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Compare 26 Guest Houses in Winter Haven with updated reviews, rates, and availability.

Disney Proximity Escape - Comfort in Kissimmee
Disney Proximity Escape - Comfort in Kissimmee
8.2 out of 10, Very Good, (27)

Tranquil Florida Getaway, Garden & Courtyard View
Tranquil Florida Getaway, Garden & Courtyard View
8.0 out of 10, Very Good, (2)

The Lake Morton Loft in Historic Downtown Lakeland, FL
The Lake Morton Loft in Historic Downtown Lakeland, FL
10.0 out of 10, Exceptional, (14)

Cute & Cozy 1 bedroom guesthouse located in Winter Haven FL
Cute & Cozy 1 bedroom guesthouse located in Winter Haven FL
10.0 out of 10, Exceptional, (13)

Magic Oasis Villa at Paradise Palms
Magic Oasis Villa at Paradise Palms
10.0 out of 10, Exceptional, (1)

Palatial Palms Villa Pool BBQ Resort
Palatial Palms Villa Pool BBQ Resort
10.0 out of 10, Exceptional, (1)

Cozy Wonderfull Clubhouse Close Disney
Cozy Wonderfull Clubhouse Close Disney

Reunion Resort
Reunion 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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Other property types in Winter Haven

Vacation Village at Parkway
Vacation Village at Parkway
8.4 out of 10, Very Good, (1903)
The price is AED 354
AED 465 total
includes taxes & fees
5 May - 6 May

Summer Bay Orlando by Exploria Resorts
Summer Bay Orlando by Exploria Resorts
8.4 out of 10, Very Good, (5312)
The price is AED 426
AED 595 total
includes taxes & fees
6 Apr - 7 Apr

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
8.8 out of 10, Excellent, (1316)
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.
Recent reviews of Winter Haven hotels
Recent reviews of Winter Haven hotels

Summer Bay Orlando by Exploria Resorts
5/5 Excellent
"We really enjoyed our stay at Summer Bay Orlando. The room seemed pretty new and was very clean. Pools and hot tubs were open late which was a plus as well. They were a bit pushy about getting you to do their time share pitch, but otherwise really great. "
A verified traveler stayed at Summer Bay Orlando by Exploria Resorts
Posted 14 hours ago
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