Madeira Beach Vacation Rentals from $92: Search Short-Term Rentals

Q: 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 Pool 1940 Retro 4 Bedroom 2 Bath & More Gulf-Blvd as a favorite home for rent in Madeira Beach.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Madeira Beach vacation rentals

1. John's Pass Hotel

Madeira Beach

Nicole

$82 nightly

Sep 9 - Sep 10

Total with taxes and fees

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

Madeira Beach

Gene G.

$395 nightly

Sep 4 - Sep 5

Total with taxes and fees

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

Madeira Beach

Max D.

$494 nightly

Sep 9 - Sep 10

Total with taxes and fees

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

Madeira Beach

Alicia R.

$429 nightly

Sep 14 - Sep 15

Total with taxes and fees

5. Living Salty Across the Street from Beach Acess

Madeira Beach

Amanda

$221 nightly

Sep 3 - Sep 4

Total with taxes and fees

6. Tranquil Top Floor Condo Walking Distance to Madeira Beach

Madeira Beach

Jule M.

$240 nightly

Sep 3 - Sep 4

Total with taxes and fees

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

Madeira Beach

Holly L.

$655 nightly

Sep 3 - Sep 4

Total with taxes and fees

8. Luxury Beachhouse W/ Direct Ocean Views Sleeps 12

Madeira Beach

SUSAN

$1,033 nightly

Sep 7 - Sep 8

Total with taxes and fees

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

Madeira Beach

Lindsay G.

$245 nightly

Sep 3 - Sep 4

Total with taxes and fees

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

Madeira Beach

Sydney L.

$1,188 nightly

Sep 3 - Sep 4

Total with taxes and fees

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

St. Petersburg

Isaac M.

$351 nightly

Sep 6 - Sep 7

Total with taxes and fees

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

Madeira Beach

Dean H.

$421 nightly

Sep 3 - Sep 4

Total with taxes and fees

13. Sea Breeze 101

Madeira Beach

Allison

$421 nightly

Sep 3 - Sep 4

Total with taxes and fees

14. Coastal Getaway Across Street From Beach Access

Madeira Beach

John M.

$178 nightly

Sep 3 - Sep 4

Total with taxes and fees

A modern kitchen with a marble countertop, two bar stools, a TV mounted on the wall, and a window with blinds.

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

Madeira Beach

Charles

$287 nightly

Sep 3 - Sep 4

Total with taxes and fees

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

Madeira Beach

Jeanne R.

$342 nightly

Sep 7 - Sep 8

Total with taxes and fees

17. Relax. Reconnect. Beach, Shops, & Restaurants nearby. Pool, Paddle boards, Private Patio, & Bikes.

Madeira Beach

gary p.

$379 nightly

Sep 3 - Sep 4

Total with taxes and fees

18. Johns Pass Fisherman's Cove & Cottage

Madeira Beach

Shawn L.

$477 nightly

Sep 3 - Sep 4

Total with taxes and fees

19. Walk to Beach & Johns Pass Village! Heated Pool ~ Private Patios ~ Free Parking & Amenities

Madeira Beach

"We had a great stay. The team was extremely responsive. We had a minor issue of people parking in our reserved spots but the team promptly sent someone to resolve the issue. Location was perfect and everything was clean. We misunderstood and thought the pool was just for the triplex but is actually shared with all the other cottages so be mindful that it won’t be just your group using it. Overall we enjoyed our stay and would book again."

Lluvia D.

$789 nightly

Sep 3 - Sep 4

Total with taxes and fees

20. Duo Dwellings, Views Galore

MADERIA BEACH

Quotablees Q.

$1,763 nightly

Sep 3 - Sep 4

Total with taxes and fees

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Top Madeira Beach Hotel Reviews

Luxury 4-Story Townhome with Heated Pool, Private Elevator, Rooftop Deck & Steps to Madeira Beach

10/10 Excellent

"Great place to stay. Well maintained property"

REMODELED, immaculately designed, BEACHFRONT condo with gorgeous water views

10/10 Excellent

"The view from the balcony was amazing and the condo had everything we needed. We appreciated the cart for loading and unloading, the laundry pod and the beach amenities. We would definitely stay here again!"

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

10/10 Excellent

"Loved this property for our girl’s trip! The bungalow was well equipped with everything you might need. Bob was very responsive to any questions that we had. The beds were comfortable, and the location was perfect! New goal unlocked: I want to visit the other unique properties that they have because their pride of ownership, and attention to details puts this VRBO in a class all by itself."

DIRECT BEACHFRONT CONDO Pool, Beautifully Renovated 2 Bedroom 4th Floor Balcony.

10/10 Excellent

"The unit has everything one might need including beach wagon, chairs , beach umbrella, towels etc. so save some packing and leave those home while the unit decor is a bit outdated, it has all the good bones and everything you need - . The view and location cannot be best as John’s pass is literally a walk across the street . The price is also very reasonable and the owner always there when needed.Definitely a great place and well worth the trip! Oh, and the condo cat Butterball is always there to welcome you (for a pet of course ! )"

Poolside Cozy Corner Condo-Steps to Maderia Beach

10/10 Excellent

"This Vrbo was great!!! Communication with the host was excellent. The checking in and then checking out couldn’t have been easier. As soon as we entered our room we noticed how clean and comfortable it was. The mattress was super comfortable, he supplied the normal items, microwave, fridge, toaster oven and coffee maker. He even had beach items for us to use, two beach chairs, umbrella, cooler and beach towels. The beach is right across Gulf Blvd with a pedestrian crossing. The pool was very nice, warm and clean. Perfect location if you’re looking to do activities at the Pass or Hubbard’s Marina about a 10 minute walk. Numerous shops, restaurants and bars in John’s Pass. Also many restaurants on Gulf Blvd. I will highly recommend The Wave Resort, we are definitely planning on staying there again."

Price trends for vacation rentals in Madeira Beach

Less expensive	More expensive	This month	Next month
May	March	$259	$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 $92 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 popular beaches 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 Pool 1940 Retro 4 Bedroom 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 46 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 great spots to enjoy nature, whereas other top attractions include John's Pass Village & Boardwalk. Other places in town to visit include Hubbards Marina and Madeira Beach.

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

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

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

5. Living Salty Across the Street from Beach Acess

6. Tranquil Top Floor Condo Walking Distance to Madeira Beach

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

8. Luxury Beachhouse W/ Direct Ocean Views Sleeps 12

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

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

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

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

13. Sea Breeze 101

14. Coastal Getaway Across Street From Beach Access

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

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

17. Relax. Reconnect. Beach, Shops, & Restaurants nearby. Pool, Paddle boards, Private Patio, & Bikes.

18. Johns Pass Fisherman's Cove & Cottage

19. Walk to Beach & Johns Pass Village! Heated Pool ~ Private Patios ~ Free Parking & Amenities

20. Duo Dwellings, Views Galore

Find vacation rentals that suit your style

Top Madeira Beach Hotel Reviews

Luxury 4-Story Townhome with Heated Pool, Private Elevator, Rooftop Deck & Steps to Madeira Beach

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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