Madeira Beach Holiday Rentals

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Our top choices for Madeira Beach holiday rentals

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, (26 reviews)
"This was the most enjoyable vacation that we have had "
United States
Steve P.
The price is NZ$442
includes taxes & fees
22 June - 23 June
MadeiraC1 Waterfront & 2-3 minutes' Walk to the Beach

Margaritaville Across The Street From Beach Access

Margaritaville Across The Street From Beach Access
Madeira Beach
10.0 out of 10, Exceptional, (36 reviews)
"Perfect. Close to beach and shopping and restaurants. Host very friendly and available to us if we needed anything. Clean and colorful."
United States
claudette
The price is NZ$386
includes taxes & fees
18 June - 19 June
Margaritaville Across The Street From Beach Access

John's Pass Hotel

John's Pass Hotel
2.0 star property
Madeira Beach
8.6 out of 10, Excellent, (362 reviews)
"Love this place one of my favorite hotels!"
United States
angela
The price is NZ$201
includes taxes & fees
29 June - 30 June
John's Pass Hotel

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, (28 reviews)
"Short walk to the beach, nice docks around the complex, plenty of restaurants and Publix within 5 min drive. "
United States
Gina K.
The price is NZ$533
includes taxes & fees
18 June - 19 June
Tranquil Top Floor Condo Walking Distance to Madeira Beach

A Private, Spacious and Updated Home Away From Home. Heated Pool. Paddleboards & Beach Gear!

A Private, Spacious and Updated Home Away From Home. Heated Pool. Paddleboards & Beach Gear!
Madeira Beach
9.4 out of 10, Exceptional, (33 reviews)
"This is our first time staying and the cottage is perfect, and so close to the beach. There are kayaks, SUP boards, and a fire pit. Management is responsive and friendly if you have any questions. We hope to be back again soon!"
United States
Steven B.
The price is NZ$864
includes taxes & fees
22 June - 23 June
A Private, Spacious and Updated Home Away From Home. Heated Pool. Paddleboards & Beach Gear!

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

B⎈AT HOUSE OASIS⚓Steps to the water⚓Walk to Beach!
Madeira Beach
10.0 out of 10, Exceptional, (15 reviews)
"What a wonderful little home away from home with a short walk to all the fun boardwalk shopping and dining and drinking! "
United States
Andy D.
The price is NZ$331
includes taxes & fees
18 June - 19 June
B⎈AT HOUSE OASIS⚓Steps to the water⚓Walk to Beach!

Sandy Shores 307 2 BR Condo on the Beach

Sandy Shores 307 2 BR Condo on the Beach
Madeira Beach
8.2 out of 10, Very good, (26 reviews)
"The location is perfect across the street from John’s pass. The pool was nice and proximity to the beach is great. Only negative is we could not check in for a few hours because the owners were still preparing the room for us "
United States
Mark S.
The price is NZ$776
includes taxes & fees
6 July - 7 July
Sandy Shores 307 2 BR Condo on the 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
9.8 out of 10, Exceptional, (266 reviews)
"Location was perfect. "
United States
Alicia R.
The price is NZ$783
includes taxes & fees
21 June - 22 June
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Gulf-Blvd

Bay & Blvd | Steps to Beach, Pool & John`s Pass

Bay & Blvd | Steps to Beach, Pool & John`s Pass
Madeira Beach
10.0 out of 10, Exceptional, (4 reviews)
"Nice place great location"
United States
Michael H.
The price is NZ$847
includes taxes & fees
16 July - 17 July
Bay & Blvd | Steps to Beach, Pool & John`s Pass

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 NZ$668
includes taxes & fees
25 June - 26 June
Ground Floor Amazingly Updated 1 Bedroom Just Steps to the Sand

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, (18 reviews)
"Host and staff were very helpful and friendly. Located right across the street from beach area. "
United States
George W.
The price is NZ$533
includes taxes & fees
19 June - 20 June
Madeira Beach1 Waterfront & 2-3 minutes' Walk to the Beach

JOHNS PASS "Studio 4" Fisherman's Cove & Cottages

JOHNS PASS "Studio 4" Fisherman's Cove & Cottages
Madeira Beach
10.0 out of 10, Exceptional, (63 reviews)
"We absolutely loved the back patio accommodations were super clean and all upscale amenities. It was close to everything we wanted to see and do, quiet, and the host was quick to answer everything."
United States
Gerald G.
The price is NZ$574
includes taxes & fees
25 June - 26 June
JOHNS PASS "Studio 4" Fisherman's Cove & Cottages

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 NZ$2,005
includes taxes & fees
23 June - 24 June
Luxury Beachhouse W/ Direct Ocean Views Sleeps 12

🌴 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.
The price is NZ$634
includes taxes & fees
18 June - 19 June
🌴 Updated1BR at Park Shore Suites | Steps to Madeira Beach | Courtyard & Grill 🌅

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

Relax. Reconnect. Beach, Shops, & Restaurants nearby. Pool, Paddle boards, Private Patio, & Bikes.
Madeira Beach
9.4 out of 10, Exceptional, (45 reviews)
"Love staying here! Close to the beach and restaurants! Any issue was addressed immediately and resolved!"
United States
Kathy M.
The price is NZ$754
includes taxes & fees
22 June - 23 June
Relax. Reconnect. Beach, Shops, & Restaurants nearby. Pool, Paddle boards, Private Patio, & Bikes.

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, (44 reviews)
"The location is great, close to shops and restaurants. Easy walk to the beach. It was very clean. "
United States
Katie T.
The price is NZ$552
includes taxes & fees
29 June - 30 June
Johns Pass Studio 3 Fisherman's Cove & Cottages Studio 3

Stunning Gulf View/Balcony - 7th Floor @Johns Pass

Stunning Gulf View/Balcony - 7th Floor @Johns Pass
Madeira Beach
9.6 out of 10, Exceptional, (14 reviews)
"Great place, great location! "
United States
John D.
The price is NZ$702
includes taxes & fees
23 June - 24 June
Stunning Gulf View/Balcony - 7th Floor @Johns Pass

Penthouse • Pool • Walk to Madeira Beach • Sunsets

Penthouse • Pool • Walk to Madeira Beach • Sunsets
Madeira Beach
9.8 out of 10, Exceptional, (7 reviews)
"Great location!"
United States
David T.
The price is NZ$690
includes taxes & fees
23 June - 24 June
Penthouse • Pool • Walk to Madeira Beach • Sunsets

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 NZ$306
includes taxes & fees
21 June - 22 June
Fishing Village Getaway⎈walk to JohnsPass Sunset

Waterfront Escape· Steps to Beach · Marina View

Waterfront Escape· Steps to Beach · Marina View
Madeira Beach
9.6 out of 10, Exceptional, (4 reviews)
"We had a great visit to Madeira Beach! Our host was wonderful to communicate with and the condo was clean, quiet, and the perfect location! "
United States
Katie Z.
The price is NZ$791
includes taxes & fees
2 July - 3 July
Waterfront Escape· Steps to Beach · Marina View
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

Find out more about Madeira Beach

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Madeira Beach holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Madeira Beach. 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 Madeira Beach. 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 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 holiday 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 Madeira Beach short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Madeira Beach?

Yes, there are holiday rentals close to the most popular sights in Madeira Beach, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Madeira Beach speak positively about the scenic seaside and seafood restaurants in this destination.

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

The Gemma by Brightwild: This holiday home rental outside Madeira Beach is located on the beach, and has an outdoor pool, a private balcony and a BBQ 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 that you can cook with friends or family. It offers a terrace, a private garden and a selection of games so that you can immerse yourself in your holiday. Our travellers also rate Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Gulf-Blvd as a favourite home for rent in Madeira Beach.

How many holiday rentals are there in Madeira Beach?

Expedia has 46 holiday 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 great spots to enjoy nature, whereas other top attractions include John's Pass Village & Boardwalk. You’ll find favourite places to visit such as Tampa Bay and Fort De Soto Park in the wider area.

What are holiday rentals like in Madeira Beach?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Madeira Beach. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for a small group gathering.