Photo by Cindy Simmonds

Middleburg rentals with pool

We found 52 rentals with pool — enter your dates for availability

Find spaces that suit your style

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  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

How much does it cost to stay in a holiday home with a pool in Middleburg?
A number of factors will influence the price of a holiday home with a pool in Middleburg, such as property size and how long and when you're staying. All you need to do is enter your holiday dates and any preferences to find a house where you can splash around in.
When is the best time to book a holiday home with a pool in Middleburg?
If you'd love to visit Middleburg at a busy time, plan your trip for July. This is when average temperatures range from 24 ºC (24ºC) to 34 ºC (34ºC), and when many guests secure their holiday home with a pool in this destination. Of course, there are other great times to travel to this part of Clay County, so do some research into which month or season best fits your plans.
What holiday homes with a pool in Middleburg have nice views?
After a big day out, head back to your holiday home with a pool for a refreshing dip. The icing on the cake? Some of these Middleburg properties also come with stunning views of historic areas.