Spring & Summer Rentals
Did you know that 75% of travelers book their spring and summer travel at least 3 months in advance? Unlock exceptional resort deals for your upcoming seasonal getaways before they sell out. Whether you're planning a family vacation, a couple's trip, or a solo adventure, these deals offer the best opportunities to elevate your next travel experience.
Verified
Hyatt Sunset Harbor Resort
Key West, Florida- Aug 11–18, 2024 (7 nights)
- Studio/1 bath, sleeps 2
- $1,200 ($171/night)
The Galleon Resort
Key West, Florida- Aug 17–24, 2024 (7 nights)
- 3 bed/3 bath, sleeps 8
- $4,200 ($600/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Aug 17–24, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($429/night)
The Galleon Resort
Key West, Florida- Aug 17–28, 2024 (11 nights)
- 1 bed/1 bath, sleeps 2
- $1,925 ($175/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Aug 18–25, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($400/night)
Hyatt Sunset Harbor Resort
Key West, Florida- Aug 18–25, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,800 ($400/night)
The Galleon Resort
Key West, Florida- Aug 24–31, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,000 ($429/night)
Florida Bay Club
Key Largo, Florida- Aug 24–31, 2024 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $1,100 ($157/night)
The Galleon Resort
Key West, Florida- Aug 24–31, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,200 ($457/night)
The Hammocks at Marathon
Marathon, Florida- Aug 27 – Sep 1, 2024 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,000 ($200/night)
The Galleon Resort
Key West, Florida- Aug 31 – Sep 7, 2024 (7 nights)
- 1 bed/1 bath, sleeps 2
- $1,750 ($250/night)
The Galleon Resort
Key West, Florida- Aug 31 – Sep 7, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,800 ($400/night)
Hyatt Windward Pointe Resort
Key West, Florida- Aug 31 – Sep 7, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,100 ($300/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Aug 31 – Sep 7, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,112 ($536/night)
The Galleon Resort
Key West, Florida- Aug 31 – Sep 7, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,200 ($600/night)
Verified
Hyatt Windward Pointe Resort
Key West, Florida- Mar 2–6, 2025 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,699 ($425/night)
Verified & Protected
Hyatt Beach House Resort
Key West, Florida- Mar 2–9, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,385 ($571/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Mar 8–15, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $10,925 ($1,429/night)
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Mar 9–16, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,513 ($457/night)
Hyatt Sunset Harbor Resort
Key West, Florida- Mar 16–23, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,800 ($543/night)
The Galleon Resort
Key West, Florida- Mar 29 – Apr 5, 2025 (7 nights)
- 1 bed/1 bath, sleeps 2
- $2,100 ($300/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Apr 6–13, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,603 ($600/night)
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Apr 12–19, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($500/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- May 4–10, 2025 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,769 ($267/night)
The Galleon Resort
Key West, Florida- May 24–31, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,000 ($429/night)
The Galleon Resort
Key West, Florida- Jun 7–14, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,000 ($429/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Jun 12–15, 2025 (3 nights)
- Studio/1 bath, sleeps 2
- $733 ($220/night)
Hyatt Windward Pointe Resort
Key West, Florida- Aug 10–17, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,300 ($757/night)