Compare Longwood Guest House Rentals
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Featured Guest Houses in Longwood

The Estate at Mount Dora
1029 E 5th Avenue, Mount Dora, FL
$113 nightly
The price is $125 total per night
$125 total
Jul 14 - Jul 15
Total includes taxes and fees
A local mainstay since 1877, The Estate at Mount Dora offers free WiFi in public areas, express check-in, and express check-out. You can take advantage of free parking if you drive. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a terrace and a garden.
Pet friendly
Parking included

The Heirloom Inn
644 N Donnelly St, Mount Dora, FL
$148 nightly
The price is $157 total per night
$157 total
Jul 14 - Jul 15
Total includes taxes and fees
At The Heirloom Inn, guests have access to free WiFi in public areas, express check-in, and express check-out. Free parking is available if you drive. This guesthouse also has a garden.
Pet friendly
Parking included

Cabin On The Lake
222 Tangerine Ave, Lake Helen, FL
Free Cancellation
Reserve now, pay when you stay
$175 nightly
The price is $197 total per night
$197 total
Jul 14 - Jul 15
Total includes taxes and fees
Guests of Cabin On The Lake enjoy a gym, free WiFi in public areas, and spa services. Free parking is included with your stay. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this golf guesthouse include coffee/tea in a common area, an arcade/game room, and barbecue grills.
Breakfast included
Spa

The Ann Stevens House
201 E Kicklighter Rd, Lake Helen, FL
Free Cancellation
Reserve now, pay when you stay
$159 nightly
The price is $179 total per night
$179 total
Jul 14 - Jul 15
Total includes 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

Winter Park Getaway
Guests staying at this guesthouse have access to a garden and barbecue grills.
Free WiFi
Air conditioning

Downtown Orlando Throne Historic Thornton Park
$197 nightly
The price is $219 total per night
$219 total
Jul 14 - Jul 15
Total includes taxes and fees
At this guesthouse, guests have access to features like laundry facilities.
Air conditioning
Parking available

 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
$299 nightly
The price is $332 total per night
$332 total
Jul 14 - Jul 15
Total includes 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

Historic lakefront guesthouse
$211 nightly
The price is $235 total per night
$235 total
Jul 14 - Jul 15
Total includes taxes and fees
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
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 Longwood

DoubleTree by Hilton at the Entrance to Universal Orlando
5780 Major Blvd, Orlando, FL
$84 nightly
The price is $95 total per night from Aug 4 to Aug 5
$95 total
Aug 4 - Aug 5
Total includes taxes and fees
8.2/10 Very Good! (6,444 reviews)

Hyatt Regency Orlando International Airport
9300 Jeff Fuqua Boulevard, Orlando, FL
$195 nightly
The price is $219 total per night from Jul 16 to Jul 17
$219 total
Jul 16 - Jul 17
Total includes taxes and fees
9.4/10 Exceptional! (3,353 reviews)

Universal's Cabana Bay Beach Resort
6550 Adventure Way, Orlando, FL
$159 nightly
The price is $179 total per night from Aug 12 to Aug 13
$179 total
Aug 12 - Aug 13
Total includes taxes and fees
8.8/10 Excellent! (5,196 reviews)
Longwood Guest Houses essential information
Accommodation | 32 Guest Houses |
---|---|
Lowest Price | $95 |
Highest Price | $332 |
Popular accommodation | The Estate at Mount Dora, The Heirloom Inn, Cabin On The Lake, The Ann Stevens House, Winter Park Getaway, Downtown Orlando Throne Historic Thornton Park,  Peaceful Two Bedroom Guest House near Wekiva River and State Parks , Mills Cottage by the Little Lake, Historic lakefront guesthouse |
Guest Houses in Longwood
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