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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.

3 Bed W/ Games Room and Movie Theater

Private Pool & Spil...
Home
4 Bed | 4 Bath | Sleeps 8

FROM $399 TO $399 P/N

UPDATED! CASTLE BUNKS & THEMED GAMES/THEATER ROOM

WINDSOR'S BEST
Home
4 Bed | 4 Bath | Sleeps 10

FROM $335 TO $515 P/N

Bright Tropical Fun - 2 King Suites/Frozen bedroom

Palm Tree Paradise
Condo
3 Bed | 2 Bath | Sleeps 6

FROM $139 TO $169 P/N

6BR Villa with Theater, No Rear Neighbor

Windsor Holiday (25...
Home
6 Bed | 4 Bath | Sleeps 12

FROM $279 TO $529 P/N

Elegant 6BR Vacation Home with Pool/SPA

Windsor Elegant (26...
Home
6 Bed | 4 Bath | Sleeps 12

 

New May 2020! AC Theatre - across from Playground!

Livin' the Moment
Home
6 Bed | 4 Bath | Sleeps 14

FROM $240 TO $550 P/N

Parks Are Open! Book now for small crowds!

Disney Home Away fr...
Home
6 Bed | 4 Bath | Sleeps 12

FROM $300 TO $300 P/N

Free Pool Heat at Key West in Kissimmee Towhome

Key West In Kissimm...
Townhome
3 Bed | 3 Bath | Sleeps 6

FROM $150 TO $250 P/N

[email protected]@K - 3 BEDROOM/2 BATHROOM - 1ST FLR - SLEEPS 8!

[email protected]@K - 3 BEDROOM/2 ...
Condo
3 Bed | 2 Bath | Sleeps 8

FROM $110 TO $110 P/N

Newly refurbished 5BR on a quiet street

Chillax Inn on Pawn...
Home
5 Bed | 5 Bath | Sleeps 12

FROM $299 TO $499 P/N

New Listing! Luxury Townhome, south facing pool

Fantasmic Magical V...
Townhome
3 Bed | 3 Bath | Sleeps 8

FROM $129 TO $349 P/N

South Facing Saltwater Pool with No Rear Neighbors

Galaxy Beyond
Home
5 Bed | 5 Bath | Sleeps 12

FROM $195 TO $589 P/N

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