https://www.redweek.com/featured/christmas-timeshare-rentals/North+America/United+States/Florida/Kissimmee en Wed, 03 Jun 2026 02:50:34 -0700 3600 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 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 21–26, 2026 (5 nights)
• 1 bed/1 bath, sleeps 4
• $499 ($100/night)

]]> https://www.redweek.com/posting/R1476102 Sun, 24 May 2026 14:42:57 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 21–26, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $941 ($188/night)

]]> https://www.redweek.com/posting/R1476104 Sun, 24 May 2026 14:42:57 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 21–26, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $759 ($152/night)

]]> https://www.redweek.com/posting/R1476103 Sun, 24 May 2026 14:42:57 -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
• $3,077 ($440/night)

]]> https://www.redweek.com/posting/R1473583 Tue, 19 May 2026 13:29:14 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 18–26, 2026 (8 nights)
• 2 bed/2 bath, sleeps 8
• $1,943 ($243/night)

]]> https://www.redweek.com/posting/R1473605 Sun, 17 May 2026 17:26:48 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 18–26, 2026 (8 nights)
• 1 bed/1 bath, sleeps 4
• $1,012 ($127/night)

]]> https://www.redweek.com/posting/R1473603 Sun, 17 May 2026 17:26:48 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 18–26, 2026 (8 nights)
• 2 bed/2 bath, sleeps 8
• $1,436 ($179/night)

]]> https://www.redweek.com/posting/R1473604 Sun, 17 May 2026 17:26:48 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - East Village

Kissimmee, Florida

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,750 ($393/night)

]]> https://www.redweek.com/posting/R1472387 Thu, 14 May 2026 13:25:04 -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
• $2,750 ($393/night)

]]> https://www.redweek.com/posting/R1472386 Thu, 14 May 2026 13:24:55 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

• Dec 20–27, 2026 (7 nights)
• 3 bed/3 bath, sleeps 12
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1469813 Thu, 07 May 2026 10:17:22 -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
• $2,423 ($346/night)

]]> https://www.redweek.com/posting/R1469100 Thu, 07 May 2026 07:43:55 -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
• $2,612 ($373/night)

]]> https://www.redweek.com/posting/R1468074 Wed, 06 May 2026 10:31:44 -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
• $2,423 ($346/night)

]]> https://www.redweek.com/posting/R1468477 Tue, 05 May 2026 07:20:28 -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
• $2,423 ($346/night)

]]> https://www.redweek.com/posting/R1468481 Tue, 05 May 2026 07:17:10 -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
• $1,440 ($206/night)

]]> https://www.redweek.com/posting/R1468474 Tue, 05 May 2026 07:08:56 -0700 Verified & Protected

Vacation Village at Parkway

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/R1466242 Tue, 05 May 2026 07:03:55 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

• Dec 23–30, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,987 ($284/night)

]]> https://www.redweek.com/posting/R1467704 Fri, 01 May 2026 15:33:16 -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
• $1,878 ($268/night)

]]> https://www.redweek.com/posting/R1465361 Thu, 30 Apr 2026 10:39:24 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 20–26, 2026 (6 nights)
• 2 bed/2 bath, sleeps 8
• $1,277 ($213/night)

]]> https://www.redweek.com/posting/R1467118 Wed, 29 Apr 2026 19:58:41 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 20–26, 2026 (6 nights)
• 1 bed/1 bath, sleeps 4
• $666 ($111/night)

]]> https://www.redweek.com/posting/R1467116 Wed, 29 Apr 2026 19:58:41 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 20–26, 2026 (6 nights)
• 2 bed/2 bath, sleeps 8
• $986 ($164/night)

]]> https://www.redweek.com/posting/R1467117 Wed, 29 Apr 2026 19:58:41 -0700 Verified & Protected

Westgate Town Center

Kissimmee, Florida

• Dec 20–27, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $1,110 ($159/night)

]]> https://www.redweek.com/posting/R1464977 Wed, 29 Apr 2026 08:18:59 -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
• $2,886 ($412/night)

]]> https://www.redweek.com/posting/R1458584 Fri, 17 Apr 2026 11:19:27 -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
• $7,432 ($1,062/night)

]]> https://www.redweek.com/posting/R1455722 Wed, 15 Apr 2026 10:06:26 -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
• $2,042 ($292/night)

]]> https://www.redweek.com/posting/R1451393 Tue, 14 Apr 2026 08:11:12 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

• Dec 22, 2026 – Jan 3, 2027 (12 nights)
• 2 bed/2 bath, sleeps 8
• $3,256 ($271/night)

]]> https://www.redweek.com/posting/R1450734 Tue, 14 Apr 2026 06:02:15 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

• Dec 25, 2026 – Jan 1, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,404 ($486/night)

]]> https://www.redweek.com/posting/R1446407 Fri, 03 Apr 2026 18:18:32 -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
• $3,022 ($432/night)

]]> https://www.redweek.com/posting/R1445870 Wed, 01 Apr 2026 14:10:47 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 22–29, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $839 ($120/night)

]]> https://www.redweek.com/posting/R1453397 Sat, 28 Mar 2026 12:17:33 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 22–29, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,211 ($173/night)

]]> https://www.redweek.com/posting/R1450027 Sun, 22 Mar 2026 17:02:49 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 22–29, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,612 ($230/night)

]]> https://www.redweek.com/posting/R1450028 Sun, 22 Mar 2026 17:02:49 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

• Dec 20–27, 2026 (7 nights)
• 3 bed/3 bath, sleeps 12
• $2,586 ($370/night)

]]> https://www.redweek.com/posting/R1437644 Thu, 19 Mar 2026 11:22:41 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,612 ($230/night)

]]> https://www.redweek.com/posting/R1447328 Mon, 16 Mar 2026 15:00:38 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,211 ($173/night)

]]> https://www.redweek.com/posting/R1447327 Mon, 16 Mar 2026 15:00:38 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 19–26, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $839 ($120/night)

]]> https://www.redweek.com/posting/R1447326 Mon, 16 Mar 2026 15:00:38 -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
• $1,550 ($221/night)

]]> https://www.redweek.com/posting/R1444204 Fri, 13 Mar 2026 09:27:44 -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/R1444185 Fri, 13 Mar 2026 09:26:38 -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
• $1,440 ($206/night)

]]> https://www.redweek.com/posting/R1444174 Fri, 13 Mar 2026 09:25:29 -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/R1436867 Wed, 11 Mar 2026 14:47:44 -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
• $1,476 ($211/night)

]]> https://www.redweek.com/posting/R1436151 Wed, 11 Mar 2026 11:40:20 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

• Dec 21–26, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $1,605 ($321/night)

]]> https://www.redweek.com/posting/R1440509 Thu, 05 Mar 2026 13:52:01 -0800 Verified & Protected

WorldMark Orlando – Reunion

Kissimmee, Florida

• Dec 23–30, 2026 (7 nights)
• 3 bed/3 bath, sleeps 8
• $2,641 ($377/night)

]]> https://www.redweek.com/posting/R1419507 Mon, 16 Feb 2026 10:26:38 -0800 Verified & Protected

Westgate Vacation Villas

Kissimmee, Florida

• Dec 19–26, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $1,198 ($171/night)

]]> https://www.redweek.com/posting/R1427776 Tue, 03 Feb 2026 09:29:02 -0800