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

Madeira Beach Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Madeira Beach vacation rentals

A two-story hotel with a balcony on the upper floor, a stop sign, and a parking area.

1. John's Pass Hotel

John's Pass Hotel
2.0 star property
Madeira Beach
8.6 out of 10, Excellent, (460 reviews)
"I love this place and will be spending more time there."
United States
John
$98 nightly
The price is $111
Oct 22 - Oct 23
Total with taxes and fees
John's Pass Hotel
A wooden boardwalk leading to the beach with a sunset in the background.

2. Waterfront condo, steps from the beach, located in the center of Madeira Beach

Waterfront condo, steps from the beach, located in the center of Madeira Beach
Madeira Beach
9.6 out of 10, Exceptional, (29 reviews)
"Nice location, close to the beach. Apartment was clean and had everything required. Communication with the host was easy and efficient."
United States
Gene G.
$408 nightly
The price is $455
Sep 24 - Sep 25
Total with taxes and fees
Waterfront condo, steps from the beach, located in the center of Madeira Beach
A spacious living area with a large L-shaped sectional sofa, a coffee table, and a staircase leading to an upper level.

3. Beach House Steps to the Sand | Sleeps 16 | Elevator

Beach House Steps to the Sand | Sleeps 16 | Elevator
Madeira Beach
10.0 out of 10, Exceptional, (30 reviews)
"I had an amazing stay here for my bachelorette party! Great location 20 mins for st Pete beach and downtown. Helena was a great host!"
United States
Sydney L.
$1,143 nightly
The price is $1,273
Sep 28 - Sep 29
Total with taxes and fees
Beach House Steps to the Sand | Sleeps 16 | Elevator
A modern kitchen with a large island, stainless steel appliances, and a view of the ocean.

4. Luxury Beachhouse W/ Direct Ocean Views Sleeps 12

Luxury Beachhouse W/ Direct Ocean Views Sleeps 12
Madeira Beach
10.0 out of 10, Exceptional, (25 reviews)
"Really enjoyed staying there! Would book it again ! "
United States
SUSAN
$996 nightly
The price is $1,111
Sep 23 - Sep 24
Total with taxes and fees
Luxury Beachhouse W/ Direct Ocean Views Sleeps 12
A beach with a clear sky, a sandy shore, and a few people.

5. 🌟 Las Brisas #504 — Modernized 3BR Gulf Front Condo with Balcony & Sleeps 12

🌟 Las Brisas #504 — Modernized 3BR Gulf Front Condo with Balcony & Sleeps 12
Madeira Beach
9.6 out of 10, Exceptional, (26 reviews)
"The location was great, the check in was easy and the place was very spacious and neat."
United States
Jose R. S.
$474 nightly
The price is $530
Oct 18 - Oct 19
Total with taxes and fees
🌟 Las Brisas #504 — Modernized 3BR Gulf Front Condo with Balcony & Sleeps 12
A coastal area with a parking lot, buildings, and a beach in the background.

6. Margaritaville Across The Street From Beach Access

Margaritaville Across The Street From Beach Access
Madeira Beach
10.0 out of 10, Exceptional, (40 reviews)
"Great little spot and quick walk to the beach!"
United States
Lia D.
$207 nightly
The price is $221
Sep 27 - Sep 28
Total with taxes and fees
Margaritaville Across The Street From Beach Access
An outdoor swimming pool with a sunset view, surrounded by palm trees and a wooden deck.

7. Beach Front House Private HEATED Pool 1940 Retro 4 Bed 2 Bath & More Gulf-Blvd

Beach Front House Private HEATED Pool 1940 Retro 4 Bed 2 Bath & More Gulf-Blvd
Madeira Beach
10.0 out of 10, Exceptional, (28 reviews)
"Great beach house! It was the perfect size for our family and having our own pool and direct beach access was icing on the cake! Bob is a great host and very responsive. Would highly recommend"
United States
Holly L.
$709 nightly
The price is $790
Oct 12 - Oct 13
Total with taxes and fees
Beach Front House Private HEATED Pool 1940 Retro 4 Bed 2 Bath & More Gulf-Blvd
A cozy living room with leather chairs, a television, and a surfboard.

8. Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Gulf-Blvd

Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Gulf-Blvd
Madeira Beach
9.8 out of 10, Exceptional, (277 reviews)
"The Bungalow has great charm, the host was very welcoming and the location was excellent! "
United States
sharon r.
$346 nightly
The price is $385
Sep 24 - Sep 25
Total with taxes and fees
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Gulf-Blvd

9. Sea Breeze 101

Sea Breeze 101
Madeira Beach
9.8 out of 10, Exceptional, (6 reviews)
"This location can’t be beat! Perfect for our trip with access to the beach being steps away, John’s Pass being a short walk and an incredible host. We had a great stay and hope to return again!"
United States
Allison
$417 nightly
The price is $465
Sep 27 - Sep 28
Total with taxes and fees
Sea Breeze 101
A room with a grey armchair, a white table with chairs, a decorative anchor, and a window with blinds.

10. Gulf Views Across The Street From Beach Access

Gulf Views Across The Street From Beach Access
Madeira Beach
9.8 out of 10, Exceptional, (15 reviews)
"Check in was smooth and room was exactly as pics represented- clean and update. Couple of solid restaurants within walking distance as well as the beach!"
United States
Paul M.
$212 nightly
The price is $225
Sep 23 - Sep 24
Total with taxes and fees
Gulf Views Across The Street From Beach Access
A wooden boardwalk leading to the ocean with a sunset in the background.

11. Make Family Memories: Beach, Pool, Hot Tub, Grill, Fire Pit. Paddle boards, & Bikes. All Updated.

Make Family Memories: Beach, Pool, Hot Tub, Grill, Fire Pit. Paddle boards, & Bikes. All Updated.
Madeira Beach
9.6 out of 10, Exceptional, (50 reviews)
"Nice quiet area walking distance to beach, shops and restaurants. "
United States
Dean H.
$410 nightly
The price is $457
Sep 23 - Sep 24
Total with taxes and fees
Make Family Memories: Beach, Pool, Hot Tub, Grill, Fire Pit. Paddle boards, & Bikes. All Updated.
A modern kitchen with a central island, stainless steel appliances, and a large window.

12. Johns Pass Fisherman's Cove & Cottage

Johns Pass Fisherman's Cove & Cottage
Madeira Beach
10.0 out of 10, Exceptional, (95 reviews)
"It was a great place to stay with a very great host!"
United States
Shawn L.
$480 nightly
The price is $535
Sep 23 - Sep 24
Total with taxes and fees
Johns Pass Fisherman's Cove & Cottage
A beach with white sand and clear blue water.

13. Duo Dwellings, Views Galore

Duo Dwellings, Views Galore
MADERIA BEACH
10.0 out of 10, Exceptional, (1 review)
"Amazing"
United States
Quotablees Q.
$1,696 nightly
The price is $1,889
Sep 23 - Sep 24
Total with taxes and fees
Duo Dwellings, Views Galore
A living room with a sofa, a dining area with a table and chairs, a kitchen with cabinets and appliances, and a bedroom with a bed.

14. MadeiraC1 Waterfront & 2-3 minutes' Walk to the Beach

MadeiraC1 Waterfront & 2-3 minutes' Walk to the Beach
Madeira Beach
9.6 out of 10, Exceptional, (28 reviews)
"Dawn's unit was fantastic! We really enjoyed the area."
United States
Lindsay G.
$243 nightly
The price is $270
Sep 23 - Sep 24
Total with taxes and fees
MadeiraC1 Waterfront & 2-3 minutes' Walk to the Beach
A patio with a wooden table and chairs, a thatched-roof structure, and a fire.

15. Entire Island Paradise Cottages – Heated Pool, Tiki Hut, Walk to Beach, 8 Units, Sleeps 30

Entire Island Paradise Cottages – Heated Pool, Tiki Hut, Walk to Beach, 8 Units, Sleeps 30
Madeira Beach
10.0 out of 10, Exceptional, (7 reviews)
"Great family resort!!"
United States
Patrick B.
$2,178 nightly
The price is $2,433
Sep 23 - Sep 24
Total with taxes and fees
Entire Island Paradise Cottages – Heated Pool, Tiki Hut, Walk to Beach, 8 Units, Sleeps 30
A beach with a clear view of the ocean, a sandy beach, and palm trees.

16. Tranquil Top Floor Condo Walking Distance to Madeira Beach

Tranquil Top Floor Condo Walking Distance to Madeira Beach
Madeira Beach
9.8 out of 10, Exceptional, (34 reviews)
"The location was great! Just steps is away from the beach and very close to restaurants, bars and stores. Would definitely recommend. "
United States
Jule M.
$227 nightly
The price is $252
Sep 24 - Sep 25
Total with taxes and fees
Tranquil Top Floor Condo Walking Distance to Madeira Beach
A balcony with a white sofa and a view of the sea and buildings.

17. Luxury Beach Home N/POOL

Luxury Beach Home N/POOL
Madeira Beach
10.0 out of 10, Exceptional, (2 reviews)
"Great location, super attentive host, and overall perfect place to stay! "
United States
Rachel K.
$685 nightly
The price is $764
Sep 27 - Sep 28
Total with taxes and fees
Luxury Beach Home N/POOL
A modern kitchen with a marble countertop, two bar stools, a TV mounted on the wall, and a window with blinds.

18. Madeira3 Waterfront & 2-3 minutes' Walktothe Beach

Madeira3 Waterfront & 2-3 minutes' Walktothe Beach
Madeira Beach
10.0 out of 10, Exceptional, (26 reviews)
"Fantastic stay. Everything was great and everyone was very nice!"
United States
Charles
$279 nightly
The price is $311
Sep 23 - Sep 24
Total with taxes and fees
Madeira3 Waterfront & 2-3 minutes' Walktothe Beach
A marina with a docked boat, a small house with a blue roof, and a grassy yard.

19. Johns Pass Studio 3 Fisherman's Cove & Cottages Studio 3

Johns Pass Studio 3 Fisherman's Cove & Cottages Studio 3
Madeira Beach
10.0 out of 10, Exceptional, (48 reviews)
"The room was clean and very nicely decorated. The bed was amazing! So peaceful and comfortable while still being near everything "
United States
Elizabeth G.
$292 nightly
The price is $325
Sep 23 - Sep 24
Total with taxes and fees
Johns Pass Studio 3 Fisherman's Cove & Cottages Studio 3
An aerial view of a coastal city with a long sandy beach, several multi-story buildings, and a clear blue ocean.

20. Madeira Luxe Retreat

Madeira Luxe Retreat
Madeira Beach
10.0 out of 10, Exceptional, (3 reviews)
"Great location to the beach, John’s Pass, Clearwater. Unit was very clean and host was very responsive every time.Would definitely stay here again."
United States
Jodie F.
$1,020 nightly
The price is $1,141
Oct 18 - Oct 19
Total with taxes and fees
Madeira Luxe Retreat
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

Cambria Hotel St Petersburg-Madeira Beach Marina

Cambria Hotel St Petersburg-Madeira Beach Marina

10/10 Excellent
"Great place to stay"
Marianela 2-night trip
Posted 1 hour ago
Cambria Hotel St Petersburg-Madeira Beach Marina

Price trends for vacation rentals in Madeira Beach

Less expensive
More expensive
Next month
May
March
$272
Month
Price
January
$318
February
$328
March
$340
April
$301
May
$248
June
$282
July
$296
August
$256
September
$259
October
$272
November
$283
December
$326
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Madeira Beach. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Madeira Beach

Everything you need to know about Madeira Beach vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Madeira Beach vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Madeira Beach vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Madeira Beach vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Madeira Beach. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Madeira Beach in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $111 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Madeira Beach rentals

At Expedia, we put the best Madeira Beach vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Madeira Beach rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Madeira Beach vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Madeira Beach. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Madeira Beach?

Yes, we offer vacation rentals near well known sights in Madeira Beach, or you can go with a secluded option if you're looking for relaxation. Visitors to Madeira Beach speak positively about the scenic seaside and seafood restaurants in this destination.

What are some of the best vacation rentals that Madeira Beach has to offer?

Gulf Strand Resort: Located near Madeira Beach, this vacation home rental is located on the beach and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop. It offers a terrace, a library, and a hot tub so you can immerse yourself in your vacation. Our travelers also rate Beach Front House Private HEATED Pool 1940 Retro 4 Bed 2 Bath & More Gulf-Blvd as a favorite home for rent in Madeira Beach.

How many vacation rentals are there in Madeira Beach?

Expedia has 44 vacation rentals for your stay in Madeira Beach.

What can I see and do in Madeira Beach?

St. Petersburg - Clearwater Beaches and Archibald Beach Park are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include John's Pass Village & Boardwalk and Hubbards Marina.

What are vacation rentals like in Madeira Beach?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Madeira Beach. Vacation rentals offer extras such as patios, hot tubs, and fire pits to help you enjoy your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for a family trip.