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.

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Hyatt Beach House Resort

Key West, Florida
  • Feb 16–23, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,658 ($607/night)

Hyatt Sunset Harbor Resort

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

Key West, Florida
  • Feb 1–8, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,756 ($620/night)
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Hyatt Windward Pointe Resort

Key West, Florida
  • Feb 8–15, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,756 ($620/night)

The Galleon Resort

Key West, Florida
  • Mar 1–8, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,400 ($629/night)

The Galleon Resort

Key West, Florida
  • Jan 18–25, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,425 ($632/night)
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The Galleon Resort

Key West, Florida
  • Dec 13–20, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,930 ($643/night)
Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida
  • Apr 13–20, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,930 ($643/night)
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The Galleon Resort

Key West, Florida
  • Dec 13–20, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,930 ($643/night)

Hyatt Sunset Harbor Resort

Key West, Florida
  • Dec 22–29, 2024 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,500 ($643/night)
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The Galleon Resort

Key West, Florida
  • Nov 29 – Dec 6, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,930 ($643/night)
Verified & Protected

The Galleon Resort

Key West, Florida
  • May 3–10, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,930 ($643/night)
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The Galleon Resort

Key West, Florida
  • Dec 6–13, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,930 ($643/night)

The Galleon Resort

Key West, Florida
  • Apr 12–19, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,550 ($650/night)
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The Galleon Resort

Key West, Florida
  • Mar 22–29, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $5,039 ($657/night)

The Galleon Resort

Key West, Florida
  • Mar 8–15, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,600 ($657/night)

The Galleon Resort

Key West, Florida
  • Mar 22–29, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,725 ($675/night)

The Galleon Resort

Key West, Florida
  • Mar 29 – Apr 5, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,725 ($675/night)

The Galleon Resort

Key West, Florida
  • Mar 15–22, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,725 ($675/night)

Hyatt Beach House Resort

Key West, Florida
  • Dec 29, 2024 – Jan 5, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,800 ($686/night)

The Galleon Resort

Key West, Florida
  • Jul 26 – Aug 2, 2025 (7 nights)
  • 2 bed/3 bath, sleeps 6
  • $4,850 ($693/night)

Hyatt Sunset Harbor Resort

Key West, Florida
  • Mar 9–16, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,900 ($700/night)
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The Galleon Resort

Key West, Florida
  • Feb 1–8, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $5,366 ($700/night)

The Galleon Resort

Key West, Florida
  • Mar 1–8, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,900 ($700/night)

Hyatt Beach House Resort

Key West, Florida
  • Dec 29, 2024 – Jan 5, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,900 ($700/night)

The Galleon Resort

Key West, Florida
  • Jul 26 – Aug 2, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 2
  • $4,950 ($707/night)

The Galleon Resort

Key West, Florida
  • Mar 22–29, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,950 ($707/night)

The Galleon Resort

Key West, Florida
  • Mar 8–29, 2025 (21 nights)
  • 2 bed/2 bath, sleeps 6
  • $14,850 ($707/night)

The Galleon Resort

Key West, Florida
  • Mar 8–15, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,950 ($707/night)
Verified & Protected

The Galleon Resort

Key West, Florida
  • Mar 8–15, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $5,420 ($707/night)

The Galleon Resort

Key West, Florida
  • Mar 15–22, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,950 ($707/night)
Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida
  • Jul 27 – Aug 3, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $5,420 ($707/night)

The Galleon Resort

Key West, Florida
  • Oct 25 – Nov 1, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $5,000 ($714/night)
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The Galleon Resort

Key West, Florida
  • Feb 1–8, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $5,911 ($771/night)

Hyatt Sunset Harbor Resort

Key West, Florida
  • Mar 9–15, 2025 (6 nights)
  • 2 bed/2 bath, sleeps 6
  • $4,650 ($775/night)
Verified & Protected

The Galleon Resort

Key West, Florida
  • Feb 8–15, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $6,129 ($800/night)

The Galleon Resort

Key West, Florida
  • Dec 21, 2024 – Jan 4, 2025 (14 nights)
  • 2 bed/2 bath, sleeps 6
  • $15,000 ($1,071/night)

The Galleon Resort

Key West, Florida
  • Dec 28, 2024 – Jan 4, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $8,750 ($1,250/night)
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The Galleon Resort

Key West, Florida
  • Mar 8–15, 2025 (7 nights)
  • 2 bed/2 bath, sleeps 6
  • $10,925 ($1,429/night)

The Galleon Resort

Key West, Florida
  • Dec 21–28, 2024 (7 nights)
  • 3 bed/3 bath, sleeps 8
  • $10,500 ($1,500/night)