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, (4836)
"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 $257
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, (2083)
"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, (7210)
"Very good place to stay"
The price is CA $196
CA $257 total
includes taxes & fees
May 22 - May 23
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, (3742)
"My family and I stayed here three years ago and this past week. Nothing has changed and that is a good thing! The staff is kind and attentive. The hotel is clean and the landscaping is beautiful. They even delivered a microwave to our room at midnight so I could heat up my pizza. For the price, you cannot get better! "
The price is CA $113
CA $190 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, (3132)
"Holiday Inn was fantastic! From the front desk to the room, everything was wonderful! "
The price is CA $111
CA $166 total
includes taxes & fees
Jun 10 - Jun 11
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, (5265)
"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, (2424)
"I love the ladies in front desk they are so wonderful helping people . "
The price is CA $132
CA $149 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, (190)
"Beautiful property, beautiful view from my room, clean, easy parking and most importantly friendly staff. "
The price is CA $95
CA $107 total
includes taxes & fees
May 29 - May 30
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, (10672)
"Everything was nice"
The price is CA $189
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, (5925)
"Quick check in. Nice room. A go to for a quick weekend stay. "
The price is CA $60
CA $90 total
includes taxes & fees
May 23 - May 24
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 $109
CA $169 total
includes taxes & fees
May 23 - May 24
Flamingo Waterpark Resort
5 outdoor pools
Summer Bay Orlando by Exploria Resorts
3.5 star property
8.4 out of 10, Very good, (4714)
"We loved all of the pool options as well as having so many amenities available on site. We enjoyed playing mini golf as well as doing various craft projects with the kids. The kids loved it so much that we want to stay again! "
The price is CA $176
CA $240 total
includes taxes & fees
May 22 - May 23
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, (561)
"All staff were friendly. Air conditioning was poor making hotel and room very warm."
The price is CA $97
CA $138 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, (1490)
"Great option for large families. Breakfast is a plus!"
The price is CA $137
CA $154 total
includes taxes & fees
May 27 - May 28
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, (1255)
"I stay at a lot of resorts in the area!! This is one of my favorites 👍"
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, (3978)
"Interior was clean but a bit outdated "
The price is CA $124
CA $139 total
includes taxes & fees
May 22 - May 23
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 29 - May 30
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 $154
Month
Price
January
CA $170
February
CA $184
March
CA $146
April
CA $137
May
CA $147
June
CA $154
July
CA $154
August
CA $137
September
CA $127
October
CA $129
November
CA $135
December
CA $171
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, (5378)
"We will stay in this property again. "
The price is CA $271
CA $373 total
includes taxes & fees
May 22 - May 23
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, (3519)
"There was a lot of construction going on around the entrance area of the hotel. Made it kind of noisy and hard to get around. But this is a temporary thing and it will be better once its done I'm sure."
The price is CA $126
CA $188 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, (2837)
"Great location and amenities. Easy walk to Target, food, and dessert! Easy to get around "
The price is CA $158
CA $178 total
includes taxes & fees
Jun 5 - Jun 6
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

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

5/5 Excellent
"We will stay in this property again. "
A verified traveller stayed at The Grove Resort & Water Park Orlando
Posted 18 hours ago
The Grove Resort & Water Park Orlando