COVID-19 Update

The impact of COVID-19 on travel is unprecedented. Like you, we’re monitoring the situation. Rest assured, we’re here to help with questions about your plans. Learn more here: About the coronavirus outbreak (COVID-19)

Vacation Rentals & Cabin Rentals in Illinois

Updating...

age 0-16
34114 Results

Relevance

Price: low to high

Price: high to low

Number of reviews

34,114 cabin rentals

Match: Climbing frame Housekeeping Included Jacuzzi or hot tub Private outdoor pool (heated) Swing set or jungle gym

All filters match

Price per night from

$299

***NEWLY RENOVATED 2020 - Private Pool - Gated Resort - Free WIFI - Near DISNEY!

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

“Great family rental with plenty of space!” Great rental! Lots of space for our family to spread out and our kids loved the private pool! We will never stay in a hotel again!! We stayed during Hurricane Matthew and felt very safe! Super close to any store/restaurant you could ever want and less than 10 minutes to Disney! The owner Manuel was super easy to work with and very accommodating! I can't say enough about him! My only "negative" comments would be we were not aware toilet paper, garbage bags and paper towel were not unlimited. We ran out during Hurricane Matthew when stores were closed but with a quick email to Manuel, the Clubhouse had some on our doorstep in 10 minutes! Also, the pack n play at the home for our son was not quite as sturdy as what we have at home. But again, after speaking to Manuel I was told he has an actual crib to rent as well.

Responds fast! avg. 2 hours 1 minutes

Travelers’ Choice award

Match: Climbing frame Housekeeping Included Jacuzzi or hot tub Private outdoor pool (heated) Swing set or jungle gym

All filters match

Price per night from

$181

✦Spacious & Luxurious✦Perfect for Large Group w/ Private Pool✦

ChampionsGate villa

8 bedrooms / 5 bathrooms / sleeps 20

Match: Climbing frame Housekeeping Included Jacuzzi or hot tub Private outdoor pool (heated) Swing set or jungle gym

All filters match

Price per night from

$299

Windsor Hills Resort - Enchanted Crystal Castle

Four Corners villa

5 bedrooms / 5 bathrooms / sleeps 12

Match: Climbing frame Housekeeping Included Jacuzzi or hot tub Private outdoor pool (heated) Swing set or jungle gym

All filters match

Price per night from

$283

EXECUTIVE VILLA SET IN ONE ACRE FENCED AND PRIVATE AT DORAL WOODS

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 31 minutes

Travelers’ Choice award

Match: Climbing frame Housekeeping Included Jacuzzi or hot tub Private outdoor pool (heated) Swing set or jungle gym

All filters match

Price per night from

$217

Mickey's Magical Manor at Windsor Palms Resort

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 10

Match: Climbing frame Housekeeping Included Jacuzzi or hot tub Private outdoor pool (heated) Swing set or jungle gym

All filters match

Price per night from

$180

Luxury Villa with lake view at Terra Verde Resort

Kissimmee house

6 bedrooms / 6 bathrooms / sleeps 13

Travelers’ Choice award

Match: Climbing frame Housekeeping Included Jacuzzi or hot tub Private outdoor pool (heated) Swing set or jungle gym

All filters match

Price per night from

$195

These homes match some but not all of your filters. Clear all filters

Excellent apartment in Orlando for up to 10 people

Four Corners apartment

3 bedrooms / 3 bathrooms / sleeps 10

4 of 5 match: Private outdoor pool (heated), Climbing frame, Housekeeping Included, Jacuzzi or hot tub, Swing set or jungle gym

4 of 5 filters match

Price per night from

$331

Cape Canaveral/Cocoa Beach (Ron Jon Resort) Holiday Club Vacation

Cape Canaveral hotel apartment

1 bedroom / 1 bathroom / sleeps 4

4 of 5 match: Private outdoor pool (heated), Climbing frame, Housekeeping Included, Jacuzzi or hot tub, Swing set or jungle gym

4 of 5 filters match

Price per night from

$180

Luxury Resort Condo - 10 mins from Disney - fab amenities

Four Corners condo

3 bedrooms / 2 bathrooms / sleeps 8

4 of 5 match: Private outdoor pool (heated), Climbing frame, Housekeeping Included, Jacuzzi or hot tub, Swing set or jungle gym

4 of 5 filters match

Price per night from

$117

Holiday Villa in Davenport

Davenport villa

5 bedrooms / 6 bathrooms / sleeps 10

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Swing set or jungle gym

4 of 5 filters match

Price per night from

$210

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Swing set or jungle gym

4 of 5 filters match

Price per night from

$317

Unoverlooked! Luxury - 4 BR/3 BA Disney Villa -with peacefull Conservation view

Clermont house

4 bedrooms / 3 bathrooms / sleeps 8

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Swing set or jungle gym

4 of 5 filters match

Price per night from

$195

Flagstone Villa

Kissimmee villa

6 bedrooms / 4 bathrooms / sleeps 12

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Swing set or jungle gym

4 of 5 filters match

Price per night from

$292

River Strand Golf and Country Club Resort

Bradenton condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 25 minutes

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Swing set or jungle gym

4 of 5 filters match

Price per night from

$164

disney kids kingdom

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 9

Responds fast! avg. 1 hour 27 minutes

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Swing set or jungle gym

4 of 5 filters match

Price per night from

$166

Linda Casa 6/5.5 no Terra Verde Moderna e Renovada

Kissimmee house

6 bedrooms / 6 bathrooms / sleeps 14

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Swing set or jungle gym

4 of 5 filters match

Price per night from

$430

Executive Villa, Pool, Hot tub, WiFi, Games Room

Kissimmee villa

6 bedrooms / 4 bathrooms / sleeps 14

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Swing set or jungle gym

4 of 5 filters match

Price per night from

$193

Westgate Lakes, Orlando Florida - 4 Bedroom Villa - Huge Resort with everything

Orlando hotel apartment

4 bedrooms / 4 bathrooms / sleeps 16

“Worth It!!!” Our family stayed at Westgate Lakes for one week during Spring Break. We had a four bedroom condo and the space was fabulous!!! We were more than impressed with the resort staff and all the ammenities. The location was also very excellent and so easy to find and so close to the attractions we wanted to visited. The resort was very clean in all areas and very safe and secure for our family.

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Swing set or jungle gym

4 of 5 filters match

Price per night from

$437

DISNEY INSPECTED Cinema, Mini Golf, Pool & BIG Spa

Four Corners villa

5 bedrooms / 4 bathrooms / sleeps 10

“Truly Amazing” Storytellers the most amazing place to stay. I will definitely return. The owner was always prompt on responding to emails and went above and beyond helping us with our stay. My family and I enjoyed the pool, the cinema, and spa during our stay. We had absolutely no problems with our stay at Storytellers. My 5 year old granddaughter loved the Frozen Room and didn't want to come home. The house is so inviting and beautiful. This house is a must if you are planning a trip to Kissimmee area.

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Swing set or jungle gym

4 of 5 filters match

Price per night from

$296

Massanutten Regal Vista

Massanutten house

2 bedrooms / 2 bathrooms / sleeps 6

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Swing set or jungle gym

4 of 5 filters match

Price per night from

$332

Disney Dream,Outstanding villa with private pool

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 15 minutes

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Swing set or jungle gym

4 of 5 filters match

Price per night from

$134

The Emerald Dolphin, Kissimmee Rental with WiFi, Hot Tub and Pool

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 25 minutes

Travelers’ Choice award

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Swing set or jungle gym

4 of 5 filters match

Price per night from

$222

Tropical Seasons-2 master suites-Pool & Spa- game room-6 mi to Disney-South Pool

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

“1095 Seasons Blvd, Kissimmee” Very nice, per other reviews a little worn, however, clean and well equipped and was reasonably priced. Would book again.

Responds fast! avg. 59 minutes

Travelers’ Choice award

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Swing set or jungle gym

4 of 5 filters match

Price per night from

$125

Pooh's Palace in Windsor Hills

Kissimmee villa

5 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 1 hour 6 minutes

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Swing set or jungle gym

4 of 5 filters match

Price per night from

$231

Exclusive, VIP Smart Home; 16 Mins to Disney; SW Facing Fully Private Pool

Clermont villa

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 25 minutes

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Swing set or jungle gym

4 of 5 filters match

Price per night from

$177

Disney Villa Highgate Park

Davenport villa

4 bedrooms / 3 bathrooms / sleeps 9

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Swing set or jungle gym

4 of 5 filters match

Price per night from

$142

Responds fast! avg. 2 hours 21 minutes

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Swing set or jungle gym

4 of 5 filters match

Price per night from

$117

A stunning pool home in Kissimmee, Disney Paradi

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 9

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Swing set or jungle gym

4 of 5 filters match

Price per night from

$150

Sunset Center - The Sun House and Ice House

South Haven house

6 bedrooms / 4 bathrooms / sleeps 14

“Comfortable and convenient” This home was perfect. We met with a group of friends and we could not have found a better set up. We all had plenty of privacy with all the bedrooms and bathrooms, but even better was the great gathering areas. We spent most of our time laughing and chatting in the common areas. Since the home is only a few blocks from South Haven's downtown, we were also in a great location to go out and about. We've already recommended this home to other friends and family!

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Swing set or jungle gym

4 of 5 filters match

Price per night from

$276

Responds fast! avg. 2 hours 21 minutes

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Swing set or jungle gym

4 of 5 filters match

Price per night from

$171

Villa Prestige - Orlando close to Disney and Golf

Davenport villa

5 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 2 hours 20 minutes

Travelers’ Choice award

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Swing set or jungle gym

4 of 5 filters match

Price per night from

$150

Belleair

Kissimmee villa

6 bedrooms / 6 bathrooms / sleeps 12

Travelers’ Choice award

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Swing set or jungle gym

4 of 5 filters match

Price per night from

$225

Orlando Holiday Homes Online

Davenport house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 36 minutes

Travelers’ Choice award

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Swing set or jungle gym

4 of 5 filters match

Price per night from

$201

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Swing set or jungle gym

4 of 5 filters match

Price per night from

$165

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Swing set or jungle gym

4 of 5 filters match

Price per night from

$154

Gated resort, Orlando pool home with great view near Disney and golf

Orlando house

7 bedrooms / 5 bathrooms / sleeps 17

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Swing set or jungle gym

4 of 5 filters match

Price per night from

$148

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Swing set or jungle gym

4 of 5 filters match

Price per night from

$148

Viewing 38 of 34,114
rentals in Illinois

×

Also consider