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Vacation Rentals & Cabin Rentals in Illinois

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34,361 cabin rentals

New Opening 8br/6ba pool villa from $260/nt ,Close to Disney

Kissimmee house

8 bedrooms / 6 bathrooms / sleeps 18

“Family vacation” This by far was the best we went to. There is something for everyone to do down to the kids, the house was beautiful.

Responds fast! avg. 27 minutes

Match: Climbing frame Housekeeping Included Jacuzzi or hot tub Private outdoor pool (heated) Table tennis

All filters match

Price per night from

$262

Brand New 8br/6ba pool villa from $260/nt ,Close to Disney

Kissimmee house

8 bedrooms / 6 bathrooms / sleeps 18

“Mrs” Me and my family really enjoyed staying at the property rental it was ever thing we need in a vaction rental.

Responds fast! avg. 27 minutes

Match: Climbing frame Housekeeping Included Jacuzzi or hot tub Private outdoor pool (heated) Table tennis

All filters match

Price per night from

$262

Match: Climbing frame Housekeeping Included Jacuzzi or hot tub Private outdoor pool (heated) Table tennis

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Price per night from

$299

New 9br/6ba pool villa from $280/nt,Close to Disney

Kissimmee house

9 bedrooms / 6 bathrooms / sleeps 20

“Nice house for large family” The house itself is very attractive. The bedrooms were very well appointed. There were sufficient towels and plates, silverware, glassware, etc., for our party. Our major problem was the parking. It is a very over-crowded community and we had five cars (to be expected in a six master-bedroom house that fits 18+), and we often had trouble parking near the house. My only other complaint (if you could call it that) was the trash. We had one large trash can and it got picked up on Monday morning. We were there for six full days with 13 people, so we easily refilled it up and then had multiple loose bags with nowhere to put them through the end of our stay. No recyclable can was available, either, so recyclables had to go in trash bags. Owner was easy to work with. Thanks for a very nice home!

Responds fast! avg. 27 minutes

Match: Climbing frame Housekeeping Included Jacuzzi or hot tub Private outdoor pool (heated) Table tennis

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Price per night from

$319

***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) Table tennis

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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) Table tennis

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Price per night from

$299

Luxury Davenport Villa with South Facing Pool,Grill and Spa, and Lake View

Davenport villa

5 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 2 hours 22 minutes

Match: Climbing frame Housekeeping Included Jacuzzi or hot tub Private outdoor pool (heated) Table tennis

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Price per night from

$150

Villa Disney Florida

Davenport house

6 bedrooms / 5 bathrooms / sleeps 12

“THIS HOME IS AMAZING!!!!!” This home is amazing there were 8 of us 6 adults and 2 children. It was spacious never once did we feel that we were on top of each other. Perfectly located 15 minuets to disney 20 minuets to universal and so easy to get there. We also drove to tampa to see the the ocean it,s only a one hour drive. The rooms in the home were beautifully decorated and all the luxuries of home. All the rooms had there own tv as for me I like to lay down and watch tv just before going to bed. The pool was beautiful and crystal clear and also had a gate around the pool for the safety of children which I thought was fantastic. To finish off the night after a long but wonderful day we relaxed in the Hot Tub can't tell you how good that felt. So if your thinking of vacationing to flordia this is a home you really want to consider. A very safe and quit gated community with lot's of other amenities at the club house which is also on the property. Thanks for sharing your home with us Tina. Sincerely Marianne T

Match: Climbing frame Housekeeping Included Jacuzzi or hot tub Private outdoor pool (heated) Table tennis

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Price per night from

$225

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) Table tennis

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) Table tennis

All filters match

Price per night from

$195

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

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, Table tennis

4 of 5 filters match

Price per night from

$117

Vacation Townhouse / Windsor Palms / Private Pool / Resort Amenities

Kissimmee townhouse

3 bedrooms / 3 bathrooms / sleeps 6

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Table tennis

4 of 5 filters match

Price per night from

$157

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Table tennis

4 of 5 filters match

Price per night from

$317

Serenity in Orlando - close to Disney

Orlando house

3 bedrooms / 3 bathrooms / sleeps 6

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Table tennis

4 of 5 filters match

Price per night from

$129

NEW 2016 Vacation rental home near Disney

Kissimmee villa

8 bedrooms / 6 bathrooms / sleeps 16

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Table tennis

4 of 5 filters match

Price per night from

$394

Gated Resort / South Facing Pool & Spa / Games Room

Davenport house

5 bedrooms / 5 bathrooms / sleeps 11

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Table tennis

4 of 5 filters match

Price per night from

$247

Stunning & Spacious / Pool Deck / Spa / Conservation View / Gated Resort

Davenport house

6 bedrooms / 5 bathrooms / sleeps 13

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Table tennis

4 of 5 filters match

Price per night from

$298

Ultra Modern Disney Paradise Villa! 25% Off Special! 5 Star Gated Resort! 2020

ChampionsGate villa

5 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 3 hours 37 minutes

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Table tennis

4 of 5 filters match

Price per night from

$240

Disney Area Family Villa, Orlando - Golf Course Views (Sleeps 10)

Four Corners house

3 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 2 hours 0 minutes

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Table tennis

4 of 5 filters match

Price per night from

$215

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), Table tennis

4 of 5 filters match

Price per night from

$430

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Table tennis

4 of 5 filters match

Price per night from

$129

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), Table tennis

4 of 5 filters match

Price per night from

$437

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), Table tennis

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), Table tennis

4 of 5 filters match

Price per night from

$134

Beautiful 5 bedroom villa located on an exclusive gated community in Davenport

Davenport villa

5 bedrooms / 5 bathrooms / sleeps 12

Responds fast! avg. 1 hour 25 minutes

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Table tennis

4 of 5 filters match

Price per night from

$200

Responds fast! avg. 2 hours 21 minutes

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Table tennis

4 of 5 filters match

Price per night from

$117

Emerald Villas

Davenport villa

5 bedrooms / 3 bathrooms / sleeps 10

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Table tennis

4 of 5 filters match

Price per night from

$177

Fantastic Orange Blossom Villa includes a Gameroom and Pool

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Table tennis

4 of 5 filters match

Price per night from

$135

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), Table tennis

4 of 5 filters match

Price per night from

$201

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), Table tennis

4 of 5 filters match

Price per night from

$148

Responds fast! avg. 3 hours 9 minutes

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Table tennis

4 of 5 filters match

Price per night from

$149

Encantada Resort Lake View 4 Bed Large Heated Pool

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Table tennis

4 of 5 filters match

Price per night from

$126

6 Bedroom, Beautiful, New, Champions Gate W.Haven

Davenport condo

6 bedrooms / 5 bathrooms / sleeps 16

“Amazing Property !!” The pictures don't do this property justice!! It was absolutely beautiful. Had an amazing stay here. Safe neighborhood. Upon entrance the House was impeccably clean, kitchen was stocked with an ample amount of supplies. The only issue we had was there weren't enough towels or washcloths, didn't locate washcloths until the last day of our stay. For some reason they were in the kitchen pantry and not the laundry area. Other than that our stay was nothing short of AMAZING !!

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Table tennis

4 of 5 filters match

Price per night from

$171

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Table tennis

4 of 5 filters match

Price per night from

$172

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

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 38 minutes

4 of 5 match: Housekeeping Included, Climbing frame, Jacuzzi or hot tub, Private outdoor pool (heated), Table tennis

4 of 5 filters match

Price per night from

$155

5* House 5* Reviews 5* Service Stunning 6 bed Villa Gated Resort Nr Disney

Davenport house

6 bedrooms / 5 bathrooms / sleeps 14

4 of 5 match: Jacuzzi or hot tub, Climbing frame, Housekeeping Included, Private outdoor pool (heated), Table tennis

4 of 5 filters match

Price per night from

$210

5 Bed 3 bath Vacation holiday pool rental villa near Disney

Kissimmee house

5 bedrooms / 3 bathrooms / sleeps 10

4 of 5 match: Table tennis, Climbing frame, Housekeeping Included, Jacuzzi or hot tub, Private outdoor pool (heated)

4 of 5 filters match

Price per night from

$185

Windsor Hills Resort - Enchanted Crystal Castle

Four Corners villa

5 bedrooms / 5 bathrooms / sleeps 12

4 of 5 match: Table tennis, Climbing frame, Housekeeping Included, Jacuzzi or hot tub, Private outdoor pool (heated)

4 of 5 filters match

Price per night from

$283

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