The Galleon Resort

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

The Galleon Resort

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

The Galleon Resort

Key West, Florida
  • Feb 20–27, 2027 (7 nights)
  • Studio/1 bath, sleeps 2
  • $2,636 ($377/night)
Verified & Protected

Hyatt Beach House Resort

Key West, Florida
  • Feb 21–28, 2027 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,385 ($626/night)
Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida
  • Nov 29 – Dec 6, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,295 ($471/night)

Hyatt Sunset Harbor Resort

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

Hyatt Sunset Harbor Resort

Key West, Florida
  • Dec 13–20, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,167 ($595/night)

Hyatt Beach House Resort

Key West, Florida
  • Jan 3–10, 2027 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,295 ($471/night)

Hyatt Windward Pointe Resort

Key West, Florida
  • Oct 18–25, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,077 ($440/night)

Hyatt Sunset Harbor Resort

Key West, Florida
  • Dec 13–20, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,167 ($595/night)
Verified & Protected

The Galleon Resort

Key West, Florida
  • Jan 2–9, 2027 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $7,464 ($1,066/night)
Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida
  • Dec 20–27, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,603 ($658/night)
Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida
  • Dec 20–27, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $5,366 ($767/night)

The Galleon Resort

Key West, Florida
  • Sep 19–26, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $6,456 ($922/night)
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)
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)
Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida
  • Jan 10–17, 2027 (7 nights)
  • 2 bed/2.5 bath, sleeps 6
  • $5,693 ($813/night)
Verified & Protected

The Galleon Resort

Key West, Florida
  • Jul 11–18, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,385 ($626/night)
Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida
  • Oct 18–25, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $5,475 ($782/night)
Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida
  • Jul 26 – Aug 2, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,513 ($502/night)
Verified & Protected

The Galleon Resort

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

The Galleon Resort

Key West, Florida
  • Jun 20–27, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,568 ($510/night)
Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida
  • Jan 17–24, 2027 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,995 ($714/night)
Verified & Protected

The Galleon Resort

Key West, Florida
  • Nov 21–28, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,930 ($704/night)
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)
Verified & Protected

Hyatt Beach House Resort

Key West, Florida
  • Jan 24–31, 2027 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,185 ($455/night)
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)
Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida
  • Dec 6–10, 2026 (4 nights)
  • Studio/1 bath, sleeps 2
  • $1,330 ($332/night)
Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida
  • Jan 17–21, 2027 (4 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,878 ($470/night)

Hyatt Sunset Harbor Resort

Key West, Florida
  • Nov 8–15, 2026 (7 nights)
  • Studio/1 bath, sleeps 2
  • $3,458 ($494/night)
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)
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)
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)
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)
Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida
  • Jul 19–26, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,385 ($626/night)
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)
Verified & Protected

The Galleon Resort

Key West, Florida
  • Nov 14–16, 2026 (2 nights)
  • 1 bed/1 bath, sleeps 4
  • $886 ($443/night)
Verified & Protected

Hyatt Beach House Resort

Key West, Florida
  • Jun 14–21, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,173 ($453/night)
Verified & Protected

The Galleon Resort

Key West, Florida
  • Nov 28 – Dec 5, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,513 ($502/night)
Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida
  • Nov 1–8, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,840 ($549/night)
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)
Verified & Protected

The Galleon Resort

Key West, Florida
  • Aug 29 – Sep 5, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,676 ($525/night)
Verified & Protected

The Galleon Resort

Key West, Florida
  • Jul 25 – Aug 1, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,276 ($611/night)
Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida
  • Jul 5–12, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,191 ($456/night)
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)
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)
Verified & Protected

The Galleon Resort

Key West, Florida
  • Jul 4–11, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,840 ($549/night)
Verified & Protected

The Galleon Resort

Key West, Florida
  • Nov 28 – Dec 5, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,930 ($704/night)