
Resort vacation rentals in Osceola County
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Top-rated resort rentals in Osceola County
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Popular amenities for Osceola County resort rentals
Family-friendly resort rentals

Condo in Kissimmee – Grand
He is a great host always responded to every question I had. He was very patient with me and walking me through the steps i needed for my stay. The resort was lovely, great location, the room had everything we needed, very comfortable. It was a great experience.

Westgate Town Center Resort & Spa
This resort is amazing ! Everything on site- you don’t even need to leave ! A Walmart right across the street along with tons of restaurants if you don’t want to stay onsite. We will definitely be back !

Westgate town center 2 brms Close to Disney
Judith's place just felt like home. Place is just as described, Judith was always attentive and responsive. Kids enjoyed the multiple pools, and we loved the hot tubs. Judith's place is highly recommend. We looking forward to come back again.

World Disney - Westgate Vacation Villas ResortSpa
Amazing amenities. We enjoyed the heated pool, hot tub, water park, mini golf and swan peddle boats.

Luxury Westgate Resort Villa near Disney! 1B/1Ba
We had a wonderful stay at Westgate Villas. Ryan was very responsive and quick with reply’s. If you have children I highly recommend staying here. The water park is absolutely phenomenal. Our 6 year old had the time of her life and was in the water park and pools from morning to closing. We had one glitch upon arrival the room they gave us turned out to be already occupied. But the bell staff quickly return to the check in desk and got another room for us. We didn’t have any maid service during our stay, I am not sure if that is something you need to request or if our room change never got passed along to the cleaners. But it didn’t bother us. We just called and requested more fresh towels, coffee so it wasn’t a big deal. We will definitely be back.

WorldMark Reunion Three Bedroom
The resort (WorldMark by Wyndham) was great. The surrounding area was beautiful. There were lots of shops, restaurants, and activities within a 10 to 15 minute drive of the location. Our kids enjoyed going to the water park located on the resort property that included a splash pad with water slides, a pool, and a lazy river. The unit we were in had a lot of space and was very clean and comfortable. It was very easy to get assistance from the resort when needed by calling the front desk from the phone in the unit. For anyone staying at the resort and going to the theme parks, Disney parks are approximately a 15 minute drive and the Universal parks are approximately a 30-35 minute drive (all driving is dependent on traffic as much of it requires driving on I-4 which is often under construction or experiences rush-hour traffic). Overall, the place was beautiful, easy to navigate, and had sufficient supplies and amenities for our week long stay.

Condo in Kissimmee - Traditional
This place was amazing. It is a Timeshare complex that has so much to do. Our condo was in top shape and had a great central location. Everything was new or refurbished. We will be try to go here again.

KING - SUITE STYLE - ORLANDO AREA VACATION GETAWAY
Resort rentals with a pool

Family friendly resort, 1 BR villas/multiple units
Judy was very responsive. They answered all my questions. friendly couple. They took their time to make sure everything was going well throughout my stay.

*NEW* Luxury 1bd/1bth Resort Condo!Dream getaway!
Great location, one of the nicest places to stay.

Great Resort near Disney
We had a great stay with Suellen and really loved the resort. It is well located, has everything you need and we found the resort staff particularly friendly and helpful. The parking was plentiful and the shared facilities were well maintained and clean. Suellen was a great communicator. She shared lots of information in advance and touched base a few times during our stay to check everything was okay. She is very helpful. We were happy with our apartment but as it is allocated by the resort staff, it didn't have the same floor plan or decor as in the photos. It wasn't a problem for us though as we liked where we were. We enjoyed the balcony, the large bathroom and the cosy bedroom. It was also great to have laundry facilities in the bathroom - no dirty washing to do at home. We would definitely return to stay here and recommend Suellen as a host. We had a wonderful time.

1 BDRM Resort Suite near Disney World
The location of this resort is perfect. Literally a 5 minute drive to the Disney parks. The rooms are spacious and the various pools at each building ensure that you're not in a crowded pool. Booking at this resort literally saved us over $1000 on our vacation and we were never far from the parks. Will definitely stay again.

A getaway at Vacation Village Parkway Resort.
This was a great place to stay. Pools were heated and clean . Room was clean. Check in went smooth. Had a little hiccup when checking on the reservation a couple days before. Found out I was only booked for 3 days instead of a week. I called Michael and he quickly fixed the problem. Hats of to Michael for taking care of the problem as quick as he did. I would definitely rent from him again.

The Rose Luxury Suites Near Disney – ABC
Amazing space! Everything was clean and very spacious. The pool and arcade were the kids favorite. I would definitely rent this space again.

Luxury 2BR Grand Villa

4 people Kissimmee Resort
Resort rentals with a gym

Home Away From Home at Westgate Town Center
Our stay at Westgate was wonderful.we had a good famliy vacation.so much to do at the premises. Ours was 2 bedeoom deluxe villa which was great! Very clean and spacious. We felt like home

Westgate Town Center Resort & Spa
Beautiful resort with many activity options. Dexter was a wonderful host!!

2bdr/2ba includes 8 Waterpark tickets
Great rental with great amenities. Also good communication. I am very satisfied.

Beautiful Family Deluxe Resort Close TO Disney
Great

Reunion (Orlando)
Best trip ever

4 Bedroom Luxury Condo - Orlando Resort

Delightful 1 Bedroom

Resort hotel 5 mi. from Disney & Universal Parks
Destinations to explore
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- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Old Town Kissimmee
- Discovery Cove
- Sebastian Inlet
- Disney's Animal Kingdom Theme Park
- Universal Orlando Resort
- SeaWorld Orlando
- Disney Springs
- Playalinda Beach
- ESPN Wide World of Sports
- Titusville Beach
- Amway Center
- Epcot
- Magic Kingdom Park
- Reunion West
- Aquatica
- ChampionsGate Golf Club
- Disney's Hollywood Studios
- Kissimmee Lakefront Park
- Walt Disney World Resort Golf
- Island H2O Water Park
- ICON Park