Find Romantic Hotels in Winter Garden, FL

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Check availability on Winter Garden Romantic Hotels

Tonight
4 Dec - 5 Dec
Tomorrow
5 Dec - 6 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top 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, (8754)
"Amazing guest amazing views wonderful place to live at very clean rooms "
United States
Markeisha
The price is SAR 559
SAR 836 total
includes taxes & fees
7 Dec - 8 Dec
The Grove Resort & Water Park Orlando
Pool
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
Outdoor pool
The Oak View Place..

The Oak View Place..

Oakland
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."
United States
Libba F.
The price is SAR 676
SAR 1,084 total
includes taxes & fees
7 Dec - 8 Dec
The Oak View Place..
Pool
Upstay Condo with Outdoor Pool & Sauna

Upstay Condo with Outdoor Pool & Sauna

Winter Garden
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"
United States
Trennecia B.
Upstay Condo with Outdoor Pool & Sauna
Pool
Family-Friendly Condo with Pool & Sauna

Family-Friendly Condo with Pool & Sauna

Winter Garden
Family-Friendly Condo with Pool & Sauna
Pool
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)
"Great place! Convenient, cozy and clean!"
United States
SHARLA B.
Upstay - Condo w Pool and More - Near Disney
Interior
Beautiful Condo w Outdoor Pool and Sauna

Beautiful Condo w Outdoor Pool and Sauna

Winter Garden
8.8 out of 10, Excellent, (5)
"I loved it!!"
United States
Telicia D.
The price is SAR 225
SAR 992 total
includes taxes & fees
9 Dec - 10 Dec
Beautiful Condo w Outdoor Pool and Sauna
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, (1052)
"Great room great breakfast"
United States
Kelly
The price is SAR 357
SAR 397 total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
4 outdoor pools, open 5:30 AM to midnight, cabanas (surcharge)
Rosen Shingle Creek

Rosen Shingle Creek

4.5 star property
Orlando
9.4 out of 10, Exceptional, (4320)
"Great resort "
United States
Camille
The price is SAR 371
SAR 418 total
includes taxes & fees
14 Dec - 15 Dec
Rosen Shingle Creek
4 outdoor pools, cabanas (surcharge), pool umbrellas
Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

4.0 star property
Kissimmee
9.0 out of 10, Wonderful, (4490)
"It was a great stay"
United States
Glynnis
The price is SAR 367
SAR 544 total
includes taxes & fees
11 Dec - 12 Dec
Hilton Vacation Club Mystic Dunes Orlando
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.
View all properties

Top Winter Garden Hotel Reviews

Lake Buena Vista Resort Village & Spa

Lake Buena Vista Resort Village & Spa

10/10 Excellent
"Great location! Accessibly to all of the parks, shopping, restaurants local culture. Highly recommended…we will be back soon!"
Rosalyn 5-night trip
Posted 1 day ago
Lake Buena Vista Resort Village & Spa

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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.