Winter Garden Vacation Rentals

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Vacation Rentals in Winter Garden

Outdoor pool, pool umbrellas, pool loungers
Avanti International Resort
3.0 star property
7.6 out of 10, Good, (2009)
"Property is very respectable for the cost. Could do a better job of cleaning rooms and upkeep of rooms and contents. Great pool area, bar and market place."
The price is RM351
RM475 total
includes taxes & fees
19 May - 20 May
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, (7139)
"Had a great time and everyone was great."
Lake Buena Vista Resort Village & Spa
Exterior
Holiday Inn Resort Orlando - Lake Buena Vista, an IHG Hotel
3.5 star property
8.6 out of 10, Excellent, (3097)
"Great Stay! "
The price is RM366
RM554 total
includes taxes & fees
27 May - 28 May
Holiday Inn Resort Orlando - Lake Buena Vista, an IHG Hotel
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Meeting facility
Hyatt Regency Orlando International Airport
4.0 star property
9.4 out of 10, Exceptional, (4771)
"Pretty good for the only hotel in the airport. Overall, wayyy too pricey though."
The price is RM943
RM1,061 total
includes taxes & fees
27 May - 28 May
Hyatt Regency Orlando International Airport
Water park
CoCo Key Hotel and Water Resort 
3.5 star property
7.4 out of 10, Good, (3699)
"Just need a upgrade on the tv & stickers on any extra door or extra opening to not open unless combined room. Other then that great experience we loved it "
The price is RM412
RM680 total
includes taxes & fees
8 May - 9 May
CoCo Key Hotel and Water Resort 
Exterior
Ramada by Wyndham Kissimmee Gateway
3.0 star property
7.2 out of 10, Good, (5849)
"Overall great service. The architecture is a bit run down & outdated, but they make out for it it in service & things to do around the hotel. All around a good community like hotel. Very close to Disney parks too. I recommend if you want a decent spot to stay on a tight budget close to Disney park. "
The price is RM262
RM372 total
includes taxes & fees
6 May - 7 May
Ramada by Wyndham Kissimmee Gateway
Property entrance
The View Studio Suites and Event Venue
3.5 star property
8.6 out of 10, Excellent, (154)
"Really happy with our choice to put our team at this property. It was less than a mile from our work location. The rooms were very clean and spacious. Check-in was easy. Breakfast was good. The place is a little dated, but you can tell they have put some money into updating it. "
The price is RM374
RM421 total
includes taxes & fees
12 May - 13 May
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, (10644)
"I have stayed here 4 other times and always enjoy the stay! Great rooms for a great price. The kids love the pool area and is very family oriented "
The price is RM652
RM894 total
includes taxes & fees
23 May - 24 May
Floridays Resort Orlando
Terrace/patio
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
3.0 star property
7.0 out of 10, Good, (2389)
"Great customer service"
The price is RM577
RM649 total
includes taxes & fees
12 May - 13 May
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
Terrace/patio
Holiday Inn & Suites Across From Universal Orlando, an IHG Hotel
3.0 star property
7.0 out of 10, Good, (546)
"The hotel itself was good. There were just extra charges like a destination fee and parking. I felt like these were unnecessary because of a shuttle to Universal and it wasn’t private parking. "
The price is RM401
RM552 total
includes taxes & fees
12 May - 13 May
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, (4681)
"Summer bay was great although the furniture was a little dated and it had a funny smell the entire stay. My children enjoyed themselves."
The price is RM611
RM836 total
includes taxes & fees
6 May - 7 May
Summer Bay Orlando by Exploria Resorts
Water park
Flamingo Waterpark Resort
3.0 star property
6.6 out of 10, (1133)
"We are staying at multiple places but each one has been very nice and comfortable and has been joyful to be at."
The price is RM380
RM587 total
includes taxes & fees
7 May - 8 May
Flamingo Waterpark Resort
2 outdoor pools, a heated pool, sun loungers
Seralago Hotel & Suites Main Gate East
3.0 star property
5.2 out of 10, (5222)
"Easy access to old Town "
The price is RM190
RM301 total
includes taxes & fees
6 May - 7 May
Seralago Hotel & Suites Main Gate East
Lobby
Embassy Suites by Hilton Orlando International Dr ICON Park
3.5 star property
8.6 out of 10, Excellent, (1462)
"Everything was amazing!"
The price is RM373
RM420 total
includes taxes & fees
12 May - 13 May
Embassy Suites by Hilton Orlando International Dr ICON Park
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, (3917)
"We had an early fight the next morning, so we stayed here just for one night. It was a couple min away from airport. Room was clean, comfortable, no issues at all and staff was welcoming. We got it last min and price was good. They also offer shuttle to airport if needed, but you can’t leave your car there as parking is limited. "
The price is RM516
RM580 total
includes taxes & fees
12 May - 13 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, (1422)
"I stayed here for 9 days while my daughter was attending her cheerleading competition at ESPN. The stay was excellent I came back to a cleaned room everyday. The staff was very accommodating when we needed a late checkout because our flight was delayed going home. Will stay here again in the future. "
The price is RM289
RM463 total
includes taxes & fees
12 May - 13 May
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
Interior
Margaritaville Resort Orlando Cottages by Rentyl
4.0 star property
8.8 out of 10, Excellent, (824)
"Absolutely would recommend a stay at Margaritaville Cottages. Everyone went out of their way to see that we were comfortable. Our specific cottage had 4 bedrooms and 3 full bathrooms plus a full size kitchen complete with refrigerator/freezer, stove and dishwasher. This unit also had a full size washer/dryer. Perfect for use after a long hot day at the parks. Located not far from Magic Kingdom in Kissimmee. Felt like we were in a tropical paradise from check in and throughout. Rum punch at check...
Margaritaville Resort Orlando Cottages by Rentyl
Aerial view
Vacation Village at Parkway
3.0 star property
8.2 out of 10, Very good, (1248)
"Second room was a separate apartment."
Vacation Village at Parkway
Outdoor pool
The Point Hotel & Suites
3.5 star property
8.0 out of 10, Very good, (2945)
"We had an unexpected problem with a different hotel stay at a different location. In an emergency type situation I was able to get rooms extremely fast and my family of 13 checked in within 2 hours (this includes carrying luggage for that family up and down 6 flights of stairs) I can not say enough good things about how amazing the staff was at getting us taken care of. Bertha is extremely kind and amazing in every way! She was able to turn a horrible situation into an excellent stay. Made us...
The price is RM402
RM507 total
includes taxes & fees
21 May - 22 May
The Point Hotel & Suites
2 outdoor pools, open 8:00 AM to 9:00 PM, cabanas (surcharge)
Regal Oaks Resort Vacation Townhomes by IDILIQ
4.0 star property
8.4 out of 10, Very good, (2659)
"The location, and property grounds are why it’s worth staying here. The cleanliness of the room is what turns me off from coming back. "
The price is RM609
RM1,455 total
includes taxes & fees
8 May - 9 May
Regal Oaks Resort Vacation Townhomes by IDILIQ
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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

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, (5328)
"Great location to stay with kids. Close to Disney and other restaurants if you want to go off property"
The price is RM1,039
RM1,405 total
includes taxes & fees
6 May - 7 May
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, (3527)
"Everything about this property is great for kids and adults. Beautiful walking around property anytime day or night. Feels very safe n very clean. We will return for sure. Love this resort"
The price is RM439
RM654 total
includes taxes & fees
13 May - 14 May
Hilton Vacation Club Aqua Sol Orlando West
Outdoor pool, pool loungers
Home2 Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
9.4 out of 10, Exceptional, (2745)
"A very lovely hotel with large rooms, excellent for family stays"
The price is RM500
RM563 total
includes taxes & fees
21 May - 22 May
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.

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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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