Lodging Image

Holiday Homes in Winter Springs

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
26 Jun - 28 Jun
In two months
7 Aug - 9 Aug
In three months
4 Sept - 6 Sept
In four months
2 Oct - 4 Oct

Our top choices for Winter Springs holiday homes

1 bedroom, desk, WiFi, bed sheets

Comfortable 1 bedroom home

Comfortable 1 bedroom home
Azalea Park
8.8 out of 10, Excellent, (3 reviews)
"Host and location were awesome . Nestled in an great neighborhood. Will definitely stay again."
United States
Ventrell J.
Comfortable 1 bedroom home
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 NZ$463
includes taxes & fees
14 June - 15 June
Spacious & Private Guest Pool House Oasis
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 NZ$507
includes taxes & fees
15 June - 16 June
Backyard BBQ home - Blue Spring to Daytona
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, (3 reviews)
"Was great! Thank you "
United States
Jade L.
The price is NZ$217
includes taxes & fees
18 June - 19 June
Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka
Terrace/patio

The Cozy Crash Pad: Tiny House Experience

The Cozy Crash Pad: Tiny House Experience
Orlando
8.8 out of 10, Excellent, (27 reviews)
"The host communicated when needed. A great stay for a quick trip. "
United States
Jamee O.
The price is NZ$250
includes taxes & fees
7 July - 8 July
The Cozy Crash Pad: Tiny House Experience
Fridge, microwave, stovetop, dishwasher

THE CHLOE by EVRH

THE CHLOE by EVRH
Altamonte Springs
9.0 out of 10, Wonderful, (70 reviews)
"The house was very clean. Alarm system wasn’t working, but everything else was great!"
United States
Lauren S.
The price is NZ$814
includes taxes & fees
15 June - 16 June
THE CHLOE by EVRH
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, (21 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 NZ$247
includes taxes & fees
16 June - 17 June
A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood
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 NZ$292
includes taxes & fees
14 June - 15 June
Sunshine Escape Guesthouse ☀
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 NZ$188
includes taxes & fees
15 June - 16 June
1x1 Guest Suite 10 minutes from UCF
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 NZ$480
includes taxes & fees
29 June - 30 June
Eastpark. Pet friendly! Lake Nona
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 NZ$245
includes taxes & fees
18 June - 19 June
Charming 2-bedroom apartment in house with AC, WiFi included
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 NZ$290
includes taxes & fees
16 June - 17 June
Cozy, Private, Modern 1BD/1BA Apt in College Park Home. Pet Friendly!
Hair dryer, towels

CUTE and COZY studio w/ jacuzzi!

CUTE and COZY studio w/ jacuzzi!
Azalea Park
10.0 out of 10, Exceptional, (2 reviews)
"The perfect place to relax after a vaca day!! It was all you needed and the hosts were very nice and communicative!"
United States
olivia k.
The price is NZ$308
includes taxes & fees
16 June - 17 June
CUTE and COZY studio w/ jacuzzi!
Dining

Fireplace + Lake View + 10min to dwtn + near parks

Fireplace + Lake View + 10min to dwtn + near parks
Conway
8.0 out of 10, Very good, (2 reviews)
"Great communication from the host"
United States
Lisa K.
Fireplace + Lake View + 10min to dwtn + near parks
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.
The price is NZ$334
includes taxes & fees
14 June - 15 June
Orlando Area Vacation Rental
Hair dryer, bidet, towels, soap

Tiny tropical Orlando Univesal-Disney

Tiny tropical Orlando Univesal-Disney
Orlando
6.8 out of 10, (32 reviews)
"Beautiful Bungalow .. Great little spot. Shower is small but everything was great."
United States
DeBorah W.
The price is NZ$217
includes taxes & fees
18 June - 19 June
Tiny tropical Orlando Univesal-Disney
Fridge, microwave, oven, stovetop

Luxury House - Sleeps 8, Golf, Disney, Family Fun!

Luxury House - Sleeps 8, Golf, Disney, Family Fun!
Ventura
10.0 out of 10, Exceptional, (4 reviews)
"Clean rooms , Nice Decor, Very responsive host , Family Friendly !"
United States
Mali M.
Luxury House - Sleeps 8, Golf, Disney, Family Fun!
Fridge, microwave, oven, stovetop

Welcoming 2-bedroom house with AC in charming Sanford

Welcoming 2-bedroom house with AC in charming Sanford
Sanford
10.0 out of 10, Exceptional, (3 reviews)
"This was excellent in every way. Beautifully decorated that created a warm atmosphere. Beds were very comfortable. If I’m in the area again, I will definitely stay there."
United States
Debra O.
The price is NZ$552
includes taxes & fees
14 June - 15 June
Welcoming 2-bedroom house with AC in charming Sanford
Exterior

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

Mi Casa Es Su Casa!!🏡 4 Bdrm home with pool
Orlando
8.8 out of 10, Excellent, (113 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 NZ$801
includes taxes & fees
15 June - 16 June
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, (19 reviews)
"Comfortable, clean stay - good location for our event. "
United States
Kari B.
The price is NZ$720
includes taxes & fees
14 June - 15 June
Rose's Lakeview
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

Avanti International Resort

Avanti International Resort

4/10 Poor
"The pool area and the lobby were the nicest things about the property. The beds were terrible and the rooms seemed to be in need of repair, paint, and other things. It was a dry place. We overpaid at $100 a night. We looked and could have booked a room for $38 a night upon arrival. Police was at the hotel at least once while we were there. It really seemed like a very low cost budget hotel. Gets the job done, but nothing else."
John 4-night trip
Posted 6 hours ago
Avanti International Resort

Find out more about Winter Springs

Winter Springs Holiday Homes information

Number of reviews
451
Accommodation
1517 Holiday Homes
Lowest Price
NZ$188
Highest Price
NZ$814