Holiday Homes in Winter Springs

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Check prices for these dates

In two weeks
15 May - 17 May
In two months
26 Jun - 28 Jun
In three months
24 Jul - 26 Jul
In four months
21 Aug - 23 Aug

Our top choices for Winter Springs holiday homes

Outdoor dining

Sunshine Escape Guesthouse ☀

Sunshine Escape Guesthouse ☀
Orlando
9.0 out of 10, Wonderful, (18 reviews)
"The location worked perfect for our needs in a quiet and safe area. The host was very pleasant and we had a wonderful experience dealing with him and any concerns were met and promptly taken care of. We would definitely stay there again "
United States
Robin R.
The price is €180
includes taxes & fees
28 May - 29 May
Sunshine Escape Guesthouse ☀
Exterior

Eastpark. Pet friendly! Lake Nona

Eastpark. Pet friendly! Lake Nona
East Park
9.2 out of 10, Wonderful, (97 reviews)
"Very nice accommodations. Great stay!!"
United States
John G.
The price is €239
includes taxes & fees
3 May - 4 May
Eastpark. Pet friendly! Lake Nona
Fridge, microwave, stovetop, dishwasher

THE CHLOE by EVRH

THE CHLOE by EVRH
Altamonte Springs
9.0 out of 10, Wonderful, (70 reviews)
"Host was very responsive"
United States
Tony N.
The price is €410
includes taxes & fees
29 Apr - 30 Apr
THE CHLOE by EVRH
Desk, iron/ironing board, WiFi, bed sheets

CUTE and COZY studio w/ jacuzzi!

CUTE and COZY studio w/ jacuzzi!
Azalea Park
The price is €155
includes taxes & fees
13 May - 14 May
CUTE and COZY studio w/ jacuzzi!
Children’s area

Tiny home w/private backyard & full kitchen

Tiny home w/private backyard & full kitchen
College Park
10.0 out of 10, Exceptional, (3 reviews)
"Cute tiny house, comfy bed, nice shower, great little place to stay"
United States
Megan L.
The price is €183
includes taxes & fees
30 Apr - 1 May
Tiny home w/private backyard & full kitchen
Fridge, oven, stovetop, coffee/tea maker

Cozy Villa with Fire Pit & BBQ

Cozy Villa with Fire Pit & BBQ
Orange City
9.6 out of 10, Exceptional, (7 reviews)
"Great host, clean and comfortable house, quiet neighborhood. "
United States
Russ B.
The price is €249
includes taxes & fees
4 May - 5 May
Cozy Villa with Fire Pit & BBQ
Microwave, oven, stovetop

Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka

Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka
Apopka
10.0 out of 10, Exceptional, (2 reviews)
"Was great! Thank you "
United States
Jade L.
The price is €107
includes taxes & fees
28 May - 29 May
Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka
Smart TV

A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood

A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood
Deltona
9.6 out of 10, Exceptional, (17 reviews)
"Great stay! "
United States
Ash L.
The price is €128
includes taxes & fees
4 May - 5 May
A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood
Pool

Spacious & Private Guest Pool House Oasis

Spacious & Private Guest Pool House Oasis
Union Park
9.8 out of 10, Exceptional, (22 reviews)
"Great stay in Orlando"
United States
Eddie T.
The price is €239
includes taxes & fees
30 Apr - 1 May
Spacious & Private Guest Pool House Oasis
1 bedroom, iron/ironing board, free WiFi, bed sheets

1x1 Guest Suite 10 minutes from UCF

1x1 Guest Suite 10 minutes from UCF
Union Park
9.4 out of 10, Exceptional, (8 reviews)
"The room was clean, quiet and very convenient. It is more spacious than what it looks in photos, a nice alternative to a hotel room. Parking was easy and the area feels safe. "
United States
Michael
The price is €109
includes taxes & fees
17 May - 18 May
1x1 Guest Suite 10 minutes from UCF
Exterior detail

Cozy, Private, Modern 1BD/1BA Apt in College Park Home. Pet Friendly!

Cozy, Private, Modern 1BD/1BA Apt in College Park Home. Pet Friendly!
College Park
10.0 out of 10, Exceptional, (1 review)
"Es war perfekt Vielen Dank "
Germany
Marvin A.
The price is €143
includes taxes & fees
3 May - 4 May
Cozy, Private, Modern 1BD/1BA Apt in College Park Home. Pet Friendly!
Fridge, microwave, oven, stovetop

Home Sweet Home

Home Sweet Home
Sanford
9.4 out of 10, Exceptional, (28 reviews)
"Beautifully decorated house, super clean and had everything we needed. Stocked well to make everything easy. Great communication from the owner. Checkout process super easy and not stressful. Highly recommend. "
United States
Beth W.
The price is €280
includes taxes & fees
4 May - 5 May
Home Sweet Home
Fridge, microwave, oven, stovetop

Orlando Vacation homeAway near Universal with hot/tub

Orlando Vacation homeAway near Universal with hot/tub
Oak Ridge
8.8 out of 10, Excellent, (22 reviews)
"Appreciated the hot tub and washer and dryer"
United States
Mary M.
The price is €198
includes taxes & fees
4 May - 5 May
Orlando Vacation homeAway near Universal with hot/tub
3 bedrooms, desk, iron/ironing board, free WiFi

Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!

Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
Casselberry
9.8 out of 10, Exceptional, (47 reviews)
"The residence met all of our needs for an entertaining/relaxing stay."
United States
Kevin K.
The price is €216
includes taxes & fees
29 Apr - 30 Apr
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
Fridge, microwave, oven, stovetop

Renovated Peaceful Luxury Walk to Mall Park Publix

Renovated Peaceful Luxury Walk to Mall Park Publix
Altamonte Springs
9.4 out of 10, Exceptional, (18 reviews)
"Everything was beautiful, enjoyed.My stay host is awesome"
United States
David C.
The price is €167
includes taxes & fees
11 May - 12 May
Renovated Peaceful Luxury Walk to Mall Park Publix
Fridge, microwave, oven, stovetop

Charming 2-bedroom house in DeBary with AC- Close to highway andhiking Trail

Charming 2-bedroom house in DeBary with AC- Close to highway andhiking Trail
Plantation Estates
10.0 out of 10, Exceptional, (2 reviews)
"We were able to book this amazing property for our father from Australia. The booking was made super easy thanks to Keith's communication and the entire stay was without any issues. The house was everything we wanted for him to have a restful week, with level walks, easy access to groceries and all the mod cons needed for a comfortable stay. We will definitely be booking this property again in the future!"
Australia
Jillian S.
The price is €238
includes taxes & fees
29 Apr - 30 Apr
Charming 2-bedroom house in DeBary with AC- Close to highway andhiking Trail
Desk, WiFi, bed sheets

Studio in the heart of Orlando

Studio in the heart of Orlando
Azalea Park
9.4 out of 10, Exceptional, (6 reviews)
"Can’t complain. Would re book for sure."
United States
Matthew
The price is €138
includes taxes & fees
12 May - 13 May
Studio in the heart of Orlando
Terrace/patio

The Cozy Crash Pad: Tiny House Experience

The Cozy Crash Pad: Tiny House Experience
Orlando
8.8 out of 10, Excellent, (25 reviews)
"The host communicated when needed. A great stay for a quick trip. "
United States
Jamee O.
The price is €130
includes taxes & fees
18 May - 19 May
The Cozy Crash Pad: Tiny House Experience
Dining

River City Retreat

River City Retreat
Sanford
9.4 out of 10, Exceptional, (14 reviews)
"Great place and quick, simple check in."
United States
Dennis L.
The price is €185
includes taxes & fees
5 May - 6 May
River City Retreat
3 bedrooms, desk, iron/ironing board, WiFi

Tranquil 3-bedroom house in Sanford with AC, WiFi

Tranquil 3-bedroom house in Sanford with AC, WiFi
Sanford
9.8 out of 10, Exceptional, (25 reviews)
"Beautiful place to stay near the airport "
United States
Rodney
The price is €235
includes taxes & fees
3 May - 4 May
Tranquil 3-bedroom house in Sanford with AC, WiFi
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 Winter Springs Hotel Reviews

La Quinta Inn & Suites by Wyndham Orlando Airport

La Quinta Inn & Suites by Wyndham Orlando Airport

10/10 Excellent
"The room was clean and air conditioned. "
Grace 1-night trip
Posted 1 hour ago
La Quinta Inn & Suites by Wyndham Orlando Airport

Find out more about Winter Springs

Winter Springs Holiday Homes information

Number of reviews
389
Accommodation
1512 Holiday Homes
Lowest Price
€107
Highest Price
€410