https://www.redweek.com/featured/winter-rentals/North+America/United+States/Florida/Kissimmee en Mon, 27 Jul 2026 05:25:14 -0700 3600 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 1–5, 2026 (4 nights)
• 2 bed/2 bath, sleeps 8
• $937 ($234/night)

]]> https://www.redweek.com/posting/R1453025 Fri, 27 Mar 2026 11:54:13 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 1–5, 2026 (4 nights)
• 2 bed/2 bath, sleeps 8
• $706 ($176/night)

]]> https://www.redweek.com/posting/R1453024 Fri, 27 Mar 2026 11:54:13 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 1–5, 2026 (4 nights)
• 1 bed/1 bath, sleeps 4
• $499 ($125/night)

]]> https://www.redweek.com/posting/R1499041 Thu, 16 Jul 2026 14:49:00 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 4–11, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,427 ($204/night)

]]> https://www.redweek.com/posting/R1460673 Mon, 13 Apr 2026 17:56:05 -0700 Verified & Protected

Westgate Town Center

Kissimmee, Florida

• Dec 4–11, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $3,022 ($432/night)

]]> https://www.redweek.com/posting/R1430189 Wed, 04 Mar 2026 08:56:26 -0800 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 4–11, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $746 ($107/night)

]]> https://www.redweek.com/posting/R1460671 Mon, 13 Apr 2026 17:56:05 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 4–11, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,119 ($160/night)

]]> https://www.redweek.com/posting/R1460672 Mon, 13 Apr 2026 17:56:05 -0700 Verified & Protected

Vacation Village at Parkway

Kissimmee, Florida

• Dec 6–13, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,385 ($198/night)

]]> https://www.redweek.com/posting/R1443980 Tue, 16 Jun 2026 06:34:12 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 6–12, 2026 (6 nights)
• 2 bed/2 bath, sleeps 8
• $892 ($149/night)

]]> https://www.redweek.com/posting/R1502613 Fri, 24 Jul 2026 15:29:42 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 6–12, 2026 (6 nights)
• 2 bed/2 bath, sleeps 8
• $1,092 ($182/night)

]]> https://www.redweek.com/posting/R1502614 Fri, 24 Jul 2026 15:29:42 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 6–12, 2026 (6 nights)
• 1 bed/1 bath, sleeps 4
• $573 ($95/night)

]]> https://www.redweek.com/posting/R1502612 Fri, 24 Jul 2026 15:29:42 -0700 Verified & Protected

Silver Lake Resort

Kissimmee, Florida

• Dec 6–13, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,550 ($221/night)

]]> https://www.redweek.com/posting/R1487695 Mon, 06 Jul 2026 12:03:59 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 7–11, 2026 (4 nights)
• 1 bed/1 bath, sleeps 4
• $343 ($86/night)

]]> https://www.redweek.com/posting/R1495902 Thu, 09 Jul 2026 20:39:46 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 7–14, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,127 ($161/night)

]]> https://www.redweek.com/posting/R1459964 Sun, 12 Apr 2026 06:40:46 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 7–11, 2026 (4 nights)
• 2 bed/2 bath, sleeps 8
• $604 ($151/night)

]]> https://www.redweek.com/posting/R1495904 Thu, 09 Jul 2026 20:39:46 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 7–14, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $755 ($108/night)

]]> https://www.redweek.com/posting/R1459963 Sun, 12 Apr 2026 06:40:46 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 7–12, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $759 ($152/night)

]]> https://www.redweek.com/posting/R1494207 Mon, 06 Jul 2026 17:01:44 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 7–12, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $941 ($188/night)

]]> https://www.redweek.com/posting/R1494208 Mon, 06 Jul 2026 17:01:44 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 7–11, 2026 (4 nights)
• 2 bed/2 bath, sleeps 8
• $535 ($134/night)

]]> https://www.redweek.com/posting/R1495903 Thu, 09 Jul 2026 20:39:46 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 7–14, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,444 ($206/night)

]]> https://www.redweek.com/posting/R1459965 Sun, 12 Apr 2026 06:40:46 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 7–12, 2026 (5 nights)
• 1 bed/1 bath, sleeps 4
• $499 ($100/night)

]]> https://www.redweek.com/posting/R1494206 Mon, 06 Jul 2026 17:01:44 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 9–12, 2026 (3 nights)
• 1 bed/1 bath, sleeps 4
• $355 ($118/night)

]]> https://www.redweek.com/posting/R1501519 Wed, 22 Jul 2026 11:34:36 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 9–12, 2026 (3 nights)
• 2 bed/2 bath, sleeps 8
• $499 ($166/night)

]]> https://www.redweek.com/posting/R1501520 Wed, 22 Jul 2026 11:34:36 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 9–12, 2026 (3 nights)
• 2 bed/2 bath, sleeps 8
• $639 ($213/night)

]]> https://www.redweek.com/posting/R1501521 Wed, 22 Jul 2026 11:34:36 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 10–14, 2026 (4 nights)
• 1 bed/1 bath, sleeps 4
• $511 ($128/night)

]]> https://www.redweek.com/posting/R1499959 Sat, 18 Jul 2026 22:31:41 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 10–13, 2026 (3 nights)
• 2 bed/2 bath, sleeps 8
• $826 ($275/night)

]]> https://www.redweek.com/posting/R1497265 Mon, 13 Jul 2026 03:14:34 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 10–14, 2026 (4 nights)
• 2 bed/2 bath, sleeps 8
• $977 ($244/night)

]]> https://www.redweek.com/posting/R1499961 Sat, 18 Jul 2026 22:31:41 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 10–15, 2026 (5 nights)
• 1 bed/1 bath, sleeps 4
• $586 ($117/night)

]]> https://www.redweek.com/posting/R1493616 Sun, 05 Jul 2026 12:59:08 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 10–13, 2026 (3 nights)
• 2 bed/2 bath, sleeps 8
• $586 ($195/night)

]]> https://www.redweek.com/posting/R1497264 Mon, 13 Jul 2026 03:14:34 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 10–15, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $852 ($170/night)

]]> https://www.redweek.com/posting/R1493617 Sun, 05 Jul 2026 12:59:08 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 10–14, 2026 (4 nights)
• 2 bed/2 bath, sleeps 8
• $719 ($180/night)

]]> https://www.redweek.com/posting/R1499960 Sat, 18 Jul 2026 22:31:41 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 10–13, 2026 (3 nights)
• 1 bed/1 bath, sleeps 4
• $439 ($146/night)

]]> https://www.redweek.com/posting/R1497263 Mon, 13 Jul 2026 03:14:34 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 10–15, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $1,128 ($226/night)

]]> https://www.redweek.com/posting/R1493618 Sun, 05 Jul 2026 12:59:08 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 11–18, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,427 ($204/night)

]]> https://www.redweek.com/posting/R1462241 Fri, 17 Apr 2026 09:48:27 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 11–15, 2026 (4 nights)
• 1 bed/1 bath, sleeps 4
• $511 ($128/night)

]]> https://www.redweek.com/posting/R1493609 Sun, 05 Jul 2026 12:51:57 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 11–16, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $862 ($172/night)

]]> https://www.redweek.com/posting/R1460544 Mon, 13 Apr 2026 15:17:34 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 11–16, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $1,144 ($229/night)

]]> https://www.redweek.com/posting/R1460545 Mon, 13 Apr 2026 15:17:34 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 11–18, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,119 ($160/night)

]]> https://www.redweek.com/posting/R1462240 Fri, 17 Apr 2026 09:48:27 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 11–16, 2026 (5 nights)
• 1 bed/1 bath, sleeps 4
• $595 ($119/night)

]]> https://www.redweek.com/posting/R1460543 Mon, 13 Apr 2026 15:17:34 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 11–18, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $746 ($107/night)

]]> https://www.redweek.com/posting/R1462239 Fri, 17 Apr 2026 09:48:27 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 11–15, 2026 (4 nights)
• 2 bed/2 bath, sleeps 8
• $977 ($244/night)

]]> https://www.redweek.com/posting/R1493613 Sun, 05 Jul 2026 12:51:57 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 11–15, 2026 (4 nights)
• 2 bed/2 bath, sleeps 8
• $719 ($180/night)

]]> https://www.redweek.com/posting/R1493612 Sun, 05 Jul 2026 12:51:57 -0700 Verified & Protected

Westgate Town Center

Kissimmee, Florida

• Dec 12–19, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,932 ($276/night)

]]> https://www.redweek.com/posting/R1498872 Thu, 16 Jul 2026 12:58:03 -0700 Verified & Protected

Westgate Town Center

Kissimmee, Florida

• Dec 12–19, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $2,314 ($331/night)

]]> https://www.redweek.com/posting/R1430187 Wed, 04 Mar 2026 09:08:21 -0800 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 13–20, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,286 ($184/night)

]]> https://www.redweek.com/posting/R1495845 Thu, 09 Jul 2026 17:36:33 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 13–20, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $870 ($124/night)

]]> https://www.redweek.com/posting/R1500334 Mon, 20 Jul 2026 09:03:16 -0700 Verified & Protected

Westgate Town Center

Kissimmee, Florida

• Dec 13–20, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,925 ($275/night)

]]> https://www.redweek.com/posting/R1497641 Fri, 24 Jul 2026 14:25:27 -0700 Verified & Protected

Vacation Village at Parkway

Kissimmee, Florida

• Dec 13–20, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,440 ($206/night)

]]> https://www.redweek.com/posting/R1443982 Thu, 23 Apr 2026 14:50:48 -0700