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Showing all results in Oakland, FL.

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Condos for Rent in Oakland, FL with a Swimming Pool

115 Rentals
.
  1. Building Photo - AVENUE ON OAKLAND
    $398 Off
    Price Drop. $398 Off
    STUDIO
    $1,558+
    1 BED
    $1,595+
    2 BEDS
    $2,024+
    3 BEDS
    $2,633+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,376 - $2,841
    Required Monthly Fees$182
    Total Monthly Price$1,558 - $3,023

    AVENUE ON OAKLAND

    751 W Oakland Ave, Oakland, FL 34787
    (689) 407-6876
  2. Building Photo - Broadstone Overlands
    Rent Special
    Rent Special
    |
    1 BED
    $1,841+
    2 BEDS
    $2,372+
    3 BEDS
    $2,942+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,699 - $4,454
    Required Monthly Fees$142
    Total Monthly Price$1,841 - $4,596

    Broadstone Overlands

    5000 Collina Ter, Clermont, FL 34711
    (689) 348-2233
  6. Building Photo - 6080 Zen Wy
    3 BEDS, 3 BATHS
    $2,400
    Total Monthly Price Total Monthly Price New
    Base Rent$2,400
    Required Monthly FeesNone
    Total Monthly Price$2,400

    6080 Zen Wy

    6080 Zen Wy, Oakland, FL 34787
  10. Building Photo - 1632 Scarlet Oak Loop
    3 BEDS, 2.5 BATHS
    $2,200
    Total Monthly Price Total Monthly Price New
    Base Rent$2,200
    Required Monthly FeesNone
    Total Monthly Price$2,200

    1632 Scarlet Oak Loop

    1632 Scarlet Oak Loop, Winter Garden, FL 34787
    Apply
  26. 3 BEDS, 2.5 BATHS
    $2,500

    6032 Zen Wy

    6032 Zen Wy, Oakland, FL 34787

Oakland at a Glance

Average Rent

$1,478
(All bedrooms and property types)
Learn more about
Average Rent in Oakland
10

School Rating

out of 10 Rating
Learn more about
Schools in Oakland

Oakland, FL Condos for Rent

Oakland, Florida offers a small-town atmosphere with a rich history dating back to 1887. Those searching for apartments for rent in Oakland will appreciate its location within the Orlando-Kissimmee Metropolitan Area, just 24 miles west of downtown Orlando. The town's 2.36 square miles feature tree-lined streets, historic architecture, and well-maintained parks, creating a distinct identity within western Orange County.

Apartments for rent in Oakland place residents near outdoor recreation destinations like Lake Apopka and the West Orange Trail, which runs through the center of town. The paved, 22-mile West Orange Trail connects Oakland to Winter Garden and Apopka, offering opportunities for walking, cycling, and skating. The town maintains several public parks, including Speer Park and VanderLey Park, while the Oakland Nature Preserve provides boardwalks and educational programs focused on Lake Apopka's ecosystem.

Renting in Oakland

Average Rental Rates and Apartment Sizes

Top Budget-Friendly Neighborhoods in Oakland

(For 1 bedroom apartments)

Education

GreatSchools Rating
Oakland Avenue Charter

Public Elementary School

Public
Grades K-5
Students

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

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