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Apartment holiday rentals in Winter Springs

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Popular amenities for Winter Springs apartment rentals

Weekly apartment rentals

Top guest favourite
Apartment in Orlando
5 out of 5 average rating, 54 reviews

Classy Disney Themed Condo with FREE shuttle!

SannaRating, 5 stars3 days ago
We enjoyed our stay! The place short driving distance from Magic Kingdom and it was easy to get in and out. The place was also very clean and full of Disney themed items. Loved it!
Guest favourite
Apartment in Kissimmee
4.91 out of 5 average rating, 78 reviews

Coastal Retreat | 15 min to Disney

MakaylaRating, 5 stars2 days ago
Ana’s place was very comfortable and welcoming! We felt right at home during our vacation, and the check in and out process was very easy and accessible. VERY clean, and that added to our experience all the more. Very close to Walt Disney World which was a plus! We’re very happy with our stay and would stay here again.
Superhost
Apartment in Orlando
4.84 out of 5 average rating, 50 reviews

Lovely 2/2 Thorton Park Condo w/ secure parking

MaryannRating, 5 stars2 months ago
Beautiful place! Clean & very spacious! Definitely worth it,book here again!
Guest favourite
Apartment in Orlando
4.92 out of 5 average rating, 101 reviews

Location,Location 3bd 2bth near parks conv.ct/Int.

LucindaRating, 5 stars6 days ago
Working with Isabela, was easy. The place was perfect for our needs. Beautiful, easy access to local attractions. Would highly recommend.
Guest favourite
Apartment in Orlando
4.86 out of 5 average rating, 73 reviews

5 mins Universal 10 mins Epic park | Rustic LOFT

kaitlyn Rating, 5 stars1 week ago
very good communication and was a great stay
Guest favourite
Apartment in Kissimmee
4.93 out of 5 average rating, 82 reviews

Modern, spacious, and relaxing!

JonRating, 5 stars2 weeks ago
Great place to stay with a family, great location, lots of amenities, great ability to use all three pools on the properties. The layout of rooms and bathrooms were nice and adequate . Lower level condo with some noise from above condo. Overall a great stay!
Top guest favourite
Apartment in Kissimmee
4.98 out of 5 average rating, 63 reviews

*Pristine* Condo minutes from Disney & more!

EmilyRating, 5 stars1 week ago
We enjoyed our stay here and felt very comfortable and at home! Everything was clean and organized, and the condo is very spacious, so much better than being crammed into a small hotel room. Jessica was always fast to respond when we had questions and very helpful! Would absolutely recommend staying here!
Superhost
Apartment in Orlando
5 out of 5 average rating, 4 reviews

Condo close to Epic Universe and Universal

ViníciusRating, 5 stars1 month ago
That’s a freshly renovated apartment and it’s amazing. All furniture, bed linens, cooking utensils are brand new. Location is perfect for whom wants to go to the parks and within 5-10 minutes walk to many restaurant options. Extra towels and pool towels were provided. Coffee, salt, pepper available. Also Paul prepared some welcome chocolates. The only aspect that I dislike was that you cannot open the windows, so if you cook the smells will stay inside. In general it’s a very suitable and comfortable place to stay.

Pet-friendly apartment rentals

Top guest favourite
Apartment in Davenport
4.94 out of 5 average rating, 120 reviews

9 miles from Disney - Bella Piazza spacious condo

PabloRating, 5 stars6 days ago
Quiet and beautiful area just 20 minutes driving to the Disney parks. Very spacious inside, comfortable after a whole day of walking in the sun! Will be staying again for next Disney visit.
Guest favourite
Apartment in Kissimmee
4.94 out of 5 average rating, 117 reviews

3 Bedroom w/large patio on Resort Golf Course

PhillipRating, 5 stars2 weeks ago
We definitely enjoyed our stay and maybe some time in the near future, we will return.....
Superhost
Apartment in Kissimmee
4.76 out of 5 average rating, 255 reviews

King Bed Small Studio Disney World Universal

CharlieRating, 5 stars2 weeks ago
Good location, restaurants 10 mins to walk and most of all a kind host ever and provided me useful information. Thank you.
Superhost
Apartment in Davenport
4.79 out of 5 average rating, 234 reviews

Brand New AwardWinning Renovated Condo Near Disney

AntoinetteRating, 5 stars2 weeks ago
Cai Ling and John were amazing hosts! Their place was clean and in a great location. Hope to be back soon!
Guest favourite
Apartment in Orlando
4.91 out of 5 average rating, 149 reviews

Amazing Clean Studio near Conventions & Disney

SiennaRating, 5 stars2 weeks ago
Dan was very responsive and answered all my questions and was very friendly and accommodating. Space was perfect for me my husband and our dog . Great location Ubers in the area were cheap and there was lots to do.
Superhost
Apartment in Kissimmee
4.81 out of 5 average rating, 203 reviews

Family Friendly I Mins from Disney I Resort Pool

KimberlyRating, 5 stars2 weeks ago
Andres's place was beautiful, comfortable and close to a lot of restaurants. The only inconvenient we had was gaining access inside the property through the gate. Other than that everything was perfect. Would stay again.
Superhost
Apartment in Kissimmee
4.84 out of 5 average rating, 176 reviews

Disney Adorable Condo in the heart of it ALL! 1/1

ErickaRating, 5 stars2 months ago
We had a fantastic stay at this apartment in Orlando! It had all the comforts a family of four could need—spacious, clean, and well-equipped with everything we needed. The location was perfect, just a short drive to both Disney and Universal parks, and very close to supermarkets and other conveniences. We also really appreciated the thoughtful souvenirs they left for us. The surrounding area had a beautiful view, and the pool area was lovely—especially great for kids. It truly felt like a home away from home. We would definitely stay here again!
Guest favourite
Apartment in Orlando
4.94 out of 5 average rating, 233 reviews

210 - Disney, Universal, International Dr, OCCC

RebeccaRating, 5 stars6 days ago
🌟🌟🌟🌟🌟 We had an amazing stay! The place was beautiful and incredibly convenient—just steps from the pool and the poolside bar, which made it feel like a true vacation. The staff was friendly and helpful throughout our stay, and the hosts were absolutely amazing—going above and beyond to make all of our requests possible. Having a full kitchen was a huge bonus, especially during a busy tournament week. Location couldn’t have been better—Publix, coffee shops, and great restaurants were all just around the corner. The Orange County Convention Center was super close, making this the perfect spot for anyone in town for AAU Nationals. Highly recommend and would absolutely stay here!

Apartment rentals with a pool

Guest favourite
Apartment in Kissimmee
4.96 out of 5 average rating, 75 reviews

Resort Style Sunshine Oasis near Theme Parks

AmyRating, 5 stars4 weeks ago
LaBrina - thank you so much for the awesome stay!! Despite checking in so late, LaBrina was super responsive in ensuring we had a smooth check in which I really appreciated. Place was as described - great location, esp if you are there to visit Disney/Universal. Lots of good restaurants and shops in the areas Slight downside were we noticed some stains on the beds / towels but Airbnb had a great laundry system. Floors, kitchen and bathroom were clean. Overall great stay and value - would come again. Would’ve loved to taken advantage of the amenities more. Great host. Great place :)
Guest favourite
Apartment in Orlando
4.97 out of 5 average rating, 93 reviews

Modern Lake view Condo 1 mile from Disney

AniaRating, 5 stars2 weeks ago
A wonderful stay in Orlando beautiful view and the condo is super clean and cozy me and my boyfriend enjoyed our stay and it was in the perfect area plenty of dinner spots and fun activities close by you will love this place and I will make sure to book again my next visit to Orlando
Superhost
Apartment in Florida Center
4.85 out of 5 average rating, 82 reviews

#2608 Lakeview Luxury Condo by I-Drive/Universal

CharlesRating, 5 stars2 weeks ago
The stay was amazing. Very peaceful community and very nice staff
Top guest favourite
Apartment in Davenport
5 out of 5 average rating, 8 reviews

Stunning 3BR Condo Near Disney

WanisaRating, 5 stars1 week ago
I loved that this place is gated so I get very safe. We picked this place because we wanted to be in the middle of LegoLand and DisneyWorld. It was so clean and we spent time at the resort pools which I really appreciate because it was so hot.
Guest favourite
Apartment in Kissimmee
4.85 out of 5 average rating, 68 reviews

Disney Retreat

JackRating, 5 stars2 weeks ago
Had a few small issues while we were staying but got an answer usually within an hour with solutions and check ups to make sure everything was good. Cannot fault it as it was close enough to everything we wanted to do, but far enough away that it was nice and quiet. The pool was very nice and we regularly had it to ourselves. Would happily stay again when we come back.
Guest favourite
Apartment in Kissimmee
4.91 out of 5 average rating, 53 reviews

Newly Renovated Condo near Disney & Universal

BrittneyRating, 5 stars1 month ago
Very enjoyable stay. Place as pictured and clean, it gave a cozy vibe so we felt right at home. We loved the pools as well they were always empty and quiet. Christine was very nice and always checked in to make sure we were okay. Overall a great experience
Top guest favourite
Apartment in Kissimmee
5 out of 5 average rating, 17 reviews

Newly remodeled apartment close to Disney & shops

ClaudiaRating, 5 stars2 weeks ago
This place it’s so amazing everything was so clean, and beautiful had such a relaxing time On the pool, the view was also nice to sit on balcony the sound of the water in the back of the building so relaxing. And our host Cynthia was amazing always making sure we felt like home such a caring person. Definitely will come here for next vacation, highly recommended 🙌🏽✅
Superhost
Apartment in Kissimmee
4.82 out of 5 average rating, 76 reviews

Wonderful apartment close to Disney • 3bed • 2bath

JenniferRating, 5 stars2 weeks ago
I had a wonderful stay at this Airbnb! The place was spotless — everything was incredibly clean and well-maintained, which made me feel comfortable from the moment I arrived. The bed was very cozy, and I slept great every night. The amenities were also a big plus — the kitchen had everything I needed, and it was nice to have extra touches like coffee, fresh towels, and reliable Wi-Fi. The overall atmosphere was warm and welcoming. I truly felt at home during my stay. Highly recommend this place for anyone looking for a clean, comfortable, and well-equipped stay!

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