Compare Winter Springs Guest House Rentals
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Featured Guest Houses in Winter Springs
The Ann Stevens House
201 E Kicklighter Rd, Lake Helen, FL
The price is $156 per night
$156
includes taxes & fees
$139 per night
May 10 - May 11
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
Downtown Lake Eola Historic House 1 OR 2 BED
The price is $172 per night
$172
includes taxes & fees
$155 per night
May 7 - May 8
This guesthouse is a smoke-free guesthouse.
Air conditioning
Parking available
SPRING LAKE GETAWAY SUITE (Detached Guest House)
At this guesthouse, guests enjoy features like beach towels.
Free WiFi
Air conditioning
Winter Park Getaway
Guests staying at this guesthouse have access to barbecue grills and a garden.
Free WiFi
Air conditioning
Cozy Tiny Cottage Farm House!
Guests of this guesthouse enjoy access to a water park, laundry facilities, and barbecue grills. You'll find RV, bus, and truck parking.
Pet friendly
Free WiFi
 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
Mills Cottage by the Little Lake
The price is $400 per night
$400
includes taxes & fees
$360 per night
May 6 - May 7
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
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
DoubleTree by Hilton at the Entrance to Universal Orlando
5780 Major Blvd, Orlando, FL
The price is $104 per night from May 11 to May 12
$104
includes taxes & fees
$93 per night
May 11 - May 12
8.2/10 Very Good! (6,227 reviews)
Hyatt Regency Orlando International Airport
9300 Jeff Fuqua Boulevard, Orlando, FL
The price is $201 per night from May 13 to May 14
$201
includes taxes & fees
$179 per night
May 13 - May 14
9.2/10 Wonderful! (3,244 reviews)
Universal's Cabana Bay Beach Resort
6550 Adventure Way, Orlando, FL
The price is $232 per night from May 14 to May 15
$232
includes taxes & fees
$206 per night
May 14 - May 15
8.8/10 Excellent! (5,201 reviews)
Winter Springs Guest Houses essential information
Accommodation | 27 Guest Houses |
|---|---|
Lowest Price | $104 |
Highest Price | $400 |
Popular accommodation | The Ann Stevens House, Downtown Lake Eola Historic House 1 OR 2 BED, SPRING LAKE GETAWAY SUITE (Detached Guest House), Winter Park Getaway, Cozy Tiny Cottage Farm House!,  Peaceful Two Bedroom Guest House near Wekiva River and State Parks , Mills Cottage by the Little Lake, 2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR, Downtown Orlando Throne Historic Thornton Park |
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