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Fort Myers Beach, Florida

Sunny Side Up

4 bedrooms5 beds3 baths12 guests

Top Reasons to Book Sunny Side Up:

  • Private, Screened Heated Pool

  • Single Level, Pet Friendly Home with a Fenced Yard

  • 2 Blocks to Public Beach Access

  • Beach Towels, Beach Chairs, and a Cart Provided

  • Community Boat Ramp for Small Vessels or Kayaks

  • Bikes Included
    *2 Master Suites

  • Professionally Managed

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

Welcome to Sunny Side Up, your dream getaway in the highly sought-after Shell Mound neighborhood of Fort Myers Beach! This newly renovated 4-bedroom, 3-bathroom home sits at the end of a peaceful street with direct Gulf access and stunning bayfront views. Enjoy breathtaking sunsets right from the backyard or cast a line off the private dock. The open-concept interior features modern coastal design, a spacious kitchen with island seating, and plenty of natural light throughout.

Step outside to your private pool area with multiple seating and dining options—perfect for relaxing or entertaining. Whether you're soaking up the sun, enjoying dinner under the stars, or heading out on a boat from your backyard, this home offers the perfect blend of style, comfort, and location. Make this your family’s new favorite vacation spot — book now for sun, fun, and unforgettable memories!

The Bed Setup:

Master Bedroom: Queen Bed

Master Bedroom 1: King Bed

Guest Bedroom 2: King Bed

Guest Bedroom 3: Twin Over Full Bunk Bed + Full over Queen Bunk 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. 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.

460 Madison Ct
STR

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$215Not Available7
Nov 10, 2026$215Not Available7
Nov 11, 2026$215Not Available7
Nov 12, 2026$215Not Available7
Nov 13, 2026$226Not Available7
Nov 14, 2026$232Not Available7
Nov 15, 2026$227Not Available7
Nov 16, 2026$227Not Available7
Nov 17, 2026$227Not Available7
Nov 18, 2026$230Not Available7
Nov 19, 2026$239Not Available7
Nov 20, 2026$250Not Available7
Nov 21, 2026$276Not Available7
Nov 22, 2026$289Not Available7
Nov 23, 2026$303Not Available7
Nov 24, 2026$319Not Available7
Nov 25, 2026$236Not Available7
Nov 26, 2026$238Not Available7
Nov 27, 2026$225Not Available7
Nov 28, 2026$215Available7
Nov 29, 2026$215Available7
Nov 30, 2026$215Available7
Dec 1, 2026$215Available7
Dec 2, 2026$215Available7
Dec 3, 2026$225Available7
Dec 4, 2026$229Available7
Dec 5, 2026$226Not Available7
Dec 6, 2026$216Not Available7
Dec 7, 2026$215Not Available7
Dec 8, 2026$215Not Available7
Dec 9, 2026$220Not Available7
Dec 10, 2026$267Not Available7
Dec 11, 2026$281Not Available7
Dec 12, 2026$288Available7
Dec 13, 2026$266Available7
Dec 14, 2026$267Available7
Dec 15, 2026$269Available7
Dec 16, 2026$270Available7
Dec 17, 2026$283Available7
Dec 18, 2026$296Available7
Dec 19, 2026$356Not Available7
Dec 20, 2026$376Not Available7
Dec 21, 2026$402Not Available7
Dec 22, 2026$404Not Available7
Dec 23, 2026$423Not Available7
Dec 24, 2026$427Not Available7
Dec 25, 2026$432Not Available7
Dec 26, 2026$482Not Available7
Dec 27, 2026$570Not Available7
Dec 28, 2026$576Not Available7
Dec 29, 2026$572Not Available7
Dec 30, 2026$552Not Available7
Dec 31, 2026$550Not Available7
Jan 1, 2027$518Not Available7
Jan 2, 2027$494Not Available7
Jan 3, 2027$425Not Available14
Jan 4, 2027$425Available14
Jan 5, 2027$425Not Available14
Jan 6, 2027$425Not Available14
Jan 7, 2027$425Not Available14
Jan 8, 2027$425Not Available14
Jan 9, 2027$425Not Available14
Jan 10, 2027$425Not Available14
Jan 11, 2027$425Not Available14
Jan 12, 2027$425Not Available14
Jan 13, 2027$425Not Available14
Jan 14, 2027$425Not Available14
Jan 15, 2027$425Not Available14
Jan 16, 2027$425Not Available14
Jan 17, 2027$425Not Available14
Jan 18, 2027$425Not Available14
Jan 19, 2027$425Not Available14
Jan 20, 2027$425Not Available14
Jan 21, 2027$425Not Available14
Jan 22, 2027$425Not Available14
Jan 23, 2027$425Not Available14
Jan 24, 2027$425Not Available14
Jan 25, 2027$425Not Available14
Jan 26, 2027$425Not Available14
Jan 27, 2027$425Not Available14
Jan 28, 2027$425Not Available14
Jan 29, 2027$425Not Available14
Jan 30, 2027$425Not Available14
Jan 31, 2027$425Not Available14
Feb 1, 2027$529Not Available21
Feb 2, 2027$529Not Available21
Feb 3, 2027$529Not Available21
Feb 4, 2027$529Not Available21
Feb 5, 2027$529Available21
Feb 6, 2027$529Not Available21
Feb 7, 2027$529Not Available21
Feb 8, 2027$529Not Available21
Feb 9, 2027$529Not Available21
Feb 10, 2027$529Not Available21
Feb 11, 2027$529Not Available21
Feb 12, 2027$529Not Available21
Feb 13, 2027$529Not Available21
Feb 14, 2027$529Not Available21
Feb 15, 2027$529Not Available21
Feb 16, 2027$529Not Available21
Feb 17, 2027$529Not Available21
Feb 18, 2027$529Not Available21
Feb 19, 2027$529Not Available21
Feb 20, 2027$529Not Available21
Feb 21, 2027$529Not Available21
Feb 22, 2027$529Not Available21
Feb 23, 2027$529Not Available21
Feb 24, 2027$529Not Available21
Feb 25, 2027$529Not Available21
Feb 26, 2027$529Not Available21
Feb 27, 2027$529Not Available21
Feb 28, 2027$529Not Available21
Mar 1, 2027$620Not Available21
Mar 2, 2027$620Available21
Mar 3, 2027$620Not Available21
Mar 4, 2027$620Not Available21
Mar 5, 2027$620Not Available21
Mar 6, 2027$620Not Available21
Mar 7, 2027$620Not Available21
Mar 8, 2027$620Not Available21
Mar 9, 2027$620Not Available21
Mar 10, 2027$620Not Available21
Mar 11, 2027$620Not Available21
Mar 12, 2027$620Not Available21
Mar 13, 2027$620Not Available21
Mar 14, 2027$620Not Available21
Mar 15, 2027$620Not Available21
Mar 16, 2027$620Not Available21
Mar 17, 2027$620Not Available21
Mar 18, 2027$620Not Available21
Mar 19, 2027$620Not Available21
Mar 20, 2027$620Not Available21
Mar 21, 2027$620Not Available21
Mar 22, 2027$620Not Available21
Mar 23, 2027$620Not Available21
Mar 24, 2027$620Not Available21
Mar 25, 2027$620Not Available21
Mar 26, 2027$620Available21
Mar 27, 2027$620Not Available21
Mar 28, 2027$620Not Available21
Mar 29, 2027$620Not Available21
Mar 30, 2027$620Not Available21
Mar 31, 2027$620Not Available21
Apr 1, 2027$777Not Available28
Apr 2, 2027$702Not Available28
Apr 3, 2027$643Not Available28
Apr 4, 2027$749Not Available28
Apr 5, 2027$767Not Available28
Apr 6, 2027$536Not Available7
Apr 7, 2027$536Not Available7
Apr 8, 2027$539Not Available7
Apr 9, 2027$513Not Available7
Apr 10, 2027$473Not Available7
Apr 11, 2027$441Not Available7
Apr 12, 2027$468Not Available7
Apr 13, 2027$464Not Available7
Apr 14, 2027$465Not Available7
Apr 15, 2027$476Not Available7
Apr 16, 2027$471Not Available7
Apr 17, 2027$447Not Available7
Apr 18, 2027$435Not Available7
Apr 19, 2027$430Not Available7
Apr 20, 2027$427Not Available7
Apr 21, 2027$422Not Available7
Apr 22, 2027$424Not Available7
Apr 23, 2027$430Not Available7
Apr 24, 2027$425Not Available7
Apr 25, 2027$401Not Available7
Apr 26, 2027$384Not Available7
Apr 27, 2027$383Not Available7
Apr 28, 2027$384Not Available7
Apr 29, 2027$398Not Available7
Apr 30, 2027$409Not Available7
May 1, 2027$404Available7
May 2, 2027$392Available7
May 3, 2027$375Available7
May 4, 2027$370Available7
May 5, 2027$371Available7
May 6, 2027$381Available7
May 7, 2027$397Available7
May 8, 2027$393Available7
May 9, 2027$393Available7
May 10, 2027$360Available7
May 11, 2027$360Available7
May 12, 2027$357Available7
May 13, 2027$380Available7
May 14, 2027$399Available7
May 15, 2027$401Available7
May 16, 2027$390Available7
May 17, 2027$368Available7
May 18, 2027$368Available7
May 19, 2027$369Available7
May 20, 2027$394Available7
May 21, 2027$418Available7
May 22, 2027$427Available7
May 23, 2027$395Available7
May 24, 2027$378Available7
May 25, 2027$371Available7
May 26, 2027$374Available7
May 27, 2027$452Available7
May 28, 2027$497Available7
May 29, 2027$507Available7
May 30, 2027$507Available7
May 31, 2027$408Available7
Jun 1, 2027$410Available7
Jun 2, 2027$414Available7
Jun 3, 2027$411Available7
Jun 4, 2027$422Available7
Jun 5, 2027$438Available7
Jun 6, 2027$455Available7
Jun 7, 2027$453Available7
Jun 8, 2027$481Available7
Jun 9, 2027$481Available7
Jun 10, 2027$481Available7
Jun 11, 2027$450Available7
Jun 12, 2027$465Available7
Jun 13, 2027$454Available7
Jun 14, 2027$452Available7
Jun 15, 2027$507Available7
Jun 16, 2027$507Available7
Jun 17, 2027$591Available7
Jun 18, 2027$591Available7
Jun 19, 2027$591Available7
Jun 20, 2027$456Available7
Jun 21, 2027$446Available7
Jun 22, 2027$450Available7
Jun 23, 2027$453Available7
Jun 24, 2027$477Available7
Jun 25, 2027$494Available7
Jun 26, 2027$591Available7
Jun 27, 2027$458Available7
Jun 28, 2027$438Available7
Jun 29, 2027$430Available7
Jun 30, 2027$440Available7
Jul 1, 2027$461Available7
Jul 2, 2027$571Available7
Jul 3, 2027$572Available7
Jul 4, 2027$566Available7
Jul 5, 2027$459Available7
Jul 6, 2027$462Available7
Jul 7, 2027$464Available7
Jul 8, 2027$462Available7
Jul 9, 2027$481Available7
Jul 10, 2027$486Available7
Jul 11, 2027$463Available7
Jul 12, 2027$456Available7
Jul 13, 2027$440Available7
Jul 14, 2027$440Available7
Jul 15, 2027$458Available7
Jul 16, 2027$476Available7
Jul 17, 2027$479Available7
Jul 18, 2027$453Available7
Jul 19, 2027$437Available7
Jul 20, 2027$437Available7
Jul 21, 2027$441Available7
Jul 22, 2027$454Available7
Jul 23, 2027$471Available7
Jul 24, 2027$466Available7
Jul 25, 2027$442Available7
Jul 26, 2027$433Available7
Jul 27, 2027$435Available7
Jul 28, 2027$426Available7
Jul 29, 2027$443Available7
Jul 30, 2027$454Available7
Jul 31, 2027$434Available7
Aug 1, 2027$474Available7
Aug 2, 2027$361Available7
Aug 3, 2027$358Available7
Aug 4, 2027$355Available7
Aug 5, 2027$355Available7
Aug 6, 2027$355Available7
Aug 7, 2027$341Available7
Aug 8, 2027$334Available7
Aug 9, 2027$322Available7
Aug 10, 2027$317Available7
Aug 11, 2027$320Available7
Aug 12, 2027$325Available7
Aug 13, 2027$331Available7
Aug 14, 2027$320Available7
Aug 15, 2027$304Available7
Aug 16, 2027$298Available7
Aug 17, 2027$298Available7
Aug 18, 2027$300Available7
Aug 19, 2027$315Available7
Aug 20, 2027$329Available7
Aug 21, 2027$331Available7
Aug 22, 2027$310Available7
Aug 23, 2027$293Available7
Aug 24, 2027$290Available7
Aug 25, 2027$295Available7
Aug 26, 2027$310Available7
Aug 27, 2027$327Available7
Aug 28, 2027$326Available7
Aug 29, 2027$309Available7
Aug 30, 2027$298Available7
Aug 31, 2027$294Available7
Sep 1, 2027$295Available7
Sep 2, 2027$312Available7
Sep 3, 2027$378Available7
Sep 4, 2027$384Available7
Sep 5, 2027$384Available7
Sep 6, 2027$356Available7
Sep 7, 2027$354Available7
Sep 8, 2027$353Available7
Sep 9, 2027$355Available7
Sep 10, 2027$366Available7
Sep 11, 2027$362Available7
Sep 12, 2027$350Available7
Sep 13, 2027$354Available7
Sep 14, 2027$354Available7
Sep 15, 2027$354Available7
Sep 16, 2027$356Available7
Sep 17, 2027$370Available7
Sep 18, 2027$365Available7
Sep 19, 2027$353Available7
Sep 20, 2027$353Available7
Sep 21, 2027$354Available7
Sep 22, 2027$348Available7
Sep 23, 2027$356Available7
Sep 24, 2027$374Available7
Sep 25, 2027$372Available7
Sep 26, 2027$362Available7
Sep 27, 2027$343Available7
Sep 28, 2027$339Available7
Sep 29, 2027$350Available7
Sep 30, 2027$360Available7
Oct 1, 2027$340Available7
Oct 2, 2027$335Available7
Oct 3, 2027$326Available7
Oct 4, 2027$320Available7
Oct 5, 2027$315Available7
Oct 6, 2027$323Available7
Oct 7, 2027$331Available7
Oct 8, 2027$345Available7
Oct 9, 2027$348Available7
Oct 10, 2027$345Available7
Oct 11, 2027$329Available7
Oct 12, 2027$329Available7
Oct 13, 2027$329Available7
Oct 14, 2027$336Available7
Oct 15, 2027$341Available7
Oct 16, 2027$341Available7
Oct 17, 2027$328Available7
Oct 18, 2027$330Available7
Oct 19, 2027$332Available7
Oct 20, 2027$334Available7
Oct 21, 2027$337Available7
Oct 22, 2027$341Available7
Oct 23, 2027$345Available7
Oct 24, 2027$336Available7
Oct 25, 2027$333Available7
Oct 26, 2027$329Available7
Oct 27, 2027$329Available7
Oct 28, 2027$333Available7
Oct 29, 2027$344Available7
Oct 30, 2027$345Available7
Oct 31, 2027$329Available7
Nov 1, 2027$320Available7
Nov 2, 2027$318Available7
Nov 3, 2027$318Available7
Nov 4, 2027$327Available7
Nov 5, 2027$338Available7
Nov 6, 2027$340Available7
Nov 7, 2027$325Available7
Nov 8, 2027$315Available7
Nov 9, 2027$315Available7
Nov 10, 2027$335Available7
Nov 11, 2027$337Available7
Nov 12, 2027$343Available7
Nov 13, 2027$352Available7
Nov 14, 2027$404Available7
Nov 15, 2027$404Available7
Nov 16, 2027$404Available7
Nov 17, 2027$404Available7
Nov 18, 2027$404Available7
Nov 19, 2027$404Available7
Nov 20, 2027$404Available7
Nov 21, 2027$404Available7
Nov 22, 2027$404Available7
Nov 23, 2027$404Available7
Nov 24, 2027$416Available7
Nov 25, 2027$416Available7
Nov 26, 2027$414Available7
Nov 27, 2027$414Available7
Nov 28, 2027$404Available7
Nov 29, 2027$404Available7
Nov 30, 2027$404Available7
Dec 1, 2027$404Available7
Dec 2, 2027$404Available7
Dec 3, 2027$404Available7
Dec 4, 2027$347Available7
Dec 5, 2027$327Available7
Dec 6, 2027$322Available7
Dec 7, 2027$323Available7
Dec 8, 2027$324Available7
Dec 9, 2027$341Available7
Dec 10, 2027$352Available7
Dec 11, 2027$504Available7
Dec 12, 2027$504Available7
Dec 13, 2027$504Available7
Dec 14, 2027$504Available7
Dec 15, 2027$504Available7
Dec 16, 2027$504Available7
Dec 17, 2027$504Available7
Dec 18, 2027$625Available7
Dec 19, 2027$625Available7
Dec 20, 2027$625Available7
Dec 21, 2027$511Available7
Dec 22, 2027$511Available7
Dec 23, 2027$614Available7
Dec 24, 2027$615Available7
Dec 25, 2027$616Available7
Dec 26, 2027$805Available7
Dec 27, 2027$805Available7
Dec 28, 2027$805Available7
Dec 29, 2027$805Available7
Dec 30, 2027$698Available7
Dec 31, 2027$698Available7
Jan 1, 2028$805Available7
Jan 2, 2028$735Available7
Jan 3, 2028$631Available7
Jan 4, 2028$526Available7
Jan 5, 2028$526Available7
Jan 6, 2028$526Available7
Jan 7, 2028$526Available7
Jan 8, 2028$526Available7
Jan 9, 2028$526Available7
Jan 10, 2028$456Available7
Jan 11, 2028$456Available7
Jan 12, 2028$456Available7
Jan 13, 2028$456Available7
Jan 14, 2028$465Available7
Jan 15, 2028$468Available7
Jan 16, 2028$464Available7
Jan 17, 2028$456Available7
Jan 18, 2028$456Available7
Jan 19, 2028$456Available7
Jan 20, 2028$456Available7
Jan 21, 2028$466Available7
Jan 22, 2028$472Available7
Jan 23, 2028$460Available7
Jan 24, 2028$456Available7
Jan 25, 2028$456Available7
Jan 26, 2028$456Available7
Jan 27, 2028$471Available7
Jan 28, 2028$477Available7
Jan 29, 2028$486Available7
Jan 30, 2028$477Available7
Jan 31, 2028$476Available7
Feb 1, 2028$474Available7
Feb 2, 2028$482Available7
Feb 3, 2028$499Available7
Feb 4, 2028$509Available7
Feb 5, 2028$517Available7
Feb 6, 2028$803Available28
Feb 7, 2028$800Available28
Feb 8, 2028$798Available28
Feb 9, 2028$814Available28
Feb 10, 2028$842Available28
Feb 11, 2028$874Available28
Feb 12, 2028$880Available28
Feb 13, 2028$881Available28
Feb 14, 2028$856Available28
Feb 15, 2028$849Available28
Feb 16, 2028$860Available28
Feb 17, 2028$880Available28
Feb 18, 2028$958Available28
Feb 19, 2028$956Available28
Feb 20, 2028$953Available28
Feb 21, 2028$869Available28
Feb 22, 2028$860Available28
Feb 23, 2028$866Available28
Feb 24, 2028$883Available28
Feb 25, 2028$881Available28
Feb 26, 2028$898Available28
Feb 27, 2028$870Available28
Feb 28, 2028$867Available28
Feb 29, 2028$859Available28
Mar 1, 2028$861Available28
Mar 2, 2028$878Available28
Mar 3, 2028$881Available28
Mar 4, 2028$907Available28
Mar 5, 2028$880Available28
Mar 6, 2028$877Available28
Mar 7, 2028$869Available28
Mar 8, 2028$872Available28
Mar 9, 2028$888Available28
Mar 10, 2028$889Available28
Mar 11, 2028$917Available28
Mar 12, 2028$896Available28
Mar 13, 2028$899Available28
Mar 14, 2028$895Available28
Mar 15, 2028$898Available28
Mar 16, 2028$957Available28
Mar 17, 2028$959Available28
Mar 18, 2028$958Available28
Mar 19, 2028$922Available28
Mar 20, 2028$934Available28
Mar 21, 2028$926Available28
Mar 22, 2028$931Available28
Mar 23, 2028$936Available28
Mar 24, 2028$912Available28
Mar 25, 2028$909Available28
Mar 26, 2028$896Available28
Mar 27, 2028$910Available28
Mar 28, 2028$900Available28
Mar 29, 2028$900Available28
Mar 30, 2028$903Available28
Mar 31, 2028$879Available28
Apr 1, 2028$850Available28
Apr 2, 2028$823Available28
Apr 3, 2028$846Available28
Apr 4, 2028$846Available28
Apr 5, 2028$844Available28
Apr 6, 2028$603Available7
Apr 7, 2028$586Available7
Apr 8, 2028$562Available7
Apr 9, 2028$535Available7
Apr 10, 2028$540Available7
Apr 11, 2028$532Available7
Apr 12, 2028$530Available7
Apr 13, 2028$540Available7
Apr 14, 2028$681Available7
Apr 15, 2028$681Available7
Apr 16, 2028$679Available7
Apr 17, 2028$477Available7
Apr 18, 2028$472Available7
Apr 19, 2028$474Available7
Apr 20, 2028$489Available7
Apr 21, 2028$495Available7
Apr 22, 2028$483Available7
Apr 23, 2028$460Available7
Apr 24, 2028$443Available7
Apr 25, 2028$439Available7
Apr 26, 2028$442Available7
Apr 27, 2028$456Available7
Apr 28, 2028$468Available7
Apr 29, 2028$461Available7
Apr 30, 2028$443Available7
May 1, 2028$424Available7
May 2, 2028$421Available7
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

4.56

9 reviews

B
Barbara T.
July 2026

Every thing was excellent! Thant’s

B
BARBARA O.
June 2026

Our family of 10 had plenty of room and privacy. The grandkids loved the pool. The walk to the beach was a bit far but we had a system worked out where our sons would drive us to the path, unload the wagon and they walked from the house to meet us on the beach.

C
christy c.
June 2026

Me and my siblings brought our mom for her 70th birthday. There was plenty of room for everyone!! We really enjoyed the large screened in patio and pool area. We rented a golf cart for the week and it was fun and easy to get around everywhere if you didn’t want to use one of the five bikes provided. Close to the beach with plenty of beach chairs and accessories.Everything was clean and well taken care of. Also the view was amazing, a dolphin swam right into the canal and gave us a show. Would definitely stay here again.

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 12 guests.

Pets allowed.

No parties or events.

Cancellation policy

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