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Osceola County timeshare rentals and resales

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida
249 reviews
37 rentals available $140 - $294/night
Rental availability
2025
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
2026
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
30 resales available $0 - $10,000

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida
89 reviews
37 rentals available $143 - $400/night
Rental availability
2025
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
2026
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
6 resales available $0 - $95,000

Westgate Town Center

Kissimmee, Florida
127 reviews
22 rentals available $110 - $429/night
Rental availability
2025
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
2026
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
48 resales available $0 - $70,000

Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida
107 reviews
20 rentals available $170 - $400/night
Rental availability
2026
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
17 resales available $1 - $18,000

Westgate Vacation Villas

Kissimmee, Florida
88 reviews
14 rentals available $107 - $300/night
Rental availability
2026
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
93 resales available $0 - $27,000

Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida
57 reviews
8 rentals available $175 - $229/night
Rental availability
2026
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
7 resales available $0 - $9,999

WorldMark Orlando – Reunion

Kissimmee, Florida
12 reviews
3 rentals available $375 - $440/night
Rental availability
2026
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
No resales available
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Vacation Village at Parkway

Kissimmee, Florida
89 reviews
1 rental available $186/night
Rental availability
2026
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
83 resales available $0 - $12,000

Westgate Towers

Kissimmee, Florida
14 reviews
1 rental available $190/night
Rental availability
2025
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
20 resales available $1 - $25,000

Club Wyndham Cypress Palms

Kissimmee, Florida
22 reviews
1 rental available $233/night
Rental availability
2026
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
12 resales available $200 - $27,600

Mystic Dunes Resort & Golf Club

Kissimmee, Florida
61 reviews
1 rental available $186/night
Rental availability
2026
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
8 resales available $1 - $3,000

Parkway International Resort

Kissimmee, Florida
15 reviews
1 rental available $143/night
Rental availability
2026
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
2 resales available $1

Silver Lake Resort

Kissimmee, Florida
29 reviews
1 rental available $93/night
Rental availability
2025
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
2 resales available $29 - $295

Legacy Vacation Club Orlando - Spas

Kissimmee, Florida
10 reviews
1 rental available $128/night
Rental availability
2026
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
1 resale available $1

Star Island Resort

Kissimmee, Florida
55 reviews
No rentals available
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20 resales available $100 - $51,750

Villas At Regal Palms

Davenport, Florida
12 reviews
No rentals available
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5 resales available $1 - $3,000

Orbit One Vacation Villas

Kissimmee, Florida
8 reviews
No rentals available
Sign up to be notified
4 resales available $1 - $5,000

Calypso Cay Vacation Villas

Kissimmee, Florida
21 reviews
No rentals available
Sign up to be notified
2 resales available $1 - $2,000
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Osceola County destinations

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Osceola County destinations