https://www.redweek.com/featured/spring-summer-rentals/North+America/United+States/Florida/Kissimmee en Sat, 25 Jul 2026 23:17:45 -0700 3600 Verified & Protected

Silver Lake Resort

Kissimmee, Florida

• Aug 4–8, 2026 (4 nights)
• 1 bed/1 bath, sleeps 4
• $455 ($114/night)

]]> https://www.redweek.com/posting/R1471381 Mon, 11 May 2026 13:05:55 -0700 Verified & Protected

Westgate Vacation Villas

Kissimmee, Florida

• Aug 7–14, 2026 (7 nights)
• 2 bed/2 bath, sleeps 10
• $510 ($73/night)

]]> https://www.redweek.com/posting/R1480811 Mon, 08 Jun 2026 10:09:40 -0700 Verified & Protected

Westgate Town Center

Kissimmee, Florida

• Aug 7–14, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $1,110 ($159/night)

]]> https://www.redweek.com/posting/R1487451 Mon, 22 Jun 2026 14:11:12 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

• Aug 8–15, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,932 ($276/night)

]]> https://www.redweek.com/posting/R1477755 Fri, 29 May 2026 07:56:13 -0700 Verified & Protected

Westgate Town Center

Kissimmee, Florida

• Aug 8–15, 2026 (7 nights)
• 4 bed/4 bath, sleeps 16
• $2,257 ($322/night)

]]> https://www.redweek.com/posting/R1429117 Thu, 05 Feb 2026 10:07:22 -0800 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

• Aug 8–16, 2026 (8 nights)
• 2 bed/2 bath, sleeps 8
• $1,625 ($203/night)

]]> https://www.redweek.com/posting/R1430241 Thu, 05 Mar 2026 13:20:48 -0800 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

• Aug 8–15, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,932 ($276/night)

]]> https://www.redweek.com/posting/R1428547 Tue, 24 Feb 2026 12:10:42 -0800 Verified & Protected

Westgate Vacation Villas

Kissimmee, Florida

• Aug 8–15, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $1,459 ($208/night)

]]> https://www.redweek.com/posting/R1427663 Tue, 03 Feb 2026 09:23:12 -0800 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Aug 9–13, 2026 (4 nights)
• 1 bed/1 bath, sleeps 4
• $367 ($92/night)

]]> https://www.redweek.com/posting/R1502200 Thu, 23 Jul 2026 17:25:39 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Aug 9–12, 2026 (3 nights)
• 1 bed/1 bath, sleeps 4
• $289 ($96/night)

]]> https://www.redweek.com/posting/R1490451 Mon, 29 Jun 2026 15:50:26 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Aug 9–16, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,462 ($209/night)

]]> https://www.redweek.com/posting/R1452863 Fri, 27 Mar 2026 08:14:22 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

• Aug 9–15, 2026 (6 nights)
• 2 bed/2 bath, sleeps 8
• $999 ($166/night)

]]> https://www.redweek.com/posting/R1495835 Tue, 14 Jul 2026 14:28:25 -0700 Verified & Protected

Westgate Town Center

Kissimmee, Florida

• Aug 9–16, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $1,536 ($219/night)

]]> https://www.redweek.com/posting/R1429111 Thu, 05 Feb 2026 09:57:30 -0800 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Aug 9–16, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $739 ($106/night)

]]> https://www.redweek.com/posting/R1452861 Fri, 27 Mar 2026 08:14:22 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Aug 10–14, 2026 (4 nights)
• 1 bed/1 bath, sleeps 4
• $367 ($92/night)

]]> https://www.redweek.com/posting/R1475003 Thu, 21 May 2026 04:35:07 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Aug 10–15, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $936 ($187/night)

]]> https://www.redweek.com/posting/R1501179 Tue, 21 Jul 2026 16:23:08 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Aug 10–15, 2026 (5 nights)
• 1 bed/1 bath, sleeps 4
• $505 ($101/night)

]]> https://www.redweek.com/posting/R1501178 Tue, 21 Jul 2026 16:23:08 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Aug 10–17, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $788 ($113/night)

]]> https://www.redweek.com/posting/R1459303 Fri, 10 Apr 2026 09:56:52 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Aug 10–14, 2026 (4 nights)
• 2 bed/2 bath, sleeps 8
• $511 ($128/night)

]]> https://www.redweek.com/posting/R1475004 Thu, 21 May 2026 04:35:07 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Aug 10–14, 2026 (4 nights)
• 2 bed/2 bath, sleeps 8
• $682 ($170/night)

]]> https://www.redweek.com/posting/R1475005 Thu, 21 May 2026 04:35:07 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Aug 11–14, 2026 (3 nights)
• 2 bed/2 bath, sleeps 8
• $492 ($164/night)

]]> https://www.redweek.com/posting/R1503053 Sat, 25 Jul 2026 18:12:11 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Aug 11–14, 2026 (3 nights)
• 1 bed/1 bath, sleeps 4
• $289 ($96/night)

]]> https://www.redweek.com/posting/R1503051 Sat, 25 Jul 2026 18:12:11 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Aug 11–14, 2026 (3 nights)
• 2 bed/2 bath, sleeps 8
• $383 ($128/night)

]]> https://www.redweek.com/posting/R1503052 Sat, 25 Jul 2026 18:12:11 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Aug 12–18, 2026 (6 nights)
• 1 bed/1 bath, sleeps 4
• $653 ($109/night)

]]> https://www.redweek.com/posting/R1495324 Wed, 08 Jul 2026 17:51:15 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Aug 14–18, 2026 (4 nights)
• 1 bed/1 bath, sleeps 4
• $487 ($122/night)

]]> https://www.redweek.com/posting/R1502661 Fri, 24 Jul 2026 18:10:02 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Aug 14–28, 2026 (14 nights)
• 1 bed/1 bath, sleeps 4
• $1,343 ($96/night)

]]> https://www.redweek.com/posting/R1501853 Thu, 23 Jul 2026 06:44:55 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Aug 14–19, 2026 (5 nights)
• 1 bed/1 bath, sleeps 4
• $566 ($113/night)

]]> https://www.redweek.com/posting/R1498833 Thu, 16 Jul 2026 08:19:55 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Aug 14–21, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $739 ($106/night)

]]> https://www.redweek.com/posting/R1452692 Fri, 27 Mar 2026 01:08:01 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

• Aug 15–22, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,348 ($193/night)

]]> https://www.redweek.com/posting/R1430231 Thu, 05 Mar 2026 14:17:05 -0800 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

• Aug 15–22, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,230 ($461/night)

]]> https://www.redweek.com/posting/R1468466 Tue, 05 May 2026 06:58:47 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

• Aug 15–22, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,396 ($199/night)

]]> https://www.redweek.com/posting/R1498073 Tue, 14 Jul 2026 14:33:21 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Aug 15–19, 2026 (4 nights)
• 1 bed/1 bath, sleeps 4
• $445 ($111/night)

]]> https://www.redweek.com/posting/R1453308 Sat, 28 Mar 2026 07:58:55 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Aug 15–18, 2026 (3 nights)
• 1 bed/1 bath, sleeps 4
• $349 ($116/night)

]]> https://www.redweek.com/posting/R1488567 Wed, 24 Jun 2026 19:30:04 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

• Aug 15–22, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,932 ($276/night)

]]> https://www.redweek.com/posting/R1477762 Fri, 29 May 2026 08:44:38 -0700 Verified & Protected

Westgate Town Center

Kissimmee, Florida

• Aug 16–23, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,473 ($210/night)

]]> https://www.redweek.com/posting/R1460270 Mon, 13 Jul 2026 06:18:17 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

• Aug 16–21, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $1,324 ($265/night)

]]> https://www.redweek.com/posting/R1416779 Thu, 12 Feb 2026 14:38:40 -0800 Verified & Protected

Westgate Town Center

Kissimmee, Florida

• Aug 16–23, 2026 (7 nights)
• 4 bed/4 bath, sleeps 16
• $3,298 ($471/night)

]]> https://www.redweek.com/posting/R1494879 Fri, 17 Jul 2026 06:32:52 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Aug 16–23, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $693 ($99/night)

]]> https://www.redweek.com/posting/R1469629 Wed, 06 May 2026 08:38:12 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

• Aug 16–21, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $1,110 ($222/night)

]]> https://www.redweek.com/posting/R1494623 Thu, 09 Jul 2026 06:56:31 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Aug 16–22, 2026 (6 nights)
• 1 bed/1 bath, sleeps 4
• $603 ($100/night)

]]> https://www.redweek.com/posting/R1449734 Sat, 21 Mar 2026 20:54:15 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Aug 16–30, 2026 (14 nights)
• 1 bed/1 bath, sleeps 4
• $1,297 ($93/night)

]]> https://www.redweek.com/posting/R1501134 Tue, 21 Jul 2026 14:02:09 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

• Aug 16–23, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,704 ($243/night)

]]> https://www.redweek.com/posting/R1488865 Fri, 26 Jun 2026 07:20:15 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

• Aug 16–23, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,704 ($243/night)

]]> https://www.redweek.com/posting/R1488867 Fri, 26 Jun 2026 07:05:33 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

• Aug 16–23, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,704 ($243/night)

]]> https://www.redweek.com/posting/R1488866 Fri, 26 Jun 2026 07:32:01 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Aug 17–21, 2026 (4 nights)
• 2 bed/2 bath, sleeps 8
• $511 ($128/night)

]]> https://www.redweek.com/posting/R1464061 Wed, 22 Apr 2026 06:00:16 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Aug 17–23, 2026 (6 nights)
• 2 bed/2 bath, sleeps 8
• $855 ($142/night)

]]> https://www.redweek.com/posting/R1501627 Wed, 22 Jul 2026 13:56:37 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Aug 17–23, 2026 (6 nights)
• 1 bed/1 bath, sleeps 4
• $606 ($101/night)

]]> https://www.redweek.com/posting/R1501626 Wed, 22 Jul 2026 13:56:37 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Aug 17–21, 2026 (4 nights)
• 1 bed/1 bath, sleeps 4
• $367 ($92/night)

]]> https://www.redweek.com/posting/R1464060 Wed, 22 Apr 2026 06:00:16 -0700