Simpson Bay Cabin Rentals
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- 1130 ft² Resort
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Luxury Places to Stay in Simpson Bay
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Top-Rated Cabins with a Pool in Simpson Bay
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Pet-Friendly Cabins in Simpson Bay
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Large Cabins in Simpson Bay
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Wheelchair Accessible Cabins in Simpson Bay
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Simpson Bay Cabins Under $200
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Instantly Bookable Cabins in Simpson Bay
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Book a Last Minute Place to Stay in Simpson Bay
About Simpson Bay Vacation Rentals
There are more than 538 incredible getaway rentals that are available in Simpson Bay. These choices include cabins, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Stay Close to Nature with Cabinns.com and uncover great stays in Simpson Bay.
Cabinns.com features numerous last-minute deals on private villas, hotels, and cabin rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Cabinns.com in Simpson Bay, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the Cabinns.com vacation rentals, resorts, and Airbnb-style properties in Simpson Bay. Places to stay near Simpson Bay are 878.91 ft² on average, with prices averaging $502 a night.
Cabinns.com helps you find the ideal holiday rental to create a lifetime of travel memories in Simpson Bay. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect cabin retreat today.
Top Cabin Rentals, Cottages, and Holiday Home Rentals in Simpson Bay
Type | Count |
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Holiday Apartments | 184 |
Villas | 109 |
Vacation Homes | 71 |
B&B | 1 |
Unique Vacation Rentals | 1 |
Cottages | 1 |
Use these Quick Filters to Find a Vacation Rental in Simpson Bay
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★ Pro Tip: Cabinns.com is a cabin vacation rental website, pulling some of the top cabins, luxury resorts, and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible cabin resorts and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Simpson Bay with Cabinns.com.
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.
Activities Simpson BayGuest Reviews Local Attractions
A Large Selection of Cabins and Vacation Rentals from Around the World Simpson BayGuest Reviews Discover Top Attractions For Your Next Outdoor Adventure
Find Nearby Cabin Rentals in these Cities & Neighborhoods
Complexes around Simpson Bay, SX
Frequently Asked Questions About Simpson Bay?
What are the top cabins, lake houses & summer homes in Simpson Bay?
We provide an array of great vacation destinations in Simpson Bay. If you are looking to stay in or around the Simpson Bay area, make sure to browse our options to find a premium cabin resort or rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Simpson Bay:
- Lovely 3 Bedroom Beachfront Condo located at Coco's Beach Club!
- Beachfront 1 Bedroom - Feet in the sand!
- Bella Vita in Pelican Key by Personal Villas - Spacious and Sophisticated Villa
- Bella Vita in Pelican Key by Personal Villas - Spacious and Sophisticated Villa
- Vittoria in Simpson Bay by Personal Villas - Elegant, Stunning Ocean Views
- Anchor House - Direct Oceanfront - Luxury & Modern Style
- 3 BR/3 bath. Sint Maarten DIRECT BEACHFRONT WITH POOL! Rates start at $225/nt!
- WOW! WOW! WOW!, NEW VILLA LIBRE` STUNNING INSIDE AND OUT!
- LUXURIOUS BEACH FRONT UNIT - SPECTACULAR OCEAN VIEWS.
- Top of the art penthouse on the beach - 4000 sq. ft of luxury
How many cabin rentals and resorts have private pools in Simpson Bay?
We have 96 cabins, luxury resorts, and holiday home rentals featuring a private pool in and near Simpson Bay. Some of the best destinations to stay that feature or have access to a swimming pool are:
- Paradise in the West Indies
- Villa Perla
- Newly Renovated apartment with swimming pool and ocean view #3
- Luxury Oceanfront 3 Bedroom 3.5 Bathroom-Stunning Views of the Sea & Airport
Which cabin rental, resort, or holiday home in Simpson Bay is best for families?
Searching for a family-friendly cabin in Simpson Bay? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfectly fit families of all sizes.
- UNBRIDLED Le Papillon: Beachfront Elegance with Backup Generator
- Villa Cleavage
- Tradewinds at Simpson Bay
How many hotels, resorts, or cabin rentals are available in Simpson Bay?
Cabinns.com offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Cabinns.com in 2025 is over 538 in the Simpson Bay area, and that number rises every day. By combining listings from multiple websites and travel providers, Cabinns.com can provide you with a diverse amount of choices of the best luxury stays in Simpson Bay.
Nearby Neighborhood (2)
Neighborhood | Property Count |
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Maho Rental Cabins and Private Getaways in Simpson Bay | 459 |
Pelican Key Rental Cabins and Private Getaways in Simpson Bay | 99 |