Bargain Timeshare Resales
Buying a timeshare resale directly from an owner instead of the developer can save you thousands of dollars. Many motivated sellers price their ownership at, or below, the cost of a single week’s rental. Explore these timeshare resales available for under $5,000 and discover just how affordable vacation ownership can be!
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Voted Top Pick 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- Week: Floating (Medium Season)
- Use: Even Years
- 1 bed/1 bath, sleeps 4
- $1,584.22 (maint. fee: $1,000.68)
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Oyster Bay Beach Resort
Philipsburg, Dutch side (Sint Maarten), Sint Maarten & Saint Martin- Week: Floating (Season Varies)
- Use: Even Years
- Studio/1 bath, sleeps 2
- $1,799 (maint. fee: $559.5)
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The Westin St. John - Coral Vista Villas
Cruz Bay, St. John (USVI)- Week: Floating (Season Varies)
- Use: Annual
- 2 bed/2 bath, sleeps 8
- $1,800 (maint. fee: $4,000)
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Morritt's Grand Resort
East End, Grand Cayman, Cayman Islands- Week: Floating (High Season)
- Use: Odd Years
- 1 bed/1 bath, sleeps 4
- $1,899 (maint. fee: $1,510)
Hilton Vacation Club Flamingo Beach St. Maarten
Simpson Bay, Dutch side (Sint Maarten), Sint Maarten & Saint Martin
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Oyster Bay Beach Resort
Philipsburg, Dutch side (Sint Maarten), Sint Maarten & Saint Martin
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Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Week: Floating (High Season)
- Use: Even Years
- 2 bed/2 bath, sleeps 8
- $1,999 (maint. fee: $1,477.79)
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Morritt's Tortuga Club
East End, Grand Cayman, Cayman Islands- Week: Floating (High Season)
- Use: Odd Years
- Studio/1 bath, sleeps 2
- $2,000 (maint. fee: $1,110)
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Voted Top Pick 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- Week: Floating (Medium Season)
- Use: Annual
- 1 bed/1 bath, sleeps 4
- $2,000 (maint. fee: $2,887.92)
The Westin St. John - Bay Vista Villas
Cruz Bay, St. John (USVI)- Week: Floating (Medium Season)
- Use: Odd Years
- 2 bed/2 bath, sleeps 8
- $2,000 (maint. fee: $1,722)
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The Westin St. John - Coral Vista Villas
Cruz Bay, St. John (USVI)- Week: Floating (High Season)
- Use: Annual
- 2 bed/2 bath, sleeps 6
- $2,000 (maint. fee: $4,484)
Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Week: Floating (Medium Season)
- Use: Annual
- 2 bed/2 bath, sleeps 8
- $2,000 (maint. fee: $2,899.21)
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The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- Week: Floating (High Season)
- Use: Annual
- 2 bed/2.5 bath, sleeps 6
- $2,000 (maint. fee: $20,037)
Morritt's Tortuga Club
East End, Grand Cayman, Cayman Islands- Week: Floating (High Season)
- Use: Annual
- 1 bed/1 bath, sleeps 4
- $2,000 (maint. fee: $1,400)
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Morritt's Tortuga Club
East End, Grand Cayman, Cayman Islands- Week: Floating (High Season)
- Use: Annual
- 2 bed/2 bath, sleeps 6
- $2,000 (maint. fee: $1,800)
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The Crane, a Hilton Grand Vacations Club
St. Philip, Barbados- Week: Floating (Medium Season)
- Use: Annual
- 1 bed/2 bath, sleeps 4
- $2,000 (maint. fee: $2,245)
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The Villas at Simpson Bay Resort & Marina
Simpson Bay, Dutch side (Sint Maarten), Sint Maarten & Saint Martin
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Wyndham St. Thomas, a Margaritaville Vacation Club Resort
East End, St. Thomas (USVI)- Week: Floating (Season Varies)
- Use: Annual
- Studio/0 bath, sleeps 0
- $2,200 (maint. fee: $1,322.56)
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Club Wyndham Elysian Beach Resort
East End, St. Thomas (USVI)- Week: Floating
- Use: Annual
- Studio/1 bath, sleeps 0
- $2,500 (maint. fee: $1,364)
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Club Wyndham Elysian Beach Resort
East End, St. Thomas (USVI)- Week: Floating
- Use: Annual
- Studio/1 bath, sleeps 4
- $2,500 (maint. fee: $1,364)
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Sapphire Beach Club
Cupecoy Beach, Dutch side (Sint Maarten), Sint Maarten & Saint Martin- Week: Floating (Season Varies)
- Use: Annual
- 2 bed/2 bath, sleeps 6
- $2,500 (maint. fee: $1,502)
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Morritt's Tortuga Club
East End, Grand Cayman, Cayman Islands- Week: Floating (Season Varies)
- Use: Annual
- 1 bed/2 bath, sleeps 4
- $2,500 (maint. fee: $1,280)
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The Villas at Simpson Bay Resort & Marina
Simpson Bay, Dutch side (Sint Maarten), Sint Maarten & Saint Martin
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Morritt's Grand Resort
East End, Grand Cayman, Cayman Islands- Week: Floating (High Season)
- Use: Annual
- 1 bed/1 bath, sleeps 4
- $2,500 (maint. fee: $1,510)
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Simpson Bay Resort and Marina
Simpson Bay, Dutch side (Sint Maarten), Sint Maarten & Saint Martin
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