Memorial Day Timeshare Rentals
Memorial Day is a federal holiday in the United States - observed annually on the last Monday of May. Take advantage of the long weekend and book a trip before the summer travel crowds ramp up.
The Galleon Resort
Key West, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 18–27, 2026 (9 nights)
- 1 bed/1 bath, sleeps 4
- $1,383 ($154/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 18–27, 2026 (9 nights)
- 1 bed/1 bath, sleeps 4
- $2,068 ($230/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 18–27, 2026 (9 nights)
- 2 bed/2 bath, sleeps 8
- $2,068 ($230/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 21–30, 2026 (9 nights)
- 2 bed/2 bath, sleeps 8
- $2,202 ($245/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 21–30, 2026 (9 nights)
- 1 bed/1 bath, sleeps 4
- $1,475 ($164/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 21–30, 2026 (9 nights)
- 1 bed/1 bath, sleeps 4
- $2,202 ($245/night)
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,167 ($595/night)
Hyatt Beach House Resort
Key West, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,186 ($455/night)
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,276 ($611/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- May 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- May 23–30, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,641 ($377/night)
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- May 14–28, 2026 (14 nights)
- 1 bed/1 bath, sleeps 4
- $1,978 ($141/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- May 14–28, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $3,443 ($246/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- May 14–28, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $3,138 ($224/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
- $3,295 ($471/night)
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- May 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,786 ($541/night)
Westgate Town Center
Kissimmee, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,205 ($315/night)
Marriott's Oceana Palms
Riviera Beach, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,649 ($521/night)
Westgate Vacation Villas
Kissimmee, Florida- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,314 ($331/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,022 ($432/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- May 23–28, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $670 ($134/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- May 23–28, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,163 ($233/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- May 23–28, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,079 ($216/night)
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Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,968 ($424/night)
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- May 24–31, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $4,385 ($626/night)
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Boulder Ridge Villas at Disney's Wilderness Lodge
Lake Buena Vista, Florida- May 22–26, 2026 (4 nights)
- Studio/1 bath, sleeps 5
- $2,039 ($510/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,673 ($239/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- May 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,859 ($408/night)
Verified & Protected
Hyatt Siesta Key Beach - A Hyatt Residence Club
Siesta Key, Florida- May 23–30, 2026 (7 nights)
- 2 bed/3 bath, sleeps 6
- $4,385 ($626/night)
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WorldMark Orlando Kingstown Reef
Orlando, Florida- May 24–26, 2026 (2 nights)
- 1 bed/1 bath, sleeps 4
- $405 ($202/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 6
- $4,930 ($704/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 22–30, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $2,004 ($251/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 22–30, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,343 ($168/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 22–30, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,004 ($251/night)
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Hyatt Windward Pointe Resort
Key West, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
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Marriott's Grande Vista
Orlando, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,968 ($424/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- May 25 – Jun 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,167 ($595/night)
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Marriott's Cypress Harbour Villas
Orlando, Florida- May 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,314 ($331/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- May 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($876/night)
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Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- May 24–27, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $999 ($333/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 22–28, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,475 ($246/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 22–28, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,475 ($246/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 22–28, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $986 ($164/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- May 25 – Jun 4, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $2,676 ($268/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- May 25 – Jun 4, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $2,336 ($234/night)