Labor Day Timeshare Rentals
Labor Day falls on the first Monday in September in the United States. Marking the unofficial end of summer, it’s a popular weekend for one last getaway before school starts and the fall travel season begins.
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Wyndham Vacation Resorts at Majestic Sun
Destin, Florida- Sep 7–12, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,170 ($234/night)
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Eagle's Nest Beach Resort
Marco Island, Florida- Sep 4–11, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,314 ($331/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Sep 6–9, 2026 (3 nights)
- 3 bed/3 bath, sleeps 10
- $2,206 ($735/night)
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Hyatt Sunset Harbor Resort
Key West, Florida- Sep 6–10, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $888 ($222/night)
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Marriott's Villas at Doral
Miami, Florida- Sep 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $894 ($128/night)
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Marriott's Villas at Doral
Miami, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $894 ($128/night)
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Marriott's Grande Vista
Orlando, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,119 ($160/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Sep 7–10, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $949 ($316/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Sep 7–10, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $882 ($294/night)
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Westgate Lakes Resort & Spa
Orlando, Florida- Sep 4–8, 2026 (4 nights)
- 3 bed/3 bath, sleeps 12
- $888 ($222/night)
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 4–8, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $977 ($244/night)
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The Fountains
Orlando, Florida- Sep 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $855 ($122/night)
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Orlando's Sunshine Resort II
Orlando, Florida- Sep 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $777 ($111/night)
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Westgate Town Center
Kissimmee, Florida- Sep 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $583 ($83/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,080 ($154/night)
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Las Palmeras by Hilton Grand Vacations
Orlando, Florida- Sep 5–12, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $545 ($78/night)
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Tortuga Beach Club
Sanibel Island, Florida- Sep 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,165 ($166/night)
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Holiday Inn Club Vacations Orlando Breeze Resort
Davenport, Florida- Sep 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,358 ($194/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Sep 7–9, 2026 (2 nights)
- 2 bed/2 bath, sleeps 8
- $888 ($444/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Sep 7–11, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $2,096 ($524/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,505 ($358/night)
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Marriott Vacation Club Pulse, South Beach
Miami Beach, Florida- Sep 5–12, 2026 (7 nights)
- Studio/1 bath, sleeps 3
- $2,886 ($412/night)
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Marriott's Villas at Doral
Miami, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
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Westgate Lakes Resort & Spa
Orlando, Florida- Sep 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $699 ($100/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Sep 7–11, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $884 ($221/night)
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Eagle's Nest Beach Resort
Marco Island, Florida- Sep 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,009 ($287/night)
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Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Sep 3–10, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $2,205 ($315/night)
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Hilton Grand Vacations at Tuscany Village
Orlando, Florida- Sep 4–8, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $821 ($205/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,200 ($314/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,428 ($347/night)
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Hyatt Windward Pointe Resort
Key West, Florida- Sep 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,123 ($303/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Sep 5–9, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,176 ($294/night)
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Marriott's Cypress Harbour Villas
Orlando, Florida- Sep 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $971 ($139/night)
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Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Sep 6–12, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $999 ($166/night)
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The Townhouses at St. Augustine Beach and Tennis Resort
St. Augustine Beach, Florida- Sep 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $932 ($133/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Sep 4–10, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,824 ($304/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Sep 7–8, 2026 (1 night)
- 2 bed/2 bath, sleeps 8
- $666 ($666/night)
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Hyatt Sunset Harbor Resort
Key West, Florida- Sep 6–12, 2026 (6 nights)
- Studio/1 bath, sleeps 2
- $666 ($111/night)
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Solara Surfside
Surfside, Florida- Sep 5–10, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,550 ($310/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,948 ($564/night)
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Sheraton Vistana Resort
Orlando, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,358 ($194/night)
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Westgate Town Center
Kissimmee, Florida- Sep 4–11, 2026 (7 nights)
- 4 bed/4 bath, sleeps 16
- $2,257 ($322/night)
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Westgate Lakes Resort & Spa
Orlando, Florida- Sep 4–11, 2026 (7 nights)
- 4 bed/4 bath, sleeps 16
- $2,291 ($327/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,240 ($463/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,191 ($456/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Sep 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($393/night)