Compare Longwood Guest House Rentals

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Featured Guest Houses in Longwood

The Estate at Mount Dora

The Estate at Mount Dora

3.5 out of 5
1029 E 5th Avenue Mount Dora FL
$118 nightly
The price is $131 total per night
$131 total
Apr 29 - Apr 30
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 Heirloom Inn

The Heirloom Inn

3 out of 5
644 N Donnelly St Mount Dora FL
$136 nightly
The price is $144 total per night
$144 total
May 10 - May 11
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
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
Cabin On The Lake

Cabin On The Lake

3 out of 5
222 Tangerine Ave Lake Helen FL
$147 nightly
The price is $165 total per night
$165 total
Apr 29 - Apr 30
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 picnic area.
Breakfast included
Spa
Historic lakefront guesthouse

Historic lakefront guesthouse

Orlando FL
$286 nightly
The price is $317 total per night
$317 total
May 11 - May 12
Total with taxes and fees
Guests of this guesthouse enjoy features like an outdoor pool, a hot tub, and laundry facilities. Additional amenities include a garden and barbecue grills.
Pool
Hot Tub
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
$316 nightly
The price is $352 total per night
$352 total
Apr 29 - Apr 30
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
Downtown Lake Eola Historic House 1 OR 2 BED

Downtown Lake Eola Historic House 1 OR 2 BED

Orlando FL
$170 nightly
The price is $188 total per night
$188 total
Apr 30 - May 1
Total with taxes and fees
This guesthouse is a smoke-free guesthouse.
Free WiFi
Air conditioning
The Ann Stevens House

The Ann Stevens House

3 out of 5
201 E Kicklighter Rd Lake Helen FL
$159 nightly
The price is $179 total per night
$179 total
Apr 30 - May 1
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
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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

    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 May 25 to May 26
    $150 total
    May 25 - May 26
    Total with taxes and fees
    9/10 Wonderful! (6,701 reviews)
    DoubleTree by Hilton at the Entrance to Universal Orlando

    DoubleTree by Hilton at the Entrance to Universal Orlando

    5780 Major Blvd Orlando FL
    $89 nightly
    The price is $101 total per night from May 17 to May 18
    $101 total
    May 17 - May 18
    Total with taxes and fees
    8.4/10 Very Good! (6,884 reviews)
    Westgate Lakes Resort & Spa Universal Studios Area

    Westgate Lakes Resort & Spa Universal Studios Area

    9500 Turkey Lake Rd Orlando FL
    $127 nightly
    The price is $143 total per night from Apr 29 to Apr 30
    $143 total
    Apr 29 - Apr 30
    Total with taxes and fees
    8.4/10 Very Good! (6,261 reviews)

Longwood Guest Houses essential information

Accommodation
28 Guest Houses
Lowest Price
$101
Highest Price
$352
Popular accommodation
The Estate at Mount Dora, The Heirloom Inn, SPRING LAKE GETAWAY SUITE (Detached Guest House), Cabin On The Lake, Historic lakefront guesthouse, Winter Park Getaway, Mills Cottage by the Little Lake, Downtown Lake Eola Historic House 1 OR 2 BED, The Ann Stevens House

More to Explore