https://www.redweek.com/featured/winter-rentals/North+America/United+States/Florida/Greater+Orlando en Mon, 27 Jul 2026 04:42:51 -0700 3600 Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

• Dec 1–4, 2026 (3 nights)
• 1 bed/1 bath, sleeps 4
• $271 ($90/night)

]]> https://www.redweek.com/posting/R1476537 Tue, 26 May 2026 04:11:18 -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

Disney's Animal Kingdom Villas - Jambo House

Lake Buena Vista, Florida

• Dec 1–5, 2026 (4 nights)
• 1 bed/1 bath, sleeps 5
• $7,010 ($1,752/night)

]]> https://www.redweek.com/posting/R1413441 Tue, 06 Jan 2026 18:08:35 -0800 Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

• Dec 1–4, 2026 (3 nights)
• 2 bed/2 bath, sleeps 8
• $367 ($122/night)

]]> https://www.redweek.com/posting/R1499352 Fri, 17 Jul 2026 11:13:00 -0700 Verified & Protected

Disney's Riviera Resort

Lake Buena Vista, Florida

• Dec 1–2, 2026 (1 night)
• Studio/1 bath, sleeps 5
• $622 ($622/night)

]]> https://www.redweek.com/posting/R1411267 Fri, 02 Jan 2026 19:10:26 -0800 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 CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

• Dec 3–6, 2026 (3 nights)
• 2 bed/2 bath, sleeps 8
• $832 ($278/night)

]]> https://www.redweek.com/posting/R1497299 Mon, 13 Jul 2026 07:52:29 -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

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

Westgate Lakes Resort & Spa

Orlando, Florida

• Dec 4–11, 2026 (7 nights)
• Studio/1 bath, sleeps 4
• $971 ($139/night)

]]> https://www.redweek.com/posting/R1497210 Thu, 16 Jul 2026 11:20:06 -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)
• 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

Grand Beach Resort

Orlando, Florida

• Dec 5–12, 2026 (7 nights)
• 3 bed/3 bath, sleeps 8
• $1,660 ($237/night)

]]> https://www.redweek.com/posting/R1474867 Thu, 21 May 2026 10:17:54 -0700 Verified & Protected

Blue Tree Resort at Lake Buena Vista

Orlando, Florida

• Dec 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $760 ($109/night)

]]> https://www.redweek.com/posting/R1468218 Thu, 07 May 2026 08:50:05 -0700 Verified & Protected

Sheraton Vistana Resort

Orlando, Florida

• Dec 5–9, 2026 (4 nights)
• 2 bed/2 bath, sleeps 8
• $1,330 ($332/night)

]]> https://www.redweek.com/posting/R1486546 Wed, 24 Jun 2026 06:57:12 -0700 Verified & Protected

Parc Soleil by Hilton Grand Vacations

Orlando, Florida

• Dec 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,314 ($331/night)

]]> https://www.redweek.com/posting/R1496291 Fri, 10 Jul 2026 14:09:44 -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

Hilton Grand Vacations at SeaWorld

Orlando, Florida

• Dec 6–13, 2026 (7 nights)
• 3 bed/3 bath, sleeps 10
• $2,478 ($354/night)

]]> https://www.redweek.com/posting/R1485756 Wed, 24 Jun 2026 12:09:21 -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 CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

• Dec 6–13, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,330 ($190/night)

]]> https://www.redweek.com/posting/R1434808 Thu, 12 Mar 2026 13:00:56 -0700 Verified & Protected

Westgate Lakes Resort & Spa

Orlando, Florida

• Dec 6–13, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $777 ($111/night)

]]> https://www.redweek.com/posting/R1493513 Tue, 07 Jul 2026 12:29:58 -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

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 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 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 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 7–11, 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)
• 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 CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

• Dec 7–10, 2026 (3 nights)
• 3 bed/2 bath, sleeps 10
• $559 ($186/night)

]]> https://www.redweek.com/posting/R1488478 Wed, 24 Jun 2026 14:57:41 -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 CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

• Dec 7–10, 2026 (3 nights)
• 2 bed/2 bath, sleeps 8
• $367 ($122/night)

]]> https://www.redweek.com/posting/R1488477 Wed, 24 Jun 2026 14:57:41 -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)
• 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 7–12, 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 CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

• Dec 7–11, 2026 (4 nights)
• 2 bed/2 bath, sleeps 8
• $471 ($118/night)

]]> https://www.redweek.com/posting/R1442550 Fri, 06 Mar 2026 12:16:13 -0800 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 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 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 10–13, 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 10–14, 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)
• 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 10–15, 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 10–15, 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 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