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Fort Myers Beach, Florida

The Leonardo

4 bedrooms5 beds4 baths10 guests

Top Reasons to Book The Leonardo:

  • Upper Unit of Duplex Sitting on Canal

  • Great Outdoor Living Space

  • Pet Friendly (For an Additional Fee)

  • Shared Saltwater Pool with Downstairs Duplex

  • Steps to the Beach Access

  • Professionally Managed

The Leonardo is your perfect escape—a 4-bedroom, 4-bath upper duplex located on South Island in Fort Myers Beach. Spacious and inviting, it’s ideal for family gatherings or a getaway with friends. The backyard is a tropical oasis featuring a large tiki hut for relaxing and a sparkling new saltwater pool with a sun shelf and stone paver deck. Whether you're cooling off in the pool or lounging under the tiki hut, this outdoor space will quickly become a favorite spot.

Inside, the fully equipped kitchen offers ample counter space, perfect for preparing delicious meals. Sleeping arrangements include a master king bedroom, two queen bedrooms, and a fourth bedroom with two twin beds, with twin trundles under both beds—perfect for kids. The home comfortably sleeps up to 10 guests.

Step outside with your fishing gear and try your luck catching dinner just steps from the property. After a day at the beach, fire up the grill for a cookout and enjoy breathtaking sunsets over the water. With the added convenience of a washer and dryer, The Leonardo ensures your stay is as comfortable as it is memorable. Experience nonstop fun and relaxation at The Leonardo!

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

** Need more space? This unit is part of a duplex, and the downstairs level is also available to be booked. Search for Santini House to book the entire duplex!

**If you are traveling with a pet, please call the reservations team within 24 hours of placing your reservation. Guests are responsible for paying a non-refundable pet fee for dogs under 30lbs is $200 per dog; for dogs above 30lbs is $300 per dog. *

The Bed Setup:

Master Bedroom: King Bed

Guest Bedroom 1: Queen Bed

Guest Bedroom 2: Queen Bed

Guest Bedroom 3: 2 Twin Beds with Trundles Underneath

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. Several restaurants, shops, and bars have come back since the hurricane. If a day trip is what you are looking for check out the Key West Express for an unforgettable trip to Key West. Don’t forget to see Sanibel Lighthouse which is less than 15 miles away! Please note that the area is currently rebuilding after Hurricane Ian. Despite the changes, the island continues to get better and better, inviting you to bask in the sun, sand, and amazing sunsets once again. As local restaurants continue to reopen, you'll have lots of opportunities for entertainment and dining experiences. We're excited to welcome you back.

21631 Widgeon Terrace
STR 26-0653

Property License: STR 26-0653

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$199Available3
Nov 10, 2026$199Available3
Nov 11, 2026$199Available3
Nov 12, 2026$199Available3
Nov 13, 2026$199Available3
Nov 14, 2026$199Available3
Nov 15, 2026$199Available3
Nov 16, 2026$199Available3
Nov 17, 2026$199Available3
Nov 18, 2026$199Available3
Nov 19, 2026$199Available3
Nov 20, 2026$199Available3
Nov 21, 2026$199Available3
Nov 22, 2026$199Available3
Nov 23, 2026$199Available3
Nov 24, 2026$199Available3
Nov 25, 2026$199Not Available3
Nov 26, 2026$199Not Available3
Nov 27, 2026$199Not Available3
Nov 28, 2026$199Not Available3
Nov 29, 2026$199Available3
Nov 30, 2026$199Available3
Dec 1, 2026$199Available3
Dec 2, 2026$199Available3
Dec 3, 2026$199Available3
Dec 4, 2026$199Available3
Dec 5, 2026$199Available3
Dec 6, 2026$199Available3
Dec 7, 2026$199Available3
Dec 8, 2026$199Available3
Dec 9, 2026$199Available3
Dec 10, 2026$199Available3
Dec 11, 2026$202Available3
Dec 12, 2026$209Available3
Dec 13, 2026$200Available3
Dec 14, 2026$200Available3
Dec 15, 2026$200Available3
Dec 16, 2026$203Available3
Dec 17, 2026$209Available3
Dec 18, 2026$215Available3
Dec 19, 2026$284Available3
Dec 20, 2026$298Available3
Dec 21, 2026$314Available3
Dec 22, 2026$319Available3
Dec 23, 2026$311Available3
Dec 24, 2026$316Available3
Dec 25, 2026$321Not Available3
Dec 26, 2026$406Not Available3
Dec 27, 2026$442Not Available3
Dec 28, 2026$450Not Available3
Dec 29, 2026$447Not Available3
Dec 30, 2026$451Not Available3
Dec 31, 2026$449Not Available3
Jan 1, 2027$414Not Available3
Jan 2, 2027$395Available3
Jan 3, 2027$293Available3
Jan 4, 2027$291Available3
Jan 5, 2027$288Available3
Jan 6, 2027$294Available3
Jan 7, 2027$297Available3
Jan 8, 2027$300Available3
Jan 9, 2027$377Available3
Jan 10, 2027$369Available3
Jan 11, 2027$361Available3
Jan 12, 2027$356Available3
Jan 13, 2027$357Available3
Jan 14, 2027$363Available3
Jan 15, 2027$372Available3
Jan 16, 2027$379Available3
Jan 17, 2027$381Available3
Jan 18, 2027$364Available3
Jan 19, 2027$361Available3
Jan 20, 2027$369Available3
Jan 21, 2027$376Available3
Jan 22, 2027$386Available3
Jan 23, 2027$379Available3
Jan 24, 2027$379Available3
Jan 25, 2027$384Available3
Jan 26, 2027$383Available3
Jan 27, 2027$388Available3
Jan 28, 2027$397Available3
Jan 29, 2027$407Available3
Jan 30, 2027$401Available3
Jan 31, 2027$396Available3
Feb 1, 2027$409Available3
Feb 2, 2027$411Available3
Feb 3, 2027$422Available3
Feb 4, 2027$435Available3
Feb 5, 2027$363Available3
Feb 6, 2027$530Available7
Feb 7, 2027$552Available7
Feb 8, 2027$561Available7
Feb 9, 2027$559Available7
Feb 10, 2027$560Available7
Feb 11, 2027$574Not Available7
Feb 12, 2027$605Not Available7
Feb 13, 2027$620Not Available7
Feb 14, 2027$653Not Available7
Feb 15, 2027$654Not Available7
Feb 16, 2027$656Available4
Feb 17, 2027$650Available4
Feb 18, 2027$642Available4
Feb 19, 2027$655Available4
Feb 20, 2027$621Not Available7
Feb 21, 2027$631Not Available7
Feb 22, 2027$610Not Available7
Feb 23, 2027$614Not Available7
Feb 24, 2027$609Not Available7
Feb 25, 2027$610Not Available7
Feb 26, 2027$605Not Available7
Feb 27, 2027$575Available7
Feb 28, 2027$555Available7
Mar 1, 2027$553Available7
Mar 2, 2027$553Available7
Mar 3, 2027$548Available7
Mar 4, 2027$564Available7
Mar 5, 2027$565Available7
Mar 6, 2027$572Available7
Mar 7, 2027$557Available7
Mar 8, 2027$560Available7
Mar 9, 2027$565Available7
Mar 10, 2027$561Available7
Mar 11, 2027$566Available7
Mar 12, 2027$570Available7
Mar 13, 2027$631Available7
Mar 14, 2027$625Available7
Mar 15, 2027$622Available7
Mar 16, 2027$623Available7
Mar 17, 2027$629Available7
Mar 18, 2027$631Available7
Mar 19, 2027$636Available7
Mar 20, 2027$589Available7
Mar 21, 2027$617Available7
Mar 22, 2027$663Available7
Mar 23, 2027$663Available7
Mar 24, 2027$653Available7
Mar 25, 2027$664Available7
Mar 26, 2027$705Available7
Mar 27, 2027$728Available7
Mar 28, 2027$724Available7
Mar 29, 2027$723Available7
Mar 30, 2027$691Available7
Mar 31, 2027$667Available7
Apr 1, 2027$605Available7
Apr 2, 2027$556Available7
Apr 3, 2027$549Available7
Apr 4, 2027$632Available7
Apr 5, 2027$638Available7
Apr 6, 2027$462Available3
Apr 7, 2027$462Available3
Apr 8, 2027$462Available3
Apr 9, 2027$397Available3
Apr 10, 2027$418Available3
Apr 11, 2027$462Available3
Apr 12, 2027$462Available3
Apr 13, 2027$462Available3
Apr 14, 2027$462Available3
Apr 15, 2027$392Available3
Apr 16, 2027$363Available3
Apr 17, 2027$356Available3
Apr 18, 2027$332Available3
Apr 19, 2027$328Available3
Apr 20, 2027$327Available3
Apr 21, 2027$326Available3
Apr 22, 2027$335Available3
Apr 23, 2027$336Available3
Apr 24, 2027$336Available3
Apr 25, 2027$325Available3
Apr 26, 2027$308Available3
Apr 27, 2027$306Available3
Apr 28, 2027$304Available3
Apr 29, 2027$323Available3
Apr 30, 2027$324Available3
May 1, 2027$323Available3
May 2, 2027$309Available3
May 3, 2027$302Available3
May 4, 2027$301Available3
May 5, 2027$301Available3
May 6, 2027$308Available3
May 7, 2027$314Available3
May 8, 2027$303Available3
May 9, 2027$290Available3
May 10, 2027$286Available3
May 11, 2027$283Available3
May 12, 2027$287Available3
May 13, 2027$299Available3
May 14, 2027$311Available3
May 15, 2027$310Available3
May 16, 2027$303Available3
May 17, 2027$299Available3
May 18, 2027$298Available3
May 19, 2027$297Available3
May 20, 2027$305Available3
May 21, 2027$313Available3
May 22, 2027$317Available3
May 23, 2027$306Available3
May 24, 2027$297Available3
May 25, 2027$294Available3
May 26, 2027$294Available3
May 27, 2027$345Available4
May 28, 2027$386Available4
May 29, 2027$395Available4
May 30, 2027$395Available4
May 31, 2027$307Available3
Jun 1, 2027$308Available3
Jun 2, 2027$314Available3
Jun 3, 2027$322Available3
Jun 4, 2027$325Available3
Jun 5, 2027$368Available3
Jun 6, 2027$369Available3
Jun 7, 2027$362Available3
Jun 8, 2027$362Available3
Jun 9, 2027$365Available3
Jun 10, 2027$367Available3
Jun 11, 2027$363Available3
Jun 12, 2027$383Available3
Jun 13, 2027$381Available3
Jun 14, 2027$378Available3
Jun 15, 2027$378Available3
Jun 16, 2027$375Available3
Jun 17, 2027$387Available3
Jun 18, 2027$388Available3
Jun 19, 2027$381Available3
Jun 20, 2027$370Available3
Jun 21, 2027$372Available3
Jun 22, 2027$375Available3
Jun 23, 2027$374Available3
Jun 24, 2027$391Available3
Jun 25, 2027$393Available3
Jun 26, 2027$376Available3
Jun 27, 2027$378Available3
Jun 28, 2027$370Available3
Jun 29, 2027$363Available3
Jun 30, 2027$366Available3
Jul 1, 2027$381Available4
Jul 2, 2027$470Available4
Jul 3, 2027$476Available4
Jul 4, 2027$468Available4
Jul 5, 2027$367Available3
Jul 6, 2027$363Available3
Jul 7, 2027$372Available3
Jul 8, 2027$380Available3
Jul 9, 2027$396Available3
Jul 10, 2027$385Available3
Jul 11, 2027$382Available3
Jul 12, 2027$379Not Available3
Jul 13, 2027$376Not Available3
Jul 14, 2027$374Not Available3
Jul 15, 2027$378Not Available3
Jul 16, 2027$397Available3
Jul 17, 2027$385Available3
Jul 18, 2027$374Available3
Jul 19, 2027$360Available3
Jul 20, 2027$363Available3
Jul 21, 2027$363Available3
Jul 22, 2027$373Available3
Jul 23, 2027$390Available3
Jul 24, 2027$375Available3
Jul 25, 2027$364Available3
Jul 26, 2027$368Available3
Jul 27, 2027$368Available3
Jul 28, 2027$362Available3
Jul 29, 2027$369Available3
Jul 30, 2027$382Available3
Jul 31, 2027$373Available3
Aug 1, 2027$407Available3
Aug 2, 2027$315Available3
Aug 3, 2027$309Available3
Aug 4, 2027$304Available3
Aug 5, 2027$304Available3
Aug 6, 2027$300Available3
Aug 7, 2027$290Available3
Aug 8, 2027$278Available3
Aug 9, 2027$274Available3
Aug 10, 2027$270Available3
Aug 11, 2027$270Available3
Aug 12, 2027$277Available3
Aug 13, 2027$281Available3
Aug 14, 2027$275Available3
Aug 15, 2027$265Available3
Aug 16, 2027$262Available3
Aug 17, 2027$260Available3
Aug 18, 2027$260Available3
Aug 19, 2027$271Available3
Aug 20, 2027$279Available3
Aug 21, 2027$280Available3
Aug 22, 2027$267Available3
Aug 23, 2027$256Available3
Aug 24, 2027$252Available3
Aug 25, 2027$253Available3
Aug 26, 2027$262Available3
Aug 27, 2027$274Available3
Aug 28, 2027$272Available3
Aug 29, 2027$263Available3
Aug 30, 2027$257Available3
Aug 31, 2027$255Available3
Sep 1, 2027$253Available3
Sep 2, 2027$262Available3
Sep 3, 2027$306Available3
Sep 4, 2027$308Available3
Sep 5, 2027$306Available3
Sep 6, 2027$302Available3
Sep 7, 2027$301Available3
Sep 8, 2027$289Available3
Sep 9, 2027$297Available3
Sep 10, 2027$307Available3
Sep 11, 2027$302Available3
Sep 12, 2027$291Available3
Sep 13, 2027$300Available3
Sep 14, 2027$299Available3
Sep 15, 2027$299Available3
Sep 16, 2027$300Available3
Sep 17, 2027$306Available3
Sep 18, 2027$304Available3
Sep 19, 2027$297Available3
Sep 20, 2027$290Available3
Sep 21, 2027$285Available3
Sep 22, 2027$300Available3
Sep 23, 2027$301Available3
Sep 24, 2027$311Available3
Sep 25, 2027$311Available3
Sep 26, 2027$305Available3
Sep 27, 2027$299Available3
Sep 28, 2027$300Available3
Sep 29, 2027$293Available3
Sep 30, 2027$301Available3
Oct 1, 2027$282Available3
Oct 2, 2027$282Available3
Oct 3, 2027$280Available3
Oct 4, 2027$271Available3
Oct 5, 2027$267Available3
Oct 6, 2027$273Available3
Oct 7, 2027$278Available3
Oct 8, 2027$287Available3
Oct 9, 2027$291Available3
Oct 10, 2027$289Available3
Oct 11, 2027$279Available3
Oct 12, 2027$277Available3
Oct 13, 2027$277Available3
Oct 14, 2027$282Available3
Oct 15, 2027$288Available3
Oct 16, 2027$285Available3
Oct 17, 2027$277Available3
Oct 18, 2027$272Available3
Oct 19, 2027$278Available3
Oct 20, 2027$280Available3
Oct 21, 2027$283Available3
Oct 22, 2027$288Available3
Oct 23, 2027$292Available3
Oct 24, 2027$284Available3
Oct 25, 2027$280Available3
Oct 26, 2027$277Available3
Oct 27, 2027$277Available3
Oct 28, 2027$276Available3
Oct 29, 2027$284Available3
Oct 30, 2027$287Available3
Oct 31, 2027$278Available3
Nov 1, 2027$272Available3
Nov 2, 2027$271Available3
Nov 3, 2027$271Available3
Nov 4, 2027$277Available3
Nov 5, 2027$283Available3
Nov 6, 2027$284Available3
Nov 7, 2027$291Available3
Nov 8, 2027$268Available3
Nov 9, 2027$267Available3
Nov 10, 2027$285Available3
Nov 11, 2027$285Available3
Nov 12, 2027$289Available3
Nov 13, 2027$290Available3
Nov 14, 2027$284Available3
Nov 15, 2027$278Available3
Nov 16, 2027$279Available3
Nov 17, 2027$280Available3
Nov 18, 2027$283Available3
Nov 19, 2027$286Available3
Nov 20, 2027$287Available3
Nov 21, 2027$282Available3
Nov 22, 2027$276Available3
Nov 23, 2027$281Available3
Nov 24, 2027$333Available3
Nov 25, 2027$332Available3
Nov 26, 2027$331Available3
Nov 27, 2027$330Available3
Nov 28, 2027$287Available3
Nov 29, 2027$278Available3
Nov 30, 2027$282Available3
Dec 1, 2027$286Available3
Dec 2, 2027$291Available3
Dec 3, 2027$294Available3
Dec 4, 2027$293Available3
Dec 5, 2027$281Available3
Dec 6, 2027$275Available3
Dec 7, 2027$276Available3
Dec 8, 2027$280Available3
Dec 9, 2027$287Available3
Dec 10, 2027$294Available3
Dec 11, 2027$307Available3
Dec 12, 2027$302Available3
Dec 13, 2027$309Available3
Dec 14, 2027$310Available3
Dec 15, 2027$314Available3
Dec 16, 2027$319Available3
Dec 17, 2027$328Available3
Dec 18, 2027$349Available3
Dec 19, 2027$424Available3
Dec 20, 2027$438Available3
Dec 21, 2027$469Available3
Dec 22, 2027$469Available3
Dec 23, 2027$543Available3
Dec 24, 2027$544Available3
Dec 25, 2027$545Available3
Dec 26, 2027$610Available3
Dec 27, 2027$610Available3
Dec 28, 2027$610Available3
Dec 29, 2027$610Available3
Dec 30, 2027$620Available3
Dec 31, 2027$620Available3
Jan 1, 2028$618Available3
Jan 2, 2028$450Available3
Jan 3, 2028$446Available3
Jan 4, 2028$441Available3
Jan 5, 2028$445Available3
Jan 6, 2028$447Available3
Jan 7, 2028$453Available3
Jan 8, 2028$440Available3
Jan 9, 2028$421Available3
Jan 10, 2028$414Available3
Jan 11, 2028$408Available3
Jan 12, 2028$414Available3
Jan 13, 2028$420Available3
Jan 14, 2028$436Available3
Jan 15, 2028$434Available3
Jan 16, 2028$434Available3
Jan 17, 2028$418Available3
Jan 18, 2028$415Available3
Jan 19, 2028$419Available3
Jan 20, 2028$426Available3
Jan 21, 2028$438Available3
Jan 22, 2028$438Available3
Jan 23, 2028$431Available3
Jan 24, 2028$432Available3
Jan 25, 2028$430Available3
Jan 26, 2028$439Available3
Jan 27, 2028$451Available3
Jan 28, 2028$457Available3
Jan 29, 2028$459Available3
Jan 30, 2028$453Available3
Jan 31, 2028$463Available3
Feb 1, 2028$462Available3
Feb 2, 2028$472Available3
Feb 3, 2028$486Available3
Feb 4, 2028$493Available3
Feb 5, 2028$496Available3
Feb 6, 2028$716Available7
Feb 7, 2028$731Available7
Feb 8, 2028$730Available7
Feb 9, 2028$741Available7
Feb 10, 2028$756Available7
Feb 11, 2028$800Available7
Feb 12, 2028$799Available7
Feb 13, 2028$796Available7
Feb 14, 2028$752Available7
Feb 15, 2028$753Available7
Feb 16, 2028$756Available7
Feb 17, 2028$775Available7
Feb 18, 2028$830Available7
Feb 19, 2028$830Available7
Feb 20, 2028$826Available7
Feb 21, 2028$753Available7
Feb 22, 2028$755Available7
Feb 23, 2028$752Available7
Feb 24, 2028$772Available7
Feb 25, 2028$773Available7
Feb 26, 2028$774Available7
Feb 27, 2028$751Available7
Feb 28, 2028$745Available7
Feb 29, 2028$749Available7
Mar 1, 2028$742Available7
Mar 2, 2028$758Available7
Mar 3, 2028$760Available7
Mar 4, 2028$773Available7
Mar 5, 2028$752Available7
Mar 6, 2028$751Available7
Mar 7, 2028$754Available7
Mar 8, 2028$750Available7
Mar 9, 2028$762Available7
Mar 10, 2028$763Available7
Mar 11, 2028$780Available7
Mar 12, 2028$765Available7
Mar 13, 2028$776Available7
Mar 14, 2028$780Available7
Mar 15, 2028$776Available7
Mar 16, 2028$794Available7
Mar 17, 2028$796Available7
Mar 18, 2028$795Available7
Mar 19, 2028$787Available7
Mar 20, 2028$798Available7
Mar 21, 2028$797Available7
Mar 22, 2028$788Available7
Mar 23, 2028$793Available7
Mar 24, 2028$777Available7
Mar 25, 2028$772Available7
Mar 26, 2028$759Available7
Mar 27, 2028$767Available7
Mar 28, 2028$761Available7
Mar 29, 2028$753Available7
Mar 30, 2028$759Available7
Mar 31, 2028$747Available7
Apr 1, 2028$728Available7
Apr 2, 2028$706Available7
Apr 3, 2028$714Available7
Apr 4, 2028$712Available7
Apr 5, 2028$706Available7
Apr 6, 2028$465Available3
Apr 7, 2028$453Available3
Apr 8, 2028$439Available3
Apr 9, 2028$422Available3
Apr 10, 2028$422Available3
Apr 11, 2028$416Available3
Apr 12, 2028$409Available3
Apr 13, 2028$416Available3
Apr 14, 2028$549Available3
Apr 15, 2028$549Available3
Apr 16, 2028$548Available3
Apr 17, 2028$378Available3
Apr 18, 2028$374Available3
Apr 19, 2028$371Available3
Apr 20, 2028$383Available3
Apr 21, 2028$385Available3
Apr 22, 2028$376Available3
Apr 23, 2028$364Available3
Apr 24, 2028$355Available3
Apr 25, 2028$353Available3
Apr 26, 2028$352Available3
Apr 27, 2028$363Available3
Apr 28, 2028$368Available3
Apr 29, 2028$361Available3
Apr 30, 2028$348Available3
May 1, 2028$340Available3
May 2, 2028$338Available3
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

Ocean view
Beach access
Patio
Balcony
Air conditioning

What our guests say

4.42

18 reviews

M
Mack M.
July 2026

This house was perfect for my family; walking distance to the beach, pool in the backyard and a canal for fishing. We also loved the conveniences of having a full kitchen and washer and dryer. We would love to stay again!

A
Amber L.
May 2026

We loved everything about our vacation!

T
Tiffany O.
May 2026

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 10 guests.

Pets allowed.

No parties or events.

Cancellation policy

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