https://www.redweek.com/featured/newest-timeshare-rentals/North+America/United+States/Florida/The+Keys en Sat, 15 Aug 2026 02:55:22 -0700 3600 Verified & Protected

The Galleon Resort

Key West, Florida

• Sep 26 – Oct 3, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,458 ($494/night)

]]> https://www.redweek.com/posting/R1510726 Fri, 14 Aug 2026 13:28:37 -0700 Verified & Protected

Coconut Mallory Marina & Resort

Key West, Florida

• Dec 26, 2026 – Jan 2, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,268 ($467/night)

]]> https://www.redweek.com/posting/R1509300 Fri, 14 Aug 2026 11:06:08 -0700 Verified & Protected

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/R1511776 Fri, 14 Aug 2026 09:39:12 -0700 Verified & Protected

The Banyan Resort

Key West, Florida

• Dec 26, 2026 – Jan 2, 2027 (7 nights)
• 2 bed/1 bath, sleeps 6
• $5,175 ($739/night)

]]> https://www.redweek.com/posting/R1509050 Fri, 14 Aug 2026 09:01:40 -0700 Verified & Protected

The Banyan Resort

Key West, Florida

• Dec 26, 2026 – Jan 2, 2027 (7 nights)
• Studio/1 bath, sleeps 2
• $3,497 ($500/night)

]]> https://www.redweek.com/posting/R1509049 Fri, 14 Aug 2026 09:01:24 -0700

Hyatt Beach House Resort

Key West, Florida

• Dec 27, 2026 – Jan 3, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1512031 Fri, 14 Aug 2026 08:48:49 -0700 Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida

• Dec 29, 2026 – Jan 2, 2027 (4 nights)
• 2 bed/2 bath, sleeps 6
• $2,397 ($599/night)

]]> https://www.redweek.com/posting/R1511907 Thu, 13 Aug 2026 19:16:21 -0700 Verified & Protected

Hyatt Beach House Resort

Key West, Florida

• Dec 27, 2026 – Jan 3, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1507846 Thu, 13 Aug 2026 12:45:53 -0700 Verified & Protected

Hyatt Beach House Resort

Key West, Florida

• Dec 27–31, 2026 (4 nights)
• 2 bed/2 bath, sleeps 6
• $1,765 ($441/night)

]]> https://www.redweek.com/posting/R1507278 Thu, 13 Aug 2026 10:37:32 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Jan 31 – Feb 4, 2027 (4 nights)
• Studio/1 bath, sleeps 2
• $2,205 ($551/night)

]]> https://www.redweek.com/posting/R1506454 Thu, 13 Aug 2026 08:25:28 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Sep 20–24, 2026 (4 nights)
• 2 bed/2 bath, sleeps 6
• $1,330 ($332/night)

]]> https://www.redweek.com/posting/R1511349 Thu, 13 Aug 2026 07:26:54 -0700

Hyatt Windward Pointe Resort

Key West, Florida

• Feb 27 – Mar 6, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,191 ($456/night)

]]> https://www.redweek.com/posting/R1511584 Thu, 13 Aug 2026 05:41:48 -0700 Verified & Protected

Hyatt Beach House Resort

Key West, Florida

• Feb 7–14, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,458 ($494/night)

]]> https://www.redweek.com/posting/R1505754 Thu, 13 Aug 2026 04:52:32 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Jan 3–10, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,458 ($494/night)

]]> https://www.redweek.com/posting/R1505737 Thu, 13 Aug 2026 04:38:24 -0700

Hyatt Sunset Harbor Resort

Key West, Florida

• Mar 21–28, 2027 (7 nights)
• 2 bed/2.5 bath, sleeps 6
• $5,206 ($744/night)

]]> https://www.redweek.com/posting/R1511536 Wed, 12 Aug 2026 20:07:11 -0700

Hyatt Sunset Harbor Resort

Key West, Florida

• Mar 28 – Apr 4, 2027 (7 nights)
• 2 bed/2.5 bath, sleeps 6
• $5,358 ($765/night)

]]> https://www.redweek.com/posting/R1511535 Wed, 12 Aug 2026 20:02:09 -0700

Hyatt Beach House Resort

Key West, Florida

• Feb 7–14, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,458 ($494/night)

]]> https://www.redweek.com/posting/R1511513 Wed, 12 Aug 2026 18:50:00 -0700

Hyatt Windward Pointe Resort

Key West, Florida

• Jan 23–30, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,268 ($467/night)

]]> https://www.redweek.com/posting/R1511510 Wed, 12 Aug 2026 18:35:00 -0700

Hyatt Windward Pointe Resort

Key West, Florida

• Feb 20–27, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,535 ($505/night)

]]> https://www.redweek.com/posting/R1511109 Wed, 12 Aug 2026 06:39:00 -0700

Hyatt Beach House Resort

Key West, Florida

• Jan 25 – Feb 1, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,634 ($519/night)

]]> https://www.redweek.com/posting/R1510583 Tue, 11 Aug 2026 09:10:48 -0700

Hyatt Beach House Resort

Key West, Florida

• Jan 18–25, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,634 ($519/night)

]]> https://www.redweek.com/posting/R1510582 Tue, 11 Aug 2026 09:10:48 -0700

Hyatt Windward Pointe Resort

Key West, Florida

• Jan 31 – Feb 7, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,626 ($518/night)

]]> https://www.redweek.com/posting/R1510581 Tue, 11 Aug 2026 09:10:48 -0700

Hyatt Windward Pointe Resort

Key West, Florida

• Dec 13–19, 2026 (6 nights)
• 2 bed/2 bath, sleeps 6
• $2,968 ($495/night)

]]> https://www.redweek.com/posting/R1510403 Mon, 10 Aug 2026 15:25:18 -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/R1507455 Mon, 10 Aug 2026 13:49:13 -0700 Verified & Protected

Hyatt Beach House Resort

Key West, Florida

• Oct 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,314 ($331/night)

]]> https://www.redweek.com/posting/R1509647 Mon, 10 Aug 2026 12:16:35 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Oct 15–18, 2026 (3 nights)
• 2 bed/2.5 bath, sleeps 6
• $1,987 ($662/night)

]]> https://www.redweek.com/posting/R1506058 Mon, 10 Aug 2026 12:05:31 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Apr 11–15, 2027 (4 nights)
• 2 bed/2 bath, sleeps 6
• $2,637 ($659/night)

]]> https://www.redweek.com/posting/R1505753 Mon, 10 Aug 2026 11:59:25 -0700 Verified & Protected

Hyatt Beach House Resort

Key West, Florida

• Oct 18–25, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,696 ($385/night)

]]> https://www.redweek.com/posting/R1507946 Mon, 10 Aug 2026 11:16:37 -0700 Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida

• Mar 14–20, 2027 (6 nights)
• 2 bed/2 bath, sleeps 6
• $2,478 ($413/night)

]]> https://www.redweek.com/posting/R1506605 Mon, 10 Aug 2026 07:57:54 -0700 Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida

• Feb 6–13, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,458 ($494/night)

]]> https://www.redweek.com/posting/R1494662 Sun, 09 Aug 2026 11:37:51 -0700 Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida

• Jan 30 – Feb 6, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,458 ($494/night)

]]> https://www.redweek.com/posting/R1494660 Sun, 09 Aug 2026 11:36:04 -0700

Hyatt Windward Pointe Resort

Key West, Florida

• Oct 18–25, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,077 ($440/night)

]]> https://www.redweek.com/posting/R1509240 Fri, 07 Aug 2026 17:26:59 -0700 Verified & Protected

The Galleon Resort

Key West, Florida

• Jan 16–23, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $5,748 ($821/night)

]]> https://www.redweek.com/posting/R1507776 Fri, 07 Aug 2026 15:54:40 -0700 Verified & Protected

The Galleon Resort

Key West, Florida

• Dec 11–18, 2027 (7 nights)
• 1 bed/1 bath, sleeps 4
• $3,458 ($494/night)

]]> https://www.redweek.com/posting/R1506447 Fri, 07 Aug 2026 15:52:13 -0700 Verified & Protected

The Galleon Resort

Key West, Florida

• Oct 24–31, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1507654 Fri, 07 Aug 2026 15:48:28 -0700 Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida

• Dec 20–26, 2026 (6 nights)
• 2 bed/2 bath, sleeps 6
• $2,968 ($495/night)

]]> https://www.redweek.com/posting/R1507545 Thu, 06 Aug 2026 13:55:10 -0700 Verified & Protected

Hyatt Beach House Resort

Key West, Florida

• Feb 7–14, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1505302 Thu, 06 Aug 2026 13:30:18 -0700

Hyatt Sunset Harbor Resort

Key West, Florida

• Nov 15–19, 2026 (4 nights)
• 2 bed/2 bath, sleeps 6
• $1,987 ($497/night)

]]> https://www.redweek.com/posting/R1508612 Thu, 06 Aug 2026 12:47:12 -0700 Verified & Protected

Hyatt Beach House Resort

Key West, Florida

• Dec 27, 2026 – Jan 3, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,832 ($547/night)

]]> https://www.redweek.com/posting/R1506551 Thu, 06 Aug 2026 10:52:38 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Jun 27 – Jul 4, 2027 (7 nights)
• 2 bed/2.5 bath, sleeps 6
• $4,385 ($626/night)

]]> https://www.redweek.com/posting/R1494471 Thu, 06 Aug 2026 08:43:54 -0700 Verified & Protected

Coconut Mallory Marina & Resort

Key West, Florida

• Oct 17–24, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,467 ($352/night)

]]> https://www.redweek.com/posting/R1506607 Wed, 05 Aug 2026 12:28:20 -0700 Verified & Protected

The Galleon Resort

Key West, Florida

• Dec 4–11, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,603 ($658/night)

]]> https://www.redweek.com/posting/R1506441 Wed, 05 Aug 2026 10:32:19 -0700 Verified & Protected

The Galleon Resort

Key West, Florida

• Dec 11–18, 2027 (7 nights)
• Studio/1 bath, sleeps 2
• $2,314 ($331/night)

]]> https://www.redweek.com/posting/R1506445 Wed, 05 Aug 2026 10:31:50 -0700 Verified & Protected

Coconut Mallory Marina & Resort

Key West, Florida

• Nov 28 – Dec 5, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $1,932 ($276/night)

]]> https://www.redweek.com/posting/R1499818 Wed, 05 Aug 2026 06:51:47 -0700 Verified & Protected

Hyatt Beach House Resort

Key West, Florida

• Oct 24–27, 2026 (3 nights)
• 2 bed/2 bath, sleeps 6
• $1,807 ($602/night)

]]> https://www.redweek.com/posting/R1507015 Mon, 03 Aug 2026 14:50:48 -0700 Verified & Protected

Hyatt Beach House Resort

Key West, Florida

• Feb 21–28, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1506984 Mon, 03 Aug 2026 13:47:36 -0700 Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida

• Oct 17–24, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,069 ($438/night)

]]> https://www.redweek.com/posting/R1505475 Fri, 31 Jul 2026 14:27:52 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Dec 6–13, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $3,268 ($467/night)

]]> https://www.redweek.com/posting/R1499232 Fri, 31 Jul 2026 09:39:00 -0700