Entire home

Pet Friendly 2/1.5 in the Heart of Historic Pensacola

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Interior - Pet Friendly 2/1.5 in the Heart of Historic Pensacola (Pensacola)
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Interior - Pet Friendly 2/1.5 in the Heart of Historic Pensacola (Pensacola)
2 bedrooms, iron/ironing board, WiFi, bed sheets - Pet Friendly 2/1.5 in the Heart of Historic Pensacola (Pensacola)
Experience the charm of Olde East Hill at this 1920's Historic Cottage. Discover a unique blend of original features like hardwood floors, elevated ceilings, and large windows with modern upgrades throughout. The spacious backyard is perfect for entertaining with an outdoor kitchen, grill and TV.

Reviews

9.2 out of 10
Wonderful

Entire home

2 bedrooms2 bathroomsSleeps 6

Popular amenities

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

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About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Pet Friendly 2/1.5 in the Heart of Historic Pensacola

2/1.5 Charming 1920's Historic Cottage 1,000 sqft with large fenced-in backyard & outdoor kitchen & grill w/ TV perfect for entertaining! This historic home is in the heart of Olde East Hill - LOCATION LOCATION LOCATION : 5 mile drive to the #1 beach in America, 2 minute drive to I-10, a short 1 block walk to the Pensacola Bay Center for Ice Flyers, Sunbelt, all concerts, a 10 minute walk downtown to enjoy nightlife and restaurants, just over a mile to the Blue Wahoos Stadium. THE BACKYARD is what keeps guests coming back - it’s a double lot, fenced in, with an outdoor kitchen & TV under the string lights - so your pets can have a vacation too :). Pet Friendly / Family Approved!! Desirable 10' ceilings w/ elevated 16' in the living room, hardwood floors, original windows, updated kitchen, large master bedroom, mixed with upgrades throughout. 2 bedrooms and 1 & 1/2 bath. Private Driveway and ample street parking!

Property amenities

Beach

  • Beach nearby

Internet

  • Available in the house: WiFi

Parking and transport

  • Street parking available
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Jetted bathtub
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Living room

Entertainment

  • Books
  • Smart TV

Outdoor areas

  • Barbecue grill
  • Garden
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • 2 pets total

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • No lift (single-level property)
  • Smoke-free property

Services and conveniences

  • Iron/ironing board
  • Limited housekeeping

Location highlights

  • In the city centre
  • Near a health/beauty spa
  • Near a hospital
  • Near the bay
  • Near the marina

Things to do

  • Basketball nearby
  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Snorkelling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 21

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets are allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
2 total pets
Note from host: We are dog owners ourselves, we do allow dogs

Children and extra beds

Children are welcome

Events

No events allowed
Please message us for special requests!

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
Note from host: Please message us for special requests!
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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Property is also known as

Vrbo Property
Bear‘s Bungalow in the Heart of Historic Pensacola
Pet Friendly 2/1.5 in the Heart of Historic Pensacola Pensacola

About the area

Located near the beach, this holiday home is in Downtown Pensacola, a neighbourhood in Pensacola. Shoppers can check out Pensacola Beach Boardwalk, while everyone can enjoy the natural beauty of Opal Beach and Pensacola Beach Beaches. Looking to enjoy an event or a game while in town? See what's happening at Pensacola Bay Center or Blue Wahoos Stadium. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and horse riding nearby. Visit our Pensacola travel guide
View more Holiday homes in Pensacola
Map
Pensacola, FL

What's nearby

  • Pensacola_PensacolaCivicCenter_6127819_04
    Pensacola Bay Center
    5 min walk - 0.5 km
  • C8DBYH Florida, Pensacola, Downtown, Palafox Street, Saenger Theatre, built 1925, performance venue
    Saenger Theatre
    13 min walk - 1.1 km
  • Historic Pensacola Village which includes street scenes and a house as well as a small group of people
    Historic Pensacola Village
    16 min walk - 1.4 km
  • Pensacola_BlueWahoosBallpark_553248621532653421_06
    Blue Wahoos Stadium
    5 min drive - 2.2 km
  • Seville Square
    13 min walk - 1.1 km

Getting around

  • Pensacola Station
    8 min drive
  • Pensacola, FL (PNS-Pensacola Intl.)
    10 min drive

Restaurants

  • Papa’s Pizza
    13 min walk
  • Starbucks
    11 min walk
  • McDonald's
    8 min walk
  • Brother Fox Sister Hen
    2 min walk
  • Whataburger
    10 min walk

Frequently asked questions

Is Pet Friendly 2/1.5 in the Heart of Historic Pensacola pet-friendly?

Yes, this property allows dogs (limit 2 total).

How much is parking at Pet Friendly 2/1.5 in the Heart of Historic Pensacola?

On-site parking is available at the property.

What time is check-in at Pet Friendly 2/1.5 in the Heart of Historic Pensacola?

Check-in begins at 4:00 PM.

What time is check-out at Pet Friendly 2/1.5 in the Heart of Historic Pensacola?

Checkout is at 10:00 AM.

Where is Pet Friendly 2/1.5 in the Heart of Historic Pensacola located?

Located in Downtown Pensacola, this holiday home is within a 15-minute walk of Pensacola Bay Center, Naval Live Oaks Reservation and Palafox Market. Seville Square and Lions Park are also within 15 minutes.

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Pet Friendly 2/1.5 in the Heart of Historic Pensacola Reviews

Reviews

Wonderful

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 28 out of 37 reviews
Rating 8 - Good. 5 out of 37 reviews
Rating 6 - Okay. 3 out of 37 reviews
Rating 4 - Poor. 0 out of 37 reviews
Rating 2 - Terrible. 1 out of 37 reviews

9.4

Cleanliness

9.2

Location

Reviews

10/10 Excellent

Victoria M.

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

Great Getaway!

We loved our stay here! It was perfect for us and our two dogs. Perfect if you want to experience Pensacola’s night life. Just a short drive to the beach too. Our dogs loved their stay. They had plenty of room to play, and explore. The patio area with the water hose was an added bonus after we took the dogs to the beach.
Stayed 4 nights in Jul 2024

10/10 Excellent

Sherry E.

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

Third year and will stay there again!

We like the location. We can walk to downtown in 15 minutes. The neighborhood continues to develop with several house restorations. Our host does a great job communication and taking care of any needs. The fenced in yard with shade trees are great for our dog. We will stay here again.
Stayed 7 nights in May 2024

10/10 Excellent

Stephen H.

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

Lovely home, great walkable community.

Wife and I wanted to give our senior dog some quality beach time in his senior years. Getting to the property was very easy coming right off the interstate. House is perfectly clean and cozy. There is a dog park about 5 minutes away where they can swim. Getting to the beach is maybe 10 minutes. There’s a good size farmers market within walking distance. Lively downtown. Overall good experience, decent kitchen and outdoor seating. Definitely would recommend and stay again.
Stayed 6 nights in Apr 2024

10/10 Excellent

Chepin H.

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

Weekend trip

We were in Pensacola for our son’s wedding. Cute house, location very convenient. Would stay there again!
Stayed 5 nights in Jul 2025

10/10 Excellent

Warren S.

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

Great stay

This is the 3rd Feb we have stayed here and looking forward to #4.
Stayed 13 nights in Feb 2024

10/10 Excellent

Brooke Y.

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

Stay for dance competition

We really enjoyed the stay in this house. The host was very responsive with any questions we had. Very close to the bay center we were able to walk on days when parking was bad.
Stayed 6 nights in Jun 2025

10/10 Excellent

Warren S.

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

Great place to stay.

This a great place to stay. You can feel safe with no issues at all. We have stayed here twice and will stay again in the future.
Stayed 13 nights in Feb 2023

10/10 Excellent

Mark W.

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

Summer vacation

We had a great time and the house was amazing we enjoyed every minute of it. We would definitely go back again and will recommend this place to everyone we know.
Stayed 5 nights in Jul 2024

10/10 Excellent

Warren S.

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

Another great stay.;

Another great stay. This I think was year #5 at this cottage. As always everything was like I would want it. We had one minor issue but the owner was right on top of it just like he is any time there is a problem. I would highly recommend this cottage to anyone wanting to stay in Pensacola.
Stayed 14 nights in Feb 2025

10/10 Excellent

Sherry E.

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

Second stay as good as first

We had a great time. The location is good for walking downtown. The fenced back yard made it a joy to spend time with our dog. We look forward to next year!
Stayed 7 nights in Apr 2023

10/10 Excellent

Angela M.

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

Christmas 2020

Adorable house & great owner
Stayed 3 nights in Dec 2020

10/10 Excellent

Sherry L.

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

Cozy and pet friendly

The owner was very prompt answering questions. I loved the flow of the house and was equipped with all the supplies to have some meals there. The place was awesome for my husband and our 2 dogs. Fenced in yard so we could hangout outside without worrying if they were going to run. Within walking distance to downtown if you like to walk. But for future renters....the main bridge is out to go to Pensacola Beach and do not know for how long. That would only take 10 to 15min to get to the beach. Now you have to take the long way around and it's anywhere from 40 min to and hour and half. So we ended up only going once and finding some other beaches that where still over a half hour drive. Other than that we loved it!!
Stayed 4 nights in Mar 2021

2/10 Terrible

Amy B.

Liked: Check-in, communication, location

Roaches

We left two days early and checked into a hotel. There was an unpleasant odor in the house, my husband said it smelled like Raid… and then we found the roaches and palmetto bugs. Overall the house seemed unclean, which probably has to do with the age of the it, but roaches are just not something I can deal with on vacation. Also, there was still coffee in the coffee pot from the previous renter and the soap dispensers in the bathrooms were just filled with water.
Stayed 4 nights in Sep 2022

8/10 Good

Beth S., LAWRENCEVILLE

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

Bring your furbabies

This is a great place. All modern appliances, updated bathrooms and updated cabinets. Bring your fur baby with no worries. Completely fenced in yard, with a outdoor bar and grill.
Stayed 5 nights in Aug 2022

8/10 Good

Laura M.

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

Perfect Location

The checkin process was super easy. The house is moderate and so cute!! The fenced in backyard was perfect for our 2 pups. It’s in a great location as it’s 10 mins from the beach and 2-3 mins from downtown. Nice quiet neighborhood! We will definitely stay here again!
Stayed 4 nights in Aug 2022

6/10 Okay

Tokiotta T.

Liked: Check-in, communication, location

Little uncomfortable stay

Shower curtain was mildew and dirty. Flying Roaches. Tv outside was broken. Tv in second room not working. The manger does respond quick i could of inform them these things but the house should of had a walk through before guess arrive to even experience these problems.
Stayed 3 nights in Jul 2022

10/10 Excellent

Bryan S.

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

Cozy little house

Nice place. Not too far to travel for attractions. We enjoyed our stay
Stayed 5 nights in Jun 2022

10/10 Excellent

Reesa G., Little Rock, AR

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

Perfect location, perfect house!

This thoughtfully renovated home is beautiful! Just enough old mixed with contemporary and modern amenities. Perfect location for exploring the historical area of Pensacola. We walked EVERYWHERE! The weather was absolutely perfect. Comfortable king bed (we didn't use the second bedroom) with more than enough storage space. The living room furniture was comfortable, as well. We didn't bring our dogs, but the fenced back yard would be totally safe for them. The only recommendation I would make is to add more silverware and coffee cups (we purchased 4 and left them for guests to come.) and perhaps some large bowls for popcorn. 🙂We will definitely want to stay here again!
Stayed 7 nights in May 2022

8/10 Good

Sherry E.

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

Pensacola rental house

The location was very convenient to downtown. The host was very helpful and always responded to my messages. There were plenty of towels, tissues, and garbage bags which you often don’t have in other rentals. The backyard was very nice, since we travel with our dog. We really enjoyed our stay.
Stayed 6 nights in Mar 2022

6/10 Okay

Crystal C.

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

Dog friendly & close to the beach

We were mostly happy with the bungalow. There was an issue with the washing machine, but the owner attempted to have it fixed and reimbursed some of my fee for the inconvenience of not having it. He was very quick to reply to my messages. The fenced in back yard, off street parking, and proximity to the beach were all great!
Stayed 7 nights in Mar 2022

6/10 Okay

Jocelyn F.

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

Enjoyed the property but disappointed in cleanliness

Unfortunately the house needed to be swept and vacuumed when we arrived along with coffee grinds on counter and old coffee still in the coffee pot. Seemed as if thr cleaning service skipped out on their scheduled cleaning. Owner was very responsive and after cleaning myself, we enjoyed our stay.
Stayed 4 nights in Mar 2022

10/10 Excellent

Warren S.

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

Great place to stay.*****

This is a great little house to stay in. Good neighborhood with good neighbors. The owner of the house is a great man. Had small issue and he was right on top of it. We will be staying here again.
Stayed 13 nights in Feb 2022

10/10 Excellent

Timothy S.

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

Good place. Worth it.

Charming bungalow very close to Downtown Pensacola. Owner was very responsive for a couple of minor issues.
Stayed 3 nights in Dec 2021

10/10 Excellent

Janice’ W.

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

Very Convenient to everything

Was great place to stay Renovation was great
Stayed 3 nights in Nov 2021

8/10 Good

Marci C.

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

Family Beach Vacation

The house is adorable and we loved the backyard. It is well kept and very clean. I appreciate the little personal touches the owners have (towels, dog bed with toys, and even bowls for our dog). The only reason I did not give this 5 stars is because of the neighborhood. Everything is easily accessible from the house, but the neighborhood itself is a little sketchy and there were a few homeless people wondering around. However, if you spend most of your time on the beach and going places like we did, it was perfect. And our fur baby loved it too!!
Stayed 7 nights in Oct 2021