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.
Hyatt Sunset Harbor Resort
Key West, Florida- Oct 29 – Nov 1, 2026 (3 nights)
- 2 bed/2 bath, sleeps 6
- $1,162 $999 ($333/night) 14% off
Hyatt Beach House Resort
Key West, Florida- Oct 22–25, 2026 (3 nights)
- 2 bed/2 bath, sleeps 6
- $3,974 $1,987 ($662/night) 50% off
Hyatt Sunset Harbor Resort
Key West, Florida- Oct 15–18, 2026 (3 nights)
- 2 bed/2 bath, sleeps 6
- $3,301 $2,641 ($880/night) 20% off
Hyatt Sunset Harbor Resort
Key West, Florida- Oct 15–18, 2026 (3 nights)
- 2 bed/2 bath, sleeps 6
- $3,301 $2,641 ($880/night) 20% off
Hyatt Beach House Resort
Key West, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,405 $3,832 ($547/night) 13% off
Hyatt Beach House Resort
Key West, Florida- Oct 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,679 $2,428 ($347/night) 34% off
Hyatt Windward Pointe Resort
Key West, Florida- Oct 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,410 $2,543 ($363/night) 53% off
Hyatt Beach House Resort
Key West, Florida- Oct 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,892 $2,314 ($331/night) 20% off
The Galleon Resort
Key West, Florida- Sep 26 – Oct 3, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,611 $1,932 ($276/night) 26% off
Coconut Mallory Marina & Resort
Key West, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,280 $2,886 ($412/night) 12% off
Coconut Mallory Marina & Resort
Key West, Florida- Oct 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 $2,123 ($303/night) 31% off
Hyatt Windward Pointe Resort
Key West, Florida- Oct 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,098 $2,696 ($385/night) 13% off
Hyatt Windward Pointe Resort
Key West, Florida- Oct 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,708 $2,085 ($298/night) 23% off
Hyatt Windward Pointe Resort
Key West, Florida- Oct 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,482 $2,085 ($298/night) 16% off
The Galleon Resort
Key West, Florida- Oct 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,708 $5,366 ($767/night) 20% off
The Galleon Resort
Key West, Florida- Oct 31 – Nov 7, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,744 $5,328 ($761/night) 21% off
Hyatt Windward Pointe Resort
Key West, Florida- Oct 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,524 $1,742 ($249/night) 31% off
Hyatt Windward Pointe Resort
Key West, Florida- Oct 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,098 $2,696 ($385/night) 13% off
The Galleon Resort
Key West, Florida- Oct 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,585 $4,412 ($630/night) 33% off
Hyatt Beach House Resort
Key West, Florida- Oct 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,328 $1,932 ($276/night) 17% off
Hyatt Sunset Harbor Resort
Key West, Florida- Nov 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,847 $3,001 ($429/night) 22% off
Hyatt Windward Pointe Resort
Key West, Florida- Oct 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,469 $2,123 ($303/night) 14% off
The Galleon Resort
Key West, Florida- Nov 14–16, 2026 (2 nights)
- 1 bed/1 bath, sleeps 4
- $885 $610 ($305/night) 31% off
Hyatt Beach House Resort
Key West, Florida- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,617 $3,832 ($547/night) 17% off
Hyatt Beach House Resort
Key West, Florida- Nov 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,662 $3,077 ($440/night) 34% off
Hyatt Beach House Resort
Key West, Florida- Feb 28 – Mar 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,397 $3,649 ($521/night) 17% off
Hyatt Sunset Harbor Resort
Key West, Florida- Nov 22–26, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $2,657 $2,205 ($551/night) 17% off
Hyatt Sunset Harbor Resort
Key West, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,618 $4,214 ($602/night) 25% off
Hyatt Windward Pointe Resort
Key West, Florida- Apr 10–17, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,975 $3,458 ($494/night) 13% off
Hyatt Beach House Resort
Key West, Florida- Dec 27–31, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,983 $1,765 ($441/night) 11% off