Winter Garden Vacation Rentals

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Vacation Rentals in Winter Garden

Meeting facility
Hyatt Regency Orlando International Airport
4.0 star property
9.4 out of 10, Exceptional, (4842)
"We came in early from our cruise and asked if we could check in early. It was REALLY early. Without hesitation the front desk guy said “of course”. We were able to bring our suitcases to our room and were able to take our son to Universal Studios for the first time as a family. If we weren’t able to do that we wouldn’t have been able to go there. It was amazing. Thank you Hyatt. "
The price is CA $258
CA $290 total
includes taxes & fees
May 29 - May 30
Hyatt Regency Orlando International Airport
Outdoor pool, pool umbrellas, sun loungers
Avanti International Resort
3.0 star property
7.8 out of 10, Good, (2089)
"Always stay at Avanti …Great time "
The price is CA $91
CA $125 total
includes taxes & fees
Jun 6 - Jun 7
Avanti International Resort
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, (7217)
"Very good place to stay"
The price is CA $206
CA $268 total
includes taxes & fees
May 26 - May 27
Lake Buena Vista Resort Village & Spa
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Water park
CoCo Key Hotel and Water Resort 
3.5 star property
7.4 out of 10, Good, (3743)
"Great for the children. Easy to walk around. Adjoining rooms "
The price is CA $112
CA $189 total
includes taxes & fees
May 27 - May 28
CoCo Key Hotel and Water Resort 
Outdoor pool, a heated pool, pool umbrellas, sun loungers
Holiday Inn Resort Orlando - Lake Buena Vista, an IHG Hotel
3.5 star property
8.6 out of 10, Excellent, (3135)
"Location was great. Close to Disney & Universal parks. staff friendly & very approachable. Creative ideas for family friendly fun."
The price is CA $112
CA $166 total
includes taxes & fees
Jun 12 - Jun 13
Holiday Inn Resort Orlando - Lake Buena Vista, an IHG Hotel
2 outdoor pools, a heated pool, sun loungers
Seralago Hotel & Suites Main Gate East
3.0 star property
5.2 out of 10, (5267)
"This hotel is one my family and I would usually book, however it has absolutely gone down hill fast. There is absolutely NO dining area on premises, zero ice machines, rust and mold in the rooms, and no coffee makers in any rooms. We had to go off property just to even get a meal or snack. Oh and housekeeping is done ONLY after you check out. So needless to say, we WON'T be staying here again."
The price is CA $57
CA $89 total
includes taxes & fees
May 23 - May 24
Seralago Hotel & Suites Main Gate East
Terrace/patio
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
3.0 star property
7.0 out of 10, Good, (2429)
"I love the ladies in front desk they are so wonderful helping people . "
The price is CA $121
CA $136 total
includes taxes & fees
May 27 - May 28
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
Property entrance
The View Studio Suites and Event Venue
3.5 star property
8.6 out of 10, Excellent, (191)
"Beautiful property, beautiful view from my room, clean, easy parking and most importantly friendly staff. "
The price is CA $86
CA $97 total
includes taxes & fees
Jun 5 - Jun 6
The View Studio Suites and Event Venue
2 outdoor pools, a heated pool, pool umbrellas, sun loungers
Floridays Resort Orlando
3.5 star property
8.6 out of 10, Excellent, (10675)
"Property clean. Rooms clean and have all the comforts of home. Love the poolside cafe."
The price is CA $190
CA $259 total
includes taxes & fees
Jun 6 - Jun 7
Floridays Resort Orlando
Exterior
Ramada by Wyndham Kissimmee Gateway
3.0 star property
7.2 out of 10, Good, (5930)
"Great for the price..nothing fancy but not to bad."
The price is CA $60
CA $90 total
includes taxes & fees
Jun 2 - Jun 3
Ramada by Wyndham Kissimmee Gateway
Water park
Flamingo Waterpark Resort
3.0 star property
6.6 out of 10, (1148)
"We liked the property but the hours for the waterpark were confusing "
The price is CA $103
CA $162 total
includes taxes & fees
Jun 9 - Jun 10
Flamingo Waterpark Resort
5 outdoor pools
Summer Bay Orlando by Exploria Resorts
3.5 star property
8.4 out of 10, Very good, (4717)
"Our family have a great time "
The price is CA $171
CA $235 total
includes taxes & fees
Jun 5 - Jun 6
Summer Bay Orlando by Exploria Resorts
Terrace/patio
Holiday Inn & Suites Across From Universal Orlando, an IHG Hotel
3.0 star property
7.0 out of 10, Good, (564)
"All staff were friendly. Air conditioning was poor making hotel and room very warm."
The price is CA $97
CA $139 total
includes taxes & fees
May 27 - May 28
Holiday Inn & Suites Across From Universal Orlando, an IHG Hotel
Interior
Margaritaville Resort Orlando Cottages by Rentyl
4.0 star property
8.8 out of 10, Excellent, (842)
"Great place "
Margaritaville Resort Orlando Cottages by Rentyl
Lobby
Embassy Suites by Hilton Orlando International Dr ICON Park
3.5 star property
8.6 out of 10, Excellent, (1492)
"Amazing place and it is situated at a good location with lot of restaurants and attractions around."
The price is CA $133
CA $150 total
includes taxes & fees
Jun 7 - Jun 8
Embassy Suites by Hilton Orlando International Dr ICON Park
Aerial view
Vacation Village at Parkway
3.0 star property
8.2 out of 10, Very good, (1257)
"This was a great place to stay, close to Disney, plenty of room for our family and a great price. We did not use any of the amenities like the workout room or the pool, we were in the parks most of the time during our stay. The only problem we had was one morning around 7:30 AM. Someone from the staff opened our door while we were still in bed which was a little frightening and put us on edge the rest of our visit. I called the front desk and they said they don’t have any record of anyone...
Vacation Village at Parkway
Pillowtop beds, in-room safe, desk, blackout drapes
Wingate by Wyndham - Orlando International Airport
3.0 star property
8.8 out of 10, Excellent, (3982)
"Interior was clean but a bit outdated "
The price is CA $135
CA $152 total
includes taxes & fees
May 26 - May 27
Wingate by Wyndham - Orlando International Airport
Property amenity
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
3.0 star property
7.8 out of 10, Good, (1440)
"Good Service "
The price is CA $81
CA $124 total
includes taxes & fees
May 30 - May 31
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
Outdoor pool, sun loungers, lifeguards on site
Spectrum Resort Orlando
4.0 star property
9.2 out of 10, Wonderful, (191)
"I enjoyed myself at this beautiful property, I wanted to go on a relaxing vacation and this property really allowed me that. It was quiet, beautiful, and clean. My son did not want to leave he wanted to stay an extra day. My only concern was parking, I love the idea of wellness but when you are in the buildings in the back it’s a lot of walking lol 😂😂😂 especially when you left a restaurant. Overall this a spot you can enjoy with your family. Luxury, it feels like you are home. I recommend...
Spectrum Resort Orlando
The Club House
Orlando Lakefront Tiny House Community
4.5 star property
9.2 out of 10, Wonderful, (139)
"One of the nicest places I stayed. Definitely will be back. Nice view and kayaking was fun, my boyfriend evens caught to fish. "
The price is CA $104
CA $217 total
includes taxes & fees
Jun 4 - Jun 5
Orlando Lakefront Tiny House Community
Don't see what you're looking for?
See all available properties in Winter Garden
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.

Winter Garden Vacation Rental Travel Info

Number of vacation rentals
10
Popular accommodation
Winter Garden condos
Known landmarks
The Wizarding World of Harry Potter™, Garden Theatre and Museum of the Apopkans
International airport
Orlando, FL (MCO-Orlando Intl.)

Price trends for vacation rentals in Winter Garden

Less expensive
More expensive
Next month
September
February
CA $153
Month
Price
January
CA $170
February
CA $189
March
CA $148
April
CA $136
May
CA $140
June
CA $153
July
CA $153
August
CA $136
September
CA $129
October
CA $129
November
CA $137
December
CA $163
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Winter Garden. Select dates and complete search for nightly totals inclusive of taxes and fees.

Other types of properties in Winter Garden you may be interested in

3 outdoor pools, a heated pool, cabanas (surcharge), pool umbrellas
The Grove Resort & Water Park Orlando
4.0 star property
8.2 out of 10, Very good, (5387)
"Nothing more "
The price is CA $253
CA $353 total
includes taxes & fees
May 23 - May 24
The Grove Resort & Water Park Orlando
2 outdoor pools, pool umbrellas, sun loungers
Hilton Vacation Club Aqua Sol Orlando West
3.5 star property
8.6 out of 10, Excellent, (3529)
"I was not awarded that the building was under construction."
The price is CA $126
CA $188 total
includes taxes & fees
Jun 10 - Jun 11
Hilton Vacation Club Aqua Sol Orlando West
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, (2843)
"Everything was perfect! Thank you!"
The price is CA $157
CA $177 total
includes taxes & fees
Jun 4 - Jun 5
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.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Winter Garden. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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 spa tub.

How many vacation rentals are there in Winter Garden?

With 50 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.

Recent reviews of Winter Garden properties
Expedia verified reviews