Compare Winter Springs Guest House Rentals

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Featured Guest Houses in Winter Springs

$171 nightly

$190 total

Jul 9 - Jul 10

Total with taxes and fees

At this guesthouse, guests have access to a hot tub, laundry facilities, and local meal delivery service. This smoke-free guesthouse also has a garden.

Pool

Hot Tub

$363 nightly

$403 total

Jul 13 - Jul 14

Total with taxes and fees

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

Free Cancellation

Reserve now, pay when you stay

$159 nightly

$179 total

Jul 18 - Jul 19

Total with taxes and fees

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

$291 nightly

$323 total

Jul 13 - Jul 14

Total with taxes and fees

Guests of this guesthouse enjoy features like an outdoor pool, a hot tub, and laundry facilities. Additional amenities include barbecue grills and a garden.

Pool

Hot Tub

Guests staying at this guesthouse have access to laundry facilities, a garden, and barbecue grills.

Pet friendly

Free WiFi

City Guesthouse in beautiful Historic Downtown Sanford

$231 nightly

$255 total

Jul 17 - Jul 18

Total with taxes and fees

This guesthouse is a smoke-free guesthouse.

Air conditioning

Parking available

Guests of this guesthouse enjoy features like an outdoor pool, free WiFi in public areas, and a library. If you drive, take advantage of free offsite parking. This smoke-free guesthouse also has a garden.

Pool

Free WiFi

Downtown Lake Eola Historic House 1 OR 2 BED

$166 nightly

$184 total

Jul 12 - Jul 13

Total with taxes and fees

This guesthouse is a smoke-free guesthouse.

Free WiFi

Air conditioning

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

Universal's Cabana Bay Beach Resort

6550 Adventure Way Orlando FL

$150 nightly

$169 total

Jul 19 - Jul 20

Total with taxes and fees

9/10 Wonderful! (7,161 reviews)

DoubleTree by Hilton at the Entrance to Universal Orlando

5780 Major Blvd Orlando FL

$98 nightly

$110 total

Jul 22 - Jul 23

Total with taxes and fees

8.6/10 Excellent! (6,970 reviews)

Universal's Endless Summer Resort - Dockside Inn and Suites

7125 Universal Boulevard Orlando FL

$148 nightly

$167 total

Jul 15 - Jul 16

Total with taxes and fees

9.2/10 Wonderful! (5,414 reviews)

Winter Springs Guest Houses essential information

Accommodation	24 Guest Houses
Lowest Price	$110
Highest Price	$403
Popular accommodation	Quiet Oasis in Lovely Neighborhood, Mills Cottage by the Little Lake, The Ann Stevens House, Historic lakefront guesthouse, Adorable 1bed 1 bath guest house, City Guesthouse in beautiful Historic Downtown Sanford, Quiet Garden Retreat Downtown Orlando - Private Apartment, Shared Pool and Patio, Downtown Lake Eola Historic House 1 OR 2 BED, SPRING LAKE GETAWAY SUITE (Detached Guest House)