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Check prices for these dates

Next weekend
Mar 21 - Mar 23
In two weeks
Mar 28 - Mar 30
In one month
Apr 11 - Apr 13
In two months
May 9 - May 11

Browse Select Winter Park Chalets

Beautiful Resort like Chalet - North Of Orlando In Longwood, Florida
Exterior

Beautiful Resort like Chalet - North Of Orlando In Longwood, Florida

9.6 out of 10, Exceptional, (14)
"Came to Sanford for softball tournament. Place was great.We felt like we were at home. Pari was wonderful. Would answer call or text right away. Didn’t have any problems or issues. Plan on staying here again if my team goes back to same tournament."
Beautiful Resort like Chalet - North Of Orlando In Longwood, Florida
Hidden Gem Jiminy Cricket
Resort view

Hidden Gem Jiminy Cricket

3.0 star property
Hidden Gem Jiminy Cricket
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 property types in Winter Park

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, (8418)
"We loved the 3 bedrooms to be able to spread out and cook our own meals. Two bathrooms made getting ready for the day easierKids enjoyed the Pirate Ship pool although the heater wasn’t working and it was a little chilly. Note the slide has a height requirement of 48in which disappointed our almost 6 year old, wished we would have known that ahead of time. Property was great overall, but one toilet had a black ring around the outer edge and the couch is ready to be replaced, as well as some...
Lake Buena Vista Resort Village & Spa
Florida Hotel & Conference Center in the Florida Mall
Reception

Florida Hotel & Conference Center in the Florida Mall

3.5 star property
9.2 out of 10, Wonderful, (1806)
"Great, clean property and friendly staff! Only issue is the check-in time 4pm is crazy as an initial check-in time really!……the day is pretty much over! "
The price is CA $264
CA $335 total
includes taxes & fees
Mar 16 - Mar 17
Florida Hotel & Conference Center in the Florida Mall
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, (924)
"Lovey bed and linens but very cheap furniture. Some base board damage which should be repaired. Very nice people who checked us in. Nice breakfast!"
The price is CA $123
CA $139 total
includes taxes & fees
Mar 17 - Mar 18
The View Studio Suites and Event Venue
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.