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Short Term Rentals in Winter Garden-Ocoee, FL

Short Term Rentals in Winter Garden-Ocoee, FL. 255 Rentals Available
255 Rentals Available
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  • a living room with a couch and a table
    Rent specials New units available
    1 bd $1,515+
    2 bd $1,714+
    3 bd $1,826+
    Base rent
    Verified Listing

    4.5 (246)
    2415 Treasure Landing Pkwy, Ocoee, FL 34761
    Apply online • Pet friendly

  • More Rentals Near Winter Garden-Ocoee, FL

  • A living room with a yellow sofa and a fireplace.
    Rent specials New units available
    Studio $1,099+
    1 bd $1,599+
    2 bd $1,599+
    Base rent
    Verified Listing

    5.0 (21)
    7975 Canada Ave, Orlando, FL 32819
    Apply online • Pet friendly • Fitness center
  • A living room with blue chairs and a fireplace.
    Rent specials 35 units available
    1 bd $1,325+
    2 bd $1,590+
    Total monthly cost
    Verified Listing

    3250 Whisper Lake Ln, Winter Park, FL 32792
    Apply online • Pet friendly • Air conditioner
  • a living room with a couch and a ceiling fan
    Rent specials New units available
    1 bd $1,569+
    2 bd $1,869+
    3 bd $2,159+
    Total monthly cost
    Verified Listing

    14200 Colonial Grand Blvd, Orlando, FL 32837
    Apply online • Pet friendly • Dishwasher
  • the living room and dining room of a home with a table and chairs
    Rent specials Only 1 unit left
    1 bd $1,295+
    2 bd $1,495+
    3 bd $2,025
    Base rent
    Verified Listing

    4.5 (5)
    541 Oak Reserve Lane, Winter Park, FL 32792
    Apply online • Pet friendly • Parking
  • a living room with furniture and a ceiling fan
    Rent specials New units available
    1 bd $1,440+
    2 bd $1,619+
    3 bd $1,620+
    Total monthly cost
    Verified Listing

    9201 Nelson Park Cir, Orlando, FL 32817
    Apply online • Pet friendly • Fitness center
  • a living room with a couch and a ceiling fan
    Rent specials New units available
    1 bd $1,877+
    2 bd $2,255+
    Base rent
    Verified Listing

    4.0 (98)
    6350 Vineland Rd., Orlando, FL 32819
    Apply online • Pet friendly
  • A modern living room with a dining table and chairs.
    Rent specials New units available
    1 bd $1,070+
    2 bd $1,285+
    Base rent
    Verified Listing

    4.0 (35)
    5175 Cinderlane Parkway, Orlando, FL 32808
    Apply online • Pet friendly
  • a living room with a couch and chairs and a table
    New units available 30 units available
    Studio $1,595+
    1 bd $1,590+
    2 bd $1,899+
    Base rent
    Verified Listing

    4.5 (198)
    6801 Integra Cove Blvd, Orlando, FL 32821
    Apply online • Pet friendly
  • a living room with couches and a fireplace
    Rent specials New units available
    1 bd $1,550
    2 bd $1,690+
    3 bd $2,230
    Base rent
    Verified Listing

    4.5 (12)
    130 Town Center Blvd, Clermont, FL 34714
    Apply online • Pet friendly
  • A white couch with a black and white patterned pillow sits in a bright living room.
    12 units available
    1 bd $1,210
    2 bd $1,659+
    3 bd $1,979+
    Base rent
    Verified Listing

    4.5 (22)
    400 Sandpiper Lane, Casselberry, FL 32707
    Apply online • Pet friendly
  • a living room with couches and chairs and a pool
    Rent specials
    1 bd $1,361+
    2 bd $1,446+
    Base rent
    Verified Listing

    4.0 (36)
    3207 Rosebud Lane, Winter Park, FL 32792
    Apply online • Pet friendly
  • a living room with a couch and a table
    Rent specials
    Ask for pricing
    Verified Listing

    318 Monks Ct, Lake Mary, FL 32746
    Pet friendly
1-12-ccd

Frequently asked questions

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

The price range for a short-term rental in Winter Garden-Ocoee, FL is between $1,515 and $2,874.

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

There are 41 short-term rentals available on RentCafe. Prices and availability in Winter Garden-Ocoee, FL were last updated on 14 Jun 2026.

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

The average Winter Garden-Ocoee, FL short-term rental size is 1,118 sq. ft..

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

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