Memorial Day Timeshare Rentals
Observed on the last Monday of May, Memorial Day is a federal holiday in the United States and the perfect long weekend for a first taste of summer vacation. Take advantage of the extra time off to relax, explore, and enjoy your favorite destinations before the summer rush begins!
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- May 22–29, 2026 (7 nights)
- 3 bed/3 bath, sleeps 11
- $1,660 ($237/night)
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Sheraton Vistana Villages
Orlando, Florida- May 23–27, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,275 ($319/night)
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Marriott Vacation Club Pulse, South Beach
Miami Beach, Florida- May 23–27, 2026 (4 nights)
- Studio/1 bath, sleeps 3
- $1,220 ($305/night)
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Hyatt Beach House Resort
Key West, Florida- May 24–29, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,982 ($396/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
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The Resort on Cocoa Beach
Cocoa Beach, Florida- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,069 ($296/night)
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Copper Creek Villas & Cabins at Disney's Wilderness Lodge
Lake Buena Vista, Florida- May 20–27, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,877 ($554/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,712 ($673/night)
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Marriott's Grande Vista
Orlando, Florida- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,123 ($303/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 25 – Jun 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,113 ($302/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 25–29, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,194 ($298/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,404 ($486/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 25–31, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,861 ($310/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 24–29, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,443 ($289/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,240 ($463/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,113 ($302/night)
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Disney's Old Key West Resort
Lake Buena Vista, Florida- May 24–31, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,903 ($415/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,191 ($456/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,132 ($447/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 24–30, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,779 ($296/night)
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Westgate Town Center
Kissimmee, Florida- May 23–30, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,660 ($237/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 22–27, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,566 ($313/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 23–29, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,779 ($296/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,113 ($302/night)
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Marriott's Royal Palms
Orlando, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $10,925 ($1,561/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- May 23–30, 2026 (7 nights)
- Studio/1 bath, sleeps 5
- $3,824 ($546/night)
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Disney's Old Key West Resort
Lake Buena Vista, Florida- May 23–30, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,728 ($390/night)
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Marriott's Cypress Harbour Villas
Orlando, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)
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Marriott's Harbour Lake
Orlando, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)