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Gorgeous 2 story Gulfport original Sears home

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Beautiful 2-story, 3BR 2BA home in Gulfport's Art District, short walk to beach
Magnificent old live oak tree in the yard with a wishing well and seating area
Living Room
Living room with flat-screen TV
Dining room seats 6

Reviews

9.4 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 5111.5 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space

Explore the area

View map
Gulfport, FL
  • Place, Gulfport Tuesday Fresh Market
    ‪3 min walk‬
  • Place, Gulfport Beach
    ‪5 min walk‬
  • Place, Gulfport Casino
    ‪5 min walk‬
  • Airport, Tampa, FL (TPA-Tampa Intl.)
    ‪39 min drive‬

Rooms & beds

3 bedrooms (sleeps 5)

First Floor Bedroom 1

1 Queen Bed

First Floor Bedroom 2

1 Single Bed

Upstairs Master Bedroom 3

1 Queen Bed

2 bathrooms

Bathroom 1

Bathtub · Toilet · Shower only

Upstairs Master Bathroom

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Separate dining area
Outdoor play area
Garden

About this property

Gorgeous 2 story Gulfport original Sears home

This house is truly special, it has been completely renovated with a gorgeous upstairs master suite with a queen sized bed and private bath. There are two bedrooms downstairs and a full sized bath. One of the downstairs bedrooms has a queen sized bed and the other bedroom has a twin sized bed. The kitchen has been updated to provide plenty of storage and counter space and has hardwood floors throughout. It is a comfortable beach house, with a white picket fence and lovely yard complete with gas grill and bikes! A great location for an "Old Florida" vacation.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Outdoor space

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Exterior
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  • Washing machine
  • Dryer
  • Air-conditioning
10.0 out of 10, Exceptional, (1 review)
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House Rules

Check in after 3:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
Suitable older children
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Events

Events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
Smoking is allowed outside only.

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
Parties and events are allowed on site
Host has indicated that there are no carbon monoxide detectors or gas appliances on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock

We should mention

A car is recommended for transport to and from this property

About the area

Gulfport

Located in Gulfport, this holiday home is near theme parks and by the sea. Shoppers can check out John's Pass Village & Boardwalk, while everyone can enjoy the natural beauty of Tampa Bay and St. Petersburg - Clearwater Beaches. Consider Jannus Live for a night out or Splash Island Water Park if you're travelling with kids. 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 Holiday homes in St. Petersburg - ClearwaterOpens in a new window
Map
Gulfport, FL

What's nearby

  • Gulfport Tuesday Fresh Market - 3 min walk - 0.3 km
  • Gulfport Beach - 5 min walk - 0.4 km
  • Gulfport Casino - 5 min walk - 0.4 km
  • Island Community Theatre - 4 min drive - 1.8 km
  • John's Pass Village & Boardwalk - 17 min drive - 12.9 km

Getting around

  • St. Petersburg, FL (SPG-Albert Whitted) - 12 min drive

Restaurants

  • ‪McDonald's - ‬15 min walk
  • ‪O'Maddy's - ‬5 min walk
  • ‪Dunkin' - ‬12 min walk
  • ‪Pia's Trattoria - ‬4 min walk
  • ‪Stormrunners Tavern - ‬5 min walk

Frequently asked questions

Is Gorgeous 2 story Gulfport original Sears home pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Gorgeous 2 story Gulfport original Sears home?

As of 30 March 2026, prices found for a 1-night stay for 2 adults at Gorgeous 2 story Gulfport original Sears home on 14 June 2026 start from NZ$313, 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 Gorgeous 2 story Gulfport original Sears home?

On-site parking is available at the property.

What time is check-in at Gorgeous 2 story Gulfport original Sears home?

Check-in begins at 3:00 PM.

What time is check-out at Gorgeous 2 story Gulfport original Sears home?

Checkout is at 10:00 AM.

Where is Gorgeous 2 story Gulfport original Sears home located?

This family-friendly Gulfport holiday home is located by the sea, within a 10-minute walk of Gulfport Casino and Gulfport Beach. Pasadena Shopping Center and Palms of Pasadena Hospital are also within 3 miles (5 km).

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. 45 out of 56 reviews
Rating 8 - Good. 5 out of 56 reviews
Rating 6 - Okay. 5 out of 56 reviews
Rating 4 - Poor. 1 out of 56 reviews
Rating 2 - Terrible. 0 out of 56 reviews

9.0/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.2/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Tom D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
All good. No complaints.
Stayed 4 nights in Dec 2025
Verified

10/10 Excellent

Skip R.

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

Great location!

Park the car. You can walk to everything! Cool downtown area!
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Anthony H.

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

Wish we could have stayed longer.

Great location with many restaurants, stores, gathering spots and access to beach. Home is beautiful and very comfortable, we will definitely return for another get away.
Stayed 3 nights in Apr 2025
Verified

10/10 Excellent

Cynthia Betsy S.

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

Grand

It was GREAT Well stocked kitchen everything we needed Close town restaurants Beach
Stayed 4 nights in Apr 2025
Verified

10/10 Excellent

Deidre K.

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

Gulfport Stay

The house is cute. There is an upstairs bedroom suite, nice for our older son. Most everything was provided. One block from the town and three blocks from the beach.......really nice!
Stayed 5 nights in Apr 2025
Verified

10/10 Excellent

Trevor H.

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

House was close to the Main Street of Gulfport which we love

Everything was as promised, we had a great stay
Stayed 2 nights in Sep 2022
Verified

10/10 Excellent

James R S.

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

Great stay.

Even though it was just a short time after major hurricane. The stay was great. Owner ensured all needs were meet.
Stayed 6 nights in Nov 2024
Verified

10/10 Excellent

James R S.

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

Great time in Gulfport.

Great vacation. We even got to ride out a hurricane (ETA)
Stayed 7 nights in Nov 2020
Verified

10/10 Excellent

John S.

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

Sunshine Stay

Best friends who take a yearly trip. Opted for Florida for surf, Sun, fishing, and relaxing. This place was great. The hosts were excellent communicators, provided clear instructions, and the house met all our needs and most importantly, the quiet weekend we were looking for. Short walk to live music, great food, and neighbors from the house. We'll be back!
Stayed 3 nights in Apr 2025
Verified

6/10 Okay

Raina B.

Liked: Check-in, communication, location

Graduation

Overall was fine. The couch in the living room was stained and really took away from the comfort of the place. Beds were comfortable and place was well stocked.
Stayed 2 nights in May 2025
Verified

10/10 Excellent

Beth H.

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

Great location

Walking distance to so much! Restaurants, shops, bars, coffee…property was clean and safe. Easy process from start to finish
Stayed 2 nights in May 2023
Verified

10/10 Excellent

Donna A.

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

Family weekend

Great location within walking distance of downtown. Unit was well stocked. Very comfortable. Especially loved the “attic room”.
Stayed 2 nights in Sep 2023
Verified

6/10 Okay

Barbara H.

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

Gulfport

House was in excellent location but furniture needs cleaning or updating. Could also use some better outdoor seating. Property is now for sale so owners may not want to do any updates.
Stayed 4 nights in Mar 2025
Verified

8/10 Good

Wanda E.

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

Family matters

Very conveniently located. Property was clean and neighbors were friendly Cottage could definitely use some new living room furniture, but was sufficient for our stay.
Stayed 3 nights in Dec 2023
Verified

10/10 Excellent

Sheila C.

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

I had a couple of minor issues which David responded to propmtly.

Cute place. Very Clean inside. Landscape could use some work but the yard is on par with the neighborhood. Easy walk to lots of great spots in Gulfport. Would book again.
Stayed 3 nights in Dec 2022
Verified

10/10 Excellent

Chelsie P.

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

Perfect house for a family and close to beach

When we checked in we had no idea about the area. The locals were so friendly and showed us around and gave us great ideas on where to eat. We were in walking distance of the beach and pretty much everything. The house had everything and more! The upstairs was our favorite area. We got to have our own bathroom and the kids got the downstairs. Definitely a must for vacation. Definitely would stay again!
Stayed 5 nights in Jul 2023
Verified

10/10 Excellent

Kim M.

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

Loved the place

It was great except the refrigerator wasn’t working properly. Spoiled some of our meat & dairy. Other than that loved it
Stayed 9 nights in Jul 2021
Verified

10/10 Excellent

Margaret W.

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

Charming and convenient

Our family appreciated the architectural features and layout of this older home. It made us feel like we had stepped back in time but still enjoyed all the modern conveniences of updated kitchen and bathrooms. We also loved the walkability of Gulfport. Everything was very close to this home's location. The bed in the upstairs suite is comfortable but the beds in the bedrooms downstairs need new mattresses. A paved path to at least one of the outside doors would also be an improvement.
Stayed 3 nights in Jan 2023
Verified

10/10 Excellent

Jamie R.

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

Wonderful place, wonderful location

We loved our stay and would definitely stay again. The place was very clean and in an amazing location. We walked to restaurants and shops. The best part was we got to watch the fireworks from our front yard and walk 2 blocks to see a 4th of July Golf Cart parade. FYI: the place had lots of extra stuff like beach towels, chairs, shampoo and conditioner, soap, hand soap and lots of stuff that I’m sure other guests have left. Stuff like mosquito spray, lotions, sunscreen etc. Some of the stuff really came in handy and saved us a few bucks.
Stayed 7 nights in Jul 2022
Verified

10/10 Excellent

Sue H.

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

1 block from the main street in gylfport was fantastic.

It's an older place but you can't beat the lication.The 3rd room was said to have a twin bed but in reality was a day bed which is hard for an adult to sleep on and was not made up as a bed.The owner was very flexible at checkout since we had a late flight which was fantastic. The full size beds were very comfortable. Very nice being near all the restaurants. The outdoor area wasn't set up to sit outside.a gazebo with no coverings unfortunately a friend was looking for an item she had lost behind the day bed and found a couple of used items that shouldn't have been there from a previous occupant.
Stayed 5 nights in Jun 2023
Verified

10/10 Excellent

Kim N.

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

A Few Notes

We loved the property - perfect for what we needed! The one main “issue” we had was parking. Being familiar with Gulfport, we completely understand how busy it gets. But most evenings, if we left with our car, by the time we got back there was no parking left. People from the bars, etc took them. Not sure how that can be resolved. The only other item is that we did see a couple of roaches downstairs. Thank you for sharing your space!!!
Stayed 5 nights in Oct 2023
Verified

4/10 Poor

Kenneth C.

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

Unhappy vacationers

No air conditioning after the first day. Attempts to rectify it failed. Main floor bathroom very uncomfortable. Ant infestation and spiders, we needed to buy insect spray and spray inside and out. Entries were not easily made, uneven steps, mostly without railings.The owner was aware that my husband,Ken is handicapped and did not mention these problems.
Stayed 5 nights in Jun 2022
Verified

6/10 Okay

Dan G.

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

Conflicted

It’s taken me so long to review because I just don’t know how to say things. Location is perfect. One block from a thriving downtown and a few blocks to the water. The owner was very fast at responding to our issues, and was a very kind gentleman. The unit is very spacious with the three bedrooms. What we didn’t care for: The ac unit in the upstairs bathroom was leaking onto the bed, causing water damage to the blinds along with some window sil/sheet rock issues. We had to pull the bed away from the wall. The owner said that they had just replaced the unit fairly recently. The beds were very stiff, but that can be just a matter of preference. There were some sort of beetle like bugs found dead behind the entrance door when we got into the unit, to which the owner stated the cleaning lady was new. The floors were dirty and you had black feet if you walked around barefoot. The couch was filthy and stained. The owner stated they usually cleaned the covers fairly often, but didn’t have a chance to do it this time. Back to the bugs, we found more beetles behind the door before we left, and there was an infestation of small spiders on the coffee table when we returned home one night. It looked like there was water damage in the ceiling of the downstairs bedroom, but it was explained to us that it had been fixed and just not repainted due to lack of time between rentals during this busy season. Place has great potential and we could’ve just had an off week, but that was our experience.
Stayed 8 nights in Apr 2023
Verified

10/10 Excellent

Patrick M.

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

Great spot in Gulfport.

Great little house in Gulfport. Close to everything. Lots of space for multiple couples and a way for parking and walking around the Gulfport neighborhood.
Stayed 3 nights in May 2022
Verified

10/10 Excellent

Donna B.

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

great Gulfport house

Nice house and close to everything. Owner was super nice.
Stayed 5 nights in May 2022

About the host

Hosted by David Ambler

Host profile image
David & Margaret
We're an international couple, who have lived and worked in New York, London and Paris and have 4 adult children.

We love traveling and have traveled extensively across the US and Europe with HomeAway/VRBO. We enjoy sailing, hiking, and the beach.

Why they chose this property

This is a 1939 two-story Sears house. It has been restored to reflect it's original charm and grace. A little slice of "Old Florida"! The house is equipped with everything you need to be at home. It has a washer and dryer, central air and mini-split ac systems, cable TV and wifi. New bathrooms and comfortable private spaces for reading and relaxing. All right in the heart of Gulfport!

What makes this property unique

This beautiful house is located in the Art District in Gulfport. Three blocks to Gulfport beach and steps to the shops and restaurants. This is a comfortable peaceful home with that old Florida feel in the heart of Gulfport. Great area to take walks or bike rides through the colorful unique neighborhood or just relax under the oak and watch the world go by. This house is the main house on a large property that has two other guest cottages. There is plenty of off street parking.

The house is three blocks from the beach and steps from the shops and restaurants. There is a private deck with its own grill and a great yard for relaxing with coffee or cocktails.There are kayaks, paddle boards and plenty of beach bikes available!

Languages:

English

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