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

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18,390 Holiday homes

Holiday condo with shared pool, golf nearby in Caribbean

Frigate Bay condo

2 bedrooms • 2 bathrooms • sleeps 4

“Peaceful and relaxing[--]” The condo is tucked away in well planted grounds that lend themselves to wildlife sporting from the balcony. The Atlantic's entertaining waves are at the bottom of the communal garden and the contrasting but more snorkel friendly Caribbean is a five minute walk via the gastronomic delights of Mr X's Shigity Shack. We went in the off season but still found plenty of entertainment especially at the plantations like Rawlin's. A car opens up many more opportunities. A quick mention of thanks must go to Sue the owner who is endlessly helpful and provides lots of information about essential trips to make whilst staying in St. Kitts.

from £93 / night

£657 / week

1 / 19

Holiday apartment with shared pool, golf nearby in Barbados

Inch Marlow apartment

1 bedroom • 1 bathroom • sleeps 2

from £54 / night

£378 / week

1 / 17

St. Vincent and the Grenadines holiday villa rental

Spring Bay villa

9 bedrooms • 12 bathrooms • sleeps 20

from £1,069 / night

£7,479 / week

1 / 24

Caribbean holiday apartment rental

Speightstown apartment

2 bedrooms • 2 bathrooms • sleeps 4

from £138 / night

£962 / week

1 / 24

Villa rental in Caribbean

Port Antonio villa

2 bedrooms • 2 bathrooms • sleeps 6

from £291 / night

£1,662 / week

1 / 29

Caribbean holiday villa rental

Royal Westmoreland Golf Resort villa

3 bedrooms • 3 bathrooms • sleeps 6

from £338 / night

£2,365 - £7,174 / week

1 / 11

Caribbean holiday apartment rental

Ocho Rios apartment

1 bedroom • 1 bathroom • sleeps 4

“Comfortable, cosy, modern apartment in the right area!” This apartment by far is the best apartment i have stayed in at Sandcastles and i have stayed in more than 8! The owner Jennifer is prompt and friendly when replying to all queries, i felt at ease booking with her. Her driver Dennis who picked me and my son up from the airport was ontime and he wore a Palmview tshirt so i was able to recognise him straight away at Montego Bay busy airport. This apartment is clean and very comfortable, most apartments ive stayed in just about has enough cups, this one has pots,pans, jugs more than enough cutlery, a toast sandwich maker and lots more in the kitchen. The computer has fast internet connection which helped, and a tv in the living room and bedroom which is a bonus as most apartments provide just 1 tv in the main room. There is also a powerful ipod/iphone speaker so i was able to play my music on my iphone while getting ready to go out! Along with a seperate cd stereo player. A spacious, clean balcony with table and 2 chairs. The shower unit is powerful with hot water and i like the fact that it has sliding doors instead of a shower curtain, the floor stayed dry. A strong hair dryer and hair straighteners are also in the apartment (came in handy plus it saved me bringing mines in my luggage). English sockets for if you dont have an adapter and also cable in both rooms. Also the owner has provided magazines and childrens books for the rainy days in (along with the computer and alot of cable channels available you cant be bored). Stephanie who is the helper, she cleaned the apartment everyday and was thorough was always available by phone if i had a query and lives locally. Although i had a car , Sandcastles is located in a spot where everything is walking distance from eating out to going to the supermarkets and walking to the the clubs and beach. Also opposite is Turtle Park, a park you can go and chill and watch the turtles and large fishes swim by. The car park in Sandcastles is big and security are onsite 24/7 Im planning my next trip end of this year and i will definately contact Jennifer again. Lovely apartment in a beautiful country. Thank you Jennifer, Dennis and Stephanie!

from £86 / night

£544 / week

1 / 61

Villa rental in Trinidad and Tobago with swimming pool

Scarborough villa

5 bedrooms • 3 bathrooms • sleeps 10

from £166 / night

£1,119 / week

1 / 23

Apartment rental in Caribbean with shared pool, golf nearby

Holetown apartment

1 bedroom • 1 bathroom • sleeps 2

“Home from Home” We have just returned after spending 32 days in this lovely apartment. Considering this is a holiday apartment it had everything you could possibly want. Beautifully decorated, lovely walk-in shower, great views and convenient for Shops, beach and restaurants. My favourite spot was on one of the very comfortable loungers on the balcony drinking my run and coke, while my husband, who is a chef, was cooking our evening meal in the kitchen, which was more than adequately stocked with equipment. We have been coming to Barbados for 25 years and are so happy to have at last found our home from home, and will hopefully be returning to Cynthia & Barry for many more years.

from £134 / night

£934 - £1,065 / week

1 / 38

Antigua and Barbuda holiday villa rental

Long Bay villa

4 bedrooms • 4 bathrooms • sleeps 8

from £441 / night

£3,083 / week

1 / 21

Apartment rental in Saint Ann Parish

Discovery Bay apartment

2 bedrooms • 2 bathrooms • sleeps 6

from £149 / night

£1,042 / week

1 / 20

Caribbean holiday villa rental

Lance aux Epines villa

6 bedrooms • 8 bathrooms • sleeps 14

from £1,648 / night

£11,536 / week

1 / 19

Holiday apartment with shared pool in Barbados

Hastings apartment

2 bedrooms • 2 bathrooms • sleeps 4

from £270 / night

£1,891 / week

1 / 20

Holiday apartment in Caribbean

Soufriere apartment

2 bedrooms • 2 bathrooms • sleeps 4

“Excellent holiday villa in ideal location” We had a great stay in St Lucia at the start of March, and felt very happy with our choice of villa and location. Martin & Joanna were very welcoming and helpful, but also mindful of giving us private space. Martin met us at the airport and guided us back which made the first journey far easier. The Villa, including pictures, is exactly as advertised. We had no problems and found everything very comfortable. Location is often difficult to choose in a destination you are not familiar with - I cannot recommend enough staying in this location near Soufriere / Laborie. It is still possible to explore the entire island from here - it is essential to hire a car but actually the drive is fun through incredible landscape - but my personal opinion is that the south is significantly better than the north. If I went back I'd visit the North for less than a day on the way to the airport only.

from £75 / night

£524 / week

1 / 55

Caribbean holiday villa rental

Belmont villa

3 bedrooms • 3 bathrooms • sleeps 6

from £395 / night

£2,766 / week

1 / 31

Holiday villa with swimming pool in Caribbean

Weston villa

4 bedrooms • 6 bathrooms • sleeps 8

“Dream holiday” We spent an amazing week at this beautiful beach villa on Westshore, St. James. The house is very spacious, comfortable and adequate for two families to share. The views were like a dream Caribbean postcard. The beach at your door step and a regenerating view of the Barbadian sunset. Although Barbados does not have private beaches, Westshore feels like a secluded place just for yourself. The housekeeper Juliana and her daughter Liana took very good care of us. Their cooking was impressive and they kept the house clean and tidy all the time. And they were useful in giving us local tips on where to visit and what entertainment to experience. They were the main reason the holiday was exceptionally good, helping us enjoy time with our kids. We wish we stayed longer. We are certainly coming back to Barbados.

from £690 / night

£4,827 / week

1 / 23

Holiday studio in Saint Ann Parish

Ocho Rios studio

Studio • 1 bathroom • sleeps 2

from £92 / night

£642 / week

1 / 15

Holiday cottage in Caribbean

Richmond cottage

1 bedroom • 1 bathroom • sleeps 2

from £339 / night

£2,161 / week

1 / 69

Holiday apartment rental

Grand Anse apartment

1 bedroom • 1 bathroom • sleeps 3

from £83 / night

£574 / week

1 / 18

Holiday home in Caribbean

Grand Anse house

4 bedrooms • 2 bathrooms • sleeps 8

from £172 / night

£1,031 / week

1 / 10

Holiday lodge in Dominica

La Plaine lodge

1 bedroom • 1 bathroom • sleeps 2

from £121 / night

£723 / week

1 / 28

Holiday home in Caribbean

Enterprise house

2 bedrooms • 1 bathroom • sleeps 4

from £100 / night

£698 / week

1 / 10

Holiday villa with shared pool in Caribbean

Speightstown villa

1 bedroom • 2 bathrooms • sleeps 3

from £250 / night

£3,490 / week

1 / 13

Holiday villa in Saint Ann Parish

Ocho Rios villa

2 bedrooms • 1 bathroom • sleeps 4

“Wow The Perfect get away” We stayed there two weeks and loved it. The view is amazing, the staff is very friendly and the room beautiful.Breakfast was nice, pancakes, french toast and fresh fruit. The surrounding environment was very quiet, peaceful, private and secure. The location is a few minutes away from Ocho Rios main town but i promise you wont notice that at all, the view of the ocean was just lovely and relaxing, cant wait for the next visit see you guys soon.

from £138 / night

£962 / week

1 / 16

Holiday guest house in Caribbean

Long Bay guest house

5 bedrooms • 5 bathrooms • sleeps 8

from £50 / night

£333 / week

1 / 27

Caribbean holiday cottage rental

Calibishie cottage

2 bedrooms • 1 bathroom • sleeps 4

from £88 / night

£524 / week

1 / 19

Villa rental in Grenada with golf nearby

Fontenoy Heights villa

2 bedrooms • 2 bathrooms • sleeps 4

from £138 / night

£687 / week

1 / 33

Holiday apartment with shared pool in Caribbean

Mullins apartment

2 bedrooms • 2 bathrooms • sleeps 4

from £149 / night

£1,042 / week

1 / 26

Holiday apartment rental

Black Rock apartment

1 bedroom • 1 bathroom • sleeps 2

Pricing unknown

1 / 9

Villa rental in Grenada with swimming pool

Lance aux Epines villa

4 bedrooms • 4 bathrooms • sleeps 8

“wonderful” our stay was really wonderful the villa was spectacular everything was perfect weather, surroundings , and the pool was a joy, didnt want to leave.

from £933 / night

£6,527 - £9,412 / week

1 / 29

Holiday cottage with shared pool in Caribbean

Five Islands Village cottage

1 bedroom • 1 bathroom • sleeps 2

from £251 / night

£1,756 / week

1 / 12

Holiday villa accommodation

Bakers Woods villa

3 bedrooms • 2 bathrooms • sleeps 6

from £344 / night

£1,489 / week

1 / 24

Caribbean holiday villa accommodation

Port Antonio villa

2 bedrooms • 1 bathroom • sleeps 5

“Beautiful location with sweet views” visited this property with my wife and twin 3-year old girls. Girls loved the small pool - it was perfect for them. The views are just amazing. Property is just a few minutes drive from all the sites including Frenchmen's cove. Dennis and Bev are just amazing...so helpful with everything. Would recommend the property w/out any hesitation.

from £221 / night

£1,662 - £2,011 / week

1 / 11

Holiday cottage in St. Vincent and the Grenadines

Richmond cottage

1 bedroom • 1 bathroom • sleeps 2

from £314 / night

£1,995 / week

1 / 74

Holiday apartment in Caribbean

Richmond apartment

2 bedrooms • 1 bathroom • sleeps 4

from £378 / night

£2,410 - £3,225 / week

1 / 87

Holiday studio in Caribbean

Richmond studio

Studio • 1 bathroom • sleeps 2

from £261 / night

£1,662 / week

1 / 81

Holiday guest house in Dominican Republic

Las Terrenas guest house

4 bedrooms • 4 bathrooms • sleeps 8

Pricing unknown

1 / 19

Holiday penthouse rental

Richmond penthouse

1 bedroom • 1 bathroom • sleeps 2

from £431 / night

£2,743 / week

1 / 89

Caribbean holiday apartment rental

Mammee Bay apartment

2 bedrooms • 2 bathrooms • sleeps 4

from £92 / night

£573 / week

1 / 62

Holiday apartment rental

Castara apartment

1 bedroom • 1 bathroom • sleeps 2

from £126 / night

£882 / week

1 / 17

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Caribbean holidays

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

Bluemoon Studio Dominica
Cosy, comfortable, clean and convenient !

Whether one is visiting here for the brief required quarantine, or for a first-time traveller holidaying in Dominica, this is truly the perfect place to feel 'at home' in a lovely location - close to all the main attractions, yet instantly immersed in nature and with spectacular sunsets, one can quickly adjust to the Caribbean relaxed ambience! Here, you will find an excellent host, fully equipped facilities and a quiet and peaceful setting, where one can truly rejuvenate with ease! Highly recommended!see more
2020 TRAVELERS' CHOICE AWARD Villa Sol 2 minute walk to the Caribbean Sea
Family Menories

The house are an Excellent conditions and the owners was an excellent hosts.Everything was clean . The house are very close to the nice beach. Rincòn is an excellent place to enjoying with family. Jean and Harry are very nice . … see more
Aquatika - Popular 3BR Penthouse Condo with Upgrades- Must see!
Great time

Me and my family enjoyed the stay it was relaxing and fun its been my 2nd time at this resort and we had a great time I would definitely do it again … see more
Villa 405 St James Club Mamora Bay Antigua
Perfectly situated for stunning views

We had a very enjoyable stay at Villa 405. The home is beautifully decorated and located higher on the hillside which makes for wonderful views. There were a few hiccups but these were quickly and efficiently resolved by Rex and the hotel staff. We opted for the all-inclusive package and highly recommend it. The food was delicious with a choice of restaurants and changing menus. We aren't big drinkers but the bars appeared to be well stocked. Aside from the food, we loved the activities on offer - played tennis, pickle ball, went kayaking, gym, kids activities like bracelet making and painting...all on site. There are also 5 or 6 swimming pools, the nearest to the villa is about a two minute walk I think. One negative point is that the WiFi is very poor. It's the hotel WiFi and it doesn't seem to provide a strong signal anywhere on the hotel site. At some points you can get enough signal on the villa's balcony to check emails and send whats app photos etc. The signal is marginally stronger around reception. We rented a car for a few days and enjoyed activities off site. The car park is also just a short walk from the villa. We'd recommend Villa 405 and would book again ourselves.see more
Just Chillin
Beautiful!!

The place was beautiful everything were in order and the property is central with a lovely stretch of beach. The host Dianne was fantastic she went above and beyond to make sure we were comfortable. I definitely recommend this property and I already booked to go back in September. Dianne, thank you, thank you, you certainly made our vacation easy and unforgettable.see more
Marigot Bay Marina, Apartment 6a
Modern, comfortable apartment

Marigot Bay is a beautiful and secluded bay on the northwest coast of St Lucia. Pauline's apartment is modern, spacious and had everything that anyone staying would need. Located within the Marina area, guests can also use the facilities of the Marigot Bay Resort and Spa just a short walk away, which includes its restaurants, two pools, Spa, gym etc. Would thoroughly recommend this apartment to anyone looking for a slightly more informal but comfortable alternative to the main hotel complex.see more

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