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Search Guest Houses in Winter Springs

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Sep 19 - Sep 21
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Oct 10 - Oct 12
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Guest Houses in Winter Springs

Our top choices for Winter Springs guest houses

The Ann Stevens House
Exterior

The Ann Stevens House

3.0 star property
9.4 out of 10, Exceptional, (155)
"We had a lovely time here!!"
$139 nightly
The price is $156
Oct 10 - Oct 11
Total with taxes and fees
The Ann Stevens House
Mills Cottage by the Little Lake
Outdoor pool, a heated pool

Mills Cottage by the Little Lake

10.0 out of 10, Exceptional, (46)
"Super charming "
$288 nightly
The price is $320
Sep 13 - Sep 14
Total with taxes and fees
Mills Cottage by the Little Lake
Downtown Lake Eola Historic House 1 OR 2 BED
Smart TV

Downtown Lake Eola Historic House 1 OR 2 BED

8.8 out of 10, Excellent, (30)
"Good stay everything that we wanted was in walking distance and it was comfortable"
$155 nightly
The price is $172
Sep 14 - Sep 15
Total with taxes and fees
Downtown Lake Eola Historic House 1 OR 2 BED
Historic lakefront guesthouse
Outdoor pool, a heated pool

Historic lakefront guesthouse

10.0 out of 10, Exceptional, (6)
"Had ana amazing time! The owner is very responsive and the place was a total vibe "
$253 nightly
The price is $281
Sep 15 - Sep 16
Total with taxes and fees
Historic lakefront guesthouse
Downtown Orlando Throne Historic Thornton Park
Property grounds

Downtown Orlando Throne Historic Thornton Park

8.4 out of 10, Very Good, (5)
"Nice size property great location great host"
$199 nightly
The price is $221
Sep 12 - Sep 13
Total with taxes and fees
Downtown Orlando Throne Historic Thornton Park
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.
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Top Winter Springs Hotel Reviews

Wyndham Garden Orlando Airport

Wyndham Garden Orlando Airport

10/10 Excellent
"Very nice property "
Valencia 2-night trip
Posted 1 day ago
Wyndham Garden Orlando Airport

Find out more about Winter Springs

Find out more about Winter Springs

Winter Springs Guest Houses information

Number of reviews
458
Accommodation
24 Guest Houses
Lowest Price
$156
Highest Price
$320

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What is the nightly rate for a guest house in Winter Springs?
Rates for Winter Springs guest houses vary, but travelers can find great-value prices from $156 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Winter Springs guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Winter Springs guest house and a B&B?
A guest house in Winter Springs is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.