https://www.redweek.com/featured/winter-rentals/North+America/United+States/Florida/Orlando?sort=date en Sun, 05 Apr 2026 16:50:12 -0700 3600 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

Marriott's Grande Vista

Orlando, Florida

• Dec 13–20, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $1,932 ($276/night)

]]> https://www.redweek.com/posting/R1442626 Fri, 06 Mar 2026 14:21:04 -0800 Verified & Protected

Marriott's Grande Vista

Orlando, Florida

• Dec 17–24, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,314 ($331/night)

]]> https://www.redweek.com/posting/R1418817 Wed, 21 Jan 2026 13:47:25 -0800 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

Marriott's Harbour Lake

Orlando, Florida

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1433502 Tue, 17 Feb 2026 06:45:58 -0800 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

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

Sheraton Vistana Resort

Orlando, Florida

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $1,550 ($221/night)

]]> https://www.redweek.com/posting/R1392592 Wed, 10 Dec 2025 06:20:10 -0800 Verified & Protected

Marriott's Grande Vista

Orlando, Florida

• Dec 19–26, 2026 (7 nights)
• 3 bed/3 bath, sleeps 12
• $4,603 ($658/night)

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

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

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

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

Marriott's Imperial Palm Villas

Orlando, Florida

• Dec 20–27, 2026 (7 nights)
• 3 bed/2 bath, sleeps 10
• $1,660 ($237/night)

]]> https://www.redweek.com/posting/R1452542 Wed, 01 Apr 2026 10:41:17 -0700 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

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 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
• $2,314 ($331/night)

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

Westgate Lakes Resort & Spa

Orlando, Florida

• Dec 20–27, 2026 (7 nights)
• 3 bed/3 bath, sleeps 12
• $1,866 ($267/night)

]]> https://www.redweek.com/posting/R1409527 Wed, 31 Dec 2025 04:40:27 -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

Marriott's Grande Vista

Orlando, Florida

• Dec 21–28, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,423 ($346/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
• $3,230 ($461/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
• $2,924 ($418/night)

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

Marriott's Cypress Harbour Villas

Orlando, Florida

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

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

Marriott's Cypress Harbour Villas

Orlando, Florida

• Dec 24–31, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,660 ($237/night)

]]> https://www.redweek.com/posting/R1433222 Tue, 17 Feb 2026 05:51:37 -0800 Verified & Protected

Marriott's Grande Vista

Orlando, Florida

• Dec 24–31, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,750 ($393/night)

]]> https://www.redweek.com/posting/R1407669 Tue, 06 Jan 2026 08:27:14 -0800 Verified & Protected

Marriott's Royal Palms

Orlando, Florida

• Dec 24–31, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,039 ($434/night)

]]> https://www.redweek.com/posting/R1453446 Fri, 03 Apr 2026 09:42:29 -0700 Verified & Protected

Marriott's Cypress Harbour Villas

Orlando, Florida

• Dec 25, 2026 – Jan 1, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,077 ($440/night)

]]> https://www.redweek.com/posting/R1450523 Mon, 30 Mar 2026 07:00:58 -0700 Verified & Protected

Marriott's Grande Vista

Orlando, Florida

• Dec 25, 2026 – Jan 1, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,385 ($626/night)

]]> https://www.redweek.com/posting/R1434086 Tue, 17 Feb 2026 07:24:45 -0800

Sheraton Vistana Resort

Orlando, Florida

• Dec 25, 2026 – Jan 1, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,096 ($299/night)

]]> https://www.redweek.com/posting/R1456750 Sat, 04 Apr 2026 14:58:05 -0700 Verified & Protected

Marriott's Grande Vista

Orlando, Florida

• Dec 25, 2026 – Jan 1, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,384 ($626/night)

]]> https://www.redweek.com/posting/R1421054 Tue, 20 Jan 2026 09:42:45 -0800 Verified & Protected

Sheraton Vistana Resort

Orlando, Florida

• Dec 25, 2026 – Jan 1, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,769 ($253/night)

]]> https://www.redweek.com/posting/R1325921 Tue, 11 Nov 2025 21:14:37 -0800 Verified & Protected

Marriott's Grande Vista

Orlando, Florida

• Dec 25, 2026 – Jan 1, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,077 ($440/night)

]]> https://www.redweek.com/posting/R1432280 Thu, 19 Feb 2026 15:56:35 -0800 Verified & Protected

Marriott's Cypress Harbour Villas

Orlando, Florida

• Dec 26, 2026 – Jan 2, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1393015 Mon, 24 Nov 2025 16:19:24 -0800 Verified & Protected

Marriott's Grande Vista

Orlando, Florida

• Dec 26, 2026 – Jan 2, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,188 ($455/night)

]]> https://www.redweek.com/posting/R1408088 Fri, 09 Jan 2026 07:08:54 -0800 Verified & Protected

Sheraton Vistana Resort

Orlando, Florida

• Dec 26, 2026 – Jan 2, 2027 (7 nights)
• 1 bed/1 bath, sleeps 4
• $1,542 ($220/night)

]]> https://www.redweek.com/posting/R1443904 Sat, 21 Mar 2026 08:45:42 -0700 Verified & Protected

Marriott's Royal Palms

Orlando, Florida

• Dec 26, 2026 – Jan 2, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,295 ($471/night)

]]> https://www.redweek.com/posting/R1436365 Mon, 23 Feb 2026 08:33:47 -0800 Verified & Protected

Marriott's Grande Vista

Orlando, Florida

• Dec 26, 2026 – Jan 2, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,132 ($447/night)

]]> https://www.redweek.com/posting/R1393017 Mon, 24 Nov 2025 16:19:52 -0800 Verified & Protected

Marriott's Imperial Palm Villas

Orlando, Florida

• Dec 26, 2026 – Jan 2, 2027 (7 nights)
• 3 bed/2 bath, sleeps 10
• $4,140 ($591/night)

]]> https://www.redweek.com/posting/R1442106 Fri, 06 Mar 2026 13:26:53 -0800 Verified & Protected

Westgate Lakes Resort & Spa

Orlando, Florida

• Dec 26, 2026 – Jan 2, 2027 (7 nights)
• 3 bed/3 bath, sleeps 12
• $4,494 ($642/night)

]]> https://www.redweek.com/posting/R1354004 Fri, 21 Nov 2025 13:26:13 -0800 Verified & Protected

Marriott's Grande Vista

Orlando, Florida

• Dec 26, 2026 – Jan 2, 2027 (7 nights)
• Studio/1 bath, sleeps 4
• $1,660 ($237/night)

]]> https://www.redweek.com/posting/R1393020 Mon, 24 Nov 2025 16:21:16 -0800 Verified & Protected

Marriott's Grande Vista

Orlando, Florida

• Dec 26, 2026 – Jan 2, 2027 (7 nights)
• 3 bed/3 bath, sleeps 12
• $4,380 ($626/night)

]]> https://www.redweek.com/posting/R1393022 Mon, 24 Nov 2025 16:30:46 -0800 Verified & Protected

Marriott's Grande Vista

Orlando, Florida

• Dec 26, 2026 – Jan 2, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,731 ($533/night)

]]> https://www.redweek.com/posting/R1394291 Mon, 08 Dec 2025 07:31:03 -0800 Verified & Protected

Marriott's Cypress Harbour Villas

Orlando, Florida

• Dec 26, 2026 – Jan 2, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,290 ($470/night)

]]> https://www.redweek.com/posting/R1393014 Mon, 24 Nov 2025 16:19:14 -0800