Madeira Beach Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

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

1940 Retro 4 Bedroom 2 Bath Beach Front Bungalow w/Private Pool & More Gulf-Blvd

1940 Retro 4 Bedroom 2 Bath Beach Front Bungalow w/Private Pool & More Gulf-Blvd
Madeira Beach
10.0 out of 10, Exceptional, (8 reviews)
The price is CA $550
CA $1,124 total
includes taxes & fees
May 5 - May 6
1940 Retro 4 Bedroom 2 Bath Beach Front Bungalow w/Private Pool & More Gulf-Blvd

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
The price is CA $439
CA $1,673 total
includes taxes & fees
May 3 - May 4
Luxury Beachhouse W/ Direct Ocean Views Sleeps 12

Living Salty Across the Street from Beach Acess

Living Salty Across the Street from Beach Acess
Madeira Beach
9.8 out of 10, Exceptional, (11 reviews)
"The place was very good—clean and well-located—but the owner's welcome was hostile and aggressive, simply because we hadn't yet paid the pet fee. She insisted that we pay in cash, but we only had a card; I had to tell her, "Calm down—we came to enjoy ourselves, not to look for trouble." In the end, she accepted payment via debit card."
United States
ADRIANA
Living Salty Across the Street from Beach Acess

Sandy Shores 107 Side Unit on the Beach

Sandy Shores 107 Side Unit on the Beach
Madeira
8.0 out of 10, Very good, (52 reviews)
"Great location. Pool and beach were perfect. The condo was comfortable and had everything we needed. Would stay again."
United States
Gary T.
The price is CA $163
CA $607 total
includes taxes & fees
May 13 - May 14
Sandy Shores 107 Side Unit on the Beach

COZY CORNER BEACH CONDO RETREAT

COZY CORNER BEACH CONDO RETREAT
Madeira Beach
9.8 out of 10, Exceptional, (39 reviews)
"Check in was easy. Loved the location, across the street from a beautiful beach. Will definitely stay here again."
United States
Robert C.
The price is CA $136
CA $211 total
includes taxes & fees
May 5 - May 6
COZY CORNER BEACH CONDO RETREAT

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, (42 reviews)
"Perfect location easy accessibility and just the perfect place for total relaxation."
United States
Michelle A.
The price is CA $265
CA $438 total
includes taxes & fees
May 12 - May 13
Johns Pass Studio 3 Fisherman's Cove & Cottages Studio 3

Sunsets Madeira Beach/ 4BR Ocean View House w/Balcony & Elevator

Sunsets Madeira Beach/ 4BR Ocean View House w/Balcony & Elevator
Madeira Beach
10.0 out of 10, Exceptional, (30 reviews)
"We had a great stay! The home was exactly as picture, clean, comfortable, and well maintained. Communication with the host was excellent and very easy from start to finish, which made everything seamless. We truly enjoyed our time here and would definitely stay again."
United States
Charlene D.
The price is CA $542
CA $1,920 total
includes taxes & fees
May 3 - May 4
Sunsets Madeira Beach/ 4BR Ocean View House w/Balcony & Elevator

Johns Pass Retreat! Water View! 5min Walk to Beach

Johns Pass Retreat! Water View! 5min Walk to Beach
Madeira Beach
10.0 out of 10, Exceptional, (1 review)
"Awesome location in John’s Pass! Cute apartment with comfortable beds and nice walk-out deck. It was so convenient to walk to all the restaurants, shops, and coffee. Would come back again. "
United States
Lisa S.
The price is CA $156
CA $428 total
includes taxes & fees
May 13 - May 14
Johns Pass Retreat! Water View! 5min Walk to Beach

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, (22 reviews)
"Really enjoyed our stay. Loved the central location. Easy access to the beach, dining, entertainment, and driving around. The condo was nicely redone and a quiet area. We would definitely stay here again."
United States
Crystal S.
Tranquil Top Floor Condo Walking Distance to Madeira Beach

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
9.6 out of 10, Exceptional, (258 reviews)
"This charming bungalow was perfect for a weekend getaway with friends. Fantastic beach access and easy walking distance to the strand of local shops and restaurants. Would stay again!"
United States
Lanie C.
The price is CA $275
CA $668 total
includes taxes & fees
May 13 - May 14
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Gulf-Blvd

Madeira3 Waterfront & 2-3 minutes' Walktothe Beach

Madeira3 Waterfront & 2-3 minutes' Walktothe Beach
Madeira Beach
9.8 out of 10, Exceptional, (19 reviews)
"Very lovely place...clean and well stocked. Beach access was amazingly close. Sipping morning coffee beside the private docks was just wonderful. I will admit that parking was pretty tight, but it worked out. Plenty of eateries close by. There was even an osprey that we saw every day as well as a manatee that visited. "
United States
Kimberly B.
The price is CA $170
CA $457 total
includes taxes & fees
May 3 - May 4
Madeira3 Waterfront & 2-3 minutes' Walktothe Beach

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.
The price is CA $148
CA $540 total
includes taxes & fees
May 5 - May 6
Ground Floor Amazingly Updated 1 Bedroom Just Steps to the Sand

Fishing Village Getaway⎈walk to JohnsPass Sunset

Fishing Village Getaway⎈walk to JohnsPass Sunset
Madeira Beach
8.8 out of 10, Excellent, (5 reviews)
"It was a nice place "
United States
Brandon N.
The price is CA $191
CA $335 total
includes taxes & fees
May 24 - May 25
Fishing Village Getaway⎈walk to JohnsPass Sunset

Sea Breeze 101 Beach Bliss

Sea Breeze 101 Beach Bliss
Madeira Beach
10.0 out of 10, Exceptional, (1 review)
"Condo is wonderful for entertaining. Plenty of sleeping and seating arrangements. Dual refrigerators and dishwashers. It was clean and comfortable. We enjoyed our stay and highly recommend for a beach getaway. "
United States
Michelle M.
The price is CA $136
CA $513 total
includes taxes & fees
May 7 - May 8
Sea Breeze 101 Beach Bliss

2 Bedroom Condo With Drawbridge View

2 Bedroom Condo With Drawbridge View
Madeira Beach
7.8 out of 10, Good, (25 reviews)
"We loved staying at this condo, it was perfect for everything we needed and it was super comfortable! Very easy walk to beach, restaurants, shops, everything. We’d love to stay here again in the future, thank you for having us! "
United States
Amber N.
The price is CA $204
CA $666 total
includes taxes & fees
May 5 - May 6
2 Bedroom Condo With Drawbridge View

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, (23 reviews)
"Clean/Attentive Host/Great Location"
United States
Stephanie L.
The price is CA $121
CA $362 total
includes taxes & fees
May 5 - May 6
MadeiraC1 Waterfront & 2-3 minutes' Walk to the Beach

Coastal Retreat in Madeira Beach/Johns Pass

Coastal Retreat in Madeira Beach/Johns Pass
Madeira Beach
10.0 out of 10, Exceptional, (2 reviews)
"The place was great and easy walking distance to restaurants and the beach. Would stay here again. "
United States
Suzanne J.
The price is CA $176
CA $506 total
includes taxes & fees
May 4 - May 5
Coastal Retreat in Madeira Beach/Johns Pass

Lovely Water View Condo | Top Floor | Steps to Beach

Lovely Water View Condo | Top Floor | Steps to Beach
Madeira Beach
10.0 out of 10, Exceptional, (3 reviews)
"The host was great."
United States
Nola W.
The price is CA $225
CA $566 total
includes taxes & fees
May 18 - May 19
Lovely Water View Condo | Top Floor | Steps to Beach

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, (20 reviews)
"Great location, easy parking, and womderful host. We very mich enjoyed our stay and will be back! "
United States
Amie B.
The price is CA $191
CA $605 total
includes taxes & fees
May 3 - May 4
Waterfront condo, steps from the beach, located in the center of Madeira Beach

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)
"Great location. They have coolers and beach wagons for your use. Very nice place to say. "
United States
Darin
The price is CA $220
CA $408 total
includes taxes & fees
May 26 - May 27
Gulf Views Across The Street From Beach Access
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Madeira Beach Hotel Reviews

Find out more about Madeira Beach

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Madeira Beach. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

The Gemma by Brightwild: Located near Madeira Beach, this vacation home rental is located on the beach and has an outdoor pool, a private balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a full-sized fridge, a dishwasher, and a stovetop, so you can cook with friends or family. It offers a terrace, a private yard, and a selection of games so you can immerse yourself in your vacation. Our travelers also rate Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Gulf-Blvd as a favorite home for rent in Madeira Beach.

How many vacation rentals are there in Madeira Beach?

Expedia has 51 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.