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Check prices for these dates

Next weekend
Dec 26 - Dec 28
In two weeks
Jan 2 - Jan 4
In one month
Jan 16 - Jan 18
In two months
Feb 13 - Feb 15

Our top choices for Winter Springs vacation homes

Pool
Spacious & Private Guest Pool House Oasis

Vacation Home in Union Park

Spacious & Private Guest Pool House Oasis
9.8 out of 10, Exceptional, (19)
"Great location , Very enjoy , private space, would book in the future for sure "
United States
Matt B.
$247 nightly
The price is $275
Dec 20 - Dec 21
Total with taxes and fees
Spacious & Private Guest Pool House Oasis
Terrace/patio
Peaceful Private Gated Patio Walk to Mall Publix

Vacation Home in Altamonte Springs

Peaceful Private Gated Patio Walk to Mall Publix
9.0 out of 10, Wonderful, (2)
"Yes"
United States
Darlene S.
$166 nightly
The price is $184
Dec 20 - Dec 21
Total with taxes and fees
Peaceful Private Gated Patio Walk to Mall Publix
Interior
Private Studio near parks & DNTN

Vacation Home in Azalea Park

Private Studio near parks & DNTN
9.0 out of 10, Wonderful, (2)
$169 nightly
The price is $169
Dec 21 - Dec 22
Total with taxes and fees
Private Studio near parks & DNTN
Fridge, microwave, oven, stovetop
Cheerful 3 Bed home w/ free parking, Wifi, Full Kitchen & Workstation. Sleeps 9

Vacation Home in Orlando

Cheerful 3 Bed home w/ free parking, Wifi, Full Kitchen & Workstation. Sleeps 9
7.8 out of 10, Good, (20)
"The property was easy to access and all entertainment, shopping and restaurants were not far away "
United States
Terry G.
$274 nightly
The price is $304
Dec 20 - Dec 21
Total with taxes and fees
Cheerful 3 Bed home w/ free parking, Wifi, Full Kitchen & Workstation. Sleeps 9
Exterior
A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood

Vacation Home in Deltona

A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood
9.6 out of 10, Exceptional, (10)
"The space was private, comfortable and very clean. Ashlee is an amazing hostess. "
United States
Belinda M.
$128 nightly
The price is $142
Dec 25 - Dec 26
Total with taxes and fees
A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood
Interior
Mi Casa Es Su Casa!!🏡 4 Bdrm home with pool

Vacation Home in Orlando

Mi Casa Es Su Casa!!🏡 4 Bdrm home with pool
8.8 out of 10, Excellent, (100)
"We had a great time at the house! Close to everything, spacious, clean, and with a good host! "
Norway
Synnøve Sætervik H.
$404 nightly
The price is $450
Dec 21 - Dec 22
Total with taxes and fees
Mi Casa Es Su Casa!!🏡 4 Bdrm home with pool
Interior
Charming 2-bedroom apartment in house with AC, WiFi included

Vacation Home in Apopka

Charming 2-bedroom apartment in house with AC, WiFi included
10.0 out of 10, Exceptional, (10)
"It was quiet, clean and had snacks and drinks for us."
United States
Lori
$134 nightly
The price is $148
Dec 23 - Dec 24
Total with taxes and fees
Charming 2-bedroom apartment in house with AC, WiFi included
1 bedroom, in-room safe, desk, iron/ironing board
Cozy, Private, Modern 1BD/1BA Apt in College Park Home. Pet Friendly!

Vacation Home in College Park

Cozy, Private, Modern 1BD/1BA Apt in College Park Home. Pet Friendly!
$145 nightly
The price is $160
Jan 6 - Jan 7, 2026
Total with taxes and fees
Cozy, Private, Modern 1BD/1BA Apt in College Park Home. Pet Friendly!
1 bedroom, iron/ironing board, free WiFi, bed sheets
The Cozy Crash Pad: Tiny House Experience

Vacation Home in Orlando

The Cozy Crash Pad: Tiny House Experience
9.0 out of 10, Wonderful, (22)
"It was incredible! The tiny home feels incredibly cozy and was super easy to find. We had a wonderful visit."
United States
Tristen H.
$134 nightly
The price is $148
Dec 21 - Dec 22
Total with taxes and fees
The Cozy Crash Pad: Tiny House Experience
Property grounds
1x1 Guest Suite 10 minutes from UCF

Vacation Home in Union Park

1x1 Guest Suite 10 minutes from UCF
9.2 out of 10, Wonderful, (7)
"My stay was comfortable like home away from home"
United States
Syncere J.
$132 nightly
The price is $146
Dec 21 - Dec 22
Total with taxes and fees
1x1 Guest Suite 10 minutes from UCF
Fridge, microwave, oven, stovetop
Centrally home near downtown Orlando!

Vacation Home in Paramore

Centrally home near downtown Orlando!
10.0 out of 10, Exceptional, (7)
"Fast easy "
United States
Amber C.
$280 nightly
The price is $312
Jan 12 - Jan 13, 2026
Total with taxes and fees
Centrally home near downtown Orlando!
Fridge, microwave, stovetop, dishwasher
Cozy house in charming Orlando with WiFi, AC

Vacation Home in Oak Ridge

Cozy house in charming Orlando with WiFi, AC
9.0 out of 10, Wonderful, (2)
"Nice place. Very hospitable. Good host."
United States
Michael G.
$125 nightly
The price is $158
Dec 22 - Dec 23
Total with taxes and fees
Cozy house in charming Orlando with WiFi, AC
Fridge, microwave, oven, stovetop
Renovated Peaceful Luxury Walk to Mall Park Publix

Vacation Home in Altamonte Springs

Renovated Peaceful Luxury Walk to Mall Park Publix
9.4 out of 10, Exceptional, (13)
"Centrally located to family. The unit was comfortable for the 2 of us and we had our own space."
United States
Pat D.
$180 nightly
The price is $199
Jan 4 - Jan 5, 2026
Total with taxes and fees
Renovated Peaceful Luxury Walk to Mall Park Publix
Exterior
Pet Friendly!✰ Charming home with big patio!

Vacation Home in Oviedo

Pet Friendly!✰ Charming home with big patio!
10.0 out of 10, Exceptional, (20)
"Beautiful place to stay, clean and peaceful. Definitely recommend this place "
United States
Yesenia R.
$324 nightly
The price is $358
Dec 27 - Dec 28
Total with taxes and fees
Pet Friendly!✰ Charming home with big patio!
Interior
Orlando Area Vacation Rental

Vacation Home in Sanford

Orlando Area Vacation Rental
9.6 out of 10, Exceptional, (42)
"The house is in a great area for visiting springs, the zoo, Mt. Dora, etc. we found it to be centrally located for all we wanted to do while in the area. The house could use a good scrub inside but it was clean enough to be comfortable. Overall a great spot. "
United States
Monica W.
$203 nightly
The price is $225
Dec 21 - Dec 22
Total with taxes and fees
Orlando Area Vacation Rental
Exterior
Free Laundry & Parking Near Downtown & Disney

Vacation Home in Wadeview Park

Free Laundry & Parking Near Downtown & Disney
10.0 out of 10, Exceptional, (6)
"lovely!"
United States
Abby B.
$301 nightly
The price is $335
Jan 12 - Jan 13, 2026
Total with taxes and fees
Free Laundry & Parking Near Downtown & Disney
Fridge, microwave, oven, stovetop
A comfortable home close to the city, yet tucked away from the noise.

Vacation Home in Fairview Shores

A comfortable home close to the city, yet tucked away from the noise.
10.0 out of 10, Exceptional, (3)
"The host was amazing, very tentative, and made sure we knew where extra blankets ECT were. Would definitely book with them again. "
United States
Chelsea S.
$322 nightly
The price is $359
Jan 3 - Jan 4, 2026
Total with taxes and fees
A comfortable home close to the city, yet tucked away from the noise.
Outdoor dining
Sunshine Escape Guesthouse ☀

Vacation Home in Orlando

Sunshine Escape Guesthouse ☀
9.6 out of 10, Exceptional, (12)
"The property was immaculately clean, stylish, roomy and private! It was so convenient to everything yet on the outskirts in a quiet peaceful neighborhood. "
United States
KELLY Z.
$144 nightly
The price is $159
Dec 22 - Dec 23
Total with taxes and fees
Sunshine Escape Guesthouse ☀
Fridge, microwave, oven, stovetop
Charming 3-bedroom home away from home.

Vacation Home in Chuluota

Charming 3-bedroom home away from home.
10.0 out of 10, Exceptional, (21)
"Perfect stay while visiting local family. "
United States
Kerri W.
$337 nightly
The price is $373
Dec 21 - Dec 22
Total with taxes and fees
Charming 3-bedroom home away from home.
3 bedrooms, WiFi, bed sheets
Orlando 3 Bedroom Close to Disney

Vacation Home in Pine Hills

Orlando 3 Bedroom Close to Disney
10.0 out of 10, Exceptional, (1)
$265 nightly
The price is $265
Dec 22 - Dec 23
Total with taxes and fees
Orlando 3 Bedroom Close to Disney
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

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

10/10 Excellent
"Great"
Patricia 1-night trip
Posted 2 hours ago
Hyatt Regency Orlando International Airport

Find out more about Winter Springs

Winter Springs Vacation Homes information

Number of reviews
183
Accommodation
1512 Vacation Homes
Lowest Price
$346
Highest Price
$651

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