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 Cypress Palms
Kissimmee, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,431 ($204/night)
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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)
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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)
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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
- $2,314 ($331/night)
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Westgate Town Center
Kissimmee, Florida- Sep 4–11, 2026 (7 nights)
- 4 bed/4 bath, sleeps 16
- $2,257 ($322/night)
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Westgate Lakes Resort & Spa
Orlando, Florida- Sep 4–11, 2026 (7 nights)
- 4 bed/4 bath, sleeps 16
- $2,291 ($327/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 4–12, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $1,712 ($214/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 4–12, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $901 ($113/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 4–12, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,087 ($261/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
- $2,532 ($362/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Sep 7–13, 2026 (6 nights)
- 3 bed/3 bath, sleeps 10
- $3,186 ($531/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
- $3,240 ($463/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 7–16, 2026 (9 nights)
- 3 bed/2 bath, sleeps 10
- $1,917 ($213/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 6–12, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,268 ($211/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,191 ($456/night)
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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)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 1–8, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $906 ($129/night)
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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)
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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
- $4,167 ($595/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $995 ($142/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
- $1,550 ($221/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 7–11, 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 7–11, 2026 (4 nights)
- 3 bed/2 bath, sleeps 10
- $746 ($186/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
- $2,750 ($393/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Aug 26 – Sep 8, 2026 (13 nights)
- 1 bed/1 bath, sleeps 4
- $1,882 ($145/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 4–12, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $1,202 ($150/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 7–13, 2026 (6 nights)
- 3 bed/2 bath, sleeps 10
- $1,365 ($228/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 2–9, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $852 ($122/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 2–9, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,359 ($194/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 3–8, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $639 ($128/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 3–8, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $947 ($189/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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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Sep 6–11, 2026 (5 nights)
- 3 bed/3 bath, sleeps 10
- $2,472 ($494/night)
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Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Sep 6–10, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $2,693 ($673/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
- $2,745 ($392/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 5–13, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $1,202 ($150/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Sep 5–8, 2026 (3 nights)
- 3 bed/3 bath, sleeps 10
- $2,205 ($735/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 5–19, 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- Sep 4–8, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $648 ($162/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 5–9, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $555 ($139/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 5–9, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $427 ($107/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 6–9, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $271 ($90/night)
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Hyatt Sunset Harbor Resort
Key West, Florida- Sep 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,505 ($358/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 7–12, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $670 ($134/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 7–12, 2026 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,057 ($211/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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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Sep 4–8, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,164 ($291/night)