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!
Verified & Protected
Boulder Ridge Villas at Disney's Wilderness Lodge
Lake Buena Vista, Florida- May 28 – Jun 4, 2027 (7 nights)
- Studio/1 bath, sleeps 5
- $3,256 ($465/night)
Verified & Protected
Boulder Ridge Villas at Disney's Wilderness Lodge
Lake Buena Vista, Florida- May 30 – Jun 4, 2027 (5 nights)
- Studio/1 bath, sleeps 5
- $2,292 ($458/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 28 – Jun 1, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $479 ($120/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- May 28 – Jun 1, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $888 ($222/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- May 28 – Jun 1, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,172 ($293/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- May 28 – Jun 1, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,083 ($271/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- May 28 – Jun 1, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $613 ($153/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- May 25 – Jun 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($876/night)
The Resort on Cocoa Beach
Cocoa Beach, Florida- May 29 – Jun 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,238 ($320/night)
Verified & Protected
Hilton Grand Vacations at McAlpin-Ocean Plaza
Miami Beach, Florida- May 28 – Jun 4, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,832 ($547/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- May 30 – Jun 5, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,383 ($230/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- May 30 – Jun 5, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $523 ($87/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- May 30 – Jun 5, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,251 ($208/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- May 30 – Jun 5, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,083 ($181/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- May 30 – Jun 5, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $733 ($122/night)
Verified & Protected
Disney's Riviera Resort
Lake Buena Vista, Florida- May 30 – Jun 6, 2027 (7 nights)
- Studio/1 bath, sleeps 5
- $4,664 ($666/night)
Verified & Protected
Copper Creek Villas & Cabins at Disney's Wilderness Lodge
Lake Buena Vista, Florida- May 30 – Jun 6, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,007 ($430/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- May 29 – Jun 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($494/night)
Verified & Protected
The Villas at Disney's Grand Floridian Resort & Spa
Lake Buena Vista, Florida- May 28 – Jun 2, 2027 (5 nights)
- Studio/1 bath, sleeps 5
- $2,955 ($591/night)
Verified & Protected
Disney's BoardWalk Villas
Lake Buena Vista, Florida- May 31 – Jun 5, 2027 (5 nights)
- Studio/1 bath, sleeps 5
- $2,662 ($532/night)
Verified & Protected
Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- May 29 – Jun 5, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,924 ($418/night)
Verified & Protected
Disney's Beach Club Villas
Lake Buena Vista, Florida- May 29 – Jun 5, 2027 (7 nights)
- Studio/1 bath, sleeps 5
- $4,498 ($643/night)
Verified & Protected
Disney's BoardWalk Villas
Lake Buena Vista, Florida- May 29 – Jun 4, 2027 (6 nights)
- Studio/1 bath, sleeps 5
- $3,831 ($639/night)
Verified & Protected
Disney's Beach Club Villas
Lake Buena Vista, Florida- May 28 – Jun 3, 2027 (6 nights)
- Studio/1 bath, sleeps 5
- $3,871 ($645/night)
Verified & Protected
Disney's BoardWalk Villas
Lake Buena Vista, Florida- May 29 – Jun 4, 2027 (6 nights)
- Studio/1 bath, sleeps 5
- $3,831 ($639/night)
Verified & Protected
Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- May 29 – Jun 5, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,407 ($344/night)
Verified & Protected
Boulder Ridge Villas at Disney's Wilderness Lodge
Lake Buena Vista, Florida- May 27 – Jun 2, 2027 (6 nights)
- Studio/1 bath, sleeps 5
- $3,550 ($592/night)
Verified & Protected
Hyatt Siesta Key Beach - A Hyatt Residence Club
Siesta Key, Florida- May 29 – Jun 5, 2027 (7 nights)
- 2 bed/3 bath, sleeps 6
- $4,385 ($626/night)
Verified & Protected
Copper Creek Villas & Cabins at Disney's Wilderness Lodge
Lake Buena Vista, Florida- May 27 – Jun 1, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $2,170 ($434/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- May 30 – Jun 3, 2027 (4 nights)
- Studio/1 bath, sleeps 2
- $888 ($222/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- May 29 – Jun 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,380 ($626/night)
Verified & Protected
Marriott's Oceana Palms
Riviera Beach, Florida- May 29 – Jun 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,925 ($704/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- May 29 – Jun 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,057 ($580/night)
Verified & Protected
Marriott's Grande Vista
Orlando, Florida- May 29 – Jun 4, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,824 ($304/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- May 28 – Jun 3, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($822/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- May 30 – Jun 4, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,076 ($615/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- May 26 – Jun 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- May 29 – Jun 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,222 ($603/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- May 28 – Jun 4, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,256 ($751/night)