Orlando draws millions of visitors each year, and most of them stay in hotels. Orlando vacation home rentals have been growing in popularity over the years, however. Guests appreciate the privacy of their own “home away from home” for the duration of their stay. When they buy Universal Orlando tickets or even Disney World tickets, they’ll want to stay somewhere special and cozy.
*Note that the homes in these communities are offered for rent by their owners, and so there are many different websites for each community – set up by those individual homeowners, in addition to a main, “official” site for the community itself.
Here’s a list of the top 10 best Orlando vacation home communities for planning your vacation.
Terra Verde, 109 Madiera Beach Blvd, Kissimmee, FL
There are over 360 vacation homes in this planned luxury community, which vary in size from 3 to 7 bedrooms. The homes are built around a beautiful, 3-acre lake which is home to fish and attracts birds and other wildlife. Guests have access to the clubhouse which features a fitness center, dry sauna, tennis courts, and an outdoor heated swimming pool. There’s also a business center if needed.
Although guests deal with individual homeowners to rent that property, there is a reception desk that provides concierge services so visitors feel well taken care of.
Windsor Hills, 2600 N. Old Lake Wilson Rd, Kissimmee, FL
All of the vacation rental homes within Windsor Hills are located within 2.5 miles of Walt Disney World. The entrance to Windsor Hills is off US 192, and Universal Studios Orlando and SeaWorld are just a few minutes away on I-4. The Kennedy Space Center is only an hour’s drive away.
Windsor Hills offers condos, townhomes, and pool homes – so-called because they have private pools right on the property!
Windsor Hills also has a Welcome Center that is open daily and an efficient and pleasant guest relations team. They also supply 24-hour security. There’s beautiful landscaping throughout the property, elevators within the condo buildings, an Olympic side heated pool for the use of all guests, a fitness center, and a games room with arcade games, pool tables, and ping pong. Kids will enjoy the three playgrounds, and there’s a putting green for golf lovers as well as tennis courts. The resort also offers a convenience store, bar, and café if guests prefer not to go out to one of the nearby restaurants or nightclubs.
Windsor Palms, 2300 Wyndham Palms Way, Kissimmee, FL
The Windsor Palms vacation homes community is situated just 3 miles from Walt Disney World, and just a few miles further away from Universal Orlando, SeaWorld, and International Drive with all its attractions.
This resort community features 2- and 3-bedroom condos, 3 bedroom townhomes, and 3- to 6 bedroom villas. Although each of these lodgings is individually owned and rented, the resort managers provide a wide variety of amenities for all guests – including the Windsor Palms Travel Shop which helps people book their flights, rent cars, book Caribbean cruises, and of course purchase tickets for the various Disney attractions.
Their clubhouse offers a community pool with a sun deck and hot tub. Of course, there’s a fitness center and basketball, tennis and volleyball courts. There’s also billiards and ping pong, a movie theatre, a video arcade, and a business center if needed. Windsor Palms also provides shuttle buses to take guests to Disney World, Sea World, and Universal Studios.
Emerald Island, 2751 Emerald Island Blvd., Kissimmee, FL
This gated community of individually owned 3-4 bedroom townhomes, and 4-7 bedroom villas, many with private pools, is situated about 3 miles from Walt Disney World. To get here, note that US Highway 92 is often busy, so consider taking Osceola Parkway instead. Perhaps stop at the famous Formosa Gardens Shopping center on your way to stock up on groceries if you’re staying for several days
The Emerald Island clubhouse has a gym and a video arcade. There’s also an internet café with free WiFi. There are two communal pools, one adjacent to the clubhouse and the other next to the townhomes section of the resort.
Emerald Island has many conservation areas and guests will enjoy walking along the trails and viewing the wildlife before they return to their luxurious villa or townhome to relax for the evening.
Reunion Resort, 7593 Gathering Drive, Kissimmee, FL
The luxury Reunion Resort, located in Kissimmee, offers is where luxury lovers who are also golf enthusiasts will want to stay. For children, there is a five-acre water park and ten swimming pools free for use of guests. Guests can also book tee-times at one of Reunion’s three Signature golf courses – the Nicklaus, the Palmer, and the Watson – for excellent rates. Guests can also book onsite tennis courts or time at the full-service spa for excellent rates as well.
Reunion Resort’s vacation-home properties aren’t hotels, but guests can call for room service if they don’t feel like going out to eat or cooking dinners in the gourmet kitchens.
Oakwater Resort, 2705 Wolcott Ln, Kissimmee FL
Condominiums at Oakwater, luxuriously furnished, come in five different designs and have from 2 to 3 bedrooms. 3- to 5-bedroom townhomes and 4- to 9-bedroom homes complete the vacation rentals available here. All condos, townhomes, and bedrooms come with all the modern conveniences you’d expect from such a resort.
Golf enthusiasts will love the proximity to Mystic Dunes golf course, one of the top 5 Orlando golf courses, which was designed by Gary Koch. Kids will love the lagoon-style pool and playground. There’s a fitness center, tennis courts, and billiards here as well. And it’s only a mile and a half away from the entrance to Walt Disney World.
The Retreat at Champions Gate Resort, 1413 Thunderbird Rd, Davenport
Champions Gate is a luxury home community with two golf courses designed by Greg Norman. The Retreat at Champions Gate features vacation rental homes, many with pools, most with 6-7 bedrooms and baths, and features themed rooms, especially for little children. It’s located in Davenport, just about a 20-minute drive away from the theme parks of Disney World, Universal Studios, and SeaWorld.
Within the Retreat, there’s a resort-style swimming pool, a fitness center, clay tennis courts, volleyball courts, a game room, and a movie theater. There’s also a public 18-hole golf course here, as well as a driving range and a putting green.
Bella Vida Vacation Homes, 1172 Marcello Blvd, Kissimmee, FL
The Signum Vacation Villas are located within the Bella Vida Resort, about 7 miles away from Disney World, 10 from SeaWorld, and 14 from Universal Studios. It’s also located just behind the Medieval Times Dinner Theatre!
The luxuriously furnished homes have three bedrooms that sleep up to 6 guests and are completely furnished with all modern conveniences. The clubhouse features a cyber café, an exercise room, and basketball and bocce ball courts, as well as a children’s playground. There’s also a large zero-entry pool. The Italian gardens are set out in formal style and make a lovely setting for a romantic walk in the evenings.
Windsor at Westside Resort, 2100 Tripoli Ct, Kissimmee, FL
Windsor at Westside Resort is one of the newer gated resort communities in Kissimmee, and of course very near the theme parks of Disney World, SeaWorld Orlando, Universal Studios Orlando, and other attractions such as Orlando360 and the Orlando Eye.
The resort offers vacation rental single-family homes with from 6- to 9-bedrooms and first-class furnishings, and 4- to 5-bedroom townhomes complete with splash pools.
Relax at the Tiki Bar, while kids enjoy the Lazy River, play games in the video arcade, or swim in the resort-style pool. Adults will enjoy the fitness center and also the Tiki Bar!
Magic Village Resort, 151 Pantanal Lane, Kissimmee FL
The Magic Village resort provides duplex 3-and 4- bedroom villas, each with its own bathroom, and fully equipped kitchens. There’s free wi-fi and free parking as well, and 3- and 4-bedroom triplex villas (meaning you’ll be on your own floor of a two or three-story home.) The larger triplexes have elevators.
The clubhouse is staffed 24-hours a day, and guests will enjoy the on-site restaurant. There’s a fitness room and a heated outdoor pool. They also provide concierge services.