Gulfport Cottages from CA $109

Q: Are there any family-friendly cottages in Gulfport?

Spend your family vacay at Sunset Beach Cottages , a 3.5-star cottage not far from downtown. Conveniences here include WiFi and laundry facilities. Another family-friendly pick where you can swap the urban jungle for fresh air and nature is 6west Beach Cottages . Beach umbrellas and WiFi help make this 3.5-star cottage a top pick. Gulfport has loads of family-friendly attractions to check out that'll keep the kids entertained. John's Pass Village & Boardwalk and Fort De Soto Park promise a fun-filled day for visitors of all ages.

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Our top choices for Gulfport cottages

A small, light blue single-story house with a front door, a garage door, and a small porch area.

1. St Pete/gulfport Tiny little small home

St. Petersburg

Susan D.

CA $499 total

includes taxes & fees

Nov 9 - Nov 10

A small house with a door, two windows with shutters, a small porch with two chairs and a table, and a garden with tropical plants.

2. Cozy Cottage in the heart of St. Pete with hot tub- Pets welcome!

St. Petersburg

Georgina G.

CA $263 total

includes taxes & fees

Nov 11 - Nov 12

A balcony with two wooden chairs and a small round table, surrounded by white railings and palm trees.

3. Sunny Island Rental, Bikes, Steps2Beach

Pass-a-Grille

Janise W.

CA $449 total

includes taxes & fees

Nov 10 - Nov 11

A yellow building with a blue door and a white staircase.

4. Beach Getaway Near Rays, Bikes & Gear

Pass-a-Grille

Cathy P.

CA $457 total

includes taxes & fees

Dec 1 - Dec 2

A building with a tiled roof, a door, and two windows with shutters. There are two white chairs outside.

5. 🐾 1 BR Beach Cottage | Pet Friendly I Unit 8

Sunset Beach

CA $680 total

includes taxes & fees

Nov 9 - Nov 10

A single-story house with a red door, a small front porch, and a clear driveway leading to the entrance.

6. Cozy St Pete Home ~ 2 Mi to Madeira Beach!

Bay Pines

Anita

CA $318 total

includes taxes & fees

Nov 15 - Nov 16

7. Peaceful cottage with AC in St. Petersburg - Close to Everything!

St. Petersburg

Linda C.

CA $336 total

includes taxes & fees

Dec 1 - Dec 2

A residential house with a garage, two chairs, a small table, and a potted plant.

8. 2BR Coastal Cottage | Private Patio

St. Petersburg

CA $399 total

includes taxes & fees

Nov 8 - Nov 9

A wooden deck with a hammock, surrounded by wooden fences and a signpost with various destinations.

9. An oasis ACROSS THE STREET FROM THE BEACH :)

Sunshine Beach

Richard

10. Order up relaxation ACROSS The STREET FROM The BEACH :)

Sunshine Beach

Billy H.

A bedroom with a large bed, multiple pillows, and a wall-mounted artwork of tropical leaves.

11. Happy Hour ACROSS THE STREET FROM THE BEACH

Sunshine Beach

Tammy O.

A two-story building with a blue and white color scheme, a central entrance with a door, and a covered porch area.

12. Key West Style Cottage - with pool/hot-tub

Dunedin

"Had an amazing stay at this beautiful cottage! The place was very clean, spacious, and comfortable, making it the perfect spot to relax and enjoy our time away. I felt safe throughout the stay, and the location was excellent, with cafés and restaurants within walking distance. The host was wonderful (very easy to communicate back and forth with, even left an itinerary with recommendations, LOVEDDD THATTT) and truly, appreciated the opportunity to stay here. Would absolutely recommend this...

Nayeli

CA $265 total

includes taxes & fees

Nov 9 - Nov 10

A single-story house with a white garage, a front door, and a small porch.

13. Garden Cottage ,Cozy 2 BR Near Clearwater Beach

Largo

CA $269 total

includes taxes & fees

Nov 16 - Nov 17

A small, single-story house with a white exterior, a brick planter with palm trees, and a white picket fence.

14. Cozy Private Cottage, Minutes to Anna Maria Island

Bradenton

Ismael

CA $345 total

includes taxes & fees

Nov 10 - Nov 11

A small, single-story building with a sign reading "My Home Rentals." It features a white exterior, a small porch area, and is surrounded by a white fence.

15. Blushing Flamingo- Pool + Putting, Walk to Beach

Indian Rocks Beach

Allie B.

CA $418 total

includes taxes & fees

Nov 11 - Nov 12

A two-story house with a green exterior, a blue door, and orange trim.

16. The "Grouper"

Sunny Shores

Canyon L.

CA $287 total

includes taxes & fees

Nov 10 - Nov 11

A house with a red door, a blue chair, and palm trees in the yard.

17. 🌅 Ocean View 2 Bedroom Cottage | Unit 6

Sunset Beach

CA $747 total

includes taxes & fees

Nov 8 - Nov 9

A pink building with two doors, numbered 19652, and potted plants in front.

18. Sunset Cottages Suite 1

Indian Shores

Cameron D.

CA $447 total

includes taxes & fees

Nov 13 - Nov 14

A small, single-story building with a blue exterior and a bright pink door.

19. The Seaside Retreat Cottages are just across the street from Indian Rocks Beach!

Indian Rocks Beach

Jeffery B.

CA $436 total

includes taxes & fees

Nov 8 - Nov 9

A single-story house with a white exterior, a front porch, and a mailbox.

20. Amelia- 2BR Beach Villa with King Bed and Bikes

Largo

Rikki W.

CA $400 total

includes taxes & fees

Nov 8 - Nov 9

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Learn more about Gulfport

Colourful beach cottages line the waterfront where local artists display their work at twice-monthly art walks. Kayak through mangrove tunnels in the morning, then grab fresh seafood at one of the casual restaurants along Beach Boulevard.

See all hotels in Gulfport

A beach with a sign reading "Welcome to Gulfport" and palm trees.

Frequently Asked Questions

How much do cottages in Gulfport cost?

Cottages in Gulfport range between CA $109 and CA $363 per night. These properties offer a chance to get in tune with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

What are the best cottages in Gulfport?

Gulfport has multiple cottages with a total average guest review rating of 9.6. Sunset Beach Cottages is a superb option if you love nature and an easy-breezy pace. Guests of this 3.5-star stay will enjoy amenities such as a barbecue grill and a garden. 6west Beach Cottages also comes highly recommended. This 3.5-star cottage features pool sun loungers and a Tempur-Pedic mattress.

How many cottages are there in Gulfport?

Reconnect with nature in one of the cottages available in Gulfport. To help you reserve a property that's right for you, take advantage of our filters to search for must-have amenities or perks.

Are there any family-friendly cottages in Gulfport?

Spend your family vacay at Sunset Beach Cottages, a 3.5-star cottage not far from downtown. Conveniences here include WiFi and laundry facilities. Another family-friendly pick where you can swap the urban jungle for fresh air and nature is 6west Beach Cottages. Beach umbrellas and WiFi help make this 3.5-star cottage a top pick. Gulfport has loads of family-friendly attractions to check out that'll keep the kids entertained. John's Pass Village & Boardwalk and Fort De Soto Park promise a fun-filled day for visitors of all ages.

Why book your cottage in Gulfport with Expedia?

Reserving a cottage in Gulfport is as easy as clicking on your travel dates and choosing your ideal place for a getaway in the outdoors. From ritzy retreats to inexpensive properties and cottages that offer amenities like a kitchenette, Expedia has something for all traveler styles. As for the best offers around? We've got them as well!

How can I find cheap cottages in Gulfport?

A wonderful way to score cheap cottages in Gulfport is with Expedia's convenient filter tool. Narrow your search by budget, star rating and amenities to secure excellent rates in just a few clicks.

What is there to do in Gulfport near my cottage?

If you're eager to see the sights of Gulfport, find your way to Gulfport Beach. It's a favorite with locals and tourists alike.

Room 1

Change your mind

Treat yourself

Be picky

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Gulfport cottages

1. St Pete/gulfport Tiny little small home

2. Cozy Cottage in the heart of St. Pete with hot tub- Pets welcome!