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
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Madeira Beach cottages

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

1. 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
$214 nightly
The price is $242
Sep 29 - Sep 30
Total with taxes and fees
Cozy St Pete Home ~ 2 Mi to Madeira Beach!
A beach with tall grasses in the foreground and a sunset over the ocean.

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

An oasis ACROSS THE STREET FROM THE BEACH :)
Sunshine Beach
10.0 out of 10, Exceptional, (16 reviews)
"Perfect location, quiet, and close to the beach. Looking forward to coming back again. "
Canada
Richard
$273 nightly
The price is $306
Sep 29 - Sep 30
Total with taxes and fees
An oasis ACROSS THE STREET FROM THE BEACH :)
A bedroom with a large bed, multiple pillows, and a wall-mounted artwork of tropical leaves.

3. Happy Hour ACROSS THE STREET FROM THE BEACH

Happy Hour ACROSS THE STREET FROM THE BEACH
Sunshine Beach
10.0 out of 10, Exceptional, (12 reviews)
"Super accommodating, clean, and perfect location from the beach. The Happy Hour is the perfect home away from home."
United States
Morgan M.
$260 nightly
The price is $291
Sep 29 - Sep 30
Total with taxes and fees
Happy Hour ACROSS THE STREET FROM THE BEACH
A rustic building with a sign reading "The Hut Grill" and a covered outdoor seating area.

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

Order up relaxation ACROSS The STREET FROM The BEACH :)
Sunshine Beach
10.0 out of 10, Exceptional, (34 reviews)
"Perfect location, perfect accommodations! Will be staying here again."
United States
Billy H.
$273 nightly
The price is $306
Oct 5 - Oct 6
Total with taxes and fees
Order up relaxation ACROSS The STREET FROM The BEACH :)
A small, light blue single-story house with a front door, a garage door, and a small porch area.

5. 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.
$313 nightly
The price is $351
Sep 29 - Sep 30
Total with taxes and fees
St Pete/gulfport Tiny little small home
A pink building with two doors, numbered 19652, and potted plants in front.

6. Sunset Cottages Suite 1

Sunset Cottages Suite 1
Indian Shores
10.0 out of 10, Exceptional, (6 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.
$267 nightly
The price is $299
Oct 23 - Oct 24
Total with taxes and fees
Sunset Cottages Suite 1
A white building with black shutters, a neon sign, and a flamingo decoration.

7. 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, (9 reviews)
"Plenty of great restaurants, shopping, bars, and activities to enjoy nearby"
United States
KDrCS
$262 nightly
The price is $294
Sep 29 - Sep 30
Total with taxes and fees
Birds of Paradise- Pool + Putting, Walk to Beach
A single-story house with a front porch, a driveway, and a well-maintained lawn.

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

Amelia- 2BR Beach Villa with King Bed and Bikes
Largo
$205 nightly
The price is $230
Oct 5 - Oct 6
Total with taxes and fees
Amelia- 2BR Beach Villa with King Bed and Bikes
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.

9. 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
$190 nightly
The price is $212
Sep 29 - Sep 30
Total with taxes and fees
Cozy Cottage in the heart of St. Pete with hot tub- Pets welcome!
A building with a tiled roof, a door, and two windows with shutters. There are two white chairs outside.

10. 🐾 1 BR Beach Cottage | Pet Friendly I Unit 8

🐾 1 BR Beach Cottage | Pet Friendly I Unit 8
Sunset Beach
$448 nightly
The price is $502
Sep 29 - Sep 30
Total with taxes and fees
🐾 1 BR Beach Cottage | Pet Friendly I Unit 8
A row of single-story houses with red-tiled roofs, a central palm tree, and a clear blue sky.

11. Great for Digital Nomads! Spacious Home in Largo

Great for Digital Nomads! Spacious Home in Largo
3.0 star property
Walsingham
$491 nightly
The price is $555
Sep 29 - Sep 30
Total with taxes and fees
Great for Digital Nomads! Spacious Home in Largo
A small house with a blue door, a covered porch, and a patio area with chairs and plants.

12. 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, (10 reviews)
"The cottages were nice, quaint and cute. The whole property was great."
United States
Bobbie jo S.
$274 nightly
The price is $306
Sep 29 - Sep 30
Total with taxes and fees
The Seaside Retreat Cottages are just across the street from Indian Rocks Beach!
A balcony with two wooden chairs and a small round table, surrounded by white railings and palm trees.

13. Sunny PaG Island rental w/bikes-just steps2beach

Sunny PaG Island rental w/bikes-just steps2beach
Pass-a-Grille
9.4 out of 10, Exceptional, (28 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.
$254 nightly
The price is $284
Sep 30 - Oct 1
Total with taxes and fees
Sunny PaG Island rental w/bikes-just steps2beach
A museum with a sign reading 'Dunedin History Museum' and two statues in front.

14. Adorable Villa 1 min to Downtown Dunedin

Adorable Villa 1 min to Downtown Dunedin
Dunedin
10.0 out of 10, Exceptional, (13 reviews)
"Darling clean villa. Great location that is walking distance to shops and restaurants. Additional towels would be helpful. We would stay here again."
United States
Kris H.
$228 nightly
The price is $255
Oct 3 - Oct 4
Total with taxes and fees
Adorable Villa 1 min to Downtown Dunedin
A two-story building with a blue and white color scheme, a central entrance with a door, and a covered porch area.

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

Key West Style Cottage - with pool/hot-tub
Dunedin
9.4 out of 10, Exceptional, (30 reviews)
"It was perfect for what we needed. It was clean and maintained well. Great location close to the heart of town."
United States
Sean
$173 nightly
The price is $193
Sep 29 - Sep 30
Total with taxes and fees
Key West Style Cottage - with pool/hot-tub
A small, single-story building with a blue exterior and a bright pink door.

16. 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, (14 reviews)
"Nicely appointed, comfortable and just steps from the gulf and a pool. Really enjoyed my stay and would recommend to anyone wanting a charming beach cottage"
United States
Michael W.
$291 nightly
The price is $326
Oct 28 - Oct 29
Total with taxes and fees
The Seaside Retreat Cottages are just across the street from Indian Rocks Beach!
A beach with sand and sparse vegetation.

17. 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)
"The cottage was perfect! Very cute and had everything we needed. Right across the street from the beach and easy beach access. Nice area. Would definitely stay here again. "
United States
Michele M.
$274 nightly
The price is $306
Sep 29 - Sep 30
Total with taxes and fees
The Seaside Retreat Cottages are just across the street from Indian Rocks Beach!
A modern kitchen with a stainless steel refrigerator, a wooden ceiling fan, and a striped sofa with decorative pillows.

18. The Purple Flower - 30 Second walk to the Beach. Free parking.

The Purple Flower - 30 Second walk to the Beach. Free parking.
Clearwater
9.8 out of 10, Exceptional, (228 reviews)
"I loved and enjoyed my stay will be booking again. Thank you Mary!"
United States
Amanda
$221 nightly
The price is $247
Oct 4 - Oct 5
Total with taxes and fees
The Purple Flower - 30 Second walk to the Beach. Free parking.
A beach with sand and sparse vegetation.

19. 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
9.6 out of 10, Exceptional, (19 reviews)
"Lovely little cottage and excellent hosts! We really enjoyed our stay and wish we could have stayed longer. The pool was nice and the beach just a short walk around the corner and across the street. Just keep in mind you are sharing the outdoor space right up against your place so hope for chill neighbors."
United States
Bethany H.
$274 nightly
The price is $306
Oct 20 - Oct 21
Total with taxes and fees
The Seaside Retreat Cottages are just across the street from Indian Rocks Beach!
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, (44 reviews)
"Jennifer was among the most responsive hosts I've ever encountered and accommodating to no end."
United States
Grant N.
$327 nightly
The price is $363
Sep 29 - Sep 30
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

Shoreline Island Resort - Exclusively Adult

Shoreline Island Resort - Exclusively Adult

10/10 Excellent
"Our stay was absolutely amazing! Great location!"
Amy 2-night trip
Posted 7 hours ago
Shoreline Island Resort - Exclusively Adult

Find out more about Madeira Beach

Madeira Beach Cottages information

Number of reviews
448
Accommodation
8 Cottages
Lowest Price
$193
Highest Price
$555

Frequently asked questions

How much do cottages in Madeira Beach cost?
Prices for cottages in Madeira Beach range between $193 and $555 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 9.8.
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