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Search Guest Houses in Longwood

Compare 29 Guest Houses in Longwood with updated reviews, rates, and availability.

Exterior
The Estate at Mount Dora
3.5 star property
9.2 out of 10, Wonderful, (297)
"My family loved the place. Just loved the nature and the vintage interior of the house. It may be old but still well kept and maintained. We just enjoyed our stay and wished to stay more days at Mount Dora. "
The price is $94
$131 total
includes taxes & fees
May 27 - May 28
The Estate at Mount Dora
Front of property
The Heirloom Inn
3.0 star property
8.6 out of 10, Excellent, (171)
"Loved the convenience to shopping and restaurants, and the lake was easily within walking distance as well. Cozy, cute and clean."
The price is $88
$147 total
includes taxes & fees
May 27 - May 28
The Heirloom Inn
Building design
Cabin On The Lake
3.0 star property
10.0 out of 10, Exceptional, (74)
"Clean and quiet retreat, staff very nice and hospitable! Highly recommend this place!"
The price is $157
$176 total
includes taxes & fees
May 24 - May 25
Cabin On The Lake
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Exterior
The Ann Stevens House
3.0 star property
9.4 out of 10, Exceptional, (139)
"My spouse and I stayed for the weekend for our wedding anniversary and we were in awww with the property. So beautiful and comfortable. The owners are super nice and I just love how she tells the story of the history of the home and surrounding town. The room was more than amazing with its own bathroom with a jet tub and balcony We didn’t get to experience any of the amenities such as their Tavern bar they promote nor were they serving breakfast due to electrical issues which is understandable....
The price is $159
$179 total
includes taxes & fees
May 24 - May 25
The Ann Stevens House
Private kitchen | Fridge, microwave, oven, stovetop
 Peaceful Three Bedroom Guest House near Wekiva River and State Parks 
10.0 out of 10, Exceptional, (71)
"This experience couldn’t have been better. The home was in perfect condition and had everything that we needed. We were very comfortable and will definitely be back."
 Peaceful Three Bedroom Guest House near Wekiva River and State Parks 
Property grounds
Winter Park Getaway
10.0 out of 10, Exceptional, (3)
"The host was very helpful and welcoming without being overbearing as some can be. The space was clean, cute, and well stocked."
Winter Park Getaway
Smart TV
Adorable 1bed 1 bath guest house
10.0 out of 10, Exceptional, (13)
"Property was easy to find and easy to access. It was clean and decorated nicely."
Adorable 1bed 1 bath guest house
Property grounds
Tiny Cottage Farm House!
9.8 out of 10, Exceptional, (15)
"Not only was the tiny farmhouse great, it was Super Cute!! All the thoughtfulness put into everything including the funny signs all over made my trip very enjoyable! Tanya was very responsive and respectful of my privacy (she lives on the property) I felt very safe and comfortable. Would highly recommend her place. Thanks again Tanya for creating a wonderful space 🤗"
Tiny Cottage Farm House!
Exterior
SPRING LAKE GETAWAY SUITE (Detached Guest House)
10.0 out of 10, Exceptional, (43)
"We really enjoyed our stay. Great location for what we needed. Pictures and descriptions accurate. I would recommend this property for 1-2 guests."
SPRING LAKE GETAWAY SUITE (Detached Guest House)
Smart TV, books
2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR
9.8 out of 10, Exceptional, (11)
"EASY! Convenient. Quiet nice neighborhood!"
2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR
A heated pool
Paradise in a country setting. 2 BDRM 1100 SQ FT apartment. 1 King ,1 Queen
10.0 out of 10, Exceptional, (5)
"Beautiful neighborhood, was perfectly centered for us to travel to a tigers game and cape Canaveral . There was a manned launch on one of the nights and we could see it from the deck. Friendly attentive owners, would definitely recommend."
Paradise in a country setting. 2 BDRM 1100 SQ FT apartment. 1 King ,1 Queen
Interior
Downtown Orlando Throne Historic Thornton Park
10.0 out of 10, Exceptional, (1)
"Nice size property great location great host"
The price is $85
$232 total
includes taxes & fees
Jun 11 - Jun 12
Downtown Orlando Throne Historic Thornton Park
Outdoor pool, a heated pool
Mills Cottage by the Little Lake
10.0 out of 10, Exceptional, (42)
"My family and I wanted to have fun during the day at all the Disney parks but was interested in staying somewhere quaint and quiet in the evenings. This place was perfect and we would recommend it to everyone. Great price, great location and great host!"
The price is $184
$398 total
includes taxes & fees
May 29 - May 30
Mills Cottage by the Little Lake
Outdoor dining
Sunrise to Sunset on private 900 sq ft dock with BBQ!
10.0 out of 10, Exceptional, (96)
"Cute little place on the lake. Awesome dock setup and owners were super friendly"
Sunrise to Sunset on private 900 sq ft dock with BBQ!
1 bedroom, iron/ironing board, WiFi, bed sheets
Tiny Cottage - 3 MI to Downtwn w/ Grill & Hammocks
10.0 out of 10, Exceptional, (3)
"The property was fantastic. The bed and bedding was so comfortable. Zero complaints. Highly recommended. Great communication with the owners. "
The price is $98
$231 total
includes taxes & fees
Jun 22 - Jun 23
Tiny Cottage - 3 MI to Downtwn w/ Grill & Hammocks
TV
City Guesthouse in beautiful Historic Downtown Sanford
9.6 out of 10, Exceptional, (4)
"Perfect"
The price is $100
$245 total
includes taxes & fees
Jun 6 - Jun 7
City Guesthouse in beautiful Historic Downtown Sanford
Interior
Beautiful Villa with Lake Views
10.0 out of 10, Exceptional, (1)
"UN APPARTEMENT TRES BIEN MEUBLÉ ET BIEN ÉQUIPÉ. UN AGRABLE SÉJOUR."
Beautiful Villa with Lake Views
Beach
Casa Catalina☀️ Lakefront Apartment near Downtown
8.0 out of 10, Very Good, (1)
"So my girlfriends and I stayed for one quick night,which was perfect for one night because just a heads up the air conditioner is not cool in the living room. There is a air conditioner in the bedroom which gets really cool. The bed in the bedroom and the pullout sofa bed were both memory foam which were nice. The small apartment was cute and clean,very nice decor!"
The price is $115
$335 total
includes taxes & fees
May 24 - May 25
Casa Catalina☀️ Lakefront Apartment near Downtown
Property grounds
Modern and Romantiv Villa
10.0 out of 10, Exceptional, (7)
"You can stop looking…this one is perfect! Very clean, quiet, private outdoor sitting area, well equipped, beautiful, modern accommodations!"
Modern and Romantiv Villa
Full-size fridge, microwave, oven, stovetop
Quiet Garden Retreat Downtown Orlando - Private Apartment, Shared Pool and Patio
9.6 out of 10, Exceptional, (14)
"We had a wonderful stay! Cheryl and Eric were beyond kind and welcoming upon our arrival and showed us all around the guesthouse. They were very helpful and very quick to respond via messaging, but not intrusive at all, as we never saw them during our stay. The guesthouse was fun and ecclectic and a wonderful space. We were in town for th Olympic Marathon Trials so we parked the car and then were on foot throughout the weekend. Its such an amazing location to be able to walk everywhere! Quiet...
Quiet Garden Retreat Downtown Orlando - Private Apartment, Shared Pool and Patio
Don't see what you're looking for?
See all available properties in Longwood
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.

Other property types in Longwood

Meeting facility
Hyatt Regency Orlando International Airport
4.0 star property
9.4 out of 10, Exceptional, (4844)
"Very convenient "
The price is $189
$213 total
includes taxes & fees
May 29 - May 30
Hyatt Regency Orlando International Airport
Outdoor pool, pool umbrellas, sun loungers
Avanti International Resort
3.0 star property
7.8 out of 10, Good, (2090)
"It was chill .."
The price is $76
$102 total
includes taxes & fees
Jun 6 - Jun 7
Avanti International Resort
Water park
CoCo Key Hotel and Water Resort 
3.5 star property
7.4 out of 10, Good, (3744)
"Great for the children. Easy to walk around. Adjoining rooms "
The price is $81
$139 total
includes taxes & fees
May 27 - May 28
CoCo Key Hotel and Water Resort 
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.

Longwood Guest Houses information

Number of reviews
953
Accommodation
29 Guest Houses
Lowest Price
$85
Highest Price
$184

Recent reviews of Longwood hotels
Expedia verified reviews