Winter Garden Holiday Rentals

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Holiday Rentals in Winter Garden

Avanti International Resort
3.0 star property
7.6 out of 10, Good, (2055)
"I liked the fact I was able to walk to local restaurants and stores. The cleanliness of the hotel was excellent. "
The price is NZ$124
per night
6 Jun - 7 Jun
Avanti International Resort
Lake Buena Vista Resort Village & Spa
4.0 star property
8.4 out of 10, Very good, (7183)
"Fabulous place for a family holiday. Would definitely recommend and would love to return here. Apartments spacious and well-equipped. Reception desk very helpful. Good parking. Bus transfer to theme parks. Lovely pool area. Furnishings need a bit of updating but small thing compared with all the positives of this place. Why stay in a hotel room when you can have all the space these apartments provide "
The price is NZ$334
per night
20 May - 21 May
Lake Buena Vista Resort Village & Spa
Hyatt Regency Orlando International Airport
4.0 star property
9.4 out of 10, Exceptional, (4814)
"Will stay here more often "
The price is NZ$371
per night
29 May - 30 May
Hyatt Regency Orlando International Airport
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Holiday Inn Resort Orlando - Lake Buena Vista, an IHG Hotel
3.5 star property
8.6 out of 10, Excellent, (3120)
"Property was clean & well maintained. Pool was relaxing & clean. Loved the tiki bar & convenience of shuttle!! Shuttle has multiple times to Epcot/TTC & Disney Springs it was perfect!! Market & applebees on site was nice for after park eats & cravings! Would stay again."
The price is NZ$152
per night
9 Jun - 10 Jun
Holiday Inn Resort Orlando - Lake Buena Vista, an IHG Hotel
Seralago Hotel & Suites Main Gate East
3.0 star property
5.2 out of 10, (5252)
"Excellent stay. Thank you"
The price is NZ$75
per night
16 May - 17 May
Seralago Hotel & Suites Main Gate East
CoCo Key Hotel and Water Resort 
3.5 star property
7.4 out of 10, Good, (3731)
"Amazing indoor water park. I really enjoyed the Luau on Saturday night. Also i loved the Jamaican music at the pool. My son and his friend had a great time. Thank you for a great experience and I plan to return in the future. Also thanks to the friendly staff that’s always a plus. Keep up the good work. God bless ❤️"
The price is NZ$140
per night
21 May - 22 May
CoCo Key Hotel and Water Resort 
Floridays Resort Orlando
3.5 star property
8.6 out of 10, Excellent, (10668)
"The suit was beautiful and clean, the property was very nice and all the staff was very nice. I will be back "
The price is NZ$256
per night
29 May - 30 May
Floridays Resort Orlando
Ramada by Wyndham Kissimmee Gateway
3.0 star property
7.2 out of 10, Good, (5895)
"My trip was awesome and the location was perfect "
The price is NZ$83
per night
16 May - 17 May
Ramada by Wyndham Kissimmee Gateway
The View Studio Suites and Event Venue
3.5 star property
8.4 out of 10, Very good, (184)
"Staff there was awesome!"
The price is NZ$130
per night
16 May - 17 May
The View Studio Suites and Event Venue
Holiday Inn & Suites Across From Universal Orlando, an IHG Hotel
3.0 star property
7.0 out of 10, Good, (558)
"Very clean and spacious"
The price is NZ$163
per night
19 May - 20 May
Holiday Inn & Suites Across From Universal Orlando, an IHG Hotel
Flamingo Waterpark Resort
3.0 star property
6.6 out of 10, (1143)
"The only issue was that I called to service my room 2 days before my last day and for 12pm but nothing was done so I have to grab toilet paper and towels from lobby "
The price is NZ$150
per night
16 May - 17 May
Flamingo Waterpark Resort
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
3.0 star property
7.0 out of 10, Good, (2417)
"Great costumer service, staff super friendly "
The price is NZ$246
per night
2 Jun - 3 Jun
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
Summer Bay Orlando by Exploria Resorts
3.5 star property
8.4 out of 10, Very good, (4709)
"Very clean and safe. Will stay there again if possible."
The price is NZ$237
per night
19 May - 20 May
Summer Bay Orlando by Exploria Resorts
Wingate by Wyndham - Orlando International Airport
3.0 star property
8.8 out of 10, Excellent, (3955)
"Allowed early check in. Close to airport"
The price is NZ$185
per night
27 May - 28 May
Wingate by Wyndham - Orlando International Airport
Embassy Suites by Hilton Orlando International Dr ICON Park
3.5 star property
8.6 out of 10, Excellent, (1479)
"They always brought up everything we needed. Very accommodating. "
The price is NZ$162
per night
19 May - 20 May
Embassy Suites by Hilton Orlando International Dr ICON Park
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
3.0 star property
7.8 out of 10, Good, (1437)
"Great service "
The price is NZ$162
per night
21 May - 22 May
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
Margaritaville Resort Orlando Cottages by Rentyl
4.0 star property
8.8 out of 10, Excellent, (833)
"The property was very nice but we had no idea what layout we would be getting until we arrived which made it hard to plan. The villa did not come with the frozen drink machine it was supposed to have and had no extra blankets or pillows "
Margaritaville Resort Orlando Cottages by Rentyl
Vacation Village at Parkway
3.0 star property
8.2 out of 10, Very good, (1253)
"I stay at a lot of resorts in the area!! This is one of my favorites 👍"
Vacation Village at Parkway
The Berkley, Orlando
4.0 star property
9.4 out of 10, Exceptional, (1411)
"Close to Disney, nice small hotel. Rooms were exactly as described, super comfortable for a family of 5. Checkout is strict but we had a late flight and they were great about accommodating us after check out time with parking. "
The Berkley, Orlando
Embassy Suites by Hilton Orlando Lake Buena Vista South
3.5 star property
9.2 out of 10, Wonderful, (1697)
"everything is excellent"
The price is NZ$270
per night
9 Jun - 10 Jun
Embassy Suites by Hilton Orlando Lake Buena Vista South
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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.

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

The Grove Resort & Water Park Orlando
4.0 star property
8.2 out of 10, Very good, (5351)
"Excellent "
The price is NZ$371
per night
21 May - 22 May
The Grove Resort & Water Park Orlando
Hilton Vacation Club Aqua Sol Orlando West
3.5 star property
8.6 out of 10, Excellent, (3528)
"Was very comfy and friendly staff"
The price is NZ$173
per night
3 Jun - 4 Jun
Hilton Vacation Club Aqua Sol Orlando West
Home2 Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
9.4 out of 10, Exceptional, (2798)
"Fantastic "
The price is NZ$207
per night
5 Jun - 6 Jun
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 holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Winter Garden holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Winter Garden. 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 Winter Garden. 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 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 holiday 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 Winter Garden short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Winter Garden?

Yes, there are holiday rentals in Winter Garden close to Surfari Water Park, or you can select a more secluded option if you're looking for a relaxing 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 are some of the best holiday rentals that Winter Garden has to offer?

The Berkley, Orlando: This holiday home rental outside of Winter Garden offers a furnished patio, a terrace and a BBQ 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 holiday with an arcade/games room and 1 hot tub.

How many holiday rentals are there in Winter Garden?

With 50 Expedia holiday rentals, you're guaranteed 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 holiday rentals like in Winter Garden?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winter Garden. Holiday rentals feature amenities like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a family trip or a small group gathering.

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