Hyatt Windward Pointe Resort

Key West, Florida

Timeshare rentals FILTERS

Hyatt Windward Pointe Resort Timeshare rentals

« Back to resort

Own a timeshare here?

Rent my timeshare
 Filters 
    1. Clear Filters
×

26 rentals from $354/night

Dec 21–28, 2025 7 Nights
RedWeek Verified
2 Bedroom Condominium, Partial ocean view
Sleeps: 6
$321/night $2,478 before tax
Rented!
Mar 21–28, 2026 7 Nights
RedWeek Verified
2 Bedroom Condominium, Partial ocean view
Sleeps: 6
$414/night $3,186 before tax
Rented!
Mar 21–28, 2026 7 Nights
Verified & Protected
New!
$395/night $3,039 before tax
Mar 22–29, 2026 7 Nights
Verified & Protected
$514/night $3,949 before tax
Mar 28 – Apr 4, 2026 7 Nights
2 Bedroom Condominium
Sleeps: 6
$420/night $3,230 before tax
Rented!
Mar 31 – Apr 4, 2026 4 Nights
Verified & Protected
New!
$412/night $1,824 before tax
Apr 1–5, 2026 4 Nights
New!
$425/night $1,878 before tax
Apr 4–11, 2026 7 Nights
Verified & Protected
New!
$395/night $3,039 before tax
Apr 7–11, 2026 4 Nights
2 Bedroom Condominium
Sleeps: 6
$312/night $1,384 before tax
Rented!
Apr 12–16, 2026 4 Nights
New!
$725/night $3,186 before tax
Apr 18–25, 2026 7 Nights
RedWeek Verified
2 Bedroom Condominium, Partial ocean view
Sleeps: 6
$314/night $2,423 before tax
Rented!
Apr 18–25, 2026 7 Nights
Verified & Protected
New!
$400/night $3,077 before tax
Apr 27 – May 2, 2026 5 Nights
Verified & Protected
$320/night $1,769 before tax
May 17–24, 2026 7 Nights
Verified & Protected
New!
$357/night $2,749 before tax
May 23–30, 2026 7 Nights
Verified & Protected
$357/night $2,750 before tax
May 31 – Jun 7, 2026 7 Nights
Verified & Protected
$375/night $2,886 before tax
Jun 13–20, 2026 7 Nights
Verified & Protected
$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
Rented!
Jun 27 – Jul 4, 2026 7 Nights
New!
$454/night $3,486 before tax
Jun 27 – Jul 4, 2026 7 Nights
Verified & Protected
$457/night $3,512 before tax
Jun 28 – Jul 5, 2026 7 Nights
New!
$471/night $3,622 before tax
Jul 26 – Aug 2, 2026 7 Nights
Verified & Protected
New!
$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
View 1 More
Oct 11–18, 2026 7 Nights
Verified & Protected
$400/night $3,077 before tax
Oct 18–25, 2026 7 Nights
New!
$600/night $4,603 before tax
Oct 24–31, 2026 7 Nights
Verified & Protected
New!
$343/night $2,641 before tax
Oct 31 – Nov 7, 2026 7 Nights
New!
$500/night $3,840 before tax
Dec 20–24, 2026 4 Nights
Verified & Protected
New!
$425/night $1,878 before tax
Dec 20–27, 2026 7 Nights
Verified & Protected
New!
$614/night $4,712 before tax
Dec 26, 2026 – Jan 2, 2027 7 Nights
Verified & Protected
New!
$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
Rented!
Jan 5–9, 2027 4 Nights
Verified & Protected
New!
$412/night $1,824 before tax
Loading
Not what you're looking for?

Get alerted as soon as new rentals are added. Sign up for notification emails »