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.
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)
Verified & Protected
Hilton Grand Vacations at Tuscany Village
Orlando, Florida- Sep 4–8, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,110 ($278/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 4–8, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $706 ($176/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 6–12, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,150 ($192/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 6–12, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $799 ($133/night)
Verified & Protected
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Aug 29 – Sep 12, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $3,003 ($214/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 7–11, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $439 ($110/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 7–11, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $639 ($160/night)
Verified & Protected
Marriott's Grande Vista
Orlando, Florida- Sep 6–13, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $2,886 ($412/night)
Verified & Protected
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)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 5–19, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $2,624 ($187/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 5–19, 2026 (14 nights)
- 1 bed/1 bath, sleeps 4
- $1,830 ($131/night)
Verified & Protected
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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)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 4–12, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,198 ($150/night)
Verified & Protected
Hilton Grand Vacations at Tuscany Village
Orlando, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,971 ($282/night)
Verified & Protected
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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
- $3,022 ($432/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 7–14, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $946 ($135/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,317 ($188/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 1–8, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,026 ($147/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,488 ($213/night)
Verified & Protected
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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)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 4–8, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,012 ($253/night)
Verified & Protected
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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)
Verified & Protected
Marriott's Cypress Harbour Villas
Orlando, Florida- Sep 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,742 ($249/night)
Verified & Protected
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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)
Verified & Protected
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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)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,488 ($213/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 4–14, 2026 (10 nights)
- 1 bed/1 bath, sleeps 4
- $1,541 ($154/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 4–14, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $2,157 ($216/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 7–12, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $866 ($173/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 7–12, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $599 ($120/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 5–8, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $451 ($150/night)
Verified & Protected
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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)
Verified & Protected
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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)
Verified & Protected
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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)
Verified & Protected
Disney's Old Key West Resort
Lake Buena Vista, Florida- Sep 7–8, 2026 (1 night)
- Studio/1 bath, sleeps 4
- $289 ($289/night)
Verified & Protected
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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)
Verified & Protected
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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)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,431 ($204/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $999 ($143/night)
Verified & Protected
The Villas at Disney's Grand Floridian Resort & Spa
Lake Buena Vista, Florida- Sep 5–12, 2026 (7 nights)
- Studio/1 bath, sleeps 5
- $4,701 ($672/night)
Verified & Protected
The Villas at Disney's Grand Floridian Resort & Spa
Lake Buena Vista, Florida- Sep 4–8, 2026 (4 nights)
- Studio/1 bath, sleeps 5
- $3,458 ($865/night)
Verified & Protected
Westgate Lakes Resort & Spa
Orlando, Florida- Sep 4–11, 2026 (7 nights)
- 4 bed/4 bath, sleeps 16
- $2,291 ($327/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 4–12, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $1,712 ($214/night)
Verified & Protected
The Cabins at Disney's Fort Wilderness Resort
Lake Buena Vista, Florida- Sep 3–9, 2026 (6 nights)
- 1 bed/1 bath, sleeps 6
- $3,269 ($545/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,540 ($220/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 7–11, 2026 (4 nights)
- 3 bed/2 bath, sleeps 10
- $746 ($186/night)