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
Woodlands 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 ShowcasePlantation Oaks
Ideally situated on the Atlantic Coast between St. Augustine and Ormond by the Sea. You will appreciate our large, attractive ...
11 homes $117,000 - $219,000
1 Plantation Oaks Blvd Flagler Beach, FL 32136
Visit ShowcaseLa Costa Village - Sun Communities
At La Costa Village, Port Orange, Florida an active retirement community, there is always something fun to do in ...
8 homes $38,000 - $125,000
1275 La Costa Blvd. Port Orange, FL 32129
Visit ShowcaseTreasure Isle Estates
WINTER ESCAPE OR YEAR-ROUND LIVING Treasure Isle Estates is a luxurious 55+ mobile home community conveniently located in Port Orange, Florida, ...
1 homes $26,900 - $26,900
141 Royal Palm Cir Port Orange, FL 32127
Visit ShowcaseRiverside Club Golf & Marina Community - Sun Communities
Riverside Club is the area's premier golf and marina community. This is Florida coastal living at its best! At Riverside Club, ...
21 homes $84,900 - $232,000
2550 Pier Dr. Ruskin, FL 33570
Visit ShowcaseWater Oak Country Club Estates - Sun Communities
Water Oak Country Club in Lady Lake, FL lets you enjoy the natural beauty of Central Florida, spanning 300 acres ...
36 homes $42,500 - $224,995
216 Magnolia Drive Lady Lake, FL 32159
Visit ShowcaseHighland Country Estates
DeBary is hailed as one of Florida’s finest small cities to live in. So, why not enjoy your leisure years ...
8 homes $5,000 - $25,000
830 North Highway 17/92 DeBary, FL 32713
Visit ShowcaseWalden Woods - Sun Communities
Walden Woods is a gated, 55+ retirement community that offers beautiful manufactured homes paired with a relaxed and enjoyable lifestyle. ...
22 homes $64,900 - $149,900
7193 West Walden Woods Drive Homosassa, FL 34446
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