Winter Springs Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • 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
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for Winter Springs vacation rentals

Restaurant
The View Studio Suites and Event Venue

The View Studio Suites and Event Venue

The View Studio Suites and Event Venue
3.0 star property
Orlando
8.4 out of 10, Very Good, (1536)
"Good sized room, nice staff, good breakfast "
United States
Catherine
The price is ￥11,988
￥13,486 total
includes taxes & fees
Feb 1 - Feb 2
The View Studio Suites and Event Venue
Terrace/patio
The Point by Edge

The Point by Edge

The Point by Edge
4.0 star property
Florida Center
8.4 out of 10, Very Good, (844)
"Awesome and clean place to stay for the holidays"
United States
Moses
The price is ￥7,897
￥10,824 total
includes taxes & fees
Jan 27 - Jan 28
The Point by Edge
2 bedrooms, desk, free WiFi
The Front Porch

The Front Porch

The Front Porch
3.0 star property
Sanford
10.0 out of 10, Exceptional, (2)
"What a great space. 2 big bedrooms, and a great front porch apace with a hammock to watch the sunrise. Quite street just blocks from the center of downtown Sanford. I've used their properties 8-10 tines and ive never been disappointed. "
United States
Patrick
The Front Porch
Interior
Totally 80's

Totally 80's

Totally 80's
3.0 star property
Sanford
9.4 out of 10, Exceptional, (3)
"Cute, clean, and comfortable. Located in a safe neighborhood, the house had everything we needed for a great stay. Communication was timely and smooth—highly recommend."
United States
Serge
The price is ￥12,529
￥24,558 total
includes taxes & fees
Jan 14 - Jan 15
Totally 80's
Exterior
The Jazz Loft

The Jazz Loft

The Jazz Loft
3.0 star property
Sanford
8.0 out of 10, Very Good, (6)
"The loft was very cool and unique. Loved it. I will definitely book this again."
United States
sherri
The Jazz Loft
Fridge, microwave, oven, stovetop
“NATURE IN THE CITY”

“NATURE IN THE CITY”

“NATURE IN THE CITY”
2.0 star property
Union Park
9.0 out of 10, Wonderful, (6)
" Did not expect to be in someone’s back yard but overall was a pleasant stay. "
United States
Jola L.
The price is ￥11,981
￥34,229 total
includes taxes & fees
Jan 11 - Jan 12
“NATURE IN THE CITY”
Standard Apartment | Living area | 50-inch LCD TV with digital channels, Netflix, streaming services
The Blue Aztec

The Blue Aztec

The Blue Aztec
3.0 star property
Sanford
9.6 out of 10, Exceptional, (13)
"Great location! Great Dining! "
United States
Lisa
The Blue Aztec
Smart TV
A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood

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, (10)
"The space was private, comfortable and very clean. Ashlee is an amazing hostess. "
United States
Belinda M.
The price is ￥12,263
￥22,214 total
includes taxes & fees
Jan 9 - Jan 10
A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood
Front of property
Premium Condos near Universal Studios

Premium Condos near Universal Studios

Premium Condos near Universal Studios
3.5 star property
International Drive District
9.4 out of 10, Exceptional, (28)
"Awesome place. "
United States
Ryan
The price is ￥12,231
￥24,153 total
includes taxes & fees
Jan 26 - Jan 27
Premium Condos near Universal Studios
Outdoor dining
Traveler's Dream: Refresh & Recharge Poolside

Traveler's Dream: Refresh & Recharge Poolside

Traveler's Dream: Refresh & Recharge Poolside
2.0 star property
Casselberry
9.2 out of 10, Wonderful, (7)
"Good location, just off 436. Safe, quiet neighborhood."
United States
Dwain H.
The price is ￥10,571
￥21,989 total
includes taxes & fees
Jan 13 - Jan 14
Traveler's Dream: Refresh & Recharge Poolside
House (2 Bedrooms) | Interior
Deltona Lake House, Day Trip to Disney & Universal

Deltona Lake House, Day Trip to Disney & Universal

Deltona Lake House, Day Trip to Disney & Universal
3.0 star property
Deltona Lakes
10.0 out of 10, Exceptional, (3)
"This house was perfect! Very spacious, clean, and felt like a very safe neighborhood for a few women traveling. The ONLY improvements I would suggest would be having more towels, and extra blankets available for guests. And I would replace the pull out couch mattress as it was very uncomfortable. Still a 10/10 overall!"
United States
Anonymous traveler
The price is ￥21,299
￥53,056 total
includes taxes & fees
Jan 12 - Jan 13
Deltona Lake House, Day Trip to Disney & Universal
Interior
Bella Breeze

Bella Breeze

Bella Breeze
2.5 star property
Sanford
9.6 out of 10, Exceptional, (5)
"The place was clean, cozy, and well decorated, and the amenities were wonderful! The hosts have done a great job here."
United States
Courteny
Bella Breeze
Interior
Thornton park paradise 1 bedroom Lake Eola

Thornton park paradise 1 bedroom Lake Eola

Thornton park paradise 1 bedroom Lake Eola
2.0 star property
Thornton Park
10.0 out of 10, Exceptional, (2)
"Will definitely use this place again "
United States
Tony W.
The price is ￥11,981
￥25,420 total
includes taxes & fees
Feb 1 - Feb 2
Thornton park paradise 1 bedroom Lake Eola
Property grounds
Lake view + 10min to dwtn + near parks + 2 guests!

Lake view + 10min to dwtn + near parks + 2 guests!

Lake view + 10min to dwtn + near parks + 2 guests!
Conway
9.4 out of 10, Exceptional, (3)
"Overall the stay was perfect!! Very cozy atmosphere with a great view of a lake. Super private area with lots of space to roam. Location was perfect, literally was close to everything. Very sad I had to cut my trip short but definitely would stay again. "
United States
Freda T.
The price is ￥9,303
￥26,530 total
includes taxes & fees
Feb 5 - Feb 6
Lake view + 10min to dwtn + near parks + 2 guests!
Bar (on property)
Premier Resort Condos Near Universal

Premier Resort Condos Near Universal

Premier Resort Condos Near Universal
3.0 star property
Florida Center
9.0 out of 10, Wonderful, (4)
"Great"
United States
Russell
The price is ￥13,814
￥28,756 total
includes taxes & fees
Jan 28 - Jan 29
Premier Resort Condos Near Universal
1 bedroom, free WiFi, bed sheets
TINY unit in cottage in the middle of Downtown

TINY unit in cottage in the middle of Downtown

TINY unit in cottage in the middle of Downtown
Downtown Orlando
9.4 out of 10, Exceptional, (11)
"Perfect for my needs"
United States
Enrique
The price is ￥7,752
￥20,663 total
includes taxes & fees
Feb 1 - Feb 2
TINY unit in cottage in the middle of Downtown
Standard Apartment | Living area | 50-inch LED TV with digital channels, Netflix, streaming services
Boho Nights

Boho Nights

Boho Nights
3.0 star property
Sanford
9.0 out of 10, Wonderful, (7)
"Wonderful spot, and excellent hosts!"
United States
Thomas
Boho Nights
Living area
King Bed - Fire Pit - Private - Grill - Location

King Bed - Fire Pit - Private - Grill - Location

King Bed - Fire Pit - Private - Grill - Location
Orlando
10.0 out of 10, Exceptional, (6)
"Great place! We loved it!"
United States
Sheri
The price is ￥13,155
￥42,559 total
includes taxes & fees
Jan 14 - Jan 15
King Bed - Fire Pit - Private - Grill - Location
2 bedrooms, iron/ironing board, WiFi, bed sheets
Charming 2-bedroom apartment with WiFi, AC in lovely Orlando

Charming 2-bedroom apartment with WiFi, AC in lovely Orlando

Charming 2-bedroom apartment with WiFi, AC in lovely Orlando
Orlando
10.0 out of 10, Exceptional, (6)
"Great host, and stayed connected with us."
United States
Christopher
The price is ￥16,444
￥40,817 total
includes taxes & fees
Jan 14 - Jan 15
Charming 2-bedroom apartment with WiFi, AC in lovely Orlando
1 bedroom, desk, iron/ironing board, free WiFi
Yania's Cozy Getaway

Yania's Cozy Getaway

Yania's Cozy Getaway
Azalea Park
9.6 out of 10, Exceptional, (12)
"Clean quiet property. Perfect for studying. "
United States
Angela S.
The price is ￥10,656
￥27,462 total
includes taxes & fees
Jan 25 - Jan 26
Yania's Cozy Getaway
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

DoubleTree by Hilton Orlando Airport

DoubleTree by Hilton Orlando Airport

10/10 Excellent
"Nice view, very clean, friendly atmosphere "
Zhane 4-night trip
Posted 20 hours ago
DoubleTree by Hilton Orlando Airport

Find out more about Winter Springs

Search for holiday rentals in Winter Springs on Expedia! You can easily find your home rentals, villas, holiday apartments in Winter Springs using one of the methods below:

  • View our selection of featured holiday rentals in Winter Springs
  • Use the map to find apartments and other holiday homes in the Winter Springs neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winter Springs while they last

Look no further and take a look at our great range of rental properties in Winter Springs!

Frequently asked questions

Can I find vacation rentals in Winter Springs?

Yes, we give you a choice of vacation rentals near popular attractions in Winter Springs, or you can select a more secluded option if you're looking for a relaxing stay. Winter Springs is known for its temples and breweries. Make sure you have time to check out the baseball games and lake views during your trip.

What are some of the best vacation home rentals that Winter Springs has to offer?

RENOVATED LUXURY 6000 sqft Mansion in Downtown Orlando SLEEP 14 NEAR Theme Parks: Visitors like this Winter Springs vacation home rental. It is located in the city center and has a fireplace, a patio, and air-conditioning to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in Winter Springs?

Expedia has 9 vacation rentals for your stay in Winter Springs.

What’s there to see and do in Winter Springs?

Boombah-Soldiers Creek Park and Central Winds Park are a couple of lovely local spots to get outside and enjoy nature. While in the area, you can also visit popular places like Kia Center and Orlando International Premium Outlets.

What’s a vacation rental in Winter Springs like?

A vacation rental is a private property where you can stay for a couple of days or more in Winter Springs. Vacation rentals offer extras such as patios, hot tubs, and fire pits to help you enjoy your stay. If you're concerned about cleanliness, a vacation rental can provide a sense of security away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for a small group gathering.