Winter Park, FL Rentals Homes and Communities
Florida is perfect for the 55+ active lifestyle, offering sunny weather, beautiful beaches, and numerous golf courses. The state provides a low cost of living, no state income tax, and abundant healthcare facilities. Vibrant cultural scenes, outdoor activities, and senior-friendly communities make it an ideal retirement destination.
Rental retirement communities in Winter Park FL feature the same homes and amenities as other communities, but offer short-term, seasonal, and annual rentals as well.
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Featured Communities
Sun Key Village
Sun Key Village is a premier 55+ gated manufactured home community on Florida’s beautiful west coast. Just minutes from pristine ...
2 homes $25,900 - $39,900
2601 86th Street E. Palmetto, FL 34221
Visit ShowcaseSunshine Mobile Home Community
What do the pleasures of fishing, sailing, art walking, and outdoor dining have in common? They’re all better with sunshine! ...
18 homes $4,900 - $24,950
7403 46th Avenue North St. Petersburg, FL 33709
Visit ShowcaseSundance - Zephyrhills
Located in the heart of sunny Zephyrhills, Sundance is a vibrant and welcoming 55+ manufactured home community thoughtfully designed for ...
6340 Santa Fe Dr. Zephyrhills, FL 33542
Visit ShowcaseArcadia Village Country Club
Arcadia Village Country Club is a warm and welcoming 55+ manufactured home community located in the heart of Southwest Florida, ...
11 homes $61,900 - $145,000
2692 NE Hwy 70 #532 Arcadia, FL 34266
Visit ShowcaseStonebrook - Sun Communities
Nestled among Florida's most treasured natural wonders, Stonebrook in Homosassa, FLA, is a 55+ community that welcomes an active ...
9 homes $65,000 - $158,995
8219 W. Charmaine Dr. Homosassa, FL 34448
Visit ShowcaseThe Highlands at Scotland Yards
Peace and well-being are a way of life at Highlands at Scotland Yards, a superbly maintained, 5-star, leisure community in ...
35 homes $59,900 - $167,500
9420 US HWY 301 Dade City, FL 33525
Visit ShowcaseTimber Village
Timber Village is a peaceful 55+ community located in Groveland, Florida. We’re surrounded by beautiful nature, wildlife and water. Take ...
15130 Timber Village Rd Groveland, FL 34736
Visit ShowcaseMaplewood Estates
Maplewood Estates is a gated, resort-style 55+ manufactured home community located in Port Orange, Florida. Offering oversized home sites and ...
1 homes $36,922 - $36,922
1000 Chamberlain Dr Port Orange, FL 32127
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