Find Romantic Hotels in Winter Haven, FL

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Check availability on Winter Haven Romantic Hotels

Top Winter Haven Romantic Hotels

2 outdoor pools, sun loungers
Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration

3.5 star property
Kissimmee
8.2 out of 10, Very Good, (2443)
"This was a very nice resort with great views of otters in the ponds. So close to the Disney parks was a plus."
United States
Veronica
The price is SAR 251
SAR 392 total
includes taxes & fees
30 Nov - 1 Dec
Delta Hotels by Marriott Orlando Celebration
Exterior
Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway

3.0 star property
Kissimmee
8.0 out of 10, Very Good, (3912)
"Always great to stay there "
United States
Giandre
The price is SAR 171
SAR 270 total
includes taxes & fees
14 Dec - 15 Dec
Ramada by Wyndham Kissimmee Gateway
Exterior
Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG

3.5 star property
Kissimmee
8.4 out of 10, Very Good, (960)
"My family and I really enjoyed our stay. "
United States
Melesia
The price is SAR 233
SAR 338 total
includes taxes & fees
30 Nov - 1 Dec
Holiday Inn Resort Kissimmee by the Parks by IHG
Daily buffet breakfast (USD 17 per person)
Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

3.0 star property
Kissimmee
8.4 out of 10, Very Good, (2025)
"Staff was super friendly "
United States
Isaac
The price is SAR 165
SAR 294 total
includes taxes & fees
30 Nov - 1 Dec
Holiday Inn & Suites Orlando SW - Celebration Area by IHG
Lobby
Margaritaville Resort Orlando

Margaritaville Resort Orlando

4.0 star property
Kissimmee
8.8 out of 10, Excellent, (3657)
"Wonderful stay!"
Canada
mike J
The price is SAR 459
SAR 708 total
includes taxes & fees
1 Dec - 2 Dec
Margaritaville Resort Orlando
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, (4441)
"It was a great stay"
United States
Glynnis
The price is SAR 367
SAR 544 total
includes taxes & fees
30 Nov - 1 Dec
Hilton Vacation Club Mystic Dunes Orlando
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, (8759)
"Great stay"
United States
Breanna
The price is SAR 559
SAR 835 total
includes taxes & fees
23 Nov - 24 Nov
The Grove Resort & Water Park Orlando
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, (1032)
"Great room great breakfast"
United States
Kelly
The price is SAR 357
SAR 396 total
includes taxes & fees
4 Dec - 5 Dec
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
6 outdoor pools, open 8:00 AM to 10:00 PM, cabanas (surcharge)
Omni Orlando Resort at ChampionsGate

Omni Orlando Resort at ChampionsGate

4.0 star property
Champions Gate
9.0 out of 10, Wonderful, (1001)
"great steakhouse."
United States
JOSE A P
The price is SAR 537
SAR 821 total
includes taxes & fees
15 Dec - 16 Dec
Omni Orlando Resort at ChampionsGate
Exterior
Maingate Lakeside Resort

Maingate Lakeside Resort

3.0 star property
Kissimmee
4.4 out of 10, (2493)
"I had a very great stay everyone was absolutely nice and very well mannered and my room was amazing very clean and spacious."
United States
Sirya
The price is SAR 107
SAR 224 total
includes taxes & fees
16 Dec - 17 Dec
Maingate Lakeside Resort
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 Haven Hotel Reviews

Comfort Inn & Suites Kissimmee by the Parks

Comfort Inn & Suites Kissimmee by the Parks

10/10 Excellent
"Everything was. Great"
Cristobal 4-night trip
Posted 15 hours ago
Comfort Inn & Suites Kissimmee by the Parks

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Frequently asked questions

Searching for romantic hotels in Winter Haven?
Are you looking for a romantic vacation? Our guests also love Winter Haven for its array of dining options, sporting events, and beautiful lakeside setting. You might consider checking out some of the nearby sights and attractions such as LEGOLAND® Florida, Theatre Winter Haven, or Chain of Lakes 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 and your partner will get to see everything on your list.
When is the best time of year for a romantic getaway to Winter Haven?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Winter Haven: The hottest months are usually August and July with an average temp of 81°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Haven are August, July, September, and June, with each month seeing an average of 8 inches of rainfall.
What is there to do in Winter Haven?
There's nothing better than seeing a new place with your sweetheart, so consider taking time to discover all that Winter Haven has to offer. Couples looking for a little of everything will enjoy Winter Haven for its lakeside setting, gardens, and restaurants. LEGOLAND® Florida, Theatre Winter Haven, and Chain of Lakes Park are worth a stop when you're out and about.
What's the best way to get to Winter Haven and around town during my romantic getaway?
These transportation options in Winter Haven might help your romantic trip get off to a smooth start: To get to Winter Haven, book a flight to Lakeland Intl. Airport (LAL), which is the closest major airport, located 17.3 mi (27.8 km) from the city center. To see more of the larger area, ride aboard one of the trains from Winter Haven Station.