Find Romantic Hotels in Winter Garden, FL

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Check availability on Winter Garden Romantic Hotels

Our top choices for Winter Garden romantic hotels

Aerial view

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando
4.0 star property
Winter Garden
8.0 out of 10, Very Good, (9,005 reviews)
"Great resort"
United States
Hasam
The price is ￥25,818
￥37,467 total
includes taxes & fees
Feb 22 - Feb 23
The Grove Resort & Water Park Orlando
Interior

Upstay: 3BR Condo w Pool, Sauna—Near Disney

Upstay: 3BR Condo w Pool, Sauna—Near Disney
Winter Garden
Upstay: 3BR Condo w Pool, Sauna—Near Disney
Interior

Upstay - Pet-Friendly Family Condo near Disney

Upstay - Pet-Friendly Family Condo near Disney
Winter Garden
The price is ￥16,856
￥48,572 total
includes taxes & fees
Mar 4 - Mar 5
Upstay - Pet-Friendly Family Condo near Disney
Exterior

Family-Friendly Condo with Pool & Sauna

Family-Friendly Condo with Pool & Sauna
Winter Garden
The price is ￥16,703
￥44,614 total
includes taxes & fees
Mar 4 - Mar 5
Family-Friendly Condo with Pool & Sauna
TV

Upstay Condo with Outdoor Pool & Sauna

Upstay Condo with Outdoor Pool & Sauna
Winter Garden
10.0 out of 10, Exceptional, (1 review)
"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"
United States
Trennecia B.
The price is ￥17,623
￥45,811 total
includes taxes & fees
Mar 4 - Mar 5
Upstay Condo with Outdoor Pool & Sauna
TV, table tennis

Beautiful Condo w Outdoor Pool and Sauna

Beautiful Condo w Outdoor Pool and Sauna
Winter Garden
8.8 out of 10, Excellent, (5 reviews)
"I loved it!!"
United States
Telicia D.
The price is ￥16,550
￥48,225 total
includes taxes & fees
Mar 4 - Mar 5
Beautiful Condo w Outdoor Pool and Sauna
TV

Condo w Pool, Games Room - Pet Friendly

Condo w Pool, Games Room - Pet Friendly
Winter Garden
8.0 out of 10, Very Good, (3 reviews)
"Property is very clean, with easy access and parking. Property management team is responsive and helpful."
United States
Catherine T.
The price is ￥19,615
￥48,225 total
includes taxes & fees
Mar 5 - Mar 6
Condo w Pool, Games Room - Pet Friendly
Interior

Upstay - Condo w Pool and More - Near Disney

Upstay - Condo w Pool and More - Near Disney
Winter Garden
9.0 out of 10, Wonderful, (22 reviews)
"Great place! Convenient, cozy and clean!"
United States
SHARLA B.
The price is ￥19,155
￥52,102 total
includes taxes & fees
Feb 24 - Feb 25
Upstay - Condo w Pool and More - Near Disney
Property amenity

Holiday Inn Express & Suites Clermont Se West Orlando by IHG

Holiday Inn Express & Suites Clermont Se West Orlando by IHG
2.5 star property
Clermont
8.4 out of 10, Very Good, (1,151 reviews)
"Good breakfast Nice rooms"
United States
Terrence
The price is ￥17,263
￥19,162 total
includes taxes & fees
Mar 1 - Mar 2
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
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

CoCo Key Hotel and Water Resort 

CoCo Key Hotel and Water Resort 

10/10 Excellent
"Everything was great! Family friendly staff was very helpful throughout our stay "
Stephanie 3-night trip
Posted 22 hours ago
CoCo Key Hotel and Water Resort 

Frequently asked questions

Searching for romantic hotels in Winter Garden?
Are you in need of a romantic vacation? 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 Orange County National Golf Club, Lake Louisa State Park, or Disney's Magnolia Golf Course. If you're interested in staying close to a certain attraction, you can sort properties by neighborhood and proximity to top sights, 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, check out these details about year-round temperatures in Winter Garden: The hottest months are usually August and July with an average temp of 82°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Garden are August, July, September, and June, with each month seeing an average of 9 inches 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 Orange County National Golf Club, Lake Louisa State Park, or Disney's Magnolia Golf Course.
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 getaway go off without a hitch: To get to Winter Garden, book a flight to Orlando Intl. Airport (MCO), which is the closest major airport, located 19.3 mi (31 km) from the city center. If you'd like to venture out around the area, you may want a rental car for your journey.