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Kissimmee Summer Rentals, Cottages & Cabins

Book a Place to Stay in Kissimmee for Your Summer Getaway

About Kissimmee Summer Rental on SunSkiResorts

SunSki's selection of summer rentals in Kissimmee promises the ideal setting for your next seasonal escape. We offer a diverse array of properties boasting enticing features such as private pools, indoor/outdoor swimming facilities, hot tubs, WiFi, beachfront access, and more. Whether you're journeying with family, friends, or a larger group, we have a rental perfectly tailored to your requirements.

Immerse yourself in the epitome of summer leisure in Kissimmee with SunSki. Our summer rental accommodations are meticulously curated to ensure utmost comfort and relaxation. From chic condos and opulent resorts to charming villas, quaint bungalows, cozy cabins, RVs, and cottages, we present a spectrum of options to match your vacation vision. Discover your idyllic summer retreat with SunSki.

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Frequently Asked Questions About Kissimmee Luxury Rentals

In 2025, SunSki offers 50818 summer rentals in or around Kissimmee. Find unique home rentals for your summer holiday or a weekend getaway with family and friends.
The average price per night for a summer rental in Kissimmee is $376. Check the full list of summer accommodations in Kissimmee.
There are 50818 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with SunSkiResorts.

Yes, here are some popular summer holiday rentals in Kissimmee that have a private or indoor pool:

Check all holiday rentals with a pool in Kissimmee on SunSkiResorts.

Yes, We have 50818 summer rental homes in Kissimmee and types of place to stay in Kissimmee include:

  • Vacation Homes: 50818 available for rent
  • Villas: 50818 Rentals available for rent
  • Holiday Apartments: 50818 Rentals available for rent
  • Hotels with Suites: 50818 Rentals available for book
Yes, of course! There are many luxury summer rental properties in Kissimmee. Use our search filter to discover all of our luxury summer accommodations with an indoor/outdoor pool. Sorting by price is another way to find the most and least expensive luxury summer rentals in Kissimmee.