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1,392 Holiday homes

Filters applied: City breaks

24

Holiday villa with shared pool in Caribbean

St. Barts / Anse des Flamands

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £5259 / night

£36811 / week

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from £5259 / night

21

Holiday guest house in Trelawny Parish

Trelawny Parish / Falmouth

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £50 / night

£350 / week

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from £50 / night

(4) Average 

14

Holiday guest house with swimming pool, golf nearby in Caribbean

Saint James Parish / Glitter Bay, St James Parish

6 14 3 nights min

  • 6 bedrooms
  • Sleeps 14
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

from £131 / night

£1077 - £2370 / week

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from £131 / night

(2) Excellent 

26

Apartment rental in Caribbean with swimming pool, golf nearby

Saint James Parish / Paynes Bay

6 11 Min stay varies

  • 6 bedrooms
  • Sleeps 11
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £1539 / night

£10770 - £26924 / week

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from £1539 / night

22

Condo rental in St. Maarten-St. Martin

Saint-Martin / Orient Bay

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £65 / night

£449 - £569 / week

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from £65 / night

(1) Excellent 

31

Holiday studio with shared pool in Caribbean

Cabarete / Ocean Dream

Studio 2 3 nights min

  • Studio
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £43 / night

£270 - £377 / week

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from £43 / night

(1) Excellent 

25

Holiday apartment with swimming pool in Caribbean

Saint James Parish / Prospect

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“A Great Condon” What a great condo. It really lived up to our expectations. We loved the fact that the decor was really contemporary and the House Keeper Miss Sophia keeps it spotless. She also did our laundry which we felt was a great help. We
…see more

from £847 / night

£5924 - £11847 / week

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from £847 / night

(1) Average 

13

Caribbean holiday apartment rental

Kingston Parish / Kingston

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 9 km

from £50 / night

£350 / week

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from £50 / night

24

Holiday villa with golf nearby in Caribbean

Saint James Parish / James Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £616 / night

£4308 - £16154 / week

Enquire View

from £616 / night

8

Caribbean holiday home rental

Saint Michael Parish / Bridgetown

8 16 5 nights min

  • 8 bedrooms
  • Sleeps 16
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £750 / night

£5250 - £9450 / week

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from £750 / night

(2)  

15

Holiday apartment in Barbados

Saint James Parish / Fitts

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Car not necessary

from £38 / night

£231 / week

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from £38 / night

(1) Excellent 

22

Holiday apartment rental

Arrondissement of Le Marin / Trois-Ilets

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Child friendly
  • Pet friendly

from £65 / night

£453 / week

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from £65 / night

(2) Average 

15

Saint Catherine Parish holiday home rental

Portmore / Hellshire

2 6 1 night min

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

from £35 / night

£280 - £300 / week

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from £35 / night

(1) Excellent 

17

Holiday home in Caribbean

Basse-Terre Island / Deshaies

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £69 / night

£483 - £1026 / week

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from £69 / night

12

Guadeloupe holiday home rental

Basse-Terre Island / Bouillante

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £48 / night

£332 / week

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from £48 / night

(11) Very Good 

23

Apartment rental in Caribbean

Samana Province / Las Terrenas

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.15 km
  • Child friendly

from £31 / night

£173 - £259 / week

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from £31 / night

(20) Very Good 

23

Condo rental in Martinique

Arrondissement of Fort-de-France / Fort-de-France

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly

from £48 / night

£285 / week

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from £48 / night

(1) Very Good 

26

Townhouse rental in Aruba with shared pool

Aruba / Palm - Eagle Beach

2 6 3 nights min

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

from £147 / night

£943 - £2262 / week

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from £147 / night

4

Bungalow rental in Caribbean

Basse-Terre Island / Deshaies

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £90 / night

£507 - £568 / week

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from £90 / night

10

Caribbean holiday cottage rental

Saint Mark Parish / Soufriere

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 2 km
  • Child friendly
  • Private garden

from £58 / night

£385 / week

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from £58 / night

(2) Very Good 

36

Holiday apartment rental

Santo Domingo / Santo Domingo City

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 30 km
  • Child friendly
  • Air conditioning

from £89 / night

£641 / week

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from £89 / night

17

Caribbean holiday home rental

Saint Catherine Parish / Portmore

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min

from £150 / night

£850 - £1280 / week

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from £150 / night

48

Holiday apartment in Caribbean

Santo Domingo Province / Boca Chica

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £25 / night

£169 / week

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from £25 / night

37

Guadeloupe holiday apartment rental

Grande-Terre Island / Pointe-a-Pitre

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Child friendly
  • Air conditioning

from £148 / night

£1035 / week

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from £148 / night

(5) Excellent 

21

Caribbean holiday apartment rental

Saint-Martin / Marigot

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
“Amazing place on the lagoon” What can look like a small studio at first turns into a big apartment once you open the shutters. It's a great place, right on the lagoon. It's nice to get up to such an amazing view (see picture). One could stay there al
…see more

from £72 / night

£475 - £819 / week

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from £72 / night

(2) Very Good 

18

Martinique holiday apartment rental

Arrondissement of Fort-de-France / Schoelcher

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning

from £69 / night

£483 / week

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from £69 / night

24

Apartment rental in Caribbean

Saint James Parish / Holetown

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £424 / night

£2962 / week

Enquire View

from £424 / night

(6) Very Good 

25

Holiday apartment in Caribbean

Arrondissement of Le Marin / Riviere-Salee

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly

from £49 / night

£338 / week

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from £49 / night

24

Holiday villa with swimming pool, golf nearby in Caribbean

Saint Peter Parish / Mullins

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

from £385 / night

£2693 - £5924 / week

Enquire View

from £385 / night

26

Holiday villa with swimming pool in Caribbean

Saint Peter Parish / Speightstown

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £539 / night

£3770 - £9424 / week

Enquire View

from £539 / night

9

Holiday apartment in Caribbean

Castries / Castries Town

6 16 1 night min

  • 6 bedrooms
  • Sleeps 16
  • 1 night min
  • Nearest beach 0.124 km
  • Child friendly
  • Air conditioning

from £35 / night

£216 / week

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from £35 / night

20

Holiday apartment in Caribbean

Trinidad / Port of Spain

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 5 km
  • Child friendly
  • Car not necessary

from £54 / night

£377 - £700 / week

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from £54 / night

(2) Excellent 

25

Apartment rental in Barbados

Saint James Parish / Paynes Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Linda Huckleberry” We really enjoyed our visit to Coral Cove. We went with our 2 children and found the location to be perfect for them. There were plenty of water sports on the beach and they particularly loved the fact that they could swim from
…see more

from £424 / night

£2962 - £7539 / week

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from £424 / night

76

Holiday villa with swimming pool, golf nearby in Caribbean

Sint Maarten / Maho

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £660 / night

£4616 - £9231 / week

Enquire View

from £660 / night

13

Holiday condo in Westmoreland Parish

Negril / Negril Beach

1 4 1 night min

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

from £77 / night

£539 - £889 / week

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from £77 / night

12

Holiday apartment in Caribbean

Arrondissement of Le Marin / Le Francois

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 2 km
  • Child friendly
  • Air conditioning

from £78 / night

£544 / week

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from £78 / night

(4) Very Good 

15

Holiday apartment accommodation

Christ Church Parish / St. Lawrence Gap

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Car not necessary

from £53 / night

£371 - £595 / week

Enquire View

from £53 / night

(1) Excellent 

17

Home rental in Caribbean with swimming pool

Puerto Plata Province / Imbert

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Private garden

from £35 / night

£220 / week

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from £35 / night

22

Apartment rental in Barbados

Christ Church Parish / Dover

1 3 7 nights min

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

from £72 / night

£500 - £640 / week

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from £72 / night

24

Holiday villa with golf nearby in St. Maarten-St. Martin

Sint Maarten / Beacon Hill, Sint Maarten

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £864 / night

£6039 - £16924 / week

Enquire View

from £864 / night

1