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

  • /10

    $1,250 per month

    • 1 Bed
    • 1 Bath
    • 650 Sq Ft
    • Townhouse for Rent

    34825 Cutoff Rd Unit C, Fruitland Park, FL 34731

    Now Available for Immediate Move-in! This 1/3 of a Tri-Plex is located in Fruitland Park, FL and is centrally located between The Villages and Leesburg and close to Everything! The home features 1 bedroom and 1 full bathroom with approximately 650 square feet. There is a well and septic so no water bill to pay and Internet is included in the rent. The home has been fully updated and has all new

    Agent Photo

    Amanda Harrison

    HARRISON REAL PROPERTY GROUP

    (352) 309-1078

    34825 Cutoff Rd Unit C, Fruitland Park, FL 34731
  • /9

    $1,500 - $2,230 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
  • /34

    $2,200 per month

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

    2004 Chesapeake Place, The Villages, FL 32162

    LONG-TERM, ANNUAL RENTAL. Pristine 2 Bedroom, 2 Bathroom Patio Villa in The Village of St. James. Welcome to your new home in the heart of The Villages! This well-maintained and fully furnished 2-bedroom, 2-bathroom patio villa offers comfort, style, and privacy. Situated in the desirable Village of St. James, this home boasts a fantastic view with no rear neighbors, giving you peace and

    Kerry Mercier REMAX/PREMIER REALTY

    2004 Chesapeake Place, The Villages, FL 32162
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    $1,350 - $2,229 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
  • /10

    $1,500 per month

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

    23104 Sandalwood Dr Unit 104, Wildwood, FL 34785

    Look no further! Overlooking the Continental Golf Course this 2BR/2BA updated condo is calling your name. Situated in the maintenance-free community of Sandalwood Condominiums this home is located right outside The Villages, Brownwood Paddock Square, dining, shopping, entertainment, and within minutes of the New Charter School. The newly renovated buildings feature new paint, new windows, new

    Francisco Contreras SINGH REAL ESTATE SERVICES

    23104 Sandalwood Dr Unit 104, Wildwood, FL 34785
  • /20

    $2,750 per month

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

    3156 Brine Way, The Villages, FL 32163

    Looking for long term renters 12Mo+. Fully Furnished house with a golf cart! This is a 55+ community.Cruise 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 The Villages,

    3156 Brine Way, The Villages, FL 32163
  • /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

    Kerry Mercier REMAX/PREMIER REALTY

    2657 Navy Hill Cir, The Villages, FL 32163
  • /11

    $2,125 per month

    • 4 Beds
    • 2 Baths
    • 2,238 Sq Ft
    • House for Rent

    809 Clear Brook Ct, Fruitland Park, FL 34731

    Monthly Recurring Fees:$20.00 - Smart Home$10.95 - Utility ManagementMaymont Homes is committed to clear and upfront pricing. In addition to the advertised rent, residents may have monthly fees, including a $10.95 utility management fee, a $25.00 wastewater fee for homes on septic systems, and an amenity fee for homes with smart home technology, valet trash, or other community

    809 Clear Brook Ct, Fruitland Park, FL 34731
  • /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

    Kerry Mercier REMAX/PREMIER REALTY

    2613 Dunbar Ave, The Villages, FL 32162
  • /5

    $1,800 per month

    • 2 Beds
    • 2 Baths
    • 992 Sq Ft
    • House for Rent

    1075 Jana Ct, The Villages, FL 32163

    Property Id: 1483899This newer and inviting two-bedroom, two-bathroom residence is situated south of Highway 44 within the newer Village of Bradford. The home features an open floor plan for everyday living and social gatherings. A charming breakfast nook provides an ideal space for morning coffee. The guest bathroom is appointed with a bathtub/shower combination, while the master

    1075 Jana Ct, The Villages, FL 32163
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    $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

    Kerry Mercier REMAX/PREMIER REALTY

    1445 Olympia St, The Villages, FL 32163
  • /9

    $2,000 per month

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

    3374 Castlegate Ct, The Villages, FL 32163

    Property Id: 2058009Charming 2-bedroom patio villa in The Villages with open layout, vaulted ceilings, home has been upgraded and all furniture and golf cart included.No BANK QUALIFYING!!Listing Price: $340,000

    3374 Castlegate Ct, The Villages, FL 32163
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    $1,900 per month

    • 2 Beds
    • 2 Baths
    • 1,161 Sq Ft
    • House for Rent

    3076 Gulfport Ct, The Villages, FL 32163

    Long-term Annual Lease. Beautifully furnished and move-in ready. Welcome to 3076 Gulfport Ct in The Villages. This 2-bedroom, 2-bathroom home is nestled in the sought-after Village of Pinellas and offers a bright, open floorplan with vaulted ceilings, neutral finishes, and abundant natural light throughout. The spacious kitchen features upgraded cabinetry and a cozy dining nook, while the

    Kerry Mercier REMAX/PREMIER REALTY

    3076 Gulfport Ct, The Villages, FL 32163
  • /19

    $2,450 per month

    • 3 Beds
    • 2 Baths
    • 1,527 Sq Ft
    • House for Rent

    2524 English Ivy Cir, The Villages, FL 32162

    Beautiful Designer 3 bd 2 bath Home on a cul-de-sac. The Village of Duval is centrally located between Lake Sumter Landing and Brownwood Paddock Square, near SeaBreeze Recreation Center, and close to the Pinellas Plaza shopping area. And, Duval is surrounded by executive golf courses, specifically the Sandhill, Turtle Mound, Truman, Roosevelt, Bogart and Bacall courses.*Visit our website

    Jeremy Gunn GUNN PROPERTY SERVICES, LLC

    2524 English Ivy Cir, The Villages, FL 32162
  • /42

    $1,975 per month

    • 2 Beds
    • 2 Baths
    • 1,223 Sq Ft
    • House for Rent

    4287 Fredda Terrace, The Villages, FL 32163

    PRICE IMPROVEMENT. Long-term Annual lease. Charming 2 Bedroom, 2 Bathroom unfurnished Patio Villa in the Village of DeLuna. Welcome to 4287 Fredda Terrace, a lovely patio villa located in the Village of DeLuna! This charming home features an open floor plan, 2 spacious bedrooms, 2 full bathrooms, and a convenient 2-car garage. The primary bedroom includes an ensuite bathroom for added comfort and

    Kerry Mercier REMAX/PREMIER REALTY

    4287 Fredda Terrace, The Villages, FL 32163
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    $2,475 per month

    • 3 Beds
    • 2 Baths
    • 2,124 Sq Ft
    • House for Rent

    1512 Shale Trail Loop, The Villages, FL 32163

    Long-Term Rental Annual Lease....Designer Home Holly Model in The Village of HillsboroughThis beautifully furnished 3-bedroom, 2-bathroom Holly model home offers the perfect blend of style, comfort, and convenience in the heart of The Villages. Thoughtfully decorated, this designer residence features a spacious open living area and a well-appointed kitchen with stainless steel appliances, a

    Kerry Mercier REMAX/PREMIER REALTY

    1512 Shale Trail Loop, The Villages, FL 32163
  • /15

    $2,100 per month

    • 2 Beds
    • 2 Baths
    • 1,148 Sq Ft
    • House for Rent

    3412 Melissa Ln, The Villages, FL 32163

    Beautiful 2 Bedroom, 2 Full Baths, 2 Car Garage Patio Villa in the Village of De Luna.Unfurnished. All major appliances including brand new LG Washer and Dryer. Long Term Renter. Master bedroom has ensuite double sink bathroom with walk in closet. High vaulted ceilings in living room/dining room area. Open floor plan. Gas stove, tankless hot water. Sink and extra storage in garage. Complex has

    Carmel Knight KELLAR REALTY AND PROPERTY MAN

    3412 Melissa Ln, The Villages, FL 32163
  • /10

    $3,200 per month

    • 3 Beds
    • 2 Baths
    • 1,459 Sq Ft
    • House for Rent

    432 Mincey Loop, The Villages, FL 32163

    Rent NOW move in later!!!! This property is available ONLY for long-term rental (minimum one-year lease), unfurnished beginning August 1 2025. This property features ALL UTILITIES INCLUDED 3 bedrooms, 2 bathrooms, an eat-in kitchen with a nice sized pantry, living room, separate laundry room, screened-in lanai, and 2 two-car garage. The guest bedrooms and bath have a lock-off door for a private

    Carmel Knight KELLAR REALTY AND PROPERTY MAN

    432 Mincey Loop, The Villages, FL 32163
  • /27

    $4,700 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 away. You

    Karen Santoriello WORTH CLARK REALTY

    993 Davit Place, The Villages, FL 32162
  • /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

    Donna Dorsey CITRUS REALTY

    32905 Timberwood Dr, Leesburg, FL 34748
  • /20

    $2,000 per month

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

    2560 Love Ave, The Villages, FL 32162

    This lovely 2 bedroom 2 bath Colony Patio Villa is centrally located south of Lake Sumter Landing. There is a enclosed Lanai to the front and the Screened in Lanai on the side. Nicely decorated with laminate flooring throughout the home. Living room has two recliners, large flat screen TV and access to the screened in lanai. Master bedroom has a king bed, walk in closet, walk in shower and a flat

    Corky Eck, III SELLSTATE SUPERIOR REALTY

    2560 Love Ave, The Villages, FL 32162
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    $3,000 per month

    • 2 Beds
    • 2 Baths
    • 1,510 Sq Ft
    • House for Rent

    747 Barron Place, Wildwood, FL 34785

    Right in the center of all the action in THE VILLAGES! Available seasonally for short term, this home has it all! Tastefully appointed and well-equipped with everything you need to make your stay with us most memorable. Located in the village of St. Catherine, this cottage is just steps away from the Sawgrass Grove entertainment complex, complete with nightly music and dancing and bounties of

    Lewis Stewart EXIT BAYSHORE REALTY

    747 Barron Place, Wildwood, FL 34785
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    $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 Village of Fernandina, Village of Duval, The Village of Linden, Village of Saint James and Sumterville.
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.
How to Rent a Home