Weekly Vacation Rentals in Kissimmee, FL

Weekly vacation rentals in Kissimmee near Disney: 25+ furnished 3 and 4 bedroom homes with kitchen, washer/dryer and heated pool — book a 7-night stay.

Weekly vacation rentals in Kissimmee are the natural way to do an Orlando trip: seven nights gives you four Disney parks, a rest day, and time for Universal or SeaWorld without rushing. Our 25+ furnished 3 and 4 bedroom homes, about 1–5 miles from the Disney main gate, are set up for exactly that rhythm. Both communities are gated and quiet, so the rest day actually rests you. Choose from both three-bedroom and four-bedroom townhomes, all pet-friendly and all with the same included amenities.

A week changes what you need from a rental. The washer and dryer handle mid-week laundry so you pack half as much. The full kitchen covers breakfasts and easy dinners between park days — Crestwynd Bay homes are within walking distance of a Walmart for the first grocery run. The year-round heated community pool turns the rest day into part of the vacation rather than a hotel lobby afternoon. Free parking, free Wi-Fi and air conditioning are all included, so there is nothing extra to budget for day to day.

Stays shorter or longer than a week work too — weekly stays are always welcome, each home sleeps 7–8 guests, and monthly rates apply for a month or more (see our monthly rentals page). Each home sleeps 7–8 guests, and dogs are welcome with the pet fee of $25 per night or $100 per month. Check-in is 4:00 PM and check-out is 10:00 AM. Book direct online with a 20% deposit, or call (407) 557-8999.

Written by Manny, owner-host since 2009 · Updated October 2, 2026

Frequently asked questions

How far are the weekly rentals from Disney World?

Crestwynd Bay homes are about 1–2 miles and Emerald Island Resort homes about 5 miles from the Disney main gate — close enough for a midday break during a week of park days.

What does a 7-night stay cost?

Seven nights at the nightly rate plus tax and the cleaning fee ($100 plus tax for 3 bedroom, $120 plus tax for 4 bedroom). A 20% deposit reserves the home and the balance is due at least 5 days before arrival.

Can I stay longer than a week?

Yes. Weekly and monthly stays are welcome. For stays of a month or longer, see our monthly rentals in Kissimmee page or call us about extended stay rates.

Is there a washer and dryer for a week-long stay?

Yes. Every home has its own washer and dryer, so mid-week laundry is covered.