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 Old Key West Resort
Lake Buena Vista, Florida- May 21–26, 2026 (5 nights)
- 2 bed/2 bath, sleeps 9
- $2,478 ($496/night)
Disney's Old Key West Resort
Lake Buena Vista, Florida- May 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 5
- $2,641 ($377/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- May 25–26, 2026 (1 night)
- Studio/1 bath, sleeps 4
- $370 ($370/night)
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The Fountains
Orlando, Florida- May 23–28, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,027 ($205/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- May 16–26, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($438/night)
Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- May 23–30, 2026 (7 nights)
- 1 bed/1 bath, sleeps 5
- $2,641 ($377/night)
Disney's Old Key West Resort
Lake Buena Vista, Florida- May 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 5
- $2,641 ($377/night)
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Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- May 25–29, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,109 ($277/night)
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Coconut Beach Resort
Key West, Florida- May 23–30, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $1,932 ($276/night)
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The Resort on Cocoa Beach
Cocoa Beach, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,768 ($253/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $944 ($135/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- May 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,257 ($751/night)
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Vacation Village at Parkway
Kissimmee, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,714 ($245/night)
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Sheraton Vistana Villages
Orlando, Florida- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,439 ($206/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- May 25 – Jun 1, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,396 ($199/night)
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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
- $1,330 ($190/night)
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Hyatt Sunset Harbor Resort
Key West, Florida- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,294 ($471/night)
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Westgate Lakes Resort & Spa
Orlando, Florida- May 24–31, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,110 ($159/night)
Hyatt Sunset Harbor Resort
Key West, Florida- May 24–31, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $1,220 ($174/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 22–27, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $666 ($133/night)
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Club Wyndham Clearwater Beach Resort
Clearwater, Florida- May 23–28, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,892 ($578/night)
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Marriott's Grande Vista
Orlando, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($221/night)
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Marriott's Royal Palms
Orlando, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,878 ($268/night)
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Marriott's Harbour Lake
Orlando, Florida- May 22–26, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,110 ($278/night)
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The Galleon Resort
Key West, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,963 ($423/night)
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Club Wyndham Clearwater Beach Resort
Clearwater, Florida- May 22–26, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $3,295 ($824/night)
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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
- $1,110 ($159/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- May 22–29, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $999 ($143/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
- $3,835 ($548/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
- $3,298 ($471/night)
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Cypress Pointe Resort
Orlando, Florida- May 24–31, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $888 ($127/night)
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Sheraton Vistana Resort
Orlando, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,396 ($199/night)
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Marriott's Lakeshore Reserve
Orlando, Florida- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,768 ($253/night)
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Westgate Lakes Resort & Spa
Orlando, Florida- May 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,110 ($159/night)
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The Galleon Resort
Key West, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,022 ($432/night)
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Bluegreen's Bayside Resort and Spa at Panama City Beach
Panama City Beach, Florida- May 22–26, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $777 ($194/night)
Sheraton Vistana Resort
Orlando, Florida- May 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,440 ($206/night)
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Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,495 ($214/night)
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Marriott's Villas at Doral
Miami, Florida- May 22–26, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $2,368 ($592/night)
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Wyndham Bay Club II
Destin, Florida- May 23–29, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,330 ($222/night)
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Disney's Old Key West Resort
Lake Buena Vista, Florida- May 25–26, 2026 (1 night)
- Studio/1 bath, sleeps 4
- $365 ($365/night)
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Club Wyndham Royal Vista
Pompano Beach, Florida- May 25–31, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,769 ($295/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,406 ($344/night)
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Grande Villas Resort
Orlando, Florida- May 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $888 ($127/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,532 ($362/night)
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Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,054 ($151/night)
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Westgate Vacation Villas
Kissimmee, Florida- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,220 ($174/night)
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Hyatt Beach House Resort
Key West, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,698 ($243/night)