https://www.redweek.com/featured/winter-rentals/North+America/United+States/Florida/Orlando en Mon, 27 Jul 2026 05:25:15 -0700 3600 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

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

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

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

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

Marriott's Lakeshore Reserve

Orlando, Florida

• Dec 11–17, 2026 (6 nights)
• 2 bed/2 bath, sleeps 8
• $2,423 ($404/night)

]]> https://www.redweek.com/posting/R1451053 Wed, 01 Apr 2026 12:19:49 -0700 Verified & Protected

Marriott's Lakeshore Reserve

Orlando, Florida

• Dec 12–19, 2026 (7 nights)
• 2 bed/2.5 bath, sleeps 8
• $5,475 ($782/night)

]]> https://www.redweek.com/posting/R1422673 Mon, 26 Jan 2026 06:22:38 -0800 Verified & Protected

Marriott's Grande Vista

Orlando, Florida

• Dec 13–20, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,314 ($331/night)

]]> https://www.redweek.com/posting/R1480872 Tue, 09 Jun 2026 07:53:17 -0700 Verified & Protected

Marriott's Grande Vista

Orlando, Florida

• Dec 17–22, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $1,330 ($266/night)

]]> https://www.redweek.com/posting/R1447496 Wed, 25 Mar 2026 06:34:37 -0700 Verified & Protected

WorldMark Orlando Kingstown Reef

Orlando, Florida

• Dec 18–21, 2026 (3 nights)
• 2 bed/2 bath, sleeps 6
• $1,165 ($388/night)

]]> https://www.redweek.com/posting/R1486045 Fri, 19 Jun 2026 07:55:12 -0700 Verified & Protected

Sheraton Vistana Resort

Orlando, Florida

• Dec 18–25, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,080 ($297/night)

]]> https://www.redweek.com/posting/R1480038 Thu, 04 Jun 2026 08:39:24 -0700 Verified & Protected

Marriott's Grande Vista

Orlando, Florida

• Dec 18–25, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,295 ($471/night)

]]> https://www.redweek.com/posting/R1490641 Tue, 30 Jun 2026 13:04:27 -0700 Verified & Protected

Marriott's Lakeshore Reserve

Orlando, Florida

• Dec 18–22, 2026 (4 nights)
• Studio/1 bath, sleeps 4
• $1,765 ($441/night)

]]> https://www.redweek.com/posting/R1485381 Mon, 22 Jun 2026 08:38:46 -0700 Verified & Protected

Marriott's Lakeshore Reserve

Orlando, Florida

• Dec 18–22, 2026 (4 nights)
• Studio/1 bath, sleeps 4
• $1,765 ($441/night)

]]> https://www.redweek.com/posting/R1485382 Thu, 18 Jun 2026 06:57:44 -0700 Verified & Protected

Marriott's Grande Vista

Orlando, Florida

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

]]> https://www.redweek.com/posting/R1461514 Thu, 16 Apr 2026 12:43:49 -0700 Verified & Protected

Marriott's Lakeshore Reserve

Orlando, Florida

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,031 ($576/night)

]]> https://www.redweek.com/posting/R1472773 Fri, 15 May 2026 12:03:55 -0700 Verified & Protected

Las Palmeras by Hilton Grand Vacations

Orlando, Florida

• Dec 19–26, 2026 (7 nights)
• Studio/1 bath, sleeps 2
• $1,550 ($221/night)

]]> https://www.redweek.com/posting/R1439119 Fri, 20 Mar 2026 10:46:46 -0700 Verified & Protected

Parc Soleil by Hilton Grand Vacations

Orlando, Florida

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $5,453 ($779/night)

]]> https://www.redweek.com/posting/R1413746 Thu, 15 Jan 2026 12:26:52 -0800 Verified & Protected

Marriott's Harbour Lake

Orlando, Florida

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,240 ($463/night)

]]> https://www.redweek.com/posting/R1433345 Mon, 16 Feb 2026 08:23:05 -0800 Verified & Protected

Marriott's Grande Vista

Orlando, Florida

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,240 ($463/night)

]]> https://www.redweek.com/posting/R1468962 Tue, 05 May 2026 14:18:34 -0700 Verified & Protected

Parc Soleil by Hilton Grand Vacations

Orlando, Florida

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,222 ($603/night)

]]> https://www.redweek.com/posting/R1494489 Thu, 09 Jul 2026 09:45:29 -0700 Verified & Protected

Parc Soleil by Hilton Grand Vacations

Orlando, Florida

• Dec 19–26, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $2,205 ($315/night)

]]> https://www.redweek.com/posting/R1446723 Fri, 03 Apr 2026 11:14:19 -0700

Marriott's Grande Vista

Orlando, Florida

• Dec 19, 2026 – Jan 2, 2027 (14 nights)
• 3 bed/3 bath, sleeps 12
• $8,745 ($625/night)

]]> https://www.redweek.com/posting/R1429714 Fri, 06 Feb 2026 11:29:06 -0800 Verified & Protected

Marriott's Cypress Harbour Villas

Orlando, Florida

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,641 ($377/night)

]]> https://www.redweek.com/posting/R1477160 Thu, 28 May 2026 13:38:14 -0700 Verified & Protected

Marriott's Imperial Palm Villas

Orlando, Florida

• Dec 19–26, 2026 (7 nights)
• 3 bed/2 bath, sleeps 10
• $3,294 ($471/night)

]]> https://www.redweek.com/posting/R1437042 Mon, 23 Feb 2026 13:35:58 -0800 Verified & Protected

Marriott's Grande Vista

Orlando, Florida

• Dec 19–26, 2026 (7 nights)
• 3 bed/3 bath, sleeps 12
• $4,222 ($603/night)

]]> https://www.redweek.com/posting/R1453056 Wed, 01 Apr 2026 08:34:53 -0700 Verified & Protected

Sheraton Vistana Villages

Orlando, Florida

• Dec 19–24, 2026 (5 nights)
• 2 bed/2 bath, sleeps 6
• $1,110 ($222/night)

]]> https://www.redweek.com/posting/R1443104 Thu, 12 Mar 2026 08:21:51 -0700 Verified & Protected

Westgate Lakes Resort & Spa

Orlando, Florida

• Dec 19–26, 2026 (7 nights)
• 3 bed/3 bath, sleeps 12
• $1,866 ($267/night)

]]> https://www.redweek.com/posting/R1338204 Wed, 17 Sep 2025 08:32:28 -0700 Verified & Protected

Westgate Lakes Resort & Spa

Orlando, Florida

• Dec 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $1,550 ($221/night)

]]> https://www.redweek.com/posting/R1495447 Tue, 14 Jul 2026 12:05:04 -0700 Verified & Protected

Parc Soleil by Hilton Grand Vacations

Orlando, Florida

• Dec 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,859 ($408/night)

]]> https://www.redweek.com/posting/R1489709 Tue, 30 Jun 2026 09:38:18 -0700 Verified & Protected

Sheraton Vistana Resort

Orlando, Florida

• Dec 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,532 ($362/night)

]]> https://www.redweek.com/posting/R1439446 Fri, 27 Feb 2026 13:05:16 -0800 Verified & Protected

Marriott's Grande Vista

Orlando, Florida

• Dec 20–26, 2026 (6 nights)
• 2 bed/2 bath, sleeps 8
• $2,641 ($440/night)

]]> https://www.redweek.com/posting/R1459404 Mon, 20 Apr 2026 09:45:26 -0700 Verified & Protected

Parc Soleil by Hilton Grand Vacations

Orlando, Florida

• Dec 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,968 ($424/night)

]]> https://www.redweek.com/posting/R1480377 Fri, 05 Jun 2026 07:20:20 -0700 Verified & Protected

Marriott's Cypress Harbour Villas

Orlando, Florida

• Dec 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,586 ($370/night)

]]> https://www.redweek.com/posting/R1431385 Wed, 18 Feb 2026 14:39:42 -0800 Verified & Protected

Marriott's Grande Vista

Orlando, Florida

• Dec 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,513 ($502/night)

]]> https://www.redweek.com/posting/R1421848 Wed, 21 Jan 2026 15:31:40 -0800 Verified & Protected

Marriott's Harbour Lake

Orlando, Florida

• Dec 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,750 ($393/night)

]]> https://www.redweek.com/posting/R1411803 Wed, 07 Jan 2026 08:46:44 -0800 Verified & Protected

Sheraton Vistana Resort

Orlando, Florida

• Dec 20–27, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $1,142 ($163/night)

]]> https://www.redweek.com/posting/R1479093 Tue, 02 Jun 2026 12:36:40 -0700 Verified & Protected

Marriott's Harbour Lake

Orlando, Florida

• Dec 20–26, 2026 (6 nights)
• 1 bed/1 bath, sleeps 4
• $2,423 ($404/night)

]]> https://www.redweek.com/posting/R1473297 Wed, 20 May 2026 06:54:38 -0700 Verified & Protected

Marriott's Grande Vista

Orlando, Florida

• Dec 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,314 ($331/night)

]]> https://www.redweek.com/posting/R1407651 Fri, 26 Dec 2025 06:04:55 -0800 Verified & Protected

Sheraton Vistana Resort

Orlando, Florida

• Dec 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,423 ($346/night)

]]> https://www.redweek.com/posting/R1491858 Fri, 03 Jul 2026 08:10:56 -0700 Verified & Protected

Marriott's Grande Vista

Orlando, Florida

• Dec 21–28, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,924 ($418/night)

]]> https://www.redweek.com/posting/R1440002 Thu, 05 Mar 2026 06:56:30 -0800 Verified & Protected

Marriott's Grande Vista

Orlando, Florida

• Dec 21–28, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,314 ($331/night)

]]> https://www.redweek.com/posting/R1407217 Mon, 05 Jan 2026 07:14:06 -0800 Verified & Protected

Marriott's Grande Vista

Orlando, Florida

• Dec 21–28, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,222 ($603/night)

]]> https://www.redweek.com/posting/R1408646 Tue, 30 Dec 2025 08:12:47 -0800 Verified & Protected

Marriott's Grande Vista

Orlando, Florida

• Dec 21–28, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,404 ($486/night)

]]> https://www.redweek.com/posting/R1406178 Tue, 23 Dec 2025 07:11:15 -0800 Verified & Protected

Hilton Grand Vacations at SeaWorld

Orlando, Florida

• Dec 21–28, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $2,696 ($385/night)

]]> https://www.redweek.com/posting/R1495563 Wed, 15 Jul 2026 07:13:05 -0700 Verified & Protected

Marriott's Cypress Harbour Villas

Orlando, Florida

• Dec 22–29, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,505 ($358/night)

]]> https://www.redweek.com/posting/R1425648 Mon, 02 Feb 2026 08:50:01 -0800