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Gulfport Historic Waterfront Art District - Walk to Dining & Beach

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Exterior
Terrace/patio
Living area
Living area
Dining

Reviews

10 out of 10, Loved by Guests
Top 10% based on
2 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Outdoor Space

Explore the area

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

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 Double Sofa Bed and 1 Queen Bed

2 bathrooms

Bathroom 1

Towels provided · Toilet · Shower only

Bathroom 2

Towels provided · Bathtub or shower · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area

About this property

Gulfport Historic Waterfront Art District - Walk to Dining & Beach

* This home is professionally cleaned with products approved by the EPA for use against COVID-19. *

Highlighted by a gorgeous backyard, a sleek kitchen, and classic furnishings throughout, a choice tropical getaway awaits at this stylish 2BR/2BA home. The backyard oasis boasts multiple seating areas, alfresco dining, a hammock, firepit, loungers, and a gas grill.
Stroll to a selection of quaint eateries, boutiques, entertainment options, the beach, and a marina. Drive mere minutes to spend leisurely days by the surf on Treasure Island or explore the culture and cuisine of downtown Saint Petersburg.

LIVING AREA
Unwind into vacation mode on the sofa and two armchairs in the beautifully appointed living area. In the evening, settle in to enjoy favorite shows on the smart TV.

KITCHEN & DINING
Home chefs will love the sleek kitchen, equipped with granite countertops, a double basin sink, and a full suite of stainless steel appliances.

While dinner simmers, perch at the four-person kitchen bar. When it’s time to eat, gather at the dining table for six.

BED & BATH
This Key West style home sleeps six guests between the two bedrooms, each featuring direct deck access

Find ultimate comfort in the master suite, complete with a stately king bed, TV, and an en-suite bathroom with a walk-in shower.

Sleep soundly in the spacious guest bedroom, featuring a plush queen bed, a queen-size sleeper sofa in the sitting area, and TV. The adjacent guest bathroom is configured with a tub/shower combination.

OUTDOOR AREA & AMENITIES
A private tropical haven awaits in the backyard.

Start the day with fresh coffee at the two bistro tables for two on the front porch.

Enjoy a quiet afternoon read in the hammock.

An outdoor shower is handy for rinsing off after sun-kissed beach days.

In the evening, sizzle steaks and veggies on the gas grill. Illuminate the string lights, then dine alfresco next to the gas firepit at the four-person outdoor table.

Enjoy social time on the cushioned sofa and armchairs at the outdoor lounge area.

EXTRA PERKS & MORE DETAILS
Extra perks include complimentary Wi-Fi and a washer/dryer. Beach chairs/toys/umbrellas are provided in the rental.

Designated parking is available for one car in the parking pad behind the house. Additional street parking may be available on a first-come, first-serve basis.

THE LOCATION
Stroll minutes to a selection of eateries, boutiques, entertainment options, and Gulfport Beach.

Drive 5 miles to the beautiful Gulf beaches for blissful days spent in the gorgeous sand and gentle surf.

Venture 6 miles into downtown Saint Petersburg for culture, cuisine, and a host of museums -- including the world-famous Dali Museum. Or catch a ball game at Tropicana Field.

WHAT TO EXPECT

Upon booking, you’ll receive timely communications about your trip. Access to your professionally cleaned and sanitized home is also convenient with custom keyless locks. And, if you need anything before, during or after your stay, our 24/7 team is ready to help!
Our prices include all fees. No hidden fees.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
No parties

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
Onsite parties or group events are strictly prohibited
Host has indicated there are no carbon monoxide detectors or gas appliances on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, outdoor lighting, and a deadbolt lock

About the neighborhood

Gulfport

Located in Gulfport, this vacation home is in the city center and near the beach. Shoppers can check out John's Pass Village & Boardwalk, while everyone can enjoy the natural beauty of St. Petersburg - Clearwater Beaches and Tampa Bay. Looking to enjoy an event or a game while in town? See what's happening at St. Pete's Historic Coliseum or Al Lang Stadium. With kayaking, snorkeling, and motor boating nearby, you'll find plenty of adventures in the water.
View more Vacation Homes in St. Petersburg - ClearwaterOpens in a new window
Map
Gulfport, FL

What's nearby

  • Gulfport Tuesday Fresh Market - 1 min walk - 0.0 km
  • Gulfport Beach - 3 min walk - 0.3 km
  • Gulfport Casino - 3 min walk - 0.3 km
  • Island Community Theatre - 4 min drive - 2.1 km
  • John's Pass Village & Boardwalk - 17 min drive - 12.9 km

Getting around

  • St. Petersburg, FL (SPG-Albert Whitted) - 10 min drive

Restaurants

  • ‪McDonald's - ‬17 min walk
  • ‪O'Maddy's - ‬4 min walk
  • ‪Dunkin' - ‬13 min walk
  • ‪Pia's Trattoria - ‬2 min walk
  • ‪Stormrunners Tavern - ‬4 min walk

Frequently asked questions

Is Gulfport Historic Waterfront Art District - Walk to Dining & Beach pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Gulfport Historic Waterfront Art District - Walk to Dining & Beach?

As of Mar 28, 2026, prices found for a 1-night stay for 2 adults at Gulfport Historic Waterfront Art District - Walk to Dining & Beach on Jul 1, 2026 start from $141, 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?

Onsite parking is available at the property.

What time is check-in at Gulfport Historic Waterfront Art District - Walk to Dining & Beach?

Check-in begins at 4:00 PM.

What time is check-out at Gulfport Historic Waterfront Art District - Walk to Dining & Beach?

Check-out is at 11:00 AM.

Where is Gulfport Historic Waterfront Art District - Walk to Dining & Beach located?

Located in the heart of Gulfport, this vacation home is within a 10-minute walk of Gulfport Casino and Gulfport Beach. Pasadena Shopping Center is 2.7 mi (4.4 km) away.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 91 out of 93 reviews
Rating 8 - Good. 1 out of 93 reviews
Rating 6 - Okay. 1 out of 93 reviews
Rating 4 - Poor. 0 out of 93 reviews
Rating 2 - Terrible. 0 out of 93 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Elizabeth L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Spacious, very clean and comfortable house. The host was friendly helpful and easy to reach.
Stayed 5 nights in Nov 2025
Verified

10/10 Excellent

kelly l.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent host beautiful home with great front porch and nice location to Beach Blvd!
Stayed 6 nights in Oct 2025
Verified

10/10 Excellent

Julie M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
A great property in a sleepy pedestrian friendly neighborhood. Hosts were fantastic and the check out instructions were minimal. Would definitely stay here again!
Stayed 5 nights in Sep 2025
Verified

10/10 Excellent

Kelly F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This house is adorable with plenty of room and amenities. I loved that the supplies were provided and that there wasn’t a laundry list of items that needed done before checkout. This is the first VRBO house I’ve rented that truly felt like I was staying in a hotel and didn’t have to do a bunch of extra work. The homeowner was very communicative and responsive. She sent a bunch of helpful information in an email before we arrived. The house is very close to the main Gulfport strip so we walked over there every day. The food choices were excellent. We went to Clearwater Beach twice, Tampa once, and Saint Petes twice. All are very easy to get to with a short drive time. All locations are worth visiting. Highly recommend staying here!
Stayed 7 nights in Aug 2025
Verified

10/10 Excellent

BERNARD L.

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

Awesome and cozy

Absolutely impeccable home and dream hosts
Stayed 5 nights in Jul 2025
Verified

10/10 Excellent

Mark G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This house is fantastic! Great character. Clean. The kitchen is better than well equipped. The beds are comfortable.We also enjoyed the great location close to live music!
Stayed 5 nights in Jun 2025
Verified

10/10 Excellent

andrew c.

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

Great second stay

We returned for a second stay and once again the property didn’t disappoint The location A two minute walk and you are on Main Street with all the restaurants shops cafes and beach Pias Italian restaurant and O’Maddys were our favouritesThe property is as described and better we returned to this property because it has all the amenities you could desire. Very Comfortable beds great outside spaces We enjoyed sitting on the front porch with the last coffee of the evening You are a genuine 15 minute drive to downtown St Pete’s with the Pier restaurant and boutiques and much more, a must visit area 20 minute drive to St John’s village and Boardwalk Passes a grille our favourite beach by far and St Pete’s Beach All driven and testedComms with Susan was excellent and she has a visitors book with hints and tip's and is available if you need her when you are at the property I wholeheartedly recommend this cottahe and hope to return for a third visit next year!!
Stayed 14 nights in May 2025
Verified

10/10 Excellent

Anne E. R.

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

Fun Week in Gulfport

Our family gathered in Gulfport/St. Pete in April. Loved the location, the friendly and eclectic Gulfport downtown and easy access to so many activities. The house is spacious, well-stocked and comfortable. Thanks to host, Susan, who responded quickly to my questions. We would come back again!
Stayed 6 nights in Apr 2025
Verified

10/10 Excellent

Theresa H.

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

Best place in Gulfport

This is our third year to stay here. We love everything about Golfport. Great food, drinks, music and all a short walk away.
Stayed 12 nights in Apr 2025
Verified

10/10 Excellent

Judith P.

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

Walkable, friendly Gulfport

We so enjoyed our stay in Gulfport at this home with lots of outdoor spaces to relax and dine. Everything was in order and well appointed. The house was equipped with essential condiments which allowed us to easily make meals. It's a stone's throw from restaurants, galleries, and the beach, plus everyone was so friendly. Hopefully, we'll have an opportunity to return.
Stayed 8 nights in Mar 2025
Verified

10/10 Excellent

Peter M.

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

Very Nice Stay

Wonderful house and property. Conveniently located. Very charming!
Stayed 7 nights in Mar 2025
Verified

10/10 Excellent

Michelle Y.

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

Renter

Beautiful stay in Gulfport. House was perfect for all of our needs. Owner was very responsive throughout the whole process.
Stayed 10 nights in Nov 2024
Verified

10/10 Excellent

Sue M.

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

Gulfport

The house is very nice and comfortable and even though very close to the main street, it's very quiet. The back yard is a lovely sanctuary. Gulfport is a wonderful community to hang out in. SumitrA is a must visit.
Stayed 13 nights in Nov 2024
Verified

10/10 Excellent

Wade M.

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

Wonderful cottage stay

Really wonderful cottage with large bedrooms, lovely Florida gardens, in a very cool neighborhood with lots of restaurants, bars, shops, and sights all in walking distance.
Stayed 7 nights in Oct 2024
Verified

10/10 Excellent

Marla M.

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

McGee Family

We had a wonderful stay. The location was perfect. T he home was clean and had everything we needed. The host was helpful and easy to communicate with.
Stayed 4 nights in Aug 2024
Verified

10/10 Excellent

Shannon W.

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

Amazing Time!

We had the best time on this trip - and this house was just PERFECT for our family. It's exactly as pictured and described - but truly is even better than the description, because Susan is such a wonderful and accommodating host. Once she found out we would have our kids, she quickly offered some useful kids amenities - above and beyond what was necessary - but truly appreciated! The house is beautiful, clean, and well-stocked with EVERYTHING you might need. The beds were so comfortable and we enjoyed the outdoor space (despite the Florida summer heat!). It's walking distance to several great shops and restaurants, and even the beach and a couple great playgrounds for the kids. I will recommend this to anyone needing to stay in the area - my only fear is that it won't be available next time we visit - as I would absolutely stay here again!
Stayed 7 nights in Aug 2024
Verified

10/10 Excellent

Abigail R.

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

Gulfport district vacay

This was a crazy vacay due to a tropical storm for the first 2-3 days but we had an enjoyable time as a family! There were also some tiny bumps during the stay but easily resolved in minutes. Susan was easy to contact and had solutions at any given point. The house was equipped with essentials but not overbearing in anyway! I’d recommend staying at her place. Her home is located steps away from Gulfport district, beach, and park. There are multiple beaches to drive to as well. The home is absolutely adorable, comfy, and conveniently located.
Stayed 7 nights in Aug 2024
Verified

10/10 Excellent

Courtney W.

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

Fun in Gulfport

The home was perfect, everything was provided for and clean.
Stayed 6 nights in Jul 2024
Verified

10/10 Excellent

Kevin W.

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

Wren Family Vacation 2024

The house was very well equipped with about anything you may need. Like the personal parking spot in the back of the property. Nice home to stay in, very clean and organized.
Stayed 6 nights in Jul 2024
Verified

10/10 Excellent

Kim J.

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

Fantastic!!

Absolutely the best VRBO I’ve ever rented!!
Stayed 5 nights in Jul 2024
Verified

10/10 Excellent

James G.

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

Nice Getaway Home

Charming, clean and really awesome location.
Stayed 5 nights in Jun 2024
Verified

10/10 Excellent

D

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

Wonderful experience!

This was our second stay at the property and we will be staying every time we are in the area. The house is great as is the homeowner. We got to meet her this trip and she was wonderful. It's walking distance to the main street area with great little spots to eat, drink, and grab some souvenirs. Highly recommend this property.
Stayed 7 nights in Jun 2024
Verified

10/10 Excellent

andrew c.

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

Great cottage Great Town

The cottage was exactly as advertised very clean and excellent decor A real find Located in a street just off the Main Street Literally a two minute walk and you are amount the restaurants and shops of Gulfport The cottage itself had everything listed and the outside area was a nice spot to chill We had no issues during our stay Gulfport has many restaurants our favourites Pias Italian, O’Maddy’s American, thoroughly recommend, and shops a couple of coffee shops and bars Extremely friendly locals Gulfport is also a great base location tis approximately 15 minute drive to St Petersburg Pier and Beach 20 mins to Pass a grille beach and Johns Boardwalk We intend on coming back Thank you for a great vacation
Stayed 11 nights in May 2024
Verified

10/10 Excellent

Seoda D.

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

Lovely home in the perfect location

Absolutely beautiful home! Loved that it is walking distance to Gulfport restaurants, shops, and waterfront, and an easy drive to downtown St. Pete. The outdoor space is fantastic and feels very private- as stunning as the house was, this was probably my favorite aspect of the property. As others have mentioned, just about any incidentals you need are provided. The host was helpful and quick to reply when I had a question.
Stayed 7 nights in May 2024
Verified

10/10 Excellent

Tam

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

Feels like Home

This property is in such a great location. Close the great restaurants, friendly bars, and shops in this super friendly little beach town, yet this home is very peaceful and quiet. The house feels like home. It is so comfortable with lots of big windows. The photos are accurate. You will not be disappointed.
Stayed 7 nights in Apr 2024

About the host

Hosted by Susan Tomlinson

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Premier Host

They consistently provide great experiences for their guests
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