Spring Summer Rentals
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
- $555 ($139/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Aug 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Aug 9–16, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Aug 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,205 ($315/night)
The Galleon Resort
Key West, Florida- Aug 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,306 ($472/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Aug 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,963 ($423/night)
Verified & Protected
Coconut Beach Resort
Key West, Florida- Aug 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,423 ($346/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Aug 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($471/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Aug 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Aug 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,001 ($429/night)
Verified & Protected
The Banyan Resort
Key West, Florida- Aug 22–29, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $1,742 ($249/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Aug 28–31, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $766 ($255/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Aug 29 – Sep 5, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,268 ($467/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
Hyatt Windward Pointe Resort
Key West, Florida- Mar 9–13, 2027 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,769 ($442/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 28 – Apr 4, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($471/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Apr 4–11, 2027 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $4,794 ($685/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 Windward Pointe Resort
Key West, Florida- May 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,458 ($494/night)
The Galleon Resort
Key West, Florida- May 22–29, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- May 30 – Jun 3, 2027 (4 nights)
- Studio/1 bath, sleeps 2
- $888 ($222/night)
Hyatt Sunset Harbor Resort
Key West, Florida- Jun 27 – Jul 4, 2027 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $4,385 ($626/night)