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Fort Myers Beach, Florida

Beautiful Life on Madison

3 bedrooms4 beds2.5 baths7 guests

Top Reasons to Book Beautiful Life on Madison:

  • Private, Solar Heated Pool

  • Canal Front with Gorgeous Views

  • Private Boat Dock

  • 2 Blocks to Public Beach Access

  • Beach Towels, Beach Chairs, and Cart Provided

  • Community Boat Ramp for Small Vessels or Kayaks

  • Professionally Managed

This property does not allow parties of adults under the age of 25.

Step into Beautiful Life on Madison, your perfect beach escape; just steps from the sand and tucked along a peaceful canal surrounded by lush greenery. This 3-bedroom, 2.5-bath home has everything you need for a relaxed and memorable stay, from a private pool for lazy afternoons to plenty of outdoor space for soaking up the Florida sunshine. Whether you’re grilling by the water, lounging under the palms, or heading to the beach for sunset, this home makes it easy to unwind, explore, and have fun. It’s the ideal mix of comfort, convenience, and vacation vibes.

The Bed Setup:

Master Bedroom: King Bed

Guest Bedroom 1: Queen Bed + Twin Bed

Guest Bedroom 2: Queen Bed

Area Activities:
Welcome to Fort Myers Beach! There are multiple state parks nearby that are waiting for your adventures. Jump on the trolley to take you south to the secluded Lover's Key State Park or go north to Bowditch Point Park. The Fish Tale Marina offers boat rentals and dockage for those wanting to get out on the water. Travel around the island in style in a rented Moke or golf cart. Trolley service is also available from Estero Boulevard to the Times Square area, the central hub of Fort Myers Beach. If a day trip is what you are looking for check out the Key West Express for an unforgettable trip to

444 Madison Ct
STR 26-0077

Property License: STR 26-0077

Availability & Pricing

For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

DatePrice (excl. fees and taxes)AvailabilityMin Stay (nights)
Nov 9, 2026$139Available7
Nov 10, 2026$139Available7
Nov 11, 2026$139Available7
Nov 12, 2026$139Available7
Nov 13, 2026$139Available7
Nov 14, 2026$139Available7
Nov 15, 2026$139Available7
Nov 16, 2026$139Available7
Nov 17, 2026$139Available7
Nov 18, 2026$139Available7
Nov 19, 2026$139Available7
Nov 20, 2026$139Available7
Nov 21, 2026$144Available7
Nov 22, 2026$139Not Available7
Nov 23, 2026$140Not Available7
Nov 24, 2026$146Not Available7
Nov 25, 2026$157Not Available7
Nov 26, 2026$159Not Available7
Nov 27, 2026$154Not Available7
Nov 28, 2026$150Not Available7
Nov 29, 2026$154Available7
Nov 30, 2026$148Available7
Dec 1, 2026$151Available7
Dec 2, 2026$151Available7
Dec 3, 2026$158Available7
Dec 4, 2026$164Available7
Dec 5, 2026$163Available7
Dec 6, 2026$156Available7
Dec 7, 2026$153Available7
Dec 8, 2026$154Available7
Dec 9, 2026$164Available7
Dec 10, 2026$167Available7
Dec 11, 2026$176Available7
Dec 12, 2026$179Available7
Dec 13, 2026$168Available7
Dec 14, 2026$165Available7
Dec 15, 2026$166Available7
Dec 16, 2026$170Available7
Dec 17, 2026$177Available7
Dec 18, 2026$183Available7
Dec 19, 2026$310Not Available7
Dec 20, 2026$324Not Available7
Dec 21, 2026$357Not Available7
Dec 22, 2026$401Not Available7
Dec 23, 2026$444Not Available7
Dec 24, 2026$449Not Available7
Dec 25, 2026$483Not Available7
Dec 26, 2026$497Not Available7
Dec 27, 2026$545Not Available7
Dec 28, 2026$567Not Available7
Dec 29, 2026$567Not Available7
Dec 30, 2026$558Not Available7
Dec 31, 2026$556Not Available7
Jan 1, 2027$506Not Available7
Jan 2, 2027$496Not Available7
Jan 3, 2027$361Not Available7
Jan 4, 2027$358Not Available7
Jan 5, 2027$361Not Available7
Jan 6, 2027$360Not Available7
Jan 7, 2027$364Not Available7
Jan 8, 2027$360Not Available7
Jan 9, 2027$379Available14
Jan 10, 2027$379Available14
Jan 11, 2027$379Available14
Jan 12, 2027$379Available14
Jan 13, 2027$379Available14
Jan 14, 2027$379Available14
Jan 15, 2027$379Available14
Jan 16, 2027$379Available14
Jan 17, 2027$379Available14
Jan 18, 2027$379Available14
Jan 19, 2027$379Available14
Jan 20, 2027$379Available14
Jan 21, 2027$379Available14
Jan 22, 2027$379Available14
Jan 23, 2027$379Available14
Jan 24, 2027$379Available14
Jan 25, 2027$379Available14
Jan 26, 2027$379Available14
Jan 27, 2027$379Available14
Jan 28, 2027$379Available14
Jan 29, 2027$379Available14
Jan 30, 2027$379Not Available14
Jan 31, 2027$379Not Available14
Feb 1, 2027$449Not Available21
Feb 2, 2027$449Not Available21
Feb 3, 2027$449Not Available21
Feb 4, 2027$449Not Available21
Feb 5, 2027$449Not Available21
Feb 6, 2027$449Not Available21
Feb 7, 2027$449Not Available21
Feb 8, 2027$449Not Available21
Feb 9, 2027$449Not Available21
Feb 10, 2027$449Not Available21
Feb 11, 2027$449Not Available21
Feb 12, 2027$449Not Available21
Feb 13, 2027$449Not Available21
Feb 14, 2027$449Not Available21
Feb 15, 2027$449Not Available21
Feb 16, 2027$449Not Available21
Feb 17, 2027$449Not Available21
Feb 18, 2027$449Not Available21
Feb 19, 2027$449Not Available21
Feb 20, 2027$449Not Available21
Feb 21, 2027$449Not Available21
Feb 22, 2027$449Not Available21
Feb 23, 2027$449Not Available21
Feb 24, 2027$449Not Available21
Feb 25, 2027$449Not Available21
Feb 26, 2027$449Not Available21
Feb 27, 2027$449Not Available21
Feb 28, 2027$449Not Available21
Mar 1, 2027$588Not Available21
Mar 2, 2027$588Not Available21
Mar 3, 2027$588Not Available21
Mar 4, 2027$588Not Available21
Mar 5, 2027$588Not Available21
Mar 6, 2027$588Not Available21
Mar 7, 2027$588Not Available21
Mar 8, 2027$588Not Available21
Mar 9, 2027$588Not Available21
Mar 10, 2027$588Not Available21
Mar 11, 2027$588Not Available21
Mar 12, 2027$588Not Available21
Mar 13, 2027$588Not Available21
Mar 14, 2027$588Not Available21
Mar 15, 2027$588Not Available21
Mar 16, 2027$588Not Available21
Mar 17, 2027$588Not Available21
Mar 18, 2027$588Not Available21
Mar 19, 2027$588Not Available21
Mar 20, 2027$588Not Available21
Mar 21, 2027$588Not Available21
Mar 22, 2027$588Not Available21
Mar 23, 2027$588Not Available21
Mar 24, 2027$588Not Available21
Mar 25, 2027$588Not Available21
Mar 26, 2027$588Not Available21
Mar 27, 2027$588Not Available21
Mar 28, 2027$588Not Available21
Mar 29, 2027$588Not Available21
Mar 30, 2027$588Not Available21
Mar 31, 2027$588Not Available21
Apr 1, 2027$694Not Available28
Apr 2, 2027$621Not Available28
Apr 3, 2027$599Available28
Apr 4, 2027$688Available28
Apr 5, 2027$698Available28
Apr 6, 2027$599Available7
Apr 7, 2027$694Available7
Apr 8, 2027$456Available7
Apr 9, 2027$535Available7
Apr 10, 2027$535Available7
Apr 11, 2027$535Available7
Apr 12, 2027$535Available7
Apr 13, 2027$396Available7
Apr 14, 2027$397Available7
Apr 15, 2027$404Available7
Apr 16, 2027$398Available7
Apr 17, 2027$381Available7
Apr 18, 2027$367Available7
Apr 19, 2027$361Available7
Apr 20, 2027$362Available7
Apr 21, 2027$364Available7
Apr 22, 2027$371Available7
Apr 23, 2027$378Available7
Apr 24, 2027$368Available7
Apr 25, 2027$354Available7
Apr 26, 2027$344Available7
Apr 27, 2027$341Available7
Apr 28, 2027$341Available7
Apr 29, 2027$347Available7
Apr 30, 2027$347Available7
May 1, 2027$335Available7
May 2, 2027$335Available7
May 3, 2027$330Available7
May 4, 2027$326Available7
May 5, 2027$332Available7
May 6, 2027$334Available7
May 7, 2027$340Available7
May 8, 2027$331Available7
May 9, 2027$324Available7
May 10, 2027$335Available7
May 11, 2027$338Available7
May 12, 2027$316Available7
May 13, 2027$336Available7
May 14, 2027$333Available7
May 15, 2027$332Available7
May 16, 2027$325Available7
May 17, 2027$323Available7
May 18, 2027$323Available7
May 19, 2027$390Available7
May 20, 2027$390Available7
May 21, 2027$341Available7
May 22, 2027$390Available7
May 23, 2027$390Available7
May 24, 2027$390Available7
May 25, 2027$390Available7
May 26, 2027$390Available7
May 27, 2027$372Available7
May 28, 2027$399Available7
May 29, 2027$398Available7
May 30, 2027$392Available7
May 31, 2027$316Available7
Jun 1, 2027$390Available7
Jun 2, 2027$390Available7
Jun 3, 2027$325Available7
Jun 4, 2027$331Available7
Jun 5, 2027$370Available7
Jun 6, 2027$372Available7
Jun 7, 2027$362Available7
Jun 8, 2027$374Available7
Jun 9, 2027$375Available7
Jun 10, 2027$373Available7
Jun 11, 2027$380Available7
Jun 12, 2027$390Available7
Jun 13, 2027$386Available7
Jun 14, 2027$382Available7
Jun 15, 2027$383Available7
Jun 16, 2027$381Available7
Jun 17, 2027$405Available7
Jun 18, 2027$407Available7
Jun 19, 2027$403Available7
Jun 20, 2027$394Available7
Jun 21, 2027$389Available7
Jun 22, 2027$395Available7
Jun 23, 2027$396Available7
Jun 24, 2027$415Available7
Jun 25, 2027$420Available7
Jun 26, 2027$411Available7
Jun 27, 2027$394Available7
Jun 28, 2027$385Available7
Jun 29, 2027$378Available7
Jun 30, 2027$386Available7
Jul 1, 2027$398Available7
Jul 2, 2027$527Available7
Jul 3, 2027$535Available7
Jul 4, 2027$531Available7
Jul 5, 2027$410Available7
Jul 6, 2027$410Available7
Jul 7, 2027$410Available7
Jul 8, 2027$413Available7
Jul 9, 2027$429Available7
Jul 10, 2027$418Available7
Jul 11, 2027$402Available7
Jul 12, 2027$392Available7
Jul 13, 2027$403Available7
Jul 14, 2027$393Available7
Jul 15, 2027$406Available7
Jul 16, 2027$420Available7
Jul 17, 2027$414Available7
Jul 18, 2027$401Available7
Jul 19, 2027$392Available7
Jul 20, 2027$392Available7
Jul 21, 2027$394Available7
Jul 22, 2027$397Available7
Jul 23, 2027$406Available7
Jul 24, 2027$399Available7
Jul 25, 2027$387Available7
Jul 26, 2027$380Available7
Jul 27, 2027$378Available7
Jul 28, 2027$375Available7
Jul 29, 2027$386Available7
Jul 30, 2027$392Available7
Jul 31, 2027$380Available7
Aug 1, 2027$406Available7
Aug 2, 2027$280Available7
Aug 3, 2027$275Available7
Aug 4, 2027$273Available7
Aug 5, 2027$271Available7
Aug 6, 2027$271Available7
Aug 7, 2027$267Available7
Aug 8, 2027$261Available7
Aug 9, 2027$251Available7
Aug 10, 2027$248Available7
Aug 11, 2027$253Available7
Aug 12, 2027$253Available7
Aug 13, 2027$260Available7
Aug 14, 2027$253Available7
Aug 15, 2027$244Available7
Aug 16, 2027$239Available7
Aug 17, 2027$240Available7
Aug 18, 2027$242Available7
Aug 19, 2027$246Available7
Aug 20, 2027$255Available7
Aug 21, 2027$251Available7
Aug 22, 2027$241Available7
Aug 23, 2027$231Available7
Aug 24, 2027$232Available7
Aug 25, 2027$236Available7
Aug 26, 2027$241Available7
Aug 27, 2027$255Available7
Aug 28, 2027$254Available7
Aug 29, 2027$243Available7
Aug 30, 2027$235Available7
Aug 31, 2027$234Available7
Sep 1, 2027$234Available7
Sep 2, 2027$239Available7
Sep 3, 2027$279Available7
Sep 4, 2027$279Available7
Sep 5, 2027$277Available7
Sep 6, 2027$267Available7
Sep 7, 2027$266Available7
Sep 8, 2027$270Available7
Sep 9, 2027$279Available7
Sep 10, 2027$293Available7
Sep 11, 2027$299Available7
Sep 12, 2027$281Available7
Sep 13, 2027$275Available7
Sep 14, 2027$275Available7
Sep 15, 2027$271Available7
Sep 16, 2027$280Available7
Sep 17, 2027$284Available7
Sep 18, 2027$288Available7
Sep 19, 2027$281Available7
Sep 20, 2027$274Available7
Sep 21, 2027$272Available7
Sep 22, 2027$270Available7
Sep 23, 2027$280Available7
Sep 24, 2027$284Available7
Sep 25, 2027$288Available7
Sep 26, 2027$283Available7
Sep 27, 2027$275Available7
Sep 28, 2027$274Available7
Sep 29, 2027$278Available7
Sep 30, 2027$288Available7
Oct 1, 2027$265Available7
Oct 2, 2027$269Available7
Oct 3, 2027$262Available7
Oct 4, 2027$258Available7
Oct 5, 2027$255Available7
Oct 6, 2027$256Available7
Oct 7, 2027$262Available7
Oct 8, 2027$265Available7
Oct 9, 2027$266Available7
Oct 10, 2027$265Available7
Oct 11, 2027$260Available7
Oct 12, 2027$260Available7
Oct 13, 2027$260Available7
Oct 14, 2027$260Available7
Oct 15, 2027$266Available7
Oct 16, 2027$264Available7
Oct 17, 2027$261Available7
Oct 18, 2027$257Available7
Oct 19, 2027$254Available7
Oct 20, 2027$254Available7
Oct 21, 2027$262Available7
Oct 22, 2027$263Available7
Oct 23, 2027$263Available7
Oct 24, 2027$260Available7
Oct 25, 2027$259Available7
Oct 26, 2027$250Available7
Oct 27, 2027$250Available7
Oct 28, 2027$254Available7
Oct 29, 2027$265Available7
Oct 30, 2027$267Available7
Oct 31, 2027$261Available7
Nov 1, 2027$253Available7
Nov 2, 2027$253Available7
Nov 3, 2027$252Available7
Nov 4, 2027$257Available7
Nov 5, 2027$263Available7
Nov 6, 2027$263Available7
Nov 7, 2027$256Available7
Nov 8, 2027$251Available7
Nov 9, 2027$252Available7
Nov 10, 2027$265Available7
Nov 11, 2027$268Available7
Nov 12, 2027$274Available7
Nov 13, 2027$274Available7
Nov 14, 2027$267Available7
Nov 15, 2027$303Available7
Nov 16, 2027$303Available7
Nov 17, 2027$303Available7
Nov 18, 2027$303Available7
Nov 19, 2027$303Available7
Nov 20, 2027$303Available7
Nov 21, 2027$303Available7
Nov 22, 2027$303Available7
Nov 23, 2027$303Available7
Nov 24, 2027$308Available7
Nov 25, 2027$309Available7
Nov 26, 2027$309Available7
Nov 27, 2027$309Available7
Nov 28, 2027$303Available7
Nov 29, 2027$303Available7
Nov 30, 2027$303Available7
Dec 1, 2027$303Available7
Dec 2, 2027$303Available7
Dec 3, 2027$303Available7
Dec 4, 2027$303Available7
Dec 5, 2027$261Available7
Dec 6, 2027$254Available7
Dec 7, 2027$255Available7
Dec 8, 2027$257Available7
Dec 9, 2027$268Available7
Dec 10, 2027$277Available7
Dec 11, 2027$285Available7
Dec 12, 2027$276Available7
Dec 13, 2027$288Available7
Dec 14, 2027$290Available7
Dec 15, 2027$295Available7
Dec 16, 2027$303Available7
Dec 17, 2027$313Available7
Dec 18, 2027$328Available7
Dec 19, 2027$522Available7
Dec 20, 2027$554Available7
Dec 21, 2027$602Available7
Dec 22, 2027$603Available7
Dec 23, 2027$700Available7
Dec 24, 2027$701Available7
Dec 25, 2027$702Available7
Dec 26, 2027$828Available7
Dec 27, 2027$828Available7
Dec 28, 2027$828Available7
Dec 29, 2027$828Available7
Dec 30, 2027$791Available7
Dec 31, 2027$791Available7
Jan 1, 2028$789Available7
Jan 2, 2028$560Available7
Jan 3, 2028$557Available7
Jan 4, 2028$559Available7
Jan 5, 2028$561Available7
Jan 6, 2028$561Available7
Jan 7, 2028$554Available7
Jan 8, 2028$545Available7
Jan 9, 2028$525Available7
Jan 10, 2028$514Available7
Jan 11, 2028$514Available7
Jan 12, 2028$515Available7
Jan 13, 2028$525Available7
Jan 14, 2028$548Available7
Jan 15, 2028$547Available7
Jan 16, 2028$546Available7
Jan 17, 2028$527Available7
Jan 18, 2028$524Available7
Jan 19, 2028$528Available7
Jan 20, 2028$542Available7
Jan 21, 2028$551Available7
Jan 22, 2028$562Available7
Jan 23, 2028$558Available7
Jan 24, 2028$560Available7
Jan 25, 2028$557Available7
Jan 26, 2028$564Available7
Jan 27, 2028$586Available7
Jan 28, 2028$592Available7
Jan 29, 2028$608Available7
Jan 30, 2028$602Available7
Jan 31, 2028$616Available7
Feb 1, 2028$612Available7
Feb 2, 2028$619Available7
Feb 3, 2028$640Available7
Feb 4, 2028$640Available7
Feb 5, 2028$646Available7
Feb 6, 2028$793Available28
Feb 7, 2028$806Available28
Feb 8, 2028$803Available28
Feb 9, 2028$810Available28
Feb 10, 2028$838Available28
Feb 11, 2028$876Available28
Feb 12, 2028$874Available28
Feb 13, 2028$872Available28
Feb 14, 2028$837Available28
Feb 15, 2028$829Available28
Feb 16, 2028$827Available28
Feb 17, 2028$862Available28
Feb 18, 2028$957Available28
Feb 19, 2028$954Available28
Feb 20, 2028$950Available28
Feb 21, 2028$849Available28
Feb 22, 2028$839Available28
Feb 23, 2028$834Available28
Feb 24, 2028$864Available28
Feb 25, 2028$865Available28
Feb 26, 2028$872Available28
Feb 27, 2028$847Available28
Feb 28, 2028$850Available28
Feb 29, 2028$838Available28
Mar 1, 2028$830Available28
Mar 2, 2028$857Available28
Mar 3, 2028$858Available28
Mar 4, 2028$876Available28
Mar 5, 2028$853Available28
Mar 6, 2028$862Available28
Mar 7, 2028$851Available28
Mar 8, 2028$848Available28
Mar 9, 2028$865Available28
Mar 10, 2028$866Available28
Mar 11, 2028$884Available28
Mar 12, 2028$872Available28
Mar 13, 2028$882Available28
Mar 14, 2028$880Available28
Mar 15, 2028$875Available28
Mar 16, 2028$902Available28
Mar 17, 2028$904Available28
Mar 18, 2028$903Available28
Mar 19, 2028$886Available28
Mar 20, 2028$894Available28
Mar 21, 2028$898Available28
Mar 22, 2028$896Available28
Mar 23, 2028$891Available28
Mar 24, 2028$872Available28
Mar 25, 2028$853Available28
Mar 26, 2028$840Available28
Mar 27, 2028$850Available28
Mar 28, 2028$853Available28
Mar 29, 2028$850Available28
Mar 30, 2028$845Available28
Mar 31, 2028$823Available28
Apr 1, 2028$776Available28
Apr 2, 2028$752Available28
Apr 3, 2028$768Available28
Apr 4, 2028$779Available28
Apr 5, 2028$785Available28
Apr 6, 2028$520Available7
Apr 7, 2028$513Available7
Apr 8, 2028$473Available7
Apr 9, 2028$459Available7
Apr 10, 2028$468Available7
Apr 11, 2028$465Available7
Apr 12, 2028$460Available7
Apr 13, 2028$465Available7
Apr 14, 2028$660Available7
Apr 15, 2028$660Available7
Apr 16, 2028$659Available7
Apr 17, 2028$414Available7
Apr 18, 2028$411Available7
Apr 19, 2028$411Available7
Apr 20, 2028$418Available7
Apr 21, 2028$420Available7
Apr 22, 2028$406Available7
Apr 23, 2028$398Available7
Apr 24, 2028$391Available7
Apr 25, 2028$388Available7
Apr 26, 2028$390Available7
Apr 27, 2028$395Available7
Apr 28, 2028$400Available7
Apr 29, 2028$389Available7
Apr 30, 2028$383Available7
May 1, 2028$377Available7
May 2, 2028$374Available7
May 3, 2028N/ANot Available3
May 4, 2028N/ANot Available3
May 5, 2028N/ANot Available3
May 6, 2028N/ANot Available3
May 7, 2028N/ANot Available3
May 8, 2028N/ANot Available3
May 9, 2028N/ANot Available3
May 10, 2028N/ANot Available3
May 11, 2028N/ANot Available3
May 12, 2028N/ANot Available3

What this home offers

Waterfront
Ocean view
Beach access
Pool outdoor
BBQ Area

What our guests say

4.75

8 reviews

A
Amber B.
June 2026

The home was so beautiful and made our party of 5 so comfortable for the week. Very clean and well stocked. Plenty of room for a variety of aged kids to play and have space. We watched dolphins from the dock and the kids swam everyday in the gorgeous pool. The sunsets were a cherry on top.

J
Jocelyn H.
June 2026

Great house. Plenty of space for everyone to spread out. One of the cleanest Airbnb's we've stayed in. Coodos to the cleaning crew.

M
Madelyn M.
May 2026

Home was very clean and was as advertised

Where you’ll be

Fort Myers Beach, Florida, 33931, United States

Our promise to you

Lower prices, every time

Direct line, real care

Not just a transaction

Things to know

Check-in & check-out

Check-in after 4:00 PM.

Check-out before 10:00 AM.

Property rules

Children welcome (2–12 years).

Infants welcome (under 2).

Maximum 7 guests.

No pets allowed.

No parties or events.

Cancellation policy

Add your trip dates to get the cancellation details for this stay.