Bargain Timeshare Rentals
Timeshare rentals by-owner are almost always a bargain when compared to resort rack rates. Here are the best deals on your next timeshare rental vacation.
The Galleon Resort
Key West, Florida- Jul 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,603 ($658/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $4,711 ($673/night)
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,712 ($673/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,876 ($696/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Mar 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,930 ($704/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Jun 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,930 ($704/night)
The Galleon Resort
Key West, Florida- May 2–9, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,930 ($704/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Apr 26 – May 3, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,984 ($712/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Feb 19–22, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $2,150 ($717/night)
Verified & Protected
Hyatt Beach House Resort
Key West, Florida- Mar 22–26, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $3,022 ($756/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Feb 22 – Mar 1, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $5,366 ($767/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Oct 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,366 ($767/night)
Verified & Protected
The Galleon Resort
Key West, Florida- Apr 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,366 ($767/night)
Hyatt Windward Pointe Resort
Key West, Florida- Apr 12–16, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $3,186 ($796/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Mar 19–22, 2026 (3 nights)
- 2 bed/2 bath, sleeps 6
- $2,586 ($862/night)
The Galleon Resort
Key West, Florida- Oct 31 – Nov 7, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,110 ($1,016/night)
Hyatt Sunset Harbor Resort
Key West, Florida- Dec 24–27, 2026 (3 nights)
- 2 bed/2.5 bath, sleeps 6
- $3,949 ($1,316/night)