Hyatt Beach House Resort

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

Hyatt Windward Pointe Resort

Key West, Florida
  • Aug 8–15, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $2,532 ($362/night)
Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida
  • May 3–7, 2026 (4 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,550 ($388/night)
Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida
  • May 3–7, 2026 (4 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,550 ($388/night)
Verified & Protected

Coconut Beach Resort

Key West, Florida
  • May 2–9, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,295 ($471/night)
Verified & Protected

The Galleon Resort

Key West, Florida
  • May 16–23, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,385 ($626/night)
Verified & Protected

The Galleon Resort

Key West, Florida
  • May 16–23, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,385 ($626/night)
Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida
  • Jul 12–16, 2026 (4 nights)
  • 1 bed/1 bath, sleeps 4
  • $1,873 ($468/night)
Verified & Protected

Hyatt Beach House Resort

Key West, Florida
  • Feb 14–21, 2027 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,840 ($549/night)
Verified & Protected

Hyatt Beach House Resort

Key West, Florida
  • Jun 2–9, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,404 ($486/night)
Verified & Protected

Hyatt Beach House Resort

Key West, Florida
  • Dec 27, 2026 – Jan 3, 2027 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $5,039 ($720/night)
Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida
  • Dec 26, 2026 – Jan 2, 2027 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $5,039 ($720/night)
Verified & Protected

The Galleon Resort

Key West, Florida
  • Oct 24–31, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $6,565 ($938/night)

The Galleon Resort

Key West, Florida
  • Jul 11–18, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,458 ($494/night)

Hyatt Windward Pointe Resort

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

Hyatt Windward Pointe Resort

Key West, Florida
  • Apr 4–11, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $5,475 ($782/night)
Verified & Protected

The Galleon Resort

Key West, Florida
  • Oct 10–17, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,167 ($595/night)
Verified & Protected

The Galleon Resort

Key West, Florida
  • May 9–16, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,167 ($595/night)
Verified & Protected

Hyatt Beach House Resort

Key West, Florida
  • May 17–23, 2026 (6 nights)
  • 2 bed/2 bath, sleeps 6
  • $2,314 ($386/night)

Hyatt Windward Pointe Resort

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

Hyatt Windward Pointe Resort

Key West, Florida
  • May 4–11, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $2,696 ($385/night)

The Galleon Resort

Key West, Florida
  • Jun 27 – Jul 4, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,568 ($510/night)

Hyatt Sunset Harbor Resort

Key West, Florida
  • May 17–24, 2026 (7 nights)
  • 2 bed/2.5 bath, sleeps 6
  • $3,513 ($502/night)
Verified & Protected

Coconut Beach Resort

Key West, Florida
  • Nov 7–14, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,840 ($549/night)
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)

Hyatt Beach House Resort

Key West, Florida
  • Jan 10–17, 2027 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $2,914 ($416/night)

Hyatt Windward Pointe Resort

Key West, Florida
  • Aug 9–16, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $2,532 ($362/night)

Hyatt Sunset Harbor Resort

Key West, Florida
  • Oct 18–25, 2026 (7 nights)
  • 2 bed/2.5 bath, sleeps 6
  • $4,766 ($681/night)

Hyatt Sunset Harbor Resort

Key West, Florida
  • Oct 18–25, 2026 (7 nights)
  • 2 bed/2.5 bath, sleeps 6
  • $4,766 ($681/night)
Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida
  • Nov 8–15, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,840 ($549/night)
Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida
  • Dec 24–27, 2026 (3 nights)
  • 2 bed/2.5 bath, sleeps 6
  • $3,949 ($1,316/night)

Hyatt Windward Pointe Resort

Key West, Florida
  • Jan 17–23, 2027 (6 nights)
  • 2 bed/2 bath, sleeps 6
  • $2,968 ($495/night)
Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida
  • Jul 12–19, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,839 ($548/night)
Verified & Protected

Caloosa Cove Resort

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

The Galleon Resort

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

The Galleon Resort

Key West, Florida
  • Nov 14–21, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,276 ($611/night)
Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida
  • Aug 16–23, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,840 ($549/night)
Verified & Protected

The Galleon Resort

Key West, Florida
  • May 23–30, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,412 ($630/night)
Verified & Protected

Hyatt Beach House Resort

Key West, Florida
  • Jun 28 – Jul 5, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,403 ($486/night)
Verified & Protected

Hyatt Beach House Resort

Key West, Florida
  • Oct 18–25, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,186 ($455/night)
Verified & Protected

The Galleon Resort

Key West, Florida
  • Jun 27 – Jul 4, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,295 ($471/night)
Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida
  • May 31 – Jun 4, 2026 (4 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,987 ($497/night)
Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida
  • Jun 14–20, 2026 (6 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,949 ($658/night)
Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida
  • Jul 19–26, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,840 ($549/night)
Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida
  • Jul 19–26, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,949 ($564/night)
Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida
  • Oct 18–25, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,840 ($549/night)
Verified & Protected

The Galleon Resort

Key West, Florida
  • May 2–9, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,167 ($595/night)
Verified & Protected

The Galleon Resort

Key West, Florida
  • Jul 18–25, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,513 ($502/night)