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Villas in Simpson Bay: Rent luxury villas in Simpson Bay

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Holiday villa in Simpson Bay Beach

Simpson Bay villa

1 bedroom • 1 bathroom • sleeps 4

from £129 / night

£902 / week

1 / 26

Simpson Bay holiday villa rental

Simpson Bay villa

6 bedrooms • 5 bathrooms • sleeps 12

from £483 / night

£3,376 - £7,277 / week

1 / 43

Holiday villa rental

Simpson Bay villa

2 bedrooms • 3 bathrooms • sleeps 4

from £370 / night

£2,586 / week

1 / 38

Simpson Bay holiday villa rental

Simpson Bay villa

3 bedrooms • 3 bathrooms • sleeps 6

from £418 / night

£2,926 - £4,877 / week

1 / 16

Holiday villa rental

Simpson Bay villa

3 bedrooms • 3 bathrooms • sleeps 6

“"Wonderful week in St Maarten"” My wife and I travelled to St Maarten with another couple. It was our first visit to this truly wonderful island. the other couple we travelled with were seasoned vsitors and really knew their way around. We enjoyed a specatular new beach destination every day, each was magnificent, all a little different, and every one felt like a new adventure. The hospitality of the locals most top notch and the food delicious. We toured a delicious selection of restaurants at night, some were a bit fancy, others not so much but in each instance the food was delicious. Loved the island. Our Villa was perfect, great location, close to airport and a good jumping off point for our daily travels. The Villa is large, clean, and comfortable. each bedroom is quite large, great bed, and most importantly each bedroom has its own bathroom. The weather was perfect so we didn't spend much time inside but I liked the living room with it's white painted high vaulted ceiling. Felt very tropical. The highlight is the back private outdoor area with it's own pool, outside room with a dining table, line-up of chaise lounges, and the most spectacular ocean views you can imagine. This villa is the last or end unit in the small gated community of Villa's so there is an un-obstructed view that is breathtaking, particularily at night when the sun is setting. My favourite meal was actulaly in the villa. We went to a local grocery store, picked up a selection of meats and cheeses and a baguette, and enjoyed that with a chilled bottle of sauvignon blanc while watching the sun set and a cruise ship slowly move by. the only downside was I stubbed and broke my toe at one of the beaches. Never-the-less we'll be back to St Maarten and this villa!!

from £344 / night

£2,406 - £3,608 / week

1 / 65

Holiday villa in Simpson Bay

Simpson Bay villa

5 bedrooms • 5 bathrooms • sleeps 10

from £493 / night

£3,451 - £5,927 / week

1 / 47

Simpson Bay holiday villa rental

Simpson Bay villa

3 bedrooms • 3 bathrooms • sleeps 6

from £496 / night

£3,466 / week

1 / 32

Holiday villa in Simpson Bay

Simpson Bay villa

6 bedrooms • 6 bathrooms • sleeps 12

from £1,068 / night

£7,474 / week

1 / 35

Villa rental in Simpson Bay with swimming pool

Simpson Bay villa

7 bedrooms • 8 bathrooms • sleeps 14

from £1,662 / night

£11,628 - £26,257 / week

1 / 69

Holiday villa in Simpson Bay

Simpson Bay villa

2 bedrooms • 2 bathrooms • sleeps 4

from £215 / night

£1,504 / week

1 / 17

Villa rental in Simpson Bay with swimming pool

Simpson Bay villa

5 bedrooms • 4 bathrooms • sleeps 12

from £1,124 / night

£7,862 - £13,504 / week

1 / 34

Holiday villa with swimming pool in Simpson Bay

Simpson Bay villa

3 bedrooms • 3 bathrooms • sleeps 6

from £526 / night

£3,676 - £5,064 / week

1 / 62

Simpson Bay holiday villa rental

Simpson Bay villa

6 bedrooms • 7 bathrooms • sleeps 12

from £1,555 / night

£10,878 - £21,006 / week

1 / 61

Simpson Bay holiday villa rental

Simpson Bay villa

5 bedrooms • 5 bathrooms • sleeps 10

from £686 / night

£4,802 - £13,504 / week

1 / 46

Simpson Bay holiday villa rental

Simpson Bay villa

6 bedrooms • 6 bathrooms • sleeps 14

from £1,142 / night

£7,990 - £18,005 / week

1 / 38

Simpson Bay holiday villa rental

Simpson Bay villa

6 bedrooms • 5 bathrooms • sleeps 12

from £858 / night

£6,002 - £15,004 / week

1 / 42

Holiday villa in Simpson Bay

Simpson Bay villa

3 bedrooms • 3 bathrooms • sleeps 8

from £478 / night

£3,343 - £6,218 / week

1 / 20

Simpson Bay holiday villa rental

Simpson Bay villa

4 bedrooms • 5 bathrooms • sleeps 8

from £590 / night

£4,126 - £11,253 / week

1 / 58

Holiday villa with swimming pool in Simpson Bay

Simpson Bay villa

3 bedrooms • 3 bathrooms • sleeps 6

from £504 / night

£3,526 - £4,877 / week

1 / 50

Villa rental in Simpson Bay with swimming pool

Simpson Bay villa

3 bedrooms • 3 bathrooms • sleeps 8

from £418 / night

£2,926 - £4,877 / week

1 / 29

Holiday villa with swimming pool in Simpson Bay

Simpson Bay villa

6 bedrooms • 6 bathrooms • sleeps 12

from £836 / night

£5,852 / week

1 / 48

Great rentals within 20 miles that match your search

Terres Basses holiday villa rental

Terres Basses villa

4 bedrooms • 4 bathrooms • sleeps 8

from £1,166 / night

£8,161 / week

1 / 42

St Martin / St Maarten holiday villa rental

St Martin / St Maarten villa

3 bedrooms • 5 bathrooms • sleeps 6

from £473 / night

£3,307 / week

1 / 19

Anguilla holiday villa rental

Anguilla villa

5 bedrooms • 5 bathrooms • sleeps 16

from £1,031 / night

£9,621 / week

1 / 63

Holiday villa in The Valley

The Valley villa

3 bedrooms • 3 bathrooms • sleeps 8

from £254 / night

£1,774 - £2,977 / week

1 / 19

Anguilla holiday villa rental

Anguilla villa

3 bedrooms • 3 bathrooms • sleeps 6

from £301 / night

£2,105 / week

1 / 14

Holiday villa with swimming pool in Anguilla

Anguilla villa

4 bedrooms • 5 bathrooms • sleeps 8

from £1,246 / night

£8,719 / week

1 / 42

Holiday villa with swimming pool in Orient Bay

Orient Bay villa

4 bedrooms • 5 bathrooms • sleeps 8

from £724 / night

£5,068 / week

1 / 45

Villa rental in Colombier with shared pool

Colombier villa

4 bedrooms • 6 bathrooms • sleeps 8

from £1,286 / night

£9,003 - £41,261 / week

1 / 35

Holiday villa with swimming pool in Orient Bay

Orient Bay villa

5 bedrooms • 4 bathrooms • sleeps 16

from £414 / night

£2,504 - £4,478 / week

1 / 20

Holiday villa with swimming pool in Marigot, Saint Martin

Marigot, Saint Martin villa

6 bedrooms • 18 bathrooms • sleeps 12

from £1,375 / night

£9,621 / week

1 / 4

Holiday villa in Anse des Cayes

Anse des Cayes villa

2 bedrooms • 2 bathrooms • sleeps 4

from £483 / night

£3,376 - £11,103 / week

1 / 30

Holiday villa with swimming pool in Anguilla

Anguilla villa

3 bedrooms • 3 bathrooms • sleeps 7

from £516 / night

£3,608 / week

1 / 29

Holiday villa rental

St. Jean villa

2 bedrooms • 2 bathrooms • sleeps 4

from £536 / night

£3,751 - £13,504 / week

1 / 29

West End Village holiday villa rental

West End Village villa

3 bedrooms • 3 bathrooms • sleeps 6

from £573 / night

£4,008 / week

1 / 22

Villa rental in St. Barthelemy

St. Barthelemy villa

5 bedrooms • 5 bathrooms • sleeps 10

from £3,216 / night

£22,506 - £82,521 / week

1 / 64

Gustavia holiday villa rental

Gustavia villa

3 bedrooms • 3 bathrooms • sleeps 6

from £858 / night

£6,002 - £20,255 / week

1 / 29

St. Barthelemy holiday villa rental

St. Barthelemy villa

2 bedrooms • 2 bathrooms • sleeps 4

from £911 / night

£6,377 - £22,506 / week

1 / 28

Holiday villa with swimming pool in South Hill

South Hill villa

2 bedrooms • 2 bathrooms • sleeps 6

from £258 / night

£1,547 / week

1 / 30

Villa rental in St. Barthelemy

St. Barthelemy villa

5 bedrooms • 5 bathrooms • sleeps 10

from £6,008 / night

£42,053 - £100,926 / week

1 / 46

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