https://www.redweek.com/featured/flexible-rentals/North+America/United+States/Florida en Mon, 10 Aug 2026 12:22:31 -0700 3600

Westgate Vacation Villas

Kissimmee, Florida

• Nov 21–28, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $738 ($105/night)

]]> https://www.redweek.com/posting/R1508967 Fri, 07 Aug 2026 05:36:11 -0700

Westgate Vacation Villas

Kissimmee, Florida

• Dec 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,931 ($704/night)

]]> https://www.redweek.com/posting/R1508958 Fri, 07 Aug 2026 05:12:52 -0700 CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

• Mar 27 – Apr 4, 2027 (8 nights)
• 2 bed/2 bath, sleeps 8
• $2,632 ($329/night)

]]> https://www.redweek.com/posting/R1508353 Wed, 05 Aug 2026 21:52:01 -0700 Verified & Protected

Palm Beach Shores Resort and Vacation Villas

Palm Beach Shores, Florida

• Nov 21–28, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,505 ($358/night)

]]> https://www.redweek.com/posting/R1508054 Wed, 05 Aug 2026 13:46:37 -0700 Verified & Protected

Marriott's Cypress Harbour Villas

Orlando, Florida

• Mar 27 – Apr 3, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,505 ($358/night)

]]> https://www.redweek.com/posting/R1507787 Wed, 05 Aug 2026 09:10:54 -0700 Verified & Protected

Marriott's Harbour Lake

Orlando, Florida

• Mar 20–27, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,696 ($385/night)

]]> https://www.redweek.com/posting/R1507758 Wed, 05 Aug 2026 08:45:21 -0700 Verified & Protected

Coconut Mallory Marina & Resort

Key West, Florida

• Nov 28 – Dec 5, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $1,932 ($276/night)

]]> https://www.redweek.com/posting/R1499818 Wed, 05 Aug 2026 06:51:47 -0700 CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

• Dec 23–26, 2026 (3 nights)
• 2 bed/2 bath, sleeps 8
• $583 ($194/night)

]]> https://www.redweek.com/posting/R1507879 Wed, 05 Aug 2026 00:00:16 -0700 CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

• Nov 21–27, 2026 (6 nights)
• 2 bed/2 bath, sleeps 8
• $952 ($159/night)

]]> https://www.redweek.com/posting/R1507874 Tue, 04 Aug 2026 23:09:29 -0700

Hyatt Beach House Resort

Key West, Florida

• Dec 27, 2026 – Jan 3, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,840 ($549/night)

]]> https://www.redweek.com/posting/R1507846 Tue, 04 Aug 2026 19:58:58 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

• Jan 1–8, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,031 ($576/night)

]]> https://www.redweek.com/posting/R1505859 Tue, 04 Aug 2026 13:13:10 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• Mar 20–27, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $7,274 ($1,039/night)

]]> https://www.redweek.com/posting/R1506667 Tue, 04 Aug 2026 08:14:13 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• Mar 13–20, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $7,274 ($1,039/night)

]]> https://www.redweek.com/posting/R1506663 Tue, 04 Aug 2026 08:13:48 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• Mar 8–15, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $6,892 ($985/night)

]]> https://www.redweek.com/posting/R1506661 Tue, 04 Aug 2026 08:13:14 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• Mar 8–15, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $6,701 ($957/night)

]]> https://www.redweek.com/posting/R1506652 Tue, 04 Aug 2026 08:12:45 -0700 Verified & Protected

Marriott Vacation Club Pulse, South Beach

Miami Beach, Florida

• Aug 11–15, 2027 (4 nights)
• 2 bed/2 bath, sleeps 6
• $3,469 ($867/night)

]]> https://www.redweek.com/posting/R1505298 Tue, 04 Aug 2026 07:56:47 -0700

Hyatt Beach House Resort

Key West, Florida

• Dec 27–31, 2026 (4 nights)
• 2 bed/2 bath, sleeps 6
• $1,765 ($441/night)

]]> https://www.redweek.com/posting/R1507278 Mon, 03 Aug 2026 22:27:57 -0700 Verified & Protected

Club Wyndham Clearwater Beach Resort

Clearwater, Florida

• Dec 27, 2026 – Jan 1, 2027 (5 nights)
• 2 bed/2 bath, sleeps 8
• $2,859 ($572/night)

]]> https://www.redweek.com/posting/R1505638 Mon, 03 Aug 2026 10:11:13 -0700 Verified & Protected

Club Wyndham Clearwater Beach Resort

Clearwater, Florida

• Dec 27, 2026 – Jan 1, 2027 (5 nights)
• 2 bed/2 bath, sleeps 8
• $2,859 ($572/night)

]]> https://www.redweek.com/posting/R1505636 Mon, 03 Aug 2026 10:10:40 -0700 Verified & Protected

Treasure Island Beach Club

Treasure Island, Florida

• Mar 20–27, 2027 (7 nights)
• 1 bed/1 bath, sleeps 4
• $1,932 ($276/night)

]]> https://www.redweek.com/posting/R1501572 Mon, 03 Aug 2026 07:04:55 -0700 Verified & Protected

Marriott's Villas at Doral

Miami, Florida

• Mar 2–7, 2027 (5 nights)
• 2 bed/2 bath, sleeps 8
• $2,341 ($468/night)

]]> https://www.redweek.com/posting/R1505721 Mon, 03 Aug 2026 01:33:48 -0700 Verified & Protected

Club Wyndham Clearwater Beach Resort

Clearwater, Florida

• Feb 27 – Mar 2, 2027 (3 nights)
• 4 bed/4 bath, sleeps 14
• $1,660 ($553/night)

]]> https://www.redweek.com/posting/R1504920 Fri, 31 Jul 2026 10:48:44 -0700 Verified & Protected

Club Wyndham Clearwater Beach Resort

Clearwater, Florida

• Mar 29 – Apr 1, 2027 (3 nights)
• 1 bed/1 bath, sleeps 4
• $999 ($333/night)

]]> https://www.redweek.com/posting/R1504922 Fri, 31 Jul 2026 10:45:52 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

• Nov 6–13, 2026 (7 nights)
• Studio/1 bath, sleeps 4
• $1,780 ($254/night)

]]> https://www.redweek.com/posting/R1504676 Wed, 29 Jul 2026 09:32:36 -0700 Verified & Protected

Marriott's Oceana Palms

Riviera Beach, Florida

• Jun 21–27, 2027 (6 nights)
• 2 bed/2 bath, sleeps 8
• $3,295 ($549/night)

]]> https://www.redweek.com/posting/R1502813 Tue, 28 Jul 2026 10:55:15 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

• Dec 21–26, 2026 (5 nights)
• Studio/1 bath, sleeps 4
• $6,560 ($1,312/night)

]]> https://www.redweek.com/posting/R1502860 Tue, 28 Jul 2026 07:16:17 -0700 Verified & Protected

Westgate Lakes Resort & Spa

Orlando, Florida

• Dec 20–27, 2026 (7 nights)
• 4 bed/4 bath, sleeps 16
• $18,329 ($2,618/night)

]]> https://www.redweek.com/posting/R1498493 Mon, 27 Jul 2026 16:57:12 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• Feb 5–12, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $8,304 ($1,186/night)

]]> https://www.redweek.com/posting/R1502642 Mon, 27 Jul 2026 06:53:31 -0700 Verified & Protected

Marriott's Grande Vista

Orlando, Florida

• Nov 21–24, 2026 (3 nights)
• 1 bed/1 bath, sleeps 4
• $505 ($168/night)

]]> https://www.redweek.com/posting/R1502197 Fri, 24 Jul 2026 19:33:59 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

• Dec 22–27, 2026 (5 nights)
• Studio/1 bath, sleeps 4
• $7,105 ($1,421/night)

]]> https://www.redweek.com/posting/R1502433 Fri, 24 Jul 2026 13:27:16 -0700 Verified & Protected

Fort Lauderdale Beach Resort

Fort Lauderdale, Florida

• Dec 26, 2026 – Jan 2, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,100 ($300/night)

]]> https://www.redweek.com/posting/R1495706 Wed, 22 Jul 2026 12:39:20 -0700 Verified & Protected

Parc Soleil by Hilton Grand Vacations

Orlando, Florida

• Dec 28, 2026 – Jan 3, 2027 (6 nights)
• 1 bed/1 bath, sleeps 4
• $1,660 ($277/night)

]]> https://www.redweek.com/posting/R1499558 Wed, 22 Jul 2026 11:34:04 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• May 25 – Jun 1, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,344 ($478/night)

]]> https://www.redweek.com/posting/R1500881 Tue, 21 Jul 2026 13:30:36 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• Jul 6–13, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $3,344 ($478/night)

]]> https://www.redweek.com/posting/R1500889 Tue, 21 Jul 2026 13:12:29 -0700 Verified & Protected

Holiday Inn Club Vacations Panama City Beach Resort

Panama City Beach, Florida

• Aug 7–14, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,390 ($341/night)

]]> https://www.redweek.com/posting/R1500359 Mon, 20 Jul 2026 14:56:40 -0700 Verified & Protected

Hyatt Beach House Resort

Key West, Florida

• Nov 1–8, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,222 ($603/night)

]]> https://www.redweek.com/posting/R1498815 Fri, 17 Jul 2026 07:44:24 -0700 Verified & Protected

Westgate Town Center

Kissimmee, Florida

• Dec 12–19, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,932 ($276/night)

]]> https://www.redweek.com/posting/R1498872 Thu, 16 Jul 2026 12:58:03 -0700 Verified & Protected

Westgate Town Center

Kissimmee, Florida

• Nov 21–28, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,932 ($276/night)

]]> https://www.redweek.com/posting/R1498864 Thu, 16 Jul 2026 12:34:44 -0700 Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

• Mar 6–12, 2027 (6 nights)
• 3 bed/2 bath, sleeps 8
• $2,478 ($413/night)

]]> https://www.redweek.com/posting/R1496726 Thu, 16 Jul 2026 10:04:31 -0700 Verified & Protected

Westgate Lakes Resort & Spa

Orlando, Florida

• Nov 22–29, 2026 (7 nights)
• 3 bed/3 bath, sleeps 12
• $2,367 ($338/night)

]]> https://www.redweek.com/posting/R1489180 Thu, 16 Jul 2026 06:42:20 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• Jan 14–20, 2027 (6 nights)
• 3 bed/3 bath, sleeps 10
• $8,200 ($1,367/night)

]]> https://www.redweek.com/posting/R1494248 Thu, 16 Jul 2026 04:12:01 -0700 Verified & Protected

Sheraton Vistana Resort

Orlando, Florida

• Jun 13–20, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,932 ($276/night)

]]> https://www.redweek.com/posting/R1495648 Mon, 13 Jul 2026 07:09:25 -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

Gulf Tides of Longboat Key

Longboat Key, Florida

• Feb 6–13, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,513 ($502/night)

]]> https://www.redweek.com/posting/R1493243 Tue, 07 Jul 2026 10:26:31 -0700 Verified & Protected

Sheraton Vistana Villages

Orlando, Florida

• Nov 21–28, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,769 ($253/night)

]]> https://www.redweek.com/posting/R1488615 Fri, 26 Jun 2026 09:27:50 -0700 Verified & Protected

Club Wyndham Sea Gardens

Pompano Beach, Florida

• Jan 3–9, 2027 (6 nights)
• 2 bed/2 bath, sleeps 6
• $1,982 ($330/night)

]]> https://www.redweek.com/posting/R1487543 Thu, 25 Jun 2026 14:28:35 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

• Nov 22–27, 2026 (5 nights)
• Studio/1 bath, sleeps 4
• $7,650 ($1,530/night)

]]> https://www.redweek.com/posting/R1488180 Thu, 25 Jun 2026 08:59:19 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• Jan 16–23, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $5,475 ($782/night)

]]> https://www.redweek.com/posting/R1486214 Wed, 24 Jun 2026 10:49:26 -0700