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Apartments for Rent in Kissimmee, FL with a Swimming Pool

4,074 Rentals
.
  29. Building Photo - 4708 Terra Esmeralda Dr
    4 BEDS, 4 BATHS
    $2,700
    Total Monthly Price Total Monthly Price New
    Base Rent$2,700
    Required Monthly FeesNone
    Total Monthly Price$2,700

    4708 Terra Esmeralda Dr

    4708 Terra Esmeralda Dr, Kissimmee, FL 34746
  30. Building Photo - 3060 Chromatic St
    3 BEDS, 3 BATHS
    $2,000
    Total Monthly Price Total Monthly Price New
    Base Rent$2,000
    Required Monthly FeesNone
    Total Monthly Price$2,000

    3060 Chromatic St

    3060 Chromatic St, Kissimmee, FL 34758
  31. 3 BEDS, 3 BATHS
    $2,000
    Total Monthly Price Total Monthly Price New
    Base Rent$2,000
    Required Monthly FeesNone
    Total Monthly Price$2,000

    3036 Chromatic St

    3036 Chromatic St, Kissimmee, FL 34758
  32. 4 BEDS, 4 BATHS
    $2,650
    Total Monthly Price Total Monthly Price New
    Base Rent$2,650
    Required Monthly FeesNone
    Total Monthly Price$2,650

    2525 Relaxing Ln

    2525 Relaxing Ln, Kissimmee, FL 34744
  33. 1 BED, 1 BATH
    $1,450
    Total Monthly Price Total Monthly Price New
    Base Rent$1,450
    Required Monthly FeesNone
    Total Monthly Price$1,450

    3036 Parkway Blvd Unit 204

    3036 Parkway Blvd, Kissimmee, FL 34747
  34. Building Photo - 2835 Oakwater Dr
    2 BEDS, 2 BATHS
    $1,800
    Total Monthly Price Total Monthly Price New
    Base Rent$1,800
    Required Monthly FeesNone
    Total Monthly Price$1,800

    2835 Oakwater Dr

    2835 Oakwater Dr, Kissimmee, FL 34747
  35. Building Photo - 1262 Wispy Cypress Dr
    4 BEDS, 3 BATHS
    $2,450
    Total Monthly Price Total Monthly Price New
    Base Rent$2,450
    Required Monthly FeesNone
    Total Monthly Price$2,450

    1262 Wispy Cypress Dr

    1262 Wispy Cypress Dr, Kissimmee, FL 34746
  36. 2 BEDS, 2 BATHS
    $1,495
    Total Monthly Price Total Monthly Price New
    Base Rent$1,495
    Required Monthly FeesNone
    Total Monthly Price$1,495

    2218 Grand Cayman Ct Unit 1338

    2218 Grand Cayman Ct, Kissimmee, FL 34741
  37. 2 BEDS, 2 BATHS
    $1,750
    Total Monthly Price Total Monthly Price New
    Base Rent$1,750
    Required Monthly FeesNone
    Total Monthly Price$1,750

    1991 Estancia Cir

    1991 Estancia Cir, Kissimmee, FL 34741
  38. 3 BEDS, 2 BATHS
    $2,600
    Total Monthly Price Total Monthly Price New
    Base Rent$2,600
    Required Monthly FeesNone
    Total Monthly Price$2,600

    3093 Slough Creek Dr

    3093 Slough Creek Dr, Kissimmee, FL 34744
  39. Building Photo - 3848 Carrick Bend Dr
    5 BEDS, 3 BATHS
    $2,900
    Total Monthly Price Total Monthly Price New
    Base Rent$2,900
    Required Monthly FeesNone
    Total Monthly Price$2,900

    3848 Carrick Bend Dr

    3848 Carrick Bend Dr, Kissimmee, FL 34746
  40. Building Photo - 4552 Jona Free Ln
    3 BEDS, 2 BATHS
    $1,775
    Total Monthly Price Total Monthly Price New
    Base Rent$1,775
    Required Monthly FeesNone
    Total Monthly Price$1,775

    4552 Jona Free Ln Unit 103

    4552 Jona Free Ln, Kissimmee, FL 34746
  41. 4 BEDS, 3 BATHS
    $2,400
    Total Monthly Price Total Monthly Price New
    Base Rent$2,400
    Required Monthly FeesNone
    Total Monthly Price$2,400

    2135 Southbury Dr

    2135 Southbury Dr, Kissimmee, FL 34744
  42. 4 BEDS, 4 BATHS
    $2,300
    Total Monthly Price Total Monthly Price New
    Base Rent$2,300
    Required Monthly FeesNone
    Total Monthly Price$2,300

    2045 Grand Oak Dr

    2045 Grand Oak Dr, Kissimmee, FL 34744
Showing 42 of 345 results, Page 4 of 9

Kissimmee at a Glance

Average Rent

$1,557
(All bedrooms and property types)
Learn more about
Average Rent in Kissimmee
8

School Rating

out of 10 Rating
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Schools in Kissimmee

Renting in Kissimmee

Average Rental Rates and Apartment Sizes

Top Budget-Friendly Neighborhoods in Kissimmee

(For 1 bedroom apartments)

Education

GreatSchools Rating
NEOCITY ACADEMY

Public High School

Public
Grades 9-12
597 Students
GreatSchools Rating
Professional & Technical High School

Public High School

Public
Grades 9-12
586 Students
GreatSchools Rating
New Dimensions High School

Public High School

Public
Grades 9-12
437 Students
GreatSchools Rating
Neptune Middle School

Public Middle School

Public
Grades 6-8
851 Students
GreatSchools Rating
SPORTS LEADERSHIP ARTS MANAGEMENT (SLAM)

Public Middle School

Public
Grades 6-8
175 Students

Data provided by GreatSchools.org 2025 © 2025. All rights reserved.

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