Madeira Beach Vacation Rentals from $123: Search Short-Term Rentals

Q: 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.

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Our top choices for Madeira Beach vacation rentals

A hotel room with a bed, a chair, a lamp, and a window with curtains.

1. John's Pass Hotel

Madeira Beach

Luis

$109 nightly

Dec 10 - Dec 11

Total with taxes and fees

A modern living room with a grey sofa, a coffee table, and a painting on the wall.

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

St. Petersburg

Isaac M.

$319 nightly

Nov 10 - Nov 11

Total with taxes and fees

A bedroom with a bed, a nightstand, a dresser, a painting, and a door.

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

Madeira Beach

barbara D.

$171 nightly

Nov 10 - Nov 11

Total with taxes and fees

A modern kitchen with grey cabinets, a microwave, a sink, and a coffee machine.

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

Madeira Beach

Jeanne R.

$312 nightly

Nov 10 - Nov 11

Total with taxes and fees

A modern kitchen with grey cabinets, a stainless steel refrigerator, a microwave, a coffee maker, and an oven. There is a dining table with chairs and a window with blinds.

5. Your Gulf Coast Escape in Madeira Beach

St. Petersburg

$314 nightly

Nov 10 - Nov 11

Total with taxes and fees

Two turquoise Adirondack chairs and a table on a porch with a white exterior wall and a window.

6. Coastal Getaway Across Street From Beach Access

Madeira Beach

John M.

$194 nightly

Nov 10 - Nov 11

Total with taxes and fees

A multi-story building with a white staircase leading to a covered outdoor area. A sign advertises beach rentals with a phone number.

7. 5 O'Clock Somewhere*Across Street Beach Access

Madeira Beach

Janna F.

$213 nightly

Nov 10 - Nov 11

Total with taxes and fees

A beach with a clear view of the ocean, a sandy beach, and palm trees.

8. Tranquil Top Floor Condo Walking Distance to Madeira Beach

Madeira Beach

Madisyn

A modern kitchen with white cabinetry, a stainless steel refrigerator, a microwave, and a stove. There is a wooden shelf with decorative items and a wall-mounted Wi-Fi sign.

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

Madeira Beach

Dave K.

$225 nightly

Nov 10 - Nov 11

Total with taxes and fees

A building with a covered patio area, a pool, and a waterfront view.

10. MadieraC2 Waterfront & 2-3 minutes' Walk to the Beach

Madeira Beach

Lisa K.

$239 nightly

Nov 10 - Nov 11

Total with taxes and fees

A living room with two grey armchairs, a wooden coffee table, and a TV mounted on the wall.

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

Madeira Beach

John F.

$167 nightly

Nov 10 - Nov 11

Total with taxes and fees

A modern kitchen with white cabinets, a black stove, and a microwave.

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

Madeira Beach

DRÜ Ɓ.

$182 nightly

Nov 29 - Nov 30

Total with taxes and fees

An outdoor pool area with a fire pit, lounge chairs, and string lights.

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

Madeira Beach

$213 nightly

Dec 1 - Dec 2

Total with taxes and fees

A two-story building with a balcony, a garage door, and a well-maintained lawn.

14. Oceanviews w/ Pool & Walk to John’s Pass!

Madeira Beach

$141 nightly

Nov 10 - Nov 11

Total with taxes and fees

A patio area with a wooden table and chairs, a thatched-roof structure, and a fire feature.

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

Madeira Beach

Allison H.

$357 nightly

Nov 10 - Nov 11

Total with taxes and fees

A turquoise house with a front door, two chairs, a small table, and a patterned rug.

16. 2BR Coastal Cottage | Private Patio

St. Petersburg

$253 nightly

Nov 11 - Nov 12

Total with taxes and fees

A two-story building with a prominent red and white lighthouse structure.

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

Madeira Beach

"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."

Anonymous traveler

$183 nightly

Nov 15 - Nov 16

Total with taxes and fees

18. Madeira Bay Resort II - 314

Madeira Beach

Siria

A beach view with a swimming pool, lounge chairs, and palm trees.

19. 2 Bedroom Condo With Drawbridge View

Madeira Beach

Courtney B.

$389 nightly

Nov 12 - Nov 13

Total with taxes and fees

20. Sandy Shores 307 2 BR Condo on the Beach

Madeira Beach

Katie M.

$389 nightly

Nov 10 - Nov 11

Total with taxes and fees

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Top Madeira Beach Hotel Reviews

Holiday Isles Resort

10/10 Excellent

"Great stay. no problem with anything. five stars 🌟"

Courtyard St. Petersburg Clearwater/Madeira Beach

10/10 Excellent

"Everything was wonderful… torches at night around the pool, decorations on the tables, beautiful pool and views. Everything clean. Very well maintained property. Beds comfortable. Staff friendly and helpful. Breakfast delicious with real plates and silverware. Thank you for a nice stay."

Shoreline Island Resort - Exclusively Adult

8/10 Good

"The location and staff at this resort were phenomenal! We had some technical issues with our AC on our first night and the following day, but Eric and JenAnn were so accommodating and made sure they took care of it ASAP. The suite had all the essentials and we were very comfortable after the AC was running. The fellow vacationers were so kind as well!! Many repeat visitors that have been coming for years. The location right on the beach was incredible with a balcony in every room. We also enjoyed being within walking distance of restaurants. There is a trolley that will take you as far north as Clearwater Beach and as far South as St. Pete’s. It’s only $2.50 per person per day. A great way to explore if you don’t have a vehicle."

Gulf-Side Beach House - Tiki Bar · 2-Min Walk to Beach · No Roads to Cross

10/10 Excellent

"Lovely place to stay. It’s right on the beach. There was a wagon, beach chairs, beach towels and totes to use which was very nice and convenient. The only downside was the road noise and the HVAC was a little noisy when it kicked on. Ear plugs could’ve solved that issue."

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 $123 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.

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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.

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Check prices for these dates

Our top choices for Madeira Beach vacation rentals

1. John's Pass Hotel

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

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

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

5. Your Gulf Coast Escape in Madeira Beach

6. Coastal Getaway Across Street From Beach Access

7. 5 O'Clock Somewhere*Across Street Beach Access

8. Tranquil Top Floor Condo Walking Distance to Madeira Beach

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

10. MadieraC2 Waterfront & 2-3 minutes' Walk to the Beach

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

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

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

14. Oceanviews w/ Pool & Walk to John’s Pass!

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

16. 2BR Coastal Cottage | Private Patio

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

18. Madeira Bay Resort II - 314

19. 2 Bedroom Condo With Drawbridge View

20. Sandy Shores 307 2 BR Condo on the Beach

Find vacation rentals that suit your style

Top Madeira Beach Hotel Reviews

Holiday Isles Resort

Price trends for vacation rentals in Madeira Beach

Find out more about Madeira Beach

Explore a world of travel with Expedia

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Expedia's Latest Trends

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