
Vacation rentals in Simpson Bay
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Top-rated vacation rentals in Simpson Bay
Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Simpson Bay vacation rentals
Other great vacation rentals in Simpson Bay

Le Papillon -Modern, beachfront, 550sq. ft terrace

Pelican key - BEACH FRONT Villa

NEW 1BR apt lagoon & sunset view 2/3p

1 bd Grand-Case beach

Cozy condo in Blue Pelican

Brand New- Maho Condo Studio with Seaview and Pool

Beachfront Caribbean Breeze in Paradise, SXM

The Lost Paradise
Quick stats about vacation rentals in Simpson Bay
Total rentals
340 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
10K reviews
Family-friendly rentals
140 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
210 properties have a pool
Frequently Asked Questions
Are there family-friendly vacation rentals in Simpson Bay?
Simpson Bay has more than 150 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do condo rentals in Simpson Bay have air conditioning?
Absolutely! We offer over 90 condo rentals with air conditioning in Simpson Bay. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Serviced Apartment Rentals in Simpson Bay?
Enhance your stay in our Serviced Apartment Rentals with the most popular amenities: over 10 homes with a kitchen, over 20 homes with wifi, over 10 homes with free parking, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there pet-friendly vacation rentals in Simpson Bay?
Four-legged friends are welcome in Simpson Bay. Choose from more than 70 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Simpson Bay?
Yes! Work meets play with ease at over 150 vacation rentals in Simpson Bay featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Simpson Bay vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 240 vacation homes with pools in Simpson Bay, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Simpson Bay have a kitchen?
Absolutely! We offer over 20 house rentals with a kitchen in Simpson Bay. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in apartment rentals in Simpson Bay?
Experience the best of Simpson Bay with our apartment rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do condo rentals in Simpson Bay have free parking?
Absolutely! We offer over 60 condo rentals with free parking in Simpson Bay. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Simpson Bay have wifi?
Absolutely! We offer over 20 house rentals with wifi in Simpson Bay. Enjoy a tailored experience with all the comforts you desire.
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- Rentals with beach access Simpson Bay
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