Book Guest Houses in Winter Haven, FL
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Top Guest Houses in Winter Haven
Disney Proximity Escape - Comfort in Kissimmee
286 Marcello Blvd Kissimmee FL
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.
Tranquil Florida Getaway, Garden & Courtyard View
Lakeland FL
This guesthouse includes a garden and laundry facilities.
Resort-style 3BR Townhouse Near Disney Park
Davenport FL
Stay at this guesthouse in Davenport. Enjoy an in-room coffeemaker. Popular attractions Disney's Animal Kingdom® Theme Park and Mystic Dunes Golf Club are located nearby.
Cute & Cozy 1 bedroom guesthouse located in Winter Haven FL
Winter Haven FL
This guesthouse features a water park and laundry facilities.
The Lake Morton Loft in Historic Downtown Lakeland, FL
Lakeland FL
This guesthouse features laundry facilities.
3BR Townhouse at Regal Palms: Pool & Disney Fun
La Mirage Street 233 Davenport FL
An outdoor pool is featured at this guesthouse, along with free WiFi in public areas.
Pool
Kitchen
Magic Oasis Villa at Paradise Palms
2931 Buccaneer Palm Rd Kissimmee FL
This smoke-free guesthouse features 2 outdoor pools, 2 hot tubs, and a poolside bar. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the onsite laundry facilities. Enjoy the sauna and perks like free self parking and free WiFi.
Palatial Palms Villa Pool BBQ Resort
2913 Banana Palm Dr Kissimmee FL
This guesthouse features 2 outdoor pools and a poolside bar. Enjoy the sauna and perks like free self parking and free WiFi. Barbecue grills are provided for your convenience.
Cozy Wonderfull Clubhouse Close Disney
1935 Majorca Dr Kissimmee FL
An outdoor pool, free self parking, and barbecue grills are featured at this guesthouse. Express check-in and a virtual front desk are also provided.
Pool
Parking included
Paradise Palms Resort
8964 Cuban Palm Rd Kissimmee FL
This guesthouse features an outdoor pool and a hot tub. Enjoy the sauna and perks like free self parking and free WiFi. A poolside bar, a convenience store, and express check-out are also provided.
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
Staybridge Suites Winter Haven Auburndale by IHG
305 5th St NW and Avenue D NW Winter Haven FL
$151 nightly
The price is $169 total per night from Jan 5 to Jan 6
$169 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
9.6/10 Exceptional! (659 reviews)
Winter Haven Guest Houses essential information
Accommodation | 27 Guest Houses |
|---|---|
Lowest Price | $105 |
Highest Price | $433 |
Popular accommodation | Disney Proximity Escape - Comfort in Kissimmee, Tranquil Florida Getaway, Garden & Courtyard View, Resort-style 3BR Townhouse Near Disney Park, Cute & Cozy 1 bedroom guesthouse located in Winter Haven FL, The Lake Morton Loft in Historic Downtown Lakeland, FL, 3BR Townhouse at Regal Palms: Pool & Disney Fun, Magic Oasis Villa at Paradise Palms, Palatial Palms Villa Pool BBQ Resort, Cozy Wonderfull Clubhouse Close Disney, Paradise Palms Resort, Modern holiday home, Neopad |
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