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Compare 5401 Condo Rentals in Windermere with updated reviews, rates, and availability.

Aerial view
Vacation Village at Parkway
3.0 star property
8.2 out of 10, Very Good, (1254)
"I stay at a lot of resorts in the area!! This is one of my favorites 👍"
Vacation Village at Parkway
Lake
Lifetime of Vacations Resort
3.0 star property
9.0 out of 10, Wonderful, (82)
"Place is good Its a older place but its safe and in a great location. Staff is very nice and area is a hub for Disneyland merchandise. "
Lifetime of Vacations Resort
2 outdoor pools, sun loungers
Berkley Lake Townhomes
3.0 star property
8.6 out of 10, Excellent, (377)
"Awesome place, totally recommend!"
Berkley Lake Townhomes
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Pool | Indoor pool, outdoor pool
2 BR RESORT IN PERFECT LOCATION NEAR UNIVERSAL
8.0 out of 10, Very Good, (27)
"The location was good. The room was a little rundown but not bad. People were very nice at the property."
The price is $125
$305 total
includes taxes & fees
May 19 - May 20
2 BR RESORT IN PERFECT LOCATION NEAR UNIVERSAL
Pool
Cozy condo at the Magical City ORLANDO-FL 13 minutes from airport.
10.0 out of 10, Exceptional, (3)
"Everything was great we loved the house and would definitely go back."
Cozy condo at the Magical City ORLANDO-FL 13 minutes from airport.
Pool
Fantastic Award Winning Newly Renovated Condo (4 miles to Disney) 2+2
9.8 out of 10, Exceptional, (149)
"Such a lovely property. The 2 bedrooms were more than enough for our family of 4. Everything was exactly as described. Great location for the unit, central to both pools (neither of which was very busy) with a beautiful fountain/pond to overlook and enjoy while having morning coffee on the screened in patio. The gated complex is quiet and close to endless choices for dining/shopping. Easy drive to Disney. The owners are wonderful- can’t go wrong staying here."
The price is $95
$249 total
includes taxes & fees
Jun 14 - Jun 15
Fantastic Award Winning Newly Renovated Condo (4 miles to Disney) 2+2
Outdoor pool, a heated pool
117+/N REDUCE FROM 179+/N MAY-JUNE 2.5 BDR 2 BTH JETSKI LAKE SLEEP 8 1 M DISNEY
9.8 out of 10, Exceptional, (136)
"Place was clean, spacious, amazing view from balcony and has everything you need. Will definitely stay here again!!"
The price is $119
$301 total
includes taxes & fees
Jun 17 - Jun 18
117+/N REDUCE FROM 179+/N MAY-JUNE 2.5 BDR 2 BTH JETSKI LAKE SLEEP 8 1 M DISNEY
Outdoor pool, a heated pool
3 miles to Disney, 1st Floor, Gated Resort, Roomy, Comfy & Quiet
9.8 out of 10, Exceptional, (100)
"We booked this stay with the idea in mind that we would be 4 adults and one child. But plans changed and only ended up being 2 adults and 1 child. The house is huge, very spacious. If you’re looking for a great place to relax after a busy day at the Disney parks this is the place for you. The hosts were very accommodating and friendly. Anna was nice enough to allow us an early check in of 12 noon, but we ended up being stock in some heavy traffic. The overall property was great. Heated salt...
3 miles to Disney, 1st Floor, Gated Resort, Roomy, Comfy & Quiet
Outdoor pool, a heated pool
Water Park & Fantastic Pool only Minutes To Walt Disney World's Front Gate!!!
9.8 out of 10, Exceptional, (188)
"Kevin was a superb host. He always answered immediately with questions and requests. He was always friendly and helpful. The condo was beautiful and clean. Better than we expected and just as pictured! The highchair was used and helpful for my 11 month old grandson. Everything we needed was at our fingertips, whether it was in the condo, the store there, or getting instacart orders. Our family thoroughly enjoyed the wonderful pool and small waterpark. It was great to be able to get well cooked...
Water Park & Fantastic Pool only Minutes To Walt Disney World's Front Gate!!!
Pool
Style, Luxury & Stunning Views, Star Wars
10.0 out of 10, Exceptional, (74)
"Loved everything about this rental; wouldn't change a thing!"
Style, Luxury & Stunning Views, Star Wars
Pool | A heated pool
Beautiful - Luxury Condo! Top Resort! 3 Miles From Disney! Get More For Your $$$
9.8 out of 10, Exceptional, (134)
"Very nice condo, nice property, easy access to Disney, Universal, and interstates, would stay there again."
Beautiful - Luxury Condo! Top Resort! 3 Miles From Disney! Get More For Your $$$
Outdoor pool, a heated pool
Paradise Dunn Right! Home away from Home at Tuscana!
9.6 out of 10, Exceptional, (66)
"Would definitely stay here again!"
Paradise Dunn Right! Home away from Home at Tuscana!
Property grounds
2 Bedroom /2 Bathroom Condo near Disney-Balcony-EV Charging-Free Parking
9.6 out of 10, Exceptional, (4)
"Everything was perfect"
2 Bedroom /2 Bathroom Condo near Disney-Balcony-EV Charging-Free Parking
Exterior
Caribbean Villa
9.8 out of 10, Exceptional, (12)
"Stay was nice, close to stores and easy drive to Disney. Would stay again."
The price is $85
$227 total
includes taxes & fees
May 20 - May 21
Caribbean Villa
Fridge, microwave, oven, stovetop
ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
9.8 out of 10, Exceptional, (66)
"This rental was amazing, extremely clean, spacious, and the communication with the host was impeccable. She was even available around midnight when I had a question. The rooms are huge, 2 of them have a bathroom inside the room, the kids rooms are beautiful and the loft bed was a real hit. My 6 year old with Autism never voluntarily wants to sleep in a room separate from my husband and myself, but once she saw the loft bed, we couldn’t get her out of the room. We are more looking to purchase her...
The price is $169
$444 total
includes taxes & fees
May 20 - May 21
ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
Game room
Bahama Bay Resort Unit 28703 - 3BR 2BA Ground Floor Condo - Great Value
9.6 out of 10, Exceptional, (146)
"Family vacation with grandkids. Loved everything about the resort. Enjoyed all the amenties and our unit was perfect. Friendly staff and beautiful grounds. Would return and recommend"
Bahama Bay Resort Unit 28703 - 3BR 2BA Ground Floor Condo - Great Value
Exterior
19-104 Two Master Suites, gated resort with heated pool, playground, lakes. gym
9.2 out of 10, Wonderful, (45)
"Convenient location. Beautiful condo."
19-104 Two Master Suites, gated resort with heated pool, playground, lakes. gym
Pool
Top Floor Oversize Balcony, Premium Inclusive Resort Amenities
9.8 out of 10, Exceptional, (18)
"Beautiful condo"
The price is $240
$397 total
includes taxes & fees
May 20 - May 21
Top Floor Oversize Balcony, Premium Inclusive Resort Amenities
Pool | Outdoor pool, a heated pool
2-102 Legacy Dunes resort, Kissimmee, close to Walt Disney World, Heated Pool
10.0 out of 10, Exceptional, (15)
"It was a perfect base for our stay - location-wise it's pretty unbeatable in its proximity to DisneyWorld, and nestled as it is in a large, well-maintained and quiet gated complex (bigger than I realized) . I enjoyed waking to the sound of the fountain on the lake, and loved the pool area for its quiet (but a great playlist though!) and cleanliness. The condo itself was spotless and comfortable, and we particularly appreciated the two ensuites and the large closets. Only thing I would change is...
2-102 Legacy Dunes resort, Kissimmee, close to Walt Disney World, Heated Pool
Exterior
Beautiful 2 bed/2 bath condo in Windsor Hills Resort, just 2 miles to Disney!
8.8 out of 10, Excellent, (70)
"We will definitely be booking this again! Very pleased with the condo and amenities. Love the easy access to all parks and the pool area was fantastic. Only suggestions would be allowing an earlier check in time as the line to check in was backed out onto the highway and the a/c had an override that kept changing back to 80."
Beautiful 2 bed/2 bath condo in Windsor Hills Resort, just 2 miles to Disney!
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See all available properties in Windermere
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Windermere

Meeting facility
Hyatt Regency Orlando International Airport
4.0 star property
9.4 out of 10, Exceptional, (4822)
"Great place and location the elevator is little slow. "
The price is $209
$235 total
includes taxes & fees
May 27 - May 28
Hyatt Regency Orlando International Airport
Outdoor pool, pool umbrellas, sun loungers
Avanti International Resort
3.0 star property
7.6 out of 10, Good, (2066)
"very good place I will definitely stay there again"
The price is $73
$100 total
includes taxes & fees
May 27 - May 28
Avanti International Resort
2 outdoor pools, a heated pool, open 8:00 AM to 10:00 PM, pool umbrellas
Lake Buena Vista Resort Village & Spa
4.0 star property
8.4 out of 10, Very Good, (7192)
"They need to communicate better about the parking. I had to park far away and walk to my building. They did not tell me where I should park, and I finally had to go ask. Then they told me where to park and it was not even close to the building I was staying in!!"
The price is $160
$206 total
includes taxes & fees
May 19 - May 20
Lake Buena Vista Resort Village & Spa
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Windermere Condo Rentals information

Number of reviews
2,897
Accommodation
5401 Condo Rentals
Lowest Price
$85
Highest Price
$240

Frequently asked questions

How much do condos in Windermere cost?
You’ll pay from $85 to $240 per night for condos in Windermere. Whatever your budget, a terrific stay is a click away on Expedia. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best condos in Windermere?
There are multiple condos in Windermere with a total average guest review rating of 9.4. Vista Cay Commons By Ovh360 comes highly recommended if you’re traveling with the kids or you just want to spread out. This 3.5-star property also offers premium bedding and a swimming pool. 3bd 2ba Condo Gold Rvc31032 B is another popular option. It has a 4-star rating and amenities such as a swimming pool and free self parking.
How many condos are there in Windermere?
Pack your bags and choose from 5401 condos in Windermere. For a work-related trip, a getaway with friends or anything in between, Expedia will help you find an ideal stay in a few simple clicks.
Are there any family-friendly condos in Windermere?
Vacationing with the family in Windermere is easy at Vista Cay Commons By Ovh360. With amenities such as a washer and dryer and a children’s pool, your crew will enjoy their space at this 3.5-star stay. 4114 Breakview Dr 307 2 Bedroom Condo By Redawning is another family-friendly condo. It has a 4-star rating and amenities including a swimming pool and a dishwasher. After checking in and chilling together in your comfy new digs, it’s time to start exploring. Walt Disney World® Resort and Universal Studios Florida are some of the best family-friendly attractions in Windermere.
Are there any 5-star condos in Windermere?
Windermere doesn’t have any 5-star condos — but you and the crew can still stay here in style! Why not try 3bd 2ba Condo Gold Rvc31032 B? Located approximately 7 mi from the downtown area, this 4-star option offers a swimming pool and a separate dining area. 3bd 2ba Condo Gold Rvc30533 Bedroom Rhof is another fantastic pick just 7 mi from the center of Windermere. Also holding a 4-star rating, it features amenities such as a swimming pool and a separate dining area.
Why book your condo in Windermere with Expedia?
Booking a condo in Windermere is as easy as entering your travel dates and choosing an option that meets your requirements. On the search for something luxurious or low cost, or a property that also has a kitchen? Use Expedia’s search filters to narrow your results even further and find your ideal match.
How can I find cheap condos in Windermere?
Expedia can help you narrow your search for cheap condos in Windermere. To find your dream stay in a couple of quick clicks, use our handy filter tool to refine your search results by amenities, budget and star rating.
What is there to do in Windermere near my condo?
You’ll find tons of fabulous things to fill your itinerary with in Windermere. Make tracks to leading attractions like Walt Disney World® Resort, Universal Orlando Resort and Magic Kingdom® Park. Epcot®, Universal’s Islands of Adventure and Discovery Cove are other must-see’s.

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