Windermere, FL Condos for Rent

Q: Are there any family-friendly condos in Windermere?

Put your feet up at Vista Cay Commons By Ovh360 , a 3.5-star option not far from downtown. Amenities here include individually decorated rooms and a swimming pool. Another family-friendly condo is 3bd 2ba Condo Gold Rvc31032 B . A swimming pool and WiFi help make this 4-star escape a traveler favorite. Windermere boasts an array of family-friendly attractions to discover that'll entertain the kids. Walt Disney World® Resort and Universal Studios Florida promise a fun day out for visitors of all ages.

A lakeside community with houses and boats.

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Our top choices for Windermere condo rentals

A living room with a sofa, a coffee table, and a dining table with chairs. There is a television mounted on the wall and a window with blinds.

1. Lyrios Vacation Rentals - The Palms

Kissimmee

$163 nightly

Oct 27 - Oct 28

Total with taxes and fees

A modern indoor swimming pool with clear glass walls, a hot tub, and lounge chairs.

2. 2 BR RESORT IN PERFECT LOCATION NEAR UNIVERSAL

Florida Center

Tim O.

$287 nightly

Oct 31 - Nov 1

Total with taxes and fees

A hotel room with a large bed, a colorful abstract painting, a window with a view, and a chair.

3. Hotel-Style Room Pool, Disney Shuttle

Kissimmee

$95 nightly

Oct 26 - Oct 27

Total with taxes and fees

An aerial view of a resort with a large, kidney-shaped pool surrounded by lounge areas and a dock extending into a lake.

4. Top-Floor Lakefront Condo · Disney Fireworks View · Balcony & Resort Pools

Orlando

Amy S.

$286 nightly

Oct 25 - Oct 26

Total with taxes and fees

A swimming pool with a unique shape surrounded by a white deck, palm trees, and a cityscape in the background.

5. 2 BD/2 BA minutes from Universal Studios & Epic Universe

International Drive District

Carrie D.

$249 nightly

Oct 27 - Oct 28

Total with taxes and fees

A view of a park with a lake, benches, and trees.

6. Lifetime of Vacations Resort

Kissimmee

Alena

$106 nightly

Nov 8 - Nov 9

Total with taxes and fees

A dining table with blue ceramic bowls and plates, a vase with white flowers, and a view of a mountain through a glass door.

7. Apartment next to International Dr and Universal

International Drive District

John F.

$260 nightly

Nov 22 - Nov 23

Total with taxes and fees

An outdoor patio area with stone walls, palm trees, and outdoor seating with orange chairs and tables.

8. Free Theme Park Shuttle Transfer, Free Breakfast, Outdoor Pool | Staybridge Near Seaworld

Orlando

Dawn N.

$163 nightly

Nov 1 - Nov 2

Total with taxes and fees

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Top Windermere Hotel Reviews

Hyatt Regency Orlando International Airport

10/10 Excellent

"Perfect"

Fairfield Inn & Suites Lake Buena Vista in Marriott Village

10/10 Excellent

"Convenient to the parks. Room was great and spacious with the bunk beds! ( So glad I got that!) Property was wonderful and loved the playground for the kids. Weather was a little chilly for swimming and since driving all day the playground allowed them to get out their wiggles! Breakfast was amazing! Will definitely stay here again"

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

10/10 Excellent

"Everything was great. Loved how the bedroom had its own door unlike a standard hotel. Pools were really nice, check in was extremely smooth. Only minor annoyance was we got called at least once a day about a “departure gift”. Once at 9 am when we were trying to get some sleep. After the 3rd time it got a bit annoying. No complaints about amenities"

Find out more about Windermere

Windermere Condo Rentals information

Number of reviews	1,340
Accommodation	5642 Condo Rentals
Lowest Price	$108
Highest Price	$863

Frequently asked questions

How much do condos in Windermere cost?

You'll pay from $108 to $863 per night for condos in Windermere. No matter your budget, an epic stay is a click away on Expedia. These prices were 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?

You can pick from multiple condos in Windermere with a total average guest review rating of 9.5. Vista Cay Commons By Ovh360 comes highly recommended if you're traveling with the kids or simply want extra space. This 3.5-star stay also features a swimming pool and individually decorated rooms. 3bd 2ba Condo Gold Rvc31032 B is another top option. It has a 4-star rating and amenities such as a swimming pool and express check-out services.

How many condos are there in Windermere?

Work out your vacation dates and then choose from 5642 condos in Windermere. For official business travel, a family getaway or anything in between, Expedia can help you find the perfect space in just a click or two.

What are the best cheap condos in Windermere?

With condos starting from just $108 per night, you may want to extend your visit to Windermere! One property that's easy on your finances is 3bed Lakeview Balcony Vista Cay. It comes with the space you need as well as a swimming pool and a lake view. Another favorite is 5024 Shoreway Loop #205 - 2 Bedroom Condo By Redawning, which offers a swimming pool and a barbecue grill. If you're sightseeing in Windermere and want to save money, there are lots of terrific free attractions to add to your itinerary. Universal CityWalk and Lake Bryan are always favorites. 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.

Are there any family-friendly condos in Windermere?

Put your feet up at Vista Cay Commons By Ovh360, a 3.5-star option not far from downtown. Amenities here include individually decorated rooms and a swimming pool. Another family-friendly condo is 3bd 2ba Condo Gold Rvc31032 B. A swimming pool and WiFi help make this 4-star escape a traveler favorite. Windermere boasts an array of family-friendly attractions to discover that'll entertain the kids. Walt Disney World® Resort and Universal Studios Florida promise a fun day out for visitors of all ages.

Are there any 5-star condos in Windermere?

Unfortunately, there are no 5-star condos in Windermere. But you will find some terrific 4-star stays. Reserve your spot at 3bd 2ba Condo Gold Rvc31032 B, about 7 miles from downtown. A swimming pool and a balcony are a couple of the many conveniences here. 3bd 2ba Condo Gold Rvc30533 Bedroom Rhof is another upmarket option. It comes with a swimming pool and a balcony and is located around 7 miles from the center of Windermere.

Why book your condo in Windermere with Expedia?

Expedia makes it a breeze to find your dream condo in Windermere. Looking for a high-end stay? Take advantage of our filters to search for properties with a 5-star rating. If you have a set budget, choose how much you're willing to spend and then check out our fabulous deals. We'll help you find the perfect pad whatever your style of travel or plans.

How can I find cheap condos in Windermere?

Expedia can help you look for cheap condos in Windermere. To book the perfect stay in a couple of clicks, simply 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?

The ultimate travel accessory is a well-planned itinerary. Isleworth Golf and Country Club is a top place to begin your exploration of Windermere.

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Things to do in Windermere

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