Hyatt Windward Pointe Resort
Key West, Florida
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Hyatt Windward Pointe Resort Timeshare rentals
« Back to resort29 rentals from $331/night
May 3–7, 2026
4 Nights
RedWeek Verified
2 Bedroom Condominium
Sleeps: 6
$150/night
$666 before tax
Jun 27 – Jul 4, 2026
7 Nights
Verified & Protected
$356/night
$2,745 before tax
Jun 27 – Jul 4, 2026
7 Nights
Verified & Protected
$454/night
$3,486 before tax
Jun 27 – Jul 4, 2026
7 Nights
Verified & Protected
Sleeps: 6
$443/night
$3,403 before tax
Jun 28 – Jul 5, 2026
7 Nights
Verified & Protected
New!
Sleeps: 6
$500/night
$3,840 before tax
Jun 29 – Jul 3, 2026
4 Nights
Verified & Protected
$300/night
$1,330 before tax
Jun 30 – Jul 4, 2026
4 Nights
RedWeek Verified
2 Bedroom Condominium
Sleeps: 6
$200/night
$888 before tax
Jul 4–11, 2026
7 Nights
Verified & Protected
New!
Sleeps: 6
$300/night
$2,314 before tax
Jul 16–23, 2026
7 Nights
Verified & Protected
New!
$343/night
$2,640 before tax
Jul 26 – Aug 2, 2026
7 Nights
Verified & Protected
Sleeps: 6
$371/night
$2,859 before tax
Jul 26 – Aug 2, 2026
7 Nights
Verified & Protected
$350/night
$2,696 before tax
Jul 26 – Aug 2, 2026
7 Nights
Verified & Protected
$379/night
$2,914 before tax
Aug 8–15, 2026
7 Nights
Verified & Protected
$314/night
$2,423 before tax
Aug 15–22, 2026
7 Nights
Verified & Protected
$329/night
$2,532 before tax
Sep 6–13, 2026
7 Nights
Verified & Protected
New!
Sleeps: 6
$328/night
$2,531 before tax
Sep 20–27, 2026
7 Nights
RedWeek Verified
2 Bedroom Condominium
Sleeps: 6
$257/night
$1,800 before tax
Oct 11–18, 2026
7 Nights
Verified & Protected
$343/night
$2,641 before tax
Oct 17–24, 2026
7 Nights
Verified & Protected
$400/night
$3,077 before tax
Oct 17–24, 2026
7 Nights
Verified & Protected
New!
$571/night
$4,385 before tax
Oct 18–25, 2026
7 Nights
Verified & Protected
$450/night
$3,458 before tax
Oct 18–25, 2026
7 Nights
Verified & Protected
New!
Sleeps: 6
$400/night
$3,077 before tax
Oct 20–25, 2026
5 Nights
Verified & Protected
New!
$470/night
$2,586 before tax
Nov 1–8, 2026
7 Nights
Verified & Protected
Sleeps: 6
$500/night
$3,840 before tax
Nov 28 – Dec 5, 2026
7 Nights
RedWeek Verified
2 Bedroom Condominium, Ocean view
Sleeps: 6
$400/night
$3,077 before tax
Dec 12–19, 2026
7 Nights
2 Bedroom Condominium
Sleeps: 6
$286/night
$2,205 before tax
Dec 19–26, 2026
7 Nights
Verified & Protected
Sleeps: 6
$400/night
$3,077 before tax
Dec 20–24, 2026
4 Nights
Verified & Protected
Sleeps: 6
$425/night
$1,878 before tax
Dec 20–27, 2026
7 Nights
Verified & Protected
$550/night
$4,222 before tax
Dec 26, 2026 – Jan 2, 2027
7 Nights
Verified & Protected
$557/night
$4,276 before tax
Dec 26, 2026 – Jan 2, 2027
7 Nights
Verified & Protected
$571/night
$4,385 before tax
Dec 27, 2026 – Jan 3, 2027
7 Nights
Verified & Protected
New!
$557/night
$4,276 before tax
Jan 5–9, 2027
4 Nights
RedWeek Verified
2 Bedroom Condominium, Partial ocean view
Sleeps: 6
$412/night
$1,824 before tax
Jan 16–23, 2027
7 Nights
RedWeek Verified
2 Bedroom Condominium, Ocean view
Sleeps: 6
$329/night
$2,532 before tax
Jan 17–21, 2027
4 Nights
Verified & Protected
$415/night
$1,834 before tax
Mar 9–13, 2027
4 Nights
Verified & Protected
Sleeps: 6
$400/night
$1,769 before tax
Apr 10–17, 2027
7 Nights
Verified & Protected
$514/night
$3,949 before tax
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