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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Disney's Polynesian Villas & Bungalows
Lake Buena Vista, Florida- May 25–28, 2026 (3 nights)
- Studio/1 bath, sleeps 5
- $1,578 ($526/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 23–28, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $719 ($144/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 23–28, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,370 ($274/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 23–28, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,048 ($210/night)
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($221/night)
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Vistana Beach Club
Jensen Beach, Florida- May 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,314 ($331/night)
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Disney's Beach Club Villas
Lake Buena Vista, Florida- May 25–27, 2026 (2 nights)
- Studio/1 bath, sleeps 5
- $959 ($480/night)
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- May 22–29, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,096 ($299/night)
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- May 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,421 ($346/night)
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Eagle's Nest Beach Resort
Marco Island, Florida- May 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,031 ($576/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 25 – Jun 3, 2026 (9 nights)
- 2 bed/2 bath, sleeps 8
- $2,739 ($304/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,948 ($278/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,488 ($213/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,026 ($147/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- May 20–26, 2026 (6 nights)
- 3 bed/3 bath, sleeps 10
- $5,475 ($912/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 22–26, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,356 ($339/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 22–26, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $706 ($176/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 22–26, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,012 ($253/night)
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Cypress Pointe Resort
Orlando, Florida- May 24–31, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $1,550 ($221/night)
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Coconut Beach Resort
Key West, Florida- May 23–30, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,840 ($549/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,948 ($278/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 24–31, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,026 ($147/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,488 ($213/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 25–30, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $626 ($125/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 25–30, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $924 ($185/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 25–30, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,185 ($237/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 23–31, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,327 ($291/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 23–31, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $1,769 ($221/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 23–31, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,224 ($153/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 15–29, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $2,955 ($211/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 15–29, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $3,871 ($276/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 15–29, 2026 (14 nights)
- 1 bed/1 bath, sleeps 4
- $2,039 ($146/night)
Hyatt Windward Pointe Resort
Key West, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,258 ($323/night)
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Sheraton Vistana Resort
Orlando, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,434 ($205/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 25 – Jun 1, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,026 ($147/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 25 – Jun 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,488 ($213/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,488 ($213/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,948 ($278/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 24–28, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $986 ($246/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 24–28, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $764 ($191/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 24–28, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $523 ($131/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 20–26, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,861 ($310/night)
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Marriott's Lakeshore Reserve
Orlando, Florida- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,730 ($533/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 21–27, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,861 ($310/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 23–27, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,172 ($293/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 23–27, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $888 ($222/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 23–27, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $613 ($153/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 23 – Jun 3, 2026 (11 nights)
- 2 bed/2 bath, sleeps 8
- $3,364 ($306/night)