Search Holiday Homes in Winter Springs

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sept - 27 Sept

Our top choices for Winter Springs holiday homes

Exterior

Eastpark. Pet friendly! Lake Nona

Eastpark. Pet friendly! Lake Nona
East Park
9.2 out of 10, Wonderful, (99 reviews)
"Very nice accommodations. Great stay!!"
United States
John G.
The price is £212
includes taxes & fees
10 Jun - 11 Jun
Eastpark. Pet friendly! Lake Nona
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 £99
includes taxes & fees
28 Jun - 29 Jun
1x1 Guest Suite 10 minutes from UCF
Terrace/patio

Orlando Area Vacation Rental

Orlando Area Vacation Rental
Sanford
9.6 out of 10, Exceptional, (45 reviews)
"Excellent stay, Thank you."
United States
Stefan C.
Orlando Area Vacation Rental
Pool

Spacious & Private Guest Pool House Oasis

Spacious & Private Guest Pool House Oasis
Union Park
9.8 out of 10, Exceptional, (23 reviews)
"The pool house looked exactly like the pictures and it was a very comfortable place to stay. My husband and I really enjoyed it and would definitely stay there again in the future."
United States
Dionne T.
The price is £207
includes taxes & fees
7 Jun - 8 Jun
Spacious & Private Guest Pool House Oasis
Outdoor dining

Sunshine Escape Guesthouse ☀

Sunshine Escape Guesthouse ☀
Orlando
8.8 out of 10, Excellent, (19 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 £129
includes taxes & fees
17 Jun - 18 Jun
Sunshine Escape Guesthouse ☀
Fridge, oven, stovetop, coffee/tea maker

Backyard BBQ home - Blue Spring to Daytona

Backyard BBQ home - Blue Spring to Daytona
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 £239
includes taxes & fees
7 Jun - 8 Jun
Backyard BBQ home - Blue Spring to Daytona
Hair dryer, towels

CUTE and COZY studio w/ jacuzzi!

CUTE and COZY studio w/ jacuzzi!
Azalea Park
10.0 out of 10, Exceptional, (1 review)
"Very cozy for the two of us! No more space than we needed. It was perfect for our stay. The hot tub was a very nice addition! Highly recommend for couples or single travelers. "
United States
Callie B.
The price is £137
includes taxes & fees
5 Jun - 6 Jun
CUTE and COZY studio w/ jacuzzi!
Exterior

Charming 2-bedroom apartment in house with AC, WiFi included

Charming 2-bedroom apartment in house with AC, WiFi included
Apopka
9.8 out of 10, Exceptional, (30 reviews)
"Very nice neighborhood and great accommodations. "
United States
Kevin S.
The price is £117
includes taxes & fees
10 Jun - 11 Jun
Charming 2-bedroom apartment in house with AC, WiFi included
Fridge, microwave, oven, stovetop

Home Sweet Home

Home Sweet Home
Sanford
9.2 out of 10, Wonderful, (30 reviews)
"Everything was clean and fresh. The host was the best!"
United States
paula g.
The price is £241
includes taxes & fees
9 Jun - 10 Jun
Home Sweet Home
Dining

Cozy Apt w/ Pool, Hot Tub, Golf, Near Downtown!

Cozy Apt w/ Pool, Hot Tub, Golf, Near Downtown!
Ventura
8.0 out of 10, Very good, (2 reviews)
"For the cost and location and for what we were doing, this property worked out well for us. We mainly slept showered and had breakfast in the morning and was gone for most of the day."
United States
Richard M.
Cozy Apt w/ Pool, Hot Tub, Golf, Near Downtown!
Exterior

Mi Casa Es Su Casa!!🏡 4 Bdrm home with pool

Mi Casa Es Su Casa!!🏡 4 Bdrm home with pool
Orlando
8.6 out of 10, Excellent, (114 reviews)
"Host was amazing to work with and the house was as clean and easy to use and access. Would recommend to anyone going to Orlando for a vacation…"
United States
David Judy B.
The price is £359
includes taxes & fees
5 Jun - 6 Jun
Mi Casa Es Su Casa!!🏡 4 Bdrm home with pool
Smart TV

Rose's Lakeview

Rose's Lakeview
Orlando
9.0 out of 10, Wonderful, (20 reviews)
"Fantastic place. Really independent, the backyard has an excellent view and a nice breeze I highly recommend this place. "
United States
Yves
The price is £311
includes taxes & fees
10 Jun - 11 Jun
Rose's Lakeview
Terrace/patio

The Cozy Crash Pad: Tiny House Experience

The Cozy Crash Pad: Tiny House Experience
Orlando
9.0 out of 10, Wonderful, (26 reviews)
"The host communicated when needed. A great stay for a quick trip. "
United States
Jamee O.
The price is £111
includes taxes & fees
9 Jun - 10 Jun
The Cozy Crash Pad: Tiny House Experience
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, (20 reviews)
"Host was extremely attentive and available whenever we reached out. She was flexible with our arrival as well. The property was clean, cozy and perfect for our needs. "
United States
Kimberly
The price is £111
includes taxes & fees
9 Jun - 10 Jun
A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood
Towels, soap, shampoo, toilet paper

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 £89
includes taxes & fees
17 Jun - 18 Jun
Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka
Shower, hair dryer, towels, soap

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 £120
includes taxes & fees
8 Jun - 9 Jun
Cozy, Private, Modern 1BD/1BA Apt in College Park Home. Pet Friendly!
1 bedroom, 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 £131
includes taxes & fees
16 Jun - 17 Jun
Studio in the heart of Orlando
Fridge, microwave, oven, stovetop

Renovated Peaceful Luxury Walk to Mall Park Publix

Renovated Peaceful Luxury Walk to Mall Park Publix
Altamonte Springs
9.2 out of 10, Wonderful, (19 reviews)
"Host responded quickly to our texts.Location was excellent for our needs."
United States
Angie Y.
The price is £146
includes taxes & fees
8 Jun - 9 Jun
Renovated Peaceful Luxury Walk to Mall Park Publix
Exterior detail

Pet Friendly!✰ Charming home with big patio!

Pet Friendly!✰ Charming home with big patio!
Oviedo
9.8 out of 10, Exceptional, (26 reviews)
"Host was very helpful. It’s a nice place to stay. Very comfortable."
United States
Sandranel B.
Pet Friendly!✰ Charming home with big patio!
Fridge, microwave, stovetop, dishwasher

Chic Orlando Family Getaway w/ Fenced Yard!

Chic Orlando Family Getaway w/ Fenced Yard!
Rosemont
9.4 out of 10, Exceptional, (30 reviews)
"This is a great location for those traveling with families. It was close enough to the main Orlando attractions and great room for 7 people. Very clean and host is amazing at communicating."
United States
Kassandra H.
The price is £383
includes taxes & fees
8 Jun - 9 Jun
Chic Orlando Family Getaway w/ Fenced Yard!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winter Springs Hotel Reviews

Universal's Endless Summer Resort - Surfside Inn and Suites

Universal's Endless Summer Resort - Surfside Inn and Suites

10/10 Excellent
"Loved everything about Surfside Inn and Suites. For an economy priced hotel, everything about it was above standard. We booked a 2-room suite and it was a great choice in terms of facilities, space and privacy. Very helpful, professional and pleasant staff. Hotel was nicely decorated and very clean. We will definitely return to this hotel when we make another to Orlando."
Orla 7-night trip
Posted less than an hour ago
Universal's Endless Summer Resort - Surfside Inn and Suites

Find out more about Winter Springs

Winter Springs Holiday Homes information

Number of reviews
475
Accommodation
1545 Holiday Homes
Lowest Price
£89
Highest Price
£383