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 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 5
- $2,096 ($299/night)
Verified & Protected
Disney's Old Key West Resort
Lake Buena Vista, Florida- May 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 5
- $2,096 ($299/night)
Verified & Protected
Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- May 23–30, 2026 (7 nights)
- 1 bed/1 bath, sleeps 5
- $5,475 ($782/night)
Verified & Protected
Marriott's Grande Vista
Orlando, Florida- May 25 – Jun 1, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $666 ($95/night)
Verified & Protected
Little Gull Cottages
Longboat Key, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 5
- $1,769 ($253/night)
Verified & Protected
Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- May 25–26, 2026 (1 night)
- Studio/1 bath, sleeps 4
- $370 ($370/night)
Verified & Protected
The Fountains
Orlando, Florida- May 23–28, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $832 ($166/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
- $888 ($222/night)
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Coconut Beach Resort
Key West, Florida- May 23–30, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $1,220 ($174/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
- $1,549 ($221/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
- $1,153 ($165/night)
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Sheraton Vistana Villages
Orlando, Florida- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,329 ($190/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)
Verified & Protected
Westgate Lakes Resort & Spa
Orlando, Florida- May 24–31, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $999 ($143/night)
Verified & Protected
Marriott's Grande Vista
Orlando, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,330 ($190/night)
Verified & Protected
Marriott's Harbour Lake
Orlando, Florida- May 22–26, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,110 ($278/night)
Verified & Protected
The Galleon Resort
Key West, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,963 ($423/night)
Verified & Protected
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- May 22–29, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $953 ($136/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
- $3,290 ($470/night)
Verified & Protected
Eagle's Nest Beach Resort
Marco Island, Florida- May 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,298 ($471/night)
Verified & Protected
Cypress Pointe Resort
Orlando, Florida- May 24–31, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $666 ($95/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,126 ($161/night)
Verified & Protected
Marriott's Lakeshore Reserve
Orlando, Florida- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,329 ($190/night)
Verified & Protected
Westgate Lakes Resort & Spa
Orlando, Florida- May 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,110 ($159/night)
Verified & Protected
The Galleon Resort
Key West, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,205 ($315/night)
Sheraton Vistana Resort
Orlando, Florida- May 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,440 ($206/night)
Verified & Protected
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,330 ($190/night)
Verified & Protected
Marriott's Villas at Doral
Miami, Florida- May 22–26, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $2,368 ($592/night)
Verified & Protected
Club Wyndham Royal Vista
Pompano Beach, Florida- May 25–31, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,769 ($295/night)
Verified & Protected
Grande Villas Resort
Orlando, Florida- May 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $888 ($127/night)
Verified & Protected
Westgate Vacation Villas
Kissimmee, Florida- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,220 ($174/night)
Verified & Protected
Hyatt Beach House Resort
Key West, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,219 ($174/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- May 24–29, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,385 ($277/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- May 23–29, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,824 ($304/night)
Verified & Protected
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,096 ($299/night)
Verified & Protected
Hilton Grand Vacations at SeaWorld
Orlando, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,440 ($206/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- May 22–26, 2026 (4 nights)
- 3 bed/3 bath, sleeps 12
- $710 ($178/night)
Verified & Protected
Marriott's Villas at Doral
Miami, Florida- May 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,474 ($353/night)
Verified & Protected
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,660 ($237/night)
Verified & Protected
Marriott's Grande Vista
Orlando, Florida- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,660 ($237/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,859 ($408/night)
Verified & Protected
Marriott Vacation Club Pulse, South Beach
Miami Beach, Florida- May 23–27, 2026 (4 nights)
- Studio/1 bath, sleeps 3
- $888 ($222/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - North Village
Kissimmee, Florida- May 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $665 ($95/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,140 ($591/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
- $4,712 ($673/night)
Verified & Protected
Marriott's Grande Vista
Orlando, Florida- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,358 ($194/night)