Book Guest Houses in Winter Haven, FL

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Top Guest Houses in Winter Haven

Disney Proximity Escape - Comfort in Kissimmee

Disney Proximity Escape - Comfort in Kissimmee

3 out of 5
286 Marcello Blvd Kissimmee FL
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An outdoor pool is featured at this guesthouse, along with free WiFi in public areas and express check-out. Luggage storage and a virtual front desk are also provided.
Pool
Free WiFi
1580 Sandbagger Drive

1580 Sandbagger Drive

3 out of 5
1580 Sandbagger Dr Four Corners FL
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This guesthouse features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the hot tub and perks like free self parking and free WiFi. Laundry facilities are provided for your convenience.
Pool
Hot Tub
SmartStay Homes

SmartStay Homes

3 out of 5
225 Marcello Boulevard Kissimmee FL
$136 nightly
The price is $154 total per night
$154 total
Oct 16 - Oct 17
Total with taxes and fees
An outdoor pool, free self parking, and laundry facilities are featured at this guesthouse. WiFi in public areas is free. A communal living room and a virtual front desk are also provided.
Pool
Parking included
Blissful Bay

Blissful Bay

3 out of 5
4453 Monado Dr Kissimmee FL
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An outdoor pool, free self parking, and laundry facilities are featured at this guesthouse. WiFi in public areas is free. A communal living room is also provided.
Pool
Parking included
Suncrest Residence

Suncrest Residence

3 out of 5
1920 Tropical Palms Cir Kissimmee FL
Free Cancellation
Reserve now, pay when you stay
$114 nightly
The price is $129 total per night
$129 total
Oct 20 - Oct 21
Total with taxes and fees
This guesthouse features an outdoor pool, a gym, and a restaurant. Business travelers can take advantage of the free WiFi in public areas. Free self parking, laundry facilities, and a virtual front desk are also on offer.
Pool
Parking included
Tempo Trek Lodgings

Tempo Trek Lodgings

3 out of 5
7324 Oakmoss Loop Davenport FL
$100 nightly
The price is $112 total per night
$112 total
Oct 17 - Oct 18
Total with taxes and fees
An outdoor pool, free self parking, and laundry facilities are featured at this guesthouse. WiFi in public areas is free. Luggage storage, locker space, and a virtual front desk are also on offer.
Pool
Parking included
Disney-Area 3BR Home | Pool, Arcade and Tiki Bar

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

Davenport FL
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Stay at this guesthouse in Davenport. Enjoy an in-room coffeemaker. Popular attractions Disney's Animal Kingdom® Theme Park and ChampionsGate Golf Club are located nearby.
Pet friendly
Affordable Stays Kissimmee

Affordable Stays Kissimmee

3 out of 5
266 Marcello Blvd Kissimmee FL
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An outdoor pool, free self parking, and laundry facilities are featured at this guesthouse. WiFi in public areas is free. A communal living room and a virtual front desk are also provided.
Pool
Parking included
Jade Manor

Jade Manor

2 out of 5
6122 Broad Oak Dr Davenport FL
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An outdoor pool is featured at this guesthouse, along with free WiFi in public areas and a communal living room. Laundry facilities and a virtual front desk are also provided.
Pool
Free WiFi
Host Hubble Private Rooms Edmond Circle

Host Hubble Private Rooms Edmond Circle

2 out of 5
2575 Edmond Cir Auburndale FL
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This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. Laundry facilities and a virtual front desk are also provided.
Parking included
Free WiFi
Serenity Dreams

Serenity Dreams

3 out of 5
6120 Broad Oak Dr Davenport FL
$114 nightly
The price is $127 total per night
$127 total
Oct 16 - Oct 17
Total with taxes and fees
An outdoor pool, free self parking, and laundry facilities are featured at this guesthouse. WiFi in public areas is free. A communal living room and a virtual front desk are also provided.
Pool
Parking included
SunnyView Residence

SunnyView Residence

3 out of 5
6123 Broad Oak Dr Davenport FL
Free Cancellation
Reserve now, pay when you stay
$120 nightly
The price is $135 total per night
$135 total
Oct 16 - Oct 17
Total with taxes and fees
This guesthouse features 2 outdoor pools, a restaurant, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A communal living room, laundry facilities, and a virtual front desk are also on offer.
Pool
Parking included
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See all available properties in Winter Haven
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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.

Top hotels in Winter Haven

Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 

5801 Roosevelt Dr Winter Haven FL
$122 nightly
The price is $137 total per night from Oct 18 to Oct 19
$137 total
Oct 18 - Oct 19
Total with taxes and fees
9.6/10 Exceptional! (1,378 reviews)

Winter Haven Guest Houses essential information

Accommodation
49 Guest Houses
Lowest Price
$86
Highest Price
$282
Popular accommodation
Disney Proximity Escape - Comfort in Kissimmee, 1580 Sandbagger Drive, SmartStay Homes, Blissful Bay, Suncrest Residence, Tempo Trek Lodgings, Disney-Area 3BR Home | Pool, Arcade and Tiki Bar, Affordable Stays Kissimmee, Jade Manor, Host Hubble Private Rooms Edmond Circle, Serenity Dreams, SunnyView Residence

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