Winter Garden Vacation Rentals

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Check prices for these dates

Tonight
Mar 31 - Apr 1
Tomorrow
Apr 1 - Apr 2
This weekend
Apr 4 - Apr 6
Next weekend
Apr 11 - Apr 13

Vacation Rentals in Winter Garden

Vacation Village at Parkway
Aerial view

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very good, (1839)
"Very nice property to stay at. Had a reservation issue about upgrading room and Sheila was able to get to the bottom of it, delivering top notch customer service. Definitely recommend staying here."
The price is CA $99
CA $137 total
includes taxes & fees
Apr 20 - Apr 21
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, (8477)
"I loved the customer service, walkable stores, restaurants, the amazing rooms, and amazing pool area."
The price is CA $192
CA $258 total
includes taxes & fees
Apr 1 - Apr 2
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, (5278)
"Great place for teenage kids! The property felt safe, everything was walkable, and security was always present. We will definitely be back! "
The price is CA $161
CA $226 total
includes taxes & fees
Apr 1 - Apr 2
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, (1290)
"Great for families "
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
Barefoot'n Resort Kissimmee Orlando
Exterior

Barefoot'n Resort Kissimmee Orlando

2.5 star property
9.4 out of 10, Exceptional, (38)
"We really loved the place but the bathroom wasn’t clean and smelled of urine. The blankets on the bed were only two sheets and a very thin blanket. Overall, we liked it though"
The price is CA $139
CA $176 total
includes taxes & fees
Apr 1 - Apr 2
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
9.2 out of 10, Wonderful, (1841)
"After a very exhausting couple of days of my trip, it was a delight that they allowed me to have a very early check in, so I could take a nap in the middle of the day, much needed. The room was cold and crispy clean. Especially thankfull to Aliya for arraging all of that with me over the phone before leaving at the end of her shift. Definetly my place to stay when going to Orlando. "
The price is CA $249
CA $317 total
includes taxes & fees
Apr 11 - Apr 12
Florida Hotel & Conference Center in the Florida Mall
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, (11284)
"Stay here everytime in Orlando. If u catch the pricing right it is an amazing stay for the cost"
The price is CA $242
CA $329 total
includes taxes & fees
Apr 1 - Apr 2
Floridays Resort Orlando
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, (980)
"Nice place to stay! "
The price is CA $121
CA $136 total
includes taxes & fees
May 1 - May 2
The View Studio Suites and Event Venue
Reunion Resort & Golf Club
Water park

Reunion Resort & Golf Club

5.0 star property
8.6 out of 10, Excellent, (1240)
"BEAUTIFUL RESORT PLENTY THINGS TO DO! STAFF VERY FRIENDLY AND HELP. WE ENJOYED OUR STAY!"
The price is CA $300
CA $408 total
includes taxes & fees
Apr 21 - Apr 22
Reunion Resort & Golf Club
Regal Oaks Resort Vacation Townhomes by IDILIQ
2 outdoor pools, open 8:00 AM to 9:00 PM, cabanas (surcharge)

Regal Oaks Resort Vacation Townhomes by IDILIQ

4.0 star property
8.4 out of 10, Very good, (2858)
"Third time staying here. First time in a 4 bedroom. We enjoyed our stay and have very little issues to note. Tile floor in whole place was filthy. Kids feet were black just walking from one side of room to the other, and given there was no carpet in the unit there feet and socks stayed black. We just told them to keep wearing crocks or flip flops. Otherwise the unit was clean. Hot tub jets really only worked on one side the other side was weak. Also the upstairs toilet might needs some...
The price is CA $164
CA $469 total
includes taxes & fees
Apr 8 - Apr 9
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, (1716)
"Good place. Quiet clean and the staff very good ,and nice everything close "
The price is CA $194
CA $234 total
includes taxes & fees
Apr 1 - Apr 2
The Berkley, Orlando
Blue Tree Resort at Lake Buena Vista
BBQ/picnic area

Blue Tree Resort at Lake Buena Vista

3.0 star property
8.6 out of 10, Excellent, (1684)
"Overall a great experience. The place is great for the price."
Blue Tree Resort at Lake Buena Vista
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, (3943)
"We just love it here "
The price is CA $191
CA $354 total
includes taxes & fees
Apr 5 - Apr 6
WorldQuest Orlando Resort
Club Wyndham Cypress Palms
Private pool

Club Wyndham Cypress Palms

3.5 star property
9.0 out of 10, Wonderful, (1677)
"Great place for the $$. Super clean. Only negative is it can be a bit noisy at times. "
Club Wyndham Cypress Palms
Sonder Vista Cay
Outdoor pool

Sonder Vista Cay

3.5 star property
9.0 out of 10, Wonderful, (183)
"Easy check in and check out. Property was clean. Condo was advertised for party of 10 using pullout sofa but we only had a party of 8. Even for our group of 8 the sitting area/kitchen area was small. Close to Universal. "
The price is CA $226
CA $254 total
includes taxes & fees
Apr 27 - Apr 28
Sonder Vista Cay
Sonder at The Point
Outdoor pool, pool umbrellas, sun loungers

Sonder at The Point

4.0 star property
8.4 out of 10, Very good, (684)
"We enjoyed this property. We did not have to interact with any staff. We were sent all instructions 3 days before and had no issues with codes or communication. The construction around property was difficult to maneuver around but in time that will pass. Room was spacious and clean. Would absolutely stay there again."
The price is CA $135
CA $152 total
includes taxes & fees
Apr 24 - Apr 25
Sonder at The Point
The Point Hotel & Suites
Outdoor pool

The Point Hotel & Suites

3.5 star property
8.0 out of 10, Very good, (3166)
"Comfortable, great size room for 2 people, safe area, everything near by"
The price is CA $166
CA $203 total
includes taxes & fees
Apr 29 - Apr 30
The Point Hotel & Suites
Orlando Lakefront Tiny House Community
The Club House

Orlando Lakefront Tiny House Community

3.0 star property
9.4 out of 10, Exceptional, (280)
"Very nice home away from home with a beautiful view"
The price is CA $100
CA $217 total
includes taxes & fees
Apr 14 - Apr 15
Orlando Lakefront Tiny House Community
Holiday Inn Club Vacations Orlando Breeze Resort by IHG
2 outdoor pools, open 8 AM to 10 PM, sun loungers

Holiday Inn Club Vacations Orlando Breeze Resort by IHG

3.5 star property
9.2 out of 10, Wonderful, (432)
"Propery is clean and well maintained. The rooms are spacious. There is a nice pool and Activities Center. I think the only negative about this property is no restaurant or pool bar. Even without those, its an awesome choice."
The price is CA $170
CA $212 total
includes taxes & fees
Apr 1 - Apr 2
Holiday Inn Club Vacations Orlando Breeze Resort by IHG
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, (1126)
"Great stay "
Magic Village Yards, Trademark Collection by Wyndham
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
8.2 out of 10, Very good, (8144)
"Very spacious suites with equipped kitchenette. Great service and property amenities. Downside: Rooms starting to get dated with carpets that retain humidity and odour..."
The price is CA $225
CA $325 total
includes taxes & fees
Apr 30 - May 1
The Grove Resort & Water Park Orlando
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, (4267)
"Clean"
The price is CA $175
CA $197 total
includes taxes & fees
Apr 27 - Apr 28
Home2 Suites by Hilton Orlando at Flamingo Crossings
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Lobby

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

2.5 star property
9.4 out of 10, Exceptional, (2958)
"The hotel staff were nice and i loved the fact that they took into consideration that we had 3 little ones so they put us in a room on the 1st floor. Very convenient with a 3, 5 and 7 year old! Loved all of the amenities and the care they provided. I would definitely book here again!"
The price is CA $166
CA $187 total
includes taxes & fees
Apr 20 - Apr 21
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
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 Lake Butler 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.