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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Disney's Old Key West Resort
Lake Buena Vista, Florida- Sep 5–11, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $1,350 ($225/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 6–10, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $471 ($118/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 6–10, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $343 ($86/night)
Hyatt Sunset Harbor Resort
Key West, Florida- Sep 6–12, 2026 (6 nights)
- Studio/1 bath, sleeps 2
- $1,110 ($185/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,177 ($168/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 3–10, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $799 ($114/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 3–10, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $1,612 ($230/night)
Hyatt Sunset Harbor Resort
Key West, Florida- Sep 6–12, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,660 ($277/night)
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Club Wyndham Clearwater Beach Resort
Clearwater, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 5–11, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $573 ($95/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 5–11, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $786 ($131/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 5–11, 2026 (6 nights)
- 3 bed/2 bath, sleeps 10
- $1,242 ($207/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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Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 6–12, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $573 ($95/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 4–14, 2026 (10 nights)
- 1 bed/1 bath, sleeps 4
- $1,172 ($117/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 4–14, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $1,524 ($152/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 4–14, 2026 (10 nights)
- 3 bed/2 bath, sleeps 10
- $2,345 ($234/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Sep 2–8, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $2,048 ($341/night)
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Disney's Old Key West Resort
Lake Buena Vista, Florida- Sep 7–8, 2026 (1 night)
- Studio/1 bath, sleeps 4
- $289 ($289/night)
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Daytona SeaBreeze
Daytona Beach, Florida- Sep 2–9, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $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
- $3,948 ($564/night)
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The Villas at Disney's Grand Floridian Resort & Spa
Lake Buena Vista, Florida- Sep 6–10, 2026 (4 nights)
- Studio/1 bath, sleeps 5
- $2,397 ($599/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Sep 6–11, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,621 ($724/night)
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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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Sep 6–11, 2026 (5 nights)
- 3 bed/3 bath, sleeps 10
- $3,512 ($702/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $746 ($107/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,581 ($226/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $995 ($142/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,581 ($226/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 7–14, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $746 ($107/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 7–14, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $995 ($142/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 7–10, 2026 (3 nights)
- 3 bed/2 bath, sleeps 10
- $559 ($186/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 7–10, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $271 ($90/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 7–10, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $367 ($122/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 2–9, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,488 ($213/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 2–9, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $777 ($111/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 2–9, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,026 ($147/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 2–9, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,795 ($256/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 2–9, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,625 ($232/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 2–9, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,066 ($152/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 2–9, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $799 ($114/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Sep 4–9, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,769 ($354/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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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 3–13, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $1,705 ($170/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 3–13, 2026 (10 nights)
- 1 bed/1 bath, sleeps 4
- $1,224 ($122/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 3–13, 2026 (10 nights)
- 3 bed/2 bath, sleeps 10
- $2,406 ($241/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 4–13, 2026 (9 nights)
- 2 bed/2 bath, sleeps 8
- $1,935 ($215/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 4–13, 2026 (9 nights)
- 1 bed/1 bath, sleeps 4
- $1,026 ($114/night)