https://www.redweek.com/featured/flexible-rentals/North+America/United+States/Florida en Sun, 19 Apr 2026 11:56:53 -0700 3600 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 Sun, 19 Apr 2026 08:44:16 -0700 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 Sun, 19 Apr 2026 08:34:59 -0700

Shell Island Beach Club

Sanibel Island, Florida

• Feb 6–13, 2027 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,022 ($432/night)

]]> https://www.redweek.com/posting/R1462569 Sat, 18 Apr 2026 07:46:18 -0700

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 Fri, 17 Apr 2026 07:11:09 -0700

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 Fri, 17 Apr 2026 07:11:09 -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

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, 16 Apr 2026 11:35:02 -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

Marriott's Sabal Palms

Orlando, Florida

• Jul 25 – Aug 1, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,072 ($439/night)

]]> https://www.redweek.com/posting/R1461099 Wed, 15 Apr 2026 14:28:39 -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

Disney's Old Key West Resort

Lake Buena Vista, Florida

• Aug 28 – Sep 4, 2026 (7 nights)
• 1 bed/1 bath, sleeps 5
• $3,731 ($533/night)

]]> https://www.redweek.com/posting/R1461082 Tue, 14 Apr 2026 16:09:26 -0700

Disney's Old Key West Resort

Lake Buena Vista, Florida

• Aug 28 – Sep 4, 2026 (7 nights)
• 1 bed/1 bath, sleeps 5
• $3,731 ($533/night)

]]> https://www.redweek.com/posting/R1461084 Tue, 14 Apr 2026 16:09:25 -0700 Verified & Protected

Westgate Cocoa Beach Resort

Cocoa Beach, Florida

• Aug 14–21, 2026 (7 nights)
• 4 bed/4 bath, sleeps 12
• $3,835 ($548/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/2 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
• $3,840 ($549/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
• $7,873 ($1,125/night)

]]> https://www.redweek.com/posting/R1459295 Mon, 13 Apr 2026 10:07:02 -0700 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 Fri, 10 Apr 2026 16:06:30 -0700

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 Fri, 10 Apr 2026 13:06:43 -0700

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 Fri, 10 Apr 2026 13:06:43 -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

Hilton Grand Vacations at SeaWorld

Orlando, Florida

• Dec 26, 2026 – Jan 2, 2027 (7 nights)
• 3 bed/3 bath, sleeps 12
• $3,513 ($502/night)

]]> https://www.redweek.com/posting/R1455175 Fri, 10 Apr 2026 08:34:52 -0700 Verified & Protected

Club Wyndham Santa Barbara

Pompano Beach, Florida

• Jul 9–13, 2026 (4 nights)
• 2 bed/2 bath, sleeps 6
• $1,546 ($386/night)

]]> https://www.redweek.com/posting/R1453041 Thu, 09 Apr 2026 18:09:33 -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/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

Hyatt Sunset Harbor Resort

Key West, Florida

• Feb 21–28, 2027 (7 nights)
• 1 bed/1 bath, sleeps 4
• $3,622 ($517/night)

]]> https://www.redweek.com/posting/R1450570 Tue, 07 Apr 2026 09:10:58 -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
• $3,290 ($470/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
• $2,527 ($361/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 Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

• Mar 28 – Apr 4, 2027 (7 nights)
• 1 bed/1 bath, sleeps 4
• $3,513 ($502/night)

]]> https://www.redweek.com/posting/R1452873 Fri, 03 Apr 2026 11:08:15 -0700 Verified & Protected

Sheraton Vistana Resort

Orlando, Florida

• Mar 20–27, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,932 ($276/night)

]]> https://www.redweek.com/posting/R1453343 Thu, 02 Apr 2026 08:56:08 -0700 Verified & Protected

The Fountains

Orlando, Florida

• Aug 8–14, 2026 (6 nights)
• 1 bed/1 bath, sleeps 4
• $888 ($148/night)

]]> https://www.redweek.com/posting/R1442271 Tue, 31 Mar 2026 11:39:14 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• Mar 6–13, 2027 (7 nights)
• 3 bed/3 bath, sleeps 10
• $6,456 ($922/night)

]]> https://www.redweek.com/posting/R1452748 Tue, 31 Mar 2026 10:48:44 -0700 Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

• Aug 1–8, 2026 (7 nights)
• 4 bed/4 bath, sleeps 12
• $3,077 ($440/night)

]]> https://www.redweek.com/posting/R1443083 Mon, 30 Mar 2026 13:03:06 -0700 Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

• Aug 8–15, 2026 (7 nights)
• 3 bed/2 bath, sleeps 8
• $2,314 ($331/night)

]]> https://www.redweek.com/posting/R1443084 Mon, 30 Mar 2026 13:01:29 -0700 Verified & Protected

Marriott's Grande Vista

Orlando, Florida

• Nov 21–28, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $2,313 ($330/night)

]]> https://www.redweek.com/posting/R1452828 Mon, 30 Mar 2026 06:39:40 -0700 Verified & Protected

Westgate Town Center

Kissimmee, Florida

• Oct 30 – Nov 6, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,330 ($190/night)

]]> https://www.redweek.com/posting/R1440685 Wed, 25 Mar 2026 08:45:49 -0700 Verified & Protected

Westgate Town Center

Kissimmee, Florida

• Nov 29 – Dec 6, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,932 ($276/night)

]]> https://www.redweek.com/posting/R1439869 Wed, 25 Mar 2026 08:01:40 -0700 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 Oceana Palms

Riviera Beach, Florida

• Mar 27 – Apr 3, 2027 (7 nights)
• 2 bed/2 bath, sleeps 8
• $4,603 ($658/night)

]]> https://www.redweek.com/posting/R1450464 Wed, 25 Mar 2026 06:22:13 -0700 Verified & Protected

Palm Beach Shores Resort and Vacation Villas

Palm Beach Shores, Florida

• Dec 20–27, 2026 (7 nights)
• 2 bed/2 bath, sleeps 6
• $3,295 ($471/night)

]]> https://www.redweek.com/posting/R1436749 Mon, 23 Mar 2026 09:58:44 -0700 Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

• Nov 25 – Dec 2, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $6,456 ($922/night)

]]> https://www.redweek.com/posting/R1433583 Sat, 21 Mar 2026 18:09:46 -0700 Verified & Protected

Sheraton Vistana Resort

Orlando, Florida

• Aug 9–16, 2026 (7 nights)
• 2 bed/2 bath, sleeps 8
• $1,550 ($221/night)

]]> https://www.redweek.com/posting/R1447982 Sat, 21 Mar 2026 07:28:26 -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