Search and Rent Winter Springs 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
Next weekend
In two weeks
In one month
In two months
Our top choices for Winter Springs condo rentals

Condo in Lake Frederica
Welcoming Cozy 2BR/2BA Condo Near Downtown Orlando & Attractions with Pool10.0 out of 10, Exceptional, (1)
$280 nightly
The price is $311
Jan 5 - Jan 6, 2026
Total with taxes and fees

Condo in Ventura
Cozy 1-bedroom Condo in Luxury Gated Community10.0 out of 10, Exceptional, (1)
$185 nightly
The price is $205
Jan 11 - Jan 12, 2026
Total with taxes and fees

10.0 out of 10, Exceptional, (1)
$296 nightly
The price is $328
Jan 12 - Jan 13, 2026
Total with taxes and fees

Condo in Ventura
Disney and Airport 15 minutes from Luxury Condo10.0 out of 10, Exceptional, (1)
$349 nightly
The price is $389
Jan 4 - Jan 5, 2026
Total with taxes and fees

Condo in South Semoran
London House | Orlando Airport Private Condo$264 nightly
The price is $288
Jan 4 - Jan 5, 2026
Total with taxes and fees
$162 nightly
The price is $180
Jan 5 - Jan 6, 2026
Total with taxes and fees

Condo in South Eola
Vintage 2 Bedroom 1.5 Bathroom Condo Lake View10.0 out of 10, Exceptional, (3)
$174 nightly
The price is $193
Jan 5 - Jan 6, 2026
Total with taxes and fees

Condo in South Eola
Lake Eola view 1 bedroom Thornton Park9.8 out of 10, Exceptional, (10)
$134 nightly
The price is $148
Jan 1 - Jan 2, 2026
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
Aparthotels
Apartments
Save an average of 15% on thousands of hotels when you're signed in
Top Winter Springs Hotel Reviews

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
10/10 Excellent
Find out more about Winter Springs
Winter Springs Condo Rentals information
Number of reviews | 90 |
|---|---|
Accommodation | 976 Condo Rentals |
Lowest Price | $148 |
Highest Price | $469 |
Frequently asked questions
Explore a world of travel with Expedia
- Orlando Hotels
- Resorts in Orlando
- Motels in Longwood
- B&B in Longwood
- Apartments in Longwood
- Resorts in Longwood
- Cabin Rentals in Longwood
- RV Parks in Longwood
- Villas in Longwood
- Houseboats in Longwood
- Condo Resorts in Longwood
- Cottages in Longwood
- Hostels in Longwood
- Apartments in Casselberry
- Motels in Casselberry
- Resorts in Casselberry
- Villas in Casselberry
- Cabin Rentals in Casselberry
- Hostels in Casselberry
- Guest Houses in Casselberry
- Condo Resorts in Casselberry
- Cottages in Casselberry
- Vacation Homes in Casselberry
- RV Parks in Casselberry
- B&B in Casselberry
- Farmstay in Casselberry
- Hotels near Boombah-Soldiers Creek Park
- Hotels near Spring Hammock Preserve
- Longwood Hotels
- Casselberry Hotels
- Cheap Hotels in Casselberry
- 5 Star Hotels in Longwood
- 4 Star Hotels in Longwood
- Best Western Hotels in Longwood
- Luxury Hotels in Longwood
- 3 Star Hotels in Longwood
- Extended Stay America Hotels in Casselberry
- Pet-friendly Hotels in Casselberry
- 5 Star Hotels in Casselberry
- Hotels with a Pool in Casselberry
- La Quinta Inn & Suites Hotels in Casselberry
- Extended Stay Hotels in Casselberry
- 4 Star Hotels in Casselberry
- Family Hotels in Casselberry
- Hotels with Kitchenettes in Casselberry
- Universal Orlando Resort in Casselberry
- Hotels with Connecting Rooms in Casselberry
- Golf Hotels in Casselberry
- Hotels near Big Tree Park
- Hotels near Secret Lake Park
- Hotels near Central Winds Park
- Hotels near Aiguille Rock Climbing Center
- Hotels near Casselberry Golf Club
- Hotels near Deer Run Country Club
- Resorts in Altamonte Springs
- Hotels near Greenwood Lakes Park
- Hotels near Trotwood Park
- Apartments in North Orlando
- B&B in North Orlando
- Vacation Homes in North Orlando
- Hotels near Red Bug Lake Park
- Orlando Vacations
- Walt Disney World® Resort
- Boombah-Soldiers Creek Park
- Spring Hammock Preserve
- Visit Longwood
- Longwood Vacations
- Visit Casselberry
- Casselberry Vacations
- Big Tree Park
- Secret Lake Park
- Central Winds Park
- Aiguille Rock Climbing Center
- Deer Run Country Club
- Greenwood Lakes Park
- Trotwood Park
- Red Bug Lake Park
- Car rental Orlando Airport (MCO)
- Car rentals near Orlando
- Car rentals near Casselberry
- Car rentals near Longwood
- Enterprise Rental Cars in Longwood
- Hertz Rental Cars in Longwood
- Enterprise Rental Cars in Casselberry
- Budget Rental Cars in Casselberry
- Hertz Rental Cars in Casselberry
- Greenmotion Rental Cars in Casselberry
- Thrifty Car Rental Rental Cars in Casselberry
- Payless Rental Cars in Casselberry
- Van Car Rentals in Casselberry
- Car rentals near Casselberry Golf Club
- Car rentals near Red Bug Lake Park

















































































