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.
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 4–14, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $2,672 ($267/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 4–14, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $2,157 ($216/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 4–14, 2026 (10 nights)
- 1 bed/1 bath, sleeps 4
- $1,541 ($154/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 4–14, 2026 (10 nights)
- 1 bed/1 bath, sleeps 4
- $1,150 ($115/night)
Verified & Protected
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)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 1–8, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $826 ($118/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,647 ($235/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 7–12, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $866 ($173/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 7–12, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,008 ($202/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 7–12, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $423 ($85/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 7–12, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $599 ($120/night)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Sep 6–10, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,110 ($278/night)
Verified & Protected
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)
Verified & Protected
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)
Verified & Protected
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)
Verified & Protected
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)
Verified & Protected
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)
Verified & Protected
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)
Verified & Protected
Hyatt Sunset Harbor Resort
Key West, Florida- Sep 6–12, 2026 (6 nights)
- Studio/1 bath, sleeps 2
- $1,110 ($185/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 5–8, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $451 ($150/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 5–8, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $355 ($118/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 6–10, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $471 ($118/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,177 ($168/night)
Verified & Protected
Club Wyndham Clearwater Beach Resort
Clearwater, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 5–11, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $786 ($131/night)
Verified & Protected
Solara Surfside
Surfside, Florida- Sep 5–10, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,550 ($310/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 6–12, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $573 ($95/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 4–14, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $1,524 ($152/night)
Verified & Protected
Disney's Old Key West Resort
Lake Buena Vista, Florida- Sep 7–8, 2026 (1 night)
- Studio/1 bath, sleeps 4
- $289 ($289/night)
Verified & Protected
Daytona SeaBreeze
Daytona Beach, Florida- Sep 2–9, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,932 ($276/night)
Verified & Protected
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)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Sep 6–11, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,621 ($724/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
- $3,512 ($702/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,581 ($226/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $746 ($107/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 7–14, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $746 ($107/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 7–14, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $995 ($142/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,581 ($226/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 7–10, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $367 ($122/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 7–10, 2026 (3 nights)
- 3 bed/2 bath, sleeps 10
- $559 ($186/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 2–9, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,625 ($232/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Ocean Walk
Daytona Beach, Florida- Sep 2–9, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $799 ($114/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Sep 3–13, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $1,705 ($170/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,057 ($580/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $737 ($105/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $999 ($143/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Sep 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,730 ($247/night)