Discounted Timeshare Rentals
Stay at top resorts for less. Every rental here dropped in price within the last 60 days and is still sitting at its lowest tracked rate, so the savings are real, not an inflated "list" price marked back down.
Verified & Protected
The Galleon Resort
Key West, Florida- Oct 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,571 $5,257 ($751/night) 20% off
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Oct 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,088 $2,532 ($362/night) 18% off
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Jul 23–26, 2026 (3 nights)
- 2 bed/2 bath, sleeps 6
- $2,764 $1,769 ($590/night) 36% off
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Jul 19–23, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $2,106 $1,495 ($374/night) 29% off
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Jul 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,970 $3,295 ($471/night) 17% off
Verified & Protected
Hyatt Beach House Resort
Key West, Florida- Jul 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,105 $1,987 ($284/night) 36% off
The Galleon Resort
Key West, Florida- Aug 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,831 $3,295 ($471/night) 14% off
Verified & Protected
Hyatt Beach House Resort
Key West, Florida- Jul 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,647 $1,932 ($276/night) 27% off
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Jul 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,647 $1,932 ($276/night) 27% off
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Jul 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,865 $1,932 ($276/night) 50% off
Verified & Protected
The Galleon Resort
Key West, Florida- Jul 18–25, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,231 $1,495 ($214/night) 33% off
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Jul 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,435 $2,750 ($393/night) 38% off
Verified & Protected
The Galleon Resort
Key West, Florida- Oct 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,388 $3,949 ($564/night) 10% off
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Jul 26 – Aug 2, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,929 $2,314 ($331/night) 21% off
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Jul 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,964 $3,568 ($510/night) 10% off
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Aug 9–13, 2026 (4 nights)
- Studio/1 bath, sleeps 2
- $1,218 $999 ($250/night) 18% off
Verified & Protected
Hyatt Beach House Resort
Key West, Florida- Jul 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,756 $2,205 ($315/night) 20% off
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Jul 26 – Aug 2, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,892 $2,314 ($331/night) 20% off
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Sep 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,533 $2,204 ($315/night) 13% off
Verified & Protected
Coconut Beach Resort
Key West, Florida- Aug 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,753 $2,423 ($346/night) 12% off
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,601 $4,984 ($712/night) 11% off
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Aug 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,691 $2,314 ($331/night) 14% off
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Dec 24–27, 2026 (3 nights)
- 2 bed/2.5 bath, sleeps 6
- $3,996 $1,878 ($626/night) 53% off
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Aug 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,831 $3,295 ($471/night) 14% off
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,031 $4,276 ($611/night) 15% off
Verified & Protected
Hyatt Beach House Resort
Key West, Florida- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,031 $4,276 ($611/night) 15% off
Verified & Protected
The Galleon Resort
Key West, Florida- Jul 25 – Aug 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,357 $4,821 ($689/night) 10% off
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Sep 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,683 $2,505 ($358/night) 32% off