Caribbean apartment or villa with a heated pool | Holiday Lettings

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963 Holiday homes

Filters applied: Heated pool

(2) Excellent 

24

Holiday home in Caribbean

Saint James Parish / Holetown

3 6 Min stay varies

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

from £250 / night

£1700 - £1910 / week

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from £250 / night

(4) Excellent 

21

Caribbean holiday villa rental

Vieux Fort Quarter / Vieux Fort

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
“A-M-A-Z-I-N-G-!” The pictures speak for themselves: the beauty, style and comfort of Villa Pierre are undeniable. It took me two days to get over the fabulous views sprawling before my eyes... But then, I got it: the views are not just beautiful ; the
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from £270 / night

£1885 - £3770 / week

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from £270 / 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
“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.
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from £330 / night

£2308 - £3039 / week

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from £330 / night

(2) Very Good 

11

Holiday b&b rental

Basse-Terre Island / Gourbeyre

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Swimming pool

from £57 / night

£363 / week

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from £57 / night

(2) Average 

15

Guadeloupe holiday apartment rental

Grande-Terre Island / Sainte-Anne

1 3 6 nights min

  • 1 bedroom
  • Sleeps 3
  • 6 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £39 / night

£233 - £319 / week

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from £39 / night

12

Holiday gite in Caribbean

Guadeloupe / Saint Anne

1 3 Min stay varies

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

from £31 / night

£242 / week

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from £31 / night

(22) 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
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from £200 / night

£1400 - £2400 / week

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from £200 / night

12

Caribbean holiday villa rental

Antigua / Saint Phillip Parish

1 2 3 nights min

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

from £80 / night

£560 / week

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from £80 / night

(1) Excellent 

22

Holiday apartment with shared pool in Caribbean

Saint Peter Parish / Mullins

2 4 4 nights min

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

from £93 / night

£560 - £731 / week

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from £93 / night

(15) Excellent 

28

Holiday apartment rental

Speightstown / Mount Brevitor

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool
“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
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from £90 / night

£630 - £1310 / week

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from £90 / night

(47) Excellent 

21

Villa rental in Caribbean

Saint James Parish / Fitts

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
“Edd Tide - heaven on earth!” When I come across an emphatic holiday review on a web site I used to think to myself “come on – it can’t be THAT good…there must have been something that wasn’t quite as perfect as you’re making out?!”. But, now I’ve stay
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from £685 / night

£4795 - £6650 / week

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from £685 / night

(14) Excellent 

23

Apartment rental in Caribbean

Speightstown / Port St Charles

2 5 5 nights min

  • 2 bedrooms
  • Sleeps 5
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Car not necessary
“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
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from £280 / night

£1960 - £6870 / week

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from £280 / night

(1) Average 

24

Holiday apartment in Caribbean

Puerto Plata Province / Cabarete

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £78 / night

£518 / week

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from £78 / night

27

Holiday villa with golf nearby in Caribbean

Nevis / Charlestown

5 11 3 nights min

  • 5 bedrooms
  • Sleeps 11
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.01 km
  • Swimming pool

from £2020 / night

£14135 - £50077 / week

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from £2020 / night

12

Holiday home in Guadeloupe

Basse-Terre Island / Goyave

1 5 5 nights min

  • 1 bedroom
  • Sleeps 5
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £65 / night

£432 - £518 / week

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from £65 / night

(1) Excellent 

25

Holiday villa in Caribbean

Saint Peter Parish / Mullins

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £381 / night

£2666 - £5924 / week

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from £381 / night

29

Holiday apartment in Caribbean

Castries Quarter / Marigot Bay

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

from £90 / night

£700 / week

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from £90 / night

37

Holiday apartment in Dominican Republic

Santo Domingo Province / Santo Domingo

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Nearest beach 25 km
  • Swimming pool
  • Air conditioning

from £77 / night

£534 / week

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from £77 / night

(5) Very Good 

23

Holiday villa in Antigua and Barbuda

Jolly Harbour / Jolly Harbour Villas

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“A very jolly time had by all” Rented the villa with 2 friends. The owner Janine answered all our queries promptly and ensured that a taxi was waiting for us at the airport. On arrival at the villa we were not disappointed. There is a large living a
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from £110 / night

£580 - £630 / week

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from £110 / night

(3) Excellent 

17

Caribbean holiday bungalow rental

Arrondissement of Le Marin / Le Diamant

1 2 3 nights min

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

from £69 / night

£477 / week

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from £69 / night

(10) 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
“Fabulous !!” We stayed at Villa Carouge for 2 weeks in December 2015 and thoroughly enjoyed our stay. The owners maintain the villa to a high standard and we were impressed by the decoration and cleanliness. Julia dealt with our queries very qui
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from £138 / night

£966 - £1412 / week

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from £138 / night

(1) Excellent 

33

Holiday villa with golf nearby in Caribbean

Basse-Terre Island / Deshaies

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Swimming pool

from £156 / night

£1084 - £2257 / week

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from £156 / night

(15) Excellent 

21

Holiday lodge in Caribbean

Great Exuma / George Town

3 8 5 nights min

  • 3 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £324 / night

£2262 / week

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from £324 / night

(4) Excellent 

16

Holiday condo with golf nearby in Caribbean

Christ Church Parish / Worthing

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Swimming pool

from £174 / night

£1212 / week

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from £174 / night

(1) Very Good 

24

Holiday b&b with shared pool in Dominican Republic

Barahona Province / Paraiso

11 28 1 night min

  • 11 bedrooms
  • Sleeps 28
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Swimming pool

from £31 / night

£216 / week

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from £31 / night

(6) Very Good 

11

Jamaica holiday condo rental

Montego Bay / St James, Montego Bay

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.6 km
  • Swimming pool

from £108 / night

£754 / week

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from £108 / night

(2) Excellent 

32

Caribbean holiday condo rental

Sint Maarten / Oyster Pond

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £308 / night

£2156 - £2242 / week

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from £308 / night

(1) Excellent 

20

Holiday villa with golf nearby in Caribbean

Saint Peter Parish / Mullins

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool

from £254 / night

£1780 - £2890 / week

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from £254 / night

13

Barbados holiday hotel apartment rental

Saint Philip Parish / The Crane Resort

1 4 3 nights min

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

from £200 / night

£1200 / week

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from £200 / night

(2) Excellent 

26

Holiday villa rental

Saint Ann Parish / Discovery Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
“GREAT EXPERIENCE” Such a lovely home in an amazing location. The staff were superb…couldn’t fault it. The location right on the beach was unreal and we will definitely be back. Emma and Noreen were also very helpful.
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from £836 / night

£5847 - £13847 / week

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from £836 / night

(5) Very Good 

18

Caribbean holiday villa rental

Speightstown / Heywoods

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Breath taking” The place was amazing, everything you could possibly think of was there at hand. The villa was only a walk way from the beach & Speightstown. Very quite & relaxin, with the refreshing pool for if you got to hot. Tv enterainment was also
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from £147 / night

£1024 / week

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from £147 / night

(2) Excellent 

20

Holiday villa with golf nearby in Caribbean

West End Village / Meads Bay Pond

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £643 / night

£4500 / week

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from £643 / night

60

Holiday home with swimming pool in Caribbean

Saint John Parish / St. John's

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £700 / night

£4500 / week

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from £700 / night

(4) Very Good 

24

Holiday apartment in Caribbean

Castries Quarter / Marigot Bay

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Amazing time at your condo” My wife, my son and I had an amazing time at this condo. The apartments is fantastically positioned for everything we wanted to do. We dived, snorkelled, sailed and swam in the beautiful caribbean sea. Thank you so much
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from £150 / night

£1050 / week

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from £150 / night

(6) Very Good 

19

Holiday apartment rental

Grande-Terre Island / Le Gosier

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £69 / night

£483 / week

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from £69 / night

(1) Excellent 

22

Studio rental in Caribbean

Saint-Martin / Orient Bay

Studio 2 7 nights min

  • Studio
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 300 km
  • Swimming pool
“wonderful accomodations near one of the best beaches in the world” This is the 19th time that I have been to the island of St-Martin and I can say without any doubts that this is by far my most preferred vacation spot. The location is superb and conv
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from £52 / night

£363 - £513 / week

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from £52 / night

9

Holiday home in Caribbean

Saint-Martin / Marigot

3 6 6 nights min

  • 3 bedrooms
  • Sleeps 6
  • 6 nights min
  • Nearest beach 0.5 km
  • Swimming pool
  • Child friendly

from £173 / night

£1207 / week

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from £173 / night

(1) Very Good 

14

Holiday apartment with shared pool in Saint Ann Parish

Saint Ann Parish / Ocho Rios

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 0.3 km
  • Swimming pool
  • Air conditioning

from £31 / night

£154 / week

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from £31 / night

(8) Excellent 

33

Holiday townhouse rental

Westmoreland Parish / Negril

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £154 / night

£1347 - £2827 / week

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from £154 / night

(1) Excellent 

15

Villa rental in St. Vincent and the Grenadines

Bequia / Spring Bay

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+

from £223 / night

£1560 - £2824 / week

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from £223 / night

1