Middleton holiday rentals

We found 841 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Middleton to find one that's perfect for your trip. Holiday homes provide the amenities that you need and want for your stay with friends, family or just your pet, including parking and a garden. No matter what you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • 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

Book a holiday rental for your Middleton getaway

Learn about the unique charm of Middleton with a stay in a holiday home rental. This city has something for everyone. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in Middleton

Do you want to discover things to do in the area? Venture out of your cosy holiday rental and experience everything that makes Middleton a fun place to get away to. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Continental Country Club (5.5 mi / 8.9 km)
  • Mission Inn Golf Resort - El Campeon (13.9 mi / 22.4 km)
  • Orange Blossom Hills Golf & Country Club (14.7 mi / 23.7 km)
  • Nancy Lopez Legacy Golf & Country Club (15.7 mi / 25.3 km)
  • Plantation Golf Club (8 mi / 12.9 km)
  • Cane Garden Country Club (10.2 mi / 16.4 km)

Exploring the natural landscape of Middleton

Whether you're looking for adventure or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Middleton. Here are some of the area’s most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Lake Okahumpka Park (6 mi / 9.7 km)
  • Venetian Gardens (9.2 mi / 14.7 km)
  • Lake Griffin State Park (9.9 mi / 16 km)
  • Lake Louisa State Park (26.6 mi / 42.7 km)
  • Lake Sumter (11.9 mi / 19.1 km)
  • Lake Harris (12.5 mi / 20.1 km)

Transport options to and around Middleton

The nearest airport is in Leesburg, FL (LEE-Leesburg Intl.), located 13.5 mi (21.7 km) from the city centre.

Frequently asked questions

Can I find a holiday rental in Middleton?
Yes, there are holiday rentals close to the most popular sights in Middleton, or you can select a more secluded option if you're looking for a relaxing stay.
What's there to see and do in Middleton?
Explore the area and family-friendly sights such as The Florida International Teaching Zoo, or get out into nature at a spot like Lake Okahumpka Park. In the wider area, you'll find Continental Country Club and Brownwood Paddock Square.
What's a holiday rental in Middleton like?
Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Middleton. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for a small group gathering.