Winter Springs Vacation Rentals

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Dec 9 - Dec 10
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Dec 10 - Dec 11
This weekend
Dec 12 - Dec 14
Next weekend
Dec 19 - Dec 21

Our top choices for Winter Springs vacation rentals

Lobby sitting area
The View Studio Suites and Event Venue

Aparthotel in Orlando

3.0 star property
8.4 out of 10, Very Good, (1454)
"Nice breakfast, friendly staff, great location "
United States
Yessica
$95 nightly
The price is $107
Dec 10 - Dec 11
Total with taxes and fees
The View Studio Suites and Event Venue
Terrace/patio
The Point by Edge

Aparthotel in Florida Center

4.0 star property
8.4 out of 10, Very Good, (824)
"Great accommodations!"
United States
Champayne
$81 nightly
The price is $91
Dec 10 - Dec 11
Total with taxes and fees
The Point by Edge
Exterior
The Blue Aztec

Apartment in Sanford

3.0 star property
9.6 out of 10, Exceptional, (13)
"Great location! Great Dining! "
United States
Lisa
$215 nightly
The price is $232
Dec 10 - Dec 11
Total with taxes and fees
The Blue Aztec
Terrace/patio
“NATURE IN THE CITY”

Mobile Home in Union Park

2.0 star property
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.
$197 nightly
The price is $219
Dec 10 - Dec 11
Total with taxes and fees
“NATURE IN THE CITY”
Exterior
Totally 80's

Apartment in Sanford

3.0 star property
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
$140 nightly
The price is $157
Dec 13 - Dec 14
Total with taxes and fees
Totally 80's
1 bedroom, desk, WiFi, bed sheets
The Sanford Foodie Guest House

Cottage in Sanford

8.8 out of 10, Excellent, (13)
"Cozy little place to stay"
United States
Ruth P.
$128 nightly
The price is $141
Dec 14 - Dec 15
Total with taxes and fees
The Sanford Foodie Guest House
Terrace/patio
Tiny house in Orlando

Apartment in Orlando

9.4 out of 10, Exceptional, (6)
"The women was very nice and the space was really cozy, and clean. It was close to stores and other places i really liked it"
United States
Jasper
$84 nightly
The price is $105
Dec 13 - Dec 14
Total with taxes and fees
Tiny house in Orlando
Exterior
3697 Orlando Vacational Apartment 1st floor near Universal Studios

Apartment in Ventura

3.5 star property
7.4 out of 10, Good, (6)
"Cute apartment. Very clean with modern furnishings and decorations. The owner had everything you would need especially kitchen items. "
United States
Anonymous traveler
$273 nightly
The price is $300
Dec 10 - Dec 11
Total with taxes and fees
3697 Orlando Vacational Apartment 1st floor near Universal Studios
Fridge, microwave, stovetop, coffee/tea maker
Private guest studio in the heart of orlando.

Apartment in Orlando

9.8 out of 10, Exceptional, (52)
"Great place, clean and great neighborhood "
United States
Carlos G.
$120 nightly
The price is $132
Dec 10 - Dec 11
Total with taxes and fees
Private guest studio in the heart of orlando.
Standard Apartment | Living area | 50-inch LED TV with digital channels, Netflix, streaming services
Boho Nights

Apartment in Sanford

3.0 star property
9.0 out of 10, Wonderful, (7)
"Wonderful spot, and excellent hosts!"
United States
Thomas
$140 nightly
The price is $157
Dec 10 - Dec 11
Total with taxes and fees
Boho Nights
Exterior
The Jazz Loft

Apartment in Sanford

3.0 star property
7.6 out of 10, Good, (5)
"The loft was very cool and unique. Loved it. I will definitely book this again."
United States
sherri
$135 nightly
The price is $151
Dec 10 - Dec 11
Total with taxes and fees
The Jazz Loft
Terrace/patio
The Front Porch

Apartment in Sanford

3.0 star property
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
$210 nightly
The price is $235
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Front Porch
Exterior
A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood

Vacation Home in 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.
$128 nightly
The price is $142
Dec 10 - Dec 11
Total with taxes and fees
A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood
Lobby
Suite near Universal Studios with Pool & Hot Tub

Apartment in International Drive District

2.5 star property
10.0 out of 10, Exceptional, (1)
"The room was exactly what we needed, and in a great location relative to everything nearby"
United States
Julian P.
$158 nightly
The price is $177
Dec 16 - Dec 17
Total with taxes and fees
Suite near Universal Studios with Pool & Hot Tub
The Club House | Individually decorated, individually furnished, laptop workspace
Orlando Lakefront Tiny House Community

Cottage in Orlando

3.0 star property
9.4 out of 10, Exceptional, (331)
"We enjoyed our stay."
United States
Ardeeh
$143 nightly
The price is $161
Dec 14 - Dec 15
Total with taxes and fees
Orlando Lakefront Tiny House Community
House (2 Bedrooms) | Interior
Deltona Lake House, Day Trip to Disney & Universal

Cottage in Deltona Lakes

3.0 star property
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
$284 nightly
The price is $316
Dec 10 - Dec 11
Total with taxes and fees
Deltona Lake House, Day Trip to Disney & Universal
Interior
Tiny Hidden Cottage

Cottage in Longwood

9.2 out of 10, Wonderful, (58)
"Check in process and house were both great. "
United States
Marc H.
$139 nightly
The price is $153
Dec 15 - Dec 16
Total with taxes and fees
Tiny Hidden Cottage
Iron/ironing board, WiFi, bed sheets
Downtown Private Efficiency Lake Eola Central Business District

Apartment in Downtown Orlando

9.4 out of 10, Exceptional, (47)
"Great location has everything you need for a short stay! "
United States
MEAGAN
$118 nightly
The price is $130
Dec 10 - Dec 11
Total with taxes and fees
Downtown Private Efficiency Lake Eola Central Business District
2 bedrooms, iron/ironing board, WiFi, bed sheets
Charming 2-bedroom apartment with WiFi, AC in lovely Orlando

Apartment in Orlando

10.0 out of 10, Exceptional, (5)
"Great host, and stayed connected with us."
United States
Christopher
$231 nightly
The price is $257
Dec 10 - Dec 11
Total with taxes and fees
Charming 2-bedroom apartment with WiFi, AC in lovely Orlando
1 bedroom, iron/ironing board, free WiFi, bed sheets
Beautiful Studio near Int. Drive, Disney & Airport.

Apartment in Conway

9.2 out of 10, Wonderful, (15)
"The property is minimal but enhouses everything we needed. Great place to stay. "
United States
JoAnn E.
$152 nightly
The price is $168
Dec 14 - Dec 15
Total with taxes and fees
Beautiful Studio near Int. Drive, Disney & Airport.
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

Wyndham Garden Orlando Airport

Wyndham Garden Orlando Airport

10/10 Excellent
"All good!"
Eileen 1-night trip
Posted 13 hours ago
Wyndham Garden Orlando Airport

Find out more about Winter Springs

Everything you need to know about Winter Springs vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winter Springs vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winter Springs vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winter Springs vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winter Springs. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Winter Springs in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $91 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winter Springs rentals

At Expedia, we put the best Winter Springs vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Winter Springs rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winter Springs vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winter Springs. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

Vista Cay Resort by Casiola Vacation Homes: Visitors like this Winter Springs vacation home rental. It is located on a lake and has a private balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop. It offers a garden, an arcade game room, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Winter Springs?

Expedia has 8 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 Camping World Stadium.

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.