Winter Garden Vacation Rentals

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Check prices for these dates

Tonight
Apr 19 - Apr 20
Tomorrow
Apr 20 - Apr 21
Next weekend
Apr 25 - Apr 27
In two weeks
May 2 - May 4

Vacation Rentals in Winter Garden

Vacation Village at Parkway
Exterior

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (1966)
"Great stay for family and friends. Lots of areas for playing and pools as well."
The price is NT$2,911
NT$3,860 total
includes taxes & fees
Apr 27 - Apr 28
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, (8589)
"Furniture needs to be updated."
The price is NT$4,227
NT$5,719 total
includes taxes & fees
Apr 21 - Apr 22
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, (5356)
"Unit was clean but did have a weird smell when first entering. There were plenty of regular and pool towels. Enjoyed my stay with my family "
The price is NT$3,669
NT$5,159 total
includes taxes & fees
May 4 - May 5
Summer Bay Orlando by Exploria Resorts
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
Interior

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1343)
"I like the multi level and the property is well kept. "
The price is NT$19,211
NT$30,002 total
includes taxes & fees
May 10 - May 11
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
Barefoot'n Resort Kissimmee Orlando
Exterior

Barefoot'n Resort Kissimmee Orlando

2.5 star property
9.2 out of 10, Wonderful, (62)
"Walking distance from OldTown and fun spot"
The price is NT$3,365
NT$4,227 total
includes taxes & fees
Apr 21 - Apr 22
Barefoot'n Resort Kissimmee Orlando
Florida Hotel & Conference Center in the Florida Mall
Reception

Florida Hotel & Conference Center in the Florida Mall

3.5 star property
9.0 out of 10, Wonderful, (1876)
"Nice, but could use improvement on bathroom maintenance. "
The price is NT$6,077
NT$7,681 total
includes taxes & fees
Apr 23 - Apr 24
Florida Hotel & Conference Center in the Florida Mall
The View Studio Suites and Event Venue
Exterior

The View Studio Suites and Event Venue

3.0 star property
8.4 out of 10, Very Good, (1025)
"Room had a spider"
The price is NT$2,239
NT$2,519 total
includes taxes & fees
Apr 21 - Apr 22
The View Studio Suites and Event Venue
Floridays Resort Orlando
2 outdoor pools, a heated pool, open 7:00 AM to 11:00 PM, pool umbrellas

Floridays Resort Orlando

3.5 star property
8.6 out of 10, Excellent, (11326)
"Customer service is EXCELLENT!"
Floridays Resort Orlando
Reunion Resort & Golf Club
Water park

Reunion Resort & Golf Club

5.0 star property
8.6 out of 10, Excellent, (1262)
"Wonderful! We needed an escape. And found one. Lovely beautiful property. Accommodations were fantastic. Everything we needed and more. Made some great memories. "
The price is NT$6,827
NT$9,294 total
includes taxes & fees
May 4 - May 5
Reunion Resort & Golf Club
Regal Oaks Resort Vacation Townhomes by IDILIQ
View from property

Regal Oaks Resort Vacation Townhomes by IDILIQ

4.0 star property
8.4 out of 10, Very Good, (2880)
"Its all great"
The price is NT$4,685
NT$11,759 total
includes taxes & fees
Apr 21 - Apr 22
Regal Oaks Resort Vacation Townhomes by IDILIQ
The Berkley, Orlando
Lobby sitting area

The Berkley, Orlando

4.0 star property
9.4 out of 10, Exceptional, (1744)
"As always, we had a great stay and will return next year "
The price is NT$3,842
NT$4,693 total
includes taxes & fees
May 4 - May 5
The Berkley, Orlando
Club Wyndham Cypress Palms
Private pool

Club Wyndham Cypress Palms

3.5 star property
9.0 out of 10, Wonderful, (1695)
"Property was excellent and new construction was being done next to property. Parking was limited. Overall wonderful place to stay and would do it again!"
Club Wyndham Cypress Palms
Blue Tree Resort at Lake Buena Vista
Outdoor spa tub

Blue Tree Resort at Lake Buena Vista

3.0 star property
8.6 out of 10, Excellent, (1700)
"This is like my fifth time staying at this property with my family family, we absolutely love it beautiful safe and they are shopping centers walking distance."
Blue Tree Resort at Lake Buena Vista
Sonder Vista Cay
Outdoor pool

Sonder Vista Cay

3.5 star property
9.0 out of 10, Wonderful, (194)
"Apartment was clean. "
The price is NT$4,569
NT$5,140 total
includes taxes & fees
May 12 - May 13
Sonder Vista Cay
Sonder Wellborn
Property grounds

Sonder Wellborn

4.0 star property
8.4 out of 10, Very Good, (262)
"My stay was great. Its a dated property so be prepared for that but everything functioned properly, so nothing to worry about. Nice decor all around, loved the wellborn bar area, id definitely stay again."
The price is NT$2,937
NT$3,304 total
includes taxes & fees
May 18 - May 19
Sonder Wellborn
WorldQuest Orlando Resort
Superior Suite, 3 Bedrooms, Pool View (3 Bathrooms) | Exterior

WorldQuest Orlando Resort

4.0 star property
8.4 out of 10, Very Good, (3960)
"Enjoyed our time "
The price is NT$4,855
NT$9,437 total
includes taxes & fees
May 4 - May 5
WorldQuest Orlando Resort
Magic Village Yards, Trademark Collection by Wyndham
Outdoor pool, pool umbrellas, sun loungers

Magic Village Yards, Trademark Collection by Wyndham

4.0 star property
9.2 out of 10, Wonderful, (1131)
"Very nice and quiet community! Clean! Daily garbage pick up outside the front door is a definite positive! Not much for kids to do but a beautiful place!"
Magic Village Yards, Trademark Collection by Wyndham
The Point Hotel & Suites
Outdoor pool

The Point Hotel & Suites

3.5 star property
8.0 out of 10, Very Good, (3176)
"The only place i stay when visiting Orlando. Definitely recommend if traveling with a family. Convenient in suite amenities like jacuzzi tub, and full kitchdn "
The price is NT$3,787
NT$4,636 total
includes taxes & fees
Apr 29 - Apr 30
The Point Hotel & Suites
Parc Corniche Condominium Suite Hotel
Exterior

Parc Corniche Condominium Suite Hotel

3.0 star property
8.0 out of 10, Very Good, (2129)
"Clean and comfortable. Property was well described. Interiors are a bit dated but comfortable. Pool area is well maintained, clean and water was the perfect temperature. Wifi has great coverage but on the slower side. Great location, 5 minutes from SeaWorld, 10 minutes to Universal, 15 minutes to Disney Springs. "
The price is NT$2,583
NT$4,558 total
includes taxes & fees
Apr 21 - Apr 22
Parc Corniche Condominium Suite Hotel
Orlando Lakefront Tiny House Community
The Club House | Individually decorated, individually furnished, laptop workspace

Orlando Lakefront Tiny House Community

3.0 star property
9.4 out of 10, Exceptional, (288)
"Rich was very helpful and available "
The price is NT$2,510
NT$5,209 total
includes taxes & fees
May 12 - May 13
Orlando Lakefront Tiny House Community
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 types of properties in Winter Garden you may be interested in

The Grove Resort & Water Park Orlando
Aerial view

The Grove Resort & Water Park Orlando

4.0 star property
8.0 out of 10, Very Good, (7496)
"Na"
The price is NT$6,165
NT$8,770 total
includes taxes & fees
Apr 27 - Apr 28
The Grove Resort & Water Park Orlando
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Lobby lounge

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

2.5 star property
9.4 out of 10, Exceptional, (2874)
"Stayed there in April of 2025. I was a chaperone of a HS trip to Disney. The hotel staff was wonderful. Rooms were clean and breakfast was wonderful. "
The price is NT$3,784
NT$4,257 total
includes taxes & fees
May 18 - May 19
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Home2 Suites by Hilton Orlando at Flamingo Crossings
Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers

Home2 Suites by Hilton Orlando at Flamingo Crossings

3.0 star property
9.4 out of 10, Exceptional, (4019)
"Great stay, definitely will be back!"
The price is NT$3,990
NT$4,488 total
includes taxes & fees
May 18 - May 19
Home2 Suites by Hilton Orlando at Flamingo Crossings
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

Can I find a vacation rental in Winter Garden?

Yes, we offer vacation rentals in Winter Garden close to Surfari Water Park, or you can go with a more remote option if you'd like a relaxing place to stay. Tourists who visit Winter Garden speak highly of the fun-filled theme parks and array of shops. While you're here, grab a bite or have a drink at the top-notch restaurants.

What's the top vacation rental that Winter Garden has to offer?

The Berkley, Orlando: This vacation home rental near Winter Garden offers a furnished patio, a terrace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a microwave, and a coffee maker. You can relax into your vacation with an arcade game room and a hot tub.

How many vacation rentals are there in Winter Garden?

With 56 Expedia vacation rentals, you're sure to find just the right place for your Winter Garden stay.

What can I see and do in Winter Garden?

Family-friendly attractions include Surfari Water Park and Central Florida Railroad Museum, whereas Lake Louisa State Park and West Orange Trail are a couple of great spots to enjoy the outdoors. Universal Studios Florida and Universal Orlando Resort are other popular places to visit in the area.

What are vacation rentals like in Winter Garden?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Winter Garden. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for family trips.