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Family Friendly Holidays in Charlestown - Holiday Lettings

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65 family friendly properties

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Villa rental in Charlestown with swimming pool

Charlestown villa

3 bedrooms • 2 bathrooms • sleeps 5

from £323 / night

£2,260 / week

1 / 43

Holiday home in Charlestown

Charlestown house

2 bedrooms • 2 bathrooms • sleeps 4

from £121 / night

£723 / week

1 / 20

Holiday home in Charlestown

Charlestown house

2 bedrooms • 2 bathrooms • sleeps 4

from £50 / night

£346 / week

1 / 24

Holiday home rental

Charlestown house

2 bedrooms • 1 bathroom • sleeps 2

from £104 / night

£723 / week

1 / 13

Holiday villa with swimming pool in Charlestown

Charlestown villa

4 bedrooms • 4 bathrooms • sleeps 8

“A very relaxing holiday” We had a lovely holiday. The villa was extremely comfortable. We spent a lot of time relaxing on the large verandah, enjoying the view, listening to the birds, watching the monkeys, reading and drinking cocktails as the sun set. We enjoyed the luxury of the master bedroom, at the same time feeling guilty as it is such a big property, if we had brought our grown up boys and girlfriends they would have enjoyed the holiday with us. The privacy of the pool was appreciated. We would recommend this to our friends for a really relaxing holiday.

from £401 / night

£2,798 - £3,641 / week

1 / 26

Charlestown holiday apartment rental

Charlestown apartment

1 bedroom • 1 bathroom • sleeps 2

from £52 / night

£362 / week

1 / 28

Holiday villa rental

Charlestown villa

2 bedrooms • 3 bathrooms • sleeps 5

“absolutely great” A wonderful holiday, great house, really loved the view and the pool. Will certainly return.

from £394 / night

£2,755 / week

1 / 25

Holiday apartment with shared pool in Charlestown

Charlestown apartment

2 bedrooms • 2 bathrooms • sleeps 4

from £454 / night

£3,173 - £6,611 / week

1 / 35

Holiday villa with swimming pool in Charlestown

Charlestown villa

4 bedrooms • 4 bathrooms • sleeps 8

from £1,625 / night

£11,370 - £28,556 / week

1 / 43

Holiday villa with swimming pool, golf nearby in Charlestown

Charlestown villa

4 bedrooms • 4 bathrooms • sleeps 9

from £3,935 / night

£27,545 - £51,824 / week

1 / 24

Holiday villa with swimming pool, golf nearby in Charlestown

Charlestown villa

2 bedrooms • 2 bathrooms • sleeps 5

from £1,149 / night

£8,038 / week

1 / 24

Holiday villa with swimming pool, golf nearby in Charlestown

Charlestown villa

3 bedrooms • 3 bathrooms • sleeps 6

from £1,281 / night

£8,964 - £21,047 / week

1 / 41

Holiday villa with golf nearby in Charlestown

Charlestown villa

5 bedrooms • 4 bathrooms • sleeps 11

from £3,384 / night

£23,684 - £48,122 / week

1 / 27

Holiday home with golf nearby in Cliffdwellers

Charlestown house

2 bedrooms • 2 bathrooms • sleeps 4

from £98 / night

£682 / week

1 / 30

Holiday cottage rental

Charlestown cottage

1 bedroom • 1 bathroom • sleeps 2

from £86 / night

£560 / week

1 / 15

Holiday villa with swimming pool, golf nearby in Charlestown

Charlestown villa

3 bedrooms • 4 bathrooms • sleeps 7

from £1,783 / night

£12,480 - £25,727 / week

1 / 32

Charlestown holiday villa let

Charlestown villa

3 bedrooms • 3 bathrooms • sleeps 6

“Warm and welcoming villa on an idyllic island” Loved Calamansi, perched on side of Mount Nevis but still close to shore. Very roomy, well appointed, good sized pool to enjoy when not exploring the different beaches. The laid-back Caribbean atmosphere is an education in itself, this place is truly unspoilt, as yet uncommercialised (thankfully). If you want a flavour of Caribbean culture, this is an excellent choice. The friendliness and warmth of everyone we met was a real pleasure. Thoroughly recommend it.

from £191 / night

£1,066 / week

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Great rentals within 20 miles that match your search

Holiday condo with shared pool, golf nearby in Frigate Bay

Frigate Bay condo

2 bedrooms • 2 bathrooms • sleeps 4

from £97 / night

£680 / week

1 / 19

Holiday villa with swimming pool in Barnes Ghaut

Barnes Ghaut villa

3 bedrooms • 3 bathrooms • sleeps 6

from £250 / night

£1,722 / week

1 / 30

Holiday home with swimming pool in Nevis

Nevis house

4 bedrooms • 4 bathrooms • sleeps 8

from £259 / night

£1,808 / week

1 / 25

Nevis holiday home rental

Nevis house

2 bedrooms • 1 bathroom • sleeps 5

from £861 / night

£6,026 / week

1 / 36

Nevis holiday villa rental

Nevis villa

2 bedrooms • 2 bathrooms • sleeps 5

from £517 / night

£3,616 - £5,182 / week

1 / 24

Holiday villa with swimming pool in Nevis

Nevis villa

2 bedrooms • 2 bathrooms • sleeps 4

from £345 / night

£2,411 / week

1 / 7

Nevis holiday villa rental

Nevis villa

4 bedrooms • 3 bathrooms • sleeps 8

from £393 / night

£2,748 / week

1 / 16

Holiday villa with swimming pool, golf nearby in New Castle

New Castle villa

3 bedrooms • 3 bathrooms • sleeps 6

from £155 / night

£874 / week

1 / 14

Gingerland holiday villa rental

Gingerland villa

4 bedrooms • 4 bathrooms • sleeps 10

from £431 / night

£3,013 / week

1 / 24

Holiday cottage with swimming pool in Nevis

Nevis cottage

2 bedrooms • 6 bathrooms • sleeps 4

from £224 / night

£1,550 / week

1 / 6

Villa rental in New Castle with shared pool

New Castle villa

4 bedrooms • 4 bathrooms • sleeps 8

from £431 / night

£3,013 / week

1 / 10

Nevis holiday villa accommodation

Nevis villa

4 bedrooms • 4 bathrooms • sleeps 8

from £491 / night

£3,013 / week

1 / 31

Holiday apartment with shared pool in Basseterre

Basseterre apartment

2 bedrooms • 2 bathrooms • sleeps 6

from £173 / night

£1,076 / week

1 / 51

Holiday home with swimming pool in Nevis

Nevis house

5 bedrooms • 4 bathrooms • sleeps 8

from £474 / night

£2,798 / week

1 / 21

Holiday villa in Nevis

Nevis villa

2 bedrooms • 3 bathrooms • sleeps 4

from £173 / night

£1,119 / week

1 / 13

Holiday villa in New Castle

New Castle villa

3 bedrooms • 3 bathrooms • sleeps 6

from £259 / night

£1,808 - £3,659 / week

1 / 27

Holiday villa with swimming pool in New Castle

New Castle villa

• 3 bathrooms • sleeps 6

from £209 / night

£1,464 / week

1 / 31

Fern Hill holiday villa rental

Fern Hill villa

4 bedrooms • 5 bathrooms • sleeps 10

from £492 / night

£3,443 / week

1 / 14

Holiday condo in Frigate Bay

Frigate Bay condo

2 bedrooms • 2 bathrooms • sleeps 4

from £164 / night

£1,145 / week

1 / 17

Holiday condo with shared pool, golf nearby in Frigate Bay

Frigate Bay condo

1 bedroom • 1 bathroom • sleeps 4

from £130 / night

£904 / week

1 / 18

Holiday condo rental

Frigate Bay condo

2 bedrooms • 2 bathrooms • sleeps 4

from £142 / night

£995 / week

1 / 23

Holiday home with shared pool in Basseterre

Basseterre house

2 bedrooms • 2 bathrooms • sleeps 6

from £154 / night

£1,076 / week

1 / 32

Holiday condo with shared pool, golf nearby in Frigate Bay

Frigate Bay condo

2 bedrooms • 2 bathrooms • sleeps 5

from £207 / night

£1,446 - £1,477 / week

1 / 23

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