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Watersports Holidays in Simpson Bay - Holiday Lettings

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366 properties with watersports onsite or nearby

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Holiday villa in Simpson Bay Beach

Simpson Bay villa

1 bedroom • 1 bathroom • sleeps 4

from £130 / night

£909 / week

1 / 26

Simpson Bay holiday villa rental

Simpson Bay villa

6 bedrooms • 5 bathrooms • sleeps 12

from £486 / night

£3,397 - £7,321 / week

1 / 43

Simpson Bay holiday villa rental

Simpson Bay villa

3 bedrooms • 3 bathrooms • sleeps 6

from £421 / night

£2,944 - £4,906 / week

1 / 16

Holiday villa in Simpson Bay

Simpson Bay villa

5 bedrooms • 5 bathrooms • sleeps 10

from £496 / night

£3,472 - £5,963 / week

1 / 47

Simpson Bay holiday home rental

Simpson Bay house

5 bedrooms • 6 bathrooms • sleeps 10

from £643 / night

£4,495 - £18,886 / week

1 / 33

Holiday villa in Simpson Bay

Simpson Bay villa

6 bedrooms • 6 bathrooms • sleeps 12

from £1,076 / night

£7,526 / week

1 / 35

Villa rental in Simpson Bay with swimming pool

Simpson Bay villa

7 bedrooms • 8 bathrooms • sleeps 14

from £1,672 / night

£11,699 - £26,416 / week

1 / 69

Holiday condo with shared pool in Simpson Bay

Simpson Bay condo

2 bedrooms • 3 bathrooms • sleeps 4

from £446 / night

£3,119 / week

1 / 9

Holiday apartment with shared pool in Simpson Bay

Simpson Bay apartment

2 bedrooms • 2 bathrooms • sleeps 4

from £248 / night

£1,736 - £2,642 / week

1 / 41

Holiday apartment with shared pool in Simpson Bay

Simpson Bay apartment

2 bedrooms • 2 bathrooms • sleeps 4

from £265 / night

£1,851 - £3,475 / week

1 / 40

Holiday condo with shared pool in Simpson Bay

Simpson Bay condo

3 bedrooms • 3 bathrooms • sleeps 6

from £259 / night

£1,812 - £3,170 / week

1 / 24

Holiday apartment in Simpson Bay

Simpson Bay apartment

3 bedrooms • 4 bathrooms • sleeps 6

from £254 / night

£1,774 - £3,019 / week

1 / 40

Simpson Bay holiday condo rental

Simpson Bay condo

1 bedroom • 1 bathroom • sleeps 4

from £166 / night

£1,157 / week

1 / 13

Holiday condo rental

Simpson Bay condo

2 bedrooms • 3 bathrooms • sleeps 4

from £446 / night

£3,119 / week

1 / 17

Home rental in Simpson Bay with swimming pool

Simpson Bay house

3 bedrooms • 2 bathrooms • sleeps 6

from £302 / night

£2,114 - £3,019 / week

1 / 29

Holiday condo in Simpson Bay

Simpson Bay condo

1 bedroom • 1 bathroom • sleeps 2

from £149 / night

£1,042 / week

1 / 16

Simpson Bay holiday condo rental

Simpson Bay condo

2 bedrooms • 3 bathrooms • sleeps 6

from £230 / night

£2,592 - £2,761 / week

1 / 15

Holiday apartment in Simpson Bay

Simpson Bay apartment

1 bedroom • 1 bathroom • sleeps 2

from £206 / night

£1,434 - £2,265 / week

1 / 36

Simpson Bay holiday apartment rental

Simpson Bay apartment

3 bedrooms • 4 bathrooms • sleeps 8

from £473 / night

£3,149 - £7,464 / week

1 / 41

Simpson Bay holiday apartment rental

Simpson Bay apartment

2 bedrooms • 2 bathrooms • sleeps 4

from £486 / night

£3,397 / week

1 / 14

Holiday villa with swimming pool in Simpson Bay

Simpson Bay villa

3 bedrooms • 3 bathrooms • sleeps 6

from £529 / night

£3,699 - £5,095 / week

1 / 62

Holiday apartment with shared pool in Simpson Bay

Simpson Bay apartment

2 bedrooms • 2 bathrooms • sleeps 4

from £206 / night

£1,434 - £2,642 / week

1 / 29

Holiday apartment in Simpson Bay Beach

Simpson Bay apartment

1 bedroom • 1 bathroom • sleeps 2

from £103 / night

£719 / week

1 / 12

Simpson Bay holiday condo rental

Simpson Bay condo

2 bedrooms • 2 bathrooms • sleeps 4

from £227 / night

£1,585 - £3,019 / week

1 / 35

Simpson Bay holiday villa rental

Simpson Bay villa

6 bedrooms • 7 bathrooms • sleeps 12

from £1,566 / night

£10,954 - £21,152 / week

1 / 61

Simpson Bay holiday apartment rental

Simpson Bay apartment

2 bedrooms • 2 bathrooms • sleeps 4

from £364 / night

£2,548 - £4,125 / week

1 / 22

Simpson Bay holiday condo rental

Simpson Bay condo

2 bedrooms • 2 bathrooms • sleeps 4

from £238 / night

£1,665 / week

1 / 17

Simpson Bay holiday villa rental

Simpson Bay villa

5 bedrooms • 5 bathrooms • sleeps 10

from £690 / night

£4,831 - £13,585 / week

1 / 46

Simpson Bay holiday villa rental

Simpson Bay villa

6 bedrooms • 6 bathrooms • sleeps 14

from £1,149 / night

£8,038 - £18,114 / week

1 / 38

Holiday condo with shared pool in Simpson Bay

Simpson Bay condo

2 bedrooms • 2 bathrooms • sleeps 4

from £206 / night

£1,434 - £2,642 / week

1 / 20

Holiday home rental

Simpson Bay house

2 bedrooms • 1 bathroom • sleeps 4

from £186 / night

£1,298 / week

1 / 20

Condo accommodation in Simpson Bay with shared pool

Simpson Bay condo

2 bedrooms • 2 bathrooms • sleeps 4

from £270 / night

£1,887 - £3,397 / week

1 / 32

Home rental in Simpson Bay with shared pool

Simpson Bay house

2 bedrooms • 3 bathrooms • sleeps 5

from £260 / night

£1,817 / week

1 / 20

Simpson Bay holiday condo rental

Simpson Bay condo

2 bedrooms • 2 bathrooms • sleeps 4

from £356 / night

£2,493 - £4,129 / week

1 / 30

Simpson Bay holiday villa rental

Simpson Bay villa

4 bedrooms • 5 bathrooms • sleeps 8

from £594 / night

£4,151 - £11,321 / week

1 / 58

Holiday apartment with shared pool in Simpson Bay

Simpson Bay apartment

1 bedroom • 1 bathroom • sleeps 2

“St. Maarten and the Blue Pelican condos are worth visiting again” My wife and I decided to vacation (last minute) in St. Maarten instead of our usual Hawaii trip, and we're so happy that we did. When we began our search for accommodations, we kept coming back to the Blue Pelican Vacation Rentals because of the visual quality (as seen on the Internet) AND because of the customer service that we received by the Owner himself! The Owner provided us with additional information and answered all of the annoying questions that First-Time travelers vacationing outside of the U.S. may ask. Then a couple days before our arrival, the Property Manager contacted us and continued to extend her personal services throughout our stay. She was Excellent! The location of the condo was perfect; in Pelican/Simpson Bay and just across the street was the beach! Peaceful, beautiful and clean. The condo itself was so lovely with contemporary furnishings and so close to everything. We also felt very safe walking to the stores and resturants close by but highly recommend renting a car to see other parts of the island. All in all, this trip was amazing. We plan on visiting again next year and will definitely stay at the Blue Pelican!

from £155 / night

£1,205 / week

1 / 15

Holiday apartment in Simpson Bay

Simpson Bay apartment

1 bedroom • 1 bathroom • sleeps 2

from £151 / night

£1,057 - £1,887 / week

1 / 9

Simpson Bay holiday apartment rental

Simpson Bay apartment

2 bedrooms • 3 bathrooms • sleeps 5

from £217 / night

£1,514 / week

1 / 19

Simpson Bay holiday apartment rental

Simpson Bay apartment

1 bedroom • 1 bathroom • sleeps 2

from £78 / night

£545 / week

1 / 9

Villa rental in Simpson Bay with swimming pool

Simpson Bay villa

3 bedrooms • 3 bathrooms • sleeps 8

from £421 / night

£2,944 - £4,906 / week

1 / 29

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