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Apartments in Simpson Bay and Villas – Holiday Lettings - Holiday Rentals Simpson Bay

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1,537 Holiday homes

Simpson Bay holiday apartment accommodation

Simpson Bay apartment

2 bedrooms / 3 bathrooms / sleeps 4

Responds fast! avg. 3 hours 25 minutes

from £390 / night

£2,730 / week

Simpson Bay holiday apartment rental

Simpson Bay apartment

3 bedrooms / 3 bathrooms / sleeps 6

from £457 / night

£2,563 / week

Simpson Bay holiday apartment rental

Simpson Bay apartment

1 bedroom / 1 bathroom / sleeps 2

from £252 / night

£1,408 / week

Holiday apartment in Simpson Bay

Simpson Bay apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 21 minutes

from £164 / night

£1,143 / week

Simpson Bay holiday apartment rental

Simpson Bay apartment

3 bedrooms / 3 bathrooms / sleeps 6

from £412 / night

£2,305 / week

Holiday apartment with shared pool in Simpson Bay

Simpson Bay apartment

2 bedrooms / 2 bathrooms / sleeps 4

from £501 / night

£2,803 / week

Simpson Bay holiday apartment rental

Simpson Bay apartment

2 bedrooms / 2 bathrooms / sleeps 4

from £264 / night

£1,845 / week

Holiday apartment with shared pool in Simpson Bay

Simpson Bay apartment

1 bedroom / 1 bathroom / sleeps 2

from £234 / night

£1,634 / week

Apartment rental in Simpson Bay with shared pool

Simpson Bay apartment

2 bedrooms / 2 bathrooms / sleeps 4

from £505 / night

£2,822 / week

Holiday apartment with shared pool in Simpson Bay

Simpson Bay apartment

1 bedroom / 1 bathroom / sleeps 3

from £227 / night

£1,588 / week

Apartment rental in Simpson Bay with shared pool

Simpson Bay apartment

2 bedrooms / 2 bathrooms / sleeps 6

from £472 / night

£3,279 / week

Simpson Bay holiday condo rental

Simpson Bay condo

1 bedroom / 1 bathroom / sleeps 4

2

Responds fast! avg. 17 minutes

from £175 / night

£1,219 / week

Holiday apartment in Simpson Bay

Simpson Bay apartment

2 bedrooms / 2 bathrooms / sleeps 4

2

Responds fast! avg. 3 hours 57 minutes

from £283 / night

£1,977 / week

Holiday condo with shared pool in Simpson Bay

Simpson Bay condo

2 bedrooms / 2 bathrooms / sleeps 6

4

from £372 / night

£2,603 / week

Holiday villa in Simpson Bay

Simpson Bay villa

5 bedrooms / 5 bathrooms / sleeps 10

from £686 / night

£4,801 - £6,429 / week

Simpson Bay holiday condo rental

Simpson Bay condo

1 bedroom / 1 bathroom / sleeps 4

2

Responds fast! avg. 17 minutes

from £162 / night

£1,134 / week

Apartment rental in Simpson Bay

Simpson Bay apartment

2 bedrooms / 3 bathrooms / sleeps 6

5

Responds fast! avg. 1 hour 53 minutes

from £299 / night

£4,893 - £5,220 / week

Holiday villa in Simpson Bay

Simpson Bay villa

2 bedrooms / 2 bathrooms / sleeps 4

36

Responds fast! avg. 1 hour 11 minutes

from £229 / night

£1,503 - £2,740 / week

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!

29

Responds fast! avg. 1 hour 7 minutes

from £165 / night

£1,312 / week

Holiday apartment in Simpson Bay Beach

Simpson Bay apartment

1 bedroom / 1 bathroom / sleeps 2

4

from £108 / night

£755 / week

Simpson Bay holiday apartment rental

Simpson Bay apartment

3 bedrooms / 4 bathrooms / sleeps 8

8

Responds fast! avg. 1 hour 53 minutes

from £457 / night

£3,197 - £8,062 / week

Condo rental in Simpson Bay

Simpson Bay condo

1 bedroom / 1 bathroom / sleeps 2

1

from £142 / night

£989 / week

Holiday apartment letting

Simpson Bay apartment

/ 1 bathroom / sleeps 2

1

from £142 / night

£1,313 / week

Holiday condo in Simpson Bay

Simpson Bay condo

1 bedroom / 1 bathroom / sleeps 4

1

Responds fast! avg. 17 minutes

from £175 / night

£1,219 / week

Simpson Bay holiday apartment rental

Simpson Bay apartment

1 bedroom / 1 bathroom / sleeps 4

3

Responds fast! avg. 16 minutes

from £136 / night

£949 / week

Holiday apartment with shared pool in Simpson Bay

Simpson Bay apartment

2 bedrooms / 2 bathrooms / sleeps 4

from £337 / night

£2,359 - £2,847 / week

Villa rental in Simpson Bay with swimming pool

Simpson Bay villa

3 bedrooms / 3 bathrooms / sleeps 8

from £698 / night

£4,883 - £8,952 / week

Holiday apartment letting

Simpson Bay apartment

1 bedroom / 2 bathrooms / sleeps 2

from £212 / night

£1,648 / week

Simpson Bay holiday villa rental

Simpson Bay villa

5 bedrooms / 5 bathrooms / sleeps 10

1

from £1,035 / night

£7,243 - £11,393 / week

Simpson Bay holiday apartment rental

Simpson Bay apartment

1 bedroom / 1 bathroom / sleeps 4

from £122 / night

£849 / week

Holiday home rental

Simpson Bay house

2 bedrooms / 1 bathroom / sleeps 4

2

from £202 / night

£1,412 / week

Villa rental in Simpson Bay with swimming pool

Simpson Bay villa

3 bedrooms / 3 bathrooms / sleeps 8

1

from £593 / night

£4,150 - £5,290 / week

Simpson Bay holiday apartment rental

Simpson Bay apartment

1 bedroom / 1 bathroom / sleeps 2

from £85 / night

£593 / week

Holiday villa rental

Simpson Bay villa

3 bedrooms / 3 bathrooms / sleeps 6

from £442 / night

£3,093 - £4,069 / week

Apartment rental in Simpson Bay with swimming pool

Simpson Bay apartment

3 bedrooms / 3 bathrooms / sleeps 6

from £477 / night

£3,337 - £6,429 / week

Simpson Bay holiday villa rental

Simpson Bay villa

3 bedrooms / 4 bathrooms / sleeps 6

1

from £349 / night

£2,442 - £2,930 / week

Holiday villa with swimming pool in Simpson Bay

Simpson Bay villa

3 bedrooms / 3 bathrooms / sleeps 6

from £547 / night

£3,825 - £5,290 / week

Simpson Bay holiday apartment rental

Simpson Bay apartment

2 bedrooms / 3 bathrooms / sleeps 5

5

from £236 / night

£1,647 / week

Holiday condo rental

Simpson Bay condo

2 bedrooms / 3 bathrooms / sleeps 4

from £485 / night

£3,394 / week

Holiday apartment with shared pool in Simpson Bay

Simpson Bay apartment

2 bedrooms / 2 bathrooms / sleeps 4

from £268 / night

£1,872 - £2,848 / week

Viewing 40 of 1,537
rentals in Simpson Bay

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Simpson Bay holidays

The beach at Simpson Bay is wide, and over a mile long—a stretch of glorious, uninterrupted sand. The blue waters of the Caribbean lap the shore, providing the perfect backdrop for a relaxing holiday.

But it’s not all relaxation—the main streets of Simpson Bay are bustling hives of activity with bars, restaurants and stores. Why not start searching Holiday Lettings for the perfect holiday rental and plan your perfect trip?

About Simpson Bay, St. Maarten-St. Martin

Many years ago, Simpson Bay was home to the fishermen of the island and their families. Now, it's a popular tourist destination, although the fishermen still ply their trade. The first inhabitants of Simpson Bay and the surrounding area were the Arawaks, from the Amazon basin.

Named after St Martin of Tours, it first appeared on a map in 1516 as Sam Mtim. It was already a Spanish territory by then, though it wasn't a colony. The island has been in the hands of the Spanish, Dutch and French. Today, the island is shared by the Dutch and French whose cultures still influence life on the island.

The cuisine on the island is international, but you can find some traditional food if you look hard enough. Ask a local for their recommendations to discover some authentic places to eat.

Simpson Bay has a vibrant nightlife which contrasts with the peace you can find on Simpson Bay beach. You'll get the best of both worlds here!

What to do in Simpson Bay, St. Maarten-St. Martin

As Saint Maarten-St Martin is an island, water sports are very popular. Why not try some?

If you're looking for a more calming holiday, swim in the clear blue waters, or relax on the beach.

Try a Rhino Safari excursion on a Rhino Rider—an inflatable motorboat. Pilot your own craft and go snorkelling with a guide.

Charter a yacht for a sunset cruise, or hire a 4x4 and go in a guided convoy to see the sights on both the French and Dutch side of the island. This tour will take you to Oyster Pond, Maho Beach and you'll have two hours to laze on Orient Beach.

Travelling with the kids? If the beach is too hot for them, head to the Butterfly farm—it's a great day out.

Happy Bay Beach is for nudists. If you're feeling adventurous, go there for an all-over tan.

Top travel tips for St. Marteen-St. Martin

It's best to rent a car on St. Maarten-St Martin as you'll have the freedom to explore the island in our own time. That being said, there are taxis and local buses if you don't want to bother.

If you do drive, watch out for potholes! If you can find an all-terrain vehicle to rent, do. It'll definightly be worth it!

You will probably find, on both the French and Dutch sides of the island, that a service charge is included in your restaurant bills. Of course, if the service was very good, you can leave an extra cash tip.

There's plenty to do and see on St. Maarten-St. Martin, whichever side of the island you visit, the Dutch or French. Go around the island and see it all!

For a wide choice of accommodation, search the rental properties available here on Holiday Lettings and book your next trip. You won’t be disappointed!

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