Labor Day Timeshare Rentals
Labor Day falls on the first Monday in September in the United States. It typically marks the start of the school-year, and the beginning of the off-season for most travel locations.
Hyatt Sunset Harbor Resort
Key West, Florida- Sep 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,649 ($521/night)
Voted Top Pick 2025
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,186 ($455/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 7–18, 2026 (11 nights)
- 1 bed/1 bath, sleeps 4
- $1,066 ($97/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 7–18, 2026 (11 nights)
- 1 bed/1 bath, sleeps 4
- $1,453 ($132/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 7–18, 2026 (11 nights)
- 3 bed/2 bath, sleeps 10
- $2,283 ($208/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 7–18, 2026 (11 nights)
- 2 bed/2 bath, sleeps 6
- $2,283 ($208/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 7–18, 2026 (11 nights)
- 2 bed/2 bath, sleeps 8
- $1,453 ($132/night)
Verified & Protected
Disney's Old Key West Resort
Lake Buena Vista, Florida- Sep 5–10, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $1,841 ($368/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Sep 4–8, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,164 ($291/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Sep 4–9, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,329 ($266/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $995 ($142/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,734 ($248/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,581 ($226/night)
Verified & Protected
Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Sep 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,696 ($242/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,290 ($470/night)
Voted Top Pick 2025
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Sep 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,167 ($595/night)
Verified & Protected
Marriott's Cypress Harbour Villas
Orlando, Florida- Sep 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,859 ($408/night)
Verified & Protected
Copper Creek Villas & Cabins at Disney's Wilderness Lodge
Lake Buena Vista, Florida- Sep 4–9, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $2,131 ($426/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 6–12, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $786 ($131/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, 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 6–12, 2026 (6 nights)
- 3 bed/2 bath, sleeps 10
- $1,242 ($207/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 6–12, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $1,242 ($207/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 6–12, 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 6–13, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $1,550 ($221/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $995 ($142/night)
Verified & Protected
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $995 ($142/night)
Verified & Protected
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $746 ($107/night)
Verified & Protected
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,550 ($221/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,581 ($226/night)
Verified & Protected
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,734 ($248/night)
Verified & Protected
Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Sep 5–11, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $1,697 ($283/night)
Verified & Protected
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 6–11, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $932 ($186/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 6–11, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $577 ($115/night)
Verified & Protected
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $746 ($107/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,550 ($221/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $995 ($142/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 5–12, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $1,550 ($221/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $995 ($142/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,549 ($221/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Sep 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,549 ($221/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,550 ($221/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $746 ($107/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $995 ($142/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 4–11, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $1,550 ($221/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $995 ($142/night)
Verified & Protected
Disney's Riviera Resort
Lake Buena Vista, Florida- Sep 5–9, 2026 (4 nights)
- Studio/1 bath, sleeps 5
- $1,954 ($489/night)
Verified & Protected
Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Sep 6–11, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $1,396 ($279/night)