Upstay 32 Guest Mansion - Pool, Hot Tub, Games

Located in Kissimmee, this welcoming cottage brings it all within your reach. Thanks to the convenient onsite parking, you can either leave your vehicle behind and let your feet make short work of the 9-minute walk to Shingle Creek Regional Park, or easily tackle the quick 4-minute drive to Medieval Times.

Relax by the outdoor pool (enjoy the sun loungers!) or sip a drink in the rooftop private hot tub of this cottage, which also features a garden and outdoor furniture. For a change of scenery, come inside and try your hand at air hockey and foosball, or enjoy the free WiFi, TV, and table tennis.

This 15-bedroom, 17-bathroom rental features a living room, a gas grill, air conditioning, and blackout drapes/curtains. Bathroom amenities include free toiletries, towels, and toilet paper. The kitchen is equipped with an oven and a freezer, as well as a coffee maker, an electric kettle, and an ice maker. And there's access to laundry facilities, so you can even pack a bit lighter.

Families with little ones will appreciate the highchair at this property.