https://www.redweek.com/featured/spring-summer-rentals/North+America/United+States/Florida/The+Keys en Sat, 25 Jul 2026 23:10:43 -0700 3600 Verified & Protected

The Galleon Resort

Key West, Florida

• Aug 8–15, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,112 ($588/night)

]]> https://www.redweek.com/posting/R1422146 Tue, 10 Feb 2026 09:44:04 -0800 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Aug 9–13, 2026 (4 nights)
• Studio/1 bath, sleeps 2
• $555 ($139/night)

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

Hyatt Sunset Harbor Resort

Key West, Florida

• Aug 9–16, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1454785 Mon, 01 Jun 2026 10:48:04 -0700 Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

• Aug 9–16, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1454786 Mon, 01 Jun 2026 10:47:57 -0700 Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida

• Aug 15–22, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,205 ($315/night)

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

The Galleon Resort

Key West, Florida

• Aug 15–22, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,963 ($423/night)

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

Hyatt Sunset Harbor Resort

Key West, Florida

• Aug 16–23, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,295 ($471/night)

]]> https://www.redweek.com/posting/R1426629 Tue, 24 Feb 2026 06:45:47 -0800 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 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 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 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

The Galleon Resort

Key West, Florida

• Aug 29 – Sep 5, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,268 ($467/night)

]]> https://www.redweek.com/posting/R1458777 Tue, 21 Apr 2026 10:40:50 -0700 Verified & Protected

Hyatt Beach House Resort

Key West, Florida

• Mar 7–14, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,222 ($603/night)

]]> https://www.redweek.com/posting/R1457712 Thu, 16 Apr 2026 08:53:14 -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 Verified & Protected

Hyatt Beach House Resort

Key West, Florida

• Mar 14–21, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,222 ($603/night)

]]> https://www.redweek.com/posting/R1457713 Thu, 16 Apr 2026 09:01:13 -0700 Verified & Protected

Hyatt Beach House Resort

Key West, Florida

• Mar 28 – Apr 4, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,295 ($471/night)

]]> https://www.redweek.com/posting/R1453276 Fri, 10 Apr 2026 07:55:51 -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

• Apr 10–17, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,949 ($564/night)

]]> https://www.redweek.com/posting/R1465357 Wed, 29 Apr 2026 10:41:27 -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

• 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 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

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