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

Close

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

21,313 Holiday homes

6

Holiday villa with shared pool, golf nearby in Caribbean

St. Vincent / Calliaqua

4 14 1 night min

  • 4 bedrooms
  • sleeps 14
  • 1 night min
  • Nearest beach 3 km
  • Swimming pool
  • Child friendly

from £32 / night

£223 / week

Book View

from £32 / night

(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 £140 / night

£978 - £1,622 / week

Book View

Responds fast!
avg. 3 hours 31 minutes

from £140 / night

(35) Excellent 

17

Holiday townhouse with swimming pool, golf nearby in Caribbean

Saint James Parish / Holetown

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • 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 19 minutes

from £280 / night

(4) Excellent 

26

Holiday home in Guadeloupe

Grande-Terre Island / Les Abymes

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Nearest beach 6 km
  • Child friendly
  • Air conditioning

from £67 / night

£464 - £515 / week

Book View

from £67 / night

20

Holiday villa with swimming pool in Caribbean

Basse-Terre Island / Deshaies

1 2 6 nights min

  • 1 bedroom
  • sleeps 2
  • 6 nights min
  • Nearest beach 0.3 km
  • Swimming pool
  • Air conditioning

from £62 / night

£433 - £505 / week

Book View

from £62 / night

(5) Very Good 

18

Caribbean holiday villa rental

Sosua / El Batey

3 6 1 night min

  • 3 bedrooms
  • sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £91 / night

£498 / week

Book View

Responds fast!
avg. 1 hour 49 minutes

from £91 / night

28

Holiday villa in Caribbean

Andros / Nicholls Town

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £129 / night

£1,178 / week

Book View

from £129 / night

(1) Very Good 

39

Holiday guest house in Caribbean

Hanover Parish / Lucea

3 12 1 night min

  • 3 bedrooms
  • sleeps 12
  • 1 night min
  • Nearest beach 24 km
  • Child friendly
  • Air conditioning

from £31 / night

£217 / week

Book View

Responds fast!
avg. 18 minutes

from £31 / night

4

Apartment rental in Caribbean with shared pool

Curacao / Willemstad

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Swimming pool
  • Air conditioning
  • Private garden

from £42 / night

£289 / week

Book View

from £42 / night

(8) Excellent 

43

Holiday villa with swimming pool in Caribbean

Tobago / Bon Accord

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.7 km
  • Swimming pool

from £251 / night

£1,683 - £1,984 / week

Book View

Responds fast!
avg. 2 hours 1 minutes

from £251 / night

(13) Excellent 

23

Holiday villa with swimming pool in Caribbean

Saint James Parish / Weston

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“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 £754 / night

£5,277 / week

Enquire View

from £754 / night

(6) Very Good 

34

Bahamas holiday home rental

Great Abaco Island / Marsh Harbour

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.05 km
  • Child friendly

from £182 / night

£1,268 / week

Book View

Responds fast!
avg. 2 hours 26 minutes

from £182 / 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 £315 / night

£2,200 - £4,000 / week

Book View

Responds fast!
avg. 1 hour 4 minutes

from £315 / night

(25) 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
“Relaxing” Although low season (despite it being English half term) we had a truely wonderful holiday. The apartment was big with a lovely open plan living area so plenty of room to spread out. We ate breakfast and dinner (most evenings) in the apartment and either went on day trips or ate by the pool at lunchtime. The children loved the pool. The staff were friends. The menu was OK but not up to 5 star international standards - too many burgers and club sandwiches for my liking but it was fine. Sadly the Rainforest hideaway was not open due to it being low season but we went to some great restaurants on our days out. The volcanic landscape means car journey with little ones that get car sick can be challenging but well worth the effort - Pitons, volcano and Pigeon Island all a must. Would definitely come again for a sunny relaxing break.

from £215 / night

£1,500 - £2,600 / week

Enquire View

from £215 / night

61

Caribbean holiday villa rental

St. Kitts / Turtle Beach

4 12 7 nights min

  • 4 bedrooms
  • sleeps 12
  • 7 nights min
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly

from £401 / night

£2,808 - £9,328 / week

Book View

from £401 / night

(4) Excellent 

39

Caribbean holiday home rental

New Providence Island / Nassau

4 10 3 nights min

  • 4 bedrooms
  • sleeps 10
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £680 / night

£4,438 - £8,604 / week

Book View

from £680 / night

19

Bahamas holiday cottage rental

Eleuthera / Spanish Wells

2 7 min stay varies

  • 2 bedrooms
  • sleeps 7
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £190 / night

£1,029 - £1,752 / week

Enquire View

from £190 / night

(11) Excellent 

26

Holiday gite in Guadeloupe

Marie-Galante / Saint Louis

4 4 3 nights min

  • 4 bedrooms
  • sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £103 / night

£721 / week

Book View

Responds fast!
avg. 2 hours 51 minutes

from £103 / night

15

Holiday apartment rental

Maria Trinidad Sanchez Province / Cabrera

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child friendly

from £65 / night

£453 / week

Book View

from £65 / night

15

Holiday home letting

Tobago / Goodwood, Tobago

2 4 5 nights min

  • 2 bedrooms
  • sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Suitable for children age 5+

from £114 / night

£659 - £772 / week

Book View

from £114 / night

19

Holiday apartment letting

Christ Church Parish / Silver Sands

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £63 / night

£401 / week

Book View

Responds fast!
avg. 3 hours 31 minutes

from £63 / night

(1) Excellent 

15

Holiday apartment in Caribbean

Arrondissement of Le Marin / Sainte-Anne

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child friendly
  • Air conditioning

from £44 / night

£289 - £402 / week

Book View

Responds fast!
avg. 1 hour 59 minutes

from £44 / night

21

Caribbean holiday home rental

Cabrera / Orchid Bay Estates

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Swimming pool

from £83 / night

£567 - £577 / week

Book View

from £83 / night

9

Holiday apartment in Caribbean

Arrondissement of Le Marin / Le Diamant

1 5 7 nights min

  • 1 bedroom
  • sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £66 / night

£464 / week

Book View

from £66 / night

87

Holiday apartment in Caribbean

Bequia / Richmond

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Nearest beach 0.75 km
  • Swimming pool
  • Car not necessary

from £373 / night

£2,372 - £3,784 / week

Book View

from £373 / night

(4) Excellent 

16

Guadeloupe holiday villa rental

Basse-Terre Island / Capesterre-Belle-Eau

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly

from £93 / night

£649 - £865 / week

Book View

Responds fast!
avg. 2 hours 20 minutes

from £93 / night

(27) Very Good 

33

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

from £225 / night

£1,575 - £2,555 / week

Book View

from £225 / night

(5) Very Good 

12

Holiday apartment in Caribbean

Holetown / Lascelles

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Swimming pool

from £120 / night

£800 - £1,360 / week

Book View

from £120 / night

(1) Very Good 

23

Home rental in Caribbean

Arrondissement of Saint-Pierre / Saint-Pierre

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Child friendly

from £83 / night

£577 / week

Book View

Responds fast!
avg. 3 hours 14 minutes

from £83 / night

31

Cayman Islands holiday home rental

Grand Cayman / Rum Point

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £209 / night

£1,459 / week

Book View

from £209 / night

34

Holiday villa with shared pool in Caribbean

Saint Ann Parish / Priory

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Nearest beach 5 km
  • Swimming pool
  • Child friendly

from £144 / night

£974 / week

Book View

from £144 / night

30

Anguilla holiday villa rental

West End Village / Merrywing Bay

4 8 3 nights min

  • 4 bedrooms
  • sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool

from £1,772 / night

£12,401 / week

Book View

from £1,772 / night

13

Holiday villa in Guadeloupe

Grande-Terre Island / Sainte-Anne

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £88 / night

£613 / week

Book View

from £88 / night

(24) Very Good 

18

Holiday villa with swimming pool in Caribbean

Tobago / Mount Irvine

4 12 2 nights min

  • 4 bedrooms
  • sleeps 12
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £264 / night

£1,844 / week

Book View

from £264 / night

(3) Average 

23

Holiday villa in Guadeloupe

Grande-Terre Island / Sainte-Anne

3 5 7 nights min

  • 3 bedrooms
  • sleeps 5
  • 7 nights min
  • Child friendly
  • Air conditioning

from £67 / night

£464 - £505 / week

Book View

Responds fast!
avg. 2 hours 55 minutes

from £67 / night

9

Holiday villa in Antigua and Barbuda

Saint John Parish / St. John's

2 4 4 nights min

  • 2 bedrooms
  • sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £204 / night

£1,427 / week

Book View

from £204 / night

(6) Very Good 

10

Holiday apartment with shared pool in Barbados

Saint James Parish / Fitts

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

from £199 / night

£1,508 / week

Book View

from £199 / night

(1) Excellent 

31

Holiday b&b with swimming pool in Caribbean

Maria Trinidad Sanchez Province / Rio San Juan

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Swimming pool
  • Child friendly
  • Private garden

from £42 / night

£258 / week

Book View

Responds fast!
avg. 3 hours 6 minutes

from £42 / night

(12) 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 £350 / night

£2,450 - £2,975 / week

Book View

Responds fast!
avg. 2 hours 10 minutes

from £350 / night

(1) Excellent 

29

Apartment rental in Caribbean

La Romana Province / La Romana

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 21 km
  • Child friendly

from £41 / night

£272 / week

Book View

Responds fast!
avg. 3 hours 46 minutes

from £41 / 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

CHARMING NEW VILLA APT, NAUTICAL THEME,POOL.
Fabulous place to stay

We have just returned from 2 brilliant weeks at Sea Breeze. The villa is beautifully decorated,clean and comfortable. We especially enjoyed our mornings and evenings relaxing on the deck in the beautiful garden. A car is recommended to enjoy the rest of the Island. There are some lovely restaurants nearby would recommend The Crane, Marco Polo and East Point Grill. Diana is a fantastic host, she is very friendly thoughtful and great company. Can’t end this review without mentioning the lovely Duke he is such a character, we loved having him around and miss him so much. Thanks again Di for a lovely 2 weeks xsee more
Tropical Escape Villa
Exceptional Service

From the moment we arrived, we felt "at home", the staff was courteous, accommodation was spacious, clean and comfortable, we stayed for 3 nights and they exceeded our expectations, if we did not have to go back to work, we would have definitely extended for another day. Highly recommend tropical escape villa for relaxation and comfort.see more
Hibiscus Villa
What a holiday!

This was our first visit to Barbados and what an experience we had. It was more than we ever expected and enjoyed every minute. The owners were staying in the villa next door (Amaryllis.). They were a lovely couple and could not help us enough from helping us with our grocery shopping to recommending restaurants and places to go. They were not intrusive whatsoever and to be honest, it was nice to know they were on hand to call upon if necessary. The villa is spacious, well equipped and spotlessly clean. The pool area was fabulous, secluded with plenty of sun beds and an added bonus towels were provided. The location of the villa is perfect, just a short walk to the beach, popular restaurants and bars. The Lime grove upmarket shopping centre is also just a short 5 minute walk away. I cannot wait to return and will absolutely recommend this villa to my friends and family.see more
Elemental EcoRetreat & Adventure Tours
Very good place for our group

We had a work group rebuilding following Hurricane Maria and the Eco Retreat was ideal for our group. The kitchen was good for meals and social time and the hosts were very good to us. The view of the rain forest is terrific. … see more
Ocean Haven - 6 Bedroom - Four Seasons Resort
Beautiful Villa

We rented this 6 bedroom villa recently and had an amazing time. From the transfers to the resort from the airport to the beach service, housekeeping and all round friendliness of the entire staff, it was a memorable trip. Golf, tennis, boating, kids club and a choice of 3 onsite restaurants. You must try out “Mango’” restaurant which is on the beachfront – fabulous seafood and cocktails to die for !!see more
Garden Studio
Everthing I expected

Holetown Barbados, beach was 5 min walk from the studio apartment with a swimming pool on the edge of the beach that is for members only. The studio apartment is part of a large estate well set out as condos and villas known as suncrest. A membership pass to the pool was provided as part of the studio hire. The studio was well equipped, clean and all linen and towels provided. The owner was waiting on arrival to hand over keys and helpful in providing local information. The only downside for me was the studio is situated in a shady position, however on the flip side people staying in the front of the condos was unhappy with the heat even with there air con on! If you are looking for good basic accommodation with all you need for self catering this is ideal - comfortable beds, sofa and chairs. all kitchen utensils, TV & Wifi. Ideally suited for one or two people sharing and maybe a small child. It is only a few minutes stroll from the main town with plenty of places to eat, a supermarket, and some quaint boutique shops in what used to be the chatel village buildings. there was always music in different bars or restaurants but thankfully not all on the same night! Be prepared for a high budget for food and almost everything whether eating in or out. This was set off by the constant warm sea and plenty of sunshine for me, even during the rainy season!see more

Also consider