https://www.redweek.com/featured/spring-summer-rentals/North+America/United+States/Florida/Kissimmee en Tue, 26 May 2026 09:53:39 -0700 3600 Verified & Protected

Westgate Town Center

Kissimmee, Florida

• Jun 6–13, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $1,082 ($155/night)

]]> https://www.redweek.com/posting/R1455545 Wed, 08 Apr 2026 08:00:47 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

• Jun 6–13, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,165 ($166/night)

]]> https://www.redweek.com/posting/R1473072 Tue, 19 May 2026 13:24:19 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

• Jun 6–13, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,780 ($254/night)

]]> https://www.redweek.com/posting/R1436858 Mon, 16 Mar 2026 10:05:10 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

• Jun 6–13, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,660 ($237/night)

]]> https://www.redweek.com/posting/R1322002 Tue, 11 Nov 2025 21:14:37 -0800 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

• Jun 7–14, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,054 ($151/night)

]]> https://www.redweek.com/posting/R1473722 Thu, 21 May 2026 10:07:23 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

• Jun 7–14, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,110 ($159/night)

]]> https://www.redweek.com/posting/R1408842 Thu, 15 Jan 2026 08:28:47 -0800 Verified & Protected

Westgate Town Center

Kissimmee, Florida

• Jun 7–14, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,772 ($396/night)

]]> https://www.redweek.com/posting/R1448842 Wed, 25 Mar 2026 09:21:08 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

• Jun 12–19, 2026 (7 nights)
• 3 bed/3 bath, sleeps 12
• $999 ($143/night)

]]> https://www.redweek.com/posting/R1462873 Wed, 22 Apr 2026 09:32:51 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

• Jun 12–15, 2026 (3 nights)
• 2 bed/2 bath, sleeps 8
• $505 ($168/night)

]]> https://www.redweek.com/posting/R1464984 Fri, 24 Apr 2026 12:52:05 -0700 Verified & Protected

Vacation Village at Parkway

Kissimmee, Florida

• Jun 13–20, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,110 ($159/night)

]]> https://www.redweek.com/posting/R1432883 Mon, 30 Mar 2026 10:00:47 -0700

Westgate Vacation Villas

Kissimmee, Florida

• Jun 13–20, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $666 ($95/night)

]]> https://www.redweek.com/posting/R1434772 Tue, 17 Feb 2026 09:57:30 -0800 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

• Jun 14–30, 2026 (16 nights)
• 2 bed/2 bath, sleeps 8
• $2,641 ($165/night)

]]> https://www.redweek.com/posting/R1463295 Tue, 28 Apr 2026 11:39:51 -0700 Verified & Protected

Silver Lake Resort

Kissimmee, Florida

• Jun 14–21, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $1,660 ($237/night)

]]> https://www.redweek.com/posting/R1431261 Tue, 07 Apr 2026 06:21:57 -0700 Verified & Protected

Vacation Villas at Fantasy World

Kissimmee, Florida

• Jun 15–22, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $1,330 ($190/night)

]]> https://www.redweek.com/posting/R1475568 Mon, 25 May 2026 08:12:06 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

• Jun 18–23, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $1,220 ($244/night)

]]> https://www.redweek.com/posting/R1443664 Thu, 12 Mar 2026 15:59:16 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

• Jun 19–26, 2026 (7 nights)
• 3 bed/3 bath, sleeps 12
• $2,276 ($325/night)

]]> https://www.redweek.com/posting/R1470171 Fri, 08 May 2026 07:01:08 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

• Jun 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,110 ($159/night)

]]> https://www.redweek.com/posting/R1460310 Thu, 16 Apr 2026 08:33:28 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

• Jun 20–27, 2026 (7 nights)
• 3 bed/3 bath, sleeps 12
• $1,220 ($174/night)

]]> https://www.redweek.com/posting/R1457234 Wed, 15 Apr 2026 13:03:50 -0700 Verified & Protected

Westgate Vacation Villas

Kissimmee, Florida

• Jun 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,459 ($208/night)

]]> https://www.redweek.com/posting/R1405072 Wed, 17 Dec 2025 07:31:41 -0800 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

• Jun 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,434 ($205/night)

]]> https://www.redweek.com/posting/R1432216 Mon, 09 Mar 2026 05:22:34 -0700 Verified & Protected

Club Wyndham Reunion

Kissimmee, Florida

• Jun 20–27, 2026 (7 nights)
• 3 bed/3 bath, sleeps 8
• $2,696 ($385/night)

]]> https://www.redweek.com/posting/R1466906 Wed, 29 Apr 2026 11:28:30 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

• Jun 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,280 ($183/night)

]]> https://www.redweek.com/posting/R1461311 Thu, 16 Apr 2026 08:07:22 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

• Jun 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,275 ($182/night)

]]> https://www.redweek.com/posting/R1426241 Tue, 24 Feb 2026 14:04:31 -0800 Verified & Protected

Westgate Town Center

Kissimmee, Florida

• Jun 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,660 ($237/night)

]]> https://www.redweek.com/posting/R1436857 Tue, 10 Mar 2026 07:08:01 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

• Jun 21–28, 2026 (7 nights)
• 3 bed/3 bath, sleeps 12
• $1,440 ($206/night)

]]> https://www.redweek.com/posting/R1435755 Thu, 19 Mar 2026 10:33:26 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

• Jun 27 – Jul 4, 2026 (7 nights)
• 3 bed/3 bath, sleeps 12
• $1,873 ($268/night)

]]> https://www.redweek.com/posting/R1432219 Mon, 09 Mar 2026 05:27:47 -0700 Verified & Protected

Westgate Vacation Villas

Kissimmee, Florida

• Jun 27 – Jul 4, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $666 ($95/night)

]]> https://www.redweek.com/posting/R1408312 Thu, 08 Jan 2026 13:58:05 -0800 Verified & Protected

Westgate Town Center

Kissimmee, Florida

• Jun 27 – Jul 4, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,987 ($284/night)

]]> https://www.redweek.com/posting/R1464483 Fri, 24 Apr 2026 13:11:00 -0700 Verified & Protected

Westgate Town Center

Kissimmee, Florida

• Jun 27 – Jul 4, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,986 ($284/night)

]]> https://www.redweek.com/posting/R1464497 Fri, 24 Apr 2026 13:23:18 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

• Jun 28 – Jul 5, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,423 ($346/night)

]]> https://www.redweek.com/posting/R1461577 Wed, 22 Apr 2026 14:36:29 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

• Jun 28 – Jul 5, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,096 ($299/night)

]]> https://www.redweek.com/posting/R1461584 Wed, 22 Apr 2026 14:37:27 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

• Jun 28 – Jul 5, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,385 ($198/night)

]]> https://www.redweek.com/posting/R1446761 Mon, 06 Apr 2026 08:07:50 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

• Jun 28 – Jul 5, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,423 ($346/night)

]]> https://www.redweek.com/posting/R1461578 Wed, 22 Apr 2026 14:38:34 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

• Jun 28 – Jul 5, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,550 ($221/night)

]]> https://www.redweek.com/posting/R1434379 Mon, 09 Mar 2026 11:57:57 -0700 Verified & Protected

Westgate Vacation Villas

Kissimmee, Florida

• Jun 28 – Jul 5, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,330 ($190/night)

]]> https://www.redweek.com/posting/R1458494 Mon, 20 Apr 2026 13:17:02 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

• Jun 28 – Jul 5, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,220 ($174/night)

]]> https://www.redweek.com/posting/R1428205 Wed, 04 Mar 2026 12:29:22 -0800 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

• Jun 28 – Jul 5, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,542 ($220/night)

]]> https://www.redweek.com/posting/R1465246 Fri, 01 May 2026 06:48:46 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

• Jun 28 – Jul 5, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,314 ($331/night)

]]> https://www.redweek.com/posting/R1474848 Fri, 22 May 2026 07:47:45 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

• Jun 28 – Jul 5, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,665 ($238/night)

]]> https://www.redweek.com/posting/R1415000 Wed, 21 Jan 2026 07:19:11 -0800 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

• Jun 28 – Jul 5, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,314 ($331/night)

]]> https://www.redweek.com/posting/R1473886 Tue, 19 May 2026 11:12:30 -0700 Verified & Protected

Westgate Town Center

Kissimmee, Florida

• Jun 28 – Jul 5, 2026 (7 nights)
• 3 bed/3 bath, sleeps 12
• $1,862 ($266/night)

]]> https://www.redweek.com/posting/R1405064 Wed, 17 Dec 2025 07:21:49 -0800 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

• Jun 28 – Jul 5, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,314 ($331/night)

]]> https://www.redweek.com/posting/R1473888 Tue, 19 May 2026 11:11:05 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

• Jul 1–8, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,971 ($282/night)

]]> https://www.redweek.com/posting/R1456804 Thu, 16 Apr 2026 08:28:12 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

• Jul 1–6, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $1,385 ($277/night)

]]> https://www.redweek.com/posting/R1475223 Fri, 22 May 2026 08:54:01 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

• Jul 1–6, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $2,205 ($441/night)

]]> https://www.redweek.com/posting/R1397212 Wed, 17 Dec 2025 08:51:19 -0800 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Jul 2–6, 2026 (4 nights)
• 2 bed/2 bath, sleeps 8
• $1,156 ($289/night)

]]> https://www.redweek.com/posting/R1463330 Mon, 27 Apr 2026 07:34:55 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

• Jul 3–10, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,660 ($237/night)

]]> https://www.redweek.com/posting/R1457858 Thu, 16 Apr 2026 12:26:39 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

• Jul 3–10, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,769 ($253/night)

]]> https://www.redweek.com/posting/R1430649 Wed, 04 Mar 2026 14:32:34 -0800