https://www.redweek.com/featured/winter-rentals/North+America/United+States/Florida en Mon, 27 Jul 2026 04:42:18 -0700 3600 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 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 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

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 Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• Dec 1–8, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $5,874 ($839/night)

]]> https://www.redweek.com/posting/R1451153 Thu, 26 Mar 2026 13:58:53 -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 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 CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

• Dec 1–6, 2026 (5 nights)
• 1 bed/1 bath, sleeps 4
• $746 ($149/night)

]]> https://www.redweek.com/posting/R1503325 Sun, 26 Jul 2026 13:17:46 -0700 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 Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• Dec 1–8, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,458 ($494/night)

]]> https://www.redweek.com/posting/R1469896 Thu, 07 May 2026 13:28:48 -0700 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 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

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 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 Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• Dec 1–6, 2026 (5 nights)
• 3 bed/3 bath, sleeps 10
• $2,750 ($550/night)

]]> https://www.redweek.com/posting/R1431841 Mon, 16 Feb 2026 07:14:51 -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 Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• Dec 1–9, 2026 (8 nights)
• 2 bed/2 bath, sleeps 8
• $3,840 ($480/night)

]]> https://www.redweek.com/posting/R1418417 Fri, 16 Jan 2026 09:27:58 -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
• $852 ($142/night)

]]> https://www.redweek.com/posting/R1496794 Sat, 11 Jul 2026 15:37:00 -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 CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

• Dec 2–6, 2026 (4 nights)
• 1 bed/1 bath, sleeps 4
• $495 ($124/night)

]]> https://www.redweek.com/posting/R1481631 Mon, 08 Jun 2026 15:25:58 -0700 Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

• Dec 2–6, 2026 (4 nights)
• 1 bed/1 bath, sleeps 4
• $630 ($158/night)

]]> https://www.redweek.com/posting/R1481632 Mon, 08 Jun 2026 15:25:58 -0700 Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

• Dec 2–6, 2026 (4 nights)
• 2 bed/2 bath, sleeps 8
• $950 ($238/night)

]]> https://www.redweek.com/posting/R1481633 Mon, 08 Jun 2026 15:25:58 -0700 Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

• Dec 2–6, 2026 (4 nights)
• 2 bed/2 bath, sleeps 8
• $1,119 ($280/night)

]]> https://www.redweek.com/posting/R1481634 Mon, 08 Jun 2026 15:25:58 -0700 Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

• Dec 3–7, 2026 (4 nights)
• 2 bed/2 bath, sleeps 8
• $1,101 ($275/night)

]]> https://www.redweek.com/posting/R1486896 Sat, 20 Jun 2026 11:39:38 -0700 Verified & Protected

Marriott's Villas at Doral

Miami, Florida

• Dec 3–10, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,611 ($516/night)

]]> https://www.redweek.com/posting/R1442598 Fri, 13 Mar 2026 14:24:00 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• Dec 3–6, 2026 (3 nights)
• 2 bed/2 bath, sleeps 8
• $2,423 ($808/night)

]]> https://www.redweek.com/posting/R1489948 Tue, 30 Jun 2026 10:22:45 -0700 Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

• Dec 3–7, 2026 (4 nights)
• 1 bed/1 bath, sleeps 4
• $622 ($155/night)

]]> https://www.redweek.com/posting/R1486894 Sat, 20 Jun 2026 11:39:38 -0700 Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

• Dec 3–7, 2026 (4 nights)
• 1 bed/1 bath, sleeps 4
• $487 ($122/night)

]]> https://www.redweek.com/posting/R1486893 Sat, 20 Jun 2026 11:39:38 -0700 Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

• Dec 3–7, 2026 (4 nights)
• 2 bed/2 bath, sleeps 8
• $919 ($230/night)

]]> https://www.redweek.com/posting/R1486895 Sat, 20 Jun 2026 11:39:38 -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

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 Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

• Dec 4–11, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,404 ($486/night)

]]> https://www.redweek.com/posting/R1475065 Fri, 22 May 2026 09:30:04 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• Dec 4–11, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,696 ($385/night)

]]> https://www.redweek.com/posting/R1434448 Wed, 25 Feb 2026 07:30:23 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• Dec 4–11, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,914 ($416/night)

]]> https://www.redweek.com/posting/R1479986 Thu, 04 Jun 2026 12:54:04 -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

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

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 CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

• Dec 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,365 ($195/night)

]]> https://www.redweek.com/posting/R1460576 Mon, 13 Apr 2026 17:11:59 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• Dec 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,222 ($603/night)

]]> https://www.redweek.com/posting/R1418107 Fri, 16 Jan 2026 07:52:21 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• Dec 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,404 ($486/night)

]]> https://www.redweek.com/posting/R1395677 Wed, 10 Dec 2025 10:20:52 -0800 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 CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

• Dec 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,612 ($230/night)

]]> https://www.redweek.com/posting/R1460577 Mon, 13 Apr 2026 17:11:59 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• Dec 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,222 ($603/night)

]]> https://www.redweek.com/posting/R1418110 Fri, 16 Jan 2026 07:45:52 -0800 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 CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

• Dec 5–12, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $684 ($98/night)

]]> https://www.redweek.com/posting/R1460574 Mon, 13 Apr 2026 17:11:59 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• Dec 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,222 ($603/night)

]]> https://www.redweek.com/posting/R1392420 Tue, 23 Dec 2025 13:07:17 -0800 Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• Dec 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,535 ($505/night)

]]> https://www.redweek.com/posting/R1502339 Fri, 24 Jul 2026 11:27:20 -0700