Winter Garden Holiday Rentals

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Holiday Rentals in Winter Garden

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, (7262)
"Warm reception. They have a convenience store we grabbed a few missing items. I felt safe walking around."
The price is NZ$364
per night
2 Jun - 3 Jun
Lake Buena Vista Resort Village & Spa
Outdoor pool, pool umbrellas, pool loungers
Avanti International Resort
3.0 star property
7.8 out of 10, Good, (2114)
"Excellent service "
The price is NZ$139
per night
6 Jun - 7 Jun
Avanti International Resort
Meeting facility
Hyatt Regency Orlando International Airport
4.0 star property
9.4 out of 10, Exceptional, (4866)
"it was amazing"
The price is NZ$364
per night
1 Jun - 2 Jun
Hyatt Regency Orlando International Airport
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Outdoor pool, a heated pool, pool umbrellas, pool loungers
Holiday Inn Resort Orlando - Lake Buena Vista, an IHG Hotel
3.5 star property
8.6 out of 10, Excellent, (3150)
"Was a nice stay "
The price is NZ$154
per night
30 May - 31 May
Holiday Inn Resort Orlando - Lake Buena Vista, an IHG Hotel
Water park
CoCo Key Hotel and Water Resort 
3.5 star property
7.4 out of 10, Good, (3771)
"We thoroughly enjoyed our time including the water park and the pool/hot tub area. Wished the water park had longer hours but we did enjoy it. Close by everything, and the staff was exceptional at keeping areas cleaned and numerous towels available. Had a great stay, will stay again! "
The price is NZ$166
per night
30 May - 31 May
CoCo Key Hotel and Water Resort 
Exterior
Ramada by Wyndham Kissimmee Gateway
3.0 star property
7.2 out of 10, Good, (5967)
"I did a last minute booking with this hotel and it was worth it very affordable for it being the holiday weekend. My ac n tv didn’t work in my 1st room but was immediately switch to a different room… they offer movie night great for the kids the pool was nice "
The price is NZ$81
per night
4 Jun - 5 Jun
Ramada by Wyndham Kissimmee Gateway
2 outdoor pools, a heated pool, pool umbrellas, pool loungers
Floridays Resort Orlando
3.5 star property
8.6 out of 10, Excellent, (10693)
"Spacious units with ample amenities. Well located and plenty of parking."
The price is NZ$286
per night
9 Jun - 10 Jun
Floridays Resort Orlando
Water park
Flamingo Waterpark Resort
3.0 star property
6.6 out of 10, (1158)
"Good hotel, water park really fun, need a little work but is fun!!!"
The price is NZ$140
per night
12 Jun - 13 Jun
Flamingo Waterpark Resort
Terrace/patio
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
3.0 star property
7.0 out of 10, Good, (2442)
"Amazing location… quiet room … very nice … it’s our 2 time on this hotel "
The price is NZ$223
per night
30 May - 31 May
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
Lobby
Embassy Suites by Hilton Orlando International Dr ICON Park
3.5 star property
8.6 out of 10, Excellent, (1508)
"Property was fine, bathroom too small."
The price is NZ$232
per night
6 Jun - 7 Jun
Embassy Suites by Hilton Orlando International Dr ICON Park
Property entrance
The View Studio Suites and Event Venue
3.5 star property
8.6 out of 10, Excellent, (204)
"This seems to be a facilty for senior care converted into a Hotel. Rooms are bigger than usual with great amenities. The staff is super nice and kind. Seems like their motto is Clean and Cleaner... spotless in terms of higiene. Good location and big parking."
The price is NZ$128
per night
30 May - 31 May
The View Studio Suites and Event Venue
Terrace/patio
Holiday Inn & Suites Across From Universal Orlando, an IHG Hotel
3.0 star property
7.2 out of 10, Good, (571)
"The rooms were big and clean, staff was friendly "
The price is NZ$166
per night
6 Jun - 7 Jun
Holiday Inn & Suites Across From Universal Orlando, an IHG Hotel
5 outdoor pools
Summer Bay Orlando by Exploria Resorts
3.5 star property
8.4 out of 10, Very good, (4733)
"Nice place to stay "
The price is NZ$251
per night
3 Jun - 4 Jun
Summer Bay Orlando by Exploria Resorts
Pillow-top beds, in-room safe, desk, blackout curtains
Wingate by Wyndham - Orlando International Airport
3.0 star property
8.8 out of 10, Excellent, (4000)
"Was a quick trip and had an early flight so being close to airport was convenient "
The price is NZ$155
per night
30 May - 31 May
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, (1446)
"Place was clean close too dinning, shopping and attractions."
The price is NZ$159
per night
6 Jun - 7 Jun
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
2 outdoor pools, a heated pool, pool loungers
Seralago Hotel & Suites Main Gate East
3.0 star property
5.2 out of 10, (5281)
"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 NZ$81
per night
9 Jun - 10 Jun
Seralago Hotel & Suites Main Gate East
Interior
Margaritaville Resort Orlando Cottages by Rentyl
4.0 star property
8.8 out of 10, Excellent, (846)
"Nice, clean, and quiet. "
Margaritaville Resort Orlando Cottages by Rentyl
Aerial view
Vacation Village at Parkway
3.0 star property
8.2 out of 10, Very good, (1264)
"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
Indoor pool, outdoor pool, pool umbrellas
Embassy Suites by Hilton Orlando International Dr Conv Ctr
3.5 star property
8.6 out of 10, Excellent, (1336)
"Nice and clean , great area, very happy with the service and all the hotel offer, the only negative is that they charge for parking, I was not aware until checkout."
The price is NZ$238
per night
9 Jun - 10 Jun
Embassy Suites by Hilton Orlando International Dr Conv Ctr
Lobby sitting area
The Berkley, Orlando
4.0 star property
9.4 out of 10, Exceptional, (1415)
"Nice and clean "
The Berkley, Orlando
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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.

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

3 outdoor pools, a heated pool, pool cabanas (surcharge), pool umbrellas
The Grove Resort & Water Park Orlando
4.0 star property
8.2 out of 10, Very good, (5416)
"I loved the water park. The staff was so friendly and helpful. Our room was beautiful. I find it odd you have to pay for room service though! "
The price is NZ$364
per night
3 Jun - 4 Jun
The Grove Resort & Water Park Orlando
2 outdoor pools, pool umbrellas, pool loungers
Hilton Vacation Club Aqua Sol Orlando West
3.5 star property
8.6 out of 10, Excellent, (3540)
"This is the best place ever I love to go I would recommend anyone to go here is my 4th time going there and my kids love it."
The price is NZ$156
per night
3 Jun - 4 Jun
Hilton Vacation Club Aqua Sol Orlando West
Outdoor pool, open 9:00 AM to 10:00 PM, pool loungers
Home2 Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
9.4 out of 10, Exceptional, (2881)
"Este hotel es tremendo si vas a Disney o vas a visitar areas cerca de Disney. Estas básicamente dentro de Disney. Puedes en carro llegar como en 8 min a los parques y hay guagua que te lleva del hotel. Frente al hotel tienes target, Walgreens, y restaurantes que puedes ir caminando. el personal del hotel demasiado buena gente, el desayuno incluido riquísimo y variado, el area de la piscina brutal y puedes usar las facilidades de los dos hoteles que quedan walking distance. Los cuartos grandes y...
The price is NZ$218
per night
16 Jun - 17 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.

Recent reviews of Winter Garden properties
Expedia verified reviews