Villas in Caribbean and Estates - Holiday Lettings - Holiday Rentals Caribbean

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21,296 Holiday homes

(29) Excellent 

Certificate of Excellence

24

Holiday villa with swimming pool in Guadeloupe

Grande-Terre Island / Sainte-Anne

3 6 7 nights min

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

Certificate of Excellence

from £101 / night

£703 - £1,317 / week

Book View

Booked 10+ times!

from £101 / night

(11) Excellent 

16

Holiday townhouse with swimming pool in Caribbean

Enterprise / Cottonbay

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly

from £122 / night

£850 - £950 / week

Enquire View

Booked 20+ times!

from £122 / night

(9) Excellent 

13

Holiday apartment accommodation

Basse-Terre Island / Deshaies

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £79 / night

£553 - £1,861 / week

Book View

Booked 10+ times!

from £79 / night

(1) Excellent 

7

Caribbean holiday apartment rental

Arrondissement of Le Marin / Trois-Ilets

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Nearest beach 0.3 km
  • Air conditioning
  • Pet friendly

from £27 / night

£194 / week

Book View

Responds fast!
avg. 1 hour 22 minutes

from £27 / night

(4) Excellent 

15

Holiday villa with shared pool, golf nearby in Caribbean

Saint Mary Parish / Jolly Harbour

2 5 5 nights min

  • 2 bedrooms
  • Sleeps 5
  • 5 nights min
  • Nearest beach 0.1 km
  • Swimming pool
  • Child friendly

from £103 / night

£716 / week

Book View

Responds fast!
avg. 1 hour 43 minutes

Booked 10+ times!

from £103 / night

(2) Excellent 

26

Dominican Republic holiday villa rental

Samana Province / Las Terrenas

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 0.15 km
  • Swimming pool
  • Child friendly

from £76 / night

£379 - £432 / week

Book View

from £76 / night

(1) Excellent 

52

Holiday home with swimming pool in Caribbean

Grand Bahama Island / Freeport

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly

from £133 / night

£928 / week

Book View

from £133 / night

4

Holiday apartment with shared pool in Caribbean

Arrondissement of Le Marin / Trois-Ilets

1 2 2 nights min

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

from £36 / night

£237 - £308 / week

Book View

Responds fast!
avg. 3 hours 3 minutes

from £36 / night

(26) Very Good 

6

Holiday apartment in Guadeloupe

Guadeloupe / Saint Anne

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £49 / night

£338 / week

Book View

Responds fast!
avg. 2 hours 43 minutes

from £49 / night

(14) Excellent 

28

Holiday apartment with shared pool in Caribbean

Saint James Parish / Holetown

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Car not necessary

from £90 / night

£624 - £879 / week

Book View

Responds fast!
avg. 2 hours 47 minutes

Booked 20+ times!

from £90 / night

6

Holiday apartment in Guadeloupe

Grande-Terre Island / Sainte-Anne

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 3 km
  • Child friendly
  • Pet friendly

from £44 / night

£400 - £492 / week

Book View

from £44 / night

24

Holiday apartment with shared pool in Caribbean

Saint Peter Parish / Mullins

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £135 / night

£945 - £2,240 / week

Book View

Responds fast!
avg. 3 hours 48 minutes

from £135 / night

(7) Very Good 

15

Holiday home with swimming pool in Caribbean

Maxwell / Fairholme Gardens

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool

from £100 / night

£700 / week

Book View

Booked 20+ times!

from £100 / night

(11) Very Good 

24

Holiday home with swimming pool in Barbados

Saint James Parish / Holetown

5 11 5 nights min

  • 5 bedrooms
  • Sleeps 11
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 300 km
  • Swimming pool

from £300 / night

£2,100 - £2,800 / week

Book View

Responds fast!
avg. 3 hours 8 minutes

Booked 9 times

from £300 / night

(33) Very Good 

23

Holiday villa with swimming pool, golf nearby in Caribbean

Tobago / Prospect, Tobago

4 12 2 nights min

  • 4 bedrooms
  • Sleeps 12
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

from £220 / night

£1,400 / week

Book View

Responds fast!
avg. 2 hours 5 minutes

Booked 40+ times!

from £220 / night

5

Caribbean holiday bungalow rental

Basse-Terre Island / Deshaies

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Nearest beach 3 km
  • Swimming pool
  • Child friendly

from £62 / night

£360 - £474 / week

Book View

Responds fast!
avg. 3 hours 35 minutes

from £62 / night

(19) Excellent 

20

Caribbean holiday villa rental

Castara / Englishman's Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

from £114 / night

£800 - £1,450 / week

Book View

Booked 10+ times!

from £114 / night

(34) Excellent 

21

Home rental in Caribbean with shared pool

Grande-Terre Island / Sainte-Anne

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

from £102 / night

£710 - £1,401 / week

Book View

Booked 10+ times!

from £102 / night

(33) Excellent 

17

Holiday townhouse with swimming pool, golf nearby in Caribbean

Saint James Parish / Holetown

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
“Fantastic location, fantastic property” First visit to Barbados and we loved every minute of it. The house was fantastic, comfortable spacious and very well equipped. The bedrooms are large and each room has its own walk in shower. We really liked the fact that it had 2 balconies, so we could catch the sun both morning and evening. The living area is again spacious and the kitchen facilities are excellent. Location is brilliant, nice and quiet and yet only a short walk to Lime Grove and the beaches, no need for a car. The agent was really good, they meet us at the property to show us round and came back to see us off. We will definitely be going back.

from £280 / night

£1,960 - £4,725 / week

Book View

Responds fast!
avg. 2 hours 15 minutes

Booked 30+ times!

from £280 / night

24

Holiday apartment in St. Lucia

Anse la Raye Quarter / Anse La Raye

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 1 km
  • Child friendly
  • Air conditioning

from £28 / night

£182 / week

Book View

from £28 / night

(33) Very Good 

19

Holiday apartment with shared pool in Saint Ann Parish

Saint Ann Parish / Ocho Rios

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Excellent” My family and I stayed in this believe 2 bed apartment in ocho rios for a week. I have stayed in apartments before but this was the best one. It felt like I had travelled from home to home. The apartment was very clean and tidy. AC was everywhere within the apartment. All the utensils that were needed were provided. And to top it off there was the luxury of having a tv with cable in every room. I couldn't ask for anything else and I enjoyed every minute of my stay. I would definitely stay again and I would recommend it to anyone!!!

from £85 / night

£595 / week

Enquire View

Booked 40+ times!

from £85 / night

(12) Excellent 

24

Caribbean holiday villa rental

Antigua / Dickenson Bay

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

from £286 / night

£2,000 - £4,000 / week

Book View

Responds fast!
avg. 1 hour 42 minutes

Booked 10+ times!

from £286 / night

(1) Very Good 

12

Holiday apartment with swimming pool in Caribbean

Grande-Terre Island / Sainte-Anne

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £88 / night

£615 / week

Book View

from £88 / night

(5) Excellent 

19

Martinique holiday apartment rental

Arrondissement of La Trinite / Tartane

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £53 / night

£369 - £553 / week

Book View

Booked 10+ times!

from £53 / night

34

Holiday apartment with shared pool, golf nearby in Caribbean

Freeport / Lucaya

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool

from £65 / night

£417 - £455 / week

Book View

Responds fast!
avg. 1 hour 51 minutes

Booked 5 times

from £65 / night

(4) Excellent 

11

Martinique holiday apartment rental

Arrondissement of Le Marin / Sainte-Luce

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Child friendly
  • Air conditioning

from £71 / night

£492 / week

Book View

Responds fast!
avg. 3 hours 38 minutes

Booked 5 times

from £71 / night

(27) Excellent 

Certificate of Excellence

14

Studio rental in Martinique with shared pool

Arrondissement of Le Marin / Sainte-Luce

Studio 2 6 nights min

  • Studio
  • Sleeps 2
  • 6 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning

Certificate of Excellence

from £50 / night

£308 / week

Book View

Responds fast!
avg. 2 hours 21 minutes

Booked 60+ times!

from £50 / night

(1) Excellent 

38

Holiday home in Caribbean

Manchester Parish / Mandeville

3 7 1 night min

  • 3 bedrooms
  • Sleeps 7
  • 1 night min
  • Nearest beach 24 km
  • Child friendly
  • Private garden

from £30 / night

£180 / week

Book View

from £30 / night

16

Holiday home with shared pool in Caribbean

Saint Ann Parish / St. Ann's Bay

2 6 2 nights min

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

from £50 / night

£325 - £760 / week

Book View

Responds fast!
avg. 1 hour 29 minutes

from £50 / night

(2) Very Good 

16

Holiday guest house with shared pool, golf nearby in Antigua and Barbuda

Jolly Harbour / Jolly Harbour Villas

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £66 / night

£456 / week

Book View

Booked 6 times

from £66 / night

(4) Excellent 

19

Home rental in Guadeloupe with shared pool

Grande-Terre Island / Sainte-Anne

3 6 7 nights min

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

from £102 / night

£711 - £1,405 / week

Book View

Booked 4 times

from £102 / night

(7) Excellent 

6

Holiday bungalow rental

Basse-Terre Island / Deshaies

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

from £53 / night

£308 / week

Book View

Booked 10+ times!

from £53 / night

(3) Very Good 

14

Bungalow rental in Caribbean

Arrondissement of Le Marin / Ducos

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Beach / lakeside relaxation
  • Air conditioning
  • Private garden

from £53 / night

£316 / week

Book View

Responds fast!
avg. 37 minutes

Booked 10+ times!

from £53 / night

(1) Excellent 

16

Holiday villa with swimming pool in Caribbean

Basse-Terre Island / Sainte Rose

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0.15 km
  • Swimming pool
  • Child friendly

from £97 / night

£676 - £1,598 / week

Book View

Responds fast!
avg. 1 hour 29 minutes

from £97 / night

(2) Excellent 

20

Holiday studio in Martinique

Arrondissement of Le Marin / Trois-Ilets

Studio 3 Min stay varies

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

from £53 / night

£303 - £413 / week

Book View

Responds fast!
avg. 3 hours 34 minutes

Booked 6 times

from £53 / night

(8) Very Good 

39

Holiday apartment in Caribbean

La Altagracia Province / Bayahibe

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £84 / night

£483 / week

Book View

Booked 10+ times!

from £84 / night

(11) Excellent 

28

Holiday villa rental

Cap Estate / Villas on the Green

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

from £138 / night

£966 - £1,412 / week

Book View

Responds fast!
avg. 2 hours 22 minutes

Booked 10+ times!

from £138 / night

(4) Excellent 

15

Villa letting in Caribbean with swimming pool

Basse-Terre Island / Deshaies

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £209 / night

£1,458 - £1,958 / week

Book View

Booked 5 times

from £209 / night

12

Holiday apartment rental

Saint James Parish / Sion Hill

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 5 km
  • Swimming pool
  • Child friendly

from £99 / night

£591 / week

Book View

from £99 / night

(4) Very Good 

5

Holiday apartment in Guadeloupe

Iles des Saintes / Terre-de-Haut

1 6 2 nights min

  • 1 bedroom
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning

from £68 / night

£474 / week

Book View

Booked 10+ times!

from £68 / night

Why Caribbean?

Turquoise ocean, sun-bleached sand, peach-gold sunsets and the most easy-going people on the planet… the Caribbean is every inch the perfect tropical paradise. Saint Lucia, Antigua, Dominica, Barbuda, Hispaniola and over 700 more islands are waiting to steal your heart.

Beachside Bliss

Awarding the title of ‘best beach in the Caribbean’ is like deciding which diamond in the Crown Jewels sparkles the most. It’s a nigh-on impossible, yet dazzling experience. Grand Cayman’s seven-mile paradise is a good place to start, with water as clear as glass, and the luxurious capital of George Town a stone’s throw away. Other Caribbean beach havens include Jamaica’s Montego Bay and virtually anywhere on Saint Martin island.

Secret Treasures

But the Caribbean isn’t all beaches and blue topaz seas. If you can drag yourself away from the sand on Puerto Rico, you’ll discover the tropical rainforest of El Yunque National Forest. Explorers who venture inland on most islands will be rewarded with secluded waterfalls, like Dunn’s River Falls in Ocho Rios, Jamaica.

Sub-Marine Spectacular

Snorkelling in the azure seas of the Caribbean is incredible, not least because of the vivid colours on display. Shoals of shimmering fish dart between coral reefs beneath the waves and when you come up for air, forests and palm trees cover the coasts. It’s like someone has turned up the colour saturation on your television. Head to Antigua’s Stingray City, a marine life petting zoo, for a hands-on experience you’ll never forget.

Top Destination reviews

Ocho Rios, Jamaica, Luxury Vacation Rental
WoW

The family and I (partner and four children), stayed in a three bed luxury vacation villa in Richmond Developments,Ocho Rios. The photos do not lie! the views were stunning and the villa was lovely. The children were totally at home with the infinity pool, park, gym, tennis court and the country store all within the gated community. The security were polite. Henry the owner, provided us with lots of information and a clean, comfortable, modern villa. He responded to any queries, almost instantly via social media. Kids wanted to go back 'home' once they landed in the grey UK. Planning another trip soon. Loved it.see more
Chimen COTTAGE WITH SEA VIEW 4 BEDROOMS
Cottage Chimen

Wonderful. The pictures of the house are true to reality. It really is very beautiful with lovely views. The house is a 2 minute walk to the sea where there is great snorkeling at the rock in the bay. We stayed for 11 days but wished it could have been longer. … see more
Top of the hill Cottage (2/3 people)
Lovely place

Very romantic with a stunning view on the bay: this simple cottage is pure caribbean feeling. Just 1 mile away from the main road you can appreciate the nature around, the large garden, the beautiful sunset, and the one milion star night sky. The staff is friendly and helpfull, the cottage is clean and well cared with a large veranda to rest, read, have dinner and a small one in the kitchen where we had breakfast on the outside counter and stools. We rented by the owner a good deal car to visit the island.see more
Olcam Lodge Villa - Pool and Private Beach Access
Honeymoon

The villa was spacious and beautiful. I traveled with my new spouse, daughter, and brother. Chris and Mike were available whenever we called. Chris is an amazing chef who pleased us with a multitude of tasty exotic dishes. We plan to return next year with more family. Thank you so much for the hospitality.see more
Tropical garden villa, close to beautiful beach
Excellent

Nice house in a quiet neighborhood a five minute walk from the beach. Bedrooms and bathrooms look as they have been recently refurbished and are all air conditioned. Lounge comfortable and kitchen well equipped albeit looking a little tired. I think this property represented excellent value for money and would definitely visit again.see more
Plantation View
Wonderful secluded holiday getaway

We arrived on April 15th, hired our car at the airport and made our way to the villa where we were met by the affable Colin who showed us around and gave us some tips on places to visit during our stay. First impressions were ' Wow, what a view!'~ the property is high up and this means that there is a great vista of the sea and the towns below. The gardens are filled with all kinds of amazing flowers and plants with mangoes, grapefruit and mandarins among others and we saw lizards, hummingbirds, mot mots as well as having visits from the local chickens. We visited a few of the beaches, the best being Pigeon Point which is well worth the few dollars it costs to get in and then to hire sunbeds. We went on a tour of the island and enjoyed swimming at the Argyll waterfalls and a stop off at Castara where we watched the locals pulling in their fishing nets from our seats at the bar on stilts. Another trip out saw us going to Fort King George at Scarborough, which was full of local history, and a short visit to Bacolet beach where the Swiss family Robinson was filmed in 1975. We enjoyed breakfasting at House of Pancakes, at the turn off to Pigeon Point, and also a drink and fries at Legger's bar near Mount Irvine bay, our local beach. We ate at the villa most nights, making full use of the barbecue, and got some really excellent meat from the meat shop at Golden Grove. A special mention for a place to visit is Sunday School at Buccoo, just down the road, where you can enjoy a steel band and a bit of a flutter on a version of roulette. The villa is homely, the pool table a source of evening entertainment and the pool affording a welcome dip during the heat of the day. Everyone we met was really friendly and welcoming; All the neighbours say hello and we felt really welcomed by everybody we met. Our two week stay was over before we knew it. Check-in at the airport was a very easy going experience as the airport is so small, but get your souvenirs before you leave as you can only really buy cigarettes and alcohol in duty free. Would recommend as a great place to stay as it is so easy to get to everything but a car is a necessity as you are 500ft above sea level and up a winding road, which is why you have such wonderful views. This island is well worth a second visit as there is so much to see and do.see more