https://www.redweek.com/featured/christmas-timeshare-rentals/North+America/United+States/Florida/Kissimmee en Sat, 12 Sep 2026 07:17:52 -0700 3600 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 21–27, 2026 (6 nights)
• 2 bed/2 bath, sleeps 8
• $2,150 ($358/night)

]]> https://www.redweek.com/posting/R1521370 Wed, 09 Sep 2026 13:38:56 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,696 ($385/night)

]]> https://www.redweek.com/posting/R1521508 Tue, 08 Sep 2026 10:53:22 -0700 Verified & Protected

Mystic Dunes Resort & Golf Club

Kissimmee, Florida

• Dec 23–30, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $1,311 ($187/night)

]]> https://www.redweek.com/posting/R1521253 Fri, 04 Sep 2026 11:16:51 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

• Dec 21–26, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $1,660 ($332/night)

]]> https://www.redweek.com/posting/R1519714 Wed, 02 Sep 2026 15:47:51 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

• Dec 20–26, 2026 (6 nights)
• 2 bed/2 bath, sleeps 8
• $1,987 ($331/night)

]]> https://www.redweek.com/posting/R1519712 Wed, 02 Sep 2026 15:44:50 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

• Dec 25, 2026 – Jan 1, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,932 ($276/night)

]]> https://www.redweek.com/posting/R1518891 Tue, 01 Sep 2026 17:37:32 -0700 Verified & Protected

Westgate Vacation Villas

Kissimmee, Florida

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 10
• $2,505 ($358/night)

]]> https://www.redweek.com/posting/R1518494 Tue, 01 Sep 2026 11:36:09 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

• Dec 22–27, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $1,330 ($266/night)

]]> https://www.redweek.com/posting/R1517330 Fri, 28 Aug 2026 07:52:58 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

• Dec 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,465 ($209/night)

]]> https://www.redweek.com/posting/R1514127 Wed, 26 Aug 2026 10:18:45 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,465 ($209/night)

]]> https://www.redweek.com/posting/R1514138 Wed, 26 Aug 2026 10:18:43 -0700 Verified & Protected

The Residences at Orange Lake Resort

Kissimmee, Florida

• Dec 21–26, 2026 (5 nights)
• 6 bed/6 bath, sleeps 20
• $10,925 ($2,185/night)

]]> https://www.redweek.com/posting/R1514258 Fri, 21 Aug 2026 13:26:54 -0700 Verified & Protected

Westgate Vacation Villas

Kissimmee, Florida

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,222 ($603/night)

]]> https://www.redweek.com/posting/R1508958 Thu, 20 Aug 2026 12:35:46 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 24–27, 2026 (3 nights)
• 1 bed/1 bath, sleeps 4
• $604 ($201/night)

]]> https://www.redweek.com/posting/R1513485 Mon, 17 Aug 2026 17:50:45 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 24–27, 2026 (3 nights)
• 2 bed/2 bath, sleeps 8
• $1,136 ($379/night)

]]> https://www.redweek.com/posting/R1513486 Mon, 17 Aug 2026 17:50:45 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

• Dec 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,396 ($199/night)

]]> https://www.redweek.com/posting/R1507454 Fri, 14 Aug 2026 07:32:25 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

• Dec 22–29, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,512 ($216/night)

]]> https://www.redweek.com/posting/R1508384 Thu, 13 Aug 2026 14:19:02 -0700 Verified & Protected

Westgate Town Center

Kissimmee, Florida

• Dec 20–27, 2026 (7 nights)
• 4 bed/4 bath, sleeps 16
• $2,467 ($352/night)

]]> https://www.redweek.com/posting/R1508171 Thu, 13 Aug 2026 13:44:24 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

• Dec 22–29, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,932 ($276/night)

]]> https://www.redweek.com/posting/R1508713 Thu, 13 Aug 2026 08:46:53 -0700 Verified & Protected

Westgate Town Center

Kissimmee, Florida

• Dec 20–27, 2026 (7 nights)
• 4 bed/4 bath, sleeps 16
• $2,200 ($314/night)

]]> https://www.redweek.com/posting/R1509231 Mon, 10 Aug 2026 12:41:22 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

• Dec 20–26, 2026 (6 nights)
• 3 bed/3 bath, sleeps 12
• $2,641 ($440/night)

]]> https://www.redweek.com/posting/R1505555 Mon, 10 Aug 2026 12:23:58 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

• Dec 20–26, 2026 (6 nights)
• 2 bed/2 bath, sleeps 8
• $1,758 ($293/night)

]]> https://www.redweek.com/posting/R1505539 Mon, 10 Aug 2026 12:22:41 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,314 ($331/night)

]]> https://www.redweek.com/posting/R1506843 Thu, 06 Aug 2026 14:42:10 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

• Dec 19–26, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $1,358 ($194/night)

]]> https://www.redweek.com/posting/R1507432 Thu, 06 Aug 2026 14:41:48 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

• Dec 19–27, 2026 (8 nights)
• 2 bed/2 bath, sleeps 8
• $2,510 ($314/night)

]]> https://www.redweek.com/posting/R1506856 Thu, 06 Aug 2026 07:14:32 -0700 Verified & Protected

Westgate Town Center

Kissimmee, Florida

• Dec 19–26, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $1,381 ($197/night)

]]> https://www.redweek.com/posting/R1503679 Fri, 31 Jul 2026 11:53:51 -0700 Verified & Protected

Silver Lake Resort

Kissimmee, Florida

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,123 ($303/night)

]]> https://www.redweek.com/posting/R1502859 Thu, 30 Jul 2026 11:42:51 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

• Dec 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,550 ($221/night)

]]> https://www.redweek.com/posting/R1500825 Wed, 29 Jul 2026 12:17:48 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 21–27, 2026 (6 nights)
• 1 bed/1 bath, sleeps 4
• $1,003 ($167/night)

]]> https://www.redweek.com/posting/R1504593 Wed, 29 Jul 2026 05:46:18 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 21–27, 2026 (6 nights)
• 2 bed/2 bath, sleeps 8
• $1,874 ($312/night)

]]> https://www.redweek.com/posting/R1504595 Wed, 29 Jul 2026 05:46:18 -0700 Verified & Protected

Westgate Town Center

Kissimmee, Florida

• Dec 25, 2026 – Jan 1, 2027 (7 nights)
• 1 bed/1 bath, sleeps 4
• $1,550 ($221/night)

]]> https://www.redweek.com/posting/R1499669 Thu, 23 Jul 2026 09:04:37 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

• Dec 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,932 ($276/night)

]]> https://www.redweek.com/posting/R1501208 Thu, 23 Jul 2026 08:59:15 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,932 ($276/night)

]]> https://www.redweek.com/posting/R1500264 Thu, 23 Jul 2026 08:52:25 -0700 Verified & Protected

Westgate Vacation Villas

Kissimmee, Florida

• Dec 25, 2026 – Jan 1, 2027 (7 nights)
• 2 bed/2 bath, sleeps 10
• $2,314 ($331/night)

]]> https://www.redweek.com/posting/R1493105 Tue, 21 Jul 2026 07:21:04 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

• Dec 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,986 ($284/night)

]]> https://www.redweek.com/posting/R1493500 Thu, 09 Jul 2026 07:20:46 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

• Dec 23, 2026 – Jan 1, 2027 (9 nights)
• 2 bed/2 bath, sleeps 8
• $1,781 ($198/night)

]]> https://www.redweek.com/posting/R1486731 Tue, 07 Jul 2026 05:41:36 -0700 Verified & Protected

Silver Lake Resort

Kissimmee, Florida

• Dec 22–29, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,314 ($331/night)

]]> https://www.redweek.com/posting/R1490491 Fri, 03 Jul 2026 06:55:16 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

• Dec 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,550 ($221/night)

]]> https://www.redweek.com/posting/R1490127 Wed, 01 Jul 2026 12:05:10 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 23–27, 2026 (4 nights)
• 2 bed/2 bath, sleeps 8
• $1,383 ($346/night)

]]> https://www.redweek.com/posting/R1489175 Fri, 26 Jun 2026 12:13:23 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 23–27, 2026 (4 nights)
• 1 bed/1 bath, sleeps 4
• $737 ($184/night)

]]> https://www.redweek.com/posting/R1489173 Fri, 26 Jun 2026 12:13:23 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

• Dec 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,932 ($276/night)

]]> https://www.redweek.com/posting/R1487856 Thu, 25 Jun 2026 11:38:51 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

• Dec 23–27, 2026 (4 nights)
• Studio/1 bath, sleeps 5
• $999 ($250/night)

]]> https://www.redweek.com/posting/R1486722 Wed, 24 Jun 2026 11:19:51 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

• Dec 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,986 ($284/night)

]]> https://www.redweek.com/posting/R1481707 Tue, 16 Jun 2026 12:58:06 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

• Dec 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,986 ($284/night)

]]> https://www.redweek.com/posting/R1481708 Tue, 16 Jun 2026 12:58:00 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

• Dec 22–26, 2026 (4 nights)
• 1 bed/1 bath, sleeps 4
• $1,054 ($264/night)

]]> https://www.redweek.com/posting/R1482209 Fri, 12 Jun 2026 10:51:29 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

• Dec 20–27, 2026 (7 nights)
• 3 bed/3 bath, sleeps 12
• $2,390 ($341/night)

]]> https://www.redweek.com/posting/R1482527 Fri, 12 Jun 2026 10:45:56 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,968 ($424/night)

]]> https://www.redweek.com/posting/R1480791 Mon, 08 Jun 2026 10:41:03 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

• Dec 19–26, 2026 (7 nights)
• 3 bed/3 bath, sleeps 12
• $3,513 ($502/night)

]]> https://www.redweek.com/posting/R1480799 Mon, 08 Jun 2026 10:40:59 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,077 ($440/night)

]]> https://www.redweek.com/posting/R1477781 Fri, 29 May 2026 09:31:23 -0700