Compare Winter Haven Guest House Rentals

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Featured Guest Houses in Winter Haven

Guests of Disney Proximity Escape - Comfort in Kissimmee enjoy features like an outdoor pool, free WiFi in public areas, and express check-out. Limited parking is available. Staff members can answer questions about accommodations, and also provide luggage storage.

Pool

Free WiFi

Tranquil Florida Getaway Garden & Courtyard View

At this guesthouse, guests have access to features like laundry facilities. This smoke-free guesthouse also has a garden.

Pet friendly

Free WiFi

The Lake Morton Loft in Historic Downtown Lakeland, FL

At this guesthouse, guests have access to features like laundry facilities.

Air conditioning

Parking available

Cute & Cozy 1 bedroom guesthouse located in Winter Haven FL

Guests of this guesthouse enjoy features like a water park and laundry facilities.

Free WiFi

Air conditioning

Guests staying at Magic Oasis Villa at Paradise Palms enjoy access to 2 outdoor pools, a children's pool, and 2 hot tubs. Free parking is included with your stay. Other amenities at this hot springs guesthouse include a sauna, free WiFi in public areas, and laundry facilities.

Pool

Hot Tub

2 outdoor pools, a sauna, and free WiFi in public areas are featured at Palatial Palms Villa Pool BBQ Resort. A stay here includes free parking. This smoke-free guesthouse also has barbecue grills.

Pool

Parking included

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

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

Pool

Hot Tub

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 hot tub, and a computer station.

Pool

Hot Tub

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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

$139

includes taxes & fees

$124 per night

May 11 - May 12

9.4/10 Exceptional! (792 reviews)

Home2 Suites By Hilton Winter Haven

6015 Cypress Gardens Blvd, Winter Haven, FL

$142

includes taxes & fees

$127 per night

May 11 - May 12

9.2/10 Wonderful! (90 reviews)

Howard Johnson by Wyndham Winter Haven FL

1300 3rd St, SW, Winter Haven, FL

$114

includes taxes & fees

$102 per night

May 4 - May 5

6.8/10 (1,002 reviews)

Winter Haven Guest Houses essential information

Accommodation	27 Guest Houses
Lowest Price	$114
Highest Price	$142
Popular accommodation	Disney Proximity Escape - Comfort in Kissimmee, Tranquil Florida Getaway Garden & Courtyard View, The Lake Morton Loft in Historic Downtown Lakeland, FL, Cute & Cozy 1 bedroom guesthouse located in Winter Haven FL, Magic Oasis Villa at Paradise Palms, Palatial Palms Villa Pool BBQ Resort, Cozy Wonderfull Clubhouse Close Disney, Reunion Resort, Paradise Palms Resort