Juneteenth Timeshare Rentals
Juneteenth, named for the date of the holiday - June Nineteenth - commemorates the end of slavery in the United States. It is also referred to as Emancipation Day or Juneteenth Independence Day.
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Jun 19–24, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $2,644 ($529/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 14–20, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,894 ($649/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Jun 17–24, 2026 (7 nights)
- Studio/1 bath, sleeps 5
- $3,913 ($559/night)
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Voted Top Pick 2025
Marriott's Waiohai Beach Club
Koloa, Hawaii- Jun 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
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Voted Top Pick 2025
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jun 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
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Voted Top Pick 2025
Marriott's Waiohai Beach Club
Koloa, Hawaii- Jun 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Jun 13–20, 2026 (7 nights)
- Studio/1 bath, sleeps 5
- $3,913 ($559/night)
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Voted Top Pick 2025
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Jun 13–20, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $13,105 ($1,872/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Jun 14–21, 2026 (7 nights)
- Studio/1 bath, sleeps 5
- $3,913 ($559/night)
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Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Jun 14–21, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,560 ($509/night)
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Voted Top Pick 2025
Marriott's Waiohai Beach Club
Koloa, Hawaii- Jun 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,693 ($813/night)
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Marriott's Imperial Palm Villas
Orlando, Florida- Jun 13–20, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $3,840 ($549/night)
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Voted Top Pick 2025
Marriott's Newport Coast Villas
Newport Coast, California- Jun 19–25, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,219 ($536/night)
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Disney's Old Key West Resort
Lake Buena Vista, Florida- Jun 14–21, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,154 ($451/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,543 ($792/night)
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Voted Top Pick 2025
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jun 19–29, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $8,178 ($818/night)
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Disney's Old Key West Resort
Lake Buena Vista, Florida- Jun 13–20, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,965 ($424/night)
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Voted Top Pick 2025
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Jun 16–21, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($550/night)
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Voted Top Pick 2025
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Jun 15–21, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,622 ($604/night)
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Sheraton Broadway Resort Villas
Myrtle Beach, South Carolina- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,622 ($517/night)
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Marriott's Cypress Harbour Villas
Orlando, Florida- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
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Voted Top Pick 2025
Marriott's Waiohai Beach Club
Koloa, Hawaii- Jun 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
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Voted Top Pick 2025
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jun 14–21, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $6,510 ($930/night)
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Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Jun 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,404 ($486/night)
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Voted Top Pick 2025
Marriott's Newport Coast Villas
Newport Coast, California- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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Voted Top Pick 2025
Marriott's Newport Coast Villas
Newport Coast, California- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,167 ($595/night)
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Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jun 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,020 ($860/night)
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Club Wyndham South Shore
Zephyr Cove, Nevada- Jun 13–21, 2026 (8 nights)
- 3 bed/2 bath, sleeps 8
- $2,641 ($330/night)
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Voted Top Pick 2025
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jun 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,595 ($514/night)
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Voted Top Pick 2025
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Jun 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,222 ($603/night)
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Marriott's Grande Vista
Orlando, Florida- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,532 ($362/night)
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Hyatt High Sierra Lodge
Incline Village, Nevada- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,020 ($860/night)
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Voted Top Pick 2025
Marriott's Newport Coast Villas
Newport Coast, California- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,290 ($470/night)
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Grand Pacific Palisades Resort
Carlsbad, California- Jun 14–21, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,931 ($276/night)
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Voted Top Pick 2025
Marriott's Newport Coast Villas
Newport Coast, California- Jun 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,219 ($460/night)
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Voted #1 Resort 2025
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jun 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,039 ($720/night)
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Voted Top Pick 2025
Marriott's OceanWatch Villas at Grande Dunes
Myrtle Beach, South Carolina- Jun 16–21, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,076 ($615/night)
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Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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Voted Top Pick 2025
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
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Voted Top Pick 2025
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jun 14–22, 2026 (8 nights)
- 3 bed/2 bath, sleeps 8
- $9,835 ($1,229/night)
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Marriott's Kauai Beach Club
Lihue, Hawaii- Jun 15–22, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,295 ($471/night)
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Voted Top Pick 2025
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jun 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($549/night)
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Voted Top Pick 2025
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jun 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
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Voted Top Pick 2025
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jun 13–20, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $5,475 ($782/night)
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Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Hilton Head Island, South Carolina- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,205 ($315/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
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Voted Top Pick 2025
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jun 14–21, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,641 ($377/night)
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Voted Top Pick 2025
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jun 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,257 ($751/night)