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- Jun 2, 2024 - Jun 6, 2024 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,000 ($250/night)
Verified
The Galleon Resort
Key West, Florida- Jun 8, 2024 - Jun 15, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,200 ($314/night)
Hyatt Sunset Harbor Resort
Key West, Florida- Jun 9, 2024 - Jun 16, 2024 (7 nights)
- Studio/1 bath, sleeps 2
- $1,750 ($250/night)
Hyatt Beach House Resort
Key West, Florida- Jun 9, 2024 - Jun 13, 2024 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,500 ($375/night)
Verified
Hyatt Sunset Harbor Resort
Key West, Florida- Jun 9, 2024 - Jun 13, 2024 (4 nights)
- Studio/1 bath, sleeps 2
- $600 ($150/night)
Hyatt Beach House Resort
Key West, Florida- Jun 9, 2024 - Jun 13, 2024 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,100 ($275/night)
The Galleon Resort
Key West, Florida- Jun 15, 2024 - Jun 22, 2024 (7 nights)
- 1 bed/1 bath, sleeps 2
- $2,800 ($400/night)
The Galleon Resort
Key West, Florida- Jun 15, 2024 - Jun 22, 2024 (7 nights)
- Studio/1 bath, sleeps 2
- $2,100 ($300/night)
Hyatt Sunset Harbor Resort
Key West, Florida- Jun 16, 2024 - Jun 23, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,450 ($350/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Jun 16, 2024 - Jun 22, 2024 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,100 ($183/night)
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Jun 22, 2024 - Jun 29, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,700 ($386/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Jun 23, 2024 - Jun 30, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,793 ($399/night)
Hyatt Sunset Harbor Resort
Key West, Florida- Jun 23, 2024 - Jun 30, 2024 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,900 ($414/night)
Hyatt Beach House Resort
Key West, Florida- Jun 27, 2024 - Jun 30, 2024 (3 nights)
- 2 bed/2 bath, sleeps 6
- $1,399 ($466/night)
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Jun 29, 2024 - Jul 6, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,900 ($271/night)
Hyatt Beach House Resort
Key West, Florida- Jun 29, 2024 - Jul 6, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,899 ($414/night)
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Jun 29, 2024 - Jul 6, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,199 ($314/night)
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Jun 29, 2024 - Jul 6, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,995 ($285/night)
The Galleon Resort
Key West, Florida- Jun 29, 2024 - Jul 6, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,400 ($486/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Jun 29, 2024 - Jul 6, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,999 ($286/night)
The Hammocks at Marathon
Marathon, Florida- Jun 29, 2024 - Jul 6, 2024 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,575 ($225/night)
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Jun 29, 2024 - Jul 6, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,900 ($271/night)
The Galleon Resort
Key West, Florida- Jun 29, 2024 - Jul 6, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,500 ($500/night)
Verified & Protected
Hyatt Beach House Resort
Key West, Florida- Jun 30, 2024 - Jul 7, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,800 ($257/night)
Hyatt Windward Pointe Resort
Key West, Florida- Jun 30, 2024 - Jul 7, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,150 ($307/night)
Verified & Protected
Hyatt Beach House Resort
Key West, Florida- Jul 1, 2024 - Jul 5, 2024 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,800 ($450/night)
The Hammocks at Marathon
Marathon, Florida- Jul 5, 2024 - Jul 12, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,100 ($300/night)
The Galleon Resort
Key West, Florida- Jul 6, 2024 - Jul 13, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,500 ($357/night)
The Galleon Resort
Key West, Florida- Jul 6, 2024 - Jul 13, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,400 ($486/night)
Verified & Protected
Hyatt Beach House Resort
Key West, Florida- Jul 7, 2024 - Jul 14, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,000 ($286/night)
Verified & Protected
Hyatt Beach House Resort
Key West, Florida- Jul 7, 2024 - Jul 14, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,799 ($257/night)
Hyatt Beach House Resort
Key West, Florida- Jul 7, 2024 - Jul 14, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,999 ($286/night)
Verified & Protected
Hyatt Beach House Resort
Key West, Florida- Jul 7, 2024 - Jul 14, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,100 ($300/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Jul 13, 2024 - Jul 20, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,900 ($414/night)
Verified
Hyatt Sunset Harbor Resort
Key West, Florida- Jul 14, 2024 - Jul 21, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,650 ($379/night)
Verified
The Galleon Resort
Key West, Florida- Jul 20, 2024 - Jul 27, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,300 ($471/night)
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Jul 20, 2024 - Jul 27, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,400 ($343/night)
The Galleon Resort
Key West, Florida- Jul 20, 2024 - Jul 27, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,350 ($621/night)
Verified & Protected
Hyatt Beach House Resort
Key West, Florida- Jul 21, 2024 - Jul 28, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,799 ($257/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Jul 21, 2024 - Jul 28, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,900 ($414/night)
Hyatt Sunset Harbor Resort
Key West, Florida- Jul 21, 2024 - Jul 28, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,493 ($499/night)
Hyatt Sunset Harbor Resort
Key West, Florida- Jul 21, 2024 - Jul 28, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,500 ($786/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Jul 21, 2024 - Jul 27, 2024 (6 nights)
- 2 bed/2 bath, sleeps 6
- $3,500 ($583/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Jul 21, 2024 - Jul 28, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,750 ($536/night)
Verified & Protected
Hyatt Beach House Resort
Key West, Florida- Jul 21, 2024 - Jul 28, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,100 ($300/night)
The Galleon Resort
Key West, Florida- Jul 27, 2024 - Aug 3, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,400 ($486/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Jul 27, 2024 - Aug 3, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,000 ($571/night)
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Jul 28, 2024 - Aug 4, 2024 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,000 ($286/night)