Winter Garden Holiday Rentals

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Holiday Rentals in Winter Garden

Our top choices for Winter Garden holiday rentals

Floridays Resort Orlando

3.5 star property
8.6 out of 10, Excellent, (11528)
"The size of the unit was great, it was quite and the pools and restaurants were great "
The price is AU$305
includes taxes & fees
25 Sept - 26 Sept
Floridays Resort Orlando

The View Studio Suites and Event Venue

3.5 star property
8.4 out of 10, Very good, (1292)
"I really enjoyed my stay. Very nice room and the staff was friendly and accommodating. Very good breakfast"
The price is AU$146
includes taxes & fees
28 Sept - 29 Sept
The View Studio Suites and Event Venue

Vacation Village at Parkway

3.0 star property
8.6 out of 10, Excellent, (2910)
"Clean rooms and wonderful staff"
The price is AU$166
includes taxes & fees
28 Sept - 29 Sept
Vacation Village at Parkway

Florida Hotel & Conference Center in the Florida Mall

3.5 star property
9.2 out of 10, Wonderful, (2143)
"Great location"
Florida Hotel & Conference Center in the Florida Mall

Lake Buena Vista Resort Village & Spa

4.0 star property
8.4 out of 10, Very good, (9193)
"Amazing stay "
Lake Buena Vista Resort Village & Spa

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1635)
"Great place to stay."
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very good, (5631)
"Great view perfect location "
The price is AU$225
includes taxes & fees
28 Sept - 29 Sept
Summer Bay Orlando by Exploria Resorts

Club Wyndham Cypress Palms

3.5 star property
9.0 out of 10, Wonderful, (1810)
"Nice place to stay"
Club Wyndham Cypress Palms

The Point Hotel & Suites

3.5 star property
8.0 out of 10, Very good, (3274)
"Room looked just like the photos online. Very comfortable and clean. "
The price is AU$167
includes taxes & fees
30 Sept - 1 Oct
The Point Hotel & Suites

Blue Tree Resort at Lake Buena Vista

3.0 star property
8.6 out of 10, Excellent, (1796)
"Very nice resort would stay again."
Blue Tree Resort at Lake Buena Vista

Reunion Resort & Golf Club

5.0 star property
8.8 out of 10, Excellent, (1401)
"Great place for the family "
Reunion Resort & Golf Club

The Point by Edge

4.0 star property
8.4 out of 10, Very good, (784)
"Gorgeous room and friendly staff."
The price is AU$134
includes taxes & fees
25 Sept - 26 Sept
The Point by Edge

The Berkley, Orlando

4.0 star property
9.6 out of 10, Exceptional, (1916)
"Great stay!"
The price is AU$206
includes taxes & fees
28 Sept - 29 Sept
The Berkley, Orlando

Vista Cay Resort by Millenium at Universal Blvd

3.5 star property
8.6 out of 10, Excellent, (1552)
"Enjoy my stay always "
Vista Cay Resort by Millenium at Universal Blvd

Regal Oaks Resort Vacation Townhomes by IDILIQ

4.0 star property
8.4 out of 10, Very good, (2982)
"Loved the location of the property and that the property was gated"
Regal Oaks Resort Vacation Townhomes by IDILIQ

Parc Corniche Condominium Suite Hotel

3.0 star property
8.0 out of 10, Very good, (2169)
"Is close to Seaworld and Aquatica, good option to stay in this hotel "
The price is AU$192
includes taxes & fees
29 Sept - 30 Sept
Parc Corniche Condominium Suite Hotel

Sonder by Marriott Bonvoy Vista Cay Apartments

3.5 star property
9.0 out of 10, Wonderful, (247)
"I love this property it was clean and the pool was fabulous. The concierge was helpful and friendly i definitely will be staying there again"
The price is AU$177
includes taxes & fees
1 Oct - 2 Oct
Sonder by Marriott Bonvoy Vista Cay Apartments

Magical Dreams

4.0 star property
10.0 out of 10, Exceptional, (1)
"estaba algo caliente pero nos contactamos con los encargados y nos solucionaron el problema "
The price is AU$221
includes taxes & fees
25 Sept - 26 Sept
Magical Dreams

Century Millenia

3.0 star property
9.0 out of 10, Wonderful, (87)
"Very comfortable,quite, safe and clean"
Century Millenia

Wellborn Hotel Downtown, Sonder by Marriott Bonvoy

4.0 star property
8.2 out of 10, Very good, (309)
"The staff was great, the room was really nice and comfortable, the ambiance was great "
The price is AU$158
includes taxes & fees
7 Oct - 8 Oct
Wellborn Hotel Downtown, Sonder by Marriott Bonvoy
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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Top Winter Garden Hotel Reviews

Find out more about Winter Garden

Find out more about Winter Garden

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$134 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 35 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 Butler and Lake Louisa State Park 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.