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
Walden Woods - Sun Communities
Walden Woods is a gated, 55+ retirement community that offers beautiful manufactured homes paired with a relaxed and enjoyable lifestyle. ...
24 homes $64,900 - $149,900
7193 West Walden Woods Drive Homosassa, FL 34446
Visit ShowcaseShadow Wood Village - Sun Communities
Welcome to Shadow Wood Village, a 55+ manufactured home community in Hudson, FL, where your dream of Florida homeownership comes ...
12 homes $18,995 - $172,995
14709 Shadowwood Blvd. Hudson, FL 34667
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 - $129,900
4499 Wood Stork Drive Merritt Island, FL 32953
Visit ShowcasePelican Pier MHC
You’ve worked hard, so reward yourself with the best years of your life in the balmy, west coast city of ...
7 homes $6,500 - $29,999
6207 18th St. East Ellenton, FL 34222
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! ...
21 homes $4,500 - $24,950
7403 46th Avenue North St. Petersburg, FL 33709
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 ShowcaseHoliday Park
Holiday Park is an engaging, resort-style 55+ manufactured home community in Lakeland, FL, nestled between Orlando and Tampa on 4141 ...
2 homes $1,900 - $1,900
4141 New Tampa Hwy Lakeland, FL 33815
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