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Hiking & Walking Holiday Accommodation in Anguilla - Holiday Lettings

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223 properties suitable for rambling, hiking & walking

Holiday castle with swimming pool in Anguilla

Sandy Ground castle

4 bedrooms • 5 bathrooms • sleeps 10

“Back just one day and already planning the next trip to the Cast” Favorite island? Anguilla! Favorite place to stay? Grand Outlook Castle! Paul and Elise provide everything you need to have a wonderful vacation. The Castle is luxurious but comfy, outdoor showers, hammocks, good lighting in the bathroom for make up (unusual perk),sparkling pool, well appointed kitchen, high end bedding and the best housekeeper on the island! Great location, just a short drive to anywhere. Every email is returned, every need is met - the "customer service" the owners provide is top notch. Guess that is why there are so many return guests. It is very hard to leave the stunning rainbows, sunsets and visiting turtles that we were lucky enough to view each day. Can not wait to book next years stay!

97 reviews

from £894 / night

£8,471 - £10,941 / week

1 / 122

Home rental in Anguilla

East End Village house

4 bedrooms • 4 bathrooms • sleeps 10

8 reviews

from £471 / night

£3,294 / week

1 / 12

Holiday home with swimming pool in Anguilla

East End Village house

3 bedrooms • 5 bathrooms • sleeps 11

from £812 / night

£5,682 - £7,812 / week

1 / 53

Holiday villa in Anguilla

Long Bay Village villa

6 bedrooms • 6 bathrooms • sleeps 11

from £3,077 / night

£21,537 / week

1 / 65

Holiday villa in Anguilla

Long Bay Village villa

5 bedrooms • 5 bathrooms • sleeps 12

from £2,905 / night

£20,330 / week

1 / 56

Great rentals within 20 miles that match your search

Apartment rental in Dawn Beach with shared pool

Dawn Beach apartment

3 bedrooms • 3 bathrooms • sleeps 8

from £360 / night

£2,518 / week

1 / 10

Penthouse rental in Oyster Pond with shared pool

Oyster Pond penthouse

3 bedrooms • 2 bathrooms • sleeps 8

from £402 / night

£2,814 / week

1 / 15

Oyster Pond holiday apartment rental

Oyster Pond apartment

3 bedrooms • 3 bathrooms • sleeps 8

from £198 / night

£1,386 / week

1 / 32

Holiday apartment rental

Oyster Pond apartment

3 bedrooms • 2 bathrooms • sleeps 8

from £440 / night

£3,079 / week

1 / 8

Holiday villa with swimming pool in Orient Bay

Orient Bay villa

5 bedrooms • 4 bathrooms • sleeps 16

3 reviews

from £411 / night

£2,566 - £5,142 / week

1 / 15

Holiday studio with shared pool, golf nearby in Bellevue

Bellevue studio

Studio • 1 bathroom • sleeps 2

from £143 / night

£717 - £853 / week

1 / 17

Holiday condo rental

Simpson Bay condo

2 bedrooms • 3 bathrooms • sleeps 4

from £485 / night

£3,394 / week

1 / 17

Holiday apartment in Marigot

Marigot apartment

1 bedroom • 1 bathroom • sleeps 4

from £82 / night

£575 / week

1 / 14

Holiday apartment in Marigot

Marigot apartment

1 bedroom • 1 bathroom • sleeps 2

from £118 / night

£753 / week

1 / 14

Holiday apartment in Oyster Pond

Oyster Pond apartment

3 bedrooms • 2 bathrooms • sleeps 8

from £440 / night

£3,079 / week

1 / 9

Apartment rental in Philipsburg with shared pool

Philipsburg apartment

4 bedrooms • 4 bathrooms • sleeps 12

from £569 / night

£2,840 / week

1 / 28

Holiday villa with swimming pool, golf nearby in Maho

Maho villa

3 bedrooms • 2 bathrooms • sleeps 6

from £420 / night

£2,703 - £7,667 / week

1 / 26

Terres Basses holiday villa rental

Terres Basses villa

4 bedrooms • 4 bathrooms • sleeps 8

1 review

from £1,278 / night

£8,941 / week

1 / 42

Simpson Bay holiday apartment rental

Simpson Bay apartment

1 bedroom • 1 bathroom • sleeps 2

from £85 / night

£593 / week

1 / 9

Baie Nettle holiday studio rental

Baie Nettle studio

Studio • 1 bathroom • sleeps 2

from £101 / night

£703 / week

1 / 19

Villa rental in Philipsburg with swimming pool

Philipsburg villa

3 bedrooms • 2 bathrooms • sleeps 8

10 reviews

from £364 / night

£2,393 - £4,188 / week

1 / 16

Condo rental in Orient Bay

Orient Bay condo

1 bedroom • 1 bathroom • sleeps 3

from £79 / night

£546 - £692 / week

1 / 22

Holiday apartment rental

Cul de Sac apartment

2 bedrooms • 1 bathroom • sleeps 4

from £103 / night

£720 / week

1 / 7

Holiday apartment rental

Anse Marcel apartment

1 bedroom • 2 bathrooms • sleeps 4

10 reviews

from £77 / night

£538 - £896 / week

1 / 24

Apartment rental in Anse Marcel

Anse Marcel apartment

1 bedroom • 1 bathroom • sleeps 4

3 reviews

from £77 / night

£538 - £1,792 / week

1 / 24

Holiday villa in Philipsburg

Philipsburg villa

6 bedrooms • 6 bathrooms • sleeps 12

4 reviews

from £840 / night

£5,878 / week

1 / 23

Holiday apartment with shared pool, golf nearby in Baie Nettle

Baie Nettle apartment

2 bedrooms • 1 bathroom • sleeps 4

from £172 / night

£1,203 / week

1 / 40

Holiday villa with swimming pool in Cul de Sac

Cul de Sac villa

3 bedrooms • 3 bathrooms • sleeps 8

2 reviews

from £750 / night

£5,296 - £7,894 / week

1 / 25

Holiday villa letting

Terres Basses villa

5 bedrooms • 17 bathrooms • sleeps 10

4 reviews

from £883 / night

£5,885 / week

1 / 14

Holiday apartment in Marigot

Marigot apartment

1 bedroom • 1 bathroom • sleeps 3

from £59 / night

£413 / week

1 / 12

Holiday home in Cupecoy Bay

Cupecoy Bay house

4 bedrooms • 5 bathrooms • sleeps 8

1 review

from £1,648 / night

£11,537 / week

1 / 26

Cupecoy Bay holiday penthouse rental

Cupecoy Bay penthouse

3 bedrooms • 4 bathrooms • sleeps 6

1 review

from £3,297 / night

£23,073 / week

1 / 34

Holiday villa in Marigot, Saint Martin

Marigot, Saint Martin villa

3 bedrooms • 3 bathrooms • sleeps 8

from £190 / night

£1,384 - £3,476 / week

1 / 24

Holiday apartment with shared pool in Anse Marcel

Anse Marcel apartment

1 bedroom • 1 bathroom • sleeps 4

from £70 / night

£486 / week

1 / 43

Holiday condo in Oyster Pond

Oyster Pond condo

3 bedrooms • 2 bathrooms • sleeps 8

from £308 / night

£2,152 / week

1 / 6

Holiday apartment rental

Orient Bay apartment

1 bedroom • 1 bathroom • sleeps 4

from £122 / night

£851 / week

1 / 20

Holiday apartment in Simpson Bay

Simpson Bay apartment

1 bedroom • 1 bathroom • sleeps 2

4 reviews

from £104 / night

£724 / week

1 / 12

Holiday apartment with shared pool, golf nearby in Philipsburg

Philipsburg apartment

3 bedrooms • 2 bathrooms • sleeps 9

from £486 / night

£3,397 / week

1 / 13

Orient Bay holiday home rental

Orient Bay house

2 bedrooms • 1 bathroom • sleeps 5

from £123 / night

£1,156 - £1,226 / week

1 / 15

Cul de Sac holiday villa rental

Cul de Sac villa

2 bedrooms • 3 bathrooms • sleeps 4

from £268 / night

£1,826 - £2,528 / week

1 / 40

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