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Short Term Rentals in Winter Springs, FL

Short Term Rentals in Winter Springs, FL. 245 Rentals Available
245 Rentals Available
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  • a large living room with blue chairs and a table
    27 units available
    1 bd $1,150+
    2 bd $1,484+
    3 bd $1,777+
    Base rent
    Verified Listing

    1 Laurel Oaks Dr, Winter Springs, FL 32708
    Apply online • Pet friendly

  • More Rentals Near Winter Springs, FL

  • a kitchen with a sink and a refrigerator
    13 units available
    1 bd $1,300+
    2 bd $1,605+
    3 bd $2,025
    Base rent
    Verified Listing

    1166 Pointe Newport Terrace Drive, Casselberry, FL 32707
    Pet friendly
  • the living room and dining room of a home with a table and chairs
    Only 2 units left
    1 bd $1,450
    2 bd $1,600
    3 bd $2,000
    Base rent
    Verified Listing

    541 Oak Reserve Lane, Winter Park, FL 32792
    Apply online • Pet friendly
  • a living room with a couch and a coffee table
    24 units available
    1 bd $1,585+
    2 bd $1,802+
    3 bd $2,673+
    Base rent
    Verified Listing

    2590 Greenhill Way, Oviedo, FL 32765
    Apply online • Pet friendly
  • a living room with a couch and a table
    Rent specials
    Studio $1,079+
    1 bd $1,179+
    2 bd $1,399+
    Base rent
    Verified Listing

    3291 Sanford Ave, Sanford, FL 32773
    Apply online • Pet friendly
  • a living room and dining room with a table and chairs
    9 units available
    Studio $1,194+
    1 bd $1,288+
    2 bd $1,421+
    Base rent
    Verified Listing

    375 Palm Springs Dr, Altamonte Springs, FL 32701
    Apply online • Pet friendly
  • a living room with a couch and a table
    Rent specials
    2 bd $1,500+
    Base rent
    Verified Listing

    318 Monks Ct, Lake Mary, FL 32746
    Apply online • Pet friendly
  • the living room and dining room of an apartment with a blue couch and glass table
    1 bd $1,218+
    2 bd $1,469+
    3 bd $1,922+
    Base rent
    Verified Listing

    3207 Rosebud Lane, Winter Park, FL 32792
    Apply online • Pet friendly
  • a living room with a couch and a table and a sliding glass
    21 units available
    1 bd $1,450+
    2 bd $1,625
    Base rent
    Verified Listing

    3250 Whisper Lake Lane, Winter Park, FL 32792
    Apply online • Pet friendly
  • a living room with furniture and a ceiling fan
    21 units available
    1 bd $1,360
    2 bd $1,494+
    3 bd $1,684+
    Base rent
    Verified Listing

    9201 Nelson Park Circle, Orlando, FL 32817
    Apply online • Pet friendly
  • a living room with a couch and chairs and a table
    1 bd $1,773+
    2 bd $1,978+
    3 bd $2,582+
    Base rent
    Verified Listing

    715 Camarague Place, Lake Mary, FL 32746
    Apply online • Pet friendly
  • a living room with a couch and a glass table
    22 units available
    1 bd $1,290+
    2 bd $1,490+
    Base rent
    Verified Listing

    1800 West 1St Street, Sanford, FL 32771
    Apply online • Pet friendly
  • a living room with two couches and a table
    36 units available
    1 bd $1,165+
    2 bd $1,310+
    Base rent
    Verified Listing

    5175 Cinderlane Parkway, Orlando, FL 32808
    Apply online • Pet friendly
  • an open kitchen and living room with a table
    Rent specials 22 units available
    Studio $1,452+
    1 bd $1,611+
    2 bd $1,671+
    Base rent
    Verified Listing

    5743 Bent Pine Drive, Orlando, FL 32822
    Apply online • Pet friendly
  • a living room with a couch and a table
    44 units available
    1 bd $1,474+
    2 bd $2,156+
    3 bd $2,239+
    Base rent
    Verified Listing

    2415 Treasure Landing Pkwy, Ocoee, FL 34761
    Apply online • Pet friendly
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Frequently asked questions

What is the price of a short-term rental in Winter Springs, FL?

The price range for a short-term rental in Winter Springs, FL is between $1,484 and $3,347.

How many short-term rentals are available in Winter Springs, FL on RentCafe?

There are 27 short-term rentals available on RentCafe. Prices and availability in Winter Springs, FL were last updated on 24 May 2026.

What is the average size of a short-term rental in Winter Springs, FL?

The average Winter Springs, FL short-term rental size is 1,053 sq. ft..

What are the advantages of renting a short-term rental in Winter Springs, FL?

Short-term rentals offer flexibility and are ideal for temporary stays or transitional periods.

What are the downsides of renting a short-term rental in Winter Springs, FL?

Short-term rentals typically cost more per month and may have limited availability.