https://www.redweek.com/featured/flexible-rentals/North+America/United+States/Florida en Mon, 25 May 2026 06:56:12 -0700 3600

Marriott's Oceana Palms

Riviera Beach, Florida

• Sep 5–9, 2026 (4 nights)
• 2 bed/2 bath, sleeps 8
• $1,642 ($411/night)

]]> https://www.redweek.com/posting/R1476156 Sun, 24 May 2026 18:19:04 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• Jan 11–16, 2027 (5 nights)
• 3 bed/3 bath, sleeps 10
• $4,385 ($877/night)

]]> https://www.redweek.com/posting/R1475400 Fri, 22 May 2026 12:39:32 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• Aug 23–28, 2026 (5 nights)
• 3 bed/3 bath, sleeps 10
• $1,660 ($332/night)

]]> https://www.redweek.com/posting/R1475029 Fri, 22 May 2026 08:43:09 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• Aug 23–28, 2026 (5 nights)
• 3 bed/3 bath, sleeps 10
• $1,660 ($332/night)

]]> https://www.redweek.com/posting/R1474730 Fri, 22 May 2026 03:19:02 -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 Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• Aug 30 – Sep 4, 2026 (5 nights)
• 3 bed/3 bath, sleeps 10
• $1,660 ($332/night)

]]> https://www.redweek.com/posting/R1474734 Thu, 21 May 2026 07:33:41 -0700 Verified & Protected

Shell Island Beach Club

Sanibel Island, Florida

• Feb 6–13, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,295 ($471/night)

]]> https://www.redweek.com/posting/R1462569 Mon, 18 May 2026 07:36:15 -0700 Verified & Protected

Shell Island Beach Club

Sanibel Island, Florida

• Jan 16–23, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,295 ($471/night)

]]> https://www.redweek.com/posting/R1462180 Mon, 18 May 2026 07:35:53 -0700 Verified & Protected

Holiday Inn Club Vacations Marco Island - Sunset Cove Resort

Marco Island, Florida

• Jun 11–18, 2027 (7 nights)
• 3 bed/2 bath, sleeps 8
• $3,467 ($495/night)

]]> https://www.redweek.com/posting/R1471989 Wed, 13 May 2026 07:39:54 -0700 Verified & Protected

Shell Island Beach Club

Sanibel Island, Florida

• Dec 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,750 ($393/night)

]]> https://www.redweek.com/posting/R1462178 Tue, 12 May 2026 06:19:21 -0700 Verified & Protected

Lighthouse Resort & Club

Sanibel Island, Florida

• Dec 5–12, 2026 (7 nights)
• 3 bed/2 bath, sleeps 6
• $2,750 ($393/night)

]]> https://www.redweek.com/posting/R1462176 Thu, 07 May 2026 12:59:26 -0700 Verified & Protected

Lighthouse Resort & Club

Sanibel Island, Florida

• Nov 28 – Dec 5, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,205 ($315/night)

]]> https://www.redweek.com/posting/R1462172 Thu, 07 May 2026 12:56:34 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• Feb 21–28, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $7,655 ($1,094/night)

]]> https://www.redweek.com/posting/R1470087 Thu, 07 May 2026 10:22:52 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

• Dec 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,423 ($346/night)

]]> https://www.redweek.com/posting/R1469100 Thu, 07 May 2026 07:43:55 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• Mar 6–13, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $6,456 ($922/night)

]]> https://www.redweek.com/posting/R1469643 Wed, 06 May 2026 10:12:00 -0700 Verified & Protected

Hollywood Beach Tower

Hollywood, Florida

• Nov 7–14, 2026 (7 nights)
• 1 bed/2 bath, sleeps 4
• $2,095 ($299/night)

]]> https://www.redweek.com/posting/R1468158 Tue, 05 May 2026 10:27:11 -0700 Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

• Dec 21–29, 2026 (8 nights)
• 2 bed/2 bath, sleeps 8
• $2,205 ($276/night)

]]> https://www.redweek.com/posting/R1467115 Mon, 04 May 2026 08:25:36 -0700 Verified & Protected

Coconut Bay Resort

Fort Lauderdale, Florida

• Aug 15–22, 2026 (7 nights)
• 1 bed/1 bath, sleeps 4
• $1,165 ($166/night)

]]> https://www.redweek.com/posting/R1465227 Mon, 04 May 2026 07:26:37 -0700 Verified & Protected

Disney's Old Key West Resort

Lake Buena Vista, Florida

• Aug 28 – Sep 4, 2026 (7 nights)
• 1 bed/1 bath, sleeps 5
• $3,295 ($471/night)

]]> https://www.redweek.com/posting/R1461082 Thu, 30 Apr 2026 07:43:58 -0700 Verified & Protected

Disney's Old Key West Resort

Lake Buena Vista, Florida

• Aug 28 – Sep 4, 2026 (7 nights)
• 1 bed/1 bath, sleeps 5
• $3,295 ($471/night)

]]> https://www.redweek.com/posting/R1461084 Thu, 30 Apr 2026 07:40:22 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• Mar 21–28, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $6,091 ($870/night)

]]> https://www.redweek.com/posting/R1466125 Tue, 28 Apr 2026 18:51:02 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

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

]]> https://www.redweek.com/posting/R1466134 Tue, 28 Apr 2026 18:38:27 -0700 Verified & Protected

Ocean Landings Resort and Racquet Club

Cocoa Beach, Florida

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

]]> https://www.redweek.com/posting/R1462347 Tue, 28 Apr 2026 13:11:19 -0700 Verified & Protected

Marriott's Sabal Palms

Orlando, Florida

• Mar 6–13, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,949 ($564/night)

]]> https://www.redweek.com/posting/R1465295 Tue, 28 Apr 2026 08:53:00 -0700 Verified & Protected

Hyatt Vacation Club At Coconut Cove

Bonita Springs, Florida

• Dec 19–26, 2026 (7 nights)
• Studio/1 bath, sleeps 4
• $2,200 ($314/night)

]]> https://www.redweek.com/posting/R1461889 Thu, 23 Apr 2026 07:01:42 -0700 Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

• Aug 22–29, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,615 ($231/night)

]]> https://www.redweek.com/posting/R1459521 Tue, 21 Apr 2026 11:52:01 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• Mar 6–13, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $5,862 ($837/night)

]]> https://www.redweek.com/posting/R1462909 Tue, 21 Apr 2026 08:13:21 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• Feb 27 – Mar 6, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $5,732 ($819/night)

]]> https://www.redweek.com/posting/R1462899 Tue, 21 Apr 2026 08:08:17 -0700 Verified & Protected

Marriott's Grande Vista

Orlando, Florida

• Dec 20–26, 2026 (6 nights)
• 2 bed/2 bath, sleeps 8
• $3,295 ($549/night)

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

Marriott's Grande Vista

Orlando, Florida

• Dec 27, 2026 – Jan 2, 2027 (6 nights)
• 2 bed/2 bath, sleeps 8
• $3,295 ($549/night)

]]> https://www.redweek.com/posting/R1459407 Mon, 20 Apr 2026 09:41:13 -0700 Verified & Protected

Marriott's Harbour Lake

Orlando, Florida

• Nov 21–28, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,941 ($420/night)

]]> https://www.redweek.com/posting/R1461096 Thu, 16 Apr 2026 13:04:05 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

• Feb 1–15, 2027 (14 nights)
• 1 bed/1 bath, sleeps 4
• $7,001 ($500/night)

]]> https://www.redweek.com/posting/R1446401 Thu, 16 Apr 2026 10:16:50 -0700 Verified & Protected

Las Olas Beach Club

Satellite Beach, Florida

• Sep 12–19, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $1,769 ($253/night)

]]> https://www.redweek.com/posting/R1455325 Wed, 15 Apr 2026 12:18:55 -0700 Verified & Protected

Las Olas Beach Club

Satellite Beach, Florida

• Sep 19–26, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $1,769 ($253/night)

]]> https://www.redweek.com/posting/R1455329 Wed, 15 Apr 2026 12:18:52 -0700 Verified & Protected

Sheraton Vistana Resort

Orlando, Florida

• Nov 21–28, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,987 ($284/night)

]]> https://www.redweek.com/posting/R1460970 Wed, 15 Apr 2026 04:44:23 -0700 Verified & Protected

Westgate Cocoa Beach Resort

Cocoa Beach, Florida

• Aug 14–21, 2026 (7 nights)
• 4 bed/4 bath, sleeps 12
• $3,069 ($438/night)

]]> https://www.redweek.com/posting/R1454083 Tue, 14 Apr 2026 12:16:02 -0700 Verified & Protected

Hyatt Siesta Key Beach - A Hyatt Residence Club

Siesta Key, Florida

• Nov 21–28, 2026 (7 nights)
• 3 bed/3 bath, sleeps 6
• $7,464 ($1,066/night)

]]> https://www.redweek.com/posting/R1458739 Tue, 14 Apr 2026 08:44:08 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

• Dec 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,042 ($292/night)

]]> https://www.redweek.com/posting/R1451393 Tue, 14 Apr 2026 08:11:12 -0700 Verified & Protected

Westgate Lakes Resort & Spa

Orlando, Florida

• Dec 26, 2026 – Jan 2, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,968 ($424/night)

]]> https://www.redweek.com/posting/R1454058 Tue, 14 Apr 2026 06:43:16 -0700 Verified & Protected

Hyatt Windward Pointe Resort

Key West, Florida

• Dec 5–12, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $4,058 ($580/night)

]]> https://www.redweek.com/posting/R1454718 Mon, 13 Apr 2026 11:56:15 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• Apr 3–10, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $6,783 ($969/night)

]]> https://www.redweek.com/posting/R1459295 Mon, 13 Apr 2026 10:07:02 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• Jan 10–17, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $5,638 ($806/night)

]]> https://www.redweek.com/posting/R1458040 Fri, 10 Apr 2026 10:34:56 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

• Aug 15–22, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,330 ($190/night)

]]> https://www.redweek.com/posting/R1451387 Thu, 09 Apr 2026 13:57:33 -0700 Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

• Aug 15–22, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,330 ($190/night)

]]> https://www.redweek.com/posting/R1451391 Thu, 09 Apr 2026 13:55:35 -0700 Verified & Protected

Westgate Lakes Resort & Spa

Orlando, Florida

• Aug 30 – Sep 5, 2026 (6 nights)
• 1 bed/1 bath, sleeps 4
• $1,769 ($295/night)

]]> https://www.redweek.com/posting/R1451442 Thu, 09 Apr 2026 12:50:52 -0700 Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

• Dec 26, 2026 – Jan 2, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,745 ($392/night)

]]> https://www.redweek.com/posting/R1450036 Mon, 06 Apr 2026 14:40:12 -0700 Verified & Protected

Plantation House at South Seas Island Resort

Captiva, Florida

• Oct 9–16, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $2,189 ($313/night)

]]> https://www.redweek.com/posting/R1435313 Mon, 06 Apr 2026 08:26:15 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• Jan 29 – Feb 5, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $5,475 ($782/night)

]]> https://www.redweek.com/posting/R1455719 Fri, 03 Apr 2026 14:09:57 -0700