Winter Springs Vacation Rentals from $84: Search Short-Term Rentals

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Our top choices for Winter Springs vacation rentals

1 bedroom, in-room safe, iron/ironing board, free WiFi

Casa Chiquita apartment efficiency

Orlando

Gabriel

$156 nightly

Jul 14 - Jul 15

Total with taxes and fees

3 bedrooms, desk, iron/ironing board, WiFi

Brand NewPainted Vacation Hse NrUCF PetsOK Fenced

Orlando

Jeanie G.

$274 nightly

Jul 14 - Jul 15

Total with taxes and fees

Lake Mary Pool Days & Hammock Naps Book Your Escape Before It’s Gone

Lake Mary

Christine N.

$215 nightly

Jul 15 - Jul 16

Total with taxes and fees

Totally 80's

Sanford

Angi

$132 nightly

Jul 15 - Jul 16

Total with taxes and fees

Standard Apartment | Living area | 50-inch LED TV with digital channels, Netflix, streaming services

Boho Nights

Downtown Sanford

Nicholas

$145 nightly

Jul 15 - Jul 16

Total with taxes and fees

Lake Mary Last-Minute Deal! Crystal Springs Adventure Awaits

Lake Mary

Tricia S.

$213 nightly

Jul 14 - Jul 15

Total with taxes and fees

Studio in the heart of Orlando

Azalea Park

Matthew

$158 nightly

Jul 17 - Jul 18

Total with taxes and fees

Incredible Private Lakefront Cottage Retreat

Altamonte Springs

Lisa

$306 nightly

Aug 12 - Aug 13

Total with taxes and fees

King Bed - Fire Pit - Private - Grill - Location

Orlando

Lane R.

$243 nightly

Aug 3 - Aug 4

Total with taxes and fees

Fridge, microwave, coffee/tea maker, paper towels

Chic Studio -10 Min to SFB Airport & Boombah Sports Complex

Sanford

Julia F.

$109 nightly

Aug 6 - Aug 7

Total with taxes and fees

Eastpark. Pet friendly! Lake Nona

East Park

John G.

$253 nightly

Jul 14 - Jul 15

Total with taxes and fees

Spacious & Private Guest Pool House Oasis

Union Park

Dionne T.

$243 nightly

Jul 15 - Jul 16

Total with taxes and fees

2 bedrooms, iron/ironing board, WiFi, bed sheets

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

Orlando

Kyle Y.

$232 nightly

Jul 14 - Jul 15

Total with taxes and fees

Downtown Cottage

Colonialtown North

Jerred B.

$163 nightly

Jul 15 - Jul 16

Total with taxes and fees

1 bedroom, desk, iron/ironing board, free WiFi

Yania's Cozy Getaway

Azalea Park

Anonymous traveler

$158 nightly

Jul 14 - Jul 15

Total with taxes and fees

Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly

Kirkman North

$276 nightly

Jul 19 - Jul 20

Total with taxes and fees

The Blue Aztec

Downtown Sanford

Min O.

$165 nightly

Jul 26 - Jul 27

Total with taxes and fees

The Cozy Crash Pad: Tiny House Experience

Orlando

Joseph M.

$132 nightly

Aug 4 - Aug 5

Total with taxes and fees

The Front Porch

Downtown Sanford

Johnny

$215 nightly

Jul 16 - Jul 17

Total with taxes and fees

1 bedroom, iron/ironing board, free WiFi, bed sheets

Cozy Apartment in S Orlando, approx. 20 minutes away from Disney and Universal.

Southchase

Mark M.

$122 nightly

Jul 19 - Jul 20

Total with taxes and fees

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Top Winter Springs Hotel Reviews

Wyndham I-Drive Avanti Resort & Conference Center

8/10 Good

"Convenient location."

Holiday Inn Orlando International Dr-ICON by IHG

10/10 Excellent

"Our stay at the Holiday Inn Orlando International Dr‑ICON by IHG was outstanding. The beds were very comfortable and the room was extremely clean. The staff members were all very kind and helpful, which made the experience even better. The hotel was very quiet, so we were able to relax and rest easily. The breakfast buffet was great. The food tasted fresh, there were plenty of options, and the price was very affordable. We thoroughly enjoyed it each morning. The location was perfect. It was close to so many attractions, restaurants, and activities, which made getting around very easy. For the price we paid, the value was incredible. We will definitely be back."

DoubleTree by Hilton at the Entrance to Universal Orlando

10/10 Excellent

"The staff is AMAZING. So many people were very impressive. Vinny, who served me at the breakfast buffet, was so attentive and pleasant, clearly enjoys his job. The rooms were freshly cleaned every day, very well done. The fresh, warm cookies at check in are a nice touch. I would absolutely stay here again."

Four Points by Sheraton Orlando International Drive

10/10 Excellent

"I had a great stay overall at Four Points by Sheraton Orlando International Drive while visiting Universal Studios Florida & Islands of Adventure. Great location. The biggest issue I experienced was before I arrived. When I called to request a late check-in, I reached a call center instead of the hotel directly, and unfortunately my request was never relayed to the hotel. Thankfully, the front desk staff were friendly, welcoming, and very helpful, so everything was resolved without much trouble. One of the best amenities was the complimentary shuttle to Universal. It was truly the highlight of my stay because I didn’t have to move my car at all tbh, which saved both time and parking costs. My only suggestion would be to offer more pickup/drop-off times, especially a later evening shuttle. Having a shuttle after the parks close around 10 p.m. would allow guests to enjoy the nighttime shows without worrying about rushing back to catch the last shuttle. The room itself was clean, comfortable, and exactly what I needed. There were a few minor tears in the carpet, but nothing that affected my stay. The air conditioning worked perfectly and kept the room nice and cold, which I really appreciated. Breakfast was also better than expected. I’m glad I factored the hotel breakfast cost into my travel budget. Overall, I had a very enjoyable stay. I will definitely consider staying here again."

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 $84 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?

Amazing house with Pool4b(4b just 9 minutes from Ventura country club golf: Visitors like this Winter Springs vacation home rental. It offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

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 Universal Orlando Resort.

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.

Winter Springs Vacation Rentals

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Upfront pricing

Check prices for these dates

Our top choices for Winter Springs vacation rentals

Casa Chiquita apartment efficiency

Brand NewPainted Vacation Hse NrUCF PetsOK Fenced

Lake Mary Pool Days & Hammock Naps Book Your Escape Before It’s Gone

Totally 80's

Boho Nights

Lake Mary Last-Minute Deal! Crystal Springs Adventure Awaits

Studio in the heart of Orlando

Incredible Private Lakefront Cottage Retreat

King Bed - Fire Pit - Private - Grill - Location

Chic Studio -10 Min to SFB Airport & Boombah Sports Complex

Eastpark. Pet friendly! Lake Nona

Spacious & Private Guest Pool House Oasis

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

Downtown Cottage

Yania's Cozy Getaway

Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly

The Blue Aztec

The Cozy Crash Pad: Tiny House Experience

The Front Porch

Cozy Apartment in S Orlando, approx. 20 minutes away from Disney and Universal.

Find vacation rentals that suit your style

Top Winter Springs Hotel Reviews

Wyndham I-Drive Avanti Resort & Conference Center

Find out more about Winter Springs

Explore a world of travel with Expedia

Frequently asked questions

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