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

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Madeira Beach cottages

A modern kitchen with white cabinets, stainless steel appliances, and a built-in microwave.

1. Private 1BR Retreat | Near Madeira Beach and VA

Private 1BR Retreat | Near Madeira Beach and VA
St. Petersburg
$196 nightly
The price is $218
Oct 13 - Oct 14
Total with taxes and fees
Private 1BR Retreat | Near Madeira Beach and VA
A residential house with a garage, two chairs, a small table, and a potted plant.

2. Modern 2BR Cottage Near Madeira Beach & Bay Pines

Modern 2BR Cottage Near Madeira Beach & Bay Pines
St. Petersburg
$359 nightly
The price is $401
Oct 13 - Oct 14
Total with taxes and fees
Modern 2BR Cottage Near Madeira Beach & Bay Pines
A single-story house with a red door, a small front porch, and a clear driveway leading to the entrance.

3. 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
Oct 26 - Oct 27
Total with taxes and fees
Cozy St Pete Home ~ 2 Mi to Madeira 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.
$277 nightly
The price is $310
Oct 13 - Oct 14
Total with taxes and fees
Order up relaxation ACROSS The STREET FROM The BEACH :)
A bedroom with a large bed, multiple pillows, and a wall-mounted artwork of tropical leaves.

5. 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.
$286 nightly
The price is $319
Oct 13 - Oct 14
Total with taxes and fees
Happy Hour ACROSS THE STREET FROM THE BEACH
A beach with tall grasses in the foreground and a sunset over the ocean.

6. 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
$286 nightly
The price is $319
Oct 13 - Oct 14
Total with taxes and fees
An oasis ACROSS THE STREET FROM THE BEACH :)
A pink building with two doors, numbered 19652, and potted plants in front.

7. 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.
$267 nightly
The price is $298
Oct 23 - Oct 24
Total with taxes and fees
Sunset Cottages Suite 1
A two-story building with a blue and white color scheme, a central entrance with a door, and a covered porch area.

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

Key West Style Cottage - with pool/hot-tub
Dunedin
9.4 out of 10, Exceptional, (31 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
$174 nightly
The price is $194
Oct 15 - Oct 16
Total with taxes and fees
Key West Style Cottage - with pool/hot-tub
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.

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

Blushing Flamingo- Pool + Putting, Walk to Beach
Indian Rocks Beach
10.0 out of 10, Exceptional, (2 reviews)
"Very clean and nicely decorated house. Was absolutely perfect for our long weekend as a family of 3! Great communication with the owner!"
United States
Allie B.
$265 nightly
The price is $295
Oct 13 - Oct 14
Total with taxes and fees
Blushing Flamingo- Pool + Putting, Walk to 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.
$334 nightly
The price is $372
Oct 13 - Oct 14
Total with taxes and fees
St Pete/gulfport Tiny little small home
A building with a tiled roof, a door, and two windows with shutters. There are two white chairs outside.

11. 🐾 1 BR Beach Cottage | Pet Friendly I Unit 8

🐾 1 BR Beach Cottage | Pet Friendly I Unit 8
Sunset Beach
$459 nightly
The price is $512
Oct 13 - Oct 14
Total with taxes and fees
🐾 1 BR Beach Cottage | Pet Friendly I Unit 8
A beach with sand and sparse vegetation.

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, (9 reviews)
"Beautiful stay and great location"
United States
Mark R.
$301 nightly
The price is $335
Nov 12 - Nov 13
Total with taxes and fees
The Seaside Retreat Cottages are just across the street from Indian Rocks Beach!
A row of single-story houses with red-tiled roofs, a central palm tree, and a clear blue sky.

13. 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
Oct 13 - Oct 14
Total with taxes and fees
Great for Digital Nomads! Spacious Home in Largo
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.

14. 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
$192 nightly
The price is $214
Oct 22 - Oct 23
Total with taxes and fees
Cozy Cottage in the heart of St. Pete with hot tub- Pets welcome!
A balcony with two wooden chairs and a small round table, surrounded by white railings and palm trees.

15. 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.
$289 nightly
The price is $321
Nov 1 - Nov 2
Total with taxes and fees
Sunny PaG Island rental w/bikes-just steps2beach
A waterfront patio with red seating and palm trees.

16. Pool Cottage King Suite

Pool Cottage King Suite
Clearwater
9.6 out of 10, Exceptional, (10 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
$212 nightly
The price is $236
Oct 13 - Oct 14
Total with taxes and fees
Pool Cottage King Suite
A covered patio area with a wooden pergola, a dining table with chairs, a surfboard, and a colorful rug.

17. Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!

Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!
Clearwater
10.0 out of 10, Exceptional, (174 reviews)
"Perfect location for the beach and restaurants. "
United States
Heather S.
$244 nightly
The price is $272
Oct 19 - Oct 20
Total with taxes and fees
Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!
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, (229 reviews)
"I loved and enjoyed my stay will be booking again. Thank you Mary!"
United States
Amanda
$222 nightly
The price is $247
Oct 13 - Oct 14
Total with taxes and fees
The Purple Flower - 30 Second walk to the Beach. Free parking.
Exterior

19. 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.
$279 nightly
The price is $311
Oct 31 - Nov 1
Total with taxes and fees
Peaceful cottage with AC in St. Petersburg - Close to Everything!
A yellow house with a white fence, surrounded by small plants and a large tree.

20. SOL Cottage, Best Experience in IRB, new AC, totally remodeled, free parking

SOL Cottage, Best Experience in IRB, new AC, totally remodeled, free parking
Independence Square
10.0 out of 10, Exceptional, (7 reviews)
"The perfect quaint location. Located centrally around everything. Steps from the beach. Was perfectly stocked, safe and just super cute. "
United States
Jenny S.
$363 nightly
The price is $405
Oct 13 - Oct 14
Total with taxes and fees
SOL Cottage, Best Experience in IRB, new AC, totally remodeled, free parking
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.
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Top Madeira Beach Hotel Reviews

Shoreline Island Resort - Exclusively Adult

Shoreline Island Resort - Exclusively Adult

10/10 Excellent
"Sat on our balcony all day during the rain so wonderful highly recommend"
Michelle 3-night trip
Posted 18 hours ago
Shoreline Island Resort - Exclusively Adult

Find out more about Madeira Beach

Madeira Beach Cottages information

Number of reviews
535
Accommodation
8 Cottages
Lowest Price
$194
Highest Price
$555

Frequently asked questions

How much do cottages in Madeira Beach cost?
Prices for cottages in Madeira Beach range between $194 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.

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