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.

Serenity Dreams features an outdoor pool, free WiFi in public areas, and microwave in a common area. If you drive, put free parking to good use. Additional amenities include a refrigerator in a common area, laundry facilities, and a TV in a common area.

Pool

Parking included

$100 nightly

$112 total

Aug 23 - Aug 24

Total with taxes and fees

Guests of Tempo Trek Lodgings enjoy features like an outdoor pool, free WiFi in public areas, and laundry facilities. You can put free parking to good use if you drive. Staff members are on hand to provide luggage storage and access to locker space.

Guests of SmartStay Homes enjoy an outdoor pool, free WiFi in public areas, and microwave in a common area. If you drive, take advantage of free parking. Additional amenities include a refrigerator in a common area, laundry facilities, and a TV in a common area.

At 1580 Sandbagger Drive, guests have access to an outdoor pool, free WiFi in public areas, and a hot tub. There's free parking if you drive. This golf guesthouse also has laundry facilities.

At Blissful Bay, guests have access to an outdoor pool, free WiFi in public areas, and microwave in a common area. There's free parking if you drive. Additional amenities include a refrigerator in a common area, laundry facilities, and a communal living room.

Guests of Affordable Stays Kissimmee enjoy an outdoor pool, free WiFi in public areas, and microwave in a common area. Free parking is available if you drive. Additional amenities include a refrigerator in a common area, laundry facilities, and a communal living room.

Disney-Area 3BR Home | Pool, Arcade and Tiki Bar

This guesthouse is a smoke-free guesthouse.

Guests of Jade Manor enjoy an outdoor pool, free WiFi in public areas, and microwave in a common area. If you drive, take advantage of free offsite parking. Additional amenities include a refrigerator in a common area, laundry facilities, and a communal living room.

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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

Holiday Inn Winter Haven by IHG

200 Cypress Gardens Boulevard Winter Haven FL

$84 nightly

$94 total

Sep 20 - Sep 21

Total with taxes and fees

9/10 Wonderful! (1,009 reviews)

Best Western Plus Winter Haven Inn & Suites

5801 Roosevelt Dr Winter Haven FL

$114 nightly

$128 total

Aug 24 - Aug 25

Total with taxes and fees

9.6/10 Exceptional! (1,366 reviews)

Staybridge Suites Winter Haven Auburndale by IHG

305 5th St NW and Avenue D NW Winter Haven FL

$103 nightly

$115 total

Aug 30 - Aug 31

Total with taxes and fees

Winter Haven Guest Houses essential information

Accommodation	46 Guest Houses
Lowest Price	$94
Highest Price	$128
Popular accommodation	Disney Proximity Escape - Comfort in Kissimmee, Serenity Dreams, Tempo Trek Lodgings, SmartStay Homes, 1580 Sandbagger Drive, Blissful Bay, Affordable Stays Kissimmee, Disney-Area 3BR Home \| Pool, Arcade and Tiki Bar, Jade Manor