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Winter Springs Vacation Rentals

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Our top choices for Winter Springs vacation rentals

Two Queen Bed Suite w Pool, Hot Tub Near Disney

Two Queen Bed Suite w Pool, Hot Tub Near Disney
3.0 star property
International Drive District
The price is CA $78
CA $213 total
includes taxes & fees
Jul 20 - Jul 21
Two Queen Bed Suite w Pool, Hot Tub Near Disney

The View Hotel, Trademark Collection by Wyndham

The View Hotel, Trademark Collection by Wyndham
3.0 star property
Orlando
8.4 out of 10, Very good, (2,058 reviews)
"Great location close to a lot of things."
United States
tammy
The price is CA $99
CA $111 total
includes taxes & fees
Jul 20 - Jul 21
The View Hotel, Trademark Collection by Wyndham

Premier Resort Condos Near Universal

Premier Resort Condos Near Universal
4.0 star property
Florida Center
8.6 out of 10, Excellent, (18 reviews)
The price is CA $123
CA $232 total
includes taxes & fees
Jul 26 - Jul 27
Premier Resort Condos Near Universal

Newly Renovated Suite With Hot Tub and Pool

Newly Renovated Suite With Hot Tub and Pool
2.0 star property
International Drive District
The price is CA $110
CA $256 total
includes taxes & fees
Jul 20 - Jul 21
Newly Renovated Suite With Hot Tub and Pool

Bella Breeze

Bella Breeze
2.5 star property
Downtown Sanford
9.6 out of 10, Exceptional, (17 reviews)
"Great location for restaurants and river trail. Very well stocked so it is an easy and comfortable stay."
United States
Nancy
The price is CA $81
CA $186 total
includes taxes & fees
Jul 5 - Jul 6
Bella Breeze

The Point Hotel & Suites Orlando

The Point Hotel & Suites Orlando
4.0 star property
Florida Center
8.4 out of 10, Very good, (1,125 reviews)
"Wonderful stay."
United States
Bissoondath
The price is CA $103
CA $134 total
includes taxes & fees
Jul 15 - Jul 16
The Point Hotel & Suites Orlando

Cozy Modern Studio

Cozy Modern Studio
2.0 star property
Casselberry
The price is CA $102
CA $220 total
includes taxes & fees
Jul 2 - Jul 3
Cozy Modern Studio

The Jazz Loft

The Jazz Loft
3.0 star property
Downtown Sanford
8.8 out of 10, Excellent, (9 reviews)
"Location, location, location!!! What a cute and fun space. I thoroughly enjoyed my entire Jazz Loft experience. Look fwd to next trip! "
United States
Deborah
The price is CA $84
CA $190 total
includes taxes & fees
Jul 5 - Jul 6
The Jazz Loft

Upstay Great 3BR Condo w Scenic Views & Patio

Upstay Great 3BR Condo w Scenic Views & Patio
3.5 star property
Orlando
The price is CA $242
CA $510 total
includes taxes & fees
Jul 19 - Jul 20
Upstay Great 3BR Condo w Scenic Views & Patio

Virelli Apartments Upscale King Suite in the Heart of Orlando w Pool

Virelli Apartments Upscale King Suite in the Heart of Orlando w Pool
4.0 star property
Downtown Orlando
The price is CA $178
CA $595 total
includes taxes & fees
Jul 6 - Jul 7
Virelli Apartments Upscale King Suite in the Heart of Orlando w Pool

Pinnacle Apartments W Amenties by Heavenly Homes

Pinnacle Apartments W Amenties by Heavenly Homes
4.0 star property
Orlando
The price is CA $162
CA $523 total
includes taxes & fees
Jul 6 - Jul 7
Pinnacle Apartments W Amenties by Heavenly Homes

Premium Condos near Universal Studios

Premium Condos near Universal Studios
4.0 star property
International Drive District
9.2 out of 10, Wonderful, (50 reviews)
"Easy and reliable stay. "
United States
Nikida
The price is CA $94
CA $199 total
includes taxes & fees
Jul 6 - Jul 7
Premium Condos near Universal Studios

Riviere 2BR Apartment Pet Friendly Oasis Sleeps 6 Close to Epic Universe Pool & Gym

Riviere 2BR Apartment Pet Friendly Oasis Sleeps 6 Close to Epic Universe Pool & Gym
4.0 star property
International Drive District
The price is CA $215
CA $702 total
includes taxes & fees
Jul 23 - Jul 24
Riviere 2BR Apartment Pet Friendly Oasis Sleeps 6 Close to Epic Universe Pool & Gym

Upstay 2BR Golfer s Retreat w Patio Ventura Resort

Upstay 2BR Golfer s Retreat w Patio Ventura Resort
2.0 star property
Ventura
The price is CA $152
CA $387 total
includes taxes & fees
Jul 21 - Jul 22
Upstay 2BR Golfer s Retreat w Patio Ventura Resort

Totally 80's

Totally 80's
3.0 star property
Sanford
8.4 out of 10, Very good, (10 reviews)
"Great location to downtown Sanford!"
United States
Kathleen
The price is CA $80
CA $185 total
includes taxes & fees
Jul 2 - Jul 3
Totally 80's

Riviere Apartments King Bed Suite & Pool & Gym & Pet Friendly & Near Epic Universe

Riviere Apartments King Bed Suite & Pool & Gym & Pet Friendly & Near Epic Universe
4.0 star property
International Drive District
The price is CA $192
CA $386 total
includes taxes & fees
Jul 28 - Jul 29
Riviere Apartments King Bed Suite & Pool & Gym & Pet Friendly & Near Epic Universe

The Contemporary

The Contemporary
3.0 star property
Downtown Sanford
The price is CA $133
CA $350 total
includes taxes & fees
Jul 2 - Jul 3
The Contemporary

Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly

Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly
4.0 star property
Kirkman North
The price is CA $187
CA $450 total
includes taxes & fees
Jul 19 - Jul 20
Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly

King Studio w/ Arcade Games & BBQ Near Disney

King Studio w/ Arcade Games & BBQ Near Disney
3.0 star property
International Drive District
The price is CA $65
CA $184 total
includes taxes & fees
Jul 7 - Jul 8
King Studio w/ Arcade Games & BBQ Near Disney

The Blue Aztec

The Blue Aztec
3.0 star property
Downtown Sanford
9.6 out of 10, Exceptional, (13 reviews)
"Great location! Great Dining! "
United States
Lisa
The price is CA $109
CA $324 total
includes taxes & fees
Jul 8 - Jul 9
The Blue Aztec
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Winter Springs. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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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 Lake Jesup 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.