Labor Day Timeshare Rentals
Labor Day falls on the first Monday in September in the United States. It typically marks the start of the school-year, and the beginning of the off-season for most travel locations.
Verified & Protected
Boulder Ridge Villas at Disney's Wilderness Lodge
Lake Buena Vista, Florida- Sep 5–10, 2026 (5 nights)
- Studio/1 bath, sleeps 5
- $2,026 ($405/night)
Verified & Protected
Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Sep 6–9, 2026 (3 nights)
- Studio/1 bath, sleeps 4
- $899 ($300/night)
Verified & Protected
Disney's BoardWalk Villas
Lake Buena Vista, Florida- Sep 5–9, 2026 (4 nights)
- Studio/1 bath, sleeps 5
- $2,040 ($510/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Sep 7–11, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $2,096 ($524/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Sep 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,110 ($1,016/night)
Verified & Protected
Disney's Beach Club Villas
Lake Buena Vista, Florida- Sep 5–10, 2026 (5 nights)
- Studio/1 bath, sleeps 5
- $2,811 ($562/night)
Verified & Protected
Marriott's Kauai Beach Club
Lihue, Hawaii- Sep 5–12, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,458 ($494/night)
Verified & Protected
Marriott's Kauai Beach Club
Lihue, Hawaii- Sep 5–12, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,458 ($494/night)
Verified & Protected
Disney's Polynesian Villas & Bungalows
Lake Buena Vista, Florida- Sep 6–10, 2026 (4 nights)
- Studio/1 bath, sleeps 5
- $1,795 ($449/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
- $2,850 ($713/night)
Verified & Protected
Voted Top Pick 2025
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Sep 4–11, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $1,537 ($220/night)
Verified & Protected
Voted #1 Resort 2025
Marriott's Aruba Surf Club
Palm Beach, Aruba- Sep 5–10, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,714 ($343/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Crystal Shores
Marco Island, Florida- Sep 6–12, 2026 (6 nights)
- 3 bed/3 bath, sleeps 10
- $3,840 ($640/night)
Verified & Protected
Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Sep 1–8, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $4,385 ($626/night)
Verified & Protected
Disney's Old Key West Resort
Lake Buena Vista, Florida- Sep 5–10, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $1,250 ($250/night)
Verified & Protected
Voted Top Pick 2025
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Sep 1–15, 2026 (14 nights)
- 1 bed/1 bath, sleeps 4
- $7,655 ($547/night)
Verified & Protected
The Villas at Disney's Grand Floridian Resort & Spa
Lake Buena Vista, Florida- Sep 6–12, 2026 (6 nights)
- Studio/1 bath, sleeps 5
- $3,949 ($658/night)
Verified & Protected
Voted Top Pick 2025
The Royal Sands
Cancun, Mexico- Sep 5–11, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $2,205 ($368/night)
Verified & Protected
Disney's Beach Club Villas
Lake Buena Vista, Florida- Sep 6–8, 2026 (2 nights)
- Studio/1 bath, sleeps 5
- $1,119 ($559/night)
Verified & Protected
Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Sep 6–11, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $2,903 ($581/night)
Verified & Protected
Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Sep 5–10, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $1,409 ($282/night)
Verified & Protected
Disney's Polynesian Villas & Bungalows
Lake Buena Vista, Florida- Sep 5–11, 2026 (6 nights)
- Studio/1 bath, sleeps 5
- $3,060 ($510/night)
Verified & Protected
Voted Top Pick 2025
Marriott's OceanWatch Villas at Grande Dunes
Myrtle Beach, South Carolina- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,948 ($564/night)
Verified & Protected
The Villas at Disney's Grand Floridian Resort & Spa
Lake Buena Vista, Florida- Sep 6–11, 2026 (5 nights)
- Studio/1 bath, sleeps 5
- $3,164 ($633/night)
Verified & Protected
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)
Verified & Protected
Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Sep 6–12, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $3,478 ($580/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Sep 2–8, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $5,584 ($931/night)
Verified & Protected
Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Sep 5–12, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,345 ($335/night)
Verified & Protected
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)
Verified & Protected
Disney's Beach Club Villas
Lake Buena Vista, Florida- Sep 5–12, 2026 (7 nights)
- Studio/1 bath, sleeps 5
- $3,949 ($564/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
Verified & Protected
Hyatt High Sierra Lodge
Incline Village, Nevada- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,314 ($331/night)
Verified & Protected
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
Marriott's Summit Watch
Park City, Utah- Sep 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,328 ($475/night)
Verified & Protected
Voted #1 Resort 2025
Marriott's Aruba Surf Club
Palm Beach, Aruba- Sep 6–11, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $1,495 ($299/night)
Verified & Protected
Voted #1 Resort 2025
Marriott's Aruba Surf Club
Palm Beach, Aruba- Sep 6–11, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,987 ($397/night)
Verified & Protected
The Ritz-Carlton Club, Vail
Vail, Colorado- Sep 5–12, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 8
- $4,380 ($626/night)
Verified & Protected
Voted Top Pick 2025
Marriott's OceanWatch Villas at Grande Dunes
Myrtle Beach, South Carolina- Sep 6–11, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,730 ($746/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Sep 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,731 ($533/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,276 ($611/night)
Verified & Protected
Voted Top Pick 2025
Marriott's OceanWatch Villas at Grande Dunes
Myrtle Beach, South Carolina- Sep 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,813 ($545/night)
Verified & Protected
Voted Top Pick 2025
Marriott's OceanWatch Villas at Grande Dunes
Myrtle Beach, South Carolina- Sep 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Sep 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,696 ($385/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Sep 6–11, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($550/night)
Verified & Protected
Voted #1 Resort 2025
Marriott's Aruba Surf Club
Palm Beach, Aruba- Sep 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,186 ($455/night)
Verified & Protected
Voted Top Pick 2025
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Sep 5–12, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $3,273 ($468/night)