Compare Winter Haven Guest House Rentals

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Featured Guest Houses in Winter Haven

Guests staying at this guesthouse enjoy a gym, WiFi in public areas, and barbecue grills.

Pool

Gym

The Lake Morton Loft in Historic Downtown Lakeland, FL

This guesthouse is a smoke-free guesthouse.

Air conditioning

Cute & Cozy 1 bedroom guesthouse located in Winter Haven FL

Guests staying at this guesthouse enjoy features like a water park.

Free WiFi

Air conditioning

At Cozy Wonderfull Clubhouse Close Disney, guests have access to an outdoor pool, express check-in, and barbecue grills. If you decide to drive, there's free parking.

Pool

Parking included

Perfect place for those seeking peace and privacy!

$62

per night

Jun 15 - Jun 16

This guesthouse is a smoke-free guesthouse.

Free WiFi

Air conditioning

At this guesthouse, guests have access to features like an arcade/game room.

Air conditioning

At Paradise Palms Resort, guests enjoy an outdoor pool, a children's pool, and a sauna. Free parking is included with your stay. Friendly staff can provide tour or ticket assistance, and also offer advice about sightseeing. Additional amenities include free WiFi in public areas, a spa tub, and a computer station.

Hot Tub

Pool

2 outdoor pools, 2 spa tubs, and free WiFi in public areas are featured at Reunion Resort. There's free parking if you drive.

Hot Tub

Pool

623 Coventry Drive 5 Bedrooms, 3 Bathrooms

Stay at this guesthouse in Davenport. Popular attractions Disney's Animal Kingdom® Theme Park and Mystic Dunes Golf Club are located nearby.

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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.

Hotel Options in Winter Haven

Best Western Plus Winter Haven Inn & Suites

5801 Roosevelt Dr, Winter Haven, FL

$127

per night

Jun 16 - Jun 17

9.2/10 Wonderful! (365 reviews)

Holiday Inn Winter Haven, an IHG Hotel

200 Cypress Gardens Boulevard, Winter Haven, FL

$114

per night

Jun 16 - Jun 17

8.8/10 Excellent! (963 reviews)

Howard Johnson by Wyndham Winter Haven FL

1300 3rd St Sw, Cypress Gardens & US 17 South, Winter Haven, FL

$93

per night

Jun 11 - Jun 12

6.8/10 (1,005 reviews)

Winter Haven Guest Houses essential information

Accommodation	31 Guest Houses
Lowest Price	$62
Highest Price	$127
Popular accommodation	Adorable! 4Bed 3.5Ba with Splash Pool ☀ by Disney, The Lake Morton Loft in Historic Downtown Lakeland, FL, Cute & Cozy 1 bedroom guesthouse located in Winter Haven FL, Cozy Wonderfull Clubhouse Close Disney, Perfect place for those seeking peace and privacy!, Modern holiday home, Paradise Palms Resort, Reunion Resort, 623 Coventry Drive 5 Bedrooms, 3 Bathrooms