
Vacation Rentals in The Villages
Professionally managed homes for seasonal and long-term stays in Florida’s premier retirement community.
163 properties found
Joette Poolside at Villages of Lake Denham
Village of Lake Denham
3 bedrooms · 3 baths · 6 guests
$200 / night
Salty Pelican Cole Villa (Moultrie Creek)🐶
Village of Moultrie Creek
2 bedrooms · 2 baths · 4 guests
$95 / night
Parsons Pool and Spa Retreat at Eastport
Village of Long Prairie
3 bedrooms · 2 baths · 6 guests
$180 / night
Santino Retreat at Villages (Heated Pool)
Village of Well Point
3 bedrooms · 2 baths · 6 guests
$170 / night
Felix’s Spacious Garden Villa Retreat
Village of Well Point
3 bedrooms · 2 baths · 5 guests
$80 / night
Cheraw Courtyard Retreat | Golf Cart & Central Location
Village of Mallory Square
2 bedrooms · 2 baths · 4 guests
$90 / night
Emmit Stylish Retreat (Oak Hollow)
Village of Oak Hollow
3 bedrooms · 2 baths · 6 guests
$100 / night
Fieldbrook Cozy Designer (Pinellas) 🐶
Village of Pinellas
3 bedrooms · 2 baths · 6 guests
$110 / night
Atwood Signature Home | Walk to Brownwood
Village of Atwood
3 bedrooms · 2 baths · 6 guests
$100 / night
Mickylee Pond & Golf View Retreat at Lake Denham
Village of Lake Denham
3 bedrooms · 2 baths · 6 guests
$120 / night
Fechtel's Oasis – Your Gateway to The Villages (Newell)
Village of Newell
3 bedrooms · 2 baths · 6 guests
$85 / night
Chesapeake Bright Retreat in The Villages
Village of Liberty Park
2 bedrooms · 2 baths · 4 guests
$85 / night
Haven on Earth | Luxury Pool Home at The Villages
Village of Lake Denham
3 bedrooms · 2 baths · 5 guests
$175 / night
Elegance Independence Home (La Belle)
Village of La Belle
3 bedrooms · 2 baths · 6 guests
$110 / night
Paquette's Oak Hollow Greenside The Villages
Village of Well Point
4 bedrooms · 3 baths · 6 guests
$300 / night
Hernandez Hacienda at De La Mesa
Village of De La Mesa
3 bedrooms · 2 baths · 6 guests
$85 / night
Carmen Rene Luxury Stay (Shady Brook)
Village of Shady Brook
3 bedrooms · 2 baths · 5 guests
$100 / night