Holiday Rentals in Winter Springs

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Our top choices for Winter Springs holiday rentals

3.0 star property
8.4 out of 10, Very good, (1,541 reviews)
"Good sized room, nice staff, good breakfast "
United States
Catherine
The price is €74
includes taxes & fees
8 Feb - 9 Feb
The View Studio Suites and Event Venue

Aparthotel in Florida Center

The Point by Edge
4.0 star property
8.4 out of 10, Very good, (846 reviews)
"Awesome and clean place to stay for the holidays"
United States
Moses
The price is €59
includes taxes & fees
27 Jan - 28 Jan
The Point by Edge

Apartment in Sanford

The Front Porch
3.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"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

Apartment in Sanford

Totally 80's
3.0 star property
9.4 out of 10, Exceptional, (3 reviews)
"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 €135
includes taxes & fees
12 Jan - 13 Jan
Totally 80's

Apartment in Sanford

The Jazz Loft
3.0 star property
8.0 out of 10, Very good, (6 reviews)
"The loft was very cool and unique. Loved it. I will definitely book this again."
United States
sherri
The Jazz Loft

Mobile Home in Union Park

“NATURE IN THE CITY”
2.0 star property
9.0 out of 10, Wonderful, (6 reviews)
" Did not expect to be in someone’s back yard but overall was a pleasant stay. "
United States
Jola L.
The price is €192
includes taxes & fees
11 Jan - 12 Jan
“NATURE IN THE CITY”

Apartment in Sanford

The Blue Aztec
3.0 star property
9.6 out of 10, Exceptional, (13 reviews)
"Great location! Great Dining! "
United States
Lisa
The Blue Aztec
9.6 out of 10, Exceptional, (11 reviews)
"The space was private, comfortable and very clean. Ashlee is an amazing hostess. "
United States
Belinda M.
The price is €126
includes taxes & fees
19 Jan - 20 Jan
A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood

Condo resort in International Drive District

Premium Condos near Universal Studios
3.5 star property
9.4 out of 10, Exceptional, (28 reviews)
"Awesome place. "
United States
Ryan
The price is €143
includes taxes & fees
20 Jan - 21 Jan
Premium Condos near Universal Studios
2.0 star property
9.2 out of 10, Wonderful, (7 reviews)
"Good location, just off 436. Safe, quiet neighborhood."
United States
Dwain H.
The price is €125
includes taxes & fees
12 Jan - 13 Jan
Traveler's Dream: Refresh & Recharge Poolside
3.0 star property
10.0 out of 10, Exceptional, (3 reviews)
"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 traveller
The price is €291
includes taxes & fees
22 Jan - 23 Jan
Deltona Lake House, Day Trip to Disney & Universal

Apartment in Sanford

Bella Breeze
2.5 star property
9.6 out of 10, Exceptional, (5 reviews)
"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
2.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"Will definitely use this place again "
United States
Tony W.
The price is €147
includes taxes & fees
10 Feb - 11 Feb
Thornton park paradise 1 bedroom Lake Eola
9.4 out of 10, Exceptional, (3 reviews)
"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 €150
includes taxes & fees
5 Feb - 6 Feb
Lake view + 10min to dwtn + near parks + 2 guests!

Condo resort in Florida Center

Premier Resort Condos Near Universal
3.0 star property
9.0 out of 10, Wonderful, (4 reviews)
"Great"
United States
Russell
The price is €167
includes taxes & fees
18 Jan - 19 Jan
Premier Resort Condos Near Universal
9.4 out of 10, Exceptional, (11 reviews)
"Perfect for my needs"
United States
Enrique
The price is €114
includes taxes & fees
11 Jan - 12 Jan
TINY unit in cottage in the middle of Downtown

Apartment in Sanford

Boho Nights
3.0 star property
9.0 out of 10, Wonderful, (7 reviews)
"Wonderful spot, and excellent hosts!"
United States
Thomas
Boho Nights
10.0 out of 10, Exceptional, (6 reviews)
"Great place! We loved it!"
United States
Sheri
The price is €239
includes taxes & fees
13 Jan - 14 Jan
King Bed - Fire Pit - Private - Grill - Location
10.0 out of 10, Exceptional, (6 reviews)
"Great host, and stayed connected with us."
United States
Christopher
The price is €225
includes taxes & fees
10 Feb - 11 Feb
Charming 2-bedroom apartment with WiFi, AC in lovely Orlando

Apartment in Azalea Park

Yania's Cozy Getaway
9.6 out of 10, Exceptional, (12 reviews)
"Clean quiet property. Perfect for studying. "
United States
Angela S.
The price is €154
includes taxes & fees
10 Feb - 11 Feb
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.
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Top Winter Springs Hotel Reviews

Find out more about Winter Springs

Everything you need to know about Winter Springs holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winter Springs holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Winter Springs holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winter Springs holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winter Springs holiday rentals we have selected for you start as low as €59 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winter Springs rentals

At Expedia, we put the best Winter Springs holiday 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 holiday.

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. 

Frequently asked questions

Can I find holiday rentals in Winter Springs?

Yes, there are holiday rentals close to the most popular sights 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 holiday rentals that Winter Springs has to offer?

RENOVATED LUXURY 6000 sqft Mansion in Downtown Orlando SLEEP 14 NEAR Theme Parks: This holiday home rental outside of Winter Springs is located in the city centre, 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Winter Springs?

Expedia has 9 holiday 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 such as Kia Center and Orlando International Premium Outlets.

What’s a holiday rental in Winter Springs like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winter Springs. Holiday rentals offer amenities like WiFi and washers and dryers so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for family trips.