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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.

Newly renovated & upgraded private 6BR/4Bath Home

Ariel's Grotto
Home
6 Bed | 4 Bath | Sleeps 12

FROM $199 TO $295 P/N

6BR Villa with Theater, No Rear Neighbor

Windsor Hills Home ...
Home
6 Bed | 4 Bath | Sleeps 12

FROM $179 TO $179 P/N

Retro Retreat | Your 1950s Vacation

Unique 1950s Decor ...
Townhome
3 Bed | 3 Bath | Sleeps 8

FROM $119 TO $179 P/N

Windsor Hills Mickey’s Dream Home, 2mi to Disney!

STEPS TO POOL!!
Condo
3 Bed | 2 Bath | Sleeps 8

FROM $95 TO $105 P/N

Family Friendly, Sleeps 8, Free Splash Pool Heat!

Snow at Disney World
Townhome
3 Bed | 3 Bath | Sleeps 8

FROM $119 TO $150 P/N

Newly renovated Cosy home just off Disney world

Newly renovated Cos...
Townhome
3 Bed | 3 Bath | Sleeps 8

FROM $120 TO $300 P/N

🔥 #1 RATED MAGICAL ADVENTURE VILLA 🔥

Magical Adventure V...
Home
6 Bed | 4 Bath | Sleeps 15

FROM $155 TO $415 P/N

2019 NEW 6BR Villa, Lake View, Steps to clubhouse

Windsor New Home (2...
Home
6 Bed | 4 Bath | Sleeps 14

FROM $189 TO $439 P/N

New & Luxury 6 bedroom Pool Villa/No rear neighbor

Windsor New Home (7...
Home
6 Bed | 4 Bath | Sleeps 14

FROM $439 TO $439 P/N

Wishes and Dreams Villa - simply Lovely!

Wishes and Dreams V...
Home
6 Bed | 4 Bath | Sleeps 14

FROM $250 TO $300 P/N

Newly Renovated 5BR En-Suites Pool Villa

Windsor New Home (7...
Home
5 Bed | 5 Bath | Sleeps 13

FROM $179 TO $429 P/N

2019 NEW 7 Bedroom Pool Villa with Nice Green View

Windsor New Home (7...
Home
6 Bed | 4 Bath | Sleeps 14

FROM $199 TO $449 P/N

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