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.
Browse Homes in Florida
Featured Communities
Blue Heron Pines - Sun Communities
Blue Heron Pines, Punta Gorda, FL - On the Gulf Coast in sunny Southwest Florida, a friendly retirement community awaits, ...
13 homes $61,000 - $210,000
29200 Jones Loop Rd. Punta Gorda, FL 33950
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! ...
20 homes $4,500 - $24,950
7403 46th Avenue North St. Petersburg, FL 33709
Visit ShowcasePark Place - Sun Communities
Park Place, Sebastian, Florida, a 55+ manufactured home community is the fun place for Florida resort living, with neighbors and ...
13 homes $45,000 - $220,000
1001 West Lakeview Dr. Sebastian, FL 32958
Visit ShowcaseWindmill Village - Sun Communities
Windmill Village, Davenport, FLA is one of central Florida's newest elite 55+ retirement communities. Whether your retirement dreams are golf, ...
19 homes $39,999 - $163,999
240 Bay Breeze Loop Davenport, FL 33897
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 ...
37 homes $55,000 - $167,500
9420 US HWY 301 Dade City, FL 33525
Visit ShowcaseSweetwater Oaks
Imagine the pleasure of living among cordial neighbors and pleasant surroundings within the charming community of Sweetwater Oaks. Our 45 ...
21 homes $39,999 - $99,999
3151 NW 44th Ave Lot 46 (Temporary Sales Office) Ocala, FL 34482
Visit ShowcasePelican Palms Village
Pelican Palms is a thriving manufactured housing community boasting 286 pads occupied by happy, long-term residents with select RV sites ...
6 homes $7,000 - $12,500
2701 34th Street North St. Petersburg, FL 33713
Visit ShowcaseStonebrook - Sun Communities
Nestled among Florida's most treasured natural wonders, Stonebrook in Homosassa, FLA, is a 55+ community that welcomes an active ...
10 homes $65,000 - $158,995
8219 W. Charmaine Dr. Homosassa, FL 34448
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