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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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Sep 7–11, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $2,314 ($578/night)
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Marriott's Villas at Doral
Miami, Florida- Sep 4–10, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,517 ($586/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 6–10, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $305 ($76/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 6–10, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $430 ($108/night)
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Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Sep 2–8, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,660 ($277/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Sep 6–11, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $832 ($166/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 3–8, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,723 ($545/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Sep 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,123 ($303/night)
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Marriott's Grande Vista
Orlando, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,665 ($238/night)
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Sheraton Vistana Resort
Orlando, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $932 ($133/night)
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Sheraton Vistana Resort
Orlando, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,542 ($220/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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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Sep 7–11, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,220 ($305/night)
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Sep 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,406 ($344/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $638 ($91/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $934 ($133/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
- $2,314 ($331/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 7–10, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $258 ($86/night)
Westgate Lakes Resort & Spa
Orlando, Florida- Aug 29 – Sep 18, 2026 (20 nights)
- 2 bed/2 bath, sleeps 6
- $2,096 ($105/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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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,742 ($249/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,306 ($329/night)
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Club Regency at Marco Island
Marco Island, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,932 ($276/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
- $1,110 ($278/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
- $2,696 ($385/night)
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Hyatt Beach House Resort
Key West, Florida- Sep 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,428 ($347/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 6–12, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $703 ($117/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 6–12, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $469 ($78/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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Marriott's Legends Edge at Bay Point
Panama City Beach, Florida- Sep 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,542 ($220/night)
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Marriott's Grande Vista
Orlando, Florida- Sep 6–13, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $2,314 ($331/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Sep 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($221/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 5–19, 2026 (14 nights)
- 1 bed/1 bath, sleeps 4
- $1,647 ($118/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 5–19, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $2,410 ($172/night)
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Hyatt Windward Pointe Resort
Key West, Florida- Sep 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,204 ($315/night)
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Hilton Grand Vacations at Tuscany Village
Orlando, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,849 ($264/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Sep 5–9, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,549 ($387/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 1–8, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $3,022 ($432/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 1–8, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $638 ($91/night)
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Marriott's Cypress Harbour Villas
Orlando, Florida- Sep 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($221/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 7–12, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $410 ($82/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 7–12, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $593 ($119/night)
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Hyatt Sunset Harbor Resort
Key West, Florida- Sep 6–10, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,110 ($278/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
- $1,660 ($277/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
- $2,586 ($370/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
- $1,064 ($152/night)