Book Guest Houses in Winter Haven, FL

Top Guest Houses in Winter Haven

The Lake Morton Loft in Historic Downtown Lakeland, FL

Stay at this guesthouse in Lakeland. Enjoy in-room washers/dryers, an in-room coffeemaker, and air conditioning. Popular attractions RP Funding Center and Polk Museum of Art are located nearby.

Air conditioning

Adorable! 4Bed 3.5Ba with Splash Pool ☀ by Disney

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A gym is featured at this guesthouse, along with WiFi in public areas and barbecue grills.

Pool

Gym

Cute & Cozy 1 bedroom guesthouse located in Winter Haven FL

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Stay at this guesthouse in Winter Haven. Enjoy free WiFi, a water park, and patios. Popular attractions LEGOLAND® Florida and Indigo's Family Fun Center are located nearby.

Free WiFi

Air conditioning

Cozy Wonderfull Clubhouse Close Disney

1935 Majorca Dr, Kissimmee, FL

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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

Modern holiday home

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Book a stay at this family-friendly guesthouse in Poinciana. Enjoy a pool table, patios, and air conditioning. Popular attractions Providence Golf Club and Disney Wilderness Preserve are located nearby.

Air conditioning

Paradise Palms Resort

8964 Cuban Palm Rd, Kissimmee, FL

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This property features an outdoor pool and a spa 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.

Hot Tub

Pool

Reunion Resort

7648 Heritage Crossing Way, Kissimmee, FL

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This guesthouse features 2 outdoor pools and 2 spa tubs. Guests will appreciate free perks like free self parking and WiFi in public areas.

Hot Tub

Pool

623 Coventry Drive 5 Bedrooms, 3 Bathrooms

623 Coventry Drive,, Four Corners, MCO

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Stay at this guesthouse in Davenport. Popular attractions Disney's Animal Kingdom® Theme Park and Mystic Dunes Golf Club are located nearby.

Neopad

1537 Discovery St, Davenport, FL

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An outdoor pool, free self parking, and laundry facilities are featured at this guesthouse. A garden, a picnic area, and barbecue grills are also on offer.

Pool

Parking included

Plenty of room for a fun getaway, very close to all theme parks and attractions.

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An outdoor pool is available at this guesthouse.

Pet friendly

Pool

ChampionGate Eight Bedroom Luxury Villa

9033 Hazard Street, Kissimmee, FL

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This guesthouse features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free self parking and free WiFi. A 24-hour business center, a picnic area, and laundry facilities are also on offer.

Pool

Parking included

Villa W265 ""your Mansion With a Putting Green""

736 Desert Mountain Court,, Four Corners, MCO

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Stay at this guesthouse in Kissimmee. Popular attractions ESPN Wide World of Sports and Disney's Animal Kingdom® Theme Park are located nearby.

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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

Hilton Vacation Club Mystic Dunes Orlando

7600 Mystic Dunes Lane, Kissimmee, FL

$87

per night

May 30 - May 31

8.8/10 Excellent! (3,135 reviews)

Winter Haven Guest Houses essential information

Accommodation	31 Guest Houses
Lowest Price	$87
Highest Price	$179
Popular accommodation	The Lake Morton Loft in Historic Downtown Lakeland, FL, Adorable! 4Bed 3.5Ba with Splash Pool ☀ by Disney, Cute & Cozy 1 bedroom guesthouse located in Winter Haven FL, Cozy Wonderfull Clubhouse Close Disney, Modern holiday home, Paradise Palms Resort, Reunion Resort, 623 Coventry Drive 5 Bedrooms, 3 Bathrooms, Neopad, Plenty of room for a fun getaway, very close to all theme parks and attractions., ChampionGate Eight Bedroom Luxury Villa, Villa W265 ""your Mansion With a Putting Green""