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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Marriott's Oceana Palms
Riviera Beach, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,486 ($498/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
- $1,877 ($268/night)
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Marriott's Grande Vista
Orlando, Florida- Sep 6–13, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $2,886 ($412/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
- $1,830 ($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)
- 2 bed/2 bath, sleeps 8
- $764 ($153/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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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
- $2,204 ($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
- $1,971 ($282/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
- $3,022 ($432/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 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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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Sep 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,368 ($338/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
- $1,012 ($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 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)
- 2 bed/2 bath, sleeps 8
- $2,458 ($246/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 Cypress Palms
Kissimmee, Florida- Sep 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,488 ($213/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 4–14, 2026 (10 nights)
- 1 bed/1 bath, sleeps 4
- $1,541 ($154/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 4–14, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $2,157 ($216/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Sep 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 7–12, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $866 ($173/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 7–12, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $599 ($120/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
- $2,750 ($393/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
- $1,439 ($206/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Sep 4–10, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $2,641 ($440/night)
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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 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
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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 5–8, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $355 ($118/night)