https://www.redweek.com/featured/spring-summer-rentals/North+America/United+States/Florida/Kissimmee en Sat, 06 Jun 2026 04:06:11 -0700 3600 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
• $999 ($200/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
• $1,932 ($276/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)
• 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

Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

• Jun 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $888 ($127/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 - 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 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 - East Village

Kissimmee, Florida

• Jun 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $971 ($139/night)

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

Westgate Town Center

Kissimmee, Florida

• Jun 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,385 ($198/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
• $1,654 ($236/night)

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

Club Sevilla

Kissimmee, Florida

• Jun 27 – Jul 4, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $776 ($111/night)

]]> https://www.redweek.com/posting/R1477513 Thu, 28 May 2026 13:49:00 -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

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
• $1,077 ($154/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

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 - 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

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
• $1,660 ($237/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 - 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 - 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

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
• $1,110 ($159/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
• $1,769 ($253/night)

]]> https://www.redweek.com/posting/R1461578 Wed, 22 Apr 2026 14:38:34 -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
• $1,769 ($253/night)

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

WorldMark Orlando – Reunion

Kissimmee, Florida

• Jun 29 – Jul 3, 2026 (4 nights)
• 3 bed/3 bath, sleeps 8
• $1,550 ($388/night)

]]> https://www.redweek.com/posting/R1480345 Fri, 05 Jun 2026 16:09:10 -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
• $1,110 ($159/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

Westgate Town Center

Kissimmee, Florida

• Jul 3–10, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,314 ($331/night)

]]> https://www.redweek.com/posting/R1462930 Fri, 24 Apr 2026 12:31:36 -0700 Verified & Protected

Westgate Town Center

Kissimmee, Florida

• Jul 3–10, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,886 ($412/night)

]]> https://www.redweek.com/posting/R1459265 Tue, 28 Apr 2026 11:42:53 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

• Jul 3–10, 2026 (7 nights)
• 3 bed/3 bath, sleeps 12
• $2,205 ($315/night)

]]> https://www.redweek.com/posting/R1472869 Fri, 15 May 2026 07:36:14 -0700 Verified & Protected

Westgate Towers

Kissimmee, Florida

• Jul 3–10, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,385 ($198/night)

]]> https://www.redweek.com/posting/R1459845 Thu, 16 Apr 2026 13:07:15 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

• Jul 3–6, 2026 (3 nights)
• 2 bed/2 bath, sleeps 8
• $610 ($204/night)

]]> https://www.redweek.com/posting/R1463226 Fri, 24 Apr 2026 12:57:45 -0700 Verified & Protected

Westgate Town Center

Kissimmee, Florida

• Jul 3–10, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $832 ($119/night)

]]> https://www.redweek.com/posting/R1443187 Mon, 09 Mar 2026 08:36:24 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

• Jul 3–10, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $888 ($127/night)

]]> https://www.redweek.com/posting/R1471364 Mon, 11 May 2026 11:41:49 -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
• $1,440 ($206/night)

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

WorldMark Orlando – Reunion

Kissimmee, Florida

• Jul 3–6, 2026 (3 nights)
• 3 bed/3 bath, sleeps 8
• $1,769 ($590/night)

]]> https://www.redweek.com/posting/R1408824 Thu, 15 Jan 2026 07:01:23 -0800 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

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

]]> https://www.redweek.com/posting/R1440423 Fri, 20 Mar 2026 12:23:08 -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
• $1,330 ($190/night)

]]> https://www.redweek.com/posting/R1429218 Tue, 31 Mar 2026 13:34:44 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

• Jul 3–7, 2026 (4 nights)
• 2 bed/2 bath, sleeps 8
• $1,021 ($255/night)

]]> https://www.redweek.com/posting/R1438574 Thu, 05 Mar 2026 13:49:48 -0800 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 Verified & Protected

Mystic Dunes Resort & Golf Club

Kissimmee, Florida

• Jul 3–9, 2026 (6 nights)
• 2 bed/2 bath, sleeps 8
• $1,330 ($222/night)

]]> https://www.redweek.com/posting/R1447157 Tue, 17 Mar 2026 11:04:20 -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
• $2,314 ($331/night)

]]> https://www.redweek.com/posting/R1450429 Wed, 03 Jun 2026 07:24:20 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

• Jul 3–6, 2026 (3 nights)
• 2 bed/2 bath, sleeps 8
• $944 ($314/night)

]]> https://www.redweek.com/posting/R1453344 Thu, 16 Apr 2026 06:57:45 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

• Jul 3–6, 2026 (3 nights)
• 2 bed/2 bath, sleeps 8
• $1,110 ($370/night)

]]> https://www.redweek.com/posting/R1475755 Wed, 27 May 2026 07:31:37 -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
• $1,550 ($221/night)

]]> https://www.redweek.com/posting/R1440134 Thu, 26 Mar 2026 07:06:06 -0700