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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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 5–19, 2026 (14 nights)
- 1 bed/1 bath, sleeps 4
- $1,830 ($131/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 5–19, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $2,624 ($187/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 4–9, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $586 ($117/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 4–9, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $764 ($153/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Sep 3–9, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,330 ($222/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 4–12, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,198 ($150/night)
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Hyatt Windward Pointe Resort
Key West, Florida- Sep 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,531 ($362/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
- $1,971 ($282/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,795 ($256/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 1–8, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $777 ($111/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 4–18, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $1,978 ($141/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Sep 5–9, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,642 ($411/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 1–8, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $3,294 ($471/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 7–21, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $1,978 ($141/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Aug 31 – Sep 14, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $2,698 ($193/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,317 ($188/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 7–14, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $946 ($135/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 7–14, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $657 ($94/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,598 ($228/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 1–14, 2026 (13 nights)
- 2 bed/2 bath, sleeps 8
- $2,404 ($185/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,488 ($213/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 1–8, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,026 ($147/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 3–17, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $3,160 ($226/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 3–17, 2026 (14 nights)
- 1 bed/1 bath, sleeps 4
- $1,515 ($108/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Sep 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($393/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 5–8, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $355 ($118/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 5–8, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $697 ($232/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 7–14, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $1,605 ($229/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 4–8, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,268 ($317/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 4–8, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,012 ($253/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 4–8, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $511 ($128/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 4–13, 2026 (9 nights)
- 2 bed/2 bath, sleeps 8
- $1,409 ($157/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 2–10, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $1,473 ($184/night)
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Marriott's Cypress Harbour Villas
Orlando, Florida- Sep 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,856 ($265/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $746 ($107/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 7–11, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $343 ($86/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 7–11, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $764 ($191/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 7–11, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $471 ($118/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 3–9, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $719 ($120/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 3–9, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,062 ($177/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Aug 29 – Sep 8, 2026 (10 nights)
- 1 bed/1 bath, sleeps 4
- $1,396 ($140/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Aug 29 – Sep 8, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $2,458 ($246/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 4–18, 2026 (14 nights)
- 1 bed/1 bath, sleeps 4
- $1,488 ($106/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 4–18, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $3,138 ($224/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 5–19, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $3,138 ($224/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 5–19, 2026 (14 nights)
- 1 bed/1 bath, sleeps 4
- $1,488 ($106/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $746 ($107/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,488 ($213/night)