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 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)
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Daytona SeaBreeze
Daytona Beach, Florida- Sep 2–9, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,932 ($276/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
- $3,948 ($564/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
- $3,512 ($702/night)
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Sheraton Vistana Resort
Orlando, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/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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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
- $2,963 ($494/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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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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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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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Sep 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,423 ($346/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
- $2,069 ($414/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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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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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)
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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
- $1,054 ($264/night)
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Voted Top Pick 2026
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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Marriott's Cypress Harbour Villas
Orlando, Florida- Sep 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,588 ($227/night)
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Disney's Riviera Resort
Lake Buena Vista, Florida- Sep 4–10, 2026 (6 nights)
- Studio/1 bath, sleeps 5
- $3,321 ($554/night)
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Boulder Ridge Villas at Disney's Wilderness Lodge
Lake Buena Vista, Florida- Sep 5–12, 2026 (7 nights)
- Studio/1 bath, sleeps 5
- $3,514 ($502/night)
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Copper Creek Villas & Cabins at Disney's Wilderness Lodge
Lake Buena Vista, Florida- Sep 5–11, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $3,164 ($527/night)
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Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Sep 4–11, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,382 ($483/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Sep 6–11, 2026 (5 nights)
- 3 bed/3 bath, sleeps 10
- $1,877 ($375/night)