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.
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The Villas at Simpson Bay Resort & Marina
Simpson Bay, Dutch side (Sint Maarten), Sint Maarten & Saint Martin- May 23–30, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,031 ($290/night)
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Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- May 22–31, 2026 (9 nights)
- 2 bed/2 bath, sleeps 8
- $2,305 ($256/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- May 22–31, 2026 (9 nights)
- 1 bed/1 bath, sleeps 4
- $1,480 ($164/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- May 22–31, 2026 (9 nights)
- 2 bed/2 bath, sleeps 8
- $2,606 ($290/night)
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Voted Top Pick 2025
Marriott's Newport Coast Villas
Newport Coast, California- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,268 ($467/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 24–31, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,039 ($291/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 24–31, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,119 ($160/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 24–31, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,673 ($239/night)
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Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,949 ($564/night)
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Voted Top Pick 2025
Harborside Resort at Atlantis
Paradise Island, Bahamas- May 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,911 ($844/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- May 22–29, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $4,385 ($626/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- May 22–29, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $3,949 ($564/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- May 23–29, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $1,330 ($222/night)
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Disney's Polynesian Villas & Bungalows
Lake Buena Vista, Florida- May 23–26, 2026 (3 nights)
- Studio/1 bath, sleeps 5
- $1,856 ($619/night)
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Voted #1 Resort 2025
Marriott's Aruba Surf Club
Palm Beach, Aruba- May 25 – Jun 4, 2026 (10 nights)
- 1 bed/1 bath, sleeps 4
- $4,658 ($466/night)
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Voted Top Pick 2025
Marriott's OceanWatch Villas at Grande Dunes
Myrtle Beach, South Carolina- May 24–29, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,749 ($550/night)
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Club Wyndham Great Smokies Lodge
Sevierville, Tennessee- May 22–31, 2026 (9 nights)
- 2 bed/2 bath, sleeps 6
- $2,754 ($306/night)
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Voted Top Pick 2025
Marriott's Newport Coast Villas
Newport Coast, California- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
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Voted Top Pick 2025
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- May 23–30, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,167 ($595/night)
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Voted #1 Resort 2025
Marriott's Aruba Surf Club
Palm Beach, Aruba- May 23–30, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,749 ($393/night)
Voted Top Pick 2025
The Westin Nanea Ocean Villas
Lahaina, Hawaii- May 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,930 ($704/night)
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Voted Top Pick 2025
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,993 ($570/night)
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Voted Top Pick 2025
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- May 24–31, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $6,892 ($985/night)
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Voted Top Pick 2025
Marriott's Newport Coast Villas
Newport Coast, California- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,022 ($432/night)
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Marriott's Kauai Beach Club
Lihue, Hawaii- May 24–31, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,641 ($377/night)
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Marriott's Desert Springs Villas
Palm Desert, California- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,478 ($354/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- May 21–31, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $2,493 ($249/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- May 21–31, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $2,798 ($280/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- May 21–31, 2026 (10 nights)
- 1 bed/1 bath, sleeps 4
- $1,594 ($159/night)
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Club Wyndham Nashville
Nashville, Tennessee- May 22–26, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $888 ($222/night)
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Club Wyndham Nashville
Nashville, Tennessee- May 22–26, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,119 ($280/night)
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Voted #1 Resort 2025
Marriott's Aruba Surf Club
Palm Beach, Aruba- May 25 – Jun 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,257 ($751/night)
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Voted #1 Resort 2025
Marriott's Aruba Surf Club
Palm Beach, Aruba- May 24–31, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,077 ($440/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- May 23–30, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,473 ($210/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- May 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,230 ($461/night)
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Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,712 ($673/night)
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Voted #1 Resort 2025
Marriott's Aruba Surf Club
Palm Beach, Aruba- May 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)
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Marriott's Grande Vista
Orlando, Florida- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- May 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,240 ($463/night)
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Voted Top Pick 2025
Marriott's OceanWatch Villas at Grande Dunes
Myrtle Beach, South Carolina- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
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Voted Top Pick 2025
Marriott's Waiohai Beach Club
Koloa, Hawaii- May 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,197 ($742/night)
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Voted Top Pick 2025
Marriott's Newport Coast Villas
Newport Coast, California- May 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,772 ($396/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- May 24–31, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($440/night)
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Voted Top Pick 2025
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- May 24–30, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $5,420 ($903/night)
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Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- May 20–26, 2026 (6 nights)
- 3 bed/3 bath, sleeps 10
- $3,840 ($640/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 22–31, 2026 (9 nights)
- 1 bed/1 bath, sleeps 4
- $1,568 ($174/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- May 22–31, 2026 (9 nights)
- 3 bed/2 bath, sleeps 10
- $2,833 ($315/night)