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Cute Cottage In The Heart of Gulfport!

Photo gallery for Cute Cottage In The Heart of Gulfport!

A living room with a white sofa, patterned armchair, wooden coffee table, and a ceiling fan.
A living room with a wooden floor, a white table, a television, a star decoration, and a patterned armchair.
A wooden sign with the words "LOVE you to the beach and back" in teal and white letters.
A bedroom with a blue quilted bedspread, white walls, a star decoration, and a TV in the background.
A bedroom with a bed, a nightstand, a lamp, a window with blinds, and a wall-mounted shelf.

Reviews

9.6 out of 10
Exceptional

Highlights

  • Top-rated comfy beds
    Guests liked the comfy beds here.
  • Games
    A rare find - enjoy a variety of games available on-site.
2 bedrooms1 bathroomSleeps 4

Popular amenities

  • Onsite parking available
  • Dog-friendly
  • Kitchen
  • Air-conditioning
  • Outdoor furniture
  • Internet access

Explore the area

View in a map
Gulfport, FL
  • Place, Gulfport Tuesday Fresh Market
    ‪12 min walk‬
  • Place, Gulfport Beach
    ‪12 min walk‬
  • Place, Gulfport Casino
    ‪12 min walk‬
  • Airport, St. Petersburg, FL (SPG-Albert Whitted)
    ‪12 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

1 bathroom

Bathroom 1

Bathtub or shower · Toilet

Spaces

Porch or lanai
Kitchen

About this property

Cute Cottage In The Heart of Gulfport!

Welcome to our Green Gumdrop Cottage. Relax after a day at the beach or exploring the artsy and eclectic little piece of paradise that we love...Gulfport.
Situated on Boca Ciega Bay with an array of restaurants and shops, you will enjoy taking in the sunset while having dinner or from Williams Pier. Just 10 min to St. Pete Beach, (named one of USA's top beaches), and the Beautiful Gulf of Mexico. You can also explore the amazing Downtown St. Pete, just 10-12 min drive, with tons to see and do.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs less than 9 kg per pet (limit one pet total)
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 2814044vb
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 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 has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Gulfport

Located in Gulfport, this cottage 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 Upham Beach. Looking to enjoy an event or a game while in town? See what's going on at Tropicana Field, or consider a night out at Jannus Live. Discover the area's water adventures with jet skiing, kayaking and snorkelling nearby, or enjoy the great outdoors with cycling.
View more Cottages in St. Petersburg - ClearwaterOpens in a new window
Map
Gulfport, FL

What's nearby

  • Gulfport Tuesday Fresh Market - 12 min walk - 1.1 km
  • Gulfport Beach - 12 min walk - 1.1 km
  • Gulfport Casino - 12 min walk - 1.1 km
  • Island Community Theatre - 5 min drive - 2.8 km
  • John's Pass Village & Boardwalk - 22 min drive - 13.2 km

Getting around

  • St. Petersburg, FL (SPG-Albert Whitted) - 9 min drive

Restaurants

  • ‪McDonald's - ‬13 min walk
  • ‪Salty Pup - ‬17 min walk
  • ‪O'Maddy's - ‬14 min walk
  • ‪Pia's Trattoria - ‬13 min walk
  • ‪Hong Kong New York Style Chinese Restaurant - ‬13 min walk

Frequently asked questions

Is Cute Cottage In The Heart of Gulfport! pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 9 kg per pet.

How much is parking at Cute Cottage In The Heart of Gulfport!?

On-site parking is available at the property.

What time is check-in at Cute Cottage In The Heart of Gulfport!?

Check-in begins at 4:00 PM.

What time is check-out at Cute Cottage In The Heart of Gulfport!?

Checkout is at 10:00 AM.

Where is Cute Cottage In The Heart of Gulfport! located?

Situated by the sea, this cottage is 0.8 mi (1.2 km) from Gulfport Beach and 3 mi (4.8 km) from Pasadena Shopping Center. Tampa Bay and Palms of Pasadena Hospital are also within 6 miles (10 km).

Reviews

9.6

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

9.6/10

Cleanliness

10/10

Check-in

9.8/10

Communication

9.4/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Colleen W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very clean with all essentials provided. Very pet friendly. Hosts easily accessible and friendly. Easy walk to dog park and downtown Gulfport. Would stay again. Highly recommend!
Stayed 28 nights in Feb 2026
Verified

6/10 Okay

Joy W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
It is such a cute place, love the location and the host is responsive. There are some small things that could huge impact: the pillows are terrible, the mattress uncomfortable, the shower didn’t drain, and the microwave was broken. The host was so nice and offered to replace microwave and I declined so she is eager to make things right. I just feel a comfortable bed and pillows are #1 to me. The house was well stocked and I was thankful for plenty of towels.
Stayed 3 nights in May 2026
Verified

8/10 Good

Colleen D.

Liked: Check-in, communication, location, listing accuracy
Great location.
Stayed 5 nights in Nov 2025
Verified

10/10 Excellent

Dawn O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice and clean cottage. Perfect for quick visit. The host responded quick with regards to front porch light out.
Stayed 3 nights in Jan 2026
Verified

10/10 Excellent

Michele F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The cottage was very comfortable and cozy beds very comfortable
Stayed 4 nights in Oct 2025
Verified

10/10 Excellent

Tricia C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host was great! Very communicative. Cottage was very clean & in a great location
Stayed 3 nights in Nov 2025
Verified

10/10 Excellent

Christina M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
My nieces and I had a wonderful time. This is our second time staying at the green gum drop and they asked to go back there year after year. Thank you for providing such a wonderful place for us to make memories. See you soon.
Stayed 3 nights in Dec 2025
Verified

10/10 Excellent

Robin J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The cottage is adorable and perfectly located. The bed was really comfortable and I had everything I needed. When I was struggling with access Melissa was immediately available and helped me. I would absolutely stay here again.
Stayed 3 nights in Nov 2025
Verified

10/10 Excellent

Melanie T.

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

Cute place we enjoyed our stay

Cute place we enjoyed our stay
Stayed 5 nights in Apr 2023
Verified

8/10 Good

Renee S.

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

St Pete Trip

Very nice place! Was a perfect location for us and had everything we needed for our trip.
Stayed 5 nights in Mar 2025
Verified

10/10 Excellent

Thomas L.

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

Great stay

Had a great stay rental.was as advertised and had everything needed would stay again
Stayed 4 nights in Jul 2022
Response from VrboOwner on 13 Dec, 2022
Thank you Thomas! We are so happy you enjoyed your stay with us.
Verified

10/10 Excellent

Megan B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Melissa our host is amazing! She was very accommodating & gracious to our schedule needs during our stay. The cottage is conveniently located in Gulfport to the highway, beaches, stores, downtown & restaurants of all kinds. If you are considering a stay, you won’t be disappointed!
Stayed 11 nights in Jun 2025
Verified

8/10 Good

Beth W.

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

Weekend Getaway

Property was perfect for our short get away.
Stayed 2 nights in Jul 2024
Verified

8/10 Good

Holly R.

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

Graduation weekend

This was a perfect location near our daughter. It was a great location to restaurants and stores plus close to Stetson.
Stayed 2 nights in May 2025
Verified

10/10 Excellent

Bob M.

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

Very wonderful facility

Clean, host was helpful close to beaches of Gulfport.
Stayed 42 nights in Mar 2024
Verified

10/10 Excellent

Sheryl J.

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

Cute, super clean cottage with comfortable beds

Thoroughly enjoyed our stay, walked to the marina, shops and out to eat. Easy drive to other large beaches and tourist areas. Nice central location.
Stayed 2 nights in Apr 2023
Verified

10/10 Excellent

James C.

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

Thanksgiving

Perfect place to stay.
Stayed 2 nights in Nov 2022
Response from VrboOwner on 13 Dec, 2022
Thank you James. Hope you had a great Thanksgiving! Happy Holidays!
Verified

10/10 Excellent

Robert T.

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

Very cute bungalow

The Green Gumdrop is a cozy and cute home that is convenient to the cool town of Gulfport, with fun bars and restaurants. The owner was instantaneous in responding to my messages. We enjoyed it.
Stayed 2 nights in Jun 2025
Verified

6/10 Okay

Penny B.

Disliked: Cleanliness, check-in, listing accuracy
Sorry, I hate giving bad reviews. The home looked nothing like the photos.The place smelled so bad we had to put dryer sheets on the ceiling fans. The coffee pot wasn’t emptied so it was moldy. The silverware was dirty, even the drawer was dirty.
Stayed 3 nights in Jan 2026
Verified

10/10 Excellent

Zachary Z.

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

Nice extended weekend

I very much enjoyed my long weekend getaway at this quiet and cozy cottage. Clean, friendly neighborhood and close to many attractions!
Stayed 3 nights in Jul 2024
Verified

10/10 Excellent

Catherine T.

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

Such a cute place!

We stayed at this lovely home while waiting on our condo to be ready! It had everything we needed including comfy beds!!! Such a great location, with bars and restaurants just a short walk or bike ride away! The host was attentive and we enjoyed our time there!
Stayed 6 nights in Oct 2023
Verified

10/10 Excellent

Nydia R.

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

Just like home!

We loved our stay at the Gumdrop Cottage! We will be coming back to this homey and peaceful place. Gulfport Fl. is a little gem☺️
Stayed 7 nights in Jul 2023
Verified

10/10 Excellent

Ingrid T.

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

Sweet Little Cottage

I loved staying here at the green cottage. It was tidy and had everything I needed to cook, to read, to watch TV and to explore the town and the shoreline.
Stayed 3 nights in Dec 2022
Response from VrboOwner on 13 Dec, 2022
Thank you Ingrid. We are so happy you enjoyed your stay!
Verified

10/10 Excellent

Sandra S.

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

Short Vacation in St. Petersburg

The cottage was very clean. We would suggest some hotel style shampoo and bath soaps. The parking was not very helpful in the dark. A picture or drawing would be very helpful for the parking directions.
Stayed 2 nights in Jun 2025
Verified

10/10 Excellent

Tim H.

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

Cute cute cute

We very much enjoyed our stay. Clean, great location and fantastic management. We will return
Stayed 4 nights in Dec 2022

About the host

Hosted by Melissa Woodruff

Host profile image

Languages:

English, Spanish

Premier Host

They consistently provide great experiences for their guests
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