A greenhouse with hanging flower baskets and ivy-covered walls.

Search Guest Houses in Longwood from CA $189

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Check prices for these dates

Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27
In one month
Oct 9 - Oct 11
In two months
Nov 6 - Nov 8

Our top choices for Longwood guest houses

A modern living room with a pink sofa, wooden coffee table, and a TV on a white cabinet. There's a kitchen area with white cabinets and a microwave.

1. City Guesthouse in beautiful Historic Downtown Sanford

City Guesthouse in beautiful Historic Downtown Sanford
Downtown Sanford
10.0 out of 10, Exceptional, (12 reviews)
"Great place for the 2 of us and awesome location."
United States
Jesselyn L.
The price is CA $170
CA $381 total
includes taxes & fees
Sep 29 - Sep 30
City Guesthouse in beautiful Historic Downtown Sanford
A compact living space with a sofa, armchair, coffee table, TV, and a small kitchen area with a sink and countertop.

2. Downtown Lake Eola Historic House 1 OR 2 BED

Downtown Lake Eola Historic House 1 OR 2 BED
Downtown Orlando
9.4 out of 10, Exceptional, (53 reviews)
"We loved our stay, conveniently close to all the downtown Orlando restaurants, and bars, we enjoyed walking around, definitely recommend it."
United States
Cristina T.
The price is CA $112
CA $246 total
includes taxes & fees
Sep 23 - Sep 24
Downtown Lake Eola Historic House 1 OR 2 BED
A narrow hallway with white walls, a blue patterned floor, and a rustic wooden door. Shelves on the left hold various items, and a white door at the end leads to another room.

3. The Estate at Mount Dora

The Estate at Mount Dora
3.5 star property
Mount Dora
9.2 out of 10, Wonderful, (454 reviews)
"Everything was AmaZing & will definitely be returning on my next trip thru Mt. Dora"
United States
Michael
The price is CA $116
CA $189 total
includes taxes & fees
Sep 15 - Sep 16
The Estate at Mount Dora
A two-story house with a swimming pool, outdoor seating, and a covered patio area.

4. Mills Cottage by the Little Lake

Mills Cottage by the Little Lake
Lake Weldona
9.6 out of 10, Exceptional, (67 reviews)
"Great stay. "
United States
rick s.
The price is CA $155
CA $420 total
includes taxes & fees
Sep 18 - Sep 19
Mills Cottage by the Little Lake
A room with a wooden floor, a mounted TV, a door, a trash can, and a vase with dried plants.

5. Quiet Oasis in Lovely Neighborhood

Quiet Oasis in Lovely Neighborhood
Southern Oaks
9.8 out of 10, Exceptional, (198 reviews)
"The room was clean. It was close to a lot of the activities we wanted to do. The best part was getting to meet and engage with the owners who are wonderful people."
United States
Andy K.
The price is CA $112
CA $263 total
includes taxes & fees
Sep 16 - Sep 17
Quiet Oasis in Lovely Neighborhood
A cozy outdoor seating area with a hammock chair, a white cushioned chair, and a fire pit.

6. New King GH|PetsOK|PrivEnt|Pvt FncdYard+Tub+W/D+FP

New King GH|PetsOK|PrivEnt|Pvt FncdYard+Tub+W/D+FP
Orlando
The price is CA $104
CA $232 total
includes taxes & fees
Sep 16 - Sep 17
New King GH|PetsOK|PrivEnt|Pvt FncdYard+Tub+W/D+FP
A doorway leading to a porch with a fire extinguisher, a doormat, and a microwave on a counter.

7. The Heirloom Inn

The Heirloom Inn
3.0 star property
Mount Dora
8.8 out of 10, Excellent, (261 reviews)
"Great inn! We enjoyed our stay here. Perfect location!"
United States
Margaret
The price is CA $121
CA $218 total
includes taxes & fees
Sep 13 - Sep 14
The Heirloom Inn
A pool area with lounge chairs, a hot tub, and outdoor furniture.

8. Historic lakefront guesthouse

Historic lakefront guesthouse
Orlando
10.0 out of 10, Exceptional, (15 reviews)
"Nice place, really roomy—perfect for decompressing after a busy week of training. The pool, hot tub, and lake were beautiful, and the location is close to everything.Jason was a great host—easy to communicate with and everything was smooth from start to finish.Easy stay, no stress. Would definitely come back."
United States
STEVE O.
The price is CA $161
CA $467 total
includes taxes & fees
Sep 15 - Sep 16
Historic lakefront guesthouse
A two-story house with a stone foundation and a metal roof, surrounded by a well-maintained lawn and mature trees.

9. The Ann Stevens House

The Ann Stevens House
3.0 star property
Lake Helen
9.4 out of 10, Exceptional, (172 reviews)
"Our room was very clean, the staff was super nice, and we loved the screened in porch for morning coffee! It was perfect for what we needed and we would definitely stay again!"
United States
James
The price is CA $192
CA $216 total
includes taxes & fees
Oct 2 - Oct 3
The Ann Stevens House
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.
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Top Longwood Hotel Reviews

Country Inn & Suites by Radisson, Orlando Airport, FL

Country Inn & Suites by Radisson, Orlando Airport, FL

10/10 Excellent
"Great hotel"
Dynasty 1-night trip
Posted 4 hours ago
Country Inn & Suites by Radisson, Orlando Airport, FL

Find out more about Longwood

Longwood Guest Houses information

Number of reviews
684
Accommodation
28 Guest Houses
Lowest Price
CA $189
Highest Price
CA $467

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