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
$167 nightly
The price is $179 total per night
$179 total
Jan 29 - Jan 30
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
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
$154 nightly
The price is $173 total per night
$173 total
Feb 3 - Feb 4
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. Other amenities at this golf guesthouse include coffee/tea in a common area, an arcade/game room, and a garden.
Breakfast included
Spa
The Estate at Mount Dora

The Estate at Mount Dora

3.5 out of 5
1029 E 5th Avenue Mount Dora FL
Free Cancellation
Reserve now, pay when you stay
$128 nightly
The price is $142 total per night
$142 total
Jan 27 - Jan 28
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
$139 nightly
The price is $156 total per night
$156 total
Jan 30 - Jan 31
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
SPRING LAKE GETAWAY SUITE (Detached Guest House)

SPRING LAKE GETAWAY SUITE (Detached Guest House)

Altamonte Springs FL
At this guesthouse, guests enjoy features like beach towels.
Free WiFi
Air conditioning
Downtown Lake Eola Historic House 1 OR 2 BED

Downtown Lake Eola Historic House 1 OR 2 BED

Orlando FL
$132 nightly
The price is $146 total per night
$146 total
Feb 10 - Feb 11
Total with taxes and fees
This guesthouse is a smoke-free guesthouse.
Free WiFi
Air conditioning
Winter Park Getaway

Winter Park Getaway

Winter Park FL
Guests staying at this guesthouse have access to barbecue grills and a garden.
Free WiFi
Air conditioning
Mills Cottage by the Little Lake

Mills Cottage by the Little Lake

Orlando FL
$299 nightly
The price is $332 total per night
$332 total
Jan 27 - Jan 28
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
Historic lakefront guesthouse

Historic lakefront guesthouse

Orlando FL
$262 nightly
The price is $292 total per night
$292 total
Jan 31 - Feb 1
Total with 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
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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 at the Entrance to Universal Orlando

    DoubleTree by Hilton at the Entrance to Universal Orlando

    5780 Major Blvd Orlando FL
    $112 nightly
    The price is $126 total per night from Jan 27 to Jan 28
    $126 total
    Jan 27 - Jan 28
    Total with taxes and fees
    8.4/10 Very Good! (6,932 reviews)
    Rosen Inn at Pointe Orlando

    Rosen Inn at Pointe Orlando

    9000 International Drive Orlando FL
    $75 nightly
    The price is $85 total per night from Feb 8 to Feb 9
    $85 total
    Feb 8 - Feb 9
    Total with taxes and fees
    8.4/10 Very Good! (5,554 reviews)
    Orlando International Drive North Hotel

    Orlando International Drive North Hotel

    5859 American Way Orlando FL
    $74 nightly
    The price is $84 total per night from Jan 28 to Jan 29
    $84 total
    Jan 28 - Jan 29
    Total with taxes and fees
    7.2/10 Good! (2,707 reviews)

Longwood Guest Houses essential information

Accommodation
27 Guest Houses
Lowest Price
$84
Highest Price
$332
Popular accommodation
The Heirloom Inn, Cabin On The Lake, The Estate at Mount Dora, The Ann Stevens House, SPRING LAKE GETAWAY SUITE (Detached Guest House), Downtown Lake Eola Historic House 1 OR 2 BED, Winter Park Getaway, Mills Cottage by the Little Lake, Historic lakefront guesthouse

More to Explore