Hyatt Windward Pointe Resort

Hyatt Windward Pointe Resort

Key West, Florida

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Hyatt Windward Pointe Resort

Hyatt Windward Pointe Resort Timeshare rentals

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21 rentals from $298/night

Verified & Protected

We confirm each rental's details and your resort reservation, then hold your payment until you check in — so you get exactly what you paid for.

Oct 11–18, 2026 7 Nights
RedWeek Verified
2 Bedroom Condominium, Ocean view
Sleeps: 6
$225/night $1,742 before tax
Rented!
Nov 22–29, 2026 7 Nights
Verified & Protected
$425/night $3,268 before tax
Nov 22–26, 2026 4 Nights
Verified & Protected
$319/night $1,414 before tax
Nov 29 – Dec 6, 2026 7 Nights
$298/night $2,299 before tax
Dec 11–15, 2026 4 Nights
Verified & Protected
$450/night $1,987 before tax
Dec 13–17, 2026 4 Nights
Verified & Protected
$425/night $1,878 before tax
Dec 20–26, 2026 6 Nights
RedWeek Verified
2 Bedroom Condominium
Sleeps: 6
$450/night $2,968 before tax
Rented!
Dec 20–27, 2026 7 Nights
RedWeek Verified
2 Bedroom Condominium
Sleeps: 6
$450/night $3,458 before tax
Rented!
Dec 26, 2026 – Jan 2, 2027 7 Nights
RedWeek Verified
2 Bedroom Condominium, Partial ocean view
Sleeps: 6
$469/night $3,656 before tax
Rented!
Dec 31, 2026 – Jan 3, 2027 3 Nights
Verified & Protected
New!
$550/night $1,824 before tax
Jan 2–9, 2027 7 Nights
Verified & Protected
New!
$400/night $3,077 before tax
Jan 10–17, 2027 7 Nights
Verified & Protected
$315/night $2,428 before tax
Jan 23–30, 2027 7 Nights
RedWeek Verified
2 Bedroom Condominium, Ocean view
Sleeps: 6
$425/night $3,268 before tax
Rented!
Jan 30 – Feb 6, 2027 7 Nights
RedWeek Verified
2 Bedroom Condominium
Sleeps: 6
$430/night $3,306 before tax
Rented!
Jan 30 – Feb 6, 2027 7 Nights
Verified & Protected
New!
$450/night $3,458 before tax
Feb 6–13, 2027 7 Nights
Verified & Protected
New!
$450/night $3,458 before tax
Feb 6–13, 2027 7 Nights
RedWeek Verified
2 Bedroom Condominium, Partial ocean view
Sleeps: 6
$400/night $3,108 before tax
Rented!
Feb 14–21, 2027 7 Nights
Verified & Protected
New!
$500/night $3,840 before tax
Feb 15–25, 2027 10 Nights
Verified & Protected
New!
$450/night $4,930 before tax
Feb 20–27, 2027 7 Nights
RedWeek Verified
2 Bedroom Condominium, Partial ocean view
Sleeps: 6
$430/night $3,306 before tax
Rented!
Feb 21 – Mar 6, 2027 13 Nights
RedWeek Verified
2 Bedroom Condominium, Partial ocean view
Sleeps: 6
$460/night $6,543 before tax
Rented!
Mar 6–13, 2027 7 Nights
Verified & Protected
New!
$415/night $3,191 before tax
Mar 6–13, 2027 7 Nights
Verified & Protected
$460/night $3,535 before tax
Mar 7–14, 2027 7 Nights
Verified & Protected
$425/night $3,268 before tax
Mar 13–20, 2027 7 Nights
New!
$500/night $3,840 before tax
Mar 13–20, 2027 7 Nights
Verified & Protected
New!
$475/night $3,649 before tax
Mar 14–20, 2027 6 Nights
Verified & Protected
$500/night $3,295 before tax
Mar 14–21, 2027 7 Nights
Verified & Protected
New!
$495/night $3,802 before tax
Mar 14–20, 2027 6 Nights
RedWeek Verified
2 Bedroom Condominium, Partial ocean view
Sleeps: 6
$375/night $2,478 before tax
Rented!
Apr 10–17, 2027 7 Nights
Verified & Protected
New!
$500/night $3,840 before tax
Apr 10–17, 2027 7 Nights
Verified & Protected
$450/night $3,458 before tax
May 2–9, 2027 7 Nights
RedWeek Verified
2 Bedroom Condominium, Ocean view
Sleeps: 6
$450/night $3,458 before tax
Rented!
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