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The promise of the warm Floridian sun tempts many from the snowy states of the Northeast and Midwest, and each winter many of these ‘snowbirds’ choose Regal Oaks Resort as their home away from home. Why? With spacious 2, 3, and 4 bedroom townhouses offering private Jacuzzis and stunning views, all located in a convenient but peaceful gated community, there’s no better place to kick back and enjoy the warm weather. Here’s what to expect from our extended stay rentals in Florida.

Discover long stay rentals in Kissimmee, FL

Ideal location

The resort is a secure, quiet community where guests can park right in front of their townhome on arrival and - if they want - leave the vehicle parked for their entire stay. There is plenty to do on the resort itself, as you’ll see below. Plus, based just a 10 minute walk from Kissimmee Old Town where you can find restaurants and attractions, there is more than enough to keep you entertained locally. If you wish to explore further afield, there are a number of eateries in a 2 mile radius, including Cracker Barrel, Uno Pizzeria, Long Horn Steakhouse, Chili’s, Denny’s, Jimmy John’s, McDonald’s, Burger King, Krispy Kreme, and Starbucks. There are also supermarkets, pharmacies and medical centers close by. For golfers, the nearest green is the highly recommended Celebration Golf Club, just 2.5 miles away.

Spacious Townhomes

Our 2, 3, and 4-bedroom vacation homes range from 1350 – 1850 sq ft, offering plenty of space to spread out. These furnished long stay rentals in Kissimmee Florida are equipped with all the home comforts you would expect, including a dining room, living, two televisions, a washing machine/dryer, a full-service kitchen filled with modern appliances, complimentary Wi-Fi and more. Each townhouse vacation rental is rigorously cleaned between guests to provide you with complete peace of mind.

Stepping out onto your private patio you’ll find a Jacuzzi ideal for spending relaxing evenings, plus a table and chairs a view of either the lake or the luscious Floridian landscape.

We offer weekly and monthly rentals in Kissimmee, FL, as well as rentals for the entire winter season.


Regal Oaks Resort benefits from many amenities that you’ll love, from an on-site restaurant (opening Summer 2022), a pool bar serving up drinks and snacks, and a well-stocked mini-market, to a heated zero entry swimming pool, a spacious fitness center that looks onto the lake, and tennis courts perfect for singles and doubles matches. Plus, a 24/7 concierge service is always on hand to help you plan your day, offering support on everything from attraction tickets to golf tee times.

We offer weekly and monthly rentals in Kissimmee, FL, as well as rentals for the entire winter season.

Affordable Pricing

We have exclusive offers for guests booking monthly rentals in Kissimmee Florida, as well as special deals on all-season rentals. This means that it could be much more affordable than you think to escape the cold this winter...

Reserve your townhome today

To reserve your extended stay rental in Florida, simply book online or give us a call on +1-407-997-1000. We can’t wait to welcome you!