. The extended deck is fantastic and th  …see more

from £109 / night

£763 / week

Book View

from £109 / night

(9) Excellent 

29

Villa rental in Caribbean with swimming pool

Samana Province / Las Galeras

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
Gorgeous caribbean vacation villa comfortably accommodates 8 (2 king and 2 queen beds). Ocean views from every room. Large kitchen. Pool. WiFi. Security 24/7 and maid (5h/day) BBQ. Library. Serenity. Five min. to El Frances Beach, 15 min. to Rincon and La Playita Beach.  …see more

from £121 / night

£613 - £1533 / week

Book View

from £121 / night

(10) Excellent 

21

Antigua and Barbuda holiday villa rental

Saint Phillip Parish / Long Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
“A fantastic holiday destination, where nothing more can be asked for” Brightside is an amazing place to stay on holiday - clean, spacious, wonderful views and perfect for a relaxing time away. I stayed out there with some friends and we had an excelle  …see more

from £461 / night

£3226 - £5081 / week

Book View

from £461 / night

(20) Excellent 

24

Holiday hotel apartment with shared pool in St. Lucia

Castries Quarter / Marigot Bay

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Brilliant Apartment in Marigot” The moment we arrived in St Lucia it was an incredible adventure. We rented a Jeep at the airport and drove to Marigot Bay. Coming from the US, driving was a thrill from the very beginning. The people of St Lucia are  …see more

from £200 / night

£1400 - £2400 / week

Book View

from £200 / night

12

Arrondissement of Fort-de-France / Schoelcher

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

 …see more

from £56 / night

£389 / week

Book View

from £56 / night

(5) Excellent 

10

Caribbean holiday apartment rental

Christ Church Parish / Hastings

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Car not necessary
Upper Camelot occupies the top 2 floors of Camelot House. These private apartments were fully modernised 5 years ago and offer clean and and up to date furnishing and modern services such as high speed internet and multiple media choices for entertainment.<br />Vi  …see more

from £162 / night

£1130 - £1638 / week

Book View

from £162 / night

23

Holiday villa in Caribbean

Saint Mary Parish / Jolly Harbour

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Child friendly
  • Air conditioning
  • Private garden
The villa is set on the water's edge with a spectacular view of the rolling hills. Located at the end of a quiet street in the Jolly Harbour Marina, the villa captures a refreshing breeze thought the day. This contemporary villa will be your perfect vacation home t  …see more

from £162 / night

£1130 / week

Book View

from £162 / night

5

Apartment rental in Grenada

South Coast / Grand Anse

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Our one bedroom apartments have an air-conditioned bedroom with ceiling fans in the living room and bedrooms. They are fully furnished and have a full kitchen with stove, microwave, refrigerator and kitchenware. Queen sized bed + Pull out Sofa. Grand Anse Shopping Cent  …see more

from £75 / night

£502 - £561 / week

Book View

from £75 / night

(11) Excellent 

18

Holiday villa with swimming pool in Caribbean

Bottom Bay / Apple Hall

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Will Definitely Be Returning” This was my first time visiting Barbados and staying at Cou Cou~ I will definitely be returning!!!!. Cou Cou is a well maintained and tastefully decorated villa with even the smallest of amenities thought of which assist  …see more

from £120 / night

£840 / week

Book View

from £120 / night

30

Villa rental in Dominican Republic

Samana Province / Las Galeras

5 10 2 nights min

  • 5 bedrooms
  • Sleeps 10
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
Enjoy a memorable Caribbean getaway while staying in this tranquil ocean front villa located directly on famous Rincon Bay . Boasting views of the sea and comfortable furnishings, this is one of top villas in Las Galeras, known for its mix of European and Caribbean cult  …see more

from £113 / night

£712 - £1598 / week

Book View

from £113 / night

18

Holiday apartment in Caribbean

Saint Joseph Parish / Salisbury

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
he Commonwealth of Dominica (pronounced Domineeca) should not be confused with the Spanish speaking Dominican Republic.The official language is ENGLISH. Dominica is nestled between the French Islands of Guadeloupe and Martinique in the Caribbean's eastern chain Is  …see more

from £60 / night

£350 / week

Book View

from £60 / night

(2) Very Good 

39

Holiday guest house with golf nearby in Barbados

Saint James Parish / Weston

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“A spacious & comfortable hidaway” This was our first time to Weston , having stayed in Fitts Village many times.The cottage was everything & more to how it was described. The beds were the most comfortable & all the living area was light & spacious. T  …see more

from £121 / night

£842 / week

Book View

from £121 / night

(17) Excellent 

19

Caribbean holiday villa rental

Saint James Parish / Lower Carlton

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
“Fabulous holiday home” The teenagers in our party thought Atelier House should feature on MTV's "Teen Cribs" program. It looks slick and gorgeous, but is also very comfortable and thoughtfully equipped with everything to make your holiday easy and re  …see more

from £985 / night

£6895 - £15750 / week

Book View

from £985 / night

(9) Very Good 

23

Caribbean holiday apartment accommodation

Saint Peter Parish / Gibbes

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“For us this has EVERYTHING!! Totally brilliant!!” On our 5th visit to Barbados - a glorious island which never disappoints and where there's always plenty to do - we discovered Ashanti Apt. 5 and we got a fabulous self-catering experience at very reas  …see more

from £100 / night

£500 - £575 / week

Book View

from £100 / night

(9) Excellent 

26

Holiday villa in Caribbean

St. Vincent / Arnos Vale

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“The Place to be” Ecobay Guesthouse is really a Magical Luxurious villa. We did not miss anything. We really enjoyed our vacation here. The owners are really kindly. We can only agree with the previous reviews and recommend the apartment anyway. It was  …see more

from £130 / night

£904 - £2033 / week

Book View

from £130 / night

(3) Very Good 

24

Caribbean holiday villa rental

Porters / Porters Gate

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Swimming pool
“Amazing, brilliantly appointed villa in one of the best locations in Barbados” This villa was awsome. My wife and I and two kids (18 and 12) have just returned from a fantastic two weeks at this super villa. The interior decorating has clearly been  …see more

from £129 / night

£903 / week

Book View

from £129 / night

(2) Excellent 

14

Caribbean holiday apartment rental

Christ Church Parish / Enterprise

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
Beautiful holiday apartment for rent on the desirable and envious South coast of Barbados. This contemporary furnished 2 bed, 1 bath top floor apt has amazing views of the sea. Well equipped with everything to make your holiday a peaceful and relaxing one. Features incl  …see more

from £66 / night

£460 - £540 / week

Book View

from £66 / night

(3) Very Good 

8

Arrondissement of Le Marin / Trois-Ilets

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £35 / night

£231 - £257 / week

Book View

from £35 / night

(1) Very Good 

22

Grande-Terre Island / Saint Francois

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

 …see more

from £88 / night

£1227 / week

Book View

from £88 / night

9

Basse-Terre Island / Trois Rivieres

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from £52 / night

£325 - £387 / week

Book View

from £52 / night

(5) Very Good 

15

Caribbean holiday villa rental

West End Village / Shoal Bay West

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
The main living room of the front villas overlooks the Atlantic Ocean with different shades of Caribbean blue. State of the art appliances (Bosch kitchen appliances) along with luxury fixtures and features complement the simple elegance of the villas.<br />Air con  …see more

from £121 / night

£803 / week

Book View

from £121 / night

(3) Excellent 

15

Holiday villa in Caribbean

Punta Cana / Bavaro

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
“Best vacation ever” We had an amazing stay on this villa! Perfect location with a private beach and great service - our villa was cleaned thoroughly everyday. I highly recommend taking the Day Pass - it costs $45 per day and gets you unlimited food  …see more

from £162 / night

£1049 - £1654 / week

Book View

from £162 / night

(35) Excellent 

28

Arrondissement of Le Marin / Trois-Ilets

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Child friendly

 …see more

from £57 / night

£394 - £405 / week

Book View

from £57 / night

(10) Very Good 

22

Apartment rental in Antigua and Barbuda

Saint Phillip Parish / Saint Philip

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
Relax arter a day of sun in your spacious apartment: 2 air conditioned bedrooms, fully equipped kitchen and spacious living/dining area. Spacious bathroom. Catch a glimpse of the aqua ocean and surrounding countryside on the breezy patio. Entire apartment open to guest  …see more

from £73 / night

£505 / week

Book View

from £73 / night