https://www.redweek.com/featured/newest-timeshare-rentals/North+America/United+States/Florida/Key+West en Tue, 29 Sep 2026 14:25:38 -0700 3600 Verified & Protected

Coconut Beach Resort

Key West, Florida

• Nov 21–28, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1530328 Sat, 26 Sep 2026 10:03:09 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Mar 28 – Apr 1, 2027 (4 nights)
• 2 bed/2 bath, sleeps 6
• $2,314 ($578/night)

]]> https://www.redweek.com/posting/R1530563 Sun, 27 Sep 2026 07:07:36 -0700 Verified & Protected

The Galleon Resort

Key West, Florida

• Feb 6–13, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $6,053 ($865/night)

]]> https://www.redweek.com/posting/R1530051 Fri, 25 Sep 2026 11:20:04 -0700 Verified & Protected

The Galleon Resort

Key West, Florida

• Jan 30 – Feb 6, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $5,938 ($848/night)

]]> https://www.redweek.com/posting/R1530048 Fri, 25 Sep 2026 11:09:17 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Jan 3–7, 2027 (4 nights)
• 2 bed/2 bath, sleeps 6
• $2,314 ($578/night)

]]> https://www.redweek.com/posting/R1530029 Fri, 25 Sep 2026 10:26:33 -0700

Hyatt Windward Pointe Resort

Key West, Florida

• Nov 29 – Dec 6, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,062 ($437/night)

]]> https://www.redweek.com/posting/R1529444 Wed, 23 Sep 2026 16:40:23 -0700 Verified & Protected

Hyatt Beach House Resort

Key West, Florida

• Mar 1–4, 2027 (3 nights)
• 2 bed/2 bath, sleeps 6
• $1,495 ($498/night)

]]> https://www.redweek.com/posting/R1529203 Wed, 23 Sep 2026 10:31:16 -0700 Verified & Protected

Hyatt Beach House Resort

Key West, Florida

• Mar 1–5, 2027 (4 nights)
• 2 bed/2 bath, sleeps 6
• $1,987 ($497/night)

]]> https://www.redweek.com/posting/R1529198 Wed, 23 Sep 2026 10:14:53 -0700

Hyatt Sunset Harbor Resort

Key West, Florida

• Feb 21–28, 2027 (7 nights)
• 1 bed/1 bath, sleeps 4
• $3,802 ($543/night)

]]> https://www.redweek.com/posting/R1528263 Mon, 21 Sep 2026 10:34:01 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Feb 14–21, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $5,557 ($794/night)

]]> https://www.redweek.com/posting/R1527911 Sun, 20 Sep 2026 08:53:35 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Feb 18–21, 2027 (3 nights)
• 2 bed/2 bath, sleeps 6
• $2,965 ($988/night)

]]> https://www.redweek.com/posting/R1527720 Sat, 19 Sep 2026 14:29:32 -0700 Verified & Protected

The Galleon Resort

Key West, Florida

• Mar 20–27, 2027 (7 nights)
• 2 bed/3 bath, sleeps 8
• $6,129 ($876/night)

]]> https://www.redweek.com/posting/R1527516 Sat, 19 Sep 2026 06:46:11 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Nov 26–29, 2026 (3 nights)
• 2 bed/2 bath, sleeps 6
• $1,412 ($471/night)

]]> https://www.redweek.com/posting/R1527195 Fri, 18 Sep 2026 12:36:49 -0700 Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida

• Mar 7–14, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,268 ($467/night)

]]> https://www.redweek.com/posting/R1527057 Fri, 18 Sep 2026 08:32:58 -0700 Verified & Protected

The Galleon Resort

Key West, Florida

• Jan 9–16, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,450 ($636/night)

]]> https://www.redweek.com/posting/R1526994 Fri, 18 Sep 2026 06:04:53 -0700

Hyatt Sunset Harbor Resort

Key West, Florida

• Mar 14–21, 2027 (7 nights)
• 2 bed/2.5 bath, sleeps 6
• $5,175 ($739/night)

]]> https://www.redweek.com/posting/R1526991 Fri, 18 Sep 2026 05:44:08 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Dec 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,298 ($614/night)

]]> https://www.redweek.com/posting/R1526830 Thu, 17 Sep 2026 14:21:57 -0700 Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida

• Feb 6–13, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,268 ($467/night)

]]> https://www.redweek.com/posting/R1526459 Wed, 16 Sep 2026 15:57:42 -0700 Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida

• Mar 6–13, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,535 ($505/night)

]]> https://www.redweek.com/posting/R1526132 Wed, 16 Sep 2026 08:24:31 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Mar 14–18, 2027 (4 nights)
• 2 bed/2 bath, sleeps 6
• $2,314 ($578/night)

]]> https://www.redweek.com/posting/R1525366 Mon, 14 Sep 2026 15:09:49 -0700 Verified & Protected

The Galleon Resort

Key West, Florida

• Feb 27 – Mar 6, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $5,976 ($854/night)

]]> https://www.redweek.com/posting/R1524997 Sun, 13 Sep 2026 18:39:04 -0700

Hyatt Sunset Harbor Resort

Key West, Florida

• Nov 1–8, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $6,129 ($876/night)

]]> https://www.redweek.com/posting/R1524852 Sun, 13 Sep 2026 12:04:48 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Jun 20–24, 2027 (4 nights)
• Studio/1 bath, sleeps 2
• $888 ($222/night)

]]> https://www.redweek.com/posting/R1524851 Sun, 13 Sep 2026 11:58:39 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Jun 13–17, 2027 (4 nights)
• Studio/1 bath, sleeps 2
• $888 ($222/night)

]]> https://www.redweek.com/posting/R1524845 Sun, 13 Sep 2026 11:53:08 -0700 Verified & Protected

The Galleon Resort

Key West, Florida

• Apr 3–10, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,794 ($685/night)

]]> https://www.redweek.com/posting/R1524630 Sat, 12 Sep 2026 14:05:02 -0700 Verified & Protected

Hyatt Beach House Resort

Key West, Florida

• Mar 21–28, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,222 ($603/night)

]]> https://www.redweek.com/posting/R1524205 Fri, 11 Sep 2026 10:22:45 -0700 Verified & Protected

The Galleon Resort

Key West, Florida

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,802 ($543/night)

]]> https://www.redweek.com/posting/R1523329 Thu, 10 Sep 2026 10:23:31 -0700 Verified & Protected

Hyatt Beach House Resort

Key West, Florida

• Dec 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,802 ($543/night)

]]> https://www.redweek.com/posting/R1523574 Wed, 09 Sep 2026 17:26:07 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Feb 7–14, 2027 (7 nights)
• Studio/1 bath, sleeps 2
• $2,505 ($358/night)

]]> https://www.redweek.com/posting/R1521636 Wed, 09 Sep 2026 14:58:34 -0700 Verified & Protected

The Galleon Resort

Key West, Florida

• Jan 23–30, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $5,976 ($854/night)

]]> https://www.redweek.com/posting/R1519976 Wed, 09 Sep 2026 13:48:04 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Nov 26–29, 2026 (3 nights)
• 1 bed/1 bath, sleeps 4
• $1,109 ($370/night)

]]> https://www.redweek.com/posting/R1522992 Wed, 09 Sep 2026 13:02:02 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Dec 6–13, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,268 ($467/night)

]]> https://www.redweek.com/posting/R1516891 Tue, 08 Sep 2026 13:22:23 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Nov 29 – Dec 6, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,268 ($467/night)

]]> https://www.redweek.com/posting/R1516887 Tue, 08 Sep 2026 13:22:15 -0700 Verified & Protected

The Banyan Resort

Key West, Florida

• Dec 12–19, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $2,314 ($331/night)

]]> https://www.redweek.com/posting/R1515378 Tue, 08 Sep 2026 09:58:03 -0700 Verified & Protected

The Banyan Resort

Key West, Florida

• Nov 28 – Dec 5, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $2,314 ($331/night)

]]> https://www.redweek.com/posting/R1517666 Tue, 08 Sep 2026 09:57:52 -0700 Verified & Protected

Coconut Mallory Marina & Resort

Key West, Florida

• Feb 13–20, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1522629 Tue, 08 Sep 2026 08:58:40 -0700 Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida

• Oct 31 – Nov 7, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,458 ($494/night)

]]> https://www.redweek.com/posting/R1522204 Mon, 07 Sep 2026 11:55:12 -0700 Verified & Protected

Hyatt Beach House Resort

Key West, Florida

• Mar 7–11, 2027 (4 nights)
• 2 bed/2 bath, sleeps 6
• $1,900 ($475/night)

]]> https://www.redweek.com/posting/R1522244 Mon, 07 Sep 2026 09:28:54 -0700 Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida

• Mar 14–20, 2027 (6 nights)
• 2 bed/2 bath, sleeps 6
• $3,295 ($549/night)

]]> https://www.redweek.com/posting/R1521209 Fri, 04 Sep 2026 08:16:10 -0700 Verified & Protected

Hyatt Beach House Resort

Key West, Florida

• Feb 28 – Mar 7, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,031 ($576/night)

]]> https://www.redweek.com/posting/R1520216 Thu, 03 Sep 2026 09:18:37 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Mar 28 – Apr 4, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,984 ($712/night)

]]> https://www.redweek.com/posting/R1518860 Thu, 03 Sep 2026 08:22:35 -0700 Verified & Protected

Coconut Mallory Marina & Resort

Key West, Florida

• Nov 27 – Dec 4, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,085 ($298/night)

]]> https://www.redweek.com/posting/R1519328 Thu, 03 Sep 2026 07:22:48 -0700 Verified & Protected

Coconut Beach Resort

Key West, Florida

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,595 ($656/night)

]]> https://www.redweek.com/posting/R1520124 Tue, 01 Sep 2026 17:58:49 -0700 Verified & Protected

Coconut Mallory Marina & Resort

Key West, Florida

• Feb 13–20, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,840 ($406/night)

]]> https://www.redweek.com/posting/R1519946 Tue, 01 Sep 2026 15:30:10 -0700 Verified & Protected

The Galleon Resort

Key West, Florida

• Mar 27 – Apr 3, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $5,748 ($821/night)

]]> https://www.redweek.com/posting/R1513693 Tue, 01 Sep 2026 08:56:29 -0700 Verified & Protected

Hyatt Beach House Resort

Key West, Florida

• Oct 18–25, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,497 ($500/night)

]]> https://www.redweek.com/posting/R1519178 Mon, 31 Aug 2026 11:52:14 -0700 Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida

• Nov 22–29, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,649 ($521/night)

]]> https://www.redweek.com/posting/R1518503 Mon, 31 Aug 2026 11:28:21 -0700 Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida

• Dec 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,458 ($494/night)

]]> https://www.redweek.com/posting/R1518505 Mon, 31 Aug 2026 11:28:15 -0700