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
$150 nightly
The price is $167 total per night
$167 total
Oct 18 - Oct 19
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
$171 nightly
The price is $183 total per night
$183 total
Oct 19 - Oct 20
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 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
Oct 24 - Oct 25
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
Quiet Oasis in Lovely Neighborhood

Quiet Oasis in Lovely Neighborhood

Orlando FL
$171 nightly
The price is $190 total per night
$190 total
Oct 19 - Oct 20
Total with taxes and fees
At this guesthouse, guests have access to a hot tub, laundry facilities, and local meal delivery service. Additional amenities include barbecue grills and a garden.
Pool
Hot Tub
Mills Cottage by the Little Lake

Mills Cottage by the Little Lake

Orlando FL
$316 nightly
The price is $351 total per night
$351 total
Oct 25 - Oct 26
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
Adorable 1bed 1 bath guest house

Adorable 1bed 1 bath guest house

Orlando FL
Guests staying at this guesthouse have access to laundry facilities, barbecue grills, and a garden.
Pet friendly
Free WiFi
Cabin On The Lake

Cabin On The Lake

3 out of 5
222 Tangerine Ave Lake Helen FL
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 barbecue grills.
Breakfast included
Spa
Sunrise to Sunset on private 900 sq ft dock with BBQ!

Sunrise to Sunset on private 900 sq ft dock with BBQ!

Tavares FL
Guests staying at this guesthouse have access to laundry facilities, a garden, and barbecue grills.
Pet friendly
Free WiFi
Downtown Lake Eola Historic House 1 OR 2 BED

Downtown Lake Eola Historic House 1 OR 2 BED

Orlando FL
$147 nightly
The price is $163 total per night
$163 total
Oct 18 - Oct 19
Total with taxes and fees
This guesthouse is a smoke-free guesthouse.
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 Longwood

    Hyatt Regency Orlando International Airport

    Hyatt Regency Orlando International Airport

    9300 Jeff Fuqua Boulevard Orlando FL
    $219 nightly
    The price is $246 total per night from Nov 2 to Nov 3
    $246 total
    Nov 2 - Nov 3
    Total with taxes and fees
    DoubleTree by Hilton at the Entrance to Universal Orlando

    DoubleTree by Hilton at the Entrance to Universal Orlando

    5780 Major Blvd Orlando FL
    $93 nightly
    The price is $104 total per night from Nov 3 to Nov 4
    $104 total
    Nov 3 - Nov 4
    Total with taxes and fees
    8.6/10 Excellent! (7,110 reviews)
    Universal's Cabana Bay Beach Resort

    Universal's Cabana Bay Beach Resort

    6550 Adventure Way Orlando FL
    $155 nightly
    The price is $174 total per night from Nov 8 to Nov 9
    $174 total
    Nov 8 - Nov 9
    Total with taxes and fees

Longwood Guest Houses essential information

Accommodation
29 Guest Houses
Lowest Price
$104
Highest Price
$351
Popular accommodation
The Estate at Mount Dora, The Heirloom Inn, The Ann Stevens House, Quiet Oasis in Lovely Neighborhood, Mills Cottage by the Little Lake, Adorable 1bed 1 bath guest house, Cabin On The Lake, Sunrise to Sunset on private 900 sq ft dock with BBQ! , Downtown Lake Eola Historic House 1 OR 2 BED

More to Explore