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

Madeira Beach Vacation Rentals

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 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, (506 reviews)
"Love the location having shops around and how easy was to check in"
United States
Luis
$111 nightly
The price is $126
Dec 15 - Dec 16
Total with taxes and fees
John's Pass Hotel
A kitchen with white cabinets, a stainless steel microwave, a black stove, and a granite countertop.

2. 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.
$245 nightly
The price is $275
Nov 15 - Nov 16
Total with taxes and fees
MadeiraC1 Waterfront & 2-3 minutes' Walk to the Beach
A beach with clear shallow water, a sandy shore, and a few people walking along the beach.

3. Sunshine getaway #2-Walk to Beach-King bed-Docks

Sunshine getaway #2-Walk to Beach-King bed-Docks
Madeira Beach
8.8 out of 10, Excellent, (24 reviews)
"Place was great, very clean, quiet, and perfect location. Bed was very comfortable. Had everything you might need. Would stay again!"
United States
barbara D.
$170 nightly
The price is $191
Nov 15 - Nov 16
Total with taxes and fees
Sunshine getaway #2-Walk to Beach-King bed-Docks
A multi-story building with a white staircase leading to a covered outdoor area. A sign advertises beach rentals with a phone number.

4. 5 O'Clock Somewhere*Across Street Beach Access

5 O'Clock Somewhere*Across Street Beach Access
Madeira Beach
10.0 out of 10, Exceptional, (25 reviews)
"Great place. Easy beach access, cozy beds, nice area. We really liked it a lot."
Germany
Janna F.
$206 nightly
The price is $219
Nov 21 - Nov 22
Total with taxes and fees
5 O'Clock Somewhere*Across Street Beach Access
A modern kitchen with grey cabinets, a stainless steel refrigerator, a coffee maker, and an oven.

5. Ground Floor Amazingly Updated 1 Bedroom Just Steps to the Sand

Ground Floor Amazingly Updated 1 Bedroom Just Steps to the Sand
St. Petersburg
10.0 out of 10, Exceptional, (3 reviews)
"The host was great with the communications before and during our stay. The location was great and was sandwiched between two beach access points."
United States
Isaac M.
$327 nightly
The price is $338
Nov 15 - Nov 16
Total with taxes and fees
Ground Floor Amazingly Updated 1 Bedroom Just Steps to the Sand
A modern kitchen with stainless steel appliances, white cabinetry, and a central island with a sink and countertop.

6. Gulf Views Across The Street From Beach Access

Gulf Views Across The Street From Beach Access
Madeira Beach
9.8 out of 10, Exceptional, (16 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.
$220 nightly
The price is $233
Nov 28 - Nov 29
Total with taxes and fees
Gulf Views Across The Street From Beach Access
A modern kitchen with grey cabinets, a microwave, a sink, and a coffee machine.

7. 🌴 Updated1BR at Park Shore Suites | Steps to Madeira Beach | Courtyard & Grill 🌅

🌴 Updated1BR at Park Shore Suites | Steps to Madeira Beach | Courtyard & Grill 🌅
Madeira Beach
10.0 out of 10, Exceptional, (2 reviews)
"Lovely place, only down side, could hear fellow renters In the next unit real easy. Close to the beach. Had everything I needed for a fabulous visit."
United States
Jeanne R.
$319 nightly
The price is $328
Nov 15 - Nov 16
Total with taxes and fees
🌴 Updated1BR at Park Shore Suites | Steps to Madeira Beach | Courtyard & Grill 🌅
A modern kitchen with white cabinets, a black stove, and a microwave.

8. Johns Pass Retreat 1~Walk to 100+ Vendors & Beach

Johns Pass Retreat 1~Walk to 100+ Vendors & Beach
Madeira Beach
8.6 out of 10, Excellent, (18 reviews)
"The location was amazing. Host was very accommodating. Everything was great, I would stay again and highly recommend. "
United States
DRÜ Ɓ.
$187 nightly
The price is $210
Nov 29 - Nov 30
Total with taxes and fees
Johns Pass Retreat 1~Walk to 100+ Vendors & Beach
A modern kitchen with grey cabinets, a stainless steel refrigerator, a microwave, an oven, and a coffee maker.

9. Your Gulf Coast Escape in Madeira Beach

Your Gulf Coast Escape in Madeira Beach
St. Petersburg
$321 nightly
The price is $331
Nov 15 - Nov 16
Total with taxes and fees
Your Gulf Coast Escape in Madeira Beach
A hotel room with a balcony, a TV, a sofa, and a coffee table.

10. Sandy Shores 405 1 BR Gulf Front Corner Condo

Sandy Shores 405 1 BR Gulf Front Corner Condo
Madeira Beach
8.8 out of 10, Excellent, (43 reviews)
"Great location. No crowds at all… perfect view!"
United States
Tina H.
$375 nightly
The price is $420
Nov 15 - Nov 16
Total with taxes and fees
Sandy Shores 405 1 BR Gulf Front Corner Condo
A beach view with a swimming pool, lounge chairs, and palm trees.

11. 2 Bedroom Condo With Drawbridge View

2 Bedroom Condo With Drawbridge View
Madeira Beach
8.4 out of 10, Very good, (35 reviews)
"Perfect location"
United States
Courtney B.
$375 nightly
The price is $420
Nov 15 - Nov 16
Total with taxes and fees
2 Bedroom Condo With Drawbridge View
A modern kitchen with white cabinetry, a stainless steel refrigerator, a built-in oven, and a microwave.

12. Johns Pass Studio # 1 Fisherman's Cove and Cottages

Johns Pass Studio # 1 Fisherman's Cove and Cottages
Madeira Beach
10.0 out of 10, Exceptional, (93 reviews)
"Would definitely stay again!"
United States
Dave K.
$232 nightly
The price is $260
Nov 16 - Nov 17
Total with taxes and fees
Johns Pass Studio # 1 Fisherman's Cove and Cottages
A beach with clear shallow water, a sandy shore, and a few people walking along the beach.

13. Blue Octopus~Walk 2 beach & Johns Pass~King Bed

Blue Octopus~Walk 2 beach & Johns Pass~King Bed
Madeira Beach
9.0 out of 10, Wonderful, (2 reviews)
"I liked the property it was clean, spacious and had everything we needed, just as advertised. It was near the attractions and walking distance to the beach. We really had a good time and enjoyed our stay. It was also in our price range. Communication was great between me and the host. Well informed about all things. I would definitely recommend this property without hesitation. Thank you to everyone."
United States
Anonymous traveler
$186 nightly
The price is $209
Nov 15 - Nov 16
Total with taxes and fees
Blue Octopus~Walk 2 beach & Johns Pass~King Bed
A beach with clear shallow water, a sandy shore, and a few people walking along the beach.

14. B⎈AT HOUSE OASIS⚓Steps to the water⚓Walk to Beach!

B⎈AT HOUSE OASIS⚓Steps to the water⚓Walk to Beach!
Madeira Beach
9.4 out of 10, Exceptional, (32 reviews)
"Absolutely wonderful stay and location."
United States
John F.
$190 nightly
The price is $213
Nov 15 - Nov 16
Total with taxes and fees
B⎈AT HOUSE OASIS⚓Steps to the water⚓Walk to Beach!
A beach with waves, sandy shore, and seaweed.

15. King Bed-Step to Madeira Beach-Heated Pool-Private

King Bed-Step to Madeira Beach-Heated Pool-Private
Madeira Beach
$237 nightly
The price is $265
Dec 6 - Dec 7
Total with taxes and fees
King Bed-Step to Madeira Beach-Heated Pool-Private
A modern kitchen with a central island, stainless steel appliances, and a view to the outside.

16. Madeira Beach1 Waterfront & 2-3 minutes' Walk to the Beach

Madeira Beach1 Waterfront & 2-3 minutes' Walk to the Beach
Madeira Beach
9.8 out of 10, Exceptional, (21 reviews)
"It was a great place to stay and we will definately return."
United States
Karen K.
$276 nightly
The price is $309
Nov 15 - Nov 16
Total with taxes and fees
Madeira Beach1 Waterfront & 2-3 minutes' Walk to the Beach
A wooden boardwalk leading to the ocean with a sunset in the background.

17. Walk to Beach & Johns Pass Village ~ Heated Community Pool ~ Bikes ~ Paddle Boards/Kayaks

Walk to Beach & Johns Pass Village ~ Heated Community Pool ~ Bikes ~ Paddle Boards/Kayaks
Madeira Beach
9.6 out of 10, Exceptional, (44 reviews)
"Nice small place with a pool and full kitchen. Very convenient to beach and dining. Very quiet."
United States
Allison H.
$367 nightly
The price is $411
Nov 16 - Nov 17
Total with taxes and fees
Walk to Beach & Johns Pass Village ~ Heated Community Pool ~ Bikes ~ Paddle Boards/Kayaks
A modern kitchen with white cabinetry, a built-in microwave, and a stainless steel refrigerator.

18. Get Away In This Well-Appointed Gulf Front Condo

Get Away In This Well-Appointed Gulf Front Condo
Madeira Beach
8.2 out of 10, Very good, (43 reviews)
"Great stay. Close to everything."
United States
Kasey C.
$400 nightly
The price is $448
Nov 24 - Nov 25
Total with taxes and fees
Get Away In This Well-Appointed Gulf Front Condo
A modern living room with a glass coffee table, two sofas, a wooden cabinet, and a dining area with a chair.

19. 2BR Coastal Cottage | Private Patio

2BR Coastal Cottage | Private Patio
St. Petersburg
$254 nightly
The price is $286
Nov 17 - Nov 18
Total with taxes and fees
2BR Coastal Cottage | Private Patio
A sandy beach with a wooden bench and a path leading to the water.

20. 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, (283 reviews)
"Great location, unique house with lots of character. The host was great and responsive."
United States
Marcy C.
$348 nightly
The price is $387
Nov 16 - Nov 17
Total with taxes and fees
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Gulf-Blvd
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

John's Pass Hotel

John's Pass Hotel

8/10 Good
"Clean room, great location"
Michael 2-night trip
Posted 2 days ago
John's Pass Hotel

Price trends for vacation rentals in Madeira Beach

Less expensive
More expensive
This month
Next month
May
March
$283
$326
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 $126 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: You might like this vacation home rental near Madeira Beach. It 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 43 vacation rentals for your stay in Madeira Beach.

What can I see and do in Madeira Beach?

St. Petersburg - Clearwater Beaches and Madeira Beach 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.