Holiday Rentals in Winter Garden

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Holiday Rentals in Winter Garden

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very good, (1921)
"They were contingent on a timeshare , that I had to pay for but did not attend. "
The price is €94
includes taxes & fees
5 May - 6 May
Vacation Village at Parkway

Lake Buena Vista Resort Village & Spa

4.0 star property
8.4 out of 10, Very good, (8556)
"We loved our room! We had a 2 bedroom, 2 Bath. We had so much room! It felt like coming home at the end of the night instead of a hotel room. Also, the spa was amazing. Pavlina was awesome! I had the Swedish massage with hot stones. Absolutely the best one I have ever had! I would love to stay here again! Hopefully she will still be working there next time!"
Lake Buena Vista Resort Village & Spa

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very good, (5329)
"it was a very quite and relaxing environment perfect for a vacation"
The price is €148
includes taxes & fees
21 Apr - 22 Apr
Summer Bay Orlando by Exploria Resorts

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1328)
"Everything was great overall. Hard to get room services at the cottages since phone rings and no answer. "
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

Barefoot'n Resort Kissimmee Orlando

2.5 star property
9.4 out of 10, Exceptional, (52)
"Online it states that it is two bedrooms however it’s actually two separate units one above the other. "
The price is €134
includes taxes & fees
14 Apr - 15 Apr
Barefoot'n Resort Kissimmee Orlando

Florida Hotel & Conference Center in the Florida Mall

3.5 star property
9.2 out of 10, Wonderful, (1864)
"The property/our room was clean. Tue ENTIRE staff we communicated with were all so friendly and helpful. I unfortunately didn’t get everyone’s names but I did communicate with with a Sebastian. Super nice people. "
The price is €222
includes taxes & fees
12 Apr - 13 Apr
Florida Hotel & Conference Center in the Florida Mall

The View Studio Suites and Event Venue

3.0 star property
8.4 out of 10, Very good, (1009)
"Away from the city center, made it a quite stay. "
The price is €73
includes taxes & fees
15 Apr - 16 Apr
The View Studio Suites and Event Venue

Floridays Resort Orlando

3.5 star property
8.6 out of 10, Excellent, (11311)
"I enjoyed my stay and even extended to say an additional day. I loved the property and the staff was amazing."
The price is €204
includes taxes & fees
6 May - 7 May
Floridays Resort Orlando

Reunion Resort & Golf Club

5.0 star property
8.6 out of 10, Excellent, (1256)
"Quiet setting. Resort style. Staff friendliness. Cleanliness. "
The price is €254
includes taxes & fees
4 May - 5 May
Reunion Resort & Golf Club

Regal Oaks Resort Vacation Townhomes by IDILIQ

4.0 star property
8.4 out of 10, Very good, (2877)
"Really liked the size of the house, fantastic amount of room. Part that could’ve been improved on was overall cleanness inside the house. It was dusty and very dirty floors. Also small detail - bring your own oven mitts, salt & pepper shakers, just in general ail equipped for standard household goods. Table outside was running on its last legs. Otherwise again, great space to be in for a large family. "
The price is €304
includes taxes & fees
11 May - 12 May
Regal Oaks Resort Vacation Townhomes by IDILIQ

Club Wyndham Cypress Palms

3.5 star property
9.0 out of 10, Wonderful, (1688)
"The property was nice and the staff was friendly and helpful. My room was extremely clean throughout. The amenities was cool also. "
Club Wyndham Cypress Palms

The Berkley, Orlando

4.0 star property
9.4 out of 10, Exceptional, (1738)
"Very friendly staff and took care of a problem right away. The rooms are large with plenty of space but are definitely dated and the furniture is uncomfortable. The beds are newer and comfortable. The resort does have activities but I was never able to join any of them or the pool so I can not speak of them. The location is nice but getting out on the highway can be tricky at times, almost frustrating. I would stay here again without question. "
The price is €154
includes taxes & fees
1 May - 2 May
The Berkley, Orlando

Blue Tree Resort at Lake Buena Vista

3.0 star property
8.6 out of 10, Excellent, (1696)
"Clean,quiet great swimming pools."
Blue Tree Resort at Lake Buena Vista

Sonder Vista Cay

3.5 star property
9.0 out of 10, Wonderful, (192)
"Apartment was clean. "
The price is €157
includes taxes & fees
4 May - 5 May
Sonder Vista Cay

WorldQuest Orlando Resort

4.0 star property
8.4 out of 10, Very good, (3955)
"The hotel was very clean and the staff was friendly and efficient. "
The price is €249
includes taxes & fees
10 May - 11 May
WorldQuest Orlando Resort

Sonder Wellborn

4.0 star property
8.2 out of 10, Very good, (254)
"We love a old building, some quirks. "
The price is €90
includes taxes & fees
6 May - 7 May
Sonder Wellborn

Magic Village Yards, Trademark Collection by Wyndham

4.0 star property
9.2 out of 10, Wonderful, (1129)
"Amazing property. 10/10 recommend! "
Magic Village Yards, Trademark Collection by Wyndham

The Point Hotel & Suites

3.5 star property
8.0 out of 10, Very good, (3171)
"Comfortable, great size room for 2 people, safe area, everything near by"
The price is €139
includes taxes & fees
6 May - 7 May
The Point Hotel & Suites

Sonder at The Point

4.0 star property
8.4 out of 10, Very good, (697)
"Place was amazing as always. Definitely looking forward to staying again. "
The price is €114
includes taxes & fees
20 Apr - 21 Apr
Sonder at The Point

Parc Corniche Condominium Suite Hotel

3.0 star property
7.8 out of 10, Good, (2126)
"Stayed there many times "
The price is €127
includes taxes & fees
12 Apr - 13 Apr
Parc Corniche Condominium Suite Hotel
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.
Don't see what you're looking for?
See all available properties in Winter Garden
Save an average of 15% on thousands of hotels when you're signed in

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

The Grove Resort & Water Park Orlando

4.0 star property
8.0 out of 10, Very good, (7410)
"We could not check in right away it was late night probably 5ish. Sheets where dirty called housekeeping twice no soap in master bedroom washer flooded room . Maintenance had to come fix . I had housekeeping and maintenance in my room same time 2 days in row. Room 3201. It seem like room wasn’t ready. But after things where fix. It was ok "
The price is €239
includes taxes & fees
6 May - 7 May
The Grove Resort & Water Park Orlando

Home2 Suites by Hilton Orlando at Flamingo Crossings

3.0 star property
9.4 out of 10, Exceptional, (3972)
"24 hour front desk, breakfast, pool Didn’t like pool slide worker unavailable, free shuttle to park limited hours that don’t match park hours"
The price is €122
includes taxes & fees
11 May - 12 May
Home2 Suites by Hilton Orlando at Flamingo Crossings

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

2.5 star property
9.4 out of 10, Exceptional, (2818)
"Good but Room service is very poor"
The price is €116
includes taxes & fees
27 Apr - 28 Apr
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
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.

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 55 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.