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Find Romantic Hotels in Lakeland - Winter Haven, FL

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Check availability on Lakeland - Winter Haven Romantic Hotels

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Dec 22 - Dec 23
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Dec 23 - Dec 24
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Dec 26 - Dec 28
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Jan 2 - Jan 4

Our top choices for Lakeland - Winter Haven romantic hotels

Aerial view
Wyndham Garden Lake Buena Vista – Disney Springs® Area

Wyndham Garden Lake Buena Vista – Disney Springs® Area

Wyndham Garden Lake Buena Vista – Disney Springs® Area
3.5 star property
Lake Buena Vista
8.2 out of 10, Very Good, (3916)
"Love staying at this hotel. Every time I go to Orlando I stay here!"
United States
Mary
The price is ₩124,109
₩199,461 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Wyndham Garden Lake Buena Vista – Disney Springs® Area
Lobby
Disney's BoardWalk Inn

Disney's BoardWalk Inn

Disney's BoardWalk Inn
3.0 star property
Bay Lake
9.2 out of 10, Wonderful, (469)
"One of the best Deluxe resorts in WDW!"
United States
Jennifer
Disney's BoardWalk Inn
Lobby
Margaritaville Resort Orlando

Margaritaville Resort Orlando

Margaritaville Resort Orlando
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (3644)
"We love staying at this hotel. "
United States
Sonnia
The price is ₩189,000
₩295,008 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Margaritaville Resort Orlando
Exterior
Walt Disney World Dolphin

Walt Disney World Dolphin

Walt Disney World Dolphin
4.0 star property
Bay Lake
8.8 out of 10, Excellent, (4009)
"Great place to stay"
United States
Steven
The price is ₩312,489
₩425,424 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Walt Disney World Dolphin
Exterior
Wyndham Grand Orlando Resort Bonnet Creek

Wyndham Grand Orlando Resort Bonnet Creek

Wyndham Grand Orlando Resort Bonnet Creek
4.0 star property
Orlando
8.8 out of 10, Excellent, (2841)
"Great stay"
United States
SHANELL MARIE
The price is ₩232,852
₩331,770 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Wyndham Grand Orlando Resort Bonnet Creek
Exterior
Holiday Inn Resort Kissimmee by the Parks by IHG

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, (1078)
"Great hotel"
United States
Steven
The price is ₩104,902
₩148,414 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Holiday Inn Resort Kissimmee by the Parks by IHG
Exterior
Caribe Royale Orlando

Caribe Royale Orlando

Caribe Royale Orlando
4.5 star property
Orlando
9.2 out of 10, Wonderful, (4512)
"excellent place to stay. "
United States
Arshad
The price is ₩234,921
₩327,449 total
includes taxes & fees
Dec 23 - Dec 24
Caribe Royale Orlando
2 outdoor pools, sun loungers
Hilton Orlando Lake Buena Vista - Disney Springs® Area

Hilton Orlando Lake Buena Vista - Disney Springs® Area

Hilton Orlando Lake Buena Vista - Disney Springs® Area
4.0 star property
Lake Buena Vista
8.6 out of 10, Excellent, (1455)
"Great location "
United States
Vivian
The price is ₩223,396
₩316,153 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Hilton Orlando Lake Buena Vista - Disney Springs® Area
Property amenity
Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration
3.5 star property
Kissimmee
8.2 out of 10, Very Good, (2508)
"Loved our stay! Great hotel and staff. "
Canada
isabella
The price is ₩111,773
₩168,792 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Delta Hotels by Marriott Orlando Celebration
Exterior
Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway
3.0 star property
Kissimmee
8.0 out of 10, Very Good, (3909)
"Phenomenal hotel for the price point as well as the children. "
United States
Destiny
The price is ₩74,465
₩114,703 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Ramada by Wyndham Kissimmee Gateway
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 Lakeland - Winter Haven Hotel Reviews

Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

10/10 Excellent
"Festive"
Constance 3-night trip
Posted 8 hours ago
Holiday Inn Club Vacations at Orange Lake Resort by IHG