228 Apartments in Oakland, Florida
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Check out 1,016 verified apartments for rent in Oakland, FL with rents starting as low as $1,750. Some apartments for rent in Oakland might offer rent specials. Look out for the rent special icon!

1 of 16
Verified
12 Units Available
Studio
$1,984
696 sqft
1 Bedroom
$1,790
791 sqft
2 Bedrooms
$2,281
1136 sqft
Perfectly located in Oakland, Florida with easy access to the West Orange bike trail and minutes from the historic downtown Winter Garden and the Florida Turnpike. The Avenue offers unparalleled amenities and an exquisite collection of studios, one, two- and three-bedroom apartment homes.
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Results within 1 mile of Oakland

1 of 21
1 Unit Available
3 Bedrooms
$2,415
1544 sqft
Welcome to the sought after gated community of Tucker Oaks in Winter Garden, FL! You'll feel right at home from the moment you step into this beautiful 3 bedroom and 2.5 bathroom townhome with a 2-car garage. The kitchen has beautiful wood cabinets with ample storage, plenty of counter space and features a full Stainless Steel appliance package including a double oven. This unit features an open floor plan with a living a spacious Living Room and Dining Room combo that lead out to a patio with a wonderful view of nature! The first floor provides a convenient half bath for guests and access to a roomy 2-car garage. Make your way up to the second floor and into the Master Bedroom with ample space, a bathroom en-suite featuring a large vanity and sliding glass, walk-in shower. The other two bedrooms are a great size for all ages and share a full bathroom. The community has great amenities that include a swimming pool, playground areas, basketball courts, a dog park, No Aggressive Breed Dogs, HOA only accepts 50 pound or less, walking trail, picnic and grilling areas! Enjoy your weekends at the FAMOUS FARMER'S MARKET or walk to the community pool and covered cabanas.
Conveniently located minutes from local shops, restaurants, the Turnpike, Historic Downtown District, Plant Street Market, West Orange Bike Trail and much more. Zoned for Sunridge Elementary School, Lakeview Middle School and West Orange High School. Pets negotiable per owner approval. Lawn Care Included. This property is professionally managed by Atrium Management. Please call 407-585-2721 to schedule your private showing! Available on February 10 2023!!!!
**BONUS AMENITY INCLUDED** A portion of Tenant's total amount due will be used to have HVAC filters delivered to their home approximately every 60 days under the Utility & Maintenance Reduction Program.**
Amenities: Community Pool, Community Tennis Court, Community Basketball Court, Walking Trails, Community Fitness Center, Gated Community
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1 of 14
1 Unit Available
3 Bedrooms
$2,150
984 sqft
Enjoy living in this 3 bed 2 bath with a nice back yard only 5 min from downtonw winter garden, area with great schools and a lot to do around. If you dont know donwton winter garden yet, you should go.
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1 of 10
1 Unit Available
3 Bedrooms
$1,750
1216 sqft
Immaculate 3 BR, 2 BA in Westside Townhomes near downtown Winter Garden. First floor master bedroom, bathroom, cute kitchen and living room/ dining room combination. Beautiful iron staircase leads to the second floor which has 2 more bedrooms and a bathroom. Hardwood and tile through out, artificial turf front and back for little to no maintenance. Washer and dryer is included "as-is" and to be maintained by tenants. Large Florida room with fenced backyard. Available now! Easy access to downtown Winter Garden, Florida turnpike, 429 and 408 expressways.
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Average rent in Oakland, Florida
* Averages are based on the rental prices of properties listed on Apartment List

1 of 28
1 Unit Available
3 Bedrooms
$2,600
1640 sqft
Want to live in a home that's near downtown Winter Garden? You’ve found it! This spacious home is located in a cul-de-sac, and it provides a spacious lot with mature landscaping. The home has been meticulously maintained and features an open kitchen/living room design with a formal dining area. The split bedroom plan has ample space for all to spread out.
If you have pets, they'll love the backyard as much as you will with all the mature landscaping. It offers an automatic opener for the double-car garage. All appliances are included: a washer, dryer, refrigerator, stove/oven, microwave oven, dishwasher, and disposal system.
Don't wait to schedule your private showing today!
**RESIDENTS BENEFIT PACKAGE
An additional $35.00 a month charge for this added to the advertised rent is considered additional rent.
(RBP) which includes HVAC air filter delivery, utility concierge services making utility connection a breeze during your move-in, our best-in-class resident rewards program, and much more! More details upon application.
**RENTERS INSURANCE REQUIRED
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1 of 18
1 Unit Available
1 Bedroom
$1,600
578 sqft
Beautiful Oakland Park One Bedroom, One Bath - Above Garage Apartment - Text Lisa Sabo at (407) 379-9109 to schedule a viewing.
Brand new luxury rental apartment, rarely seen, in one of Winter Garden's most beautiful lakefront communities. This 2nd floor above-the-garage, private apartment is steps from the West Orange Trail and features tons of natural light. Granite countertops, gas stove, dishwasher, and a full size washer and dryer are included. Rent includes gas, electricity, garbage and water. All windows have plantation shutters.
Grassy areas, open spaces, pools and trails, make this community unique. Oakland Park is a blend of water, majestic trees and a classic, small-town feel. It is just minutes from thriving Winter Garden and the excitement of Orlando.
No mailbox. Must get PO Box.
Apply at www.AlfanoPropertyManagement.com/Homes-For-Rent
Rental Criteria:
- One complete application per adult. $100 per adult. (No co-signers)
- Credit score of at least 600 for one applicant per household
- Household income 3x rent amount
- 3 Years of Residential History Required
- No previous evictions
- No past due amounts owed to previous landlords and/or utility companies
- One Small Pet - ($500 Pet deposit) No Aggressive breed
- Must register with PetScreening - $25 fee per pet (Free with no pet)
- 1st Months Full Rent, Security Deposit, Renter's insurance and utilities due prior to move in.
- 1 year minimum lease term
Application Process:
- Only complete applications from prospects who have already viewed/toured the home will be considered.
- Applications are reviewed in the order they are received.
- Application review process can take between 3 to 5 business days to complete.
(RLNE7977279)
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1 of 17
3 Bedrooms
$2,950
2100 sqft
2015 STANDING ROCK CIR Available 04/01/23 THE PERFECT WINTER GARDEN / CLERMONT RENTAL HOME! Available 4/01/23 - Energy Star Certified! Modern finishes include sleek polished ceramic tile, quartz counters in bathrooms, granite in gourmet kitchen with a large island overlooking the dining room and living room, double ovens, cook top, 42" white cabinets with crown molding, upgraded stainless steel appliances, back-splash and pendant lights. Rear entry garage with extended drive way. Three bedrooms upstairs and loft space. Available 4/01/23.
Call or text for showings: Jeff Filegar 407-861-0500
Apply today at www.vivaorlandorentals.com
Application Fee = $90 per adult
No Cats Allowed
(RLNE5406476)
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1 of 25
1 Unit Available
3 Bedrooms
$2,700
1592 sqft
Amazing 3 bedroom, 2.5 bathroom townhouse in a gated community in Winter Garden. Amenities: central air, central heat, dishwasher, pool, stainless steel appliance, updated kitchen, washer, dryer, lanai, and valet trash (door pick-up). Landlord will pay landscaping/ yard maintenance and pest control. No pets. No smoking. Date Available: April 8, 2023. $2,700/month rent. $2,700 security deposit required. Please submit the form on this page to learn more. Background and credit check required. This property is managed by a responsible landlord using Avail landlord software. Currently tenant occupied. Please do not disturb current tenants.
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Results within 5 miles of Oakland

1 of 33
Verified
11 Units Available
1 Bedroom
$1,728
761 sqft
2 Bedrooms
$1,743
1066 sqft
3 Bedrooms
$1,965
1290 sqft
Located just minutes away from Routes 25, 27 and 50, as well as shopping and entertainment. Units have new kitchen counters and appliances, wood vinyl flooring, and brushed nickel finishes.
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1 of 51
Verified
9 Units Available
1 Bedroom
$1,884
818 sqft
2 Bedrooms
$2,913
1192 sqft
3 Bedrooms
$2,949
1401 sqft
It’s human nature to want everything at your fingertips. It’s rare to find it. Tucked between the water, sunshine, and cypress trees, discover The Lodge at Hamlin. With nature surrounding you at home and a lakefront village at your doorstep, your hunt for the perfect lifestyle begins and ends here.
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1 of 43
Verified
3 Units Available
1 Bedroom
$1,999
622 sqft
Welcome to Winter Garden’s newest and most desirable address. Slate Luxury Apartment Living offers modern and sleek, first floor one bedrooms, two bedrooms and two bedroom townhomes for rent. With Slate Luxury Apartments in Winter Garden, FL, your home and community will have a very distinct look that will be sure to impress. Experience the convenience of living within a minutes’ walk of Historic Downtown Winter Garden, Orange Trail and all the opportunities that Orlando, FL has to offer.
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1 of 26
Verified
13 Units Available
1 Bedroom
$1,680
682 sqft
2 Bedrooms
$1,980
1181 sqft
Welcome to Advenir at Castle Hill, a residential community featuring One, Two & Three bedroom apartments in Clermont, FL. Spacious layouts and amenities welcome you home, along with exceptional service and an ideal location within walking distance to shopping, dining and entertainment options. Are you looking for an apt for rent in Clermont, FL? Contact our friendly, professional office staff to schedule a tour today.
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1 of 16
Verified
9 Units Available
1 Bedroom
$1,648
701 sqft
2 Bedrooms
$1,752
800 sqft
3 Bedrooms
$2,596
1150 sqft
Welcome to Palm Crossing Apartments
Located in the historic Winter Garden, FL, Palm Crossing is the perfect community to call home. With a collection of modern floorplans paired with a robust list of resort-style amenities, our apartment homes provide the ultimate convenience. Only a short drive to the quaint Winter Garden Village or the hustle and bustle of Orlando, Palm Crossing is close to it all.
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1 of 39
Verified
30 Units Available
Studio
$1,619
637 sqft
1 Bedroom
$1,838
704 sqft
2 Bedrooms
$2,215
1168 sqft
The authentic lifestyle you’re after and the perfect place to put down your own roots. Enjoy life in a welcoming and diverse Winter Garden apartment community, with all the shopping and conveniences you expect, plenty of space to roam and explore — including nearby West Orange Trail — and an easy commute to Orlando or business parks in the surrounding area.
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1 of 54
Verified
11 Units Available
Lofts at South Lake
831 Oakley Seaver Drive, Clermont, FL 34711
Clermont Town Center
Studio
$1,550
520 sqft
1 Bedroom
$1,715
651 sqft
2 Bedrooms
$2,075
968 sqft
With its striking design and spectacular views, Lofts at South Lake is the new Clermont landmark that immerses you in the height of luxury. Studios, one-bedroom, one bedroom with den, and two-bedroom apartment homes for rent raise the bar for suburban apartment living. You’ll enjoy Clermont’s rolling hills, lakes, sunrise, and sunset views while living close to everything that Central Florida has to offer. This alluring community provides a new standard for luxury apartments in Clermont, with every detail carefully curated with unrivaled levels of finishes and design.
Elegant Italian cabinetry, quartz countertops, expansive dual slider doors, custom low-E windows, stainless steel energy-efficient appliances, along with elevators and climate-controlled hallways are just some of the luxuries you’ve been waiting for.
Outside, a two-story, private parking garage and a controlled building access system offer one-of-a-kind conveniences. Our 100% smoke-free community also features a m
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1 of 13
1 Unit Available
3 Bedrooms
$2,400
1672 sqft
Welcome to your new home in the highly sought-after 55+ community of Heritage Hills in Clermont, FL! This beautiful 3 bedroom 2 bathroom home offers 1672 sq ft of living space, providing plenty of room for you to make it your own.
As you enter the home, you will be greeted by a spacious living room with plenty of natural light, perfect for entertaining family and friends. The open-concept design of the living room flows seamlessly into the dining area and kitchen, allowing for easy conversation while cooking and eating.
The kitchen is equipped with modern appliances and ample counter space, making meal prep a breeze. The master bedroom boasts 2 large walk-in closets and an en-suite bathroom, complete with a walk-in shower and double vanity. The two additional bedrooms offer plenty of space for guests or a home office.
One of the best features of this home is the included lawncare service in the monthly rent. Spend more time enjoying all that the community has to offer and less time worrying about maintaining your yard.
Heritage Hills offers a variety of amenities, including a clubhouse, fitness center, pool, tennis courts, and more. With regular community events and activities, you will always have something to do and new friends to meet.
Don't miss your chance to live in this beautiful home in the desirable Heritage Hills community. If you would like to fill out an application or if you would like to view the home, visit our webste at http://www.fpmerentals.com or call our office at 352-241-7000
Contact us to schedule a showing.
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1 of 40
1 Unit Available
4 Bedrooms
$3,800
3340 sqft
***New Modern Home***Don't miss this stunning 4 bedroom, 4 bath with a garage! ***New Modern Home***
This house is a Bluetooth smart home with a large laundry room, custom closets and a fenced in backyard. The kitchen has granite countertops, stainless steel appliances and beautiful natural light over the breakfast dining area. The island over looks the open format dining room & living room with a feature wall of shelves and an electronic fireplace. The bedrooms all have plush new carpet and large closets. The master bathroom has beautiful cabinetry and stand up shower. Really, the photos speak for themselves. Located conveniently by all major highways, shopping and entertainment. Schedule a showing so you won't miss out on this gem.
Fees for Application/Residency:
- $50.00 Application fee per adult
- $100 Administrative fee, once approved
- HOA Registration required
Pet and Animal Policy: EVERY applicant, even those with no pets, must complete a Profile with PetScreening.com to indicate “Household Pet”, “No Pet”, or “Assistance Animal”.
- Pet Fees: Processing Fee ranges from $25 - $100 per pet; Pet Rent ranges from $10 - $100 per pet per month. Amounts determined by number of pets and PetScreening.com rating.
- For more information on Pet Fees, please visit: www.rentprosper.petscreening.com
Residency Approval Requirements:
- No Evictions within 5 years
- No Landlord Collections within 5 years
- No Bankruptcy within 7 years
- Monthly Household income must be 3 TIMES the Scheduled Rent Amount
- 600 or better credit score (Credit rating will affect deposit requirement.)
For showings or further details, contact us today at 407-537-7587.
SHOWINGS NOTE: Property may be currently occupied and unavailable for showings prior to intended date of residency.
Apply online at www.RENTPROSPER.com
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1 of 16
1 Unit Available
3 Bedrooms
$2,295
1721 sqft
This alluring two-story townhome, just around 1,700 square feet, featuring 3 bedrooms and 2.5 bathrooms. This spacious townhome features an open floor plan on the ground floor, rear loading 2 car garage, and an upstairs loft. Enjoy some cozy movie nights or a playroom in the upstairs loft. You'll want to cook everyday in this kitchen which includes a breakfast bar and walk-in pantry!
To apply for this property or to schedule your showing today, please visit www.SpecializedOrlando.com or call 407.258.2448.
This property is eligible for Rhino deposit replacement coverage in lieu of a security deposit, coverage typically under $10 a month. For information and enrollment visit www.sayrhino.com DEPOSIT-FREE!
Nancy Guadagnino, Leasing Agent
Specialized Property Management
Click on the link below for virtual tour:
https://www.insidemaps.com/app/walkthrough-v2/?projectId=oEpY0dsbMU&env=production
We provide full-service property management for more information please visit www.specializedorlando.com.
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1 of 19
1 Unit Available
4 Bedrooms
$2,395
1854 sqft
AC-Available for immediate move in. New Construction Single Family Home looking for its first occupant! 4 bedroom 2 bathroom, 2 car garage, split floor plan, front and back porch patio, granite countertops, New appliances including a washer/dryer. Pets are welcomed. Apply today!
By applying for this eligible property, Resident understands and agrees to auto-enrollment in the Utility & Maintenance Reduction Program, which includes AC filters being shipped to the property.
Renters Insurance Required. Must Obtain and Show Proof Prior to Move In Date.
Additional Fees Apply:
Administration Fee $250
Utilities & Maint Program: $15/mo
(All Fees are subject to change without prior notice)
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1 of 15
1 Unit Available
4 Bedrooms
$1,945
1289 sqft
Get rewarded for rental payments and more through FirstKey Homes Rewards - a rewarding and fun loyalty program. Get the home you want and the value you deserve with FirstKey Homes. Use our website to Apply Online, Schedule a Self-Tour, Review Resident Qualifications or Search More Homes; or contact our leasing department for help today. Pets are welcome. Apply soon, homes can go fast!
4 bedroom, 1. 5 bathroom rental home in Winter Garden, FL, may be just the home for you. W/D hookups help make your life easier. Additionally, large closets and extra storage give you a place for everything.
FirstKey Homes, LLC is an Equal Housing Lessor under the FHA. Applicable local, state and federal laws may apply. Lease terms and conditions apply. This is not an offer to rent—you must submit additional information for review and approval. Listed features may not be accurate; confirm details with a leasing representative. Avoid rental scams; FirstKey Homes does not lease homes through Craigslist, SocialServe, LetGo, Facebook Marketplace or other classified advertising services. All applications and lease signing can only be completed through FirstKeyHomes.com using the RentCafe portal. We will never ask for wire transfers, cash apps like Venmo, Zelle, CashApp PayPal, or any other transferring method to collect funds. See FirstKey Homes website for full details and conditions. Listing photos are provided to help you select a home; photos are representative of the home but may not be exact. Colors and photo size may vary based on different resolutions, hue, brightness, contrast, or other photo variations. The photos or website may be modified, changed, or amended any time; if you have concerns, please schedule a tour prior to applying or leasing the listed home.
This property allows self guided viewing without an appointment. Contact for details.
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1 of 24
1 Unit Available
3 Bedrooms
$2,500
2055 sqft
Beautiful house in the gated neighborhood of Crestview. Situated in the dynamic and hospitable Clermont. With easy access to major roads and centrally positioned for all of your daily requirements and activities, major theme parks are only 35-40 minutes away. This home has excellent curb appeal thanks to its paver driveway, well-kept yard, and bright, cheery hue. The interior features a great room next to a stunning, gourmet kitchen, a breakfast nook, 3 bedrooms plus a den that can be used as a 4th bedroom or office, and 2 full bathrooms. This house has a lot of extras, such as tall doors with updated handles, upgraded baseboards, huge ceramic tiles, upgraded ceiling lights, and cordless shades. Inside washer and dryer hookups, Garden tub with separate stand-up shower, and His and Hers master bedroom closets. Property is not furnished.
Lawn care is included in the rent.
This property is professionally leased and managed by Allstates Property Management.
AVAILABLE NOW! *RESIDENT BENEFIT PACKAGE INCLUDED*
All residents are enrolled in the Resident Benefits Package which includes HVAC air filter delivery (for applicable properties), credit building to help boost your credit score with timely rent payments, $1M Identity Protection, utility concierge service (making utility connections a breeze during your move-in), our best-in-class resident rewards program, pest control services, renter's insurance, and much more!
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1 of 43
3 Bedrooms
$2,900
1797 sqft
Beautiful and spacious 3 Bedroom 2.5 Bathroom Townhouse! Shows like new and so well maintained! Ready to move into and make this a wonderful home! Paved driveway with rear entry garage. Upstairs balcony off the primary suite to enjoy coffee in the morning or evening views. Open plan Living Space. Lots of storage and cabinets in the kitchen with nice breakfast island. All bedrooms and convenient laundry located upstairs. Primary Suite features Large Walk-in Closet, Dual Vanity Sinks with Granite Counters, Glass Enclosed Shower, Garden Tub, Linen Closet and Privacy Toilet. This quiet community is close to 429 HWY, Winter Garden Village for shopping and dining, and offers residents a Dog Park, Playground, Clubhouse with Gym & Rec Room and Community Pool. Also located close to well rated schools. HOA INCLUDES LAWN CARE & EXTERIOR PEST CONTROL, MUST SEE!
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1 of 11
3 Bedrooms
$2,150
1261 sqft
3 Bedroom 2 Bath 2 car garage with screen enclosed porch located in Winter Garden off of 429
Apply At ORLANDOLERASE.COM Find the property under available rentals click on the apply now button all applications are contingent upon homeowners association final approval if the unit is located within one.
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1 of 47
3 Bedrooms
$2,750
2292 sqft
1750 Morning Sky Dr. Beautiful 2 story 3 bed/2.5 bath-GATED COMMUNITY-CORNER LOT- VINYL FENCE-OPEN FLOOR PLAN-ALL BEDS UPSTAIRS *BONUS LOFT AREA-FORMAL DINING-WALK-IN CLOSETS THROUGHOUT-Main floor features beautiful engineered hardwood floors in living spaces downstairs. Large kitchen features stainless steel appliances including built-in oven and upgraded wood cabinets. Kitchen is open to eating space with view of large, fenced yard. Upstairs features 3 bedrooms plus *bonus/loft. Grand master suite and private bath with dual sinks. Huge master walk-in closet. Second & third bedrooms have walk-in closets. Large private back yard features vinyl fence with gate. Emerald Ridge is a gated community offering a community pool, cabana and walking trail to its residents. Near Winter Garden Village shopping. Easy access to major highways and a short distance to major area attractions. No pets please. Lawn maintenance is included. Tenants will be required to obtain Renters insurance that includes $300,000 of liability coverage. Application in process 3/15/2023.
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- Oakland Apartments with Parking (1)
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Find an apartment for rent in Oakland, FL
Searching for an apartment for rent in Oakland, FL? Look no further! Apartment List will help you find a perfect apartment near you. There are 1,016 available rental units listed on Apartment List in Oakland. Click on listings to see photos, floorplans, amenities, prices and availability, and much more!
The average rent in Oakland is $2,032 for a studio, $2,079 for a one-bedroom apartment, and $2,324 for a two-bedroom apartment. If you are looking for a deal, keep an eye out for a red pulsing icon that indicates rent specials.
Tired of browsing? Take our personalized quiz. You’ll answer a couple of simple questions and we’ll put together a list of Oakland apartments that are best for you. We’ll also factor in your commute, budget, and preferred amenities. Looking for a pet-friendly rental, or an apartment with in-unit washer and dryer? No problem, we’ll provide you with apartments that match that criteria.
You can trust Apartment List to help you find your next Oakland, FL apartment rental! After all, everyone deserves a home they love.
Frequently Asked Questions
Frequently Asked Questions (FAQs)
How much is rent in Oakland?
In Oakland, the average rent is $2,032 for a studio, $2,079 for a 1-bedroom, $2,324 for a 2-bedroom, and $3,617 for a 3-bedroom. For more information on rental trends in Oakland, check out our monthly Oakland Rent Report.
How can I find a pet-friendly apartment in Oakland?
You can use the pet-friendly filter to find Oakland apartments that allow pets.
How much should I pay for rent in Oakland?
The answer to this question depends on your household income and a couple of other factors. You can use our Rent Calculator to figure out how much you should spend on rent in Oakland.
How can I find off-campus housing in Oakland?
You can use the off-campus housing filters to find apartments near colleges located in or around Oakland. Some of the colleges and universities in the area include Orange Technical College-Orlando Campus, Rollins College, Orange Technical College-Winter Park Campus, Valencia College, and Orange Technical College-Mid Florida Campus.
Average rent in Oakland, Florida
* Averages are based on the rental prices of properties listed on Apartment List