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Our top choices for Madeira Beach cottages

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 27 - Sep 28
Total with taxes and fees
Cozy St Pete Home ~ 2 Mi to Madeira Beach!

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 $304
Sep 21 - Sep 22
Total with taxes and fees
An oasis ACROSS THE STREET FROM THE BEACH :)

3. 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.
$285 nightly
The price is $318
Sep 21 - Sep 22
Total with taxes and fees
Sunset Cottages Suite 1

4. 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.
$331 nightly
The price is $369
Sep 21 - Sep 22
Total with taxes and fees
St Pete/gulfport Tiny little small home

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

Amelia- 2BR Beach Villa with King Bed and Bikes
Largo
$212 nightly
The price is $237
Oct 5 - Oct 6
Total with taxes and fees
Amelia- 2BR Beach Villa with King Bed and Bikes

6. 🐾 1 BR Beach Cottage | Pet Friendly I Unit 8

🐾 1 BR Beach Cottage | Pet Friendly I Unit 8
Sunset Beach
$479 nightly
The price is $533
Sep 21 - Sep 22
Total with taxes and fees
🐾 1 BR Beach Cottage | Pet Friendly I Unit 8

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

Blushing Flamingo- Pool + Putting, Walk to Beach
Indian Rocks Beach
10.0 out of 10, Exceptional, (1 review)
"We were happy with rental. Everything was clean. The unit was very well stocked with everything. A lot of beach gear. LocaPlenty of parking "
United States
Wayne F.
$255 nightly
The price is $285
Sep 23 - Sep 24
Total with taxes and fees
Blushing Flamingo- Pool + Putting, Walk to Beach

8. 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
$187 nightly
The price is $208
Sep 22 - Sep 23
Total with taxes and fees
Cozy Cottage in the heart of St. Pete with hot tub- Pets welcome!

9. 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 cottages were nice, quaint and cute. The whole property was great."
United States
Bobbie jo S.
$289 nightly
The price is $321
Sep 21 - Sep 22
Total with taxes and fees
The Seaside Retreat Cottages are just across the street from Indian Rocks Beach!

10. Pass-a-Grille Beach Getaway| Walkable| Bikes +Gear

Pass-a-Grille Beach Getaway| Walkable| Bikes +Gear
Pass-a-Grille
9.8 out of 10, Exceptional, (31 reviews)
"Such a great place to stay at a beautiful location! Will be back for sure!"
United States
Erin W.
$271 nightly
The price is $302
Sep 22 - Sep 23
Total with taxes and fees
Pass-a-Grille Beach Getaway| Walkable| Bikes +Gear

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 21 - Sep 22
Total with taxes and fees
Great for Digital Nomads! Spacious Home in Largo

12. Steps 2 Beach- Cottage w/king bd +2bikes +parking

Steps 2 Beach- Cottage w/king bd +2bikes +parking
Pass-a-Grille
9.6 out of 10, Exceptional, (52 reviews)
"Clean, quiet and an easy walk to the beach."
United States
Marion W.
$325 nightly
The price is $362
Sep 21 - Sep 22
Total with taxes and fees
Steps 2 Beach- Cottage w/king bd +2bikes +parking

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

Sunny PaG Island rental w/bikes-just steps2beach
Pass-a-Grille
9.2 out of 10, Wonderful, (27 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.
$264 nightly
The price is $294
Sep 27 - Sep 28
Total with taxes and fees
Sunny PaG Island rental w/bikes-just steps2beach

14. 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
$174 nightly
The price is $194
Sep 21 - Sep 22
Total with taxes and fees
Key West Style Cottage - with pool/hot-tub

15. Modern 3 Bedroom Retreat With Pool & Fire Pit

Modern 3 Bedroom Retreat With Pool & Fire Pit
3.0 star property
Walsingham
$2,602 nightly
The price is $2,941
Sep 27 - Sep 28
Total with taxes and fees
Modern 3 Bedroom Retreat With Pool & Fire Pit

16. Downtown Cottage | Walk Everywhere, Park once

Downtown Cottage | Walk Everywhere, Park once
Historic Old Northeast
10.0 out of 10, Exceptional, (11 reviews)
"Lovely accommodation close to everything. So many lovely restaurants and sights right you doorstep while sating in a darling cottage in a very quaint neighborhood. And just a short drive to lovely beaches. Highly recommend."
United States
Jennifer C.
$291 nightly
The price is $325
Sep 23 - Sep 24
Total with taxes and fees
Downtown Cottage | Walk Everywhere, Park once

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
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.
$289 nightly
The price is $321
Sep 21 - Sep 22
Total with taxes and fees
The Seaside Retreat Cottages are just across the street from Indian Rocks Beach!

18. 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.
$289 nightly
The price is $321
Sep 21 - Sep 22
Total with taxes and fees
The Seaside Retreat Cottages are just across the street from Indian Rocks Beach!

19. Downtown Dunedin Cozy 1 bedroom Cottage

Downtown Dunedin Cozy 1 bedroom Cottage
Downtown Dunedin
10.0 out of 10, Exceptional, (44 reviews)
"The cottage has everything we needed. The location was great! We could walk everywhere for shops and restaurants which were very dog friendly. We loved the Pinellas trail. "
United States
carol l.
$346 nightly
The price is $381
Sep 21 - Sep 22
Total with taxes and fees
Downtown Dunedin Cozy 1 bedroom Cottage

20. 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.
$227 nightly
The price is $254
Sep 26 - Sep 27
Total with taxes and fees
Adorable Villa 1 min to Downtown Dunedin
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

Find out more about Madeira Beach

Madeira Beach Cottages information

Number of reviews
186
Accommodation
8 Cottages
Lowest Price
$194
Highest Price
$2,941

Frequently asked questions

How much do cottages in Madeira Beach cost?
Prices for cottages in Madeira Beach range between $194 and $2,941 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 9.9.
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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