Winter Garden Holiday Rentals

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Holiday Rentals in Winter Garden

Avanti International Resort
3.0 star property
7.8 out of 10, Good, 2,215 reviews
"The hotel grounds are beautiful. The pool is gorgeous. Traveled here for a business trip for overnight. The a/c could have been better, but it was okay. Did not contact front desk as it was cool enough, but I was thankful that I brought a cooling sheet from home. The shower was not good. The pressure SUCKED!! The shower only had a glass panel right next to the shower head (rainfall, not my preference) and water got all over the bathroom floor. I would suggest either a shower curtain or a...
The price is AU$150
per night
1 July - 2 July
Avanti International Resort
Lake Buena Vista Resort Village & Spa
4.0 star property
8.4 out of 10, Very good, 7,391 reviews
"The property was great! Beautiful landscaping and the rooms were very spacious and clean with full kitchens!! Balcony was awesome with views of all of disneys firework shows. The only negative was the room keys didnt work so great had to run them 3 or4 times to get in doors. "
The price is AU$346
per night
24 June - 25 June
Lake Buena Vista Resort Village & Spa
Hyatt Regency Orlando International Airport
4.0 star property
9.4 out of 10, Exceptional, 4,949 reviews
"Very quick, friendly and polite. Very happy with the room as well too. "
The price is AU$303
per night
3 July - 4 July
Hyatt Regency Orlando International Airport
Holiday Inn Resort Orlando - Lake Buena Vista, an IHG Hotel
3.5 star property
8.6 out of 10, Excellent, 3,220 reviews
"Shuttle to Epcot. Seemed like a lot to do at the hotel for families (movie theater, arcade, large pool, splash pad, poolside tiki hut for drinks and food). "
The price is AU$155
per night
8 July - 9 July
Holiday Inn Resort Orlando - Lake Buena Vista, an IHG Hotel
Ramada by Wyndham Kissimmee Gateway
3.0 star property
7.2 out of 10, Good, 6,058 reviews
"It was accessible to everything that I needed"
The price is AU$95
per night
24 June - 25 June
Ramada by Wyndham Kissimmee Gateway
CoCo Key Hotel and Water Resort 
3.5 star property
7.4 out of 10, Good, 3,851 reviews
"This property has it all! Music, water slides, arcade, hotel rooms, bars, restaurants, and gift shop."
The price is AU$179
per night
19 June - 20 June
CoCo Key Hotel and Water Resort 
Flamingo Waterpark Resort
3.0 star property
6.8 out of 10, 1,184 reviews
"Una estadía amena, el personal muy atento y cerca de muchas cosas. El parque de aguas excelente para las atracciones que tiene."
The price is AU$137
per night
19 June - 20 June
Flamingo Waterpark Resort
Floridays Resort Orlando
3.5 star property
8.6 out of 10, Excellent, 10,758 reviews
"Room is well stocked. Comfortable beds. Food situation is a bit of a bummer and expensive. If we were staying for more than 2 days dining would have been an issue."
The price is AU$320
per night
9 July - 10 July
Floridays Resort Orlando
Wingate by Wyndham - Orlando International Airport
3.0 star property
8.8 out of 10, Excellent, 4,080 reviews
"I had a good experience at Wingate. Stay was pleasant, comfortable and the quality of the hotel was exceptional. Issues to address are: Room was comfortable but the Hallways need to be A/C as it was stifling warm and difficult to breath. I called prior to my visit and I visited early in am asking for an early reservation upon someone leaving. I was asked for phone number and told I would be contacted upon a room availability. People were leaving but I never received a call for an early...
The price is AU$169
per night
24 June - 25 June
Wingate by Wyndham - Orlando International Airport
Holiday Inn & Suites Across From Universal Orlando, an IHG Hotel
3.0 star property
7.2 out of 10, Good, 601 reviews
"Stayed for WTR staff was so nice and our room was really clean "
The price is AU$164
per night
24 June - 25 June
Holiday Inn & Suites Across From Universal Orlando, an IHG Hotel
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
3.0 star property
7.0 out of 10, Good, 2,498 reviews
"Perfect "
The price is AU$206
per night
23 June - 24 June
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
Embassy Suites by Hilton Orlando International Dr ICON Park
3.5 star property
8.6 out of 10, Excellent, 1,560 reviews
"I loved my stay there I seen some bad reviews prior to checking in so I was a little nervous but my room was nice clean, no bad smell, good breakfast close to lots of restaurants and walking distance to ICON park and free drinks at the bar for happy hour was my favorite part lol. Will definitely book again with them when I travel to Orlando "
The price is AU$186
per night
10 July - 11 July
Embassy Suites by Hilton Orlando International Dr ICON Park
The View Studio Suites and Event Venue
3.5 star property
8.4 out of 10, Very good, 235 reviews
"Very nice place to stay. The front desk was very kind. We had a full refrigerator and microwave which was great. The room had a smart TV and we were able to access Prime Video and Netflix using our own accounts. The wifi was a bit low so we used our hotspot for the TV. Overall a sweet spot to stay, a nice getaway from all the hub bub of Disney or Universals afflilated hotels, yet still close to all Orlando has to offer. "
The price is AU$122
per night
3 July - 4 July
The View Studio Suites and Event Venue
Summer Bay Orlando by Exploria Resorts
3.5 star property
8.4 out of 10, Very good, 4,776 reviews
"The third time I stayed here and enjoyed it as usual..stayed here for family vacation..took family to Disney..they have free shuttle to parks with was easy and convenient…lots of thing for family to do in and around property "
The price is AU$195
per night
2 July - 3 July
Summer Bay Orlando by Exploria Resorts
Seralago Hotel & Suites Main Gate East
3.0 star property
5.2 out of 10, 5,311 reviews
"thanks for your service "
The price is AU$71
per night
19 June - 20 June
Seralago Hotel & Suites Main Gate East
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
3.0 star property
7.8 out of 10, Good, 1,477 reviews
"Close to Disney, nice staff"
The price is AU$148
per night
24 June - 25 June
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, 861 reviews
"Property was absolutely beautiful! The cottages were amazing! We got to use the amenities after checking out. I would highly recommend this place with families with children. If you want to go to a resort to relax by the pool, this isn’t it, this is more for people with families. The cottages are well equipped for families. Overall his beautiful !!"
Margaritaville Resort Orlando Cottages by Rentyl
The Berkley, Orlando
4.0 star property
9.4 out of 10, Exceptional, 1,430 reviews
"Room was nice and spacious and clean , the staff was very nice !! "
The Berkley, Orlando
Vacation Village at Parkway
3.0 star property
8.2 out of 10, Very good, 1,277 reviews
"Everything was close to the resort "
Vacation Village at Parkway
The Point Hotel & Suites
3.5 star property
8.0 out of 10, Very good, 2,981 reviews
"Super clean! The woman at the front desk was so kind!! "
The price is AU$180
per night
19 June - 20 June
The Point Hotel & Suites
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 Holiday Home Travel Info

Number of holiday homes
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.)

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, 5,625 reviews
"Overall a very good experience. Clean and very equipped rooms. Passage ways could’ve been better maintained. Exit signs hanging from ceiling. Besides that very convenience area for shopping and theme parks."
The price is AU$355
per night
20 June - 21 June
The Grove Resort & Water Park Orlando
Hilton Vacation Club Aqua Sol Orlando West
3.5 star property
8.6 out of 10, Excellent, 3,589 reviews
"Had a great stay with the family. The only thing I would liked to have had the pool stay open later especially since it was closed due to weather for hours each day. All in all we had a great time. Also pet policy needs attention check out morning there was a pile of smelly 💩 next to our front door. "
The price is AU$162
per night
24 June - 25 June
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, 3,011 reviews
"Love the service"
The price is AU$203
per night
1 July - 2 July
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winter Garden holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Winter Garden holiday 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winter Garden holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winter Garden holiday rentals we have selected for you start as low as AU$71 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Winter Garden rentals

At Expedia, we put the best Winter Garden holiday 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 holiday.

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 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 51 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 Lake Butler 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