Hyatt Windward Pointe Resort
Key West, Florida
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Hyatt Windward Pointe Resort Timeshare rentals
« Back to resort18 rentals from $346/night
Feb 14–21, 2026
7 Nights
RedWeek Verified
2 Bedroom Condominium
Sleeps: 6
$385/night
$2,963 before tax
Mar 22–29, 2026
7 Nights
Verified & Protected
$429/night
$3,295 before tax
Mar 28 – Apr 2, 2026
5 Nights
2 Bedroom Condominium
Sleeps: 6
$400/night
$2,205 before tax
Mar 28 – Apr 4, 2026
7 Nights
RedWeek Verified
2 Bedroom Condominium
Sleeps: 6
$371/night
$2,858 before tax
Apr 1–5, 2026
4 Nights
Verified & Protected
New!
Sleeps: 6
$450/night
$1,987 before tax
Apr 4–11, 2026
7 Nights
RedWeek Verified
2 Bedroom Condominium, Partial ocean view
Sleeps: 6
$395/night
$3,039 before tax
Apr 7–11, 2026
4 Nights
2 Bedroom Condominium
Sleeps: 6
$312/night
$1,384 before tax
Apr 18–25, 2026
7 Nights
RedWeek Verified
2 Bedroom Condominium, Partial ocean view
Sleeps: 6
$314/night
$2,423 before tax
May 17–24, 2026
7 Nights
Verified & Protected
Sleeps: 6
$314/night
$2,422 before tax
May 23–30, 2026
7 Nights
Verified & Protected
Sleeps: 6
$329/night
$2,532 before tax
May 31 – Jun 7, 2026
7 Nights
Verified & Protected
Sleeps: 6
$350/night
$2,696 before tax
Jun 13–20, 2026
7 Nights
Verified & Protected
Sleeps: 6
$457/night
$3,512 before tax
Jun 20–27, 2026
7 Nights
RedWeek Verified
2 Bedroom Condominium
Sleeps: 6
$457/night
$3,512 before tax
Jun 27 – Jul 4, 2026
7 Nights
Sleeps: 6
$454/night
$3,486 before tax
Jun 27 – Jul 4, 2026
7 Nights
Verified & Protected
Sleeps: 6
$457/night
$3,512 before tax
Jul 26 – Aug 2, 2026
7 Nights
Verified & Protected
New!
Sleeps: 6
$371/night
$2,859 before tax
Jul 26 – Aug 2, 2026
7 Nights
Verified & Protected
New!
$375/night
$2,886 before tax
Jul 26 – Aug 2, 2026
7 Nights
Verified & Protected
$379/night
$2,914 before tax
Oct 11–18, 2026
7 Nights
Verified & Protected
$400/night
$3,077 before tax
Oct 18–25, 2026
7 Nights
Verified & Protected
New!
$650/night
$4,984 before tax
Oct 31 – Nov 7, 2026
7 Nights
2 Bedroom Condominium
Sleeps: 6
$500/night
$3,840 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
$500/night
$3,840 before tax
Dec 26, 2026 – Jan 2, 2027
7 Nights
New!
Sleeps: 6
$500/night
$3,840 before tax
Dec 26, 2026 – Jan 2, 2027
7 Nights
2 Bedroom Condominium
Sleeps: 6
$500/night
$3,840 before tax
Dec 26, 2026 – Jan 2, 2027
7 Nights
RedWeek Verified
2 Bedroom Condominium, Partial ocean view
Sleeps: 6
$536/night
$4,111 before tax
Dec 26, 2026 – Jan 2, 2027
7 Nights
RedWeek Verified
2 Bedroom Condominium
Sleeps: 6
$500/night
$3,840 before tax
Jan 5–9, 2027
4 Nights
Verified & Protected
New!
$412/night
$1,824 before tax
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