Spring Summer Rentals
Verified & Protected
The Galleon Resort
Key West, Florida- Jun 27 – Jul 4, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,968 ($424/night)
Verified & Protected
Hyatt Beach House Resort
Key West, Florida- Jun 28 – Jul 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,568 ($510/night)
Hyatt Windward Pointe Resort
Key West, Florida- Jun 30 – Jul 4, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,440 ($360/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Jul 1–5, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,987 ($497/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Jul 3–6, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $1,660 ($553/night)
Verified & Protected
Coconut Beach Resort
Key West, Florida- Jul 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,404 ($486/night)
The Galleon Resort
Key West, Florida- Jul 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
The Galleon Resort
Key West, Florida- Jul 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,603 ($658/night)
Hyatt Sunset Harbor Resort
Key West, Florida- Jul 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,513 ($502/night)
Verified & Protected
Hyatt Beach House Resort
Key West, Florida- Jul 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,423 ($346/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Jul 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,458 ($494/night)
The Galleon Resort
Key West, Florida- Jul 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($471/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Jul 12–16, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,752 ($438/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
Coconut Beach Resort
Key West, Florida- Jul 18–25, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,423 ($346/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Jul 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($440/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Jul 18–25, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,314 ($331/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Jul 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,859 ($408/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 Beach House Resort
Key West, Florida- Jul 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
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)
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
The Galleon Resort
Key West, Florida- Jul 25 – Aug 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
The Galleon Resort
Key West, Florida- Jul 25 – Aug 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,385 ($626/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Jul 26 – Aug 2, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,112 ($588/night)
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)
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)
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Jul 26 – Aug 2, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,886 ($412/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Aug 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,949 ($564/night)
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)
Verified & Protected
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
The Galleon Resort
Key West, Florida- Aug 8–15, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,112 ($588/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Aug 9–13, 2026 (4 nights)
- Studio/1 bath, sleeps 2
- $1,220 ($305/night)
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Aug 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,696 ($385/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)
The Galleon Resort
Key West, Florida- Aug 29 – Sep 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,676 ($525/night)
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
Hyatt Windward Pointe Resort
Key West, Florida- Mar 9–13, 2027 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,769 ($442/night)
Hyatt Beach House Resort
Key West, Florida- Mar 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,222 ($603/night)
Hyatt Beach House Resort
Key West, Florida- Mar 28 – Apr 4, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($471/night)