https://www.redweek.com/featured/bargain-timeshare-rentals/North+America/United+States/Florida/The+Keys en Sat, 16 May 2026 16:27:49 -0700 3600 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 Verified & Protected

Coconut Beach Resort

Key West, Florida

• May 30 – Jun 6, 2026 (7 nights)
• Studio/1 bath, sleeps 2
• $1,550 ($221/night)

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

Caloosa Cove Resort

Islamorada, Florida

• Oct 10–17, 2026 (7 nights)
• Studio/1 bath, sleeps 3
• $1,660 ($237/night)

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

Hyatt Windward Pointe Resort

Key West, Florida

• May 31 – Jun 7, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $1,742 ($249/night)

]]> https://www.redweek.com/posting/R1391609 Mon, 08 Dec 2025 08:16:29 -0800 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• May 31 – Jun 4, 2026 (4 nights)
• 1 bed/1 bath, sleeps 4
• $1,066 ($266/night)

]]> https://www.redweek.com/posting/R1467788 Fri, 08 May 2026 13:48:24 -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/R1461285 Fri, 24 Apr 2026 08:46:32 -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

The Galleon Resort

Key West, Florida

• Jul 18–25, 2026 (7 nights)
• Studio/1 bath, sleeps 2
• $1,932 ($276/night)

]]> https://www.redweek.com/posting/R1338004 Tue, 16 Sep 2025 14:49:49 -0700

The Galleon Resort

Key West, Florida

• Nov 21–28, 2026 (7 nights)
• Studio/1 bath, sleeps 2
• $1,987 ($284/night)

]]> https://www.redweek.com/posting/R1437777 Tue, 24 Feb 2026 06:58:16 -0800 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Jun 28 – Jul 2, 2026 (4 nights)
• 1 bed/1 bath, sleeps 4
• $1,165 ($291/night)

]]> https://www.redweek.com/posting/R1467794 Fri, 01 May 2026 13:55:01 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Aug 9–13, 2026 (4 nights)
• Studio/1 bath, sleeps 2
• $1,220 ($305/night)

]]> https://www.redweek.com/posting/R1408761 Tue, 20 Jan 2026 13:22:55 -0800 Verified & Protected

Coconut Beach Resort

Key West, Florida

• Jul 11–18, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,123 ($303/night)

]]> https://www.redweek.com/posting/R1466622 Thu, 30 Apr 2026 07:08:44 -0700 Verified & Protected

Coconut Mallory Marina & Resort

Key West, Florida

• Oct 17–24, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $2,205 ($315/night)

]]> https://www.redweek.com/posting/R1350231 Wed, 15 Oct 2025 13:52:42 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• May 31 – Jun 7, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $2,205 ($315/night)

]]> https://www.redweek.com/posting/R1406396 Fri, 09 Jan 2026 11:27:17 -0800 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Jul 12–16, 2026 (4 nights)
• 1 bed/1 bath, sleeps 4
• $1,312 ($328/night)

]]> https://www.redweek.com/posting/R1443534 Wed, 11 Mar 2026 13:58:45 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Dec 6–10, 2026 (4 nights)
• Studio/1 bath, sleeps 2
• $1,330 ($332/night)

]]> https://www.redweek.com/posting/R1417666 Fri, 01 May 2026 08:25:52 -0700 Verified & Protected

Hyatt Beach House Resort

Key West, Florida

• Jun 21–25, 2026 (4 nights)
• 2 bed/2 bath, sleeps 6
• $1,330 ($332/night)

]]> https://www.redweek.com/posting/R1466189 Wed, 29 Apr 2026 08:08:16 -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

Hyatt Sunset Harbor Resort

Key West, Florida

• Jan 10–14, 2027 (4 nights)
• Studio/1 bath, sleeps 2
• $1,330 ($332/night)

]]> https://www.redweek.com/posting/R1469162 Thu, 14 May 2026 11:57:22 -0700 Verified & Protected

Coconut Beach Resort

Key West, Florida

• Jul 18–25, 2026 (7 nights)
• Studio/1 bath, sleeps 2
• $2,423 ($346/night)

]]> https://www.redweek.com/posting/R1428323 Wed, 18 Mar 2026 08:31:04 -0700 Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida

• Aug 8–15, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,423 ($346/night)

]]> https://www.redweek.com/posting/R1446786 Thu, 02 Apr 2026 07:16:28 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Sep 6–13, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,478 ($354/night)

]]> https://www.redweek.com/posting/R1334572 Thu, 11 Sep 2025 06:57:46 -0700 Verified & Protected

The Galleon Resort

Key West, Florida

• Jun 13–20, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,478 ($354/night)

]]> https://www.redweek.com/posting/R1413244 Tue, 13 Jan 2026 13:43:40 -0800 Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida

• Jun 29 – Jul 3, 2026 (4 nights)
• 2 bed/2 bath, sleeps 6
• $1,440 ($360/night)

]]> https://www.redweek.com/posting/R1468758 Tue, 05 May 2026 07:55:52 -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 Verified & Protected

Coconut Beach Resort

Key West, Florida

• Jun 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,505 ($358/night)

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

Hyatt Windward Pointe Resort

Key West, Florida

• Aug 15–22, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,532 ($362/night)

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

Hyatt Beach House Resort

Key West, Florida

• Jul 26 – Aug 2, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,532 ($362/night)

]]> https://www.redweek.com/posting/R1465592 Wed, 29 Apr 2026 08:19:25 -0700

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 Fri, 15 May 2026 12:26:48 -0700

The Galleon Resort

Key West, Florida

• Mar 6–13, 2027 (7 nights)
• Studio/1 bath, sleeps 2
• $2,636 ($377/night)

]]> https://www.redweek.com/posting/R1472991 Fri, 15 May 2026 12:26:48 -0700

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 Fri, 15 May 2026 12:21:51 -0700 Verified & Protected

Coconut Mallory Marina & Resort

Key West, Florida

• Dec 25, 2026 – Jan 1, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,696 ($385/night)

]]> https://www.redweek.com/posting/R1429301 Wed, 04 Mar 2026 12:39:30 -0800 Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida

• Jul 26 – Aug 2, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,696 ($385/night)

]]> https://www.redweek.com/posting/R1414798 Fri, 30 Jan 2026 13:04:54 -0800 Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida

• Jun 27 – Jul 4, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,745 ($392/night)

]]> https://www.redweek.com/posting/R1466591 Wed, 29 Apr 2026 11:58:02 -0700 Verified & Protected

Hyatt Beach House Resort

Key West, Florida

• Jun 14–21, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,750 ($393/night)

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

Hyatt Windward Pointe Resort

Key West, Florida

• Oct 11–18, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,750 ($393/night)

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

Hyatt Beach House Resort

Key West, Florida

• Jul 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,750 ($393/night)

]]> https://www.redweek.com/posting/R1405233 Wed, 24 Dec 2025 12:25:05 -0800 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

Hyatt Windward Pointe Resort

Key West, Florida

• Jul 26 – Aug 2, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,859 ($408/night)

]]> https://www.redweek.com/posting/R1414316 Tue, 27 Jan 2026 16:52:12 -0800 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• May 31 – Jun 7, 2026 (7 nights)
• 2 bed/2.5 bath, sleeps 6
• $2,859 ($408/night)

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

Hyatt Windward Pointe Resort

Key West, Florida

• Jul 26 – Aug 2, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,914 ($416/night)

]]> https://www.redweek.com/posting/R1405127 Fri, 26 Dec 2025 07:47:37 -0800 Verified & Protected

Coconut Beach Resort

Key West, Florida

• Jun 27 – Jul 4, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,968 ($424/night)

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

Hyatt Beach House Resort

Key West, Florida

• Aug 2–9, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,968 ($424/night)

]]> https://www.redweek.com/posting/R1414324 Mon, 26 Jan 2026 11:45:15 -0800 Verified & Protected

Coconut Beach Resort

Key West, Florida

• Jul 4–11, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,968 ($424/night)

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

Hyatt Beach House Resort

Key West, Florida

• Jun 28 – Jul 5, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,022 ($432/night)

]]> https://www.redweek.com/posting/R1394774 Thu, 29 Jan 2026 07:00:31 -0800 Verified & Protected

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 Fri, 24 Apr 2026 08:46:15 -0700 Verified & Protected

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 Tue, 21 Apr 2026 14:59:01 -0700 Verified & Protected

The Galleon Resort

Key West, Florida

• Oct 10–17, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,077 ($440/night)

]]> https://www.redweek.com/posting/R1440662 Mon, 09 Mar 2026 09:23:08 -0700