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Search Guest Houses in Winter Springs

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Featured Guest Houses in Winter Springs and around

Exterior
SPRING LAKE GETAWAY SUITE (Detached Guest House)
10.0 out of 10, Exceptional, (41)
"I don't think we could have chosen a better location, or had nicer hosts! The property is lovely, central to everywhere we needed, and well appointed. 5 ⭐️ all around, and will definitely stay with them again."
SPRING LAKE GETAWAY SUITE (Detached Guest House)
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
Interior
Downtown Orlando Throne Historic Thornton Park
10.0 out of 10, Exceptional, (1)
"Nice size property great location great host"
Downtown Orlando Throne Historic Thornton Park
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Outdoor pool, a heated pool
Mills Cottage by the Little Lake
10.0 out of 10, Exceptional, (41)
"This trip was for a small gathering to celebrate a friend's birthday. The property is very unique (check out the listing to see it ALL - the amenities are great!) and it made for the perfect space to hang out. Host was excellent."
The price is €380
per night
6 May - 7 May
Mills Cottage by the Little Lake
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
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 €185
per night
29 May - 30 May
Tiny Cottage - 3 MI to Downtwn w/ Grill & Hammocks
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
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
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!
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
TV
City Guesthouse in beautiful Historic Downtown Sanford
9.6 out of 10, Exceptional, (4)
"Perfect"
The price is €222
per night
4 May - 5 May
City Guesthouse in beautiful Historic Downtown Sanford
Full-sized 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
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 €167
per night
8 May - 9 May
The Ann Stevens House
Exterior
Dr. Phillips House
3.0 star property
8.2 out of 10, Very good, (13)
"AWESOME LOCATION AND A GREAT PLACE TO STAY. THE ROOM WAS ABSOLUTELY AMAZING!! NO TURN DOWN OR TOWELS AFTER THE FIRST NIGHT STAY ALTHOUGH IT WAS AT THE BEGINNING OF CORONA."
Dr. Phillips House
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 €320
per night
5 May - 6 May
Casa Catalina☀️ Lakefront Apartment near Downtown
Exterior
Blissful Guest House
3.0 star property
2.0 out of 10, (1)
Blissful Guest House
Smart TV
Your Home Away From Home
Your Home Away From Home
TV, offices
Charming 1BR Vintage Treehouse Garage Apartment
Charming 1BR Vintage Treehouse Garage Apartment
Interior
Cozy Barndominium 1Bdm/1Bth+loft
Cozy Barndominium 1Bdm/1Bth+loft
Fridge, microwave, stovetop, coffee/tea maker
Modern 1BR/1BA Guest House by Universal/Parks
Modern 1BR/1BA Guest House by Universal/Parks
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See all available properties in Winter Springs
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 Winter Springs

Meeting facility
Hyatt Regency Orlando International Airport
4.0 star property
9.4 out of 10, Exceptional, (4762)
"Front desk was incredibly helpful with letting us check in early! We missed a flight and ended up stuck at the airport so it was nice to be able to relax after a stressful time. Dining options were very good and service was great! "
The price is €209
per night
27 May - 28 May
Hyatt Regency Orlando International Airport
Outdoor pool, pool umbrellas, pool loungers
Avanti International Resort
3.0 star property
7.6 out of 10, Good, (2001)
"This is my 14th stay here , family loves it here "
The price is €78
per night
31 May - 1 Jun
Avanti International Resort
Water park
CoCo Key Hotel and Water Resort 
3.5 star property
7.4 out of 10, Good, (3695)
"Not very quiet but others are OK"
The price is €80
per night
8 May - 9 May
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.

Winter Springs Guest Houses information

Number of reviews
308
Accommodation
22 Guest Houses
Lowest Price
€167
Highest Price
€320

Recent Reviews in Winter Springs
Expedia verified reviews