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Charming Upstairs Unit in a Cottage, steps to the beach. Across from John's Pass

Photo gallery for Charming Upstairs Unit in a Cottage, steps to the beach. Across from John's Pass

Front
living area2
Room
Kitchen2
Interior

Reviews

9.4 out of 10, Loved by Guests
Top 10% of guest reviews in this area
1 bathroomSleeps 2

Popular amenities

  • Washing machine
  • Dryer
  • Air-conditioning
  • Parking available

Explore the area

View map
Madeira Beach, FL
  • Place, John's Pass Village & Boardwalk
    ‪1 min walk‬
  • Place, St. Petersburg - Clearwater Beaches
    ‪2 min walk‬
  • Place, Hubbards Marina
    ‪3 min walk‬
  • Airport, Tampa, FL (TPA-Tampa Intl.)
    ‪48 min drive‬

Rooms & beds

0 bedrooms (sleeps 2)

Bedroom 1

1 Queen Bed

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Balcony

About this property

Charming Upstairs Unit in a Cottage, steps to the beach. Across from John's Pass

Cottage by the Pass 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'll find a spacious studio apartment that features a full kitchen, comfortable living area, queen sized bed in sleeping area and large bathroom with walk-in closet. The Cottage is equipped with WiFi and Google YoutubeTV. Outside the double french doors our guests enjoy the large private balcony that offers a peek-a-boo view of the Gulf. The balcony is approx. 400 sq ft, partially covered to allow for a great dining spot.
If you are booking through VRBO - it will be transferred over to Vicinity Vacation Rentals for concierge service, to make final payment and to receive Final Instructions. You will be receiving emails from: vicinityvacationrentals@resorplanet.com
Pets (small dogs) considered $100 Fee. Sorry no cats. If you would like to bring your small dog, please inquire first before you book.
Your final payment will automatically be charged with the card on file used to pay your deposit, 14 days before your arrival.

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House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
See Above
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Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property

Frequently asked questions

Is Charming Upstairs Unit in a Cottage, steps to the beach. Across from John's Pass pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Charming Upstairs Unit in a Cottage, steps to the beach. Across from John's Pass?

As of 4 April 2026, prices found for a 1-night stay for 2 adults at Charming Upstairs Unit in a Cottage, steps to the beach. Across from John's Pass on 13 June 2026 start from NZ$227, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Charming Upstairs Unit in a Cottage, steps to the beach. Across from John's Pass?

On-site parking is available at the property.

What time is check-in at Charming Upstairs Unit in a Cottage, steps to the beach. Across from John's Pass?

Check-in begins at 3:00 PM.

What time is check-out at Charming Upstairs Unit in a Cottage, steps to the beach. Across from John's Pass?

Checkout is at 10:00 AM.

Where is Charming Upstairs Unit in a Cottage, steps to the beach. Across from John's Pass located?

Situated by the sea, this cottage is steps away from St. Petersburg - Clearwater Beaches and John's Pass Village & Boardwalk. Hubbards Marina and Belleair Beach are also within 10 minutes.

Reviews

9.4

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 108 out of 149 reviews
Rating 8 - Good. 35 out of 149 reviews
Rating 6 - Okay. 5 out of 149 reviews
Rating 4 - Poor. 1 out of 149 reviews
Rating 2 - Terrible. 0 out of 149 reviews

9.4/10

Cleanliness

10/10

Check-in

9.8/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Dawn M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We completely enjoyed our stay! Location is steps from restaurants, shops, and the beach! Mornings on the balcony with coffee were great. The unfortunate hurricane damage to nearby buildings afforded us a clear view of the gulf and sunsets. We would absolutely stay again!
Stayed 7 nights in Oct 2025
Verified

8/10 Good

Michael P.

Great cottage.

We have stayed here twice before and always enjoy it. Very close to the beach and has everything you need.
Stayed 7 nights in Apr 2018
Response from VrboOwner on 1 April 2020
Thank you for the review and comments. I'm glad you keep coming back to the cottage. I look forward to your next visit.
Verified

10/10 Excellent

Russ G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cottage by the pass

We really enjoy staying here we have been here 3 times. Great location close to beach, John's Pass and the intercoastal waterway.
Stayed 6 nights in Jul 2024
Verified

8/10 Good

Cindy C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect spot for 2

Great location with easy access to the beach and John’s Pass Boardwalk.
Stayed 3 nights in Jul 2024
Verified

10/10 Excellent

Brian M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent

Excellent stay. Very clean great location to bars, stores and beach. Would stay again!
Stayed 4 nights in Mar 2023
Response from VrboOwner on 16 October 2023
So glad you enjoyed your visit and I hope you are planning the next one soon. Thank you for the nice review and rating.
Verified

8/10 Good

Melinda W.

Liked: Check-in, communication, location, listing accuracy

Perfect location

Cute cottage. Great location.
Stayed 5 nights in Apr 2021
Response from VrboOwner on 11 June 2021
Thank you for leaving a review and I'm glad you enjoyed your visit. I hope you'll come back to the Cottage by the Pass again.
Verified

10/10 Excellent

Russ G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice hideaway in Madeira Beach

This is a very nice cottage in. Very popular location.
Stayed 7 nights in Aug 2020
Response from VrboOwner on 12 November 2020
Thank you for the 5 star review. I hope you can visit the cottage again.
Verified

10/10 Excellent

Steve B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Easy beach stay

Comfortable, no-frills stay for one or a couple. Easy access to beach as well as restaurants and shopping at John’s Pass. Handy parking, nice deck and patio with grill. A few basic items that would be helpful: kitchen linens, basic storage containers and hand soap.
Stayed 7 nights in May 2025
Verified

8/10 Good

Nilda H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cozy

I enjoyed my stay , felt like i was home at the beach..
Stayed 3 nights in Mar 2023
Response from VrboOwner on 16 October 2023
I'm so glad you enjoyed your stay. The cottage is so "homey" and I'm happy you felt that as well. We are contantly making improvements to make our guests have the best possible visit. Hope you'll visit again soon.
Verified

10/10 Excellent

Jill B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place

Super close to the beach. The bar across the street was a fabulous time live music good drinks.
Stayed 4 nights in Sep 2021
Response from VrboOwner on 23 November 2021
I'm so glad you were able to visit my cottage and that you had fun! It's such a great place in a great location. Thank you for the nice review.
Verified

10/10 Excellent

Cindi T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Location

Great location! Beach is an easy walk and shops and restaurants are right across the street. Our upstairs unit was perfect for the 2 of us. We will definitely stay again.
Stayed 5 nights in Jun 2024
Verified

10/10 Excellent

Matthew M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

One word, AWESOME!

Great location, next to everything. Beach, restaurants, and shopping. Beautiful place that my wife and I will definitely book again.
Stayed 6 nights in Mar 2024
Verified

10/10 Excellent

travis W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent

Great place. Close to the beach. Plenty of activities around. House was just right for a couple.
Stayed 7 nights in Jun 2024
Archival

10/10 Excellent

Rose K.

It was just what we needed peace and quiet.

The cottage is beautiful perfect get away for two. Very convenient just a walk away from the beach and local shopping n dining. Nice and clean. Look forward to coming back.
Stayed 4 nights in Jul 2017
Response from VrboOwner on 1 April 2020
Thanks for taking the time to leave a nice review for the cottage. I'm so glad you enjoyed your visit and hope you will return again soon.
Verified

10/10 Excellent

Donna H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

End of Summer Bliss!

Cottage is the perfect location to live like a local at Madeira Beach. Close to shopping, dining, entertainment, and most importantly, the beautiful white sandy beach.
Stayed 14 nights in Sep 2020
Response from VrboOwner on 20 January 2021
Thank you so much for the 5 star review. Glad you enjoyed your visit and hope to see you again soon.
Verified

10/10 Excellent

Yuliet S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Always a pleasure to come back

This places never disappoints !!! The location is privileged, easy beach access and the house has everything you need... very pleased with the stay.
Stayed 4 nights in Aug 2023
Response from VrboOwner on 16 October 2023
Thank you for coming back again. I'm glad you enjoyed your stay and I'm hoping your planning your next stay soon.
Verified

10/10 Excellent

Joseph M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Mediera Beach House

Was perfect location! So many things within walking distance! Host was great, available for questions, very polite and accommodating.
Stayed 5 nights in May 2024
Verified

10/10 Excellent

Diane C.

Loved it!

A wonderful spot! Everything you need for a great stay and more. So sad to leave but will definitely come back.
Stayed 27 nights in Feb 2018
Response from VrboOwner on 1 April 2020
Don't you just hate having to leave the cottage and all of the fun things that you can do there? I'm glad you were able to have a great time while you were here. Maybe next time you can stay longer! The cottage will be ready for you.
Verified

10/10 Excellent

Brian and Tammy G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cutest little cottage vacation!

Perfect location, perfect accommodations! Everything was so easy to navigate from parking to check in process! Directly across the street from John's Pass and short walk to the amazing beach! Couldn't get any better! Would love to come back!
Stayed 7 nights in May 2023
Archival

10/10 Excellent

Erik H.

Extremely cute place and you couldn’t get better proximity to everything in Johns Pass!

Loved it! So close to everything and extremely cute place! My wife and I had a great weekend here and will definitely be back. Cherie was incredible! Loved being right across the street from all the dining etc. perfect!
Stayed 3 nights in Sep 2017
Response from VrboOwner on 22 June 2020
Thank you for the kind words and great review of my little cottage. In case you haven't figured it out, I really love that place and I hope others do too.
Verified

6/10 Okay

steven a.

Liked: Check-in, communication, location

GOOD STAY

Great location. Could use some upgrading.
Stayed 7 nights in Dec 2022
Verified

10/10 Excellent

Trevor F.

Amazing!!

We loved the cottage !! We were celebrating our 20 year anniversary and really enjoyed spending it here! We will definately be booking again !!
Stayed 4 nights in Jul 2018
Response from VrboOwner on 1 April 2020
I'm so glad you chose the cottage for your anniversary getaway. Congratulations on such a milestone! Please come back again for another visit real soon.
Verified

10/10 Excellent

Carey B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cottage Comfort

Great location to both John’s Pass and the beach! Clean, perfect size for two people, great deck and everything you need. We enjoyed our stay. Thank you!
Stayed 3 nights in May 2023
Response from VrboOwner on 16 October 2023
Thank you for the nice review and rating. I'm so happy you were able to enjoy it.
Verified

10/10 Excellent

Heather M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice place!

What a darling little place and a perfect location. Right across the street from John's Pass and walking distance to the beach. (It's a bit of a walk though) All in all, a perfect weekend place. I would certainly go back.
Stayed 3 nights in Aug 2024
Verified

10/10 Excellent

Heather S.

Amazing location

We loved our short stay in Cherie’s charming beachside cottage. It was clean, comfortable and in a wonderful location; close to all the entertainment at John’s Pass and the beautiful beach. Cherie was easy to contact and very accommodating-the perfect hostess. We hope to stay here again in the future.
Stayed 4 nights in Jun 2018
Response from VrboOwner on 1 April 2020
Aww, thank you for your kind words. I'm happy you had a great visit, even though it was short one. I hope you can come back again, maybe stay a while longer.

About the host

Hosted by Vicinity Vacation Rentals

Host profile image
Cherie grew up in South Tampa and always had a love for the beach. Traveling the 20 or so miles to the beach every weekend when she was attending Plant High School. Eventually she moved to Madeira Beach where she owns a real estate brokerage Engel & Völkers Madeira Beach on Gulf Blvd. Finest Real Estate Worldwide! She also owns a vacation rental management company Vicinity Vacation Rentals!

Why they chose this property

I purchased this property from the long-time owner because I just love the classic beach cottages. I promised her that I would keep the integrity of the cottage, and not tear it down for a new home to be built. The bonus is the wonderful location. The Cottage by the Pass is the epitome of living the beach life.

What makes this property unique

Cottage by the Pass 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'll find a spacious studio apartment that features a full kitchen, comfortable living area, queen sized bed in sleeping area and large bathroom with walk-in closet. The Cottage is equipped with WiFi and satellite TV. Outside the double french doors our guests enjoy the large private balcony that offers a peek-a-boo view of the Gulf. The balcony is approx. 400 sq ft, partially covered to allow for a great dining spot.

Walk across the street to hear live music at the Bamboo Beach Bar & Grill, or browse the shops of John's Pass Village.

Languages:

English

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