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Explore Similar Homes Within 2 Miles of Village of Osceola Hills, FL

  • /27

    $2,100 per month

    • 3 Beds
    • 2 Baths
    • 2,071 Sq Ft
    • House for Rent

    32905 Timberwood Dr, Leesburg, FL 34748

    Charming 3-Bedroom Home in 55+ Pennbrooke Fairways – Golf Course Views! Welcome to this immaculate McLean model located in the highly desirable Pennbrooke Fairways, a gated 55+ community offering resort-style living. This spacious, mostly furnished home features 3 bedrooms, 2 bathrooms, and a bright Florida room with both A/C and heat—perfect for year-round enjoyment. The open-concept layout

    Agent Photo

    Donna Dorsey

    CITRUS REALTY

    (352) 645-2068

    32905 Timberwood Dr, Leesburg, FL 34748
  • /36

    $1,399 - $2,240 per month

    Evolve Grove Park

    1 - 3 Beds

    3530 Harbor Pointe Cir, Fruitland Park, FL 34731

    Welcome to Evolve Grove Park! Our luxury living community in Fruitland Park, FL, offers spacious, sophisticated apartment homes with stylish interiors, modern features, and resort-style amenities designed for your lifestyle. Nestled in a prime location, our community provides the perfect balance of convenience and comfort. Relax by the sparkling pool, stay active in our state-of-the-art fitness

    3530 Harbor Pointe Cir, Fruitland Park, FL 34731
  • /19

    $1,795 per month

    • 3 Beds
    • 2 Baths
    • 1,782 Sq Ft
    • Property for Rent

    1827 Leesburg Blvd, Fruitland Park, FL 34731

    Nice 3 Bedrooms 2 baths Mobile Home with Lots of storage room and open backyard. Conveniently located off Miller Blvd and with easy access to US HWY 441. Close to Lake Griffin State Park and Downtown Leesburg. *Visit our website for online application and qualifications*Looking to build your credit while renting? Look no further we provide credit reporting for all leases. Give us a call or

    Jeremy Gunn GUNN PROPERTY SERVICES, LLC

    1827 Leesburg Blvd, Fruitland Park, FL 34731
  • /50

    $1,199 - $1,881 per month

    The Wilds at Trailwinds

    Studio - 3 Beds

    7730 Wilds Loop, Wildwood, FL 34785

    One visit to The Wilds at Trailwinds apartments will help you find the perfect home for the entire family. In our community, you can choose from many floorplan types, including studios, one-, two-, and three-bedroom homes. All of our homes are pet friendly, and all feature a truly open-concept. Each home has expansive kitchen and living areas, offering luxurious living and plenty of space to

    7730 Wilds Loop, Wildwood, FL 34785
  • /16

    $2,200 per month

    • 3 Beds
    • 2 Baths
    • 1,504 Sq Ft
    • House for Rent

    5260 Sunshine Dr, Wildwood, FL 34785

    3-bedroom, 2-bath home in the popular gated community of Beaumont North. Featuring a spacious open floor plan, inside laundry room, and a 2-car garage, this home blends comfort and convenience with modern Florida living. Residents enjoy resort-style amenities including a heated pool, pickleball and bocce ball courts, a fitness-equipped clubhouse, and scenic walking trails. The $139 monthly HOA

    Karan Parvadia ASHLAR REALTY

    5260 Sunshine Dr, Wildwood, FL 34785
  • /18

    $2,750 per month

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • House for Rent

    3156 Brine Way, The Villages, FL 32163

    6 - 12Mo lease. Fully Furnished house with a golf cart! This is a 55+ community.12mo $2750 + 1mo free6mo $2850Cruise around The Villages in style with the included golf cart during your stay. Our cozy and full furnished home offers access to golf courses and other activities. Book now for a memorable and relaxing getaway!The spaceWelcome to our cozy and inviting retreat in

    3156 Brine Way, The Villages, FL 32163
  • /21

    $3,500 per month

    • 4 Beds
    • 3 Baths
    • 2,813 Sq Ft
    • House for Rent

    207 Mandarin Ln, Fruitland Park, FL 34731

    ****HALF OFF 1st MONTHS RENT****Completely Renovated: Modern finishes throughout including updated kitchen, bathrooms, flooring, and fixtures Oversized Yard: Expansive outdoor space—ideal for entertaining. Open-Concept Living: Bright and airy layout with generous living and dining areas 4 Spacious Bedrooms: Plenty of room for family, guests, or a home office 3 Full Bathrooms: Stylishly

    Jessica Stahlman ERA GRIZZARD REAL ESTATE

    207 Mandarin Ln, Fruitland Park, FL 34731
  • /21

    $1,600 per month

    • 2 Beds
    • 2 Baths
    • 1,110 Sq Ft
    • Condo for Rent

    23204 Sandalwood Dr Unit 23204, Wildwood, FL 34785

    ATTRACTIVE 2 bedroom, 2 full bath CORNER CONDO on the 2nd floor. Located in the charming and convenientSandalwood community, just minutes to The Villages. This unit features 2 generous sized bedrooms, plenty of naturallight throughout and new kitchen appliances. Rent includes water, sewer, trash and access to thecommunities’ amenities- pool, barbecues with picnic tables and fresh

    Lynn Risch BHHS FLORIDA REALTY

    23204 Sandalwood Dr Unit 23204, Wildwood, FL 34785
  • /13

    $1,099 per month

    • 1 Bed
    • 1 Bath
    • Property for Rent

    7250 E State Road 44 Unit 87, Wildwood, FL 34785

    $299 1st mo. rent! Own your own home in a quiet, well-maintained neighborhood! This 1 bed/1 bath home has plenty of living space. Every day could feel like a vacation! Call us today to schedule a showing and see all the benefits of living in Rails End MH & RV Resort, a professionally managed community. Ask about our special incentive programs! This one won't last long!

    Rob Mathis Rails End MH And RV Resort

    7250 E State Road 44 Unit 87, Wildwood, FL 34785
  • /11

    $1,099 per month

    • 1 Bed
    • 1 Bath
    • Property for Rent

    7250 E State Road 44 Unit 96, Wildwood, FL 34785

    $299 1st mo. rent! What's better than an apartment? Renting a home at Rails End MH & RV Resort, a family-friendly, well-maintained, professionally managed manufactured home community. Right now, Rails End MH & RV Resort, has a 1 bed/1 bath home available! Call us today to schedule a viewing and find out how easy it can be to move into a new home!

    Rob Mathis Rails End MH And RV Resort

    7250 E State Road 44 Unit 96, Wildwood, FL 34785
  • /41

    $2,000 per month

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • House for Rent

    1981 Urbane Place, The Villages, FL 32163

    Long-term Annual Lease. Beautifully furnished and move-in ready. Welcome to 1981 Urbane Place in The Villages. This 2-bedroom, 2-bathroom courtyard villa is nestled in the sought-after Village of Lake Deaton and offers a bright, open floorplan with vaulted ceilings, neutral finishes, and abundant natural light throughout. The living area flows seamlessly to a screened lanai—ideal for morning

    Dale Jackson REMAX/PREMIER REALTY

    1981 Urbane Place, The Villages, FL 32163
  • /31

    $2,250 per month

    • 3 Beds
    • 2 Baths
    • 1,593 Sq Ft
    • House for Rent

    5672 County Road 173, Wildwood, FL 34785

    LONG-TERM, ANNUAL LEASE....Charming 3 Bedroom, 2 Bath Pool Home on 0.33 Acres – Just Minutes from The Villages! Welcome to 5672 CR 173, a beautifully updated home featuring 3 spacious bedrooms, 2 remodeled bathrooms, and a generous open floor plan perfect for modern living. Nestled on a third of an acre in a quiet neighborhood just outside The Villages, this property offers both privacy and

    Dale Jackson REMAX/PREMIER REALTY

    5672 County Road 173, Wildwood, FL 34785
  • /34

    $2,200 per month

    • 2 Beds
    • 2 Baths
    • 1,156 Sq Ft
    • House for Rent

    2004 Chesapeake Place, The Villages, FL 32162

    VACATION / SHORT-TERM RENTAL – Welcome to your perfect getaway in the heart of The Villages! This pristine 2-bedroom, 2-bathroom patio villa in the desirable Village of St. James is fully furnished and beautifully maintained, offering comfort, style, and relaxation. Enjoy privacy with no rear neighbors and a glass-enclosed lanai that’s perfect for morning coffee or unwinding after a day of

    Julie Rodriguez RE/MAX PREMIER REALTY

    2004 Chesapeake Place, The Villages, FL 32162
  • /29

    $3,150 per month

    • 3 Beds
    • 2 Baths
    • 2,060 Sq Ft
    • House for Rent

    2657 Navy Hill Cir, The Villages, FL 32163

    RENT BEFORE YOU BUY!!! Don’t miss out on this 3 bedroom 2 bathroom Designer home in the Village of Richmond. This lovely home has an open concept that is light and bright. The kitchen is large with all the amenities you would need in a home. The kitchen, dining and living room are all open and inviting you to come in and kick your feet up and relax. The master bedroom has a king size bed and TV

    Julie Rodriguez RE/MAX PREMIER REALTY

    2657 Navy Hill Cir, The Villages, FL 32163
  • /25

    $2,400 per month

    • 3 Beds
    • 2 Baths
    • 1,392 Sq Ft
    • House for Rent

    2613 Dunbar Ave, The Villages, FL 32162

    RENT BEFORE YOU BUY!!! Enjoy a relaxing stay in this beautifully furnished 3-bedroom designer home in the Village of Hemingway. Featuring an open floor plan, modern amenities, and no carpet throughout, it offers comfort and elegance for the perfect getaway. The sunlit living space includes a fully equipped kitchen with a bar for 3, a dining area for 4, and a cozy, stylish layout ideal for

    Julie Rodriguez RE/MAX PREMIER REALTY

    2613 Dunbar Ave, The Villages, FL 32162
  • /21

    $2,100 per month

    • 2 Beds
    • 2 Baths
    • 1,156 Sq Ft
    • House for Rent

    1445 Olympia St, The Villages, FL 32163

    RENT BEFORE YOU BUY!!! Completely furnished! Very comfortable and well decorated patio villa. Two bedroom two bath home. Flat screen TV in living room and master bedroom. Washer and dryer located inside to be able to use at your leisure. Bring your clubs & clothes and enjoy you stay! Near many pools and golf courses. Located between Sumter Landing and Brownwood Paddocks squares where there is a

    Julie Rodriguez RE/MAX PREMIER REALTY

    1445 Olympia St, The Villages, FL 32163
  • /27

    $4,500 per month

    • 3 Beds
    • 2 Baths
    • 1,488 Sq Ft
    • House for Rent

    689 Eastbourne Ln, The Villages, FL 32163

    SHORT TERM RENTAL AVAILABLE Great location near Brownwood Square. Beautifully decorated 3 bedroom 2 bath AtEase Cottage home in The Village of Charlotte. Master bedroom has a king bed with a 32" wall mounted flat screen TV. Dual sinks and a walk in closet and shower. Second bedroom features a queen size bed and the third bedroom is set up as a sitting room for your reading enjoyment. Living room

    Corky Eck, III SELLSTATE SUPERIOR REALTY

    689 Eastbourne Ln, The Villages, FL 32163
  • /6

    $2,000 per month

    • 2 Beds
    • 2 Baths
    • 1,156 Sq Ft
    • House for Rent

    993 Davit Place, The Villages, FL 32162

    2 Bed/2 Bath Colony Patio Villa in The Villages Golf Cart Included! Don't miss this exceptional rental opportunity in the heart of The Villages! This charming 2 bed/2 bath Villa comes fully furnished with high-quality, tasteful decor, providing comfort and style throughout.Enjoy the Villages Lifestyle with a complimentary golf cart included, making everything you need just a short ride

    Karen Santoriello WORTH CLARK REALTY

    993 Davit Place, The Villages, FL 32162
  • /9

    $2,650 per month

    • 3 Beds
    • 2 Baths
    • 1,652 Sq Ft
    • House for Rent

    3225 Wise Way, The Villages, FL 32163

    This home is leaded with golf cart and features fenced back yard and located in Pine Hills near Belle Glade Country off Morse Road and between 466A and SR44. All The Villages Amenities are included with this rental in the Best 55+ Community in Florida. Located between Ocala and Orland and 1 1/2 hours from East/west coast beachesAvailable Sept 1 - Nov 30 December $3250

    Cheryl Simmons REALTY EXECUTIVES IN THE VILLAGES

    3225 Wise Way, The Villages, FL 32163
  • /25

    $4,300 per month

    • 3 Beds
    • 2 Baths
    • 1,561 Sq Ft
    • House for Rent

    897 Fenwick Loop, The Villages, FL 32163

    ***AVAILABLE FEBRUARY, MARCH AND APRIL 2024***PLEASE CONTACT OUR OFFICE FOR NON-SEASONAL RATES!!AVAILABLE FOR THE SEASON. CALL US TO RESERVE IT. IT WILL BOOK FAST!!!!! Looking to experience The Villages? This beautiful home is located in the Village Of Sanibel. This home comes with everything you would need to enjoy your stay. The master bedroom has a king bed, a large walk-in

    Sandra Giraldo REALTY EXECUTIVES IN THE VILLAGES

    897 Fenwick Loop, The Villages, FL 32163

Why Live in Village of Osceola Hills

The Village of Osceola Hills in Leesburg features a range of home styles, including Courtyard Villas and Designer Homes with two to three bedrooms, as well as larger Premier Homes near Lake Deaton. These homes often include manicured lawns, garages with space for golf carts, and some even have backyard pools. The neighborhood is known for its wide, quiet streets that are ideal for bike rides and evening walks. The Osceola Hills Social Club, established in 2017, has about 500 members who participate in monthly events at the Rohan Recreation Center, such as dances, costume parties, and a popular Golf Cart Parade in December. For daily needs, residents frequent Lake Deaton Plaza, which includes a Publix, Walgreens, and various services. Dining options are available at Piesanos Stone Fired Pizza and the nearby Sawgrass Grove, which is about 4 miles away and offers a variety of food choices and live entertainment. Emergency medical services are readily accessible with several hospitals within a 7-mile radius. Residents enjoy recreational activities at the Burnsed and Rohan Recreation Centers, which offer tennis, pickleball, pools, and more. The Soaring Eagle Softball & Shooting Complex provides additional sports opportunities. For longer trips, Morse Boulevard connects to Florida's Turnpike, making Orlando and Tampa accessible at 50 miles and 85 miles away, respectively.

Frequently Asked Questions

What are the most popular neighborhoods for renters near Village of Osceola Hills?
The most popular neighborhoods for renters near Village of Osceola Hills are The Village of Linden, Sumterville, Oxford, Silver Lake and Bassville Park.
What are the most popular zip codes for renters near Village of Osceola Hills?
The most popular zip codes for renters near Village of Osceola Hills are 34785, 34748, 32162, 34731 and 33585.
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