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Villas in Charlestown and Houses – Holiday Lettings - Holiday Rentals Charlestown

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92 Holiday homes

Villa rental in Charlestown with swimming pool

Charlestown villa

3 bedrooms • 2 bathrooms • sleeps 5

from £311 / night

£2,177 / week

1 / 43

Holiday home in Charlestown

Charlestown house

2 bedrooms • 2 bathrooms • sleeps 4

from £118 / night

£703 / week

1 / 20

Holiday home in Charlestown

Charlestown house

2 bedrooms • 2 bathrooms • sleeps 4

from £48 / night

£331 / week

1 / 24

Holiday home rental

Charlestown house

2 bedrooms • 1 bathroom • sleeps 2

from £84 / night

£586 / 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 £387 / night

£2,701 - £3,515 / week

1 / 26

Charlestown holiday apartment rental

Charlestown apartment

1 bedroom • 1 bathroom • sleeps 2

from £51 / night

£354 / 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 £383 / night

£2,678 / week

1 / 25

Holiday apartment with shared pool in Charlestown

Charlestown apartment

2 bedrooms • 2 bathrooms • sleeps 4

from £435 / night

£3,043 - £6,338 / week

1 / 35

Holiday villa with swimming pool in Charlestown

Charlestown villa

4 bedrooms • 4 bathrooms • sleeps 8

from £1,558 / night

£10,902 - £27,380 / week

1 / 43

Holiday villa with swimming pool, golf nearby in Charlestown

Charlestown villa

4 bedrooms • 4 bathrooms • sleeps 9

from £3,773 / night

£26,411 - £49,690 / week

1 / 24

Holiday villa with swimming pool, golf nearby in Charlestown

Charlestown villa

2 bedrooms • 2 bathrooms • sleeps 5

from £1,101 / night

£7,707 / week

1 / 24

Holiday villa with swimming pool, golf nearby in Charlestown

Charlestown villa

3 bedrooms • 3 bathrooms • sleeps 6

from £1,228 / night

£8,595 - £20,181 / week

1 / 41

Holiday villa with golf nearby in Charlestown

Charlestown villa

5 bedrooms • 4 bathrooms • sleeps 11

from £3,245 / night

£22,709 - £46,141 / 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 £83 / night

£541 / week

1 / 15

Holiday villa with swimming pool, golf nearby in Charlestown

Charlestown villa

3 bedrooms • 4 bathrooms • sleeps 7

from £1,710 / night

£11,966 - £24,668 / 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 £183 / night

£1,022 / week

1 / 29

Home rental in Charlestown with indoor pool, golf nearby

Charlestown house

1 bedroom • 1 bathroom • sleeps 3

from £146 / night

£1,018 / week

1 / 19

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 £93 / night

£657 / week

1 / 19

Villa rental in Jessops with swimming pool, golf nearby

Jessops villa

3 bedrooms • 4 bathrooms • sleeps 6

from £184 / night

£1,283 / week

1 / 18

Holiday home with swimming pool in Nevis

Nevis house

4 bedrooms • 4 bathrooms • sleeps 8

from £250 / night

£1,745 / week

1 / 25

Holiday villa with swimming pool in Nevis

Nevis villa

2 bedrooms • 2 bathrooms • sleeps 4

from £333 / night

£2,327 / 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 £150 / night

£844 / week

1 / 14

Gingerland holiday villa rental

Gingerland villa

4 bedrooms • 4 bathrooms • sleeps 10

from £416 / night

£2,909 / week

1 / 24

Holiday cottage in Turtle Beach

Turtle Beach cottage

1 bedroom • 2 bathrooms • sleeps 3

from £374 / night

£2,618 / week

1 / 25

Holiday cottage with swimming pool in Nevis

Nevis cottage

2 bedrooms • 6 bathrooms • sleeps 4

from £216 / night

£1,496 / week

1 / 6

Villa rental in New Castle with shared pool

New Castle villa

4 bedrooms • 4 bathrooms • sleeps 8

from £416 / night

£2,909 / week

1 / 10

Holiday villa with shared pool, golf nearby in Frigate Bay

Frigate Bay villa

2 bedrooms • 2 bathrooms • sleeps 4

from £146 / night

£1,018 - £1,309 / week

1 / 27

Holiday apartment in Frigate Bay

Frigate Bay apartment

1 bedroom • 1 bathroom • sleeps 4

from £100 / night

£698 - £1,047 / week

1 / 18

Nevis holiday villa accommodation

Nevis villa

4 bedrooms • 4 bathrooms • sleeps 8

from £474 / night

£2,909 / week

1 / 31

Holiday apartment with shared pool in Basseterre

Basseterre apartment

2 bedrooms • 2 bathrooms • sleeps 6

from £167 / night

£1,039 / week

1 / 51

Holiday home with swimming pool in Nevis

Nevis house

5 bedrooms • 4 bathrooms • sleeps 8

from £457 / night

£2,701 / week

1 / 21

Holiday villa in Nevis

Nevis villa

2 bedrooms • 3 bathrooms • sleeps 4

from £167 / night

£1,081 / week

1 / 13

Holiday villa in New Castle

New Castle villa

3 bedrooms • 3 bathrooms • sleeps 6

from £250 / night

£1,745 - £3,532 / week

1 / 27

Holiday villa with swimming pool in New Castle

New Castle villa

• 3 bathrooms • sleeps 6

from £202 / night

£1,413 / week

1 / 31

Fern Hill holiday villa rental

Fern Hill villa

4 bedrooms • 5 bathrooms • sleeps 10

from £475 / night

£3,324 / week

1 / 14

Holiday condo with shared pool, golf nearby in Frigate Bay

Frigate Bay condo

1 bedroom • 1 bathroom • sleeps 4

from £125 / night

£873 / week

1 / 18

Holiday apartment in Basseterre

Basseterre apartment

1 bedroom • 1 bathroom • sleeps 2

from £59 / night

£333 / week

1 / 12

Holiday condo rental

Frigate Bay condo

2 bedrooms • 2 bathrooms • sleeps 4

from £138 / night

£960 / week

1 / 23

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Top Destination reviews

*INCREDIBLE RATES* - Luxury 4 Bedroom Villa with Private Pool ~ Pinney's Beach
Paradise Found in Nevis

Our family spent a week on the beautiful island of Nevis recently and had a wonderful time at Paradise Beach Resort. We stayed on the beachfront and our accommodation was nothing short of spectacular. The villa was beautifully furnished and well stocked for our arrival, the villas at Paradise Beach are stand alone and very private. Along with the luxury accommodation the staff are amazing, always present and always checking to make sure that all your needs are being met. The beach is right in front of you and there is also a beach bar and dining area where breakfast can be served 4 mornings a week. Loads of great restaurants in the area and never any trouble getting there or back with the great taxi man “Baba” !! Definitely worth a visit !!see more
**One Free Night** - Sunset Ridge - 3 Bedrooms Modern Villa
Beyond Expectations

This villa met all our expectations when booking a villa with the Four Seasons! From the ferry transfers (that docks at the pier at the resort) to the top-quality staff- it truly was an amazing week. The villa was spotless and had a lovely infinity pool, lovely restaurants and a great beach service. Worth every penny!see more
Sea breeze - 2 Bedrooms - Four Season Resort Access
Amazing stay in Nevis

My fiancé and I spent 5 nights at this villa in early December. They offered us a free night when we booked 4 nights which was a huge saving. Utopia is a very modern and peaceful villa and boasts a wonderful infinity pool. Housekeeping comes twice a day and we hired a chef to come and cook one evening…. It tasted awesome!! We also had full access to the Four Seasons resort which had some great restaurants and bars. We played golf and tennis but mostly relaxed on the beautiful Pinneys beach. 5* stars for this villa!!see more

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