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.
The Galleon Resort
Key West, Florida- Mar 1–8, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,200 ($600/night)
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Mar 1–8, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,186 ($414/night)
Verified & Protected
Coconut Mallory Marina & Resort
Key West, Florida- Mar 1–8, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,532 ($329/night)
The Galleon Resort
Key West, Florida- Mar 1–8, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,800 ($686/night)
Hyatt Sunset Harbor Resort
Key West, Florida- Mar 2–9, 2025 (7 nights)
- Studio/1 bath, sleeps 2
- $1,750 ($250/night)
Hyatt Sunset Harbor Resort
Key West, Florida- Mar 2–9, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,500 ($500/night)
Verified & Protected
Hyatt Beach House Resort
Key West, Florida- Mar 2–9, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($429/night)
Verified & Protected
Hyatt Beach House Resort
Key West, Florida- Mar 2–9, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($429/night)
Hyatt Beach House Resort
Key West, Florida- Mar 2–9, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,500 ($357/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Mar 2–9, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,385 ($571/night)
Hyatt Sunset Harbor Resort
Key West, Florida- Mar 2–9, 2025 (7 nights)
- Studio/1 bath, sleeps 2
- $1,900 ($271/night)
The Galleon Resort
Key West, Florida- Mar 8–15, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,400 ($486/night)
The Galleon Resort
Key West, Florida- Mar 8–29, 2025 (21 nights)
- 2 bed/2 bath, sleeps 6
- $14,850 ($707/night)
The Galleon Resort
Key West, Florida- Mar 8–15, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,600 ($657/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 8–15, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($429/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Mar 8–15, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,420 ($707/night)
The Galleon Resort
Key West, Florida- Mar 8–9, 2025 (1 night)
- 1 bed/1 bath, sleeps 4
- $595 ($595/night)
Coconut Mallory Marina & Resort
Key West, Florida- Mar 8–15, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,500 ($357/night)
The Galleon Resort
Key West, Florida- Mar 8–15, 2025 (7 nights)
- Studio/1 bath, sleeps 2
- $2,300 ($329/night)
The Galleon Resort
Key West, Florida- Mar 8–15, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,950 ($707/night)
Hyatt Sunset Harbor Resort
Key West, Florida- Mar 9–15, 2025 (6 nights)
- 2 bed/2 bath, sleeps 6
- $4,650 ($775/night)
Hyatt Sunset Harbor Resort
Key West, Florida- Mar 9–16, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,900 ($700/night)
The Galleon Resort
Key West, Florida- Mar 15–22, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,500 ($643/night)
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Mar 15–22, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($400/night)
The Galleon Resort
Key West, Florida- Mar 15–22, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,725 ($675/night)
The Galleon Resort
Key West, Florida- Mar 15–22, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,950 ($707/night)
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Mar 15–22, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,222 ($550/night)
Hyatt Sunset Harbor Resort
Key West, Florida- Mar 16–22, 2025 (6 nights)
- Studio/1 bath, sleeps 2
- $2,250 ($375/night)
Hyatt Windward Pointe Resort
Key West, Florida- Mar 16–20, 2025 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,700 ($425/night)
Hyatt Windward Pointe Resort
Key West, Florida- Mar 16–23, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($429/night)
Hyatt Beach House Resort
Key West, Florida- Mar 16–23, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,500 ($357/night)
Hyatt Sunset Harbor Resort
Key West, Florida- Mar 16–23, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,000 ($429/night)
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Mar 16–23, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,568 ($464/night)
The Galleon Resort
Key West, Florida- Mar 22–29, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,950 ($707/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Mar 22–29, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,039 ($657/night)
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Mar 22–29, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,112 ($536/night)
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Mar 22–29, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,222 ($550/night)
The Galleon Resort
Key West, Florida- Mar 22–29, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,725 ($675/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Mar 23–30, 2025 (7 nights)
- Studio/1 bath, sleeps 2
- $1,932 ($250/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Mar 23–30, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($500/night)
Hyatt Sunset Harbor Resort
Key West, Florida- Mar 23–30, 2025 (7 nights)
- Studio/1 bath, sleeps 2
- $1,750 ($250/night)
Hyatt Sunset Harbor Resort
Key West, Florida- Mar 23–29, 2025 (6 nights)
- Studio/1 bath, sleeps 2
- $2,250 ($375/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Mar 29 – Apr 5, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,420 ($707/night)
The Galleon Resort
Key West, Florida- Mar 29 – Apr 5, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,725 ($675/night)
The Galleon Resort
Key West, Florida- Mar 29 – Apr 5, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,000 ($571/night)
Hyatt Beach House Resort
Key West, Florida- Mar 30 – Apr 6, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,200 ($457/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Mar 30 – Apr 6, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,276 ($557/night)