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Hiking & Walking Holiday Accommodation in Sint Maarten - Holiday Lettings

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227 properties suitable for rambling, hiking & walking

Holiday apartment in Oyster Pond

Oyster Pond apartment

3 bedrooms • 2 bathrooms • sleeps 8

from £440 / night

£3,079 / week

1 / 9

Holiday villa with swimming pool in Cupecoy Bay

Cupecoy Bay villa

3 bedrooms • 3 bathrooms • sleeps 6

1 review

from £364 / night

£2,545 - £4,729 / week

1 / 28

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

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 Cupecoy Bay

Cupecoy Bay villa

4 bedrooms • 4 bathrooms • sleeps 8

from £1,039 / night

£7,271 - £21,813 / week

1 / 24

Holiday villa in Cupecoy Bay

Cupecoy Bay villa

3 bedrooms • 3 bathrooms • sleeps 6

4 reviews

from £592 / night

£4,145 - £11,270 / week

1 / 24

Holiday villa rental

Cole Bay villa

3 bedrooms • 2 bathrooms • sleeps 6

from £534 / night

£3,739 / week

1 / 14

Holiday villa with swimming pool, golf nearby in Cupecoy Bay

Cupecoy Bay villa

4 bedrooms • 4 bathrooms • sleeps 8

from £727 / night

£5,090 - £16,725 / week

1 / 24

Holiday villa with golf nearby in Beacon Hill, Sint Maarten

Beacon Hill, Sint Maarten villa

5 bedrooms • 5 bathrooms • sleeps 10

from £919 / night

£6,434 - £17,453 / week

1 / 24

Oyster Pond holiday apartment rental

Oyster Pond apartment

3 bedrooms • 3 bathrooms • sleeps 8

from £198 / night

£1,386 / week

1 / 32

Holiday villa with swimming pool, golf nearby in Beacon Hill, Sint Maarten

Beacon Hill, Sint Maarten villa

1 bedroom • 1 bathroom • sleeps 2

from £1,663 / night

£11,634 - £32,722 / week

1 / 25

Holiday villa with swimming pool, golf nearby in Maho

Maho villa

3 bedrooms • 3 bathrooms • sleeps 6

from £624 / night

£4,367 - £8,729 / week

1 / 76

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, golf nearby in Maho

Maho villa

3 bedrooms • 2 bathrooms • sleeps 6

from £420 / night

£2,703 - £7,667 / week

1 / 26

Holiday home in Cole Bay

Cole Bay house

2 bedrooms • 2 bathrooms • sleeps 5

1 review

from £248 / night

£1,731 - £2,291 / week

1 / 24

Holiday villa in Simpson Bay

Simpson Bay villa

5 bedrooms • 5 bathrooms • sleeps 10

from £478 / night

£3,345 - £5,745 / week

1 / 47

Pelican Key holiday villa rental

Pelican Key villa

2 bedrooms • 2 bathrooms • sleeps 4

5 reviews

from £179 / night

£1,253 / week

1 / 37

Holiday apartment in Simpson Bay

Simpson Bay apartment

1 bedroom • 1 bathroom • sleeps 2

4 reviews

from £104 / night

£724 / week

1 / 12

Simpson Bay holiday apartment rental

Simpson Bay apartment

3 bedrooms • 4 bathrooms • sleeps 8

8 reviews

from £408 / night

£2,856 - £7,202 / week

1 / 41

Holiday villa with swimming pool, golf nearby in Philipsburg

Philipsburg villa

3 bedrooms • 3 bathrooms • sleeps 6

12 reviews

from £292 / night

£2,040 / week

1 / 39

Holiday villa rental

Cupecoy Bay villa

4 bedrooms • 4 bathrooms • sleeps 8

from £489 / night

£3,418 - £6,181 / week

1 / 47

Holiday apartment with shared pool, golf nearby in Cupecoy Bay

Cupecoy Bay apartment

2 bedrooms • 2 bathrooms • sleeps 2

“Highly Recommended” The name Tranquil Setting is true to the feeling you get as you walk in. It is at once peaceful and elegant. The owner has taken great care to provide a luxurious feel in a comfortable setting. She is easy to communicate with and transactions are smooth. She responds quickly and follows up prior, during and after your stay to make your stay enjoyable and to solicit feedback . This is our second stay at Tranquil Settings and it was 1 month long, it was perfect just too short. Tranquil Settings is located in a new marina complex and which has pool, gym, restaurants and grocery store. Security is good and the square is great for drinks, watching the boats, breakfasts, sunsets, meeting and talking to other guests/owners etc. The beach across the street provides amazing sunsets, bring your champagne. We highly recommend this Condo and this owner and look forward to our return stay

6 reviews

from £209 / night

£1,457 / week

1 / 32

Holiday apartment in Cupecoy Bay

Cupecoy Bay apartment

3 bedrooms • 3 bathrooms • sleeps 6

3 reviews

from £364 / night

£2,545 - £5,090 / week

1 / 33

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

Holiday apartment with shared pool in Simpson Bay

Simpson Bay apartment

2 bedrooms • 2 bathrooms • sleeps 4

1 review

from £198 / night

£1,382 - £2,545 / week

1 / 29

Villa rental in Simpson Bay with swimming pool

Simpson Bay villa

3 bedrooms • 3 bathrooms • sleeps 8

from £551 / night

£3,854 / week

1 / 39

Simpson Bay holiday villa rental

Simpson Bay villa

5 bedrooms • 5 bathrooms • sleeps 10

1 review

from £665 / night

£4,654 - £13,089 / week

1 / 46

Cupecoy Bay holiday apartment rental

Cupecoy Bay apartment

2 bedrooms • 2 bathrooms • sleeps 4

from £237 / night

£1,655 - £3,818 / week

1 / 21

Holiday home with swimming pool in Cupecoy Bay

Cupecoy Bay house

3 bedrooms • 4 bathrooms • sleeps 6

“What a way to get away!” What a setting! If you have ever wanted a beachfront view, a semi private beach with 10 step access and a spacious villa with all of the amenities, this one is for you! It was my first trip to the Island and I can't wait to get back. Staying anywhere else would be a disappointment. Hotels or resorts can not compete with this location. The ultimate in privacy and intimacy. This setting is right out of the movies. A "can't miss".

12 reviews

from £582 / night

£4,072 - £10,689 / week

1 / 35

Holiday apartment in Cupecoy Bay

Cupecoy Bay apartment

2 bedrooms • 2 bathrooms • sleeps 4

from £243 / night

£1,695 - £3,563 / week

1 / 24

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

Holiday apartment in Cupecoy Bay

Cupecoy Bay apartment

2 bedrooms • 2 bathrooms • sleeps 4

from £131 / night

£917 - £1,818 / week

1 / 27

Holiday home with swimming pool in Cupecoy Bay

Cupecoy Bay house

3 bedrooms • 3 bathrooms • sleeps 6

from £728 / night

£5,090 - £11,271 / week

1 / 44

Villa rental in Simpson Bay with swimming pool

Simpson Bay villa

3 bedrooms • 3 bathrooms • sleeps 8

1 review

from £405 / night

£2,836 - £4,727 / week

1 / 29

Simpson Bay holiday apartment rental

Simpson Bay apartment

1 bedroom • 1 bathroom • sleeps 2

from £85 / night

£593 / week

1 / 9

Holiday condo rental

Simpson Bay condo

2 bedrooms • 3 bathrooms • sleeps 4

from £485 / night

£3,394 / week

1 / 17

Holiday apartment with shared pool in Simpson Bay

Simpson Bay apartment

2 bedrooms • 2 bathrooms • sleeps 4

from £239 / night

£1,673 - £2,545 / week

1 / 41

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

Apartment rental in Cupecoy Bay with shared pool

Cupecoy Bay apartment

2 bedrooms • 3 bathrooms • sleeps 4

4 reviews

from £308 / night

£2,152 - £3,185 / week

1 / 24

Simpson Bay holiday villa rental

Simpson Bay villa

6 bedrooms • 7 bathrooms • sleeps 12

1 review

from £1,507 / night

£10,544 - £20,360 / week

1 / 61

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