Condo holiday rentals in Windermere

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Popular amenities for Windermere condo rentals

Weekly condo rentals

Guest favourite
Condo in Kissimmee
4.91 out of 5 average rating, 77 reviews

Coastal Retreat | 15 min to Disney

StacyRating, 5 stars2 months ago
Perfect size for a small family. The pool also great!
Top Guest favourite
Condo in Orlando
4.95 out of 5 average rating, 86 reviews

Penthouse Lakeview Minutes to Disney/ Universal

ScottRating, 5 stars4 weeks ago
The view was amazing! Enjoyed the home and the on-site pool… Jeff was very welcoming and I felt right at home staying here. Very close to many attractions in the Orlando area.
Guest favourite
Condo in Kissimmee
4.93 out of 5 average rating, 55 reviews

Luxury 2BDR Disney Villa – Pool & Hot Tub

CarlosRating, 5 stars1 week ago
loved it and would definitely stay again
Guest favourite
Condo in Florida Center
5 out of 5 average rating, 50 reviews

Boho Retreat: 7 min to Universal & Epic!

LexiRating, 5 stars4 days ago
My boyfriend and i desperately needed a vacation so i booked here! Absolutely loved how cozy and at home we felt, everything was nice and clean it felt like a home and oh my gosh the bed and pillows were literally the comfiest i’ve ever felt before! needless to say this was definitely the perfect place we could’ve chose to stay, we came home today feeling so refreshed and relaxed. Lais was very friendly and responded very quickly! I definitely recommend!
Guest favourite
Condo in Orlando
5 out of 5 average rating, 8 reviews

Stunning waterfront Views, 1 mile to Disney 2 bath

MadhukarRating, 5 stars2 weeks ago
We had a fantastic five-day stay! Check-in was smooth, even at 1:30 AM, which was greatly appreciated. The location is stunning—right next to a peaceful lake, making for a relaxing retreat. The house itself was charming and well-kept. While a few small details could be improved, they didn’t impact our overall experience. Water bottles weren’t provided upon late-night arrival, and bathroom amenities were minimal for a five-day stay. The kitchen lacked paper towels, only one toilet roll was available, and bath towels had some wear. The community pool wasn’t clean, possibly due to windy weather, so we skipped it. Despite these minor things, the beautiful setting and comfortable stay made this a wonderful trip. With small tweaks, it would be perfect. Highly recommend for a tranquil lake getaway!
Guest favourite
Condo in Orlando
4.97 out of 5 average rating, 93 reviews

Modern Lake view Condo 1 mile from Disney

AniaRating, 5 stars1 week 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
Condo in Kissimmee
4.96 out of 5 average rating, 26 reviews

Resort Access: 2BR Condo Retreat near Disney World

TerriRating, 5 stars2 weeks ago
Dennis’s place was amazing. Everything looked brand new and so clean. I loved having the washer and dryer after 3 long days at Universal Studios. Dennis always answered me promptly. Thank you for a beautiful stay.
Superhost
Condo in Four Corners
4.71 out of 5 average rating, 118 reviews

No BNB fees -Oasis Condo 5 min to Disney

Hannah RoseRating, 5 stars2 weeks ago
Great space! Perfect for our trip! Loved it was a gated area!

Pet-friendly condo rentals

Top Guest favourite
Condo in Davenport
4.94 out of 5 average rating, 118 reviews

9 miles from Disney - Bella Piazza spacious condo

AlbertoRating, 5 stars2 days ago
Ken was always there to help us with any issue. Everything was great
Guest favourite
Condo in Orlando
4.95 out of 5 average rating, 126 reviews

Vista Cay Luxury Vision Walk to EPIC and OCCC

ReneeRating, 5 stars1 week ago
Great place to stay and certainly a great price for what you get .
Guest favourite
Condo in Kissimmee
4.94 out of 5 average rating, 116 reviews

3 Bedroom w/large patio on Resort Golf Course

JeannaRating, 5 stars1 month ago
The villa was absolutely amazing, better than the pictures. The house was super spacious for all 5 adults. Shuttle to the parks was convenient and on time. Host gave us a schedule to help navigate. Each bedroom has its own full bathroom. Living room was large and comfortable. Loved relaxing on the back patio overlooking the golf course. Host were on top of everything and made our stay absolutely perfect!
Superhost
Condo in Davenport
4.79 out of 5 average rating, 233 reviews

Brand New AwardWinning Renovated Condo Near Disney

JasonRating, 5 stars3 weeks ago
Loved the condo and the resort. Will definitely rent again when we return to Orlando.
Guest favourite
Condo in Orlando
4.99 out of 5 average rating, 138 reviews

Serene Lakeview By DisneyWorld -Universal Stds 8mi

CarrieRating, 5 stars1 month ago
Adir's place was fantastic. There were many personal touches that made it feel more cozy, which I've found in Orlando can be a struggle. I loved how there were cozy blankets, bathrobes, and a few treats when we arrived. The location is awesome. Very close to anything you could need, Disney, Universal, and the airport. Dollar Tree, Starbucks, Dunkin, Chick-Fil-A, Walgreens, and many more places are all within walking distance. I loved how peaceful the condo and location felt, despite being surrounded by everything. The view was beautiful to wake up to and my kids enjoyed playing in the pool. We would definitely recommend and be happy to stay again!
Guest favourite
Condo in Celebration
4.9 out of 5 average rating, 111 reviews

Pet Friendly in Orlando Area near Disney.

TaylorRating, 5 stars1 month ago
This exceeding any expectations for taking our kids to Disney for the first time. Eric truly thought of everything to make the condo feel like home away from home and anything you need down to silverware for your our baby and toddler. This was such an exceptional experience and the resort was so much fun for our 1 year old and 3 year old!
Guest favourite
Condo in Kissimmee
4.92 out of 5 average rating, 127 reviews

Cozy single story condo near Disney

KartikayeRating, 5 stars1 month ago
I had an absolutely fantastic experience staying at this Airbnb! The place was exactly as described - clean, comfortable, and beautifully decorated. Omar and Lucy were incredibly welcoming and responsive, ensuring we had everything we needed for a smooth stay. The location was perfect, close to great restaurants, shops, and public transport. I especially appreciated the small touches like fresh towels, a well-stocked kitchen, and fast Wi-Fi. I would definitely book this place again and recommend it to anyone visiting the area!
Guest favourite
Condo in Orlando
4.9 out of 5 average rating, 147 reviews

Amazing Clean Studio near Conventions & Disney

KaterineRating, 5 stars1 month ago
enjoyed staying here , everything was very clean , smooth check in (and out) , comfortable bed !! loved everything

Condo rentals with a pool

Top Guest favourite
Condo in Orlando
5 out of 5 average rating, 53 reviews

Classy Disney Themed Condo with FREE shuttle!

StephenRating, 5 stars1 week ago
Ideally situated for all the parks to be driven to, shuttle bus worked, bit of patience needed because it picks up at other locations, but hey it free to use 👍. lovely manicured gardens with a good swimming pool and hot tub. Great place to stay for our Disney adventure in a Disney decorated apartment.
Top Guest favourite
Condo in Orlando
5 out of 5 average rating, 15 reviews

On a Lake, Near Disney & the Convention Center!

ChrisRating, 5 stars4 days ago
This unit and location was absolutely perfect! It had plenty of private space for our whole family to relax. Great location. Close to everything. Watched fire works from the balcony. The unit was magazine worthy in style, and the balcony was so peaceful. The shower heads and soft blankets available were wonderful. We met some other great tenants in the building, who were so friendly. We were able to do our laundry in unit. The pool was incredible. The host, Ed, was very kind and responsive in all communications and instructions. We hope to visit again.
Guest favourite
Condo in Kissimmee
4.96 out of 5 average rating, 75 reviews

Resort Style Sunshine Oasis near Theme Parks

AmyRating, 5 stars3 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
Condo in Four Corners
4.99 out of 5 average rating, 120 reviews

The Mouse Pad: Luxury Condo near Walt Disney World

FatimaRating, 5 stars1 week ago
From the moment my family arrived, everything about Brittany's place exceeded everyone's expectations. The space was spotless, beautifully decorated, and thoughtfully stocked with everything we needed for a comfortable stay. It truly felt like a home away from home. The host was incredibly kind, responsive, and made check-in and check-out seamless. The location was ideal—quiet and peaceful, yet close to great restaurants, shops, and attractions. Every detail, from the cozy linens to the well-equipped kitchen, was just right. We would absolutely stay here again and recommend it to anyone looking for a relaxing, high-quality Airbnb experience. Thank you for such a memorable stay!
Top Guest favourite
Condo in Kissimmee
4.98 out of 5 average rating, 178 reviews

303_To Infinity & the Ocean Breeze Apartment

TonyRating, 5 stars2 weeks ago
There's a reason why Rafaela's place has a diamond next to it as a gem. It's in a great location close to all Disney parks, the rooms are decorated just like the photos with Moana and Buzz Lightyear (Toy Story), and there are a lot of thoughtful touches like the wireless charging pads in the bedrooms. The water park was a lot of fun and very walkable too. Whether you want to stay and play at the water park, go to the gym, or use it as a home base for a Disney adventure, there's a lot to like about the space. The beds were comfy too!
Guest favourite
Condo in Kissimmee
4.94 out of 5 average rating, 17 reviews

Carri-Vision Suite, (Theme-Parks)Orlando/Kissimmee

GavinRating, 5 stars1 month ago
The first thing we absolutely loved about the house was the smell. It was very clean and instructions to everything was very clear. I would definitely recommend this house!!!
Superhost
Condo in Orlando
4.86 out of 5 average rating, 43 reviews

King Bed/13-16 min Disney & Epic/Pool/Hot Tub

JaylinRating, 5 stars2 weeks ago
Chalbaud’s place was an amazing stay! Very clean, smaller than the pictures but felt very cozy. Pool was right there and washer/dryer upstairs was convenient for our week long stay. Everything we planned or needed to go to (other than the airport) was no more than a 15 minute drive which was amazing. Only downside for our stay was the water pressure in the shower, it was too light.
Guest favourite
Condo in Kissimmee
4.79 out of 5 average rating, 187 reviews

Mickey's Retreat(K2)

JackRating, 5 stars1 month ago
Stayed at Celso’s apartment for 2-weeks. It was a great size for 2 people and an ideal location for those looking to do the Disney and Universal parks. Apartment is just a short drive away from plenty of shops, restaurants and fast food places. It also has a 24h petrol (gas) station just outside of the complex which is really convenient. Overall, really enjoyed our stay the complex is really nice and feels very welcoming. Would highly recommend for two people. Celso was a great host, super responsive to any messages and helpful with any questions we had during our stay. One minor downside, not to the fault of Celso or his apartment, but the complex had a nesting hawk during our stay. This was no issue for 95% of our stay, but did swoop at us once. Would advise being cautious when walking to the car park, especially with young children.

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