https://www.redweek.com/featured/newest-timeshare-rentals/North+America/United+States/Florida/The+Keys en Sun, 19 Apr 2026 12:05:15 -0700 3600

The Galleon Resort

Key West, Florida

• Nov 14–16, 2026 (2 nights)
• 1 bed/1 bath, sleeps 4
• $886 ($443/night)

]]> https://www.redweek.com/posting/R1462945 Sun, 19 Apr 2026 10:53:39 -0700

Hyatt Sunset Harbor Resort

Key West, Florida

• Jul 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,385 ($626/night)

]]> https://www.redweek.com/posting/R1462794 Sat, 18 Apr 2026 19:35:05 -0700 Verified & Protected

The Hammocks at Marathon

Marathon, Florida

• Jul 12–17, 2026 (5 nights)
• 1 bed/1 bath, sleeps 4
• $1,054 ($211/night)

]]> https://www.redweek.com/posting/R1456819 Fri, 17 Apr 2026 13:42:09 -0700 Verified & Protected

The Galleon Resort

Key West, Florida

• Jun 6–13, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,295 ($471/night)

]]> https://www.redweek.com/posting/R1455677 Fri, 17 Apr 2026 12:26:38 -0700

Hyatt Windward Pointe Resort

Key West, Florida

• Jan 16–23, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,532 ($362/night)

]]> https://www.redweek.com/posting/R1462032 Thu, 16 Apr 2026 16:41:18 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Jul 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,513 ($502/night)

]]> https://www.redweek.com/posting/R1457869 Thu, 16 Apr 2026 12:21:16 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Jun 21–28, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,835 ($548/night)

]]> https://www.redweek.com/posting/R1457872 Thu, 16 Apr 2026 12:17:22 -0700

Hyatt Windward Pointe Resort

Key West, Florida

• Sep 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $1,987 ($284/night)

]]> https://www.redweek.com/posting/R1461875 Thu, 16 Apr 2026 11:11:25 -0700 Verified & Protected

Hyatt Beach House Resort

Key West, Florida

• Mar 14–21, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,222 ($603/night)

]]> https://www.redweek.com/posting/R1457713 Thu, 16 Apr 2026 09:01:13 -0700 Verified & Protected

Hyatt Beach House Resort

Key West, Florida

• Mar 7–14, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,222 ($603/night)

]]> https://www.redweek.com/posting/R1457712 Thu, 16 Apr 2026 08:53:14 -0700 Verified & Protected

The Galleon Resort

Key West, Florida

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

]]> https://www.redweek.com/posting/R1454780 Thu, 16 Apr 2026 07:14:28 -0700 Verified & Protected

The Galleon Resort

Key West, Florida

• Dec 12–19, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,930 ($704/night)

]]> https://www.redweek.com/posting/R1452927 Thu, 16 Apr 2026 06:52:07 -0700 Verified & Protected

The Galleon Resort

Key West, Florida

• Dec 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,930 ($704/night)

]]> https://www.redweek.com/posting/R1452921 Thu, 16 Apr 2026 06:52:03 -0700 Verified & Protected

The Galleon Resort

Key West, Florida

• Nov 28 – Dec 5, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,930 ($704/night)

]]> https://www.redweek.com/posting/R1452916 Thu, 16 Apr 2026 06:51:59 -0700 Verified & Protected

Hyatt Beach House Resort

Key West, Florida

• Jun 14–21, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,295 ($471/night)

]]> https://www.redweek.com/posting/R1449660 Wed, 15 Apr 2026 14:56:51 -0700

Hyatt Sunset Harbor Resort

Key West, Florida

• Sep 6–10, 2026 (4 nights)
• 1 bed/1 bath, sleeps 4
• $1,110 ($278/night)

]]> https://www.redweek.com/posting/R1461285 Wed, 15 Apr 2026 09:08:44 -0700 Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida

• Jun 30 – Jul 4, 2026 (4 nights)
• 2 bed/2 bath, sleeps 6
• $1,440 ($360/night)

]]> https://www.redweek.com/posting/R1455889 Tue, 14 Apr 2026 17:09:23 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Sep 6–12, 2026 (6 nights)
• Studio/1 bath, sleeps 2
• $1,110 ($185/night)

]]> https://www.redweek.com/posting/R1459206 Tue, 14 Apr 2026 14:04:47 -0700

The Galleon Resort

Key West, Florida

• Oct 10–17, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1461024 Tue, 14 Apr 2026 13:51:22 -0700 Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida

• Dec 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1454718 Mon, 13 Apr 2026 11:56:15 -0700 Verified & Protected

The Galleon Resort

Key West, Florida

• Aug 8–15, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,839 ($548/night)

]]> https://www.redweek.com/posting/R1460306 Mon, 13 Apr 2026 08:12:37 -0700 Verified & Protected

The Galleon Resort

Key West, Florida

• Aug 1–8, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,166 ($595/night)

]]> https://www.redweek.com/posting/R1460305 Mon, 13 Apr 2026 08:12:37 -0700 Verified & Protected

The Galleon Resort

Key West, Florida

• Aug 1–8, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,948 ($564/night)

]]> https://www.redweek.com/posting/R1460303 Mon, 13 Apr 2026 08:12:37 -0700

Hyatt Windward Pointe Resort

Key West, Florida

• Nov 1–8, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1459972 Sun, 12 Apr 2026 07:03:03 -0700

Hyatt Beach House Resort

Key West, Florida

• Nov 22–29, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,076 ($439/night)

]]> https://www.redweek.com/posting/R1459705 Sat, 11 Apr 2026 09:23:39 -0700

The Galleon Resort

Key West, Florida

• Nov 28 – Dec 5, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,513 ($502/night)

]]> https://www.redweek.com/posting/R1459612 Sat, 11 Apr 2026 05:12:30 -0700 Verified & Protected

Hyatt Beach House Resort

Key West, Florida

• Feb 28 – Mar 7, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,385 ($626/night)

]]> https://www.redweek.com/posting/R1456418 Fri, 10 Apr 2026 08:01:37 -0700 Verified & Protected

Hyatt Beach House Resort

Key West, Florida

• Mar 28 – Apr 4, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,295 ($471/night)

]]> https://www.redweek.com/posting/R1453276 Fri, 10 Apr 2026 07:55:51 -0700 Verified & Protected

Coconut Beach Resort

Key West, Florida

• May 30 – Jun 6, 2026 (7 nights)
• Studio/1 bath, sleeps 2
• $1,932 ($276/night)

]]> https://www.redweek.com/posting/R1449209 Thu, 09 Apr 2026 12:39:49 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• May 24–31, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,294 ($471/night)

]]> https://www.redweek.com/posting/R1458028 Thu, 09 Apr 2026 09:15:23 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• May 31 – Jun 7, 2026 (7 nights)
• 2 bed/2.5 bath, sleeps 6
• $3,295 ($471/night)

]]> https://www.redweek.com/posting/R1458030 Thu, 09 Apr 2026 09:14:59 -0700

The Galleon Resort

Key West, Florida

• Aug 29 – Sep 5, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,676 ($525/night)

]]> https://www.redweek.com/posting/R1458777 Thu, 09 Apr 2026 08:47:42 -0700 Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida

• Mar 9–13, 2027 (4 nights)
• 2 bed/2 bath, sleeps 6
• $1,769 ($442/night)

]]> https://www.redweek.com/posting/R1451603 Wed, 08 Apr 2026 18:26:28 -0700

Hyatt Sunset Harbor Resort

Key West, Florida

• May 24–31, 2026 (7 nights)
• Studio/1 bath, sleeps 2
• $1,220 ($174/night)

]]> https://www.redweek.com/posting/R1458588 Wed, 08 Apr 2026 16:25:24 -0700

Hyatt Sunset Harbor Resort

Key West, Florida

• May 17–24, 2026 (7 nights)
• Studio/1 bath, sleeps 2
• $1,220 ($174/night)

]]> https://www.redweek.com/posting/R1458585 Wed, 08 Apr 2026 16:22:19 -0700 Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida

• Jun 27 – Jul 4, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,486 ($498/night)

]]> https://www.redweek.com/posting/R1416632 Tue, 07 Apr 2026 10:24:14 -0700 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)

]]> https://www.redweek.com/posting/R1447264 Tue, 07 Apr 2026 10:03:52 -0700 Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida

• Dec 26, 2026 – Jan 2, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,385 ($626/night)

]]> https://www.redweek.com/posting/R1449977 Tue, 07 Apr 2026 09:28:40 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Feb 21–28, 2027 (7 nights)
• 1 bed/1 bath, sleeps 4
• $3,622 ($517/night)

]]> https://www.redweek.com/posting/R1450570 Tue, 07 Apr 2026 09:10:58 -0700 Verified & Protected

Coconut Beach Resort

Key West, Florida

• Jun 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,077 ($440/night)

]]> https://www.redweek.com/posting/R1430152 Mon, 06 Apr 2026 08:33:08 -0700

The Galleon Resort

Key West, Florida

• Jul 11–18, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,295 ($471/night)

]]> https://www.redweek.com/posting/R1456579 Sat, 04 Apr 2026 06:52:52 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Jul 3–6, 2026 (3 nights)
• 1 bed/1 bath, sleeps 4
• $1,660 ($553/night)

]]> https://www.redweek.com/posting/R1447266 Fri, 03 Apr 2026 12:35:18 -0700 Verified & Protected

Hyatt Beach House Resort

Key West, Florida

• Jun 7–14, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,535 ($505/night)

]]> https://www.redweek.com/posting/R1451453 Fri, 03 Apr 2026 11:19:00 -0700 Verified & Protected

Hyatt Beach House Resort

Key West, Florida

• Oct 20–24, 2026 (4 nights)
• 2 bed/2 bath, sleeps 6
• $2,205 ($551/night)

]]> https://www.redweek.com/posting/R1447376 Fri, 03 Apr 2026 11:01:17 -0700 Verified & Protected

Hyatt Beach House Resort

Key West, Florida

• Jul 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,077 ($440/night)

]]> https://www.redweek.com/posting/R1446981 Fri, 03 Apr 2026 10:55:01 -0700 Verified & Protected

Coconut Beach Resort

Key West, Florida

• Jun 27 – Jul 4, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,404 ($486/night)

]]> https://www.redweek.com/posting/R1442605 Thu, 02 Apr 2026 12:58:40 -0700 Verified & Protected

Coconut Beach Resort

Key West, Florida

• Jul 4–11, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,404 ($486/night)

]]> https://www.redweek.com/posting/R1442608 Thu, 02 Apr 2026 12:57:58 -0700 Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida

• Aug 15–22, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,696 ($385/night)

]]> https://www.redweek.com/posting/R1447107 Thu, 02 Apr 2026 07:41:06 -0700