Compare Longwood Guest House Rentals

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Featured Guest Houses in Longwood

The Heirloom Inn

The Heirloom Inn

3 out of 5
644 N Donnelly St, Mount Dora, FL
$160 nightly
The price is $171 total per night
$171 total
Oct 14 - Oct 15
Total with 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
The Estate at Mount Dora

The Estate at Mount Dora

3.5 out of 5
1029 E 5th Avenue, Mount Dora, FL
$148 nightly
The price is $164 total per night
$164 total
Oct 12 - Oct 13
Total with 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 Ann Stevens House

The Ann Stevens House

3 out of 5
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
Oct 14 - Oct 15
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
Cabin On The Lake

Cabin On The Lake

3 out of 5
222 Tangerine Ave, Lake Helen, FL
Free Cancellation
Reserve now, pay when you stay
$131 nightly
The price is $152 total per night
$152 total
Oct 13 - Oct 14
Total with 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
SPRING LAKE GETAWAY SUITE (Detached Guest House)

SPRING LAKE GETAWAY SUITE (Detached Guest House)

At this guesthouse, guests enjoy features like beach towels.
Free WiFi
Air conditioning
Adorable 1bed 1 bath guest house

Adorable 1bed 1 bath guest house

Guests staying at this guesthouse have access to laundry facilities, a garden, and barbecue grills.
Pet friendly
Free WiFi
Winter Park Getaway

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

Downtown Orlando Throne Historic Thornton Park

$200 nightly
The price is $222 total per night
$222 total
Oct 13 - Oct 14
Total with 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 

 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
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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 Longwood

    DoubleTree by Hilton Hotel Orlando at SeaWorld

    DoubleTree by Hilton Hotel Orlando at SeaWorld

    10100 International Drive, Orlando, FL
    $109 nightly
    The price is $123 total per night from Oct 29 to Oct 30
    $123 total
    Oct 29 - Oct 30
    Total with taxes and fees
    7.4/10 Good! (6,169 reviews)
    Universal's Cabana Bay Beach Resort

    Universal's Cabana Bay Beach Resort

    6550 Adventure Way, Orlando, FL
    $133 nightly
    The price is $150 total per night from Nov 5 to Nov 6
    $150 total
    Nov 5 - Nov 6
    Total with taxes and fees
    8.8/10 Excellent! (5,383 reviews)
    Rosen Inn at Pointe Orlando

    Rosen Inn at Pointe Orlando

    9000 International Drive, Orlando, FL
    $75 nightly
    The price is $84 total per night from Oct 14 to Oct 15
    $84 total
    Oct 14 - Oct 15
    Total with taxes and fees
    8.4/10 Very Good! (5,035 reviews)

Longwood Guest Houses essential information

Accommodation
28 Guest Houses
Lowest Price
$84
Highest Price
$222
Popular accommodation
The Heirloom Inn, The Estate at Mount Dora, The Ann Stevens House, Cabin On The Lake, SPRING LAKE GETAWAY SUITE (Detached Guest House), Adorable 1bed 1 bath guest house, Winter Park Getaway, Downtown Orlando Throne Historic Thornton Park,  Peaceful Two Bedroom Guest House near Wekiva River and State Parks 

More to Explore