Vacation Rentals & Cabin Rentals in Illinois

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8br/6ba pool villa from $280/nt , Close to Disney

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

Responds fast! avg. 1 hour 27 minutes

Match: Children's pool Housekeeping Included Jacuzzi or hot tub Private outdoor pool (heated) Table tennis Swing set or jungle gym

All filters match

Price per night from

$345

Responds fast! avg. 2 hours 40 minutes

Match: Children's pool Housekeeping Included Jacuzzi or hot tub Private outdoor pool (heated) Table tennis Swing set or jungle gym

All filters match

Price per night from

$603

Disney is SUPER close, Pool, Spa, Game room, Free WiFi, Private backyard, Lake

Four Corners house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 17

Responds fast! avg. 2 hours 40 minutes

Match: Children's pool Housekeeping Included Jacuzzi or hot tub Private outdoor pool (heated) Table tennis Swing set or jungle gym

All filters match

Price per night from

$488

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Windsor Palms 4/3 Pr. Pl., Hot Tub, Jacuzzi/Games

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Amazing house!” We have amazing family time! This house is excellent with great location! We'll be back soon! I recommend

5 of 6 match: Housekeeping Included, Children's pool, Jacuzzi or hot tub, Private outdoor pool (heated), Table tennis, Swing set or jungle gym

5 of 6 filters match

Price per night from

$177

Windsor Hills Disney Townhouse, Newly Redecorated

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

5 of 6 match: Housekeeping Included, Children's pool, Jacuzzi or hot tub, Private outdoor pool (heated), Table tennis, Swing set or jungle gym

5 of 6 filters match

Price per night from

$160

“Very welcoming and worth it !” Me and my family absolutely loved this vacation house everything was so welcoming and near perfect ! This house is definitely something we will never forget and hopefully when we come back we will be able to rent from kim molnar again ! Everything was to a T ! Thank you so much kim !

5 of 6 match: Housekeeping Included, Children's pool, Jacuzzi or hot tub, Private outdoor pool (heated), Table tennis, Swing set or jungle gym

5 of 6 filters match

Price per night from

$459

PERFECT FLORIDA GET-A-WAY WITH 5 BEDROOMS, 5 BATHROOMS & PRIVATE POOL & SPA

Davenport house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

5 of 6 match: Housekeeping Included, Children's pool, Jacuzzi or hot tub, Private outdoor pool (heated), Table tennis, Swing set or jungle gym

5 of 6 filters match

Price per night from

$343

Luxury Villa with lake view at Terra Verde Resort

Kissimmee house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 13

5 of 6 match: Children's pool, Housekeeping Included, Jacuzzi or hot tub, Private outdoor pool (heated), Table tennis, Swing set or jungle gym

5 of 6 filters match

Price per night from

$256

6Br 6Ba Luxury Villa is Perfect for Your Vacation!

Four Corners house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 16

5 of 6 match: Children's pool, Housekeeping Included, Jacuzzi or hot tub, Private outdoor pool (heated), Table tennis, Swing set or jungle gym

5 of 6 filters match

Price per night from

$286

5 Star Family Home with Water Park, Private Pool, Hot Tub 2 Stoplights to Disney

Four Corners house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

“Perfect for everyone's needs and in an excellent location!” From long before we arrived we knew how excellent a villa this was, as the owner and the management team were so incredibly helpful and willing. Including the management team assisting me with purchases to go in the home before I arrived and Susan the owner answering all my crazy questions! In fact I'm going to miss our email chats! On arrival in the home we found everything perfectly clean tidy and in order with an excellent welcome pack to see us through before our big shop. Being a mum of young children I was delighted with the huuuge washing machine and dryer. We need these in the UK. The children loved the pool and the games room and spent lots of happy times there, as did the adults after the kids had gone to bed. We unusually chose not to hire a car and we got around no problem. Disney, particularly animal Kingdom is only a short distance away and universal is only about 25-30 mins. I prebooked a lot of journeys with a company called happy limo who were absolutely outstanding in their punctuality and ease of booking. Anyway back to the house, every bedroom was perfectly appointed with all you could need. The living areas were very spacious even with 7 adults and 2 children. We never once felt on top of each other. The shop and communal pool at Windsor hills is a nice short stroll away and Windsor Hills itself is very clean, well laid out and very secure indeed. I could not recommend this house highly enough and am very pleased I chose this one. I spent weeks and weeks searching villa rentals before settling on this house so I learnt a lot about the different features and prices of villas and I do feel that this one fitted the bill perfectly.

5 of 6 match: Children's pool, Housekeeping Included, Jacuzzi or hot tub, Private outdoor pool (heated), Table tennis, Swing set or jungle gym

5 of 6 filters match

Price per night from

$316

LOCATION, LOCATION, LOCATION... Just miles from Disney, Universal, Sea World.

Four Corners house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

5 of 6 match: Children's pool, Housekeeping Included, Jacuzzi or hot tub, Private outdoor pool (heated), Table tennis, Swing set or jungle gym

5 of 6 filters match

Price per night from

$217

5 of 6 match: Children's pool, Housekeeping Included, Jacuzzi or hot tub, Private outdoor pool (heated), Table tennis, Swing set or jungle gym

5 of 6 filters match

Price per night from

$217

“Vacation Florida” Great place to stay and will recommend. The accommodation was perfect and my needs was met. Great service, amenities and security. Perfect place for single family.

5 of 6 match: Table tennis, Children's pool, Housekeeping Included, Jacuzzi or hot tub, Private outdoor pool (heated), Swing set or jungle gym

5 of 6 filters match

Price per night from

$251

Exquisite 4BR Townhouse: Private Pool, BBQ, Minutes from Disney & Themes Parks

ChampionsGate house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

5 of 6 match: Table tennis, Children's pool, Housekeeping Included, Jacuzzi or hot tub, Private outdoor pool (heated), Swing set or jungle gym

5 of 6 filters match

Price per night from

$228

5 of 6 match: Private outdoor pool (heated), Children's pool, Housekeeping Included, Jacuzzi or hot tub, Table tennis, Swing set or jungle gym

5 of 6 filters match

Price per night from

$171

Cozy One Bedroom Villa in Gorgeous Resort & Spa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

5 of 6 match: Private outdoor pool (heated), Children's pool, Housekeeping Included, Jacuzzi or hot tub, Table tennis, Swing set or jungle gym

5 of 6 filters match

Price per night from

$181

INCREDIBLE VIP PRIVATE BEACH SANDOS PLAYACAR & CARACOL

Playacar hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

“Sandos Playacar is Amazing!” My family - me, my husband and two kids - just returned from an amazing week at the Sandos Playacar in Playa Del Carmen. We had such a fantastic time and LOVED Sandos. Everything was great - the food, the staff, the facilities, the entertainment and more! Sandos is a truly beautiful resort - the hacienda was spacious, clean and had all the amenities we needed. The food at the al a carte restaurants was especially good, although we enjoyed the buffet breakfasts very much. The staff bent over backwards to help us with everything. The beach section was beautiful with plenty of comfortable lounge chairs, beds and hammocks to relax in. A short walk down the beach-2 minutes- brought us to a snorkeling area that was filled with tropical fish. The evening entertainment was top notch! All of our plans were booked through Georgette Flamm who provided detailed information and assistance every step of the way. She provided tons of info about the rooms and the resort, reserved transportation from the airport and gave us other valuable tips about our visit to Sandos. She responded to all of my questions immediately - I really was impressed how easy she made it! I would absolutely recommend Georgette Flamm and Sandos to anyone!!

Responds fast! avg. 1 hour 39 minutes

5 of 6 match: Private outdoor pool (heated), Children's pool, Housekeeping Included, Jacuzzi or hot tub, Table tennis, Swing set or jungle gym

5 of 6 filters match

Price per night from

$127

Guest Room Playa Del Carmen

Playacar private room

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

5 of 6 match: Private outdoor pool (heated), Children's pool, Housekeeping Included, Jacuzzi or hot tub, Table tennis, Swing set or jungle gym

5 of 6 filters match

Price per night from

$114

The Grand Bliss , Riviera Maya

Playa del Carmen apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

5 of 6 match: Private outdoor pool (heated), Children's pool, Housekeeping Included, Jacuzzi or hot tub, Table tennis, Swing set or jungle gym

5 of 6 filters match

Price per night from

$574

Responds fast! avg. 3 hours 12 minutes

5 of 6 match: Private outdoor pool (heated), Children's pool, Housekeeping Included, Jacuzzi or hot tub, Table tennis, Swing set or jungle gym

5 of 6 filters match

Price per night from

$770

COMFORTABLE LIVING at MAYAN PALACE Studio Riviera Maya Cancun MarGan

Playa del Carmen studio

  • Studio
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 12 minutes

5 of 6 match: Private outdoor pool (heated), Children's pool, Housekeeping Included, Jacuzzi or hot tub, Table tennis, Swing set or jungle gym

5 of 6 filters match

Price per night from

$238

Shenandoah Crossing Resort August 31 thru Sept 7th 2019 Cabin rental

Gordonsville log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

5 of 6 match: Private outdoor pool (heated), Children's pool, Housekeeping Included, Jacuzzi or hot tub, Table tennis, Swing set or jungle gym

5 of 6 filters match

Price per night from

$201

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. 1 hour 27 minutes

5 of 6 match: Swing set or jungle gym, Children's pool, Housekeeping Included, Jacuzzi or hot tub, Private outdoor pool (heated), Table tennis

5 of 6 filters match

Price per night from

$345

9br/6ba pool villa from $380/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. 1 hour 27 minutes

5 of 6 match: Swing set or jungle gym, Children's pool, Housekeeping Included, Jacuzzi or hot tub, Private outdoor pool (heated), Table tennis

5 of 6 filters match

Price per night from

$402

The Grand Luxxe: Vidanta Resort, Cancun ( 5 Star GOLF & SPA inclusive)

Playa del Carmen villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

5 of 6 match: Swing set or jungle gym, Children's pool, Housekeeping Included, Jacuzzi or hot tub, Private outdoor pool (heated), Table tennis

5 of 6 filters match

Price per night from

$459

Summit at Massanutten Resort: 2BR/2BA/Full Kitchen.

Massanutten townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 6 match: Housekeeping Included, Private outdoor pool (heated), Children's pool, Jacuzzi or hot tub, Table tennis, Swing set or jungle gym

4 of 6 filters match

Price per night from

$155

Krystal Resorts

Cancun studio

  • Studio
  • 1 bathroom
  • sleeps 2

4 of 6 match: Private outdoor pool (heated), Swing set or jungle gym, Children's pool, Housekeeping Included, Jacuzzi or hot tub, Table tennis

4 of 6 filters match

Price per night from

$246

“Perfect localtion and great house with a perfect pool.” I'm a rookie at time sharing, but the owner helped me all the way. We saved money by staying here instead of inside Disney. The location was only 10 to 15 minutes for all of the Parks.

5 of 6 match: Housekeeping Included, Children's pool, Jacuzzi or hot tub, Private outdoor pool (heated), Table tennis, Swing set or jungle gym

5 of 6 filters match

Price per night from

$1,032

4 of 6 match: Children's pool, Private outdoor pool (heated), Housekeeping Included, Jacuzzi or hot tub, Table tennis, Swing set or jungle gym

4 of 6 filters match

Price per night from

$329

Luxury, full service, 4.5 star oceanfront resort in the hotel zone

Cancun hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 6 match: Private outdoor pool (heated), Table tennis, Children's pool, Housekeeping Included, Jacuzzi or hot tub, Swing set or jungle gym

4 of 6 filters match

Price per night from

$259

Chalets Resort LAKEFRONT Cottage • Free Amenities • Dock/Boat Parking • Pool & W

Kimberling City log cabin

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

4 of 6 match: Housekeeping Included, Table tennis, Children's pool, Jacuzzi or hot tub, Private outdoor pool (heated), Swing set or jungle gym

4 of 6 filters match

Price per night from

$274

Chalets Resort Lakefront Cottage 4~Free Amenities~Amazing views~Kayaks~2 Pools

Kimberling City log cabin

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

4 of 6 match: Housekeeping Included, Table tennis, Children's pool, Jacuzzi or hot tub, Private outdoor pool (heated), Swing set or jungle gym

4 of 6 filters match

Price per night from

$274

Chalets Resort LAKEFRONT Cottage 3~Free Amenities~Amazing views~Kayaks~2 Pools

Kimberling City log cabin

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

4 of 6 match: Housekeeping Included, Table tennis, Children's pool, Jacuzzi or hot tub, Private outdoor pool (heated), Swing set or jungle gym

4 of 6 filters match

Price per night from

$274

Chalets Resort LAKEFRONT Cottage 2~Free Amenities~Amazing views~Kayaks~2 Pools

Kimberling City log cabin

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

4 of 6 match: Housekeeping Included, Table tennis, Children's pool, Jacuzzi or hot tub, Private outdoor pool (heated), Swing set or jungle gym

4 of 6 filters match

Price per night from

$274

Chalets Resort Luxury Lakefront Villa 7~Amazing View~2 Pools~Free Amenities~Fami

Kimberling City villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

4 of 6 match: Housekeeping Included, Table tennis, Children's pool, Jacuzzi or hot tub, Private outdoor pool (heated), Swing set or jungle gym

4 of 6 filters match

Price per night from

$343

4 of 6 match: Housekeeping Included, Table tennis, Children's pool, Jacuzzi or hot tub, Private outdoor pool (heated), Swing set or jungle gym

4 of 6 filters match

Price per night from

$411

Luxury Lakefront Villa G~2 mi to SDC~HUGE POOL~Kayaks~Dock

Branson villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

4 of 6 match: Housekeeping Included, Table tennis, Children's pool, Jacuzzi or hot tub, Private outdoor pool (heated), Swing set or jungle gym

4 of 6 filters match

Price per night from

$343

Fox River Resort

Sheridan condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 6 match: Housekeeping Included, Private outdoor pool (heated), Children's pool, Jacuzzi or hot tub, Table tennis, Swing set or jungle gym

4 of 6 filters match

Price per night from

$144

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