https://www.redweek.com/featured/newest-timeshare-rentals/North+America/United+States/Florida/The+Keys en Fri, 24 Jul 2026 06:14:00 -0700 3600

Hyatt Beach House Resort

Key West, Florida

• Jan 31 – Feb 7, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,374 ($625/night)

]]> https://www.redweek.com/posting/R1502255 Thu, 23 Jul 2026 20:28:03 -0700 Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida

• Sep 13–19, 2026 (6 nights)
• 2 bed/2 bath, sleeps 6
• $1,660 ($277/night)

]]> https://www.redweek.com/posting/R1501050 Thu, 23 Jul 2026 17:58:28 -0700

Hyatt Sunset Harbor Resort

Key West, Florida

• Jan 3–10, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,984 ($712/night)

]]> https://www.redweek.com/posting/R1502116 Thu, 23 Jul 2026 14:08:04 -0700 Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida

• May 2–9, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,458 ($494/night)

]]> https://www.redweek.com/posting/R1500152 Thu, 23 Jul 2026 09:43:03 -0700

The Galleon Resort

Key West, Florida

• Sep 19–26, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $2,886 ($412/night)

]]> https://www.redweek.com/posting/R1501822 Thu, 23 Jul 2026 05:01:02 -0700

The Galleon Resort

Key West, Florida

• Sep 19–26, 2026 (7 nights)
• Studio/1 bath, sleeps 2
• $1,932 ($276/night)

]]> https://www.redweek.com/posting/R1501821 Thu, 23 Jul 2026 05:01:02 -0700

Hyatt Sunset Harbor Resort

Key West, Florida

• Nov 8–15, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $3,802 ($543/night)

]]> https://www.redweek.com/posting/R1501526 Wed, 22 Jul 2026 11:46:04 -0700 Verified & Protected

The Galleon Resort

Key West, Florida

• Aug 15–22, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,115 ($445/night)

]]> https://www.redweek.com/posting/R1499805 Tue, 21 Jul 2026 14:37:03 -0700

Hyatt Sunset Harbor Resort

Key West, Florida

• Feb 14–20, 2027 (6 nights)
• 1 bed/1 bath, sleeps 4
• $3,622 ($604/night)

]]> https://www.redweek.com/posting/R1501132 Tue, 21 Jul 2026 13:51:03 -0700

The Galleon Resort

Key West, Florida

• May 22–29, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,077 ($440/night)

]]> https://www.redweek.com/posting/R1501127 Tue, 21 Jul 2026 13:41:56 -0700

The Galleon Resort

Key West, Florida

• Sep 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,268 ($467/night)

]]> https://www.redweek.com/posting/R1500731 Tue, 21 Jul 2026 06:52:32 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Nov 29 – Dec 6, 2026 (7 nights)
• 2 bed/2.5 bath, sleeps 6
• $3,649 ($521/night)

]]> https://www.redweek.com/posting/R1499229 Mon, 20 Jul 2026 11:17:18 -0700 Verified & Protected

The Galleon Resort

Key West, Florida

• Sep 12–19, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,603 ($658/night)

]]> https://www.redweek.com/posting/R1499795 Mon, 20 Jul 2026 06:58:29 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Nov 1–8, 2026 (7 nights)
• 2 bed/2.5 bath, sleeps 6
• $3,802 ($543/night)

]]> https://www.redweek.com/posting/R1499405 Fri, 17 Jul 2026 14:56:49 -0700 Verified & Protected

Hyatt Beach House Resort

Key West, Florida

• Nov 1–8, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,222 ($603/night)

]]> https://www.redweek.com/posting/R1498815 Fri, 17 Jul 2026 07:44:24 -0700

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, 17 Jul 2026 07:43:32 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Nov 22–29, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $3,573 ($510/night)

]]> https://www.redweek.com/posting/R1495830 Fri, 17 Jul 2026 06:52:42 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Apr 4–11, 2027 (7 nights)
• 2 bed/2.5 bath, sleeps 6
• $4,794 ($685/night)

]]> https://www.redweek.com/posting/R1495951 Wed, 15 Jul 2026 09:39:09 -0700 Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida

• Feb 21 – Mar 6, 2027 (13 nights)
• 2 bed/2 bath, sleeps 6
• $6,543 ($503/night)

]]> https://www.redweek.com/posting/R1496004 Wed, 15 Jul 2026 09:21:03 -0700 Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida

• Feb 13–20, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,458 ($494/night)

]]> https://www.redweek.com/posting/R1496010 Wed, 15 Jul 2026 08:53:59 -0700 Verified & Protected

The Galleon Resort

Key West, Florida

• Sep 12–19, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,734 ($391/night)

]]> https://www.redweek.com/posting/R1496118 Mon, 13 Jul 2026 14:29:29 -0700 Verified & Protected

Hyatt Beach House Resort

Key West, Florida

• Nov 22–29, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,306 ($329/night)

]]> https://www.redweek.com/posting/R1496442 Mon, 13 Jul 2026 12:59:37 -0700 Verified & Protected

The Galleon Resort

Key West, Florida

• Aug 22–29, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,001 ($429/night)

]]> https://www.redweek.com/posting/R1495374 Mon, 13 Jul 2026 09:31:13 -0700

The Galleon Resort

Key West, Florida

• Oct 17–24, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $10,707 ($1,530/night)

]]> https://www.redweek.com/posting/R1496430 Fri, 10 Jul 2026 17:47:31 -0700 Verified & Protected

The Galleon Resort

Key West, Florida

• Aug 22–29, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,077 ($440/night)

]]> https://www.redweek.com/posting/R1490668 Fri, 10 Jul 2026 07:27:40 -0700

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 Tue, 07 Jul 2026 13:47:35 -0700

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 Tue, 07 Jul 2026 13:47:35 -0700

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 Tue, 07 Jul 2026 10:18:04 -0700

Hyatt Beach House Resort

Key West, Florida

• Jan 31 – Feb 7, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1494038 Mon, 06 Jul 2026 12:19:41 -0700 Verified & Protected

Hyatt Beach House Resort

Key West, Florida

• Dec 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,031 ($576/night)

]]> https://www.redweek.com/posting/R1490538 Mon, 06 Jul 2026 07:20:33 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Nov 20–24, 2026 (4 nights)
• 1 bed/1 bath, sleeps 4
• $1,769 ($442/night)

]]> https://www.redweek.com/posting/R1491273 Mon, 06 Jul 2026 07:08:56 -0700 Verified & Protected

Anchorage Resort & Yacht Club

Key Largo, Florida

• Sep 12–19, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $1,769 ($253/night)

]]> https://www.redweek.com/posting/R1473810 Mon, 06 Jul 2026 07:02:02 -0700 Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida

• Dec 20, 2026 – Jan 3, 2027 (14 nights)
• 2 bed/2 bath, sleeps 6
• $6,456 ($461/night)

]]> https://www.redweek.com/posting/R1490116 Fri, 03 Jul 2026 10:57:05 -0700 Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida

• Dec 26, 2026 – Jan 2, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,167 ($595/night)

]]> https://www.redweek.com/posting/R1491095 Fri, 03 Jul 2026 09:44:06 -0700 Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida

• Dec 26, 2026 – Jan 2, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,167 ($595/night)

]]> https://www.redweek.com/posting/R1491173 Fri, 03 Jul 2026 09:44:02 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Dec 27, 2026 – Jan 3, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,494 ($642/night)

]]> https://www.redweek.com/posting/R1490759 Thu, 02 Jul 2026 08:39:56 -0700

The Galleon Resort

Key West, Florida

• Oct 17–24, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,385 ($626/night)

]]> https://www.redweek.com/posting/R1491697 Thu, 02 Jul 2026 04:42:12 -0700

The Galleon Resort

Key West, Florida

• Aug 15–22, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,306 ($472/night)

]]> https://www.redweek.com/posting/R1490120 Mon, 29 Jun 2026 07:09:44 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Nov 22–26, 2026 (4 nights)
• 1 bed/1 bath, sleeps 4
• $2,641 ($660/night)

]]> https://www.redweek.com/posting/R1487486 Mon, 29 Jun 2026 06:18:48 -0700 Verified & Protected

The Banyan Resort

Key West, Florida

• Aug 22–29, 2026 (7 nights)
• Studio/1 bath, sleeps 2
• $1,742 ($249/night)

]]> https://www.redweek.com/posting/R1487002 Fri, 26 Jun 2026 09:58:58 -0700 Verified & Protected

Hyatt Beach House Resort

Key West, Florida

• Jan 10–17, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,513 ($502/night)

]]> https://www.redweek.com/posting/R1488284 Fri, 26 Jun 2026 07:19:30 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• May 30 – Jun 3, 2027 (4 nights)
• Studio/1 bath, sleeps 2
• $888 ($222/night)

]]> https://www.redweek.com/posting/R1486261 Wed, 24 Jun 2026 08:56:54 -0700 Verified & Protected

The Galleon Resort

Key West, Florida

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

]]> https://www.redweek.com/posting/R1485736 Tue, 23 Jun 2026 10:49:14 -0700 Verified & Protected

The Galleon Resort

Key West, Florida

• Oct 17–24, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $5,475 ($782/night)

]]> https://www.redweek.com/posting/R1478671 Tue, 23 Jun 2026 08:53:15 -0700

Hyatt Beach House Resort

Key West, Florida

• Nov 22–29, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,827 ($547/night)

]]> https://www.redweek.com/posting/R1487707 Mon, 22 Jun 2026 17:32:37 -0700 Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida

• Dec 13–17, 2026 (4 nights)
• 2 bed/2 bath, sleeps 6
• $1,878 ($470/night)

]]> https://www.redweek.com/posting/R1486085 Mon, 22 Jun 2026 13:25:26 -0700

Hyatt Beach House Resort

Key West, Florida

• Nov 1–8, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,672 ($667/night)

]]> https://www.redweek.com/posting/R1487488 Mon, 22 Jun 2026 10:07:00 -0700 Verified & Protected

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/R1486485 Mon, 22 Jun 2026 09:05:57 -0700