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Winter Springs Vacation Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Winter Springs vacation rentals

Outdoor pool

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

Lake Mary Pool Days & Hammock Naps Book Your Escape Before It’s Gone
Lake Mary
9.8 out of 10, Exceptional, (63 reviews)
"Everything was great as usual!!"
United States
Christine B.
The price is AED 413
AED 988 total
includes taxes & fees
17 Aug - 18 Aug
Lake Mary Pool Days & Hammock Naps Book Your Escape Before It’s Gone
Smart TV, fireplace, video games

2. Early Check In Lake Mary Last-Minute Deal!

Early Check In Lake Mary Last-Minute Deal!
Lake Mary
10.0 out of 10, Exceptional, (20 reviews)
"Easy access, perfect location, perfectly appointed. Will stay again :-)"
United States
Tricia S.
The price is AED 327
AED 855 total
includes taxes & fees
17 Aug - 18 Aug
Early Check In Lake Mary Last-Minute Deal!
3 bedrooms, desk, iron/ironing board, WiFi (free)

3. Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!

Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
Casselberry
9.8 out of 10, Exceptional, (54 reviews)
"The residence met all of our needs for an entertaining/relaxing stay."
United States
Kevin K.
The price is AED 479
AED 931 total
includes taxes & fees
17 Aug - 18 Aug
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
Coffee/tea maker, fridge, microwave, oven

4. Florida Vacation with pool fun for families

Florida Vacation with pool fun for families
Casselberry
9.4 out of 10, Exceptional, (46 reviews)
"Awesome location, nice home, and great pool"
United States
Daniel W.
The price is AED 397
AED 1,197 total
includes taxes & fees
15 Sep - 16 Sep
Florida Vacation with pool fun for families
Property grounds

5. Incredible Private Lakefront Cottage Retreat

Incredible Private Lakefront Cottage Retreat
Altamonte Springs
10.0 out of 10, Exceptional, (38 reviews)
"Beautiful property in a fantastic location! We've booking this stay twice and will be back again."
United States
Lisa
The price is AED 551
AED 1,355 total
includes taxes & fees
31 Aug - 1 Sep
Incredible Private Lakefront Cottage Retreat
Standard Apartment | Living area | 50-inch LED TV with digital channels, Netflix, streaming services

6. Boho Nights

Boho Nights
3.0 star property
Downtown Sanford
9.6 out of 10, Exceptional, (16 reviews)
"Great stay!"
United States
Nicholas
The price is AED 239
AED 514 total
includes taxes & fees
17 Aug - 18 Aug
Boho Nights
Coffee/tea maker, fridge, microwave, oven

7. Home Sweet Home

Home Sweet Home
Sanford
9.4 out of 10, Exceptional, (33 reviews)
"The house was perfect for our three night stay. The location was a short distance to all our activities. It was super clean and had very nice updates. The area was quiet and the house very comfortable. If we are in the area again, we’ll definitely stay there again!"
United States
Janice M.
The price is AED 248
AED 1,143 total
includes taxes & fees
17 Aug - 18 Aug
Home Sweet Home
Interior

8. Bella Breeze

Bella Breeze
2.5 star property
Downtown Sanford
9.6 out of 10, Exceptional, (20 reviews)
"The location was perfect, can walk to restaurants easily. Unit was very clean and nicely designed, would stay again"
United States
Sara
The price is AED 281
AED 562 total
includes taxes & fees
17 Aug - 18 Aug
Bella Breeze
Coffee/tea maker, fridge, microwave, paper towels

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

Chic Studio -10 Min to SFB Airport & Boombah Sports Complex
Sanford
10.0 out of 10, Exceptional, (8 reviews)
"Perfect spot for a quick night after your flight into Sanford. Close to the airport, clean accommodations in a quiet neighborhood. Couldn’t ask for more!"
United States
Julia F.
The price is AED 328
AED 441 total
includes taxes & fees
15 Sep - 16 Sep
Chic Studio -10 Min to SFB Airport & Boombah Sports Complex
Dining

10. River City Retreat

River City Retreat
Sanford
9.6 out of 10, Exceptional, (20 reviews)
"Great place and quick, simple check in."
United States
Dennis L.
The price is AED 446
AED 794 total
includes taxes & fees
22 Aug - 23 Aug
River City Retreat
Standard Apartment | Living area | 50-inch LCD TV with digital channels, Netflix, streaming services

11. The Blue Aztec

The Blue Aztec
3.0 star property
Downtown Sanford
9.6 out of 10, Exceptional, (14 reviews)
"Great location! Great Dining! "
United States
Lisa
The price is AED 268
AED 823 total
includes taxes & fees
17 Aug - 18 Aug
The Blue Aztec
Exterior

12. The Jazz Loft

The Jazz Loft
3.0 star property
Downtown Sanford
8.8 out of 10, Excellent, (9 reviews)
"Great overnight stay. Really cute loft. Would definitely stay again."
United States
Tiffany
The price is AED 258
AED 536 total
includes taxes & fees
17 Aug - 18 Aug
The Jazz Loft
Terrace/patio

13. The Blue Aztec

The Blue Aztec
Downtown Sanford
10.0 out of 10, Exceptional, (15 reviews)
"Everything was incredible and the owners were extremely helpful and accommodating! Would stay here again 100%!"
United States
Kael
The price is AED 312
AED 644 total
includes taxes & fees
17 Aug - 18 Aug
The Blue Aztec
3 bedrooms, desk, iron/ironing board, WiFi

14. Tranquil 3-bedroom house in Sanford with AC, WiFi

Tranquil 3-bedroom house in Sanford with AC, WiFi
Sanford
9.6 out of 10, Exceptional, (28 reviews)
"Beautiful home! My friends and I had such an amazing time and I loved the dog bed & bowls for my dog Venus who stayed with us"
United States
Janelle G.
The price is AED 430
AED 1,355 total
includes taxes & fees
18 Aug - 19 Aug
Tranquil 3-bedroom house in Sanford with AC, WiFi
2 bedrooms, desk, WiFi (free)

15. The Front Porch

The Front Porch
3.0 star property
Downtown Sanford
9.2 out of 10, Wonderful, (5 reviews)
"Enjoyed the place. Nice and relaxing. Close to downtown and lots of options for food. "
United States
Johnny
The price is AED 456
AED 819 total
includes taxes & fees
24 Aug - 25 Aug
The Front Porch
2 bedrooms, iron/ironing board, WiFi, bed sheets

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

Charming 2-bedroom apartment with WiFi, AC in lovely Orlando
Orlando
9.8 out of 10, Exceptional, (12 reviews)
"Very clean and hospitable. Recommend staying here for sure!"
United States
Kyle Y.
The price is AED 386
AED 957 total
includes taxes & fees
17 Aug - 18 Aug
Charming 2-bedroom apartment with WiFi, AC in lovely Orlando
Desk, WiFi, bed sheets

17. Studio in the heart of Orlando

Studio in the heart of Orlando
Azalea Park
9.4 out of 10, Exceptional, (6 reviews)
"Can’t complain. Would re book for sure."
United States
Matthew
The price is AED 175
AED 579 total
includes taxes & fees
17 Aug - 18 Aug
Studio in the heart of Orlando
Exterior detail

18. Downtown Cottage

Downtown Cottage
Colonialtown North
8.6 out of 10, Excellent, (13 reviews)
"Clean perfect location for what we needed "
United States
Jerred B.
The price is AED 219
AED 629 total
includes taxes & fees
23 Aug - 24 Aug
Downtown Cottage
1 bedroom, desk, iron/ironing board, WiFi (free)

19. Private guest studio in the heart of orlando.

Private guest studio in the heart of orlando.
Orlando
9.8 out of 10, Exceptional, (63 reviews)
"Super clean and updated, loved the location, and quiet neighborhood. Definitely will stay here again!"
United States
Gianna N.
The price is AED 228
AED 483 total
includes taxes & fees
17 Aug - 18 Aug
Private guest studio in the heart of orlando.
1 bedroom, desk, iron/ironing board, WiFi (free)

20. Yania's Cozy Getaway

Yania's Cozy Getaway
Azalea Park
9.8 out of 10, Exceptional, (16 reviews)
"Just what we needed for our quick trip to Orlando! super communicative host and very nice area. Would love to stay here again if given the chance!"
United States
Liv B.
The price is AED 248
AED 642 total
includes taxes & fees
18 Aug - 19 Aug
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

La Quinta Inn & Suites by Wyndham Orlando Airport

La Quinta Inn & Suites by Wyndham Orlando Airport

10/10 Excellent
"Maria was great in my transport to airport"
Tina 1-night trip
Posted less than an hour ago
La Quinta Inn & Suites by Wyndham Orlando Airport

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?

Salt Pool, cozy House near Downtown and International Airport: Visitors like this Winter Springs vacation home rental. It is located in the city center and has a garden, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchenette with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

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 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.