https://www.redweek.com/featured/bargain-timeshare-rentals/North+America/United+States/Florida/The+Keys en Mon, 17 Aug 2026 01:43:37 -0700 3600 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Sep 6–12, 2026 (6 nights)
• Studio/1 bath, sleeps 2
• $999 ($166/night)

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

Hyatt Beach House Resort

Key West, Florida

• Sep 4–11, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $1,311 ($187/night)

]]> https://www.redweek.com/posting/R1485875 Thu, 18 Jun 2026 09:18:19 -0700 Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida

• Sep 13–19, 2026 (6 nights)
• 2 bed/2 bath, sleeps 6
• $1,330 ($222/night)

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

Caloosa Cove Resort

Islamorada, Florida

• Oct 10–17, 2026 (7 nights)
• Studio/1 bath, sleeps 3
• $1,550 ($221/night)

]]> https://www.redweek.com/posting/R1424981 Tue, 24 Feb 2026 10:44:18 -0800 Verified & Protected

The Galleon Resort

Key West, Florida

• Sep 19–26, 2026 (7 nights)
• Studio/1 bath, sleeps 2
• $1,550 ($221/night)

]]> https://www.redweek.com/posting/R1501821 Wed, 29 Jul 2026 13:17:03 -0700 Verified & Protected

The Hammocks at Marathon

Marathon, Florida

• May 14–23, 2027 (9 nights)
• Studio/1 bath, sleeps 2
• $1,987 ($221/night)

]]> https://www.redweek.com/posting/R1502337 Mon, 27 Jul 2026 07:54:48 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Nov 29 – Dec 3, 2026 (4 nights)
• Studio/1 bath, sleeps 2
• $888 ($222/night)

]]> https://www.redweek.com/posting/R1480425 Wed, 10 Jun 2026 06:52:02 -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 Sunset Harbor Resort

Key West, Florida

• Aug 28–31, 2026 (3 nights)
• 1 bed/1 bath, sleeps 4
• $766 ($255/night)

]]> https://www.redweek.com/posting/R1478770 Mon, 01 Jun 2026 18:25:20 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

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

]]> https://www.redweek.com/posting/R1407731 Mon, 05 Jan 2026 13:47:19 -0800 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

Coconut Mallory Marina & Resort

Key West, Florida

• Oct 17–24, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $1,932 ($276/night)

]]> https://www.redweek.com/posting/R1350231 Wed, 15 Oct 2025 13:52:42 -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 Sunset Harbor Resort

Key West, Florida

• Oct 11–15, 2026 (4 nights)
• 2 bed/2 bath, sleeps 6
• $1,220 ($305/night)

]]> https://www.redweek.com/posting/R1407721 Mon, 05 Jan 2026 13:44:46 -0800 Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida

• Sep 6–13, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,123 ($303/night)

]]> https://www.redweek.com/posting/R1477928 Mon, 01 Jun 2026 19:29:51 -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

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 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

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

Hyatt Sunset Harbor Resort

Key West, Florida

• Jan 3–10, 2027 (7 nights)
• Studio/1 bath, sleeps 2
• $2,314 ($331/night)

]]> https://www.redweek.com/posting/R1479225 Thu, 04 Jun 2026 06:40:18 -0700 Verified & Protected

The Galleon Resort

Key West, Florida

• Nov 14–16, 2026 (2 nights)
• 1 bed/1 bath, sleeps 4
• $666 ($333/night)

]]> https://www.redweek.com/posting/R1462945 Fri, 24 Apr 2026 08:46:15 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Oct 25 – Nov 1, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $2,314 ($331/night)

]]> https://www.redweek.com/posting/R1465865 Mon, 11 May 2026 11:21:25 -0700 Verified & Protected

The Banyan Resort

Key West, Florida

• Jan 9–16, 2027 (7 nights)
• Studio/1 bath, sleeps 2
• $2,423 ($346/night)

]]> https://www.redweek.com/posting/R1480173 Mon, 15 Jun 2026 09:57:57 -0700

Hyatt Windward Pointe Resort

Key West, Florida

• Oct 4–11, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,467 ($352/night)

]]> https://www.redweek.com/posting/R1512457 Sat, 15 Aug 2026 11:45:38 -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

Hyatt Beach House Resort

Key West, Florida

• Oct 18–22, 2026 (4 nights)
• 2 bed/2 bath, sleeps 6
• $1,440 ($360/night)

]]> https://www.redweek.com/posting/R1474245 Tue, 26 May 2026 18:56:43 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Sep 6–13, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,505 ($358/night)

]]> https://www.redweek.com/posting/R1406132 Tue, 30 Dec 2025 18:39:54 -0800

Hyatt Windward Pointe Resort

Key West, Florida

• Oct 14–21, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,505 ($358/night)

]]> https://www.redweek.com/posting/R1512797 Sun, 16 Aug 2026 10:59:36 -0700 Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida

• Oct 11–18, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,532 ($362/night)

]]> https://www.redweek.com/posting/R1403021 Fri, 19 Dec 2025 12:19:00 -0800 Verified & Protected

The Galleon Resort

Key West, Florida

• Feb 27 – Mar 6, 2027 (7 nights)
• Studio/1 bath, sleeps 2
• $2,636 ($377/night)

]]> https://www.redweek.com/posting/R1472989 Mon, 18 May 2026 06:35:25 -0700 Verified & Protected

The Galleon Resort

Key West, Florida

• Feb 20–27, 2027 (7 nights)
• Studio/1 bath, sleeps 2
• $2,636 ($377/night)

]]> https://www.redweek.com/posting/R1472987 Mon, 18 May 2026 06:35:39 -0700 Verified & Protected

Hyatt Beach House Resort

Key West, Florida

• Nov 22–29, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,688 ($384/night)

]]> https://www.redweek.com/posting/R1459705 Tue, 21 Apr 2026 14:59:01 -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 Beach House Resort

Key West, Florida

• Oct 18–25, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,848 ($407/night)

]]> https://www.redweek.com/posting/R1502378 Fri, 24 Jul 2026 11:44:32 -0700 Verified & Protected

Hyatt Beach House Resort

Key West, Florida

• Oct 18–25, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,859 ($408/night)

]]> https://www.redweek.com/posting/R1427473 Fri, 20 Feb 2026 07:57:23 -0800 Verified & Protected

The Galleon Resort

Key West, Florida

• Nov 28 – Dec 5, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,886 ($412/night)

]]> https://www.redweek.com/posting/R1459612 Wed, 22 Apr 2026 11:43:03 -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 Sunset Harbor Resort

Key West, Florida

• Nov 20–24, 2026 (4 nights)
• 1 bed/1 bath, sleeps 4
• $1,660 ($415/night)

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

Hyatt Windward Pointe Resort

Key West, Florida

• Jan 17–21, 2027 (4 nights)
• 2 bed/2 bath, sleeps 6
• $1,764 ($441/night)

]]> https://www.redweek.com/posting/R1464924 Wed, 29 Apr 2026 14:00:38 -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

The Galleon Resort

Key West, Florida

• Sep 27 – Oct 4, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,069 ($438/night)

]]> https://www.redweek.com/posting/R1512428 Sat, 15 Aug 2026 10:33:08 -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 Windward Pointe Resort

Key West, Florida

• Oct 17–24, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,077 ($440/night)

]]> https://www.redweek.com/posting/R1443772 Thu, 02 Apr 2026 06:45:38 -0700 Verified & Protected

Coconut Mallory Marina & Resort

Key West, Florida

• Dec 26, 2026 – Jan 2, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,077 ($440/night)

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

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/R1472359 Thu, 21 May 2026 12:10:11 -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

Hyatt Windward Pointe Resort

Key West, Florida

• Jan 10–17, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,077 ($440/night)

]]> https://www.redweek.com/posting/R1485230 Mon, 22 Jun 2026 08:44:46 -0700