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, ...
14 homes $61,000 - $210,000
29200 Jones Loop Rd. Punta Gorda, FL 33950
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 ShowcaseWoodlands at Church Lake - Sun Communities
The Woodlands at Church Lake, Groveland, FLA is hometown living at its best in this beautiful 55+ manufactured home community! ...
9 homes $65,000 - $187,500
1124 Heritage Dr. Groveland, FL 34736
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 ShowcaseHacienda Del Rio - Sun Communities
Experience vibrant 55+ living at Hacienda Del Rio, a waterfront community in Edgewater, FL.
18 homes $74,900 - $165,000
287 Club Rio Drive Edgewater, FL 32141
Visit ShowcaseIsland Lakes - Sun Communities
Island Lakes, Merritt Island Florida is the perfect place to call home. Located in beautiful Merritt Island, and tucked between ...
14 homes $76,500 - $137,500
4499 Wood Stork Drive Merritt Island, FL 32953
Visit ShowcaseRegency Heights - Sun Communities
At Regency Heights, Clearwater, FLA, our welcoming active 55+ manufactured home community allows residents to stay as busy or relaxed ...
20 homes $34,999 - $189,995
2550 SR 580 Clubhouse-Main Office Clearwater, FL 33761
Visit ShowcaseSun 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
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