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Madeira Beach Holiday Rentals

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Our top choices for Madeira Beach holiday rentals

John's Pass Hotel

John's Pass Hotel
2.0 star property
Madeira Beach
8.6 out of 10, Excellent, (275)
"Wonderful location "
United States
Michael
John's Pass Hotel

Shoreline Island Resort - Exclusively Adult

Shoreline Island Resort - Exclusively Adult
3.0 star property
Madeira Beach
9.2 out of 10, Wonderful, (1434)
"We loved this place! Great staff, clean room & supplied us with anything we needed including towels fro the pool. "
United States
Mark
Shoreline Island Resort - Exclusively Adult

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

MadeiraC1 Waterfront & 2-3 minutes' Walk to the Beach
Madeira Beach
9.4 out of 10, Exceptional, (19)
"Second time staying here always clean and quiet"
United States
K M.
The price is NZ$471
includes taxes & fees
18 Dec - 19 Dec
MadeiraC1 Waterfront & 2-3 minutes' Walk to the Beach

Sandy Shores 410 Remodeled 2 BR

Sandy Shores 410 Remodeled 2 BR
Madeira Beach
7.8 out of 10, Good, (34)
"Great location"
United States
jason w.
The price is NZ$703
includes taxes & fees
18 Dec - 19 Dec
Sandy Shores 410 Remodeled 2 BR

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)
"The host was great."
United States
Nola W.
The price is NZ$580
includes taxes & fees
20 Dec - 21 Dec
Lovely Water View Condo, Top Floor, Steps to Beach

Queen Bed-Step 2 Madeira Beach-Heated Pool-Private

Queen Bed-Step 2 Madeira Beach-Heated Pool-Private
2.0 star property
Madeira Beach
The price is NZ$407
includes taxes & fees
18 Dec - 19 Dec
Queen Bed-Step 2 Madeira Beach-Heated Pool-Private

Gulf of Mexico Beach Retreat | Madeira/John`s Pass

Gulf of Mexico Beach Retreat | Madeira/John`s Pass
Madeira Beach
9.6 out of 10, Exceptional, (4)
"Amazing location, very recommendable!"
United States
Guido R.
The price is NZ$587
includes taxes & fees
18 Dec - 19 Dec
Gulf of Mexico Beach Retreat | Madeira/John`s Pass

Coastal Retreat in Madeira Beach/Johns Pass

Coastal Retreat in Madeira Beach/Johns Pass
Madeira Beach
10.0 out of 10, Exceptional, (2)
"The place was great and easy walking distance to restaurants and the beach. Would stay here again. "
United States
Suzanne J.
The price is NZ$617
includes taxes & fees
20 Dec - 21 Dec
Coastal Retreat in Madeira Beach/Johns Pass

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, (19)
"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.
The price is NZ$482
includes taxes & fees
21 Dec - 22 Dec
Tranquil Top Floor Condo Walking Distance to Madeira Beach

Ideal Madeira Beach Retreat~ Family Friends &Fido!

Ideal Madeira Beach Retreat~ Family Friends &Fido!
Madeira Beach
10.0 out of 10, Exceptional, (4)
"Nice place great location"
United States
Michael H.
The price is NZ$576
includes taxes & fees
18 Dec - 19 Dec
Ideal Madeira Beach Retreat~ Family Friends &Fido!

Live it Up @Madeira Bay Beach Pool & Marina View

Live it Up @Madeira Bay Beach Pool & Marina View
Madeira Beach
10.0 out of 10, Exceptional, (3)
"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$587
includes taxes & fees
18 Dec - 19 Dec
Live it Up @Madeira Bay Beach Pool & Marina View

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

Stunning Gulf View/Balcony - 7th Floor @Johns Pass
Madeira Beach
10.0 out of 10, Exceptional, (8)
"This was great location . stunning views"
United States
Heather Marie W.
The price is NZ$602
includes taxes & fees
18 Dec - 19 Dec
Stunning Gulf View/Balcony - 7th Floor @Johns Pass

Gulf View and Activities? Stylish Madeira Beach Condo

Gulf View and Activities? Stylish Madeira Beach Condo
Madeira Beach
10.0 out of 10, Exceptional, (3)
"GREAT LOCATION FOR ALL ATTRACTIONS AT JOHNS PASS! "
United States
joseph c.
The price is NZ$610
includes taxes & fees
11 Jan - 12 Jan 2026
Gulf View and Activities? Stylish Madeira Beach Condo

Amazing Beach Front w/ Gulf & Ocean Views~Las Brisas 506

Amazing Beach Front w/ Gulf & Ocean Views~Las Brisas 506
Madeira Beach
10.0 out of 10, Exceptional, (103)
"Great location, condo was very spacious, amazing views from balcony "
United States
Lisa L.
Amazing Beach Front w/ Gulf & Ocean Views~Las Brisas 506

2 Bedroom Condo With Drawbridge View

2 Bedroom Condo With Drawbridge View
Madeira Beach
7.8 out of 10, Good, (24)
"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 NZ$703
includes taxes & fees
18 Dec - 19 Dec
2 Bedroom Condo With Drawbridge View

Sea Breeze 101 Beach Bliss

Sea Breeze 101 Beach Bliss
2.0 star property
Madeira Beach
The price is NZ$896
includes taxes & fees
18 Dec - 19 Dec
Sea Breeze 101 Beach Bliss

Penthouse Water View, Steps to Sandy Beach

Penthouse Water View, Steps to Sandy Beach
Madeira Beach
9.8 out of 10, Exceptional, (7)
"Great location!"
United States
David T.
The price is NZ$646
includes taxes & fees
11 Jan - 12 Jan 2026
Penthouse Water View, Steps to Sandy Beach

Fishing Village Getaway⎈walk to JohnsPass Sunset

Fishing Village Getaway⎈walk to JohnsPass Sunset
Madeira Beach
9.4 out of 10, Exceptional, (3)
"This was exactly what we needed for our short stay visiting John’s Pass. Thank you for allowing us the opportunity to stay here."
United States
Anthony S.
The price is NZ$328
includes taxes & fees
18 Dec - 19 Dec
Fishing Village Getaway⎈walk to JohnsPass Sunset

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, (3)
"It was great! I wish we could've stayed a lot longer! Can't wait to come back!"
United States
Jennifer H.
The price is NZ$667
includes taxes & fees
31 Dec - 1 Jan 2026
B⎈AT HOUSE OASIS⚓Steps to the water⚓Walk to Beach!

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

Johns Pass Retreat 1~Walk to 100+ Vendors & Beach
Madeira Beach
10.0 out of 10, Exceptional, (1)
"Great place well Maintained. Lost of space to relax and walk to tourist central or the beaches."
United States
ken h.
The price is NZ$357
includes taxes & fees
22 Dec - 23 Dec
Johns Pass Retreat 1~Walk to 100+ Vendors & Beach
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

Everything you need to know about Madeira Beach holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Madeira Beach holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Madeira Beach holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Madeira Beach holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Madeira Beach holiday rentals we have selected for you start as low as NZ$693 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Madeira Beach rentals

At Expedia, we put the best Madeira Beach holiday 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 holiday.

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. 

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 of 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 Johns Pass as a favourite home for rent in Madeira Beach.

How many holiday rentals are there in Madeira Beach?

Expedia has 50 holiday rentals for your stay in Madeira Beach.

What can I see and do in Madeira Beach?

St. Petersburg - Clearwater Beaches and Belleair 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 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.