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Long Term Monthly Snowbird Rentals

Most property owners at Windsor Hills will consider long term rentals but more than likely not offer them at certain times. Longer term (usually considered anything in excess of a month) are most popular during winter months when holidaymakers from colder parts of the US or Canada descend on Florida to escape the inclement weather. These are often referred to as "Snowbirds". A challenge trying to be a snowbird at Windsor Hills is it's popularity during winter most notably the festive holiday period. Owners will expect a good rate to remove their property from the market for the whole of the lucrative festive holiday period. It is highly unlikely a late deal will be available for such a long period so the best advice would be to book early or be flexible and go early in the winter period (October/November) or late (January/February). For other times of the year late deals may be possible. Consult availability calendars for open slots if you are considering a monthly rental.

Stunning Executive Villa last minute deal 15% off

Stunning Executive ...
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5 Bed | 4 Bath | Sleeps 12

FROM $220 TO $450 P/N

Green-view pool 7BR Home

Windsor Green-view ...
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7 Bed | 4 Bath | Sleeps 17

FROM $299 TO $845 P/N

Beautiful 6BR Vacation Home with Pool/SPA

Windsor Beautiful (...
Home
6 Bed | 4 Bath | Sleeps 12

FROM $299 TO $835 P/N

Orlando Sunshine Getaway- No rear neighbors!- BBQ

Orlando Sunshine Ge...
Home
5 Bed | 5 Bath | Sleeps 11

FROM $300 TO $550 P/N

5BR/5BA Luxury Pool Villa - No Rear Neighbors

Windsor Royale (779...
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5 Bed | 5 Bath | Sleeps 13

FROM $299 TO $835 P/N

Teascone South facing pool home, free WIFI, Arcade

Dream Vacation Home
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5 Bed | 5 Bath | Sleeps 12

FROM $225 TO $475 P/N

Lakeview 6BR Pool Villa, Steps to Clubhouse

Windsor Lakeview (2...
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6 Bed | 4 Bath | Sleeps 14

FROM $299 TO $835 P/N

Gorgeous 6BR Villa with South Facing Pool

Windsor Utopia (773...
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6 Bed | 4 Bath | Sleeps 14

FROM $299 TO $835 P/N

* BLACK FRIDAY SPECIAL 15% DISCOUNT FOR 2023 *

ENCHANTED CRYSTAL C...
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5 Bed | 5 Bath | Sleeps 12

FROM $335 TO $515 P/N

6BR Dream Villa with AC-ed game room

Windsor Luxury (253...
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6 Bed | 4 Bath | Sleeps 14

FROM $299 TO $835 P/N

YOLO House - Stunning Villa Daulby Street

YOLO HOUSE - DREAM ...
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6 Bed | 4 Bath | Sleeps 13

FROM $367 TO $612 P/N

* BLACK FRIDAY SPECIAL 15% DISCOUNT FOR 2023 *

DISNEY DREAM PALACE...
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6 Bed | 4 Bath | Sleeps 12

FROM $360 TO $650 P/N

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