Find Romantic Hotels in Winter Garden, FL

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Check availability on Winter Garden Romantic Hotels

Tonight
Sep 27 - Sep 28
Tomorrow
Sep 28 - Sep 29
Next weekend
Oct 3 - Oct 5
In two weeks
Oct 10 - Oct 12

Top Winter Garden Romantic Hotels

Hyatt Regency Orlando International Airport
Terrace/patio

Hyatt Regency Orlando International Airport

4.0 star property
9.4 out of 10, Exceptional, (3635)
"This hotel is amazing we loved it all around "
The price is ￥25,429
￥28,607 total
includes taxes & fees
Sep 29 - Sep 30
Hyatt Regency Orlando International Airport
Margaritaville Resort Orlando with H2O Waterpark
Lobby

Margaritaville Resort Orlando with H2O Waterpark

4.0 star property
9.0 out of 10, Wonderful, (3637)
"Great stay would definitely recommend. "
The price is ￥17,608
￥27,452 total
includes taxes & fees
Oct 6 - Oct 7
Margaritaville Resort Orlando with H2O Waterpark
Omni Orlando Resort at ChampionsGate
6 outdoor pools, cabanas (surcharge), pool umbrellas

Omni Orlando Resort at ChampionsGate

4.0 star property
9.0 out of 10, Wonderful, (1002)
"Wonderful Resort!"
The price is ￥25,197
￥37,081 total
includes taxes & fees
Oct 3 - Oct 4
Omni Orlando Resort at ChampionsGate
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, (8602)
"Great place to stay!!!"
The price is ￥25,264
￥35,150 total
includes taxes & fees
Sep 28 - Sep 29
The Grove Resort & Water Park Orlando
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 ￥26,908
￥43,165 total
includes taxes & fees
Oct 1 - Oct 2
The Oak View Place..
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"
The price is ￥15,098
￥43,660 total
includes taxes & fees
Oct 9 - Oct 10
Upstay Condo with Hot Tub, Outdoor Pool & Sauna
Upstay: 3BR Condo w Pool Hot Tub Sauna—Near Disney
Pool

Upstay: 3BR Condo w Pool Hot Tub Sauna—Near Disney

The price is ￥8,985
￥39,866 total
includes taxes & fees
Sep 28 - Sep 29
Upstay: 3BR Condo w Pool Hot Tub Sauna—Near Disney
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 ￥8,985
￥39,866 total
includes taxes & fees
Sep 28 - Sep 29
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."
The price is ￥12,280
￥40,207 total
includes taxes & fees
Oct 7 - Oct 8
Condo w Pool, Hot Tub, Games Room - Pet Friendly
Upstay - Pet-Friendly Family Condo near Disney
Pool

Upstay - Pet-Friendly Family Condo near Disney

The price is ￥8,985
￥39,717 total
includes taxes & fees
Sep 30 - Oct 1
Upstay - Pet-Friendly Family Condo near Disney
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

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

10/10 Excellent
"Great for families and budget friendly "
Paola 4-night trip
Posted 8 hours ago
Universal's Cabana Bay Beach Resort

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Explore a world of travel with Expedia

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 Lake Butler, Orange County National Golf Club, or Lake Louisa State Park. 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 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 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.