Holiday Rentals in Madeira Beach

Start date: Check-in selected.
To Date
End date: Check-out
  • 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

Holiday Rentals in Madeira Beach

John's Pass Hotel

2.0 star property
Madeira Beach
8.4 out of 10, Very good, (259)
"Wonderful location "
United States
Michael
John's Pass Hotel

Shoreline Island Resort - Exclusively Adult

3.0 star property
Madeira Beach
9.2 out of 10, Wonderful, (1414)
"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

Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass

Madeira Beach
9.6 out of 10, Exceptional, (244)
"Description perfectLocation amazing "
United States
Jason B.
The price is €405
includes taxes & fees
17 Nov - 18 Nov
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass

Oceanview Gem | Prime Spot + Amenities

Madeira Beach
9.8 out of 10, Exceptional, (82)
"Great view of the ocean"
United States
Momstyles 1.
Oceanview Gem | Prime Spot + Amenities

REMODELED, immaculately designed, BEACHFRONT condo with gorgeous water views

Madeira Beach
10.0 out of 10, Exceptional, (162)
"Really enjoyed our stay the condo was clean. Everyone was friendly wonderful location, beautiful beach."
United States
Jessica G.
REMODELED, immaculately designed, BEACHFRONT condo with gorgeous water views

BEST BEACH DEALS! Ocean Front Gem! 75ft To Water 55"TV Heated Pool WiFi

Madeira Beach
8.6 out of 10, Excellent, (60)
"Had everything we needed."
United States
Ann W.
BEST BEACH DEALS! Ocean Front Gem! 75ft To Water 55"TV Heated Pool WiFi

Las Brisas 3/2 Gulf Front Condo 1 parking spot, in unit laundry, large balcony.

Madeira Beach
9.8 out of 10, Exceptional, (173)
"This condo is well situated and it's stocked with everything you might need for your stay! No need to bring beach chairs, umbrellas, etc. it's there for you. The host was in constant contact with us. We had a great time and will rent this unit again if available for our next trip to Madeira Beach!"
United States
Asuncion A.
Las Brisas 3/2 Gulf Front Condo 1 parking spot, in unit laundry, large balcony.

Exclusive PENTHOUSE Footsteps from Madeira Beach! 3BR/3BA with a Heated Pool!

Madeira Beach
10.0 out of 10, Exceptional, (42)
"Everything about this location and owner was great and we will definitely return. Easy walk to beach and things to do around the area!"
United States
Holly V.
Exclusive PENTHOUSE Footsteps from Madeira Beach! 3BR/3BA with a Heated Pool!

Coastal Retreat Near John’s Pass Village

Madeira Beach
10.0 out of 10, Exceptional, (102)
"Overall this was a great house, 3 bed / 3 full bath, room for 3 couples. Location was fantastic, quick walk to the beach or down to Johns pass, and shopping. The only gacha none of us caught, is that the 3rd Full bath only has access from the outside, with no air. "
United States
Julie B.
Coastal Retreat Near John’s Pass Village

Las Brisas 202 Huge Balcony|Beautifully updated in 2021|BeachFront|3 Bedrooms

Madeira Beach
8.8 out of 10, Excellent, (118)
"Location, location, location! This place is situated perfectly on Maderia Beach. It’s within walking distance of several great eateries, mini golf, etc. It’s also on the trolley line that runs between St. Pete Beach and Clearwater. The sand is perfect with nice chaise loungers available for rent."
United States
Scott F.
Las Brisas 202 Huge Balcony|Beautifully updated in 2021|BeachFront|3 Bedrooms

Fantastic Beachfront Resort. Extra Roomy and Comfortable.

Madeira Beach
9.0 out of 10, Wonderful, (153)
"Enjoyed our stay…"
United States
Steve R.
Fantastic Beachfront Resort. Extra Roomy and Comfortable.

PENTHOUSE BEACHFRONT, SLEEP 4, <br> 2 MIN to TOWN. FREE LOUNGERS, BBQ, WiFi

Madeira Beach
9.0 out of 10, Wonderful, (40)
"Penthouse upstairs was nice, not perfect but nice and clean. A little dated furniture and minor scratches here and there but a good little spot on the beach. Ocean view from small deck, beach was 39 yards maybe. Nice little beach bar within walking distance then Uber rides to John’s pass were around 10. Beach was not busy at all. Wife and I could sit and listen to music and not bother anybody around us. Nice break compared to the big hotels with hundreds of people around. Would definitely stay...
United States
Kristopher N.
PENTHOUSE BEACHFRONT, SLEEP 4, <br> 2 MIN to TOWN. FREE LOUNGERS, BBQ, WiFi

Madeira Del Mar 305 - Stunning Luxury Condo, Steps From The Beach

Madeira Beach
9.8 out of 10, Exceptional, (43)
"Great stay, plenty of space for a family of 5. "
United States
Lisa M.
Madeira Del Mar 305 - Stunning Luxury Condo, Steps From The Beach

GUESTS RAVE: "The View!" Gulf Beachfront - 30ft Balcony - 9th Floor Corner Unit!

Madeira Beach
10.0 out of 10, Exceptional, (30)
"Beautiful well-maintained condo that is right on the beach and a wonderful outdoor pool. Highly recommend! Communication was amazing with the host."
United States
diana s.
GUESTS RAVE: "The View!" Gulf Beachfront - 30ft Balcony - 9th Floor Corner Unit!

Sandy Shores 508 Top Floor 2 BR

Madeira Beach
7.6 out of 10, Good, (30)
"Very nice location"
United States
Natalie N.
The price is €369
includes taxes & fees
12 Nov - 13 Nov
Sandy Shores 508 Top Floor 2 BR

⭐NEW Townhome🌊Steps to Beach🍹Roof Top Deck🐬Heated Pool🌴Seahaven at Azul

Madeira Beach
9.6 out of 10, Exceptional, (4)
"Great location, brqnd new property with all attractions and beach restaurants nearby. "
United States
John D.
⭐NEW Townhome🌊Steps to Beach🍹Roof Top Deck🐬Heated Pool🌴Seahaven at Azul

Johns Pass "Studio 2" Fisherman's Cove and Cottages

Madeira Beach
10.0 out of 10, Exceptional, (84)
"We really enjoyed our time at this property. Great location and the accommodations were just what we were looking for. Next time we're in town we'll try and stay here again!"
United States
Trenton W.
Johns Pass "Studio 2" Fisherman's Cove and Cottages

2 BR 2 Bath Sandy Shores Condos Right Across the street from JohnsPass Village

Madeira Beach
9.2 out of 10, Wonderful, (236)
"10 out of 10. Would definitely stay again."
United States
James
2 BR 2 Bath Sandy Shores Condos Right Across the street from JohnsPass Village

Madeira Bay 1502- Bayside with Stunning Gulf Views!

Madeira Beach
10.0 out of 10, Exceptional, (27)
"You really can't beat the sunset views from the balcony. Perfect location - so close to everything!"
United States
Kimberly S.
Madeira Bay 1502- Bayside with Stunning Gulf Views!

Gulf Front Sunsets From the Balcony of This 3 BD/2 BA condo!

Madeira Beach
10.0 out of 10, Exceptional, (106)
"Perfect stay! The condo was spacious, very clean and updated! Had everything you will need and then some! The owner was responsive of all questions and assured us of her availability if needed during our stay! Great area and pool....not over crowded pool or beach area! Thank you for such a great vaca!!"
United States
Teresa S.
Gulf Front Sunsets From the Balcony of This 3 BD/2 BA condo!
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

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, apart-hotels, 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 €369 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 128 holiday 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 Belleair Beach.

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.