Osmington Beach House Rentals & Places to Stay

Find the best beach rentals in Osmington - We found 15 exact matches

About Osmington Beach Home Rentals on PickleTrip

Looking for a pickleball stay or beach rental near Osmington? PickleTrip™ features more than 15 pickleball stays or beach rentals that are perfect for your next holiday. Discover properties that are within walking distance away from Osmington. Several of these vacation rentals in Osmington are kid-friendly & family-friendly, and are near top local attraction spots, to give guests an unforgettable travel experience. PickleTrip™’s rental listings come in all shapes and sizes for large groups, friends, or couples, or wedding retreats in Osmington.

PickleTrip™ Offers 15 holiday homes and places to stay in Osmington. The site provides unique Airbnb, VRBO, PickleTrip-style accommodations to fit your trip or get away with your friends and family.

PickleTrip™ beachfront rentals give you the best travel experience that makes it easy to find and book the best place to stay at the best destinations.

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Frequently Asked Questions About Osmington Beach Rentals

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

The average cost for a beach rental in Osmington is $311 per night. PickleTrip has a wide assortment of great beachfront homes near Osmington that would suit your needs.
Yes, we have 15 beach rentals with pools available in Osmington. Check our search bar to find a selection of vacation rentals available near Osmington.
Yes, here are the top beach rentals in Osmington that allow you to bring your pet:

See all pet-friendly beach rentals in Osmington on PickleTrip

Most of the beach rentals we list are suitable for families or groups. Check out the complete list of the beach houses in Osmington to find one that works for you.
As of 2025, the data from PickleTrip shows that there are over 15 properties with private swimming pools or private homes with indoor pools in the Osmington area.
About 15 properties in Osmington boast of having access to hot tubs.