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Jan 9 - Jan 11
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Jan 30 - Feb 1
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Feb 27 - Mar 1

Our top choices for Winter Springs condo rentals

Pool
Welcoming Cozy 2BR/2BA Condo Near Downtown Orlando & Attractions with Pool

Condo in Lake Frederica

Welcoming Cozy 2BR/2BA Condo Near Downtown Orlando & Attractions with Pool
10.0 out of 10, Exceptional, (1)
"We came to the area for a family Memorial Service. Our host allowed us to check in early, which was very much appreciated! The home was clean and comfortable, and there were many restaurants nearby. If we had chosen to cook, it seemed that there would have been plenty of supplies. The pool was closed for maintenance, so could not rate that area."
United States
Kelly S.
$280 nightly
The price is $311
Jan 5 - Jan 6, 2026
Total with taxes and fees
Welcoming Cozy 2BR/2BA Condo Near Downtown Orlando & Attractions with Pool
1 bedroom, iron/ironing board, free WiFi, bed sheets
Cozy 1-bedroom Condo in Luxury Gated Community

Condo in Ventura

Cozy 1-bedroom Condo in Luxury Gated Community
10.0 out of 10, Exceptional, (1)
"Everything was amazing highly recommended "
United States
Jeremy P.
$185 nightly
The price is $205
Jan 11 - Jan 12, 2026
Total with taxes and fees
Cozy 1-bedroom Condo in Luxury Gated Community
Fridge, microwave, oven, stovetop
Charming 2-bedroom condo minutes from Orlando International Airport.

Condo in Ventura

Charming 2-bedroom condo minutes from Orlando International Airport.
10.0 out of 10, Exceptional, (1)
"The host was very welcoming "
United States
Demetria H.
$296 nightly
The price is $328
Jan 12 - Jan 13, 2026
Total with taxes and fees
Charming 2-bedroom condo minutes from Orlando International Airport.
Pool
Disney and Airport 15 minutes from Luxury Condo

Condo in Ventura

Disney and Airport 15 minutes from Luxury Condo
10.0 out of 10, Exceptional, (1)
"Located in a safe gated community within short drive to local attractions."
United States
Luis
$349 nightly
The price is $389
Jan 4 - Jan 5, 2026
Total with taxes and fees
Disney and Airport 15 minutes from Luxury Condo
TV
London House | Orlando Airport Private Condo

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
London House | Orlando Airport Private Condo
Fridge, microwave, stovetop, dishwasher
1 Bedroom | Outdoor Pool + Free WiFi

Condo in Airport North

1 Bedroom | Outdoor Pool + Free WiFi
$162 nightly
The price is $180
Jan 5 - Jan 6, 2026
Total with taxes and fees
1 Bedroom | Outdoor Pool + Free WiFi
Smart TV
Vintage 2 Bedroom 1.5 Bathroom Condo Lake View

Condo in South Eola

Vintage 2 Bedroom 1.5 Bathroom Condo Lake View
10.0 out of 10, Exceptional, (3)
"The condo was exceptionally clean and well-maintained, and the view was stunning. I would not hesitate to recommend this property to others and would gladly consider staying here again in the future."
United States
Laurie
$174 nightly
The price is $193
Jan 5 - Jan 6, 2026
Total with taxes and fees
Vintage 2 Bedroom 1.5 Bathroom Condo Lake View
Fridge, microwave, oven, stovetop
Lake Eola view 1 bedroom Thornton Park

Condo in South Eola

Lake Eola view 1 bedroom Thornton Park
9.8 out of 10, Exceptional, (10)
"The location is exactly what I wanted without breaking the bank. The host was very informative and quick to respond. I will stay here again. "
United States
Judy G.
$134 nightly
The price is $148
Jan 1 - Jan 2, 2026
Total with taxes and fees
Lake Eola view 1 bedroom Thornton Park
Fridge, microwave, oven, stovetop
Renovated Condo Lake Eola View Great Location

Condo in South Eola

Renovated Condo Lake Eola View Great Location
10.0 out of 10, Exceptional, (10)
"It was a great stay in a great area with an amazing view! "
United States
Valerie
$151 nightly
The price is $167
Jan 4 - Jan 5, 2026
Total with taxes and fees
Renovated Condo Lake Eola View Great Location
Dining
Retro lake Eola 1 Bedroom Condo Thornton park

Condo in South Eola

Retro lake Eola 1 Bedroom Condo Thornton park
8.8 out of 10, Excellent, (3)
"Clean, easy stay. Great experience for what we needed."
United States
Neil L.
$134 nightly
The price is $148
Jan 1 - Jan 2, 2026
Total with taxes and fees
Retro lake Eola 1 Bedroom Condo Thornton park
Dining
Renovated Condo Lake Eola View Great Location

Condo in South Eola

Renovated Condo Lake Eola View Great Location
2.0 star property
$134 nightly
The price is $148
Jan 1 - Jan 2, 2026
Total with taxes and fees
Renovated Condo Lake Eola View Great Location
Microwave, oven, stovetop, coffee/tea maker
Location Lake Eola View 1 Bedroom condo

Condo in South Eola

Location Lake Eola View 1 Bedroom condo
8.0 out of 10, Very Good, (1)
"Nice quiet location and it looks exactly like the pictures. "
United States
Leroy G.
$151 nightly
The price is $167
Jan 4 - Jan 5, 2026
Total with taxes and fees
Location Lake Eola View 1 Bedroom condo
Living area
Newly Remodeled! Condo in Center of all the Action!

Condo in Florida Center

Newly Remodeled! Condo in Center of all the Action!
8.8 out of 10, Excellent, (13)
"It wS straight to the ponit introduction were very clear the stay was easy and unbelievable wonderful very homie we organized put together i would definitely go back again "
United States
Von W.
$209 nightly
The price is $232
Jan 5 - Jan 6, 2026
Total with taxes and fees
Newly Remodeled! Condo in Center of all the Action!
Lobby
Free Breakfast | 1.5 Miles from Orlando International Airport + 25 Minutes to Disney World

Condo in Airport North

Free Breakfast | 1.5 Miles from Orlando International Airport + 25 Minutes to Disney World
$248 nightly
The price is $276
Jan 5 - Jan 6, 2026
Total with taxes and fees
Free Breakfast | 1.5 Miles from Orlando International Airport + 25 Minutes to Disney World
Aerial view
Condo in Best Location. Heated Pool, near Convention Ctr, across Epic Universal.

Condo in Orlando

Condo in Best Location. Heated Pool, near Convention Ctr, across Epic Universal.
10.0 out of 10, Exceptional, (8)
"Great location for convention."
United States
Tim O.
$384 nightly
The price is $426
Jan 3 - Jan 4, 2026
Total with taxes and fees
Condo in Best Location. Heated Pool, near Convention Ctr, across Epic Universal.
Pool
3 Bedrooms/ 2 Bathrooms/ Vista Cay (4024-203 BD)

Condo in Orlando

3 Bedrooms/ 2 Bathrooms/ Vista Cay (4024-203 BD)
10.0 out of 10, Exceptional, (3)
"Very nice and same price as Hotels in the area. Has 3 bedrooms and access to a nice outdoor pool."
United States
Ryan H.
$403 nightly
The price is $442
Jan 5 - Jan 6, 2026
Total with taxes and fees
3 Bedrooms/ 2 Bathrooms/ Vista Cay (4024-203 BD)
Pool
4816 Cayview Ave #102 Xu · Luxury Lake View Near Convention Center, Universal

Condo in Orlando

4816 Cayview Ave #102 Xu · Luxury Lake View Near Convention Center, Universal
9.6 out of 10, Exceptional, (4)
"Had a great time, everything was as listed. Great location."
United States
Jackie T.
$348 nightly
The price is $385
Jan 12 - Jan 13, 2026
Total with taxes and fees
4816 Cayview Ave #102 Xu · Luxury Lake View Near Convention Center, Universal
Terrace/patio
VCR2-205 - New listing - Central

Condo in Orlando

VCR2-205 - New listing - Central
9.8 out of 10, Exceptional, (6)
"Great place to stay! Very clean and easy to get to. Will stay here again. "
United States
Courtney b.
$423 nightly
The price is $469
Jan 23 - Jan 24, 2026
Total with taxes and fees
VCR2-205 - New listing - Central
Pool
VCR4-408 Fourth Floor - Epic Universe & Convention Center

Condo in Orlando

VCR4-408 Fourth Floor - Epic Universe & Convention Center
9.8 out of 10, Exceptional, (26)
"We loved this place it was in a great location the check in was easy very clean had all the amenities the bed was super soft would definitely stay here again they did not disappoint!!"
United States
Ebonie P.
$374 nightly
The price is $414
Jan 9 - Jan 10, 2026
Total with taxes and fees
VCR4-408 Fourth Floor - Epic Universe & Convention Center
Fridge, microwave, oven, stovetop
Charming and Cozy Condo next to Convention Center and Sea World.

Condo in Orlando

Charming and Cozy Condo next to Convention Center and Sea World.
10.0 out of 10, Exceptional, (17)
"Wonderful communication from the manager. Very accommodating with our last minute reservation. Very close to OCCC. Would stay again!"
United States
niki f.
$343 nightly
The price is $383
Jan 11 - Jan 12, 2026
Total with taxes and fees
Charming and Cozy Condo next to Convention Center and Sea World.
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.
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Top Winter Springs Hotel Reviews

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

10/10 Excellent
"The room was great and clean. The air conditioner was cold and perfect! Plenty of space for a big group as well and parking was easy"
jancarlos 1-night trip
Posted 4 hours ago
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

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

How much do condos in Winter Springs cost?
The price range for condos in Winter Springs is $148 to $469 per night. Whatever your budget, you're sure to find a place that fits the bill — as well as your whole squad! 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.
How many condos are there in Winter Springs?
Pack your suitcase and choose from 976 condos in Winter Springs. For a work-related trip, a couples' getaway and everything in between, Expedia will help you find your ideal stay in a few easy clicks.
Why book your condo in Winter Springs with Expedia?
Getting away should be hassle-free, so if you're after condos at the perfect price, Expedia can help. Save money and go for something cheap and cheerful, or splurge on a luxury condo and treat your loved ones. Our search filters make it simple to find a property in Winter Springs that suits your needs.
How can I find cheap condos in Winter Springs?
The easiest way to get cheap condos in Winter Springs is with Expedia's convenient filter tool. Narrow down your search results by star rating, budget and amenities to take advantage of awesome bargains in a couple of clicks.
What is there to do in Winter Springs near my condo?
The most useful travel accessory is a well-planned schedule. Tuscawilla Golf Course is a wonderful spot to begin your sightseeing in Winter Springs.

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