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Check prices for these dates

In two weeks
16 Jan - 18 Jan
In two months
27 Feb - 1 Mar
In three months
27 Mar - 29 Mar
In four months
24 Apr - 26 Apr

Our top choices for Winter Springs condo rentals

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.
The price is AED 311
AED 754 total
includes taxes & fees
11 Jan - 12 January 2026
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.
The price is AED 407
AED 1,206 total
includes taxes & fees
12 Jan - 13 January 2026
Charming 2-bedroom condo minutes from Orlando International Airport.
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.
The price is AED 463
AED 1,141 total
includes taxes & fees
5 Jan - 6 January 2026
Welcoming Cozy 2BR/2BA Condo Near Downtown Orlando & Attractions with Pool
Children's area
ENTIRE condo at Ventura - comfy, quiet oasis in the heart of Orlando

Condo in Ventura

ENTIRE condo at Ventura - comfy, quiet oasis in the heart of Orlando
9.8 out of 10, Exceptional, (10)
"Thank you for letting us stay in your beautiful place "
United States
Rosa R.
The price is AED 364
AED 672 total
includes taxes & fees
5 Jan - 6 January 2026
ENTIRE condo at Ventura - comfy, quiet oasis in the heart of Orlando
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
The price is AED 808
AED 1,429 total
includes taxes & fees
4 Jan - 5 January 2026
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
The price is AED 357
AED 1,059 total
includes taxes & fees
4 Jan - 5 January 2026
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
The price is AED 562
AED 716 total
includes taxes & fees
1 Jan - 2 January 2026
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
The price is AED 327
AED 710 total
includes taxes & fees
5 Jan - 6 January 2026
Vintage 2 Bedroom 1.5 Bathroom Condo Lake View
Dining
Renovated Condo Lake Eola View Great Location

Condo in South Eola

Renovated Condo Lake Eola View Great Location
2.0 star property
The price is AED 235
AED 545 total
includes taxes & fees
1 Jan - 2 January 2026
Renovated Condo Lake Eola View Great Location
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.
The price is AED 235
AED 545 total
includes taxes & fees
1 Jan - 2 January 2026
Lake Eola view 1 bedroom Thornton Park
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.
The price is AED 264
AED 578 total
includes taxes & fees
11 Jan - 12 January 2026
Retro lake Eola 1 Bedroom Condo Thornton park
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
The price is AED 845
AED 1,065 total
includes taxes & fees
1 Jan - 2 January 2026
Free Breakfast | 1.5 Miles from Orlando International Airport + 25 Minutes to Disney World
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
The price is AED 298
AED 615 total
includes taxes & fees
4 Jan - 5 January 2026
Renovated Condo Lake Eola View Great Location
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.
The price is AED 349
AED 845 total
includes taxes & fees
17 Jan - 18 January 2026
Newly Remodeled! Condo in Center of all the Action!
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.
The price is AED 691
AED 1,522 total
includes taxes & fees
11 Jan - 12 January 2026
Condo in Best Location. Heated Pool, near Convention Ctr, across Epic Universal.
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.
The price is AED 298
AED 615 total
includes taxes & fees
4 Jan - 5 January 2026
Location Lake Eola View 1 Bedroom condo
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.
The price is AED 565
AED 1,625 total
includes taxes & fees
5 Jan - 6 January 2026
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.
The price is AED 507
AED 1,414 total
includes taxes & fees
12 Jan - 13 January 2026
4816 Cayview Ave #102 Xu · Luxury Lake View Near Convention Center, Universal
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.
VCR4-408 Fourth Floor - Epic Universe & Convention Center
Terrace/patio
VCR1-104 - Reserve Deluxe Condo - Modern Decor

Condo in Orlando

VCR1-104 - Reserve Deluxe Condo - Modern Decor
9.6 out of 10, Exceptional, (13)
"We came to coach volleyball and Booming made sure that was the only thing we had to worry about or focus on. The room was equipped with everything we could possibly need, even a playpen and high chair. Bathrooms are so large and the beds are very comfy."
United States
Marley T.
VCR1-104 - Reserve Deluxe Condo - Modern Decor
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

Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center

10/10 Excellent
"Great "
Mohamed 3-night trip
Posted 18 hours ago
Wyndham I-Drive Avanti Resort & Conference Center

Frequently asked questions

How much do condos in Winter Springs cost?
The price range for condos in Winter Springs is AED 545 to AED 1,625 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.