Choose from 326 vacation rentals located in Simpson Bay, Sint Maarten. Top filters in Simpson Bay include Air conditioner, Internet / Wifi, and Kitchen or Kitchenette. Prices range from $85 to $5,309 per night. Our most popular vacation rental types near Simpson Bay are Hotel and RV.

Top vacation rentals in Simpson Bay

Beachfront
Outdoor pool
4.9
Outstanding(112 Reviews)
BEACHFRONT DESIGN VILLA
Villa
 in Beacon Hill
10 guests · 4 bedrooms · 5 baths
Garden · Pool · Kitchen or Kitchenette

Indulge in a peaceful retreat at BEACHFRONT DESIGN VILLA, our elegant Villa in Simpson Bay. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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Terrace/patio
4.9
Outstanding(131 Reviews)
Anchor House - Direct Oceanfront - Luxury & Modern Style
Apartment
 in Cupecoy
6 guests · 3 bedrooms · 4 baths
Pool · Kitchen or Kitchenette · Air conditioner

Looking to create some memories in Simpson Bay? Look no further than our Apartment, Anchor House - Direct Oceanfront - Luxury & Modern Style. Enjoy top-rated amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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Property building, Facade/entrance
3.5
Average(426 Reviews)
Travel Inn Hotel Simpson Bay
Hotel
 in Simpson Bay
3star
1 king bed
Kitchen or Kitchenette · Air conditioner · Internet / Wifi

Business stays, family stays, couples stay, getaway vacation, and rental in Simpson Bay at Travel Inn Hotel Simpson Bay for $211 for your next trip.

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Beachfront
Property building
3.8
Good(464 Reviews)
Atrium Beach Resort and Spa St Maarten
Hotel
 in Simpson Bay
4star
1 king bed
Pool · Kitchen or Kitchenette · Air conditioner

Looking for the perfect place to call home during your trip to Simpson Bay? This Hotel offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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Explore vacation rentals with the most popular amenities in Simpson Bay

Vacation rentals with air conditioning in Simpson Bay

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Pool
5.0
Outstanding(83 Reviews)
3 BR/3 bath. Sint Maarten DIRECT BEACHFRONT WITH POOL! Rates start at $225/nt!!
Villa
 in Beacon Hill
6 guests · 3 bedrooms · 3 baths
Garden · Pool · Kitchen or Kitchenette

Nestled in Simpson Bay, this Villa is perfect for your next vacation. Enjoy 3 BR/3 bath. Sint Maarten DIRECT BEACHFRONT WITH POOL! Rates start at $225/nt!!'s top-rated amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
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Outdoor pool
4.8
Outstanding(89 Reviews)
Oceanfront amazing 2 BR Villa - 2 min from the beach
Villa
 in Beacon Hill
4 guests · 2 bedrooms · 2 baths
Garden · Pool · Kitchen or Kitchenette

Business stays, family stays, couples stay, getaway vacation, and rental in Simpson Bay at Oceanfront amazing 2 BR Villa - 2 min from the beach for $685 for your next trip.

$$$$
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Bird's eye view
3.4
Average(90 Reviews)
Simpson Bay Suites
Apartment hotel
 in Simpson Bay
Kitchen or Kitchenette · Air conditioner · Internet / Wifi

The best choice in Simpson Bay for Apartment hotel, for $211 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
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Beachfront
Patio, Balcony/Terrace, Beach
4.0
Good(468 Reviews)
Mary's Boon Beach Plantation Resort & Spa
Hotel
 in Simpson Bay
4star
1 king bed
Garden · Pool · Pets allowed

Enjoy the best of Simpson Bay in our Hotel, Mary's Boon Beach Plantation Resort & Spa. A stunning property with amenities including Air conditioner, Internet / Wifi and Pets allowed, and more.

$$$$
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Simpson Bay

Simpson Bay travel guide

Let us help you plan your perfect Simpson Bay vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Simpson Bay, and more.

Frequently asked questions

What is the price range for rentals in Simpson Bay?

Vacation rentals in Simpson Bay have a price range between $85-$5,309. The average price for rentals in Simpson Bay is $273 per night.

What are the most popular vacation rental amenities in Simpson Bay?

  • Air conditioner
  • Internet / Wifi
  • Kitchen or Kitchenette

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