Search Condos Rentals in Winter Garden from CA $109

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Check prices for these dates

Next weekend
Apr 25 - Apr 27
In two weeks
May 2 - May 4
In one month
May 16 - May 18
In two months
Jun 13 - Jun 15

Browse Select Winter Garden Condo Rentals

Vacation Village at Parkway
Aerial view

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very good, (1951)
"Great stay"
The price is CA $109
CA $148 total
includes taxes & fees
May 5 - May 6
Vacation Village at Parkway
The Azur Resort
Townhome, 6 Bedrooms | View from room

The Azur Resort

4.0 star property
8.2 out of 10, Very good, (32)
"Great stay, will definitely be booking again in the future! Thanks! 10/10"
The Azur Resort
Caribe Cove Resort
Outdoor pool, a heated pool

Caribe Cove Resort

3.5 star property
8.8 out of 10, Excellent, (2248)
"our stay was amazing minus the condensation pipe leaking in the laundry room "
Caribe Cove Resort
Lifetime of Vacations Resort
Lake

Lifetime of Vacations Resort

3.0 star property
9.2 out of 10, Wonderful, (129)
"place is awesome "
Lifetime of Vacations Resort
High Point World Resort
Outdoor spa tub

High Point World Resort

3.5 star property
8.8 out of 10, Excellent, (169)
"Good place to stay"
High Point World Resort
Condo near Disney 2 Bedroom /2 Bathroom -Balcony-EV Charging-Free Parking
Outdoor pool, a heated pool

Condo near Disney 2 Bedroom /2 Bathroom -Balcony-EV Charging-Free Parking

2.0 star property
9.2 out of 10, Wonderful, (7)
"Loved the location and the pool. It was the perfect 2 bedroom with the balcony "
Condo near Disney 2 Bedroom /2 Bathroom -Balcony-EV Charging-Free Parking
2 BR RESORT IN PERFECT LOCATION NEAR UNIVERSAL
Indoor pool, outdoor pool

2 BR RESORT IN PERFECT LOCATION NEAR UNIVERSAL

8.0 out of 10, Very good, (42)
"Location is decent with close proximity to Universal, however, cleanliness was lacking. Several of the towels had long hairs on them and the shower curtains were moldy and mildewed. Room sleeps six however, barely had enough seating for eating—3 bar stools and a couch were the only options. "
The price is CA $179
CA $429 total
includes taxes & fees
May 6 - May 7
2 BR RESORT IN PERFECT LOCATION NEAR UNIVERSAL
Spacious Luxury Condo in Windsor Hills Resort! 2 Miles to Disney! 3bed/2bath
A heated pool

Spacious Luxury Condo in Windsor Hills Resort! 2 Miles to Disney! 3bed/2bath

10.0 out of 10, Exceptional, (105)
"The condo was amazing, clean and spacious. The location was great with lots of great restaurants around and the clubhouse had lots of amenities. The pool area was great, neighborhood was clean and quiet. Loved all the extras the condo had. Lots of games and movies. Linen and the bedding were very comfortable. We would certainly stay again. "
The price is CA $214
CA $519 total
includes taxes & fees
May 13 - May 14
Spacious Luxury Condo in Windsor Hills Resort! 2 Miles to Disney! 3bed/2bath
Windsor Poolside Escape with Stunning Pool View-Perfect for Families!
Outdoor pool

Windsor Poolside Escape with Stunning Pool View-Perfect for Families!

2.0 star property
10.0 out of 10, Exceptional, (285)
"Great place! Lots of small details made it perfect!"
Windsor Poolside Escape with Stunning Pool View-Perfect for Families!
Berkley Lake Townhomes
2 outdoor pools, a heated pool, open 8:00 AM to 7:00 PM, sun loungers

Berkley Lake Townhomes

3.0 star property
8.4 out of 10, Very good, (426)
"Stay was great, good location with lots of different stores within miles away, "
Berkley Lake Townhomes
Great Caribbean style condo near Disney
Exterior

Great Caribbean style condo near Disney

9.6 out of 10, Exceptional, (157)
"Condo was great. Very quiet complex we had s great time and would stay again. "
Great Caribbean style condo near Disney
Ground floor 3 bed condo close to pool and WATER PARK in Windsor Hills Resort
Sport court

Ground floor 3 bed condo close to pool and WATER PARK in Windsor Hills Resort

9.6 out of 10, Exceptional, (106)
"It's a well maintained beautiful property at a great location.Location is prefect, 15 minutes drive from Magic Kingdom, near Walmart and other aminities. "
Ground floor 3 bed condo close to pool and WATER PARK in Windsor Hills Resort
Newly Remodeled & Furnished! Largest Windsor Hills Condo!Kid-Friendly Water Park
Outdoor pool, a heated pool

Newly Remodeled & Furnished! Largest Windsor Hills Condo!Kid-Friendly Water Park

9.4 out of 10, Exceptional, (107)
"This place was accurately advertised. Being from out of town & not knowing the area, it was GREAT that this place was in a gated & secure area. This condo was accurately advertised, honestly, it was better! "
Newly Remodeled & Furnished! Largest Windsor Hills Condo!Kid-Friendly Water Park
2100 sq-ft, 4 Bedroom , Disney/Universal, corner unit with TV in each Bdrm.
Outdoor pool, a heated pool

2100 sq-ft, 4 Bedroom , Disney/Universal, corner unit with TV in each Bdrm.

9.6 out of 10, Exceptional, (202)
"Great appartment and location. Issues with upstairs tenants"
The price is CA $249
CA $579 total
includes taxes & fees
May 8 - May 9
2100 sq-ft, 4 Bedroom , Disney/Universal, corner unit with TV in each Bdrm.
Large Space ★ Heated Pool ★ Close to Universal
Outdoor pool, a heated pool

Large Space ★ Heated Pool ★ Close to Universal

9.6 out of 10, Exceptional, (77)
"My friends and I had all loved the Vrbo listing here in Orlando. It was easy to get into and the space accomodated all of our needs for our large group. The place was clean, very spacious which helped us all get ready faster when it came to having to go out. The host and cohost were both very nice and helpful with information. If I'm back in the Orlando area, I'll be looking into booking with them again. "
The price is CA $293
CA $642 total
includes taxes & fees
Apr 29 - Apr 30
Large Space ★ Heated Pool ★ Close to Universal
Modern & bright condo with a balcony and AC - pool, hot tub, and tennis access
Indoor pool

Modern & bright condo with a balcony and AC - pool, hot tub, and tennis access

7.8 out of 10, Good, (17)
"Great location to Universal Studio."
Modern & bright condo with a balcony and AC - pool, hot tub, and tennis access
Ground floor 3 bed condo close to POOL and WATER PARK in Windsor Hills Resort
Pool

Ground floor 3 bed condo close to POOL and WATER PARK in Windsor Hills Resort

9.0 out of 10, Wonderful, (29)
"Condo was beautiful and clean. Close to everything and very convenient to all the Disney parks. "
Ground floor 3 bed condo close to POOL and WATER PARK in Windsor Hills Resort
Finding Nemo Themed Room | 5 Miles to Disney
A heated pool

Finding Nemo Themed Room | 5 Miles to Disney

9.4 out of 10, Exceptional, (3)
"This property exceeded our expectations and a short trip to Orlando. The furnishings were comfortable. The condo was clean. The communication with the host was excellent. They went above and beyond to provide us with everything we needed for a wonderful vacation."
Finding Nemo Themed Room | 5 Miles to Disney
Modern & comfortable, 5 mins to Disney. WiFi, water slides, pool, sports.
A heated pool

Modern & comfortable, 5 mins to Disney. WiFi, water slides, pool, sports.

9.4 out of 10, Exceptional, (63)
"This place was really nice and welcoming"
Modern & comfortable, 5 mins to Disney. WiFi, water slides, pool, sports.
Dream Disney Family Vacation, Best Resort, 2 Miles To Disney, Space For 8
Exterior

Dream Disney Family Vacation, Best Resort, 2 Miles To Disney, Space For 8

9.2 out of 10, Wonderful, (130)
"We have stayed in this resort before for the proximity to Disney. The condo is clean and has enough bed space. "
Dream Disney Family Vacation, Best Resort, 2 Miles To Disney, Space For 8
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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Other property types in Winter Garden

Vacation Village at Parkway
Aerial view

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very good, (1951)
"Great stay"
The price is CA $109
CA $148 total
includes taxes & fees
May 5 - May 6
Vacation Village at Parkway
Lake Buena Vista Resort Village & Spa
2 outdoor pools, a heated pool, open 8:00 AM to 10:00 PM, pool umbrellas

Lake Buena Vista Resort Village & Spa

4.0 star property
8.4 out of 10, Very good, (8573)
"Very nice, would definitely stay again"
The price is CA $237
CA $308 total
includes taxes & fees
Apr 20 - Apr 21
Lake Buena Vista Resort Village & Spa
Summer Bay Orlando by Exploria Resorts
5 outdoor pools

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very good, (5337)
"We loved staying here its a great family resort "
The price is CA $156
CA $220 total
includes taxes & fees
May 5 - May 6
Summer Bay Orlando by Exploria Resorts
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.

Frequently asked questions

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How can I find cheap condos in Winter Garden?
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What is there to do in Winter Garden near my condo?
There are tons of terrific things to see and do in Winter Garden. You won’t want to miss leading attractions like Orange County National Golf Club, Resurrection Catholic Church and West Orange Trail. Winter Garden Art Association, Winter Garden Heritage Museum and Oakland Nature Preserve are other must-see’s.