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

Free Cancellation

Reserve now, pay when you stay

$119 nightly

$135 total

Nov 21 - Nov 22

Total with taxes and fees

Guests staying at Suncrest Residence enjoy an outdoor pool, a gym, and free WiFi in public areas. If you decide to drive, there's free parking. Additional amenities include a microwave in a common area, a refrigerator in a common area, and laundry facilities.

Pool

Parking included

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.

Pool

Hot Tub

$136 nightly

$154 total

Oct 28 - Oct 29

Total with taxes and fees

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.

Pool

Parking included

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.

Pool

Parking included

Free Cancellation

Reserve now, pay when you stay

$120 nightly

$135 total

Oct 28 - Oct 29

Total with taxes and fees

Guests of SunnyView Residence enjoy features like 2 outdoor pools, 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.

Pool

Parking included

$114 nightly

$127 total

Oct 28 - Oct 29

Total with taxes and fees

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

Lakeland's Best Address | 2BD Family Retreat

This guesthouse is a smoke-free guesthouse.

Air conditioning

Parking available

Disney 3BR Retreat | Pool, Arcade and Tiki

This guesthouse is a smoke-free guesthouse.

Pet friendly

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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

$103 nightly

$115 total

Nov 23 - Nov 24

Total with taxes and fees

Best Western Plus Winter Haven Inn & Suites

5801 Roosevelt Dr Winter Haven FL

$122 nightly

$137 total

Oct 28 - Oct 29

Total with taxes and fees

9.6/10 Exceptional! (1,379 reviews)

Staybridge Suites Winter Haven Auburndale by IHG

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

$134 nightly

$150 total

Nov 8 - Nov 9

Total with taxes and fees

9.8/10 Exceptional! (928 reviews)

Winter Haven Guest Houses essential information

Accommodation	51 Guest Houses
Lowest Price	$115
Highest Price	$154
Popular accommodation	Disney Proximity Escape - Comfort in Kissimmee, Suncrest Residence, 1580 Sandbagger Drive, SmartStay Homes, Blissful Bay, SunnyView Residence, Serenity Dreams, Lakeland's Best Address \| 2BD Family Retreat, Disney 3BR Retreat \| Pool, Arcade and Tiki