Newest Timeshare Rentals in The Keys

Hyatt Beach House Resort

Key West, Florida

Apr 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$3,295 ($471/night)

The Galleon Resort

Key West, Florida

Apr 4–11, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$3,458 ($494/night)

Hyatt Windward Pointe Resort

Key West, Florida

May 17–24, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$2,967 ($424/night)

Hyatt Beach House Resort

Key West, Florida

May 23–30, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$3,186 ($455/night)

Hyatt Windward Pointe Resort

Key West, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$4,712 ($673/night)

Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

May 31 – Jun 7, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,696 ($385/night)

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Hyatt Sunset Harbor Resort

Key West, Florida

Mar 1–8, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$4,276 ($611/night)

Hyatt Sunset Harbor Resort

Key West, Florida

Jul 1–5, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$1,987 ($497/night)

Hyatt Windward Pointe Resort

Key West, Florida

Jul 26 – Aug 2, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$2,886 ($412/night)

Hyatt Sunset Harbor Resort

Key West, Florida

Jun 7–14, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$3,077 ($440/night)

Hyatt Sunset Harbor Resort

Key West, Florida

May 29–31, 2026 (2 nights)
Studio/1 bath, sleeps 2
$453 ($226/night)

Hyatt Beach House Resort

Key West, Florida

Aug 2–9, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$2,968 ($424/night)

Hyatt Windward Pointe Resort

Key West, Florida

Jul 26 – Aug 2, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$2,859 ($408/night)

The Galleon Resort

Key West, Florida

Apr 4–11, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$5,366 ($767/night)

Hyatt Sunset Harbor Resort

Key West, Florida

Oct 11–18, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$3,513 ($502/night)

Hyatt Windward Pointe Resort

Key West, Florida

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$4,058 ($580/night)

Hyatt Windward Pointe Resort

Key West, Florida

Oct 24–31, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$2,641 ($377/night)

The Galleon Resort

Key West, Florida

Jun 13–20, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$4,412 ($630/night)

Hyatt Sunset Harbor Resort

Key West, Florida

Mar 29 – Apr 5, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$3,840 ($549/night)

Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida

Dec 20–24, 2026 (4 nights)
2 bed/2 bath, sleeps 6
$1,878 ($470/night)

Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

Oct 18–25, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,804 ($401/night)

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Hyatt Sunset Harbor Resort

Key West, Florida

Dec 13–17, 2026 (4 nights)
Studio/1 bath, sleeps 2
$1,110 ($278/night)

Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

Dec 13–17, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$1,440 ($360/night)

Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

Oct 11–15, 2026 (4 nights)
2 bed/2 bath, sleeps 6
$1,824 ($456/night)

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Hyatt Sunset Harbor Resort

Key West, Florida

Feb 15–22, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$5,557 ($794/night)

Hyatt Beach House Resort

Key West, Florida

Mar 5–8, 2026 (3 nights)
2 bed/2 bath, sleeps 6
$1,605 ($535/night)

Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

Dec 13–20, 2026 (7 nights)
2 bed/2.5 bath, sleeps 6
$4,058 ($580/night)

Hyatt Beach House Resort

Key West, Florida

Feb 8–15, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$3,298 ($471/night)

The Galleon Resort

Key West, Florida

Mar 14–21, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$5,475 ($782/night)

The Galleon Resort

Key West, Florida

Mar 7–14, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$5,475 ($782/night)

Hyatt Windward Pointe Resort

Key West, Florida

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$4,111 ($587/night)

Verified & Protected

Coconut Beach Resort

Key West, Florida

Apr 4–11, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$3,840 ($549/night)

Verified & Protected

The Galleon Resort

Key West, Florida

Mar 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,202 ($743/night)

Verified & Protected

The Galleon Resort

Key West, Florida

Mar 14–21, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$4,876 ($696/night)

Hyatt Windward Pointe Resort

Key West, Florida

Mar 31 – Apr 4, 2026 (4 nights)
2 bed/2 bath, sleeps 6
$1,824 ($456/night)

Hyatt Beach House Resort

Key West, Florida

Mar 22–26, 2026 (4 nights)
2 bed/2 bath, sleeps 6
$3,022 ($756/night)

Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2.5 bath, sleeps 6
$4,711 ($673/night)

Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

Sep 6–13, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$3,649 ($521/night)

Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida

Jun 13–20, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$3,512 ($502/night)

Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida

Jun 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$3,512 ($502/night)

Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida

Jun 27 – Jul 4, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$3,512 ($502/night)

Hyatt Sunset Harbor Resort

Key West, Florida

Mar 1–8, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$4,058 ($580/night)

Hyatt Windward Pointe Resort

Key West, Florida

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$4,166 ($595/night)

Hyatt Sunset Harbor Resort

Key West, Florida

Feb 22 – Mar 1, 2026 (7 nights)
2 bed/2.5 bath, sleeps 6
$5,366 ($767/night)

Hyatt Sunset Harbor Resort

Key West, Florida

Jul 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$3,840 ($549/night)

Hyatt Sunset Harbor Resort

Key West, Florida

Oct 18–25, 2026 (7 nights)
Studio/1 bath, sleeps 2
$2,641 ($377/night)

Hyatt Sunset Harbor Resort

Key West, Florida

Aug 9–13, 2026 (4 nights)
Studio/1 bath, sleeps 2
$1,220 ($305/night)

Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

Oct 18–25, 2026 (7 nights)
2 bed/2.5 bath, sleeps 6
$4,603 ($658/night)