https://www.redweek.com/featured/bargain-timeshare-rentals/North+America/United+States/Florida/The+Keys en Fri, 03 Jul 2026 02:44:35 -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

The Galleon Resort

Key West, Florida

• Jul 18–25, 2026 (7 nights)
• Studio/1 bath, sleeps 2
• $1,495 ($214/night)

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

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

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

Hyatt Sunset Harbor Resort

Key West, Florida

• Aug 9–13, 2026 (4 nights)
• Studio/1 bath, sleeps 2
• $999 ($250/night)

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

The Banyan Resort

Key West, Florida

• Aug 22–29, 2026 (7 nights)
• Studio/1 bath, sleeps 2
• $1,878 ($268/night)

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

The Hammocks at Marathon

Marathon, Florida

• Sep 4–8, 2026 (4 nights)
• 2 bed/2 bath, sleeps 6
• $1,109 ($277/night)

]]> https://www.redweek.com/posting/R1489791 Mon, 29 Jun 2026 15:00:34 -0700 Verified & Protected

Hyatt Beach House Resort

Key West, Florida

• Jul 16–23, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $1,932 ($276/night)

]]> https://www.redweek.com/posting/R1474689 Thu, 21 May 2026 08:01:08 -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/R1461285 Fri, 24 Apr 2026 08:46:32 -0700 Verified & Protected

Hyatt Beach House Resort

Key West, Florida

• Jul 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $1,987 ($284/night)

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

Hyatt Windward Pointe Resort

Key West, Florida

• Jul 26 – Aug 2, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,096 ($299/night)

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

Hyatt Windward Pointe Resort

Key West, Florida

• Sep 6–13, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,204 ($315/night)

]]> https://www.redweek.com/posting/R1477928 Mon, 01 Jun 2026 19:29:51 -0700 Verified & Protected

Hyatt Beach House Resort

Key West, Florida

• Jul 23–30, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,205 ($315/night)

]]> https://www.redweek.com/posting/R1476253 Tue, 26 May 2026 07:12:14 -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 Windward Pointe Resort

Key West, Florida

• Jul 26 – Aug 2, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,314 ($331/night)

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

Hyatt Windward Pointe Resort

Key West, Florida

• Aug 15–22, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,314 ($331/night)

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

Coconut Beach Resort

Key West, Florida

• Aug 15–22, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,423 ($346/night)

]]> https://www.redweek.com/posting/R1478252 Tue, 02 Jun 2026 08:59:54 -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

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 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

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

Hyatt Sunset Harbor Resort

Key West, Florida

• Jul 19–23, 2026 (4 nights)
• 1 bed/1 bath, sleeps 4
• $1,495 ($374/night)

]]> https://www.redweek.com/posting/R1486161 Fri, 19 Jun 2026 16:12:24 -0700 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 Sunset Harbor Resort

Key West, Florida

• May 30 – Jun 6, 2027 (7 nights)
• 1 bed/1 bath, sleeps 4
• $2,641 ($377/night)

]]> https://www.redweek.com/posting/R1481386 Tue, 09 Jun 2026 09:01:07 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Dec 20–27, 2026 (7 nights)
• Studio/1 bath, sleeps 2
• $2,641 ($377/night)

]]> https://www.redweek.com/posting/R1481570 Mon, 08 Jun 2026 13:45:51 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Jan 3–10, 2027 (7 nights)
• Studio/1 bath, sleeps 2
• $2,641 ($377/night)

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

Hyatt Beach House Resort

Key West, Florida

• Oct 18–22, 2026 (4 nights)
• 2 bed/2 bath, sleeps 6
• $1,550 ($388/night)

]]> https://www.redweek.com/posting/R1474245 Tue, 26 May 2026 18:56:43 -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 Sunset Harbor Resort

Key West, Florida

• Jan 24–28, 2027 (4 nights)
• Studio/1 bath, sleeps 2
• $1,550 ($388/night)

]]> https://www.redweek.com/posting/R1480091 Wed, 10 Jun 2026 06:48:19 -0700 Verified & Protected

Hyatt Sunset Harbor 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/R1462794 Mon, 27 Apr 2026 07:49:38 -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

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 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

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

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

Hyatt Beach House Resort

Key West, Florida

• Sep 4–11, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,076 ($439/night)

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

Hyatt Sunset Harbor Resort

Key West, Florida

• Aug 28–31, 2026 (3 nights)
• 1 bed/1 bath, sleeps 4
• $1,330 ($443/night)

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

Hyatt Windward Pointe Resort

Key West, Florida

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

]]> https://www.redweek.com/posting/R1443552 Mon, 30 Mar 2026 13:26:10 -0700

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 Wed, 01 Jul 2026 14:39:39 -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

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 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