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, (4846)
"Very convenient "
The price is CA $273
CA $307 total
includes taxes & fees
May 25 - May 26
Hyatt Regency Orlando International Airport
Outdoor pool, pool umbrellas, sun loungers
Avanti International Resort
3.0 star property
7.8 out of 10, Good, (2094)
"It was better than expected. We really enjoyed this resort for the price. "
The price is CA $101
CA $137 total
includes taxes & fees
Jun 13 - Jun 14
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, (7222)
"Nice location. Spacious. "
The price is CA $208
CA $270 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, (3746)
"Great for the children. Easy to walk around. Adjoining rooms "
The price is CA $122
CA $203 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 $115
CA $171 total
includes taxes & fees
May 27 - May 28
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, (5270)
"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 $90 total
includes taxes & fees
May 30 - May 31
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, (2432)
"Amazing stay and service "
The price is CA $122
CA $137 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, (193)
"This Hotel was so newly remodeled that it seemed like a Walt Disney Hotel! The staff was more than nice, they were actually very caring! 5 Stars from me!!!"
The price is CA $86
CA $97 total
includes taxes & fees
May 28 - May 29
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, (10677)
"Property clean. Rooms clean and have all the comforts of home. Love the poolside cafe."
The price is CA $191
CA $261 total
includes taxes & fees
Jun 9 - Jun 10
Floridays Resort Orlando
Exterior
Ramada by Wyndham Kissimmee Gateway
3.0 star property
7.2 out of 10, Good, (5938)
"Great for the price..nothing fancy but not to bad."
The price is CA $60
CA $90 total
includes taxes & fees
Jun 11 - Jun 12
Ramada by Wyndham Kissimmee Gateway
Water park
Flamingo Waterpark Resort
3.0 star property
6.6 out of 10, (1149)
"We liked the property but the hours for the waterpark were confusing "
The price is CA $104
CA $163 total
includes taxes & fees
Jun 11 - Jun 12
Flamingo Waterpark Resort
5 outdoor pools
Summer Bay Orlando by Exploria Resorts
3.5 star property
8.4 out of 10, Very good, (4719)
"Our family have a great time "
The price is CA $159
CA $223 total
includes taxes & fees
May 28 - May 29
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, (567)
"All staff were friendly. Air conditioning was poor making hotel and room very warm."
The price is CA $116
CA $160 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, (843)
"great stay"
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, (1495)
"Amazing place and it is situated at a good location with lot of restaurants and attractions around."
The price is CA $134
CA $151 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, (1258)
"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, (3986)
"This is always where I stay before an early flight out. Never had a bad experience "
The price is CA $123
CA $138 total
includes taxes & fees
May 28 - May 29
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, (1442)
"Good Service "
The price is CA $84
CA $134 total
includes taxes & fees
Jun 11 - Jun 12
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, (192)
"Loved the place. Wished the pool was open longer. "
Spectrum Resort Orlando
The Club House
Orlando Lakefront Tiny House Community
4.5 star property
9.2 out of 10, Wonderful, (141)
"If you love Tiny Homes!!! This is the place. Management is phenomenal. Great communication and helpful. We stayed in The View. Loved it. Big window facing the Lake. Peaceful Cant wait to go BACK!!"
The price is CA $105
CA $219 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 $152
Month
Price
January
CA $176
February
CA $192
March
CA $162
April
CA $141
May
CA $137
June
CA $152
July
CA $152
August
CA $135
September
CA $129
October
CA $133
November
CA $135
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, (5405)
"Nothing more "
The price is CA $273
CA $376 total
includes taxes & fees
May 27 - May 28
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, (3537)
"I was not awarded that the building was under construction."
The price is CA $119
CA $181 total
includes taxes & fees
Jun 9 - Jun 10
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, (2850)
"Everything was perfect! Thank you!"
The price is CA $164
CA $184 total
includes taxes & fees
Jun 16 - Jun 17
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.

Everything you need to know about Winter Garden vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winter Garden vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winter Garden vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Winter Garden vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winter Garden. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winter Garden vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winter Garden vacation rentals we have selected for you start as low as CA $57 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winter Garden rentals

At Expedia, we put the best Winter Garden vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Winter Garden rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winter Garden vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winter Garden. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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