Search Guest Houses in Winter Springs from CA $173

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Check prices for these dates

Next weekend
Feb 20 - Feb 22
In two weeks
Feb 27 - Mar 1
In one month
Mar 13 - Mar 15
In two months
Apr 10 - Apr 12

Our top choices for Winter Springs guest houses

Land view from property

The Ann Stevens House

The Ann Stevens House
3.0 star property
Lake Helen
9.4 out of 10, Exceptional, (165 reviews)
"Our room was very clean, the staff was super nice, and we loved the screened in porch for morning coffee! It was perfect for what we needed and we would definitely stay again!"
United States
James
The price is CA $189
CA $213 total
includes taxes & fees
Feb 20 - Feb 21
The Ann Stevens House
Outdoor pool, a heated pool

Historic lakefront guesthouse

Historic lakefront guesthouse
Orlando
10.0 out of 10, Exceptional, (10 reviews)
"Had ana amazing time! The owner is very responsive and the place was a total vibe "
United States
Jonathan O.
The price is CA $146
CA $409 total
includes taxes & fees
Feb 25 - Feb 26
Historic lakefront guesthouse
Outdoor pool, a heated pool

Mills Cottage by the Little Lake

Mills Cottage by the Little Lake
Lake Weldona
10.0 out of 10, Exceptional, (54 reviews)
"Great place to stay and explore other no-theme park areas of Orlando. "
United States
Karla
The price is CA $213
CA $495 total
includes taxes & fees
Feb 23 - Feb 24
Mills Cottage by the Little Lake
Smart TV

Downtown Lake Eola Historic House 1 OR 2 BED

Downtown Lake Eola Historic House 1 OR 2 BED
Downtown Orlando
9.0 out of 10, Wonderful, (42 reviews)
"We had a fantastic stay! It is very close to local eateries and entertainment. And the hosts were lovely. "
United States
Alexandra
The price is CA $75
CA $188 total
includes taxes & fees
Feb 15 - Feb 16
Downtown Lake Eola Historic House 1 OR 2 BED
Exterior

Love Nest Studio nearby highways and Airport

Love Nest Studio nearby highways and Airport
Orlando
The price is CA $64
CA $173 total
includes taxes & fees
Feb 27 - Feb 28
Love Nest Studio nearby highways and Airport
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

Ramada by Wyndham Suites Orlando Airport

Ramada by Wyndham Suites Orlando Airport

10/10 Excellent
"Was spacious and clean"
Vickie 1-night trip
Posted 1 day ago
Ramada by Wyndham Suites Orlando Airport

Find out more about Winter Springs

Winter Springs Guest Houses information

Number of reviews
262
Accommodation
23 Guest Houses
Lowest Price
CA $173
Highest Price
CA $495

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 CA $173 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.

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