Winter Garden Holiday Rentals

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Check prices for these dates

Tonight
8 Mar - 9 Mar
Tomorrow
9 Mar - 10 Mar
Next weekend
14 Mar - 16 Mar
In two weeks
21 Mar - 23 Mar

Holiday Rentals in Winter Garden

Vacation Village at Parkway
Aerial view

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very good, (1672)
"Great stay"
The price is S$146
includes taxes & fees
23 Mar - 24 Mar
Vacation Village at Parkway
Lake Buena Vista Resort Village & Spa
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, (8410)
"This is an older property but was perfectly adequate for our 4 night stay. The bed was comfortable and it was nice to have a full kitchen. Staff was great and our unit was very clean."
Lake Buena Vista Resort Village & Spa
Margaritaville Resort Orlando Cottages by Rentyl
Interior

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1242)
"Beautiful property with everything you could ever want or need available on site or very close by. Fun atmosphere. Very clean. "
Margaritaville Resort Orlando Cottages by Rentyl
Summer Bay Orlando by Exploria Resorts
5 outdoor pools

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very good, (5204)
"Pools are heated and facilities are super clean. You need to drive if you're in a far building but they offer rides and shuttles. Wal mart and Publix are super close. Lots of restaurants too. Staff were great too. Great place!! 5 star for sure"
The price is S$217
includes taxes & fees
30 Mar - 31 Mar
Summer Bay Orlando by Exploria Resorts
Florida Hotel & Conference Center in the Florida Mall
Reception

Florida Hotel & Conference Center in the Florida Mall

3.5 star property
9.0 out of 10, Wonderful, (1794)
"We needed a hotel for one night following our cruise before flying home tomorrow. We chose The Florida Hotel for its location to the airport and the fact that it had dining options and attached to The Florida Mall. Confirmation & communication with the hotel prior to arrival was terrific. They stored our bags until our room was ready, all staff were friendly & helpful. We shopped & had lunch then checked, our room was ready early. We sat by the quiet pool area in the afternoon. We dined at...
The price is S$332
includes taxes & fees
12 Mar - 13 Mar
Florida Hotel & Conference Center in the Florida Mall
Barefoot'n Resort Kissimmee Orlando
Exterior

Barefoot'n Resort Kissimmee Orlando

2.5 star property
9.0 out of 10, Wonderful, (19)
"We are so enjoy and comfortable to stay, i will be back again"
The price is S$163
includes taxes & fees
10 Mar - 11 Mar
Barefoot'n Resort Kissimmee Orlando
The View Studio Suites and Event Venue
Exterior

The View Studio Suites and Event Venue

3.5 star property
8.4 out of 10, Very good, (915)
"Staff are amazing but could use some updates! "
The price is S$128
includes taxes & fees
12 Mar - 13 Mar
The View Studio Suites and Event Venue
Floridays Resort Orlando
2 outdoor pools, a heated pool, open 7:00 AM to 11:00 PM, pool umbrellas

Floridays Resort Orlando

3.5 star property
8.6 out of 10, Excellent, (11254)
"Good place to stay well located "
The price is S$334
includes taxes & fees
18 Mar - 19 Mar
Floridays Resort Orlando
Reunion Resort & Golf Club
Water park

Reunion Resort & Golf Club

5.0 star property
8.6 out of 10, Excellent, (1229)
"Beautiful resort, bedroom extremely clean and very comfortable!"
The price is S$432
includes taxes & fees
23 Mar - 24 Mar
Reunion Resort & Golf Club
The Berkley, Orlando
Lobby sitting area

The Berkley, Orlando

4.0 star property
9.4 out of 10, Exceptional, (1695)
"This is the 5th time we have stayed. Bedroom layouts work great for us. "
The price is S$311
includes taxes & fees
10 Mar - 11 Mar
The Berkley, Orlando
WorldQuest Orlando Resort
Exterior

WorldQuest Orlando Resort

4.0 star property
8.4 out of 10, Very good, (3925)
"We had a large comfortable two bedroom for two couples. The bathrooms were not spotless but livable. The hot tub appeared to need a water change and/or chemicals - our bathing suites really smelled after using. Check in, security and parking was all really easy. Fast elevators; good size kitchen, nice balcony overlooking pool"
The price is S$358
includes taxes & fees
23 Mar - 24 Mar
WorldQuest Orlando Resort
Regal Oaks Resort Vacation Townhomes by IDILIQ
2 outdoor pools, open 8:00 AM to 9:00 PM, pool cabanas (surcharge)

Regal Oaks Resort Vacation Townhomes by IDILIQ

4.0 star property
8.4 out of 10, Very good, (2847)
"Great place to stay! close to Old Town and lots to do within driving distance. Hot tub with covered enclosure so nice. Would book again."
The price is S$505
includes taxes & fees
12 Mar - 13 Mar
Regal Oaks Resort Vacation Townhomes by IDILIQ
Barefoot Suites
Aerial view

Barefoot Suites

3.0 star property
9.0 out of 10, Wonderful, (1701)
"Noise from Old Town. "
The price is S$172
includes taxes & fees
17 Mar - 18 Mar
Barefoot Suites
Orlando Lakefront Tiny House Community
Individually decorated, individually furnished, laptop workspace

Orlando Lakefront Tiny House Community

3.0 star property
9.4 out of 10, Exceptional, (274)
"The property was in great shape, safe and clean. Highly recommended. "
The price is S$209
includes taxes & fees
10 Mar - 11 Mar
Orlando Lakefront Tiny House Community
Sonder at The Point
Outdoor pool, pool umbrellas, pool loungers

Sonder at The Point

4.0 star property
8.4 out of 10, Very good, (675)
"We never stayed at a hotel like Sonder. The online communication and check in instructions were on point. The property was very clean. Our one bedroom suite was well appointed, there was everything we needed to cook a meal. My only complaint about the kitchen was that the coffee maker doesn’t keep the coffee warm. The safe could also be in a more convenient spot, it’s difficult to reach it so close to the floor. I particularly liked the Essentials Closet access. It’s so easy to replenish...
The price is S$134
includes taxes & fees
30 Mar - 31 Mar
Sonder at The Point
Sonder Vista Cay
Outdoor pool

Sonder Vista Cay

3.5 star property
9.0 out of 10, Wonderful, (179)
"Clean place, all great appliances, comfortable beds. Close to dinning and grocery store. "
The price is S$250
includes taxes & fees
25 Mar - 26 Mar
Sonder Vista Cay
The Point Hotel & Suites
Outdoor pool

The Point Hotel & Suites

3.5 star property
8.0 out of 10, Very good, (3155)
"Was great stay "
The price is S$238
includes taxes & fees
20 Mar - 21 Mar
The Point Hotel & Suites
Sonder Wellborn
Property grounds

Sonder Wellborn

4.0 star property
8.2 out of 10, Very good, (232)
"A beautiful oasis in the downtown area, charming and peaceful "
The price is S$135
includes taxes & fees
1 Apr - 2 Apr
Sonder Wellborn
Holiday Inn Club Vacations Orlando Breeze Resort by IHG
2 outdoor pools, open 8 AM to 10 PM, pool loungers

Holiday Inn Club Vacations Orlando Breeze Resort by IHG

3.5 star property
9.4 out of 10, Exceptional, (420)
"Clean and very spacious!"
The price is S$227
includes taxes & fees
25 Mar - 26 Mar
Holiday Inn Club Vacations Orlando Breeze Resort by IHG
Encantada Resort Vacation Townhomes by IDILIQ
2 outdoor pools, pool umbrellas, pool loungers

Encantada Resort Vacation Townhomes by IDILIQ

3.0 star property
8.6 out of 10, Excellent, (1329)
"I recently stayed at Encantada Resort Vacation Townhomes by IDILIQ in Four Corners, Florida, from December 23 to January 2, and it was absolutely fantastic! The resort provided the perfect balance of relaxation and convenience. The townhome was spacious, clean, and well-maintained, with all the amenities we needed to feel at home. The fully equipped kitchen made it easy to prepare meals, and the private patio with a hot tub was an incredible touch for unwinding after a day of exploring. The...
The price is S$424
includes taxes & fees
10 Mar - 11 Mar
Encantada Resort Vacation Townhomes by IDILIQ
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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Other types of properties in Winter Garden you may be interested in

The Grove Resort & Water Park Orlando
Aerial view

The Grove Resort & Water Park Orlando

4.0 star property
8.0 out of 10, Very good, (7134)
"The wow factor when you pull up to the property is amazing 👏 very friendly staff and great accommodations. Comfy beds and lots of space throughout the unit. We stayed in a 3 bedroom. Could stock more detergent and linens and pillows for the pull-out and offer complimentary coffee /tea. Great little water park and pools for everyone. We would definitely go back."
The price is S$310
includes taxes & fees
9 Apr - 10 Apr
The Grove Resort & Water Park Orlando
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Lobby

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

2.5 star property
9.4 out of 10, Exceptional, (2699)
"Great clean hotel! "
The price is S$187
includes taxes & fees
31 Mar - 1 Apr
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Home2 Suites by Hilton Orlando at Flamingo Crossings
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, (3903)
"We really enjoyed our stay at home two suites, the parking on night one was kind of a nightmare because we got in extremely late. We had to park two motels over, but after that getting to the lot at a reasonable time made parking a lot more accessible, the staff was super friendly. The breakfast each morning was fresh good and had a great variety of foods got pretty packed if you went after 7 AM as there were a lot of families heading out to the parks"
The price is S$196
includes taxes & fees
31 Mar - 1 Apr
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.

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 59 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.