A parking lot with two cars, a building with a red-tiled roof, and palm trees.

Search Madeira Beach Cottages

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

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
$253 nightly
The price is $285
Nov 12 - Nov 13
Total with taxes and fees
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
$199 nightly
The price is $225
Nov 15 - Nov 16
Total with taxes and fees
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.
$272 nightly
The price is $306
Nov 13 - Nov 14
Total with taxes and fees
Sunset Cottages Suite 1
A two-story house with a covered porch, a front door, and a small outdoor seating area with chairs.

4. 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.
$170 nightly
The price is $190
Nov 16 - Nov 17
Total with taxes and fees
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
$430 nightly
The price is $482
Nov 12 - Nov 13
Total with taxes and fees
🐾 1 BR Beach Cottage | Pet Friendly I Unit 8
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.

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

Blushing Flamingo- Pool + Putting, Walk to Beach
Indian Rocks Beach
10.0 out of 10, Exceptional, (4 reviews)
"Great location right across the street from beach entrance"
United States
Jennifer C.
$264 nightly
The price is $295
Nov 17 - Nov 18
Total with taxes and fees
Blushing Flamingo- 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.
$167 nightly
The price is $187
Nov 12 - Nov 13
Total with taxes and fees
Cozy Cottage in the heart of St. Pete with hot tub- Pets welcome!
A beach with sand and sparse vegetation.

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
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful stay and great location"
United States
Mark R.
$274 nightly
The price is $306
Nov 13 - Nov 14
Total with taxes and fees
The Seaside Retreat Cottages are just across the street from Indian Rocks Beach!
A single-story house with a white garage, a front door, and a small porch.

9. Garden Cottage ,Cozy 2 BR Near Clearwater Beach

Garden Cottage ,Cozy 2 BR Near Clearwater Beach
Largo
$178 nightly
The price is $200
Nov 16 - Nov 17
Total with taxes and fees
Garden Cottage ,Cozy 2 BR Near Clearwater Beach
A small, light blue single-story house with a front door, a garage door, and a small porch area.

10. 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.
$316 nightly
The price is $354
Nov 12 - Nov 13
Total with taxes and fees
St Pete/gulfport Tiny little small home
A yellow building with a blue door and a white staircase.

11. 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.
$296 nightly
The price is $331
Nov 16 - Nov 17
Total with taxes and fees
Beach Getaway Near Rays, Bikes & Gear
A residential house with a garage, a porch with a bench, and potted plants.

12. Fire Pit! Family Getaway, 6 Mi to Beach Access

Fire Pit! Family Getaway, 6 Mi to Beach Access
3.0 star property
Largo
8.6 out of 10, Excellent, (7 reviews)
"Everything. The space was great for my family of 5! The pool area was nice and the use of a grill, washer and dryer made our trip even more enjoyable. Will definitely rent again when we come back down from Maine."
United States
Krystal
$426 nightly
The price is $481
Nov 25 - Nov 26
Total with taxes and fees
Fire Pit! Family Getaway, 6 Mi to Beach Access
A tropical-themed rental property with a thatched-roof hut, a wooden signboard, and a small outdoor seating area.

13. TIKI Cottage Sleeps 6 STEPS to Beach Hot Tub Dog Friendly FULL Beach Gear

TIKI Cottage Sleeps 6 STEPS to Beach Hot Tub Dog Friendly FULL Beach Gear
Clearwater
$272 nightly
The price is $305
Nov 12 - Nov 13
Total with taxes and fees
TIKI Cottage Sleeps 6 STEPS to Beach Hot Tub Dog Friendly FULL Beach Gear
A single-story house with a white exterior, a front porch, and a mailbox.

14. 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.
Amelia- 2BR Beach Villa with King Bed and Bikes
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
$211 nightly
The price is $236
Nov 24 - Nov 25
Total with taxes and fees
Pool Cottage King Suite
A beachfront property with a covered patio, outdoor seating, and palm trees.

16. 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.
$384 nightly
The price is $428
Nov 15 - Nov 16
Total with taxes and fees
Charming Direct Beachfront Cottage GroundFloor Step out the door into the Sand
A balcony with two wooden chairs and a small round table, surrounded by white railings and palm trees.

17. 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.
$324 nightly
The price is $364
Nov 22 - Nov 23
Total with taxes and fees
Sunny Island Rental, Bikes, Steps2Beach
Exterior

18. 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.
$216 nightly
The price is $242
Dec 1 - Dec 2
Total with taxes and fees
Peaceful cottage with AC in St. Petersburg - Close to Everything!
A yellow house with a blue door and the number 2202.

19. 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.
$367 nightly
The price is $411
Dec 6 - Dec 7
Total with taxes and fees
Steps 2 Beach Cottage, King Bed, Bikes
A two-story house with a covered patio, a fenced yard, and a tree in the foreground.

20. Downtown Dunedin Cozy 1 bedroom Cottage

Downtown Dunedin Cozy 1 bedroom Cottage
Downtown Dunedin
10.0 out of 10, Exceptional, (46 reviews)
"Best location to enjoy everything in Dunedin with all the things you would need. Lovely cottage!"
United States
Amy H.
$361 nightly
The price is $400
Nov 16 - Nov 17
Total with taxes and fees
Downtown Dunedin Cozy 1 bedroom Cottage
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Madeira Beach Hotel Reviews

Holiday Isles Resort

Holiday Isles Resort

10/10 Excellent
"Great pool. Clean place. Gm"
Carmen 1-night trip
Posted 6 hours ago
Holiday Isles Resort

Find out more about Madeira Beach

Madeira Beach Cottages information

Number of reviews
472
Accommodation
8 Cottages
Lowest Price
$187
Highest Price
$482

Frequently asked questions

How much do cottages in Madeira Beach cost?
Prices for cottages in Madeira Beach range between $187 and $482 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 traveler favorite 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 9.6.
How many cottages are there in Madeira Beach?
Lock in your vacation dates and then pick from 8 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 traveler favorite. 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.

Explore a world of travel with Expedia