https://www.redweek.com/featured/winter-rentals en Fri, 18 Sep 2026 03:08:40 -0700 3600 Verified & Protected

Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen

Vail, Colorado

• Dec 1–6, 2026 (5 nights)
• 2 bed/3 bath, sleeps 10
• $5,470 ($1,094/night)

]]> https://www.redweek.com/posting/R1502440 Fri, 24 Jul 2026 11:43:50 -0700 Verified & Protected

The Ritz-Carlton Club, Vail

Vail, Colorado

• Dec 1–6, 2026 (5 nights)
• 4 bed/4 bath, sleeps 10
• $6,838 ($1,368/night)

]]> https://www.redweek.com/posting/R1397772 Thu, 11 Dec 2025 08:09:52 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

• Dec 1–8, 2026 (7 nights)
• 3 bed/3 bath, sleeps 10
• $6,816 ($974/night)

]]> https://www.redweek.com/posting/R1411325 Wed, 07 Jan 2026 07:53:14 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• Dec 1–8, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,039 ($434/night)

]]> https://www.redweek.com/posting/R1469896 Thu, 07 May 2026 13:28:48 -0700 Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

• Dec 1–6, 2026 (5 nights)
• 1 bed/1 bath, sleeps 4
• $568 ($114/night)

]]> https://www.redweek.com/posting/R1503324 Sun, 26 Jul 2026 13:17:46 -0700 Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

• Dec 1–6, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $1,312 ($262/night)

]]> https://www.redweek.com/posting/R1503327 Sun, 26 Jul 2026 13:17:46 -0700 Verified & Protected

West 57th Street by Hilton Club

New York City, New York

• Dec 1–5, 2026 (4 nights)
• Studio/1 bath, sleeps 2
• $1,440 ($360/night)

]]> https://www.redweek.com/posting/R1462026 Fri, 24 Apr 2026 07:49:16 -0700 Verified & Protected

Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen

Vail, Colorado

• Dec 1–6, 2026 (5 nights)
• 2 bed/3 bath, sleeps 10
• $2,527 ($505/night)

]]> https://www.redweek.com/posting/R1504485 Thu, 30 Jul 2026 14:08:11 -0700 Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Grand Desert

Las Vegas, Nevada

• Dec 1–6, 2026 (5 nights)
• 1 bed/1 bath, sleeps 4
• $817 ($163/night)

]]> https://www.redweek.com/posting/R1526556 Thu, 17 Sep 2026 00:04:30 -0700 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 1–13, 2026 (12 nights)
• 2 bed/2 bath, sleeps 8
• $2,680 ($223/night)

]]> https://www.redweek.com/posting/R1504480 Tue, 28 Jul 2026 17:03:46 -0700 Verified & Protected

The Westin Riverfront Mountain Villas

Avon, Colorado

• Dec 1–8, 2026 (7 nights)
• Studio/1 bath, sleeps 4
• $2,696 ($385/night)

]]> https://www.redweek.com/posting/R1505624 Fri, 31 Jul 2026 09:28:03 -0700 Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham South Shore

Zephyr Cove, Nevada

• Dec 1–8, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $1,932 ($276/night)

]]> https://www.redweek.com/posting/R1519915 Thu, 03 Sep 2026 11:35:50 -0700 Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

• Dec 1–6, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $1,141 ($228/night)

]]> https://www.redweek.com/posting/R1503326 Sun, 26 Jul 2026 13:17:46 -0700 Verified & Protected

The Westin Riverfront Mountain Villas

Avon, Colorado

• Dec 1–8, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $4,214 ($602/night)

]]> https://www.redweek.com/posting/R1505635 Fri, 31 Jul 2026 09:28:28 -0700 Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

• Dec 1–8, 2026 (7 nights)
• Studio/1 bath, sleeps 4
• $10,597 ($1,514/night)

]]> https://www.redweek.com/posting/R1396837 Fri, 05 Dec 2025 17:16:02 -0800 Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

• Dec 1–7, 2026 (6 nights)
• 2 bed/2 bath, sleeps 8
• $1,488 ($248/night)

]]> https://www.redweek.com/posting/R1495976 Fri, 10 Jul 2026 05:46:46 -0700 Verified & Protected

Windjammer Landing Villa Beach Resort

Castries, St. Lucia

• Dec 1–8, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,314 ($331/night)

]]> https://www.redweek.com/posting/R1510139 Thu, 13 Aug 2026 10:06:14 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

• Dec 1–8, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,595 ($656/night)

]]> https://www.redweek.com/posting/R1503381 Mon, 27 Jul 2026 13:57:15 -0700 Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

• Dec 1–6, 2026 (5 nights)
• 1 bed/1 bath, sleeps 4
• $2,423 ($485/night)

]]> https://www.redweek.com/posting/R1471899 Tue, 19 May 2026 09:00:22 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• Dec 1–8, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,603 ($658/night)

]]> https://www.redweek.com/posting/R1451153 Thu, 26 Mar 2026 13:58:53 -0700 Verified & Protected

Sheraton PGA Vacation Resort

Port St. Lucie, Florida

• Dec 1–13, 2026 (12 nights)
• 2 bed/2 bath, sleeps 6
• $5,257 ($438/night)

]]> https://www.redweek.com/posting/R1524392 Fri, 11 Sep 2026 16:52:34 -0700 Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

• Dec 1–6, 2026 (5 nights)
• 2 bed/2 bath, sleeps 6
• $3,121 ($624/night)

]]> https://www.redweek.com/posting/R1525000 Thu, 17 Sep 2026 10:50:52 -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

Marriott Vacation Club, Waikiki

Honolulu, Hawaii

• Dec 1–8, 2026 (7 nights)
• 1 bed/1 bath, sleeps 6
• $1,742 ($249/night)

]]> https://www.redweek.com/posting/R1508554 Fri, 07 Aug 2026 12:31:07 -0700 Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Nashville

Nashville, Tennessee

• Dec 1–4, 2026 (3 nights)
• 2 bed/2 bath, sleeps 6
• $343 ($114/night)

]]> https://www.redweek.com/posting/R1459768 Sat, 11 Apr 2026 10:55:58 -0700 Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

• Dec 1–7, 2026 (6 nights)
• 2 bed/2 bath, sleeps 8
• $1,299 ($217/night)

]]> https://www.redweek.com/posting/R1495975 Fri, 10 Jul 2026 05:46:46 -0700 Verified & Protected

WorldMark Marina Dunes

Marina, California

• Dec 1–8, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,505 ($358/night)

]]> https://www.redweek.com/posting/R1498944 Mon, 20 Jul 2026 08:44:40 -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 Voted Top Pick 2026

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Lahaina, Hawaii

• Dec 1–8, 2026 (7 nights)
• 2 bed/3 bath, sleeps 8
• $5,911 ($844/night)

]]> https://www.redweek.com/posting/R1396693 Thu, 04 Dec 2025 19:07:57 -0800 Verified & Protected

Hilton Vacation Club Cabo Azul Los Cabos

San Jose del Cabo, Mexico

• Dec 1–8, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,077 ($440/night)

]]> https://www.redweek.com/posting/R1516458 Tue, 25 Aug 2026 06:07:30 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

• Dec 1–7, 2026 (6 nights)
• 3 bed/3 bath, sleeps 10
• $7,862 ($1,310/night)

]]> https://www.redweek.com/posting/R1412939 Tue, 06 Jan 2026 08:35:14 -0800 Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

• Dec 1–7, 2026 (6 nights)
• 1 bed/1 bath, sleeps 4
• $639 ($107/night)

]]> https://www.redweek.com/posting/R1496793 Sat, 11 Jul 2026 15:37:00 -0700 Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

• Dec 1–8, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $710 ($101/night)

]]> https://www.redweek.com/posting/R1514848 Thu, 20 Aug 2026 13:19:34 -0700 Verified & Protected

Club Wyndham Avenue Plaza

New Orleans, Louisiana

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

]]> https://www.redweek.com/posting/R1494285 Mon, 06 Jul 2026 21:49:12 -0700 Verified & Protected

WorldMark South Shore

Zephyr Cove, Nevada

• Dec 1–6, 2026 (5 nights)
• 3 bed/2 bath, sleeps 8
• $1,660 ($332/night)

]]> https://www.redweek.com/posting/R1501103 Fri, 04 Sep 2026 11:18:52 -0700 Verified & Protected Voted Top Pick 2026

Pueblo Bonito Sunset Beach Resort & Spa

Cabo San Lucas, Mexico

• Dec 1–16, 2026 (15 nights)
• 3 bed/3 bath, sleeps 10
• $6,974 ($465/night)

]]> https://www.redweek.com/posting/R1518945 Wed, 09 Sep 2026 13:14:40 -0700 Verified & Protected

The Ritz-Carlton Club, St. Thomas

East End, St. Thomas (USVI)

• Dec 1–6, 2026 (5 nights)
• 2 bed/2.5 bath, sleeps 6
• $4,112 ($822/night)

]]> https://www.redweek.com/posting/R1416086 Thu, 15 Jan 2026 11:56:36 -0800 Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

• Dec 1–6, 2026 (5 nights)
• 2 bed/2 bath, sleeps 8
• $1,273 ($255/night)

]]> https://www.redweek.com/posting/R1504487 Tue, 28 Jul 2026 17:21:14 -0700 Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

• Dec 1–8, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,458 ($208/night)

]]> https://www.redweek.com/posting/R1514850 Thu, 20 Aug 2026 13:19:34 -0700 Verified & Protected

Paradise Village Beach Resort & Spa

Nuevo Vallarta, Mexico

• Dec 1–8, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,161 ($309/night)

]]> https://www.redweek.com/posting/R1515337 Tue, 25 Aug 2026 08:16:13 -0700 Verified & Protected

Club Wyndham SeaWatch Resort

Myrtle Beach, South Carolina

• Dec 1–5, 2026 (4 nights)
• 1 bed/1 bath, sleeps 4
• $427 ($107/night)

]]> https://www.redweek.com/posting/R1522598 Tue, 08 Sep 2026 04:44:43 -0700 Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Orange Tree Golf Resort

Scottsdale, Arizona

• Dec 1–13, 2026 (12 nights)
• 1 bed/1 bath, sleeps 4
• $1,930 ($161/night)

]]> https://www.redweek.com/posting/R1514993 Thu, 20 Aug 2026 19:53:55 -0700 Verified & Protected

Club Wyndham SeaWatch Resort

Myrtle Beach, South Carolina

• Dec 1–5, 2026 (4 nights)
• 2 bed/2 bath, sleeps 8
• $626 ($157/night)

]]> https://www.redweek.com/posting/R1522599 Tue, 08 Sep 2026 04:44:43 -0700 Verified & Protected

Sheraton Steamboat Resort Villas

Steamboat Springs, Colorado

• Dec 1–6, 2026 (5 nights)
• Studio/1 bath, sleeps 2
• $3,290 ($658/night)

]]> https://www.redweek.com/posting/R1495182 Tue, 14 Jul 2026 10:20:40 -0700 Verified & Protected

Sheraton Steamboat Resort Villas

Steamboat Springs, Colorado

• Dec 1–6, 2026 (5 nights)
• Studio/1 bath, sleeps 4
• $4,380 ($876/night)

]]> https://www.redweek.com/posting/R1495306 Thu, 09 Jul 2026 08:21:18 -0700 Verified & Protected

Montecristo Estates by Pueblo Bonito

Cabo San Lucas, Mexico

• Dec 1–8, 2026 (7 nights)
• 3 bed/3.5 bath, sleeps 10
• $3,230 ($461/night)

]]> https://www.redweek.com/posting/R1503737 Fri, 31 Jul 2026 07:07:44 -0700 Verified & Protected

Club Wyndham Avenue Plaza

New Orleans, Louisiana

• Dec 1–4, 2026 (3 nights)
• 1 bed/1 bath, sleeps 4
• $415 ($138/night)

]]> https://www.redweek.com/posting/R1494286 Mon, 06 Jul 2026 21:49:12 -0700 Verified & Protected

The Ritz-Carlton Club, Vail

Vail, Colorado

• Dec 1–5, 2026 (4 nights)
• 2 bed/2 bath, sleeps 6
• $4,385 ($1,096/night)

]]> https://www.redweek.com/posting/R1410337 Mon, 05 Jan 2026 06:28:03 -0800