Winter Springs Vacation Rentals

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Check prices for these dates

In two weeks
Mar 13 - Mar 15
In two months
Apr 24 - Apr 26
In three months
May 22 - May 24
In four months
Jun 19 - Jun 21

Our top choices for Winter Springs vacation rentals

Restaurant

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, (1,681 reviews)
"Clean and spacious rooms and the breakfast was great."
United States
Karen
The price is P4,972
P5,594 total
includes taxes & fees
Feb 25 - Feb 26
The View Studio Suites and Event Venue
Pool

JS LUXURY VACATION

JS LUXURY VACATION
International Drive District
The price is P4,972
P790,713 total
includes taxes & fees
Feb 26 - Feb 27
JS LUXURY VACATION
Private kitchen

Cozy Modern Studio

Cozy Modern Studio
2.0 star property
Casselberry
The price is P5,234
P9,933 total
includes taxes & fees
Mar 9 - Mar 10
Cozy Modern Studio
Interior

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 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 traveler
The price is P7,909
P19,702 total
includes taxes & fees
Feb 25 - Feb 26
Deltona Lake House, Day Trip to Disney & Universal
Reception

Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall
3.5 star property
Orlando
9.2 out of 10, Wonderful, (2,509 reviews)
"The whole stay was fantastic!!"
United States
Kristen
Florida Hotel & Conference Center in the Florida Mall
2 bedrooms, desk, free WiFi

The Front Porch

The Front Porch
3.0 star property
Sanford
9.4 out of 10, Exceptional, (3 reviews)
"Enjoyed the place. Nice and relaxing. Close to downtown and lots of options for food. "
United States
Johnny
The Front Porch
2 bedrooms, Internet

Upstay 2BR Golfer s Retreat w Patio Ventura Resort

Upstay 2BR Golfer s Retreat w Patio Ventura Resort
2.0 star property
Ventura
Upstay 2BR Golfer s Retreat w Patio Ventura Resort
Exterior

Leisure & Business Oasis-near Convention Center

Leisure & Business Oasis-near Convention Center
3.0 star property
Orlando
Leisure & Business Oasis-near Convention Center
Exterior

The Contemporary

The Contemporary
3.0 star property
Sanford
The Contemporary
Living area

The Blue Aztec

The Blue Aztec
3.0 star property
Sanford
9.6 out of 10, Exceptional, (13 reviews)
"Great location! Great Dining! "
United States
Lisa
The Blue Aztec
Living area

Boho Nights

Boho Nights
3.0 star property
Sanford
9.4 out of 10, Exceptional, (11 reviews)
"Wonderful spot, and excellent hosts!"
United States
Thomas
Boho Nights
Interior

The Farm House - Great Location + Pet Friendly!

The Farm House - Great Location + Pet Friendly!
3.0 star property
Windermere
The Farm House - Great Location + Pet Friendly!
Interior

Totally 80's

Totally 80's
3.0 star property
Sanford
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 P3,769
P8,129 total
includes taxes & fees
Feb 25 - Feb 26
Totally 80's
Exterior

The Jazz Loft

The Jazz Loft
3.0 star property
Sanford
8.4 out of 10, Very Good, (7 reviews)
"Amazing! They had everything I needed and were so flexible as I almost needed to extend my stay due to the storm. The vibe was great, very cool and seamless check in and access. Close to everything needed. I will definitely be returning! Can’t wait."
United States
Rae
The Jazz Loft
Interior

Red Jordan Boho Style Vacation Home

Red Jordan Boho Style Vacation Home
3.0 star property
Meadow Woods
The price is P10,061
P26,533 total
includes taxes & fees
Mar 4 - Mar 5
Red Jordan Boho Style Vacation Home
Bar (on property)

Premier Resort Condos Near Universal

Premier Resort Condos Near Universal
3.0 star property
Florida Center
9.0 out of 10, Wonderful, (4 reviews)
"Great"
United States
Russell
The price is P5,182
P10,737 total
includes taxes & fees
Mar 9 - Mar 10
Premier Resort Condos Near Universal
1 bedroom

Peaceful 1 King BR Apartment w Hot Tub & Pool

Peaceful 1 King BR Apartment w Hot Tub & Pool
2.0 star property
International Drive District
The price is P4,895
P10,934 total
includes taxes & fees
Mar 6 - Mar 7
Peaceful 1 King BR Apartment w Hot Tub & Pool
Interior

Beautiful Modern Condo in Prime Location

Beautiful Modern Condo in Prime Location
4.0 star property
Orlando
The price is P11,050
P26,098 total
includes taxes & fees
Mar 2 - Mar 3
Beautiful Modern Condo in Prime Location
Interior

Bella Breeze

Bella Breeze
2.5 star property
Sanford
9.6 out of 10, Exceptional, (8 reviews)
"Cute little cottage with basic amenities. Very convenient location to get to Sanford airport. Would definitely stay again. "
United States
Jacob
Bella Breeze
Terrace/patio

The Point by Edge

The Point by Edge
4.0 star property
Florida Center
8.4 out of 10, Very Good, (900 reviews)
"Great view, pleasant staff."
United States
Crystal
The price is P3,769
P4,959 total
includes taxes & fees
Mar 11 - Mar 12
The Point by Edge
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

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

10/10 Excellent
"The staff were incredibly helpful especially Josh at check in."
Lance 3-night trip
Posted 5 hours ago
Universal's Cabana Bay Beach Resort

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:

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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.

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 Universal Orlando Resort and Kia Center.

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.