Search and Rent Windermere Condos
Bundle & SaveGet more, spend less whenever you see Bundle & Save deals
OneKeyCashEarn OneKeyCash on all your eligible bookings
Upfront pricingWe are not like the others - we include taxes and fees
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Windermere condo rentals
8.6 out of 10, Excellent, (4,438 reviews)
"Great stay"
Martena
$98 nightly
The price is $111
Jul 26 - Jul 27
Total with taxes and fees
10.0 out of 10, Exceptional, (1 review)
"Very Clean room staff were great !! Definitely would stay again !"
stephanie
$324 nightly
The price is $365
Jul 13 - Jul 14
Total with taxes and fees
$304 nightly
The price is $323
Jul 7 - Jul 8
Total with taxes and fees
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From DisneyKissimmee
9.2 out of 10, Wonderful, (168 reviews)
"Not far from Disney properties. Great amenities!"
DELMA T.
$214 nightly
The price is $240
Jul 6 - Jul 7
Total with taxes and fees
Fully Remodeled stylish 3/2 condo, close to the parks
Fully Remodeled stylish 3/2 condo, close to the parkskissimmee
9.4 out of 10, Exceptional, (18 reviews)
"This place was clean and comfortable. The beds were very cozy, and the location was perfect for easily strolling to the places we needed to go. However, the kitchen items were minimal."
Sun-young S.
$229 nightly
The price is $256
Jul 6 - Jul 7
Total with taxes and fees
Sophisticated Retreat
Sophisticated RetreatKissimmee
9.4 out of 10, Exceptional, (10 reviews)
"Perfect for my wife and me. We were there for UDA College Dance championships. Super close and convenient to ESPN. Plenty of food options nearby. Facilities are good for the price point. Only issue is a heard of elephants lives above the unit. "
Rocky C.
$173 nightly
The price is $194
Jul 9 - Jul 10
Total with taxes and fees
Remodeled 3/2 condo minutes to Parks, shopping and entertainment
Remodeled 3/2 condo minutes to Parks, shopping and entertainmentRoyal Palm Bay
9.4 out of 10, Exceptional, (44 reviews)
"The location was perfect for our needs and true to it's online description."
Angie S.
$229 nightly
The price is $256
Jul 6 - Jul 7
Total with taxes and fees
Renovated Condo Lake Eola View Great Location
Renovated Condo Lake Eola View Great LocationSouth Eola
10.0 out of 10, Exceptional, (18 reviews)
"Clean, comfortable apartment close to restaurants. "
Robin K.
$196 nightly
The price is $218
Jul 6 - Jul 7
Total with taxes and fees
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.
Find vacation rentals that suit your style
Private vacation homes
Villas
Save an average of 15% on thousands of hotels when you're signed in
Top Windermere Hotel Reviews
The Grove Resort & Water Park Orlando
10/10 Excellent
Find out more about Windermere
Windermere Condo Rentals information
Number of reviews | 4,616 |
|---|---|
Accommodation | 5706 Condo Rentals |
Lowest Price | $105 |
Highest Price | $616 |
Frequently asked questions
Explore a world of travel with Expedia
- Cabin Rentals in Windermere
- Resorts in Kissimmee
- Orlando Hotels
- Town Houses in Windermere
- Vacation Homes in Windermere
- Cabin Rentals in Orlando
- Condo Resorts in Windermere
- Vacation Homes in Orlando
- Town Houses in Orlando
- Castles in Osceola County
- Motels in Windermere
- Condo Resorts in Orange County
- Aparthotels in Osceola County
- Inns in Orlando
- Apartments in Orlando
- Condo Resorts in Orlando
- Ranches in Orlando
- Aparthotels in Celebration
- Castles in Winter Park
- All-Inclusive Resorts in Orlando
- B&B in Windermere
- Hotels near Orange County Convention Center
- Apartments in Winter Garden
- Hotels near Universal Studios Florida
- Aparthotels in Winter Park
- Apartments in Windermere
- Riads in Winter Park
- Farmstay in Osceola County
- Villas in Orlando
- Villas in Windermere
- Condo Resorts in Winter Park
- Hotels near Walt Disney World® Resort
- Aparthotels in Orlando
- Hostels in Orlando
- Hotels near Orlando Intl.
- Resorts in Orlando
- Resorts in Orange County
- Motels in Orlando
- Rv Parks in Osceola County
- Villas in Orange County
- Cheap Hotels in Orlando
- Hostels in Maitland
- Hotels with Free Airport Shuttle in Orlando
- Rv Parks in Windermere
- Cabin Rentals in Florida
- Condo Rentals in Orlando
- B&B in Orlando
- Hostels in Celebration
- Villas in Kissimmee
- Houseboats in Winter Park
- Motels in Orange County
- Rv Parks in Orlando
- Condo Rentals in Kissimmee
- Houseboats in Windermere
- Residences in Windermere
- Riads in Florida
- Rv Parks in Winter Park
- All-Inclusive Resorts in Florida
- Resorts in Windermere
- Flights from Dallas (DFW) to Orlando (MCO)
- Flights to Florida
- Flights from Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
- Flights from Boston (BOS) to Orlando (MCO)
- Flights from Pittsburgh (PIT) to Orlando (MCO)
- Flights from Charlotte (CLT) to Orlando (MCO)
- Flights from Raleigh (RDU) to Orlando (MCO)
- Flights from New York (JFK) to Orlando (MCO)
- Flights from Philadelphia (PHL) to Orlando (MCO)
- Flights from Orlando Intl.
- Flights from Detroit (DTW) to Orlando (MCO)
- Flights from Nashville (BNA) to Orlando (MCO)
- Flights to Orlando
- Flights from Baltimore (BWI) to Orlando (MCO)
- Flights from Houston (HOU) to Orlando (MCO)
- Flights from Hartford (BDL) to Orlando (MCO)
- Flights from Denver (DEN) to Orlando (MCO)
- Flights from Los Angeles (LAX) to Orlando (MCO)
- Flights from Indianapolis (IND) to Orlando (MCO)
- Flights from Minneapolis (MSP) to Orlando (MCO)
- Flights from Seattle (SEA) to Orlando (MCO)
- Flights from Columbus (CMH) to Orlando (MCO)
- Flights from Chicago (ORD) to Orlando (MCO)
- Flights from Washington (DCA) to Orlando (MCO)
- Flights from Miami (MIA) to Orlando (MCO)
- Flights from Atlanta (ATL) to Orlando (ORL)
- Flights from Cincinnati (CVG) to Orlando (MCO)
- Flights from Cleveland (CLE) to Orlando (MCO)