549+ Rental Villas and Private Getaways in Simpson Bay |
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Simpson Bay Vacation Rentals & One Degree Stays Homes

About Simpson Bay Vacation Rentals

There are more than 549 vacation rentals that are available in Simpson Bay. These rentals, including vacation rentals, One Degree Stays Homes (ODSs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an ODS property in Simpson Bay.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With OneDegreeStays Simpson Bay, you have the flexibility of comparing different options of various deals with a single click. Looking for an ODS with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (ODSs), and other popular Airbnb-style properties in Simpson Bay. Places to stay near Simpson Bay are 871.38 ftยฒ on average, with prices averaging US $493 a night.

OneDegreeStays makes it easy and safe to find and compare vacation rentals in Simpson Bay with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

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Top Rental Accommodation Types in Simpson Bay

Type Count
Holiday Apartments 185
Villas 109
Vacation Homes 71
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Simpson Bay

โ˜… Pro Tip: OneDegreeStays makes it easy to compare the best listings on ODS homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between ODS homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Simpson Bay.

Weather in Simpson Bay, SX

View the weather forecast for Simpson Bay before booking your Simpson Bay Vacation Rentals to confirm your best time to go.

December - February
High 85ยฐF       Low 69ยฐF
March - May
High 87ยฐF       Low 72ยฐF
June - August
High 89ยฐF       Low 76ยฐF
September - November
High 88ยฐF       Low 73ยฐF

Top Attractions Around Simpson Bay, SX

OneDegreeStays offers a large selection of top attractions around Simpson Bay. Research things to do on your vacation before you visit Simpson Bay.


Kim Sha Beach
Simpson Bay Beach
Flamingo Beach
Dunes Casino
Hollywood Casino
Lay Bay Beach
Maho Beach
Mullet Bay Beach
American University of the Caribbean
Great Bay Beach
Guana Bay Beach
Cupecoy Beach
Dawn Beach
University of St. Martin
Fort Amsterdam
Starz City Casino
Philipsburg Courthouse
Mullet Bay
Little Bay Beach

Other Places to Stay in Simpson Bay, SX


Flamingo Beach 1,514 Properties
Kim Sha Beach 1,511 Properties
Simpson Bay Beach 1,504 Properties
Hollywood Casino 1,460 Properties
Lay Bay Beach 1,438 Properties
Dunes Casino 1,401 Properties
Pelican Key 99 Properties
Beacon Hill 80 Properties

Frequently Asked Questions About Simpson Bay?

What are the top vacation rentals in Simpson Bay?

There are a lot of options in Simpson Bay. If you plan on staying in the Simpson Bay area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Simpson Bay:

How many vacation rentals have private pools in Simpson Bay?

There are 92 vacation rentals with private pools near Simpson Bay. Top-rated ODS homes that have access to a swimming pool include:

Which vacation homes in Simpson Bay are best for families?

If you are looking for a family-friendly vacation home in Simpson Bay, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Simpson Bay:

How many onedegreestays vacation rentals are available in Simpson Bay?

Currently, the total number of properties listed by One Degree Stays in 2025 is over 549 in the Simpson Bay area, and still counting. By aggregating listings from multiple websites, One Degree Stays offers an immense amount of choice of the best ODS properties in Simpson Bay.โ€ฏ

Nearby Neighborhood (2)โ€ฏ
Neighborhood Property Count
Maho Vacation Rentals in Simpson Bay 468
Pelican Key Vacation Rentals in Simpson Bay 99

People Also Ask

There are 549 Simpson Bay, SX Vacation Rentals

Recently Booked Vacation Rentals in Simpson Bay