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Apartment holiday rentals in Winter Springs

Find and book unique apartments on Airbnb

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Popular amenities for Winter Springs apartment rentals

Weekly apartment rentals

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!
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
Top guest favourite
Apartment in Kissimmee
4.98 out of 5 average rating, 64 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.
Guest favourite
Apartment in Orlando
4.89 out of 5 average rating, 38 reviews

Lake Front 3BR Resort Condo close to OCCC

LieslRating, 5 stars2 weeks ago
Right in the middle of all there is to do in Orlando. easy to commute to and from anywhere. very clean, beds and furniture are comfortable. pool area is very nice to cool off and relax. Dennis responds immediately when there is a question about anything. we didn't have a chore list to complete up on checkout. we all agreed we would stay here again.
Guest favourite
Apartment in Orlando
4.89 out of 5 average rating, 37 reviews

Condo close to Universal Studios + free Netflix

RichardRating, 5 stars3 weeks ago
El apartamento es igual a como se ve en las fotografías. Y lo que más destaco del lugar es la cercanía con los parques de atracciones. 100% recomendable
Guest favourite
Apartment in Kissimmee
4.95 out of 5 average rating, 21 reviews

Pet Friendly: 2/2 Near Disney, Universal, Outlets!

LauraRating, 5 stars1 week ago
We always choose to stay with this amazing host whenever we visit Disney World, and they never disappoint! From the moment we arrive, the hospitality is exceptional—clean, comfortable, and perfectly located for all the magic. The host goes above and beyond to make us feel at home, with thoughtful touches and quick, friendly communication. Staying here truly enhances our Disney experience every time. Highly recommend to anyone looking for a welcoming and reliable place near the parks!

Pet-friendly apartment rentals

Top guest favourite
Apartment in Davenport
4.94 out of 5 average rating, 121 reviews

9 miles from Disney - Bella Piazza spacious condo

SusanRating, 5 stars1 day ago
Great place to stay, clean, easy access to anything:) Highly Recommend
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.....
Top guest favourite
Apartment in Orlando
5 out of 5 average rating, 9 reviews

Stunning waterfront Views, 1 mile to Disney 2 bath

JayneeRating, 5 stars5 days ago
We were there for a volleyball tourney at the OCCC and it was a great location. Plenty of places to walk to or close driving distance. We also went to Magic Kingdom and Animal Kingdom and it was a good drive to both locations. The pool area was nice - although we didn’t get to really enjoy it because we were at the tourney. We would highly recommend and would book again if in the area. Hosts were very responsive and made sure we had everything we needed.
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 Celebration
4.9 out of 5 average rating, 112 reviews

Pet Friendly in Orlando Area near Disney.

HannahRating, 5 stars6 days ago
We loved our stay. The pool was so fun for our one year old and we were able to bring our cat on our trip - and he loved people watching out the windows! It was clean, the hosts were responsive, and the pool/surrounding areas were so much fun. We will definitely book with them again if we go back to the area!
Guest favourite
Apartment in Orlando
4.91 out of 5 average rating, 149 reviews

Amazing Clean Studio near Conventions & Disney

SiennaRating, 5 stars3 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!

Apartment rentals with a pool

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

Classy Disney Themed Condo with FREE shuttle!

SannaRating, 5 stars4 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 stars3 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.
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 :)
Top guest favourite
Apartment in Kissimmee
5 out of 5 average rating, 5 reviews

Beautiful Royal Palm Bay Condo near Disney

FerRating, 5 stars1 month ago
Pasamos nuestras vacaciones en Orlando en la casa de Steven. La casa es muy linda tal como se muestra en las fotos, el lugar es tranquilo, excelente para descansar. La casa tiene todo lo necesario para pasar unas vacaciones tranquilas y con todas las comodidades necesarias. Está muy bien ubicada, los parques, outlets y sitios de interés están cerca. Steven es muy amable y respondió siempre nuestras dudas de manera inmediata. Cuando regresemos a Orlando seguramente volveremos a hospedarnos aquí!!!!.
Top guest favourite
Apartment in Orlando
5 out of 5 average rating, 14 reviews

King Studio w/ Balcony | Near Theme Parks

LydiaRating, 5 stars1 week ago
Comfortable stay, clean surroundings. Enjoyed the playground and splash pad/pool with the kids.
Guest favourite
Apartment in Four Corners
4.98 out of 5 average rating, 217 reviews

Luxury 3 Bedroom Home at ChampionsGate Golf Resort

ShaneaRating, 5 starstoday
We had a great stay! The place was nice and spacious perfect for our group of friends. There was plenty of room for everyone to relax comfortably, and everything was clean and well-kept. The check-in process was smooth, and the host was responsive and easy to communicate with. We’d definitely recommend this place to anyone traveling with a group!
Guest favourite
Apartment in Kissimmee
4.9 out of 5 average rating, 119 reviews

Modern Condo with Lake View Near Disney 3151

MichaelRating, 5 stars6 days ago
The unit we stayed in was very clean and welcoming when we arrived. The pool area in the complex was great as well. Our kids enjoyed the swimming and the water slides. Would definitely recommend this place to any family and friends staying in the Orlando area.
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

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