Compare Winter Springs Guest House Rentals

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Featured Guest Houses in Winter Springs

The Ann Stevens House

The Ann Stevens House

3 out of 5
201 E Kicklighter Rd, Lake Helen, FL
A local mainstay since 1895, The Ann Stevens House offers free WiFi in public areas, express check-out, and a terrace. If you drive, take advantage of free parking. Friendly staff can provide tour or ticket assistance, and also offer advice about sightseeing. This guesthouse also has a garden.
Parking included
Free WiFi
Winter Park Getaway

Winter Park Getaway

Guests staying at this guesthouse have access to a garden and barbecue grills.
Free WiFi
Air conditioning
Historic lakefront guesthouse

Historic lakefront guesthouse

Guests staying at this guesthouse enjoy access to a water park, an outdoor pool, and a hot tub. Other amenities at this family-friendly guesthouse include laundry facilities, a garden, and barbecue grills.
Pool
Hot Tub
 Peaceful Two Bedroom Guest House near Wekiva River and State Parks 

 Peaceful Two Bedroom Guest House near Wekiva River and State Parks 

At this guesthouse, guests have access to features like laundry facilities. This guesthouse also has barbecue grills.
Pet friendly
Free WiFi
Downtown Orlando Throne Historic Thornton Park

Downtown Orlando Throne Historic Thornton Park

At this guesthouse, guests have access to features like laundry facilities.
Downtown Lake Eola Historic House 1 OR 2 BED

Downtown Lake Eola Historic House 1 OR 2 BED

This guesthouse is a smoke-free guesthouse.
2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR

2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR

Guests of this guesthouse enjoy access to a water park, local meal delivery service, and a garden.
Mills Cottage by the Little Lake

Mills Cottage by the Little Lake

Guests staying at this guesthouse enjoy an outdoor pool, a gym, and a sauna. Other amenities at this family-friendly guesthouse include a hot tub, an arcade/game room, and laundry facilities.
Pool
Hot Tub
SPRING LAKE GETAWAY SUITE (Detached Guest House)

SPRING LAKE GETAWAY SUITE (Detached Guest House)

At this guesthouse, guests enjoy features like beach towels.
Free WiFi
Air conditioning
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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 Springs

Winter Springs Guest Houses essential information

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26 Guest Houses
Lowest Price
Highest Price
Popular accommodation
The Ann Stevens House, Winter Park Getaway, Historic lakefront guesthouse,  Peaceful Two Bedroom Guest House near Wekiva River and State Parks , Downtown Orlando Throne Historic Thornton Park, Downtown Lake Eola Historic House 1 OR 2 BED, 2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR, Mills Cottage by the Little Lake, SPRING LAKE GETAWAY SUITE (Detached Guest House)

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