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 Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $995 ($142/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,365 ($195/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $932 ($133/night)
Sheraton Vistana Resort
Orlando, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,542 ($220/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 4–8, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $511 ($128/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 4–12, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $919 ($115/night)
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Eagle's Nest Beach Resort
Marco Island, Florida- Sep 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,314 ($331/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 7–10, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $271 ($90/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 7–10, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $367 ($122/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 7–10, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $573 ($191/night)
Westgate Lakes Resort & Spa
Orlando, Florida- Aug 29 – Sep 18, 2026 (20 nights)
- 2 bed/2 bath, sleeps 6
- $2,096 ($105/night)
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The Hammocks at Marathon
Marathon, Florida- Sep 4–8, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,109 ($277/night)
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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)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,696 ($385/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Aug 30 – Sep 12, 2026 (13 nights)
- 2 bed/2 bath, sleeps 8
- $2,192 ($169/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,967 ($424/night)
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Club Regency at Marco Island
Marco Island, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,164 ($309/night)
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Hilton Grand Vacations at Tuscany Village
Orlando, Florida- Sep 4–8, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,110 ($278/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
- $2,696 ($385/night)
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Hyatt Beach House Resort
Key West, Florida- Sep 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,076 ($439/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 6–12, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,026 ($171/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 6–12, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $706 ($118/night)
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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)
- 2 bed/2 bath, sleeps 8
- $2,410 ($172/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 5–19, 2026 (14 nights)
- 1 bed/1 bath, sleeps 4
- $1,647 ($118/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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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
- $1,849 ($264/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Sep 5–9, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,549 ($387/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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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Sep 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,150 ($307/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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Marriott's Cypress Harbour Villas
Orlando, Florida- Sep 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,742 ($249/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
- $2,586 ($370/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
- $1,219 ($174/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)
- 2 bed/2 bath, sleeps 8
- $451 ($150/night)
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Club Wyndham Clearwater Beach Resort
Clearwater, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,022 ($432/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)