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
  • Aug 16–23, 2025 (7 nights)
  • 3 bed/3 bath, sleeps 8
  • $3,400 ($486/night)
Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida
  • Mar 8–15, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,786 ($493/night)

Hyatt Windward Pointe Resort

Key West, Florida
  • Jan 11–18, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,450 ($493/night)
Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida
  • Jan 14–18, 2025 (4 nights)
  • 2 bed/2 bath, sleeps 6
  • $2,183 ($495/night)

Hyatt Windward Pointe Resort

Key West, Florida
  • Apr 26 – May 3, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,488 ($498/night)

Hyatt Windward Pointe Resort

Key West, Florida
  • Apr 20–27, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,488 ($498/night)
Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida
  • Feb 16–23, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,840 ($500/night)

Hyatt Beach House Resort

Key West, Florida
  • Jan 12–19, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,500 ($500/night)
Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida
  • Dec 15–19, 2024 (4 nights)
  • 2 bed/2 bath, sleeps 6
  • $2,205 ($500/night)
Verified & Protected

Hyatt Beach House Resort

Key West, Florida
  • Mar 2–9, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,840 ($500/night)
Verified & Protected

Hyatt Beach House Resort

Key West, Florida
  • Dec 29, 2024 – Jan 5, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,840 ($500/night)

Hyatt Sunset Harbor Resort

Key West, Florida
  • Mar 2–9, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,500 ($500/night)

Hyatt Sunset Harbor Resort

Key West, Florida
  • Mar 9–16, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,500 ($500/night)
Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida
  • May 25 – Jun 1, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,840 ($500/night)
Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida
  • Feb 2–9, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,840 ($500/night)
Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida
  • Jun 8–15, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,840 ($500/night)

Hyatt Beach House Resort

Key West, Florida
  • Feb 9–16, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,590 ($513/night)

Hyatt Sunset Harbor Resort

Key West, Florida
  • Mar 30 – Apr 6, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,599 ($514/night)
Verified & Protected

Hyatt Beach House Resort

Key West, Florida
  • Feb 9–16, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,949 ($514/night)
Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida
  • Feb 22 – Mar 1, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,004 ($521/night)

Hyatt Windward Pointe Resort

Key West, Florida
  • Feb 22 – Mar 1, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,675 ($525/night)

Hyatt Windward Pointe Resort

Key West, Florida
  • Jan 12–19, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,675 ($525/night)

Hyatt Beach House Resort

Key West, Florida
  • Dec 22–29, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,795 ($542/night)
Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida
  • Feb 1–8, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,222 ($550/night)

The Galleon Resort

Key West, Florida
  • Jan 11–18, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,276 ($557/night)
Verified & Protected

Hyatt Beach House Resort

Key West, Florida
  • Dec 22–29, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,276 ($557/night)

The Galleon Resort

Key West, Florida
  • Jun 28 – Jul 5, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,950 ($564/night)
Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida
  • Apr 6–13, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,330 ($564/night)

Hyatt Beach House Resort

Key West, Florida
  • Jan 26 – Feb 2, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,988 ($570/night)

Hyatt Beach House Resort

Key West, Florida
  • Apr 20–27, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $3,988 ($570/night)
Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida
  • Jun 22–29, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,380 ($571/night)
Verified & Protected

Hyatt Beach House Resort

Key West, Florida
  • Mar 30 – Apr 6, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,385 ($571/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)
Verified & Protected

Hyatt Beach House Resort

Key West, Florida
  • Jan 26 – Feb 2, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,385 ($571/night)

The Galleon Resort

Key West, Florida
  • May 3–10, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,385 ($571/night)

The Galleon Resort

Key West, Florida
  • Jul 26 – Aug 2, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,000 ($571/night)

The Galleon Resort

Key West, Florida
  • Jan 4–11, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,000 ($571/night)

The Galleon Resort

Key West, Florida
  • Aug 2–9, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,150 ($593/night)

The Galleon Resort

Key West, Florida
  • Aug 2–9, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,150 ($593/night)

The Galleon Resort

Key West, Florida
  • Mar 8–9, 2025 (1 night)
  • 1 bed/1 bath, sleeps 4
  • $595 ($595/night)

Hyatt Windward Pointe Resort

Key West, Florida
  • Apr 12–19, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,165 ($595/night)

Hyatt Beach House Resort

Key West, Florida
  • Dec 28, 2025 – Jan 4, 2026 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,200 ($600/night)

The Galleon Resort

Key West, Florida
  • Nov 8–15, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,200 ($600/night)

The Galleon Resort

Key West, Florida
  • Mar 29 – Apr 5, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,200 ($600/night)

The Galleon Resort

Key West, Florida
  • Feb 15–18, 2025 (3 nights)
  • 2 bed/2 bath, sleeps 6
  • $1,800 ($600/night)
Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida
  • Mar 22–29, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,603 ($600/night)
Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida
  • Mar 15–22, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,603 ($600/night)

Hyatt Sunset Harbor Resort

Key West, Florida
  • Feb 9–16, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,250 ($607/night)