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Find Romantic Hotels in Winter Garden, FL

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Check availability on Winter Garden Romantic Hotels

Tonight
Sep 19 - Sep 20
Tomorrow
Sep 20 - Sep 21
Next weekend
Sep 25 - Sep 27
In two weeks
Oct 2 - Oct 4

Our top choices for Winter Garden romantic hotels

Interior
2 bedrooms, desk, iron/ironing board, travel crib
Interior
Dining

1. House with large deck, walking distance to Historic Downtown Winter Garden

House with large deck, walking distance to Historic Downtown Winter Garden
Winter Garden
United States
Sam M.
￥32,333
￥60,143 total
includes taxes & fees
Sep 29 - Sep 30
House with large deck, walking distance to Historic Downtown Winter Garden
Outdoor pool
Point of interest
1 bedroom, iron/ironing board, WiFi, bed sheets
Interior

2. The Oak View Place..

The Oak View Place..
Oakland
United States
Libba F.
￥28,071
￥45,342 total
includes taxes & fees
Sep 24 - Sep 25
The Oak View Place..
Interior
TV
Exterior
TV

3. Upstay - Condo w Pool and More - Near Disney

Upstay - Condo w Pool and More - Near Disney
Winter Garden
United States
SHARLA B.
￥13,412
￥46,275 total
includes taxes & fees
Sep 24 - Sep 25
Upstay - Condo w Pool and More - Near Disney
TV, table tennis
TV, table tennis
Interior
Coffee/tea maker, fridge, microwave, oven

4. Condo w Pool, Games Room - Pet Friendly

Condo w Pool, Games Room - Pet Friendly
Winter Garden
United States
Catherine T.
￥13,880
￥42,955 total
includes taxes & fees
Oct 1 - Oct 2
Condo w Pool, Games Room - Pet Friendly
Exterior
Interior
TV, table tennis
Pool

5. Pet-friendly Resort Getaway with Patio and Pool

Pet-friendly Resort Getaway with Patio and Pool
Winter Garden
￥9,357
￥37,197 total
includes taxes & fees
Sep 21 - Sep 22
Pet-friendly Resort Getaway with Patio and Pool
Interior
TV
TV
Exterior

6. Upstay | Disney Area Condo w Pool Pet Friendly

Upstay | Disney Area Condo w Pool Pet Friendly
Winter Garden
Upstay | Disney Area Condo w Pool Pet Friendly
TV, table tennis
Pool
TV, table tennis
Coffee/tea maker, fridge, microwave, oven

7. Beautiful Condo w Outdoor Pool and Sauna

Beautiful Condo w Outdoor Pool and Sauna
Winter Garden
United States
Tammy M.
￥9,825
￥42,361 total
includes taxes & fees
Sep 21 - Sep 22
Beautiful Condo w Outdoor Pool and Sauna
Interior
TV
3 bedrooms, iron/ironing board, WiFi (free), bed sheets
Exterior

8. Upstay | Pet Friendly Condo Near Disney & Pool

Upstay | Pet Friendly Condo Near Disney & Pool
Winter Garden
￥12,320
￥44,881 total
includes taxes & fees
Sep 22 - Sep 23
Upstay | Pet Friendly Condo Near Disney & Pool
Outdoor pool, a heated pool
Exterior
Bar (on property)
Property grounds

9. Mills Cottage by the Little Lake

Mills Cottage by the Little Lake
Lake Weldona
United States
rick s.
￥21,482
￥52,279 total
includes taxes & fees
Sep 20 - Sep 21
Mills Cottage by the Little Lake
Pool
Terrace/patio
Coffee/tea maker, fridge, microwave, oven
Smart TV, stereo

10. Private Luxury Pool / Swim up bar / Smart-home

Private Luxury Pool / Swim up bar / Smart-home
College Park
United States
Dennis P.
￥29,475
￥64,358 total
includes taxes & fees
Sep 29 - Sep 30
Private Luxury Pool / Swim up bar / Smart-home
View all properties

Top Winter Garden Hotel Reviews

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"Spacious and clean. Great pool. We didn’t need much but a place to sleep for two nights and it was incredibly clean with top notch facilities. Also in a super convenient location for quick needs and traveling to other parts of Orlando. I will only stay here I. Future visits to Orlando."
Jamie 2-night trip
Posted 4 hours ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

10/10 Excellent
"Love everything highly recommend"
Patricio 1-night trip
Posted 7 hours ago
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

10/10 Excellent
"The room was nice and clean. The staff was friendly and they had good Wi-Fi."
Alicia 2-night trip
Posted 8 hours ago
DoubleTree by Hilton at the Entrance to Universal Orlando
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

10/10 Excellent
"Great stay"
Sophia 2-night trip
Posted 8 hours ago
Westgate Lakes Resort & Spa Universal Studios Area
Marriott's Grande Vista

Marriott's Grande Vista

10/10 Excellent
"Staff very professional and courteous . Booking process was smooth and check in process was amazing despite the long lines staff ensured quick accurate service ."
duante 2-night trip
Posted 11 hours ago
Marriott's Grande Vista

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.

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