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100 Steps to the Beach, Family and Pet friendly Real Beach Cottage

Photo gallery for 100 Steps to the Beach, Family and Pet friendly Real Beach Cottage

Giant Hot Tub open all year
Property video
Entrance and Tin Roof Covered Porch
Primary Bedroom withTV DVD ROKU
A kitchen with white cabinets, a black countertop, and a wooden floor. There is a window with a curtain and a table with chairs.

Reviews

9.2 out of 10
Wonderful
2 bedrooms1 bathroomSleeps 5

Popular amenities

  • Heated pool
  • Spa pool on site
  • Onsite parking available
  • Dog-friendly
  • Kitchen
  • Washing machine

Explore the area

View map
Clearwater, FL
  • Place, St. Petersburg - Clearwater Beaches
    ‪1 min walk‬
  • Place, Clearwater Beach
    ‪3 min walk‬
  • Place, Pier 60 Park
    ‪16 min walk‬
  • Airport, Tampa, FL (TPA-Tampa Intl.)
    ‪42 min drive‬

Rooms & beds

2 bedrooms (sleeps 5)

Bedroom 1

1 Queen Bed

Porch Bedroom

1 Single Bed

1 bathroom

Full restored antique bathroom

Bathtub or shower · Bathtub · Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony
Outdoor play area
Dining area

About this property

100 Steps to the Beach, Family and Pet friendly Real Beach Cottage

100 steps to the sand, your family can walk back and forth in seconds, have a cup of coffee on the beach, come back take an outdoor shower, have lunch and then take the cooler and watch the sunset. Enjoy LG appliances, modern new amenities in a 1925 Beach Cottage. Kids love to make new friends in the recreation area for all of Clearwater Cottages in Key West style tropical backyard with wood party deck, tin roof gazebo, hot tub, shade trees, and BBQ Grills. Guest report it is like camping at the beach.

Perfect for families with kids and pets, who want that easy going vacation. Laid back atmosphere. No need for high heel flip flops here. Not a plush resort, for laid back easy going families who want a fun beach vacation .
Just 5 blocks walk to famous Pier 60 with all the action. Clearwater Cottages is in the Old Florida District, the last few streets with vacation rentals, cottages, and Beach houses offering vacation rentals,

Your onsite Cottage Counselors Capt.Al around to make sure you have a great beach vacation.
Never a charge to use Capt.Al's fishing poles, beach chairs, and in summer a day of boating, when available for our weekly guests. Gas surcharge $250 Sleeps 5 guests with Queen, twin , and queen futon. Has 2 bedrooms. 50 wall TV Lots of cable channels
Swimming pool included at Clearwater Aquatic Center across street 2.5 blocks walk. 10 free passes includes kids waterside, fountains and lifeguards with air conditioned shower, work out club and changing facilities. It is pictured in the photos opens mid March to Labor Day We provide free passes for our weekly guests up to 10.

All size dogs welcome Add Pet Fee $100 per stay not per day like the hotels, Add Community fee for first pet

Giant Hot Tub our your door open all year open 9 am to 9 pm

Add dates for prices

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House Rules

Check in after 4:00 PM
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
Kids love Clearwater cottages Pack N Play free
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Events

Events allowed: family gatherings, birthday parties, weddings
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Pets

Pets allowed: dogs (limit 3 total)
Pets ok same as extra person fee $10 day.
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Smoking

Smoking allowed: in designated areas
PARK ONLY ON SPOT G DO NOT INVITE FRIENDS OVER IF THEY PARK ON ANY GUEST SPOT CAR WILL BE TOWED STRICTLY ENFORCE PARK ONLY SPOT G
AMENITIES AND HOT TUB FOR GUESTS ONLY DO NOT INVITE FRIENDS OVER WE TOW CARS WHO TAKE OTHER GUESTS SPOT
READ WELCOME GUIDE WHICH STARTS WITH IF YOU NEED MORE HOUSE KEEPING CALL 8134171218 AND SHE WILL COME RIGHT OVER TO CLEAN AT CHECK IN

Important information

You need to know

Property # 1063599vb
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
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 25
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

About the area

Clearwater Beach

Located in Clearwater Beach, this cottage is near theme parks and near the beach. The area's natural beauty can be seen at St. Petersburg - Clearwater Beaches and Clearwater Beach. Travelling with kids? Consider Pier 60 and Captain Blighs Landing. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling nearby.
View more Cottages in St. Petersburg - ClearwaterOpens in a new window
Map
Clearwater, FL

What's nearby

  • St. Petersburg - Clearwater Beaches - 1 min walk - 0.1 km
  • Clearwater Beach - 3 min walk - 0.3 km
  • Beach Walk - 16 min walk - 1.3 km
  • Pier 60 Park - 16 min walk - 1.3 km
  • Clearwater Beach Municipal Marina - 17 min walk - 1.5 km

Getting around

  • St. Petersburg, FL (PIE-St. Petersburg-Clearwater Intl.) - 24 min drive

Restaurants

  • ‪Frenchy's Rockaway Grill - ‬6 min walk
  • ‪Palm Pavilion Beachside Grill & Bar - ‬5 min walk
  • ‪Reefer's Social Club - ‬2 min walk
  • ‪The Boxer - ‬9 min walk
  • ‪The Shipwreck - ‬1 min walk

Frequently asked questions

Is 100 Steps to the Beach, Family and Pet friendly Real Beach Cottage pet-friendly?

Yes, this property allows dogs (limit 3 total). Some restrictions may apply, so please contact the property for more details.

How much does it cost to stay at 100 Steps to the Beach, Family and Pet friendly Real Beach Cottage?

As of 9 May 2026, prices found for a 1-night stay for 2 adults at 100 Steps to the Beach, Family and Pet friendly Real Beach Cottage on 14 Aug 2026 start from AU$314, 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 100 Steps to the Beach, Family and Pet friendly Real Beach Cottage?

On-site parking is available at the property.

What time is check-in at 100 Steps to the Beach, Family and Pet friendly Real Beach Cottage?

Check-in begins at 4:00 PM.

What time is check-out at 100 Steps to the Beach, Family and Pet friendly Real Beach Cottage?

Checkout is at 11:00 AM.

Where is 100 Steps to the Beach, Family and Pet friendly Real Beach Cottage located?

This family-friendly Clearwater Beach cottage is located by the sea, within a 5-minute walk of St. Petersburg - Clearwater Beaches and Clearwater Beach. Pier 60 Park and Pier 60 are also within 15 minutes.

Reviews

9.2

Wonderful

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. 43 out of 62 reviews
Rating 8 - Good. 15 out of 62 reviews
Rating 6 - Okay. 1 out of 62 reviews
Rating 4 - Poor. 2 out of 62 reviews
Rating 2 - Terrible. 1 out of 62 reviews

8.4/10

Cleanliness

10/10

Staff & service

9.4/10

Amenities

8.8/10

Property conditions & facilities

9.6/10

Check-in

9.6/10

Communication

9.8/10

Location

9.4/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Josh M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location.
Stayed 3 nights in Mar 2026
Verified

10/10 Excellent

D'Ann L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Capt Al was very friendly and helpful
Stayed 5 nights in Dec 2025
Response from VrboOwner on 12 Feb 2026
Dear D Ann Thank you for your five star review Glad we were so helpful Welcome back anytime Capt Al
Verified

8/10 Good

Ray D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Cool rustic cottage steps from the beach.
Stayed 4 nights in Oct 2025
Response from VrboOwner on 3 Nov 2025
Dear Raymond Thank you for your cool review of the Cottages steps from the beach Welcome back anytime Capt AL
Verified

10/10 Excellent

Tracee M.

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

Staycation

Awesome location and easy booking.
Stayed 2 nights in Mar 2022
Response from VrboOwner on 23 May 2022
Dear Traceeee: Thank you for your awesome FIve Star review. Welcome back anytime Capt Al
Verified

10/10 Excellent

Char D.

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

Excellent

Very friendly staff. Capt Al was very accommodating. Highly recommend for a family vacation.
Stayed 4 nights in Jul 2025
Response from VrboOwner on 20 Sept 2025
Dear Char Thank you for you excellent review of Clearwater Cottages. Glad you had an excellent vacation and appreciate your kind words about our Staff Welcome back anytime Capt AL
Verified

10/10 Excellent

Katie S.

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

Love this place!

Great location and vibe. Owner Captain Al and housekeeper Nancy were both awesome hosts! They were around when you needed them, but never intrusive. We can't wait to go back!
Stayed 6 nights in Apr 2025
Verified

10/10 Excellent

Kristi S.

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

Beach vacation

Excellent location
Stayed 2 nights in Oct 2020
Response from VrboOwner on 18 May 2022
Dear Kristi Thank you for your five star review of Cottages of CLearwater. We have been busy and thinking of you Welcome back anytime Capt AL
Verified

8/10 Good

Ben S.

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

Great cottage near the beach

We stayed in the pink gulfside cottage and it worked great for us. It’s close proximity to the beach was very convenient and the owner and housekeeper were great.
Stayed 5 nights in May 2022
Response from VrboOwner on 8 June 2022
Dear Ben Thank you for your four star review of Pink Gulfside Cottage We are glad you felt the Pink Gulfside Cottage was great and near the beach. Appreciate your kind words about our Staff and welcome back anytime Capt Al
Verified

10/10 Excellent

Jacob G.

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

Great little cottage

My family and I had a nice long weekend at the cottage.
Stayed 3 nights in May 2022
Response from VrboOwner on 2 June 2022
Dear Jacob Thank you for your Five Star review of Pink Gulfside Cottage at Cottages of Clearater. Glad you had a nice week beach vacation at the cottage Welcome back anytime Capt AL
Verified

8/10 Good

Mollie L.

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

Pink Gulfside cottage.

Excellent location. Easy walk to all the activities we were looking for. The cottage was a little dark with the shades and the bathroom shows its age, but rest of the cottage was perfect.
Stayed 4 nights in Apr 2025
Verified

8/10 Good

Tom & Margaret K.

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

Fun in Florida

Very cozy cottage. Could use a dishwasher. Excellent location for beach.
Stayed 5 nights in Mar 2025
Verified

10/10 Excellent

Todd H.

Wonderful experience

We loved our stay. The hot tub was the best. Walking to the beach and into town was so easy.
Stayed 5 nights in Mar 2019
Response from VrboOwner on 31 Mar 2020
Dear Todd and Family: Thank you for your FIVE STAR review of Pink Dolphin Cottage at Cottages of Clear water. Glad you hear you loved your stay. Glad you enjoyed the hot tub and easy walk to town. Capt Al and Karen
Verified

8/10 Good

Kathi a.

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

Great location

Great location. The space was a bit tight for 5 adults. Captain Al was very responsive and easy to reach.
Stayed 3 nights in May 2023
Verified

10/10 Excellent

Kait S.

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

Summer Vaca

Great location and perfect for walking to the beach. Nothing fancy but perfect for us. My girls loved that the cottage is pink! It was nice being able to walk to dinner and shops. We had a great time!
Stayed 6 nights in Jun 2024
Verified

10/10 Excellent

Deanna H.

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

Fantastic location!!!!

Location was everything!! Steps from the beach. Cottage was away from all the busyness yet within walking distance of all the shops and restaurants. Capt Al and Ginger were so nice and made sure we had everything we needed. We would definitely stay there again.
Stayed 7 nights in Jul 2021
Response from VrboOwner on 27 July 2021
Dear Deanna thank you for your 5 star review of the pink cottages at Clearwater cottages.
Verified

6/10 Okay

Zachary W.

Liked: Check-in, communication, location
Disliked: Cleanliness

Clearwater

Not the cleanest place I’ve stayed but it worked
Stayed 6 nights in Mar 2025
Response from VrboOwner on 8 Apr 2025
Dear Zachary: Sorry you felt it necessary to write a 3 star review when the house keeper missed some sand on the floor. The welcome package says if the house keeper missed anything let us know and we will send her right over. On the other hand we hope enjoyed your 6 night stay with only 100 steps to the beach and that your family enjoyed the perfect weather all week. On the other hand as well we are glad it worked. Happy Travels, Capt AL
Verified

10/10 Excellent

Kent B.

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

Great little beach cottage

The location is perfect for whatever you want to do. It's close to the beach, restaurants and shops but it's a couple streets north of the hustle and bustle so the street is quiet. Capt. Al responds by text quickly and will do whatever he can up make your trip work for you.
Stayed 5 nights in Sep 2022
Response from VrboOwner on 16 Sept 2022
Dear Kent The Five Star review for Pineapple Beach Apartment is perfect.Glad you enjoyed being so close to the beach and shops Appreciate your kind words about your Host and welcome back anytime Capt Al
Verified

10/10 Excellent

Kaitlin M.

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

Perfect beach bungalow

We tend to visit clearwater about 6 times a year and after staying here this time i am so upset i never found it before! The owners and employees were so welcoming and friendly but werent pushy like anywhere else you stay! Also, the amount of items necessary for a day at the beach was an extra bonus i didnt know we needed. Absolutely recommend 100% and will be staying here again!!
Stayed 9 nights in Jun 2023
Response from VrboOwner on 12 June 2023
Dear Kaitlin: Thank you for your perfect FIve Star review for Cottages of Clearwater. Appreciate your kind words about our Cottage Counselors Glad you enjoyed having all your beach needs as a bonus and since our Staff enjoy the beach as well we know what you need. Welcome back anytime Capt Al
Verified

10/10 Excellent

Kim W.

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

Beautiful

We loved staying here. It is just steps from the beach. It was so quiet, we never heard our neighbors. Very easy to get around. I definitely recommend staying here! Capt. Al was great to work with and only a call away if we needed him.
Stayed 2 nights in Jun 2019
Response from VrboOwner on 31 Mar 2020
Dear Kim and Family: Thank you for your FIVE STAR review of Pink Dolphin Cottage at Cottages of Clearwater. Glad you loved staying here just steps from the beach. Happy to hear it was quiet and you never heard your neighbors. Appreciate your most kind words about your Hosts. Capt Al and Karen
Verified

10/10 Excellent

James B.

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

The right way to enjoy Clearwater Beach

Capt. Al treats you like an old friend. The location can't be beat. Beach towels, chairs, bicycles, and the real feel of being in a Florida Beach House. Who could ask for more.
Stayed 5 nights in Jul 2019
Response from VrboOwner on 31 Mar 2020
Dear James and Family: Thank you for your FIVE STAR review of Lemon Cottage, Real Beach Cottage at Cottages of Clear water. Glad you found that the location can't be beat, that you enjoyed all the amenities and had the real feel of being in a Florida Beach House. Who could ask for more, you would be surprised, but for me, happy as a clam in a clam shell. Appreciate your most kind words about your Host. Capt Al and Karen
Verified

8/10 Good

Tammy C.

Liked: Cleanliness, location

Gulfside

It was not what we were expecting but for the little time we were actually there it was fine. It was nice to be away from the business of all the shops.
Stayed 5 nights in Apr 2022
Response from VrboOwner on 27 May 2022
Dear Tammy thank you for your 4 star review of cottages of Clearwater glad you enjoyed being far away from the busy tourist district and had a good beach vacation Welcome back anytime captain AL
Verified

10/10 Excellent

Jessica C.

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

Fantastic cozy cottage!

This property was absolutely perfect for our girls trip. Super close to everything. We walked everywhere. The staff was SUPER friendly and accommodating. We could not have had a better location! If you want a relaxed environment with everything you need (beach chairs, umbrellas, toys, floats, tents, towels, etc) then this is your place.
Stayed 3 nights in Jul 2019
Response from VrboOwner on 31 Mar 2020
Dear Jessica and Friends: Thank you for your FIVE STAR review of Pink Gulf side Cottage at Cottages of Clear water. We are glad to hear the house was absolutely perfect for your girls trip. Appreciate your most kind words about the Staff. Glad you enjoyed the location amenities and Staff attention. Capt AL and Karen
Verified

4/10 Poor

Kathy D.

Liked: Communication, location
Disliked: Cleanliness

Very dated

Cottage we stayed at was very dated. Very old Florida living. Needs new supplies.
Stayed 11 nights in Feb 2025
Response from VrboOwner on 28 Feb 2025
Dear Kathy the cottage is indeed dated built in 1925 and recent remodeled but not to today's decorating standards but has that old charm like a beach cottage should sorry you didn't mention the beautiful kitchen with granite countertops big stainless steel stove and refrigerator quality bedding and so on. Our guest rent these cottages to be 100 steps from the beach sleep up to seven people have a beautiful old key West style backyard big hot tub Weber barbecue and great customer service We are happy that you did find the cottage very clean and your whole big family enjoyed staying with us for almost a week Captain AL
Verified

10/10 Excellent

Kaylee D.

Amazing cottage for an amazing price

This is a great cottage for familes that can get along in tight quarters. We stayed in the Gulfside cottage and had 4 adults and a toddler. We were able to make it work, but you have to be okay with little privacy. Beach was beautiful and never too crowded. Main strip of restaurants, bars, and shops are less than a 10 min walk away. The staff made us feel welcomed and made sure we had everything we needed.
Stayed 6 nights in Jun 2018
Response from VrboOwner on 31 Mar 2020
Dear Kaylee and Family: Thank you for your FIVE STAR review of Pink Gulfside Cottage at Cottages of Clearater. Glad you had amazing time at an amazing cottage at an amazing price. Appreciate your very kind words about the Staff. Capt Al and Karen
Verified

10/10 Excellent

Ann B.

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

Great location! Steps from the beach.

We had a wonderful time. Very short walk to the beach. The location can not be beat. Cute cottages. We stayed in one and a friend stayed in another. The kiddos were safely running between. They are very nice old cottages. Cant beat the location. Capt. AL always responded. Thank you! We had a great time.
Stayed 5 nights in Mar 2024

About the host

Hosted by Capt. Al

Host profile image
Dear Friends:
Thanks for visiting the owner profile. Originally from New Jersey, I would enjoy Spring Break in Florida for years. . Now 50 years, later, I am fortunate to live in this tropical island, My self and first mate Karen from California, enjoy swimming in warm water, fine local resturants, and congenial like minded neighbors who all enjoy the Salt Life. When you come to visit, we hope to show you around and help you have a great beach vacation,

Why they chose this property

While most historic hotels and and cottages been torn down and replaced with new ritzy hotels and condos the owners of the Old Florida District have fixed up the 1925 cottages and rooming houses into fine vacation rentals. These 3 blocks are literally the last few streets left with vacation rentals from days gone by.

What makes this property unique

Enjoy that Old Florida feeling where guests sit on the porch and enjoy a drink, say hello when you walk by, and have real Florida vacation. Enjoy an entire house for the price of hotel room and save a ton cooking in the updates kitchens Great for families with lots of kids Has shared tropical key west style backyard where you can chill out after your day on the beach.
The Key West style recreation area has a massive Ficus tree that sheds its leaves daily and Capt Al loves his Nautical Stuff around. The area is not manicured and some picky fussy guest have said so, so if you don t like my junk just stay at the Hilton Sandpearl or other expensive hotels with all concrete for twice the price.

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English, Spanish
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