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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. - Cute Cottage In The Heart of Gulfport! (Gulfport)
A wooden sign with the words "LOVE you to the beach and back" in teal and white letters. - Cute Cottage In The Heart of Gulfport! (Gulfport)
A bedroom with a blue quilted bedspread, white walls, a star decoration, and a TV in the background. - Cute Cottage In The Heart of Gulfport! (Gulfport)
A kitchen with a white refrigerator, a window with blinds, a table with chairs, and a wall with a 'LOVE' sign. - Cute Cottage In The Heart of Gulfport! (Gulfport)
A compact kitchen with white cabinets, a double sink, a stove, and a microwave. - Cute Cottage In The Heart of Gulfport! (Gulfport)
Nestled in the charming town of Gulfport, Green Gumdrop Cottage offers a serene retreat. With Boca Ciega Bay as your backdrop, enjoy dinner or watch the sunset from Williams Pier.

Reviews

9.6 out of 10
Exceptional

Entire home

2 bedrooms1 bathroomSleeps 4

Popular amenities

  • Kitchen
  • Pet-friendly
  • Air-conditioning
  • Parking available

Add dates for prices

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.

Property amenities

Beach

  • Beach towels

Internet

  • Available in the cottage: WiFi

Parking and transport

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Hob
  • Microwave
  • Oven
  • Refrigerator

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Bathtub or shower
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • Games
  • Smart TV

Outdoor areas

  • Outdoor furniture
  • Porch/lanai

Laundry

  • Laundromat nearby

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • Up to 9 kg per pet

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near the marina
  • Near the sea

Things to do

  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Snorkelling nearby
  • Theme park nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

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Policies

Check-in

Check-in time starts at 4:00 PM
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
1 total (up to 9 kg per pet)

Children and extra beds

Children are welcome

Events

No events allowed

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 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
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

About the area

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. Visit our Gulfport travel guide
View more Cottages in St. Petersburg - Clearwater
Map
Gulfport, FL

What's nearby

  • A heron standing by a marina with boats and palm trees in the background.
    Gulfport Beach
    12 min walk - 1.1 km
  • A waterfront with a dock, a boat, and a building with a white roof.
    Gulfport Casino
    12 min walk - 1.1 km
  • A waterfront area with docked boats, a pier, and buildings with commercial signs.
    John's Pass Village & Boardwalk
    21 min drive - 12.2 km
  • Gulfport Tuesday Fresh Market
    12 min walk - 1.1 km
  • Island Community Theatre
    4 min drive - 2.4 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
  • Stormrunners Tavern
    15 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 within a 15-minute walk of Gulfport Tuesday Fresh Market and Gulfport Beach. Gulfport Casino is 0.8 mi (1.3 km) away.

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Cute Cottage In The Heart of Gulfport! Reviews

Reviews

Exceptional

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. 34 out of 45 reviews
Rating 8 - Good. 9 out of 45 reviews
Rating 6 - Okay. 2 out of 45 reviews
Rating 4 - Poor. 0 out of 45 reviews
Rating 2 - Terrible. 0 out of 45 reviews

9.6

Cleanliness

9.4

Location

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

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

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

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

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

Catherine T.

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

So Great ❤️

Such a beautiful cottage in Gulfport! We enjoyed our time there as we waited for renovations to be finished on our condo. The home was perfect. Great location, clean, quiet and had all the amenities we needed.
Stayed 3 nights in Nov 2023
Verified

10/10 Excellent

Briana H.

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

First trip to Florida!

We loved our stay here. The house was clean and decorated nicely. The beds were very comfortable. The host was quick to communicate with us. They even let us stop back by to pick up clothing we had forgotten in the dryer at checkout. I would stay here again and recommend it to anyone considering staying. Thanks again for everything!
Stayed 4 nights in Oct 2023
Verified

8/10 Good

christy o.

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

Girls night

Very cozy to relax, good bed to sleep on. Cleanliness rooms. Only 20 min drive to the mugs sport and bar. 20 min drive to fort de soto beach.
Stayed 2 nights in May 2024
Verified

8/10 Good

Pam C.

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

Wonderful Gulfport

We were there for a whole month, so had the opportunity to do quite a bit. We loved walking around the neighborhood with our dog and meeting lots of people along the way. The Tuesday market was a hit. Clam Bayou had fantastic kayaking and Gulfport Beach was within walking distance. We rode our bikes on the Pinellas bike path and drove to Ft Desoto Park (15-20 min) for road and Mt biking. Alafia State Park (abt 1 hr drive) has some of the best Mt biking in Florida. We got in many days of windsurfing and visited relatives on Sunset Beach. Watched the Treasure Island boat parade and helped light luminaries on Sunset Beach. Even got to visit the Dalí Museum. My kind of relaxing vacation😄 The owners were always available and quick to respond to any problems.
Stayed 30 nights in Nov 2023
Verified

10/10 Excellent

Tracy P.

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

Terrific Gulfport Getaway

I felt so lucky to land in this adorable cottage for a pre-Thanksgiving visit to my local college student. I’ve always wanted to stay in Gulfport and this place is terrific. 10 minutes’ walk from everything the neighborhood has to offer, off-street parking, and quiet except for the local bus, which goes right down this street a few times a day. The cottage is nicely decorated with a mellow old Florida vibe—no greige or leather couches to make you feel cold and sad. It’s spic and span and the kitchen has nearly everything you need to prepare basic meals. If you’re a serious cook and looking forward to seafood feasts, you might need a few items (like a large pot for boiling) but otherwise everything you need is here. My host was easy to reach and incredibly accommodating, even as we approached the holiday weekend. Very happy to be here, and will definitely look this property up for my next visit.
Stayed 5 nights in Nov 2023
Verified

10/10 Excellent

Lynn

Liked: Cleanliness, check-in, communication, listing accuracy
Location is great
Stayed 3 nights in Jun 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

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

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

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

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

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
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

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

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
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