Vacation rentals in Osceola County

4.8 out of 5 average rating, 250 reviews

#5708 Lakefront Oasis,2 MBRs,Priv Spa,Pool,Disney

RichRating, 5 stars6 days ago

We had an amazing stay at Sam and Helen’s vacation home. The house looked exactly like the pictures and the resort was absolutely stunning with everything you could need. We were very lucky and managed to see lots of wildlife, a gator, snapping turtles, deer and even a raccoon. The house is in such a great location. Less than a 15 minute drive to Disney, 10 mins to Walmart and walking distance to 7/11 and restaurants We will 100% be back

5 out of 5 average rating, 3 reviews

Home in Frostproof

Poshpadz at The Lakehouse Sebring Legoland Rodeo

BrennaRating, 5 stars13 months ago

Celebrated our parents 60th wedding anniversary. Gary was right there to greet us at our arrival and chatted with my parents making them feel special and at ease. Property is exactly as it is portrayed in photos. Clean, spacious, and aesthetically pleasing all around! The sunsets were amazing! The family has taken great memories with us for a lifetime. Thank you Gary and Poshpadz!!!

4.83 out of 5 average rating, 69 reviews

A meandering lazy river is surrounded by lush tropical landscaping, featuring palm trees and vibrant greenery. The clear water reflects the sky, creating a serene atmosphere. Sun loungers are situated along the riverbanks, inviting relaxation in the outdoor space.

Villa in Kissimmee

Home w/ PVT Pool, Game Room & Resort access 2100

DestinyRating, 5 stars3 weeks ago

My family & I absolutely loved this place, the kids & adult all enjoyed it! Our only problem was that downstairs was very hot & the AC was not working very well but the upstairs was very cool. My fiancée, baby & I had the room downstairs & had trouble sleeping since it was so hot. Other than that it was an absolute dream, will be booking again when we go to Florida next time!

4.57 out of 5 average rating, 7 reviews

Home in Osceola County

Your vacation house near Disney! - 7105

YuniRating, 5 stars1 month ago

We had a wonderful stay at this Airbnb! The pictures accurately depicted everything, and I was pleasantly surprised by how nice and very clean the home was. My dad, who usually prefers hotels, was initially hesitant about Airbnb, but after experiencing this stay, he absolutely loved our choice. Our family of seven, including a 2-year-old, felt completely at home. The space was comfortable, and the location was perfect—Disney was close by, and having a Walmart nearby was super convenient for any last-minute needs. Although this place didn’t have many reviews when we booked, we took a chance, and we’re so glad we did! Our entire family loved it, and we would definitely recommend it to others.

5 out of 5 average rating, 16 reviews

A bright and airy bedroom features a spacious bed set against a neutral wall. A light-toned dresser stands nearby, with decorative blue accents. Large windows are framed by curtains, allowing natural light to fill the room, and a bathroom area is visible in the background.

Home in Kissimmee

Fireworks View - NEW 4BD Cottage In Margaritaville

TanyaRating, 5 stars3 months ago

Our Family of 8 had a VERY comfortable and delightful stay. Everything was as Daniel stated in the reservation details. I would stay @ Daniel's townhouse whenever I return to Florida. Centrally located to all of the Disney experiences.

Top guest favorite

A staircase featuring light wooden steps leads to an upper level, surrounded by neutral-colored walls. A door is visible on the left side, while a cozy living area with a large sofa is partially shown in the background, enhancing the welcoming entryway.

5 out of 5 average rating, 18 reviews

The Best New TownHome in Kissimmee.

YasmineRating, 5 stars1 week ago

David was very nice and responsive when we asked a couple questions. The home was very clean and beautiful. You’re only allowed to park 2 cars in front of the home and any extra need to be parked outside of the community. Overall it was a great stay and I would book again!

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What guests are saying

Super Home 6 Beds/6 suites/ Resort 7 Miles Disney

4.8 out of 5 average rating, 5 reviews11 months ago

House is exactly as described and clean but don’t expect pristine! There are two or three pull outs that were not in the listing which was nice even though we didn’t need them. They also had a stroller, toddler bed and pool toys but I would bring something for the stairs if you have small children. Communication and the stay were great especially for the price and location.

Home in Kissimmee

What guests are saying

Modern Great Villa near Disney & Parks

4.86 out of 5 average rating, 228 reviews3 weeks ago

Have enjoyed Maayan ‘s place a few times now. Its location to Disney makes it easy to get in and out of parks without being in major traffic. The building is set back off main road and feels safe. It has a nice heated pool and hot tub to enjoy on your down time. Unit itself has most things you would need for a short or long stay.

Apartment in Kissimmee

What guests are saying

Fantasy World 2br, Luxury on Wet n Wild #5

4.72 out of 5 average rating, 225 reviews2 weeks ago

We were only in Orlando for a few days during spring break but we had a wonderful time at their condo. It was clean, comfy and we felt right at home. Would definitely recommend staying here and we will definitely stay here again on our next Orlando trip. Much more affordable than staying at Disney and you cant beat having separate rooms and a nice living space with a kitchen to use!

Townhouse in Kissimmee

What guests are saying

Family Fun Near Disney: Home with Pool & Club

4.95 out of 5 average rating, 21 reviews6 days ago

We had an amazing stay at David’s place he is a great host . David responded within minutes of messaging him about anything we needed . The house was very neat and clean I usually wash the linens before we use them just in case but I could smell the detergent and that everything was freshly cleaned . The house had everything we needed to start our vaca . The beds were very comfortable which was a plus some Airbnb’s the mattresses can be hard but not here the showers and shower curtains were very clean no grime or residue . David also would heat or cool down the pool at no extra cost and we could also adjust the air conditioning to what we’d prefer which is a huge plus because we’ve stayed at a few that will not let you go lower than 72 degrees . We would definitely recommend and book again if available this rental was well worth it . We have been coming to Disney for years , we’ve had good and very bad experiences with Airbnb’s this was a good one for sure . Highly recommend .

Townhouse in Kissimmee

What guests are saying

NrDisneyBrandNewLakeFrontAPT

4.89 out of 5 average rating, 96 reviews1 week ago

We were in a mandatory evacuation zone due to flooding and we’re going to be without water for a week. This caused us to leave our home abruptly late at night with little notice. William allowed us to check in early, and provided a pack & play for my little one to sleep in. We were able to bring our dog. The scenery was beautiful, the house was so cute, we never heard the guests or neighbors. Very close driving to Disney, and under an hour to several beaches. We will definitely be staying again in the future.

Apartment in Kissimmee

What guests are saying

4 Bed 3 Bath Kissimmee Townhouse!

5 out of 5 average rating, 8 reviews1 month ago

THIS PLACE WAS AMAZING VERY CLEAN NICE AREA SECURITY WAS ON POINT THE HOST WAS VERY HELPFUL AND SWEET ANSWERED ALL MY CALLS AND TEXT LOCATION IS PERFECT.. 🤩 I WANT TO THANK THE HOST I WILL DEFINITELY BE A REGULAR WHEN I VISIT THE AREA, IF YOU’RE UNDECIDED GIVE THIS PLACE A TRY AND THANK ME LATER THIS WAS MY FIRST TIME RENTING AN AIRBNB AND TRUST ITS MY GO TO FROM HERE ON OUT THANK THE HOST FOR THAT 💙….

Apartment in Kissimmee

What guests are saying

Magical, Themed Vacation Home with Private Pool

4.96 out of 5 average rating, 24 reviews1 month ago

Jessica was the most responsive host I've ever encountered. I'm usually the one asking for details, but she beat me to the punch every time. House was perfect and felt at home for our stay. Great place and host, highly recommend renting this place.

Home in Davenport

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Popular amenities for Osceola County vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Osceola County

4.84 out of 5 average rating, 32 reviews

Home in Davenport

Solterra discount slps 18/7 bdm/GR/pool/spa5485

SamanthaRating, 5 stars3 weeks ago

The house is brilliant. We had 11 adults and a 5 month old baby. We all flew in at different times, to different airports but access was easy for everyone. we had been given the details by the host prior to our arrival. Susan is a great host, very communicative but not intrusive. Every detail was taken care of. Passes at the gate, information about the activities and much more. I would highly recommend this AirBnB to anyone. Having a large family, it was great for space but also playing games and spending time together. We had family visit, who live in Florida, which was also easy. Susan was very helpful when my father in law couldnt be located, after visiting us. Thank you Susan, we will be back

5 out of 5 average rating, 3 reviews

An outdoor space features a spacious pool surrounded by a sunbathing area. A covered seating area offers shade under a large umbrella, while palm trees add a touch of greenery. The screen enclosure provides protection while allowing for natural light and fresh air.

Home in Kissimmee

Dream vacation, near Disney

ChrisRating, 5 stars3 weeks ago

What an incredible stay we had at Rosario's place! We even extended 2 extra nights. Rosario was responsive, helpful, and so kind - she even left a birthday balloon and some treats for my mom's birthday! The house was impeccable and they were great about everything, from changing dates to heating the pool, and keeping it clean, and the pool was a perfect balmy respite. The next time we're in town (and we will be, this is our old neighborhood!), we will definitely try to book here again. Can't wait to come back!

4.76 out of 5 average rating, 68 reviews

Home in Davenport

Vacation home

JaniquaRating, 5 stars3 weeks ago

Me and my Family enjoyed our days there! Miguel was very friendly and nice and welcome us to a little welcome gift I mean who dosen’t love chocolate

4.94 out of 5 average rating, 116 reviews

Meriggiare! Perfect for Disney Vacation! FREE WiFi

ShanaRating, 5 stars2 weeks ago

Wonderful stay for my birthday. the girls surprised me with this air bnb and it was wonderful. from the privacy to the cleanliness I loved it and hope to book with you again in the near VERY NEAR FUTURE

Top guest favorite

The entrance of a resort is captured, featuring a welcoming pathway bordered by neatly trimmed landscaping. Palm trees and vibrant shrubs provide a tropical ambiance, while the building showcases a tiled roof and an inviting façade. A decorative fountain is visible near the entrance.

Condo in Davenport

5 out of 5 average rating, 28 reviews

Cozy Condo in Champions Gate

DianeRating, 5 stars1 week ago

We cannot say enough about how much we loved our stay during this winter. For the second year we have enjoyed a wonderful, clean, peaceful stay at this fantastic condo. There is nothing to complain about. Ana has been a very responsive and helpful host and everything was just perfect and was truly a comfortable “home sweet home”. We will surely stay at Ana’s condo again and again in the years to come.

Top guest favorite

A colorful water play area features a wooden pirate ship with multiple water features, including a large water bucket and a slide. Stairs lead up to the main deck, surrounded by a splash area, offering a playful environment for children.

Home in Davenport

4.96 out of 5 average rating, 25 reviews

Pelican Escape

EmiliaRating, 5 stars4 weeks ago

Our stay was very comfortable. Not far from Disney and other attractions. My family had everything they needed, would stay again in the future!

A serene pathway, lined with lush greenery and mulch, winds through manicured landscaping towards a gazebo overlooking a tranquil lake. A fountain emits gentle sprays of water in the distance, complementing the peaceful surroundings.

4.94 out of 5 average rating, 188 reviews

Beautiful family home near all attractions.

ShannonRating, 5 stars1 week ago

Had a lovely stay, really enjoyed the heated pool and hot tubs. The place was very comfortable and had what we needed. The area was nice and quiet. Appreciated the restaurant recommendations and couple of water bottles which were just what we needed when our flight in had gotten delayed. Would definitely recommend!