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Charming, Historic Carriage House Old Florida setting on Tampa Bay

Photo gallery for Charming, Historic Carriage House Old Florida setting on Tampa Bay

Outdoor dining
Exterior
Outdoor dining
Outdoor dining
Interior

Reviews

10 out of 10
Exceptional
1 bedroom1+ bathroomSleeps 41100 sq ft

Popular amenities

  • Hot tub
  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Outdoor space

Explore the area

View in a map
Safety Harbor, FL
  • Place, Safety Harbor Museum & Cultural Center
    ‪1 min walk‬
  • Place, Safety Harbor City Marina
    ‪1 min walk‬
  • Place, Safety Harbor Waterfront Park
    ‪2 min walk‬
  • Airport, Tampa, FL (TPA-Tampa Intl.)
    ‪23 min drive‬

Rooms & beds

1 bedroom (sleeps 4)

Bedroom 1

1 Queen Bed

Living Room 1

1 Double Sofa Bed

1 bathroom, 1 half bathroom

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet

Spaces

Deck or patio
Kitchen
Kitchenette
Number of living rooms
Garden
Dining area

About this property

Charming, Historic Carriage House Old Florida setting on Tampa Bay

The Carriage House is nestled in Old Town Safety Harbor. In 3 minutes you walk to the Pier on Tamps Bay, the Safety Harbor Resort and Spa, the Post Office and Starbucks. There are seven Restaurants within a 10 minute walk including the 'Almost Famous' Whistle Stop Grill where you will find outdoor seating , a laid back atmosphere and live music at least 3 nights per week..
The Carriage House' unique architecture and fenced back yard will make you feel like you stepped back in time..to a slower pace. ..Built in 1925 the Carriage House was originally just that- 'a carriage house 'not far from Green Springs Resort. It is the oldest wooden structure in Safety Harbor.
Step out on the brick patio for breakfast and have a drink on the wood deck at night. The bedroom is a second floor large loft with a large window to view the Bay about 100 yds away.
TV and DVD, and a full kitchen.


Guest Comment: Thank you so much for sharing your charming cottage. We felt transported to another place in time. So relaxing & peaceful. The cottage is decorated so lovely and the grounds are beautiful.
You and your husband are wonderful hosts ,looking after every detail.
Marley seems to know his role as the the 'darling dog' of The Carriage House.
Thank you for our gift dinner at your awesome restaurant Whistle Stop Grill. We loved the place so much, we found ourselves back there 3 more times!!
We look forward tour return.

Guest Comment: We had a great time at The Carriage House.
We felt so away from it all..but yet very close to everything. The back patio was our sanctuary. And within minutes we could be on Main St. downtown . The Whistle Stop Dinner was a highlight..thank you very much.
We enjoyed the bikes & Kayaks you provided and all of your great suggestions of what to do & see in the area.
We hope to come back soon.

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House Rules

Flexible check-in available (contact host in advance of arrival)
Check out before 11:00 AM
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Children

Adults only
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Events

No events allowed
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Pets

No pets allowed
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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

About the area

Safety Harbor

Located in Safety Harbor, this cottage is in the city centre and on the waterfront. The area's natural beauty can be seen at Tampa Bay and Pier 60 Park. Looking to enjoy an event or a game? See what's going on at Raymond James Stadium or George M. Steinbrenner Field. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with horse riding and cycling nearby.
View more Cottages in St. Petersburg - ClearwaterOpens in a new window
Map
Safety Harbor, FL

What's nearby

  • Safety Harbor Museum & Cultural Center - 1 min walk - 0.0 km
  • Safety Harbor City Marina - 1 min walk - 0.2 km
  • Safety Harbor Waterfront Park - 2 min walk - 0.2 km
  • Philippe Park - 3 min drive - 2.4 km
  • Raymond James Stadium - 29 min drive - 31.5 km

Getting around

  • Tampa Union Station - 26 min drive
  • St. Petersburg, FL (PIE-St. Petersburg-Clearwater Intl.) - 11 min drive

Restaurants

  • ‪Starbucks - ‬4 min drive
  • ‪Nona Slice House - ‬13 min walk
  • ‪Starbucks - ‬4 min walk
  • ‪Bar fly - ‬3 min walk
  • ‪Applebee's Grill + Bar - ‬4 min drive

Frequently asked questions

Is Charming, Historic Carriage House Old Florida setting on Tampa Bay pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Charming, Historic Carriage House Old Florida setting on Tampa Bay?

As of 2 May, 2026, prices found for a 1-night stay for 2 adults at Charming, Historic Carriage House Old Florida setting on Tampa Bay on 11 May, 2026 start from S$228, 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, Historic Carriage House Old Florida setting on Tampa Bay?

On-site parking is available at the property.

What time is check-out at Charming, Historic Carriage House Old Florida setting on Tampa Bay?

Checkout is at 11:00 AM.

Where is Charming, Historic Carriage House Old Florida setting on Tampa Bay located?

Located in the heart of Safety Harbor, this cottage is steps away from Safety Harbor City Marina and Tampa Bay. Safety Harbor Waterfront Park and Philippe Park are also within 1 mile (2 km).

Reviews

10

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. 41 out of 44 reviews
Rating 8 - Good. 3 out of 44 reviews
Rating 6 - Okay. 0 out of 44 reviews
Rating 4 - Poor. 0 out of 44 reviews
Rating 2 - Terrible. 0 out of 44 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Thomas S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely experience
Stayed 7 nights in Apr 2026
Verified

10/10 Excellent

Melody E.

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

Historic Stay

We loved the location, cleanliness and comfort of this beautiful, historic carriage house. The host was great and we’ll definitely be back.
Stayed 8 nights in Dec 2024
Verified

10/10 Excellent

Chris S.

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

Our home away from home

We truly enjoyed every moment of our stay at the carriage house.Dawn and Patrick couldn’t have been better hosts. The location was perfect for us.
Stayed 27 nights in Feb 2025
Verified

10/10 Excellent

kate k.

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

Comfortable house in great location

The house is quiet, very comfortable, the kitchen well equipped, and the hosts are helpful and communicative. A good base for exploring the area.
Stayed 7 nights in Jan 2023
Verified

10/10 Excellent

Steven T.

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

Nice and Quiet

Great location, walking distance to restaurants, shops, park etc.
Stayed 6 nights in Nov 2021
Verified

10/10 Excellent

Nancy L.

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

Best place to stay

Amazing. Hosts were the absolute best. Beautiful location. Would definitely recommend.
Stayed 15 nights in Feb 2023
Verified

10/10 Excellent

Douglas C.

Quiet historic carriage house in a great location

We spent Christmas 2018 here and enjoyed our stay very much. The owners were friendly but gave us our privacy, & the location is in a great area. The house was nicely decorated and very comfortable. The landscaping is also nice. Safety Harbor is a nice destination too. We would definitely stay there again on our next trip.
Stayed 7 nights in Dec 2018
Verified

10/10 Excellent

kim m.

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

Beautiful cottage in an ideal location

What a wonderful cottage situated in the lovely seaside village of Safety Harbor. The guest house is much larger than it looks in the pics and is perfect for 2 people. I highly recommend.
Stayed 14 nights in May 2023
Verified

10/10 Excellent

Verified traveller

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

Magical!

My stay in this lovely carriage house amid Safety Harbor charm & the overwhelming hospitality shown to me by Dawn and Patrick, will remain a treasured lifetime memory. Highly recommend!
Stayed 26 nights in Jan 2023
Verified

10/10 Excellent

Shannon O.

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

Lovely stay at the Carriage House

We thoroughly enjoyed our week at the Carriage House. It is a beautiful, spacious, very clean, light-filled and unique space, so near to the Bay and Safety Harbor, restaurants, coffee shops and parks. Dawn was amazing, immediately responsive to any questions we had, and the place itself was so welcoming. Everything we could have needed was there for us, plus the outdoor patios! We very much hope to return!
Stayed 7 nights in Apr 2023
Verified

10/10 Excellent

John Z.

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

lovely getaway in Safety Harbor

the carriage house is much more spacious than the description might lead one to believe (but not as large as it looks from the outside). The private garden is lovely in the morning. Wonderful location -- Safety Harbor is a charming community with lots of activities. Easy access to walking and biking trails, and close enough to the beach. Dawn and Patrick are congenial hosts who always go the extra mile. Hoping to return one day!
Stayed 31 nights in Dec 2022
Verified

10/10 Excellent

Sean S.

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

A Most Enjoyable Stay

The Carriage House is not only nicely appointed but it also makes for a most comfortable stay. Patrick and Dawn were most welcoming and always available if ever there was a question or a need that arose. The bikes were a treat to ride on the Courtney Campbell Causeway and through Philippe Park with both destinations not too terribly far from the Carriage House. Next time back it will be great to use the tandem kayak to spend some most enjoyable time out on the bay. What a wonderful stay we had – thanks Patrick and Dawn!
Stayed 7 nights in Dec 2021
Verified

10/10 Excellent

Robert D.

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

Highly Recommended

My husband and I recently enjoyed a stay at a pretty carriage house in Safety Harbor, Florida. I recommend it. From the moment we arrived, we felt right at home. The house itself was perfect for us – eclectically decorated with a warm and cozy atmosphere that immediately put us at ease. The well-appointed kitchen was a plus. It could be better lit, but it had everything we needed (including razor sharp knives) to prepare meals.Beyond the house itself, the location was ideal. Safety Harbor is a delightful town, and this rental provided easy access to everything it has to offer.The owners deserve high praise as well. They struck the perfect balance of being available and responsive to any questions we had, while also respecting our privacy. Knowing they were nearby if needed was reassuring, but they were never intrusive.No question; our experience warrants 5 stars.
Stayed 14 nights in Jan 2025
Verified

8/10 Good

lisa t.

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

Unable to Stay in the Rental

The property is very cute, but it was not suitable for me to stay 5 days. There is no Central AC unit and the rental was terribly hot. The sleeping area is in a loft space about 20 feet up, with no cooling system of any kind to cool the loft area. All I could think was "hot air rises and this isn't a good scenario during a heatwave" There is a mini split in the lower level and a wall unit in the lower level, which both were incapable of getting the rental to a comfortable temperature for a 5 day stay during a heatwave. I left within 1 hour and stayed in a hotel after speaking with Dawn and she concurred the rental would not cool down to a temperature that would be suitable for me. An app on my phone showed the temp in the loft was 88 degrees, and the downstairs area temp was 83 degrees at 6 PM; the mini split was on when I arrived. There was no hope that the heat during the day would be controlled enough by the mini split to allow for a suitable temperature. 70 degrees would have been fine, but that would have happened at 3 AM and it would heat up again as soon as the sun rises. I lost a lot of money on this trip. It was nonrefundable since I had already arrived, but Dawn did send me a partial refund of $500. I learned a very costly lesson: when a listing mentions "AC" ask what that means. Don't assume it is Central AC, or adequate.
Stayed 5 nights in Jul 2023
Verified

10/10 Excellent

Talana A.

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

Love this place!!!

From the moment we stepped thru the door we were in love. Beautifully decorated and so comfortable. Everything we needed for a relaxing vacation. Would definitely stay here again. Thanks Dawn and Patrick for making our stay so great❤❤❤
Stayed 7 nights in Jul 2022
Verified

10/10 Excellent

Sherron L.

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

Our stay

Great!
Stayed 7 nights in May 2022
Verified

10/10 Excellent

Nigel J.

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

Better than advertised!

The Carriage House was a fantastic place to anchor ourselves during our Safety Harbor visit. Ideal location for walking anywhere in SH. Even better than the pictures, it was very well equipped and comfortable, and Dawn and Patrick were wonderful friendly hosts who were quick to respond to any of our queries. The garden was a tranquil spot to relax in the evening. We would definitely consider the Carriage House again for any Safety Harbor visits. Thanks Dawn and Patrick!
Stayed 7 nights in Apr 2022
Verified

10/10 Excellent

Kaye A.

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

Carriage House

We enjoyed our stay at this historic carriage house! It was a quiet neighborhood within walking distance of downtown shops and restaurants and parks. Dawn and Patrick were very nice and gracious in making sure we had a nice stay. We would certainly go back again!
Stayed 7 nights in Feb 2022
Verified

10/10 Excellent

Rebecca I.

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

Perfect getaway

I feel so lucky to have come across the Carriage House when we were looking for a winter getaway. It’s a perfect place in a perfect location. You can walk to the harbor, parks, shops and restaurants then go back and enjoy the beautiful carriage house. The hosts are always available and helpful. Now forget you saw this so it doesn’t get too discovered!
Stayed 13 nights in Feb 2022
Verified

10/10 Excellent

Alex S.

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

Charming Cottage in a Primo Location

We hit the jackpot in finding this lovely cottage for the week of Thanksgiving. We were visiting family who had gathered in Safety Harbor for the holiday. We had numerous relatives at the Safety Harbor Resort, and we loved that we were just a stone’s throw away. The cottage itself is huge and has a very well stocked kitchen. We were delighted to see the extra living room, and a lovely loft which separated our sleeping area from the rest of the house. Because there aren’t really doors, this place is a great hideaway for a couple/ single, or a small family, but a lack of privacy would likely be tough for multiple families, despite the ample space. Also, the kitchen didn’t have a dishwasher, so if you are doing a LOT of cooking, keep that in mind. A bonus was the washer/ dryer located in the shed outside the cottage. The grounds itself were also lovely, and we were able to enjoy time outside for coffee and evening libations when our family visited our cottage. The place also has ample parking and is literally around the corner from the Sandwich Shop on Main. We were also cycling, so there was ample storage for our bikes, and we were right there to access numerous trails and routes. We LOVED this place, enjoyed our hosts who were very accommodating, and will be looking to book next year.
Stayed 7 nights in Nov 2021
Verified

10/10 Excellent

marianne b.

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

What a special place!

Loved the carriage house! The location just couldn't be better: steps away from the bay and town. Patrick & Dawn were extremely helpful and always available if needed. I'd love to return!
Stayed 7 nights in Jul 2021
Verified

10/10 Excellent

Richard B.

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

Excellent property and location

Located one block from the Main St foodie district. Great walking trails, boardwalks and a state park. The bedroom is on the second floor so be aware if steps are a problem. Beautiful courtyard. The owner is exceptional. We were here for 11 days and it felt very comfortable. We would stay here again.
Stayed 11 nights in Jun 2021
Verified

10/10 Excellent

Bill P.

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

Amazing Stay

The pictures don’t truly depict the beauty and comfort of the Carriage House. The location was a very short walk to a variety of great restaurants. The owners, Dawn and Patrick, were not intrusive but very friendly and attentive. Will be staying again.
Stayed 20 nights in May 2021
Verified

10/10 Excellent

Jenna V.

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

A true gem

My husband and I had an unforgettable 8 night stay at the carriage house. It is SO charming, clean and extremely liveable. Patrick and Dawn are excellent host and their yard/garden add to the magic.The location is the cherry on top, close to everything in Safety Harbor restaurants, shops and an amazing boardwalk/path along the bay to historic Phillipe park. I almost didn’t want to leave this stellar review so I could keep it all to myself lol, but places like this are what make Vrbo so special and superior to hotels or resorts.
Stayed 8 nights in Feb 2021
Verified

10/10 Excellent

Paul N.

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

Great little house and location

We loved the house and the location. One block walk into town for restaurants and shopping and short walk to the bay
Stayed 14 nights in Jan 2021

About the host

Hosted by Dawn Pendola

Host profile image

Languages:

English
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