Search Kissimmee Cottages

Prepare to pay between $85 and $135 per night for cottages in Kissimmee. Whatever your budget, an excellent stay is only a click or two away on Expedia. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

Glide into vacation mode and slow down the pace in one of Kissimmee’s multiple cottages. With a total average guest review rating of 9.0, there’s a place for every budget and taste. Many visitors to Four Corners prefer staying at 2753lkd Amazing 6 Bedroom Emerald Isle, a 4-star retreat with a furnished patio and WiFi. Another highly rated option in this much-visited destination is Emerald Island - Ru122. This 3-star getaway includes a swimming pool and free self parking.

Pack your bags and pick from 946 cottages in Kissimmee. Thinking about a place where you can relax and stay in touch with nature? Expedia will help you find the ideal escape in a few easy clicks.

Many travelers searching for a family-friendly cottage in Kissimmee choose 1702vp. With a 3.5-star rating and amenities like a swimming pool and free WiFi, you’ll get a good night’s rest here. Another great option for traveling families is 4712sh - Storey Lake. A swimming pool and free WiFi help make this 4-star cottage a great base for your Kissimmee trip. After checking in and chilling out together in your comfy new digs, it’s time to head out and start exploring. Discovery Cove and Aquatica are top family-friendly attractions in Kissimmee.

Kissimmee does not have any 5-star cottages — but you and your crew can still vacation here in style! Why not have a look at 4712sh - Storey Lake? Located around 5 mi from the downtown area, this 4-star escape features beauty services and a swimming pool. 4720shd Ultimate New 6 Bedroom Storey Lake Home is another excellent 4-star pick just 5 mi from the center of Kissimmee. It provides a relaxed vibe close to nature in addition to conveniences like beauty services and spa facilities.

We think that a vacation should be easy, so if you’re after cottages in Kissimmee at a great price, Expedia has your back. Save money and stay in an economical option far from the downtown buzz, or splurge on a luxury cottage to really spoil your favorite people.

The quickest way to spot cheap cottages in Kissimmee is with Expedia’s user-friendly filter tool. Refine your search by amenities, budget and star rating to secure unbeatable prices in a couple of clicks.

Whatever you’re into, Kissimmee has loads to keep you occupied. Discovery Cove, Aquatica and Disneys Typhoon Lagoon Water Park are on most visitors’ itineraries. Don’t miss Gatorland®, Medieval Times and Fun Spot America either. With Expedia’s hotel deals in Kissimmee, you’ll be able to see more terrific attractions like these with the cash you save.