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
10004 Results

Relevance

Price: low to high

Price: high to low

Number of reviews

10,004 cabin rentals

***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. 1 hour 43 minutes

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

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

$194

Luxury Villa with lake view at Terra Verde Resort

Kissimmee house

6 bedrooms / 6 bathrooms / sleeps 13

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

$254

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

$358

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

$161

River Strand Golf and Country Club Resort

Bradenton condo

2 bedrooms / 2 bathrooms / sleeps 4

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

$234

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.

Responds fast! avg. 3 hours 57 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

$408

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

$514

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

$168

Responds fast! avg. 2 hours 35 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

$183

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

$215

Pooh's Palace in Windsor Hills

Kissimmee villa

5 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 59 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

$223

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

$267

⭐Comfy and Spacious 8 Bedroom Villa w/ Private Pool⭐

Davenport villa

8 bedrooms / 5 bathrooms / sleeps 20

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

$303

SANITIZED, Huge, Private Pool/Spa, Cool Games Room, Wifi, Resort Amenities Open

Orlando villa

7 bedrooms / 5 bathrooms / sleeps 20

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

$189

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

$233

Casa Mickey, Windsor Hills Townhome

Kissimmee townhouse

3 bedrooms / 3 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

$143

Sanitized, Private Pool, Large Yard for Kids, Wifi, BBQ, Gated Resort Amenities

Orlando villa

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 3 hours 2 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

$109

Disney Villa Highgate Park

Davenport villa

4 bedrooms / 3 bathrooms / sleeps 9

Responds fast! avg. 2 hours 31 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

$172

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

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 54 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

$229

Sanitized, Private Pool/Spa, Nice View, No Rear Neighbor, Wifi, Gated Resort

Orlando villa

7 bedrooms / 5 bathrooms / sleeps 16

Responds fast! avg. 3 hours 2 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

$181

SANITIZED, Private Pool/Spa, Nice View, No Rear Neighbor, Resort Amenities Open

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

$189

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

$321

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

$181

Responds fast! avg. 3 hours 2 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

$181

Orlando Holiday Homes Online

Davenport house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 22 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

$207

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

$189

Storytellers Villa

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

$291

Recently Updated Large 6 bed 5.5 bath home with conservation views. Games Room.

Davenport villa

6 bedrooms / 6 bathrooms / sleeps 14

Responds fast! avg. 3 hours 59 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

$291

♥EEV♥ South-facing Pool & Spa - Gated Resort - Games Room

Davenport villa

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

$176

♥EEV♥ Immaculate Family Home - Sunny Private Pool & Spa - Gated Resort

Loughman villa

6 bedrooms / 5 bathrooms / sleeps 13

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

$321

♥EEV♥ Resort Home from Home with Sunny Pool - Excellent Amenities

Four Corners villa

3 bedrooms / 3 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

$130

SANITIZED, Private Pool/Spa, Veranda, Nice View, No Rear Neighbor, Gated Resort

Orlando villa

7 bedrooms / 5 bathrooms / sleeps 16

“Iraq Home Coming” Excellent vacation home for a visiting family. It was the easiest check in process I have ever done since I’ve been traveling. Just to come back from a war zone and visit family and friends along with eating at different restaurants and amusement parks was very enjoyable. I would recommend renting a vacation home before renting a hotel room any day if it’s as pleasant as this trip has been for me. I want to personally thank the home owner and the company for such an easy process of communication and updates.

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

$181

4BR Private Pool/Spa, WiFi, ROKU TVs, BBQ-Pets Considered-Clean and Spacious

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 46 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

$155

Joint Venture-4BR,2KingMasters,PrivatePool/Spa,ROKU,WIFI,Clean-7MilesToDisney

Loughman house

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 1 hour 46 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

$155

To Infinity & Beyond - Wonderful family vacation home just 1.5 miles to Disney!!

Kissimmee townhouse

3 bedrooms / 3 bathrooms / sleeps 8

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

3 of 5 filters match

Price per night from

$103

COMFORTABLE LIVING at MAYAN PALACE Studio Riviera Maya Cancun MarGan

Playa del Carmen studio

Studio / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 10 minutes

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

$220

Viewing 37 of 10,004
rentals in Illinois

×

Also consider