Winter Garden Hotel Guide - Romantic Hotels in Winter Garden, Florida

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Check availability on Winter Garden Romantic Hotels

Top Winter Garden Romantic Hotels

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, (8646)
"Great stay "
The price is €202
includes taxes & fees
21 Oct - 22 Oct
The Grove Resort & Water Park Orlando
Upstay: 3BR Condo w Pool Hot Tub Sauna—Near Disney
Pool
Upstay: 3BR Condo w Pool Hot Tub Sauna—Near Disney
Upstay: 3BR Condo w Pool Hot Tub Sauna—Near Disney
The Oak View Place..
Outdoor pool
The Oak View Place..
9.2 out of 10, Wonderful, (10)
"The VRBO looked brand new and I only knew it was not because of the reviews from previous years. The live oak trees on the property added to the beauty of the surroundings."
The price is €257
includes taxes & fees
15 Oct - 16 Oct
The Oak View Place..
Upstay - Pet-Friendly Family Condo near Disney
Pool
Upstay - Pet-Friendly Family Condo near Disney
Upstay - Pet-Friendly Family Condo near Disney
Upstay: 2BR Condo Near Disney w Pool & Hot Tub
Interior
Upstay: 2BR Condo Near Disney w Pool & Hot Tub
The price is €213
includes taxes & fees
15 Oct - 16 Oct
Upstay: 2BR Condo Near Disney w Pool & Hot Tub
Upstay - Condo w Pool, Hot Tub, More - Near Disney
Pool
Upstay - Condo w Pool, Hot Tub, More - Near Disney
9.0 out of 10, Wonderful, (22)
"Great place! Convenient, cozy and clean!"
The price is €236
includes taxes & fees
15 Oct - 16 Oct
Upstay - Condo w Pool, Hot Tub, More - Near Disney
Upstay Condo with Hot Tub, Outdoor Pool & Sauna
Pool
Upstay Condo with Hot Tub, Outdoor Pool & Sauna
10.0 out of 10, Exceptional, (1)
"The check in process was easy and quick. We had self check in and 2 balconies the view was amazing! We loved everything about this property"
Upstay Condo with Hot Tub, Outdoor Pool & Sauna
Beautiful Condo w Outdoor Pool, Hot Tub and Sauna
Interior
Beautiful Condo w Outdoor Pool, Hot Tub and Sauna
8.8 out of 10, Excellent, (5)
"I loved it!!"
The price is €244
includes taxes & fees
5 Nov - 6 Nov
Beautiful Condo w Outdoor Pool, Hot Tub and Sauna
Condo w Pool, Hot Tub, Games Room - Pet Friendly
Pool
Condo w Pool, Hot Tub, Games Room - Pet Friendly
8.0 out of 10, Very good, (3)
"Property is very clean, with easy access and parking. Property management team is responsive and helpful."
Condo w Pool, Hot Tub, Games Room - Pet Friendly
Rosen Shingle Creek
4 outdoor pools, open 5:30 AM to midnight, pool cabanas (surcharge)
Rosen Shingle Creek
4.5 star property
9.4 out of 10, Exceptional, (4089)
"Always a great experience when we stay here. "
The price is €100
includes taxes & fees
8 Nov - 9 Nov
Rosen Shingle Creek
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

Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG

10/10 Excellent
"Nice place, clean rooms. Very family oriented. "
Shelly 1-night trip
Posted 9 hours ago
Holiday Inn Resort Kissimmee by the Parks by IHG

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Frequently asked questions

Searching for romantic hotels in Winter Garden?
Are you looking for a romantic getaway? Our guests also love Winter Garden for its fun-filled attractions, major shopping area and array of dining options. You might consider checking out some of the nearby sights and attractions such as Lake Butler, Orange County National Golf Club or Lake Louisa State Park. If you're interested in staying close to a particular destination, you can sort properties by neighbourhood or distance to top landmarks, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Winter Garden?
If you're hoping to get lost in the rain on your romantic getaway, take a look at these details about year-round temperatures in Winter Garden: The hottest months are usually August and July, with an average temperature of 28°C, while the coldest months are January and February, with an average of 18°C. The rainiest months in Winter Garden are August, July, September and June, with each month seeing an average of 217 mm of rainfall.
What is there to do in Winter Garden?
There's nothing better than experiencing a new place with your sweetheart, so consider taking time to discover all there is to see and do in Winter Garden. If you're hoping to see some of the area's cultural attractions, you and your partner will love Winter Garden for its fun-filled attractions and major shopping area. You might think about visiting Lake Butler, Orange County National Golf Club or Lake Louisa State Park.
What's the best way to get to Winter Garden and around town during my romantic getaway?
This information about transportation options in Winter Garden might help your romantic trip get off to a smooth start: To get to Winter Garden, book a flight to Orlando International Airport (MCO), which is the closest major airport, located 19.3 mi (31 km) from the city centre. If you'd like to venture out around the area, you may want to rent a car for your trip.