Yesterday's Charm - Cottage Downstairs

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Yesterday's Charm - Cottage Downstairs

Madeira Beach, FL, USA

  • Property: Cottage
  • Sleeps: 6
  • Bedrooms: 2
  • Bathroom: 2


A 2 bedroom, 2 bathroom right across the street from John's Pass Village!

Cottage by the Pass, downstairs unit, offers all the charm of days gone by as well as all the modern conveniences. Cottage by the Pass is located just steps from the white sand, with no streets to cross. Across the street is John's Pass Village and Boardwalk. Inside you will find a spacious kitchen with travertine counter tops, and energy efficient under the counter washer and dryer. Wood floors in the living area and bed rooms. Bathrooms have a complete new look with marble showers. Outside the french doors in the back is a patio with a gas grill. In front there is a large patio with a white picket fence with lush tropical landscape. 

This website is for inquiries only, we can not take reservations through this site.  Please check availability first and/or call to reserve.  Thank you.




Bedroom & Bathroom

  • Bedrooms: 2
  • Sleeps: 6
  • Master Bedroom: Queen
  • Bedroom 2: Double
  • Bathrooms: 2
  • Master Bath: toilet, shower
  • Bathroom 2: toilet, shower


  • Air Conditioning
  • Clothes Dryer
  • Wireless Internet
  • Heating
  • Parking
  • Iron & Board
  • Linens Provided
  • Internet
  • Living Room
  • Washing Machine
  • Towels Provided
  • Television
  • Satellite / Cable
  • Books

Kitchen & Dining

  • Dishwasher
  • Microwave
  • Dishes & Utensils
  • Refrigerator
  • Grill
  • Kitchen
  • Stove
  • Coffee Maker
  • Oven
  • Toaster
  • Dining Area
  • Dining


  • Satellite or Cable
  • Washer & Dryer
  • Heater
  • TV
  • Internet
  • Parking
  • Children Welcome
  • Air Conditioning
  • Pets Welcome

House Rules

There is a 25% rental deposit to reserve the unit.  Final payment is due 14 days before arrival.  About a week befoer you  arrive you will receive an email with Final Instructions.


Cancellations 14 or more days before arrival there is a 100% refund.  Cancellations within the 14 days before arrival there are no refunds.  Trip insurance is recommended.



Rental Period Nightly Weekend Monthly
Summer 2020
1st May, 2020 - 31st July, 2020
3 Nights Minimum Stay
$130.00 - $2,912.00
1st September, 2020 - 19th December, 2020
3 Nights Minimum Stay
$110.00 - $3,080.00
20th December, 2020 - 8th January, 2021
3 Nights Minimum Stay
$150.00 - $4,200.00
9th January, 2021 - 30th April, 2021
3 Nights Minimum Stay
$140.00 - $3,920.00
1st May, 2021 - 1st June, 2021
3 Nights Minimum Stay
$130.00 - $3,640.00
1st June, 2021 - 30th June, 2021
3 Nights Minimum Stay
$120.00 - $3,360.00
4th of July
1st July, 2021 - 8th July, 2021
3 Nights Minimum Stay
$150.00 - $4,200.00
9th July, 2021 - 31st August, 2021
3 Nights Minimum Stay
$120.00 - $3,360.00
1st September, 2021 - 19th December, 2021
3 Nights Minimum Stay
$110.00 - $3,080.00

Additional Information About Rental Rates


  • Cleaning Fee (Per Stay) $100 + Tax
  • Pet Fee (Per Stay) $75
  • Limited Damage Waiver $60
  • Tax 13%




Please Select Check In And Check Out Dates


Guest Reviews

Melissa T.

Love this cottage

Cherie the owner is very responsive and answered all of our questions right away. This cottage is in the perfect location for beach and Johns Pass Shopping. We stayed in the Lower Level of the cottage, the front outdoor patio was so nice with the grill and a table for us to eat outside and listen to the live music playing from across the street. The outdoor shower was AMAZING!!! We will be back. Thank you, Cherie, for allowing us to rent your home and have a wonderful vacation.

Karen C.

Perfect location, and the owner was awesome!

Our family loved the location, the owner worked with us on check in and check out to accommodate our flight in and out of Florida. We had one issue with the washing machine, and it was addressed immediately.

Brenda R.

Great Vacation Rental

I cannot speak highly enough about this cottage and the owner. The cottage was in a fabulous location, a very short walk to beach without having to cross any roads. John's Pass was practically on the door step with plenty of shops, restaurants and things to do.

The cottage had plenty of kitchen utensils, towels and great wifi.

The communication was great between Cherie and myself and she even posted on our chromecast which we had forgotten to take with us.

I would definitely stay here again and would not hesitate to recommend this cottage for a vacation to Madeira Beach..

Keith F.

Comfortable cottage in great location.

We really enjoyed our stay. Comfortable cottage with great patio in the front to hangout. Right across the street from John's Pass boardwalk. Lots of shopping and restaurants. Short walk to the beach. Great kitchen to cook meals.

David L.

2nd stay - will stay again !

Anyone that stays in a hotel or condo is crazy not to go “ cottage style “

It’s as close to being home as you can get !

We stay here for the seafood festival at Maderia Beach and it wouldn’t be the same staying anywhere else !

Love it !

Please Select Check In And Check Out Dates