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Nov 20 - Nov 22
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Nov 27 - Nov 29
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Dec 11 - Dec 13
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Jan 8 - Jan 10

Our top choices for Madeira Beach cottages

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

1. 2BR Coastal Cottage | Private Patio

2BR Coastal Cottage | Private Patio
St. Petersburg
The price is CA $122
CA $402 total
includes taxes & fees
Nov 11 - Nov 12
2BR Coastal Cottage | Private Patio
A single-story house with a red door, a small front porch, and a clear driveway leading to the entrance.

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

Cozy St Pete Home ~ 2 Mi to Madeira Beach!
3.0 star property
Bay Pines
9.0 out of 10, Wonderful, (2 reviews)
"Very clean comfy sheets and towels"
United States
Anita
The price is CA $117
CA $318 total
includes taxes & fees
Nov 15 - Nov 16
Cozy St Pete Home ~ 2 Mi to Madeira Beach!
A pink building with two doors, numbered 19652, and potted plants in front.

3. Sunset Cottages Suite 1

Sunset Cottages Suite 1
Indian Shores
10.0 out of 10, Exceptional, (8 reviews)
"The property was very clean, we were able to contact the host whenever we needed and they were very accommodating. It was a great location and had all the necessities for a fun day at the beach!"
United States
Cameron D.
The price is CA $215
CA $451 total
includes taxes & fees
Nov 23 - Nov 24
Sunset Cottages Suite 1
A poolside area with lounge chairs, a small pool, and a covered patio.

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

Key West Style Cottage - with pool/hot-tub
Dunedin
9.2 out of 10, Wonderful, (39 reviews)
"Great quiet location. Very comfortable"
United States
dan g.
The price is CA $123
CA $269 total
includes taxes & fees
Nov 23 - Nov 24
Key West Style Cottage - with pool/hot-tub
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

🐾 1 BR Beach Cottage | Pet Friendly I Unit 8
Sunset Beach
The price is CA $239
CA $685 total
includes taxes & fees
Nov 17 - Nov 18
🐾 1 BR Beach Cottage | Pet Friendly I Unit 8
A white building with black shutters, a neon sign, and a flamingo decoration.

6. Birds of Paradise- Pool + Putting, Walk to Beach

Birds of Paradise- Pool + Putting, Walk to Beach
Indian Rocks Beach
10.0 out of 10, Exceptional, (11 reviews)
"Plenty of great restaurants, shopping, bars, and activities to enjoy nearby"
United States
KDrCS
Birds of Paradise- Pool + Putting, Walk to Beach
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.

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

Cozy Cottage in the heart of St. Pete with hot tub- Pets welcome!
St. Petersburg
10.0 out of 10, Exceptional, (1 review)
"Great stay, quick uber ride to down town or the airport!"
United States
Georgina G.
The price is CA $113
CA $265 total
includes taxes & fees
Nov 11 - Nov 12
Cozy Cottage in the heart of St. Pete with hot tub- Pets welcome!
A small, single-story building with a blue exterior and a bright pink door.

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

The Seaside Retreat Cottages are just across the street from Indian Rocks Beach!
Indian Rocks Beach
9.8 out of 10, Exceptional, (15 reviews)
"This place was in a great location."
United States
Jeffery B.
The price is CA $185
CA $445 total
includes taxes & fees
Nov 15 - Nov 16
The Seaside Retreat Cottages are just across the street from Indian Rocks Beach!
A small, light blue single-story house with a front door, a garage door, and a small porch area.

9. St Pete/gulfport Tiny little small home

St Pete/gulfport Tiny little small home
St. Petersburg
10.0 out of 10, Exceptional, (4 reviews)
"Really nice place to stay and host communication was excellent "
United States
Susan D.
The price is CA $202
CA $503 total
includes taxes & fees
Nov 17 - Nov 18
St Pete/gulfport Tiny little small home
A single-story house with a white garage, a front door, and a small porch.

10. Garden Cottage ,Cozy 2 BR Near Clearwater Beach

Garden Cottage ,Cozy 2 BR Near Clearwater Beach
Largo
The price is CA $147
CA $271 total
includes taxes & fees
Nov 17 - Nov 18
Garden Cottage ,Cozy 2 BR Near Clearwater Beach
A balcony with two wooden chairs and a small round table, surrounded by white railings and palm trees.

11. Sunny Island Rental, Bikes, Steps2Beach

Sunny Island Rental, Bikes, Steps2Beach
Pass-a-Grille
9.4 out of 10, Exceptional, (29 reviews)
"Wonderful place to stay. Great location to the beach, restaurants and shopping. If you want a peaceful getaway highly recommend."
United States
Janise W.
The price is CA $248
CA $534 total
includes taxes & fees
Nov 23 - Nov 24
Sunny Island Rental, Bikes, Steps2Beach
A two-story house with a garage, a front porch with columns, and a brick facade.

12. Heated Pool + Game Room! Seminole Family Getaway

Heated Pool + Game Room! Seminole Family Getaway
3.0 star property
Seminole
10.0 out of 10, Exceptional, (1 review)
"Wonderful experience. Well kept property. Calm neighborhood. Includes kids activities pool table and ice hockey. Swimming pool was cherry on cake. Washer , dryer. Iron board, linens , pillows - you name it and it’s all already there to make your trip memorable. Nice host."
United States
Deepak
The price is CA $384
CA $1,020 total
includes taxes & fees
Nov 11 - Nov 12
Heated Pool + Game Room! Seminole Family Getaway
A single-story house with a white exterior, a front porch, and a mailbox.

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

Amelia- 2BR Beach Villa with King Bed and Bikes
Largo
8.0 out of 10, Very good, (1 review)
"Rug on house stained our feet. Umbrella listed as included in the listing was broken. Freezer and refrigerator doors wouldn’t close properly. Everything else was great. Location was the beat! Would def come back!"
United States
Rikki W.
The price is CA $148
CA $403 total
includes taxes & fees
Nov 11 - Nov 12
Amelia- 2BR Beach Villa with King Bed and Bikes
A yellow building with a blue door and a white staircase.

14. Beach Getaway Near Rays, Bikes & Gear

Beach Getaway Near Rays, Bikes & Gear
Pass-a-Grille
9.8 out of 10, Exceptional, (34 reviews)
"We love staying at this nice cozy beach house! It's so close to the beach.And such a nice quiet location!"
United States
Cathy P.
The price is CA $200
CA $464 total
includes taxes & fees
Dec 1 - Dec 2
Beach Getaway Near Rays, Bikes & Gear
A waterfront patio with red seating and palm trees.

15. Pool Cottage King Suite

Pool Cottage King Suite
Clearwater
9.8 out of 10, Exceptional, (11 reviews)
"Very conveniently located to the beach and various restaurants. The room was so beautiful and perfect for mine and my husband’s honeymoon! Very romantic vibes🤗"
United States
Bailey
The price is CA $133
CA $325 total
includes taxes & fees
Nov 24 - Nov 25
Pool Cottage King Suite
A two-story house with a covered porch, a front door, and a small outdoor seating area with chairs.

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

Key West Style Cottage - with pool/hot-tub
Dunedin
9.6 out of 10, Exceptional, (23 reviews)
"This place was very accommodating, clean and updated like new. The pool was wonderful and grounds were very nice. A short drive (2 min) or 10 min walk to all the restaurants and breweriesWe would definitely stay there again"
United States
Tom D.
The price is CA $123
CA $267 total
includes taxes & fees
Dec 9 - Dec 10
Key West Style Cottage - with pool/hot-tub
Exterior

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

Peaceful cottage with AC in St. Petersburg - Close to Everything!
St. Petersburg
6.0 out of 10, (3 reviews)
"Excellent host - Very customer service oriented."
United States
Linda C.
The price is CA $140
CA $339 total
includes taxes & fees
Dec 1 - Dec 2
Peaceful cottage with AC in St. Petersburg - Close to Everything!
A yellow house with a blue door and the number 2202.

18. Steps 2 Beach Cottage, King Bed, Bikes

Steps 2 Beach Cottage, King Bed, Bikes
Pass-a-Grille
9.6 out of 10, Exceptional, (52 reviews)
"Excellent location, property and adorable place!"
United States
Meredith S.
The price is CA $256
CA $564 total
includes taxes & fees
Dec 6 - Dec 7
Steps 2 Beach Cottage, King Bed, Bikes
A beachfront property with a covered patio, outdoor seating, and palm trees.

19. Charming Direct Beachfront Cottage GroundFloor Step out the door into the Sand

Charming Direct Beachfront Cottage GroundFloor Step out the door into the Sand
Indian Shores
10.0 out of 10, Exceptional, (252 reviews)
"It was a fantastic stay - the weather was great and the sunsets were the best!"
United States
Veronica F.
The price is CA $318
CA $611 total
includes taxes & fees
Nov 15 - Nov 16
Charming Direct Beachfront Cottage GroundFloor Step out the door into the Sand
A hot tub on a wooden deck with a house in the background.

20. Enchanting cottage with AC in Palm Harbor - 2 bedrooms, 1 bathroom & hot tub

Enchanting cottage with AC in Palm Harbor - 2 bedrooms, 1 bathroom & hot tub
Palm Harbor
9.8 out of 10, Exceptional, (23 reviews)
"Great place for my wife and I for a weekend getaway. Allison was an attentive host and replied promptly to our needs. Off the beaten path but close to everything, including the beaches. Will stay here again."
United States
Mike C.
The price is CA $168
CA $392 total
includes taxes & fees
Nov 11 - Nov 12
Enchanting cottage with AC in Palm Harbor - 2 bedrooms, 1 bathroom & hot tub
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Learn more about Madeira Beach

Soft white sands stretch for miles along this Gulf Coast paradise where John's Pass Village buzzes with seafood restaurants and souvenir shops. Spend mornings collecting seashells, afternoons parasailing above turquoise waters, and evenings watching the spectacular sunset from the fishing pier.

See all hotels in Madeira Beach
An aerial view of a coastal city with a long beach, dense urban area, and clear blue waters.

Frequently Asked Questions

How much do cottages in Madeira Beach cost?

Prices for cottages in Madeira Beach range between CA $113 and CA $384 per night. No matter your budget, you'll find a perfect place to get reacquainted with nature. 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 Madeira Beach?

A traveller favourite is Sunshine Cozy Cottages. Base yourself at this 2.5-star stay which offers individually decorated rooms and pillow top mattresses. Sunset Beach Cottages is another recommended option to consider. Unpack your suitcase at this 3.5-star cottage and you'll have access to amenities such as a barbecue grill and a garden. You can pick from multiple cottages in Madeira Beach with a total average guest review rating of 9.2.

How many cottages are there in Madeira Beach?

Lock in your vacation dates and then pick from cottages in Madeira Beach. Looking for a place where you can get reacquainted with nature? Expedia will help you find your ideal escape in just a click or two.

Are there any family-friendly cottages in Madeira Beach?

Kick back at Sunshine Cozy Cottages, a 2.5-star cottage only a quick drive from downtown. Conveniences here include a barbecue grill and a picnic area. Another family-friendly option where you can swap the concrete jungle for open spaces is Sunset Beach Cottages. Laundry facilities and WiFi help make this 3.5-star cottage a traveller favourite. Once you've checked in and unpacked your bags, there's no shortage of family-friendly attractions to explore in and around Madeira Beach. John's Pass Village & Boardwalk and Splash Harbour Water Park promise fun for all ages.

Why book your cottage in Madeira Beach with Expedia?

Expedia has some wonderful cottages in Madeira Beach, so start packing your bags for a memorable stay on nature's doorstep. If you have a certain budget, choose how much you'd like to spend and the star rating of your property. Or, use our filters to search for cottages with free WiFi or a pool. We'll help you find the perfect digs whatever your escape looks like.

How can I find cheap cottages in Madeira Beach?

A great way to score cheap cottages in Madeira Beach is with Expedia's user-friendly filter tool. Narrow down your search by budget, star rating and amenities to discover unbeatable prices in just a few clicks.

What is there to do in Madeira Beach near my cottage?

Once you've unpacked your things and settled in, get out and explore the awesome things Madeira Beach has on offer. Alligator & Wildlife Discovery Center is a top attraction to add to your to-do list.

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