Photo by Kara Akers

Search Guest Houses in Longwood

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

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

The Heirloom Inn
Front of property
The Heirloom Inn
3.0 star property
8.8 out of 10, Excellent, (182)
"The property is in walking distance to many shops and restaurants. It was clean and cozy. We would definitely stay again. "
The price is AED 321
AED 533 total
includes taxes & fees
24 Sep - 25 Sep
The Heirloom Inn
The Estate at Mount Dora
Exterior
The Estate at Mount Dora
3.5 star property
9.2 out of 10, Wonderful, (312)
"Everything was wonderful! Would recommend. "
The price is AED 353
AED 489 total
includes taxes & fees
30 Sep - 1 Oct
The Estate at Mount Dora
Winter Park Getaway
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
SPRING LAKE GETAWAY SUITE (Detached Guest House)
Detached Guesthouse over our 3 Car Garage
SPRING LAKE GETAWAY SUITE (Detached Guest House)
10.0 out of 10, Exceptional, (47)
"Great place! We met the owner while there. Very nice and friendly. Everything was just as described and was great. Clean and well kept. (Loved that there was no carpet.) It was centrally located to everywhere we needed to go. Definitely would stay there again!"
SPRING LAKE GETAWAY SUITE (Detached Guest House)
 Peaceful Two Bedroom Guest House near Wekiva River and State Parks 
Private kitchen
 Peaceful Two Bedroom Guest House near Wekiva River and State Parks 
10.0 out of 10, Exceptional, (77)
"Everything it was clean . The king bed is super comfortable. The host is communicative. The house it’s was surrounding the beautiful springs for hot summer. I recommend Mike cottage. "
 Peaceful Two Bedroom Guest House near Wekiva River and State Parks 
Adorable 1bed 1 bath guest house
King bed, dresser, luggage rack, plenty of closet space with full mirror
Adorable 1bed 1 bath guest house
10.0 out of 10, Exceptional, (14)
"We were visiting our daughter in the area and stayed 5 nights. The home is very clean and very quiet. I loved that the main bedroom had blackout curtains and it was dark and comfortable to sleep in. We would definitely stay again!"
Adorable 1bed 1 bath guest house
Cabin On The Lake
Front of property
Cabin On The Lake
3.0 star property
10.0 out of 10, Exceptional, (82)
"Hugo was very helpful. This is a true log cabin and very well maintained and very clean. Convenient to town and restaurants within 10 min drive. Will stay there again."
The price is AED 533
AED 587 total
includes taxes & fees
24 Sep - 25 Sep
Cabin On The Lake
Downtown Lake Eola Historic House 1 OR 2 BED
Living area
Downtown Lake Eola Historic House 1 OR 2 BED
8.8 out of 10, Excellent, (26)
"The uniqueness of a historic home with a covered porch a block from the lake is incomparable!"
The price is AED 275
AED 590 total
includes taxes & fees
29 Sep - 30 Sep
Downtown Lake Eola Historic House 1 OR 2 BED
The Ann Stevens House
Front of property
The Ann Stevens House
3.0 star property
9.4 out of 10, Exceptional, (141)
"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 AED 584
AED 657 total
includes taxes & fees
25 Sep - 26 Sep
The Ann Stevens House
2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR
Room
2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR
9.8 out of 10, Exceptional, (12)
"The place was clean, organized, and included a bottle of wine which was so sweet! Host had great communication and instructions for arriving were super clear."
2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR
Paradise in a country setting. 2 BDRM 1100 SQ FT apartment. 1 King ,1 Queen
Pool
Paradise in a country setting. 2 BDRM 1100 SQ FT apartment. 1 King ,1 Queen
10.0 out of 10, Exceptional, (6)
"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
Mills Cottage by the Little Lake
Pool w/spa. 25/35 dollars a day additional to use pool/spa, pub/game room & gym
Mills Cottage by the Little Lake
10.0 out of 10, Exceptional, (44)
"Upon arriving nice neighborhood drive was seemed small but on our last day with multiple cars on lot it was easy to get out. I was impressed by the whole property, but the vegetation was by far my favorite thing the pool was easy to find there was so many things to keep us occupied if we needed. Owner was quick to respond and even checked in with us. Would definitely stay again!"
The price is AED 683
AED 1,460 total
includes taxes & fees
24 Sep - 25 Sep
Mills Cottage by the Little Lake
Sunrise to Sunset on private 900 sq ft dock with BBQ!
Property grounds
Sunrise to Sunset on private 900 sq ft dock with BBQ!
10.0 out of 10, Exceptional, (98)
"This place is over the garage of an attached house and has stairs. The owner respected our privacy and let us enjoyed their beautiful yard and dock as if they were not there. They always asked if we needed anything. Very quiet retreat and Mt Dora nearby has alot of shops, resturants and tour boats to enjoy. Just wish the fish were biting more."
Sunrise to Sunset on private 900 sq ft dock with BBQ!
Tiny Cottage - 3 MI to Downtown w/Grill & Hammocks
Tiny Cottage - 3 MI to Downtown w/Grill & Hammocks
8.6 out of 10, Excellent, (4)
"The property was fantastic. The bed and bedding was so comfortable. Zero complaints. Highly recommended. Great communication with the owners. "
The price is AED 235
AED 627 total
includes taxes & fees
29 Sep - 30 Sep
Tiny Cottage - 3 MI to Downtown w/Grill & Hammocks
Luxury Comfortable Guest Suite in Altamonte Springs - Large Pool
Pool
Luxury Comfortable Guest Suite in Altamonte Springs - Large Pool
Luxury Comfortable Guest Suite in Altamonte Springs - Large Pool
City Guesthouse in beautiful Historic Downtown Sanford
City Guesthouse in beautiful Historic Downtown Sanford
9.8 out of 10, Exceptional, (8)
"The unit was nice though the AC was not operating properly. The Hosts were very understanding and immediately offer/processed refund and assisted in instructing us on method of cancelation to get full refund from VRBO. VRBO was also extremely prompt in processing a our full refund. This was a first for us using VRBO and was very skeptical but after this experience I will not have any reservation about using VRBO again as well as booking through this host. The AC issues were out of the hosts...
City Guesthouse in beautiful Historic Downtown Sanford
Beautiful Villa with Lake Views
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
Casa Catalina☀️ Lakefront Apartment near Downtown
Living area
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 AED 422
AED 1,220 total
includes taxes & fees
24 Sep - 25 Sep
Casa Catalina☀️ Lakefront Apartment near Downtown
Modern and Romantiv Villa
Interior
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
Quiet Garden Retreat Downtown Orlando - Private Apartment, Shared Pool and Patio
Exterior
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Longwood

Hyatt Regency Orlando International Airport
Rooftop pool
Hyatt Regency Orlando International Airport
4.0 star property
9.4 out of 10, Exceptional, (5380)
"Right in the airport and very clean"
The price is AED 694
AED 781 total
includes taxes & fees
24 Sep - 25 Sep
Hyatt Regency Orlando International Airport
Avanti International Resort
Pool
Avanti International Resort
3.0 star property
7.8 out of 10, Good, (2651)
"Stayed there 2 nights, no problems at all. They greeted me with smiles on their faces. The room was cute & definitely served its purpose. It’s almost right near icon park, just a short walk. The convenience was awesome. I wish the beds would have been a little more firm to my liking for my back, but I made due. Overall, it’s some place I would stay at again. "
The price is AED 278
AED 375 total
includes taxes & fees
25 Sep - 26 Sep
Avanti International Resort
The View Studio Suites and Event Venue
Front of property
The View Studio Suites and Event Venue
3.5 star property
8.6 out of 10, Excellent, (422)
"En general el hotel lo encuentre buenisimo. Los cuartos son cómodos y espaciosos. Incluye desayuno con varias opciones preparado al momento. El Staff fue amable. La propiedad tiene buen parking y está bien localizado con tiendas y restaurantes cerca del área. Cuando regrese a Orlando me hospedaría nuevamente ahí. "
The price is AED 264
AED 288 total
includes taxes & fees
24 Sep - 25 Sep
The View Studio Suites and Event Venue
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.