Madeira Beach Holiday Rentals

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Holiday Rentals in Madeira Beach

Coffee/tea maker
John's Pass Hotel
2.5 star property
8.2 out of 10, Very good, (76)
"Terrible communication upon hotels check-in process but once at unit it turned out to be a great! Spacious, clean, and loved the location. "
The price is NZ$298
per night
27 May - 28 May
John's Pass Hotel
View from room
Shoreline Island Resort - Exclusively Adult
3.0 star property
9.2 out of 10, Wonderful, (1320)
"Nice quiet resort, with a nice pool and beautiful beach. Resort had a family run feel, that was nice compared to staying at a major chain hotel. "
Shoreline Island Resort - Exclusively Adult
On the beach
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass
9.6 out of 10, Exceptional, (194)
"Clean with everything you need to make your stay seamless. No frill, classy cozy place! Checking was without issues as was checking out. Bob was super responsive. Easy access to the beach - time of the year was great for our stay. Would definitely stay again in the future."
The price is NZ$749
per night
4 Jun - 5 Jun
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass
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Beach nearby, sun-loungers, beach towels
Centrally-located Beach House with direct access to a secluded beach!
10.0 out of 10, Exceptional, (66)
"For the past 4 years my college girlfriends and I have visited the Gulf Coast and this was one of the best stocked and homes we have stayed in. Location and amenities we all fantastic."
Centrally-located Beach House with direct access to a secluded beach!
Beach/ocean view
Comfortable Two Bedroom Cottage Steps To The Beach
9.6 out of 10, Exceptional, (142)
"Cute small 2 bedroom house, perfect for families. Without short walking distance to public beach. Very communicative hosts. Would stay here again."
Comfortable Two Bedroom Cottage Steps To The Beach
Beach
COZY CORNER BEACH CONDO RETREAT
9.8 out of 10, Exceptional, (37)
"Close to beach for sunset walks, thanks for the beach chairs in the closet. Easy to get to Johns Pass for restaurants, bars and ice cream. Small space but worked for our needs"
COZY CORNER BEACH CONDO RETREAT
Property grounds
#304 Sea Breeze Welcoming Condo., Steps to White Sandy Beach and Gulf
9.6 out of 10, Exceptional, (184)
"Very pleasant, clean condo, helpful and kind owners and staff, prompt response when emailing questions. Lots of extras available. Quiet! Would come back if the opportunity arises."
#304 Sea Breeze Welcoming Condo., Steps to White Sandy Beach and Gulf
Pool
Beachfront penthouse with pool, great views & pool table
9.0 out of 10, Wonderful, (75)
"Very nice house, pool table is awesome and the house was comfortable and clean. The check in process was kind of a pain in the butt. We got in late and was expecting to get in and get comfortable. The code they gave us didn’t work and we were on the phone with property management trying many codes. It took us 45 min to get checked in after our 5 hour flight. The pool was cold and not heated as stated in the description. However the house was perfect and fun for all of us. The beach access was...
Beachfront penthouse with pool, great views & pool table
Pool
Front Row Seat to World Class Sunsets. Beachfront and Across from Johns Pass Village.
9.2 out of 10, Wonderful, (122)
"We loved the condo especially the beachy decor, open concept kitchen and pool area. The view from the balcony was awesome and loved the quick access to John's Pass. Wish we could have stayed longer! John & Melanie"
Front Row Seat to World Class Sunsets. Beachfront and Across from Johns Pass Village.
Property grounds
Direct Beachfront Value - Best Rates for Large Families - Las Brisas #104
8.6 out of 10, Excellent, (54)
"We stayed with family 6 adults 2 teens. There was pletny of room for everyone. Kitchen was well appointed other than no blender. There was new carpet in all the bedrooms and the beds were comfortable. The property itself was extremely clean which can be attributed to the gentleman doing maintenance we saw him everyday working hard and it shows the grounds were spotless and in good working order. We had a minor issue with the dryer they had someone out to fix it within hours the same day. Top...
Direct Beachfront Value - Best Rates for Large Families - Las Brisas #104
Fridge, microwave, oven, stovetop
Causeway Castaway Sum
10.0 out of 10, Exceptional, (1)
"Great location for wasy access to the beach, clearwater and tampa. House was clean and well stocked. The pool and yard had plenty of room to relax in and enjoy the space. Covered and screened back patio was a nice extra space. The beds were co.fortBle except for 1 king which was horrible, with no center support. Overall, a very nice stay."
Causeway Castaway Sum
Property grounds
Gulf Front Sunsets From the Balcony of This 3 BD/2 BA condo!
9.8 out of 10, Exceptional, (70)
"Great"
Gulf Front Sunsets From the Balcony of This 3 BD/2 BA condo!
On the beach
Direct Beachfront Across from Johns Pass. Heated Pool. Large Private Balcony. Perfect Sunsets!
9.0 out of 10, Wonderful, (10)
"Incredible stay. Again."
Direct Beachfront Across from Johns Pass. Heated Pool. Large Private Balcony. Perfect Sunsets!
On the beach
TOP FLOOR GULF VIEW 3BED/3BATH - ON THE BEACH
10.0 out of 10, Exceptional, (46)
"The condo is beautiful! Very comfortable and homey. Plenty of room for several guests and all the amenities you will need Owner was very helpful and communicated several times. Highly recommend!!"
TOP FLOOR GULF VIEW 3BED/3BATH - ON THE BEACH
On the beach
Beachfront Condo Directly Across from Johns Pass Village. Excellent Location!
9.0 out of 10, Wonderful, (144)
"Property was great . Only issue was our flight was delayed, got in after midnight and Uber driver dropped us off at the wrong property"
Beachfront Condo Directly Across from Johns Pass Village. Excellent Location!
Smart TV
Luxury Beachhouse W/ Direct Ocean Views Sleeps 11
10.0 out of 10, Exceptional, (18)
"We took our family vacation here! It was perfect lactation! Close to several great restaurants that the owner recommended! We road down to the pass and in to St. Petersburg! We enjoyed days on the beach, the owner had tons of beach stuff available. We enjoyed ordering drinks right on the beach at Crabbys oh and their street corn is delicious! We enjoyed a restaurant and live music at twisted monkey! Went to Busch gardens for the day! The house was beautiful very clean and had all the...
The price is NZ$1,669
per night
19 Jun - 20 Jun
Luxury Beachhouse W/ Direct Ocean Views Sleeps 11
BEACHFRONT CONDO, GREAT RATES, 1Bdrm UPDATED, CLEAN, FREE BEACH CHAIRS,WIFI,BBQ
9.6 out of 10, Exceptional, (82)
"Was close to beach, 3-1/2 blocks to grocery and liquor store made that convenient if didn’t have a car; we rented #1 but were given #3 so cannot make any comment on interior"
BEACHFRONT CONDO, GREAT RATES, 1Bdrm UPDATED, CLEAN, FREE BEACH CHAIRS,WIFI,BBQ
Property grounds
PENTHOUSE BEACHFRONT, SLEEP 4, <br> 2 MIN to TOWN. FREE LOUNGERS, BBQ, WiFi
9.0 out of 10, Wonderful, (32)
"Everything exactly as advertised, on the quiet end of Mad Beach and close to everything. Had no issues working during the days and knowing my wife had a very safe beautiful area to relax while I was away. The owner Doc stopped by to check on us and was very nice. I will book again."
PENTHOUSE BEACHFRONT, SLEEP 4, <br> 2 MIN to TOWN. FREE LOUNGERS, BBQ, WiFi
Exterior
Sandy Shores 311 Water View 2 BR
7.8 out of 10, Good, (39)
"The condo is located directly across from John’s Pass making it the ideal location. You can walk to a wide variety of restaurants, shops, and stores. The condo was clean and the bed was comfy! The pool is also amazing and clean with the cutest tiki tables to sit at or plenty of lounge chairs to relax in. I would recommend staying here :)"
Sandy Shores 311 Water View 2 BR
Fridge, microwave, oven, stovetop
Steps to Beach and Johns Pass, Madeira Beach. Entertainment/eateries/fishing.
9.6 out of 10, Exceptional, (19)
"Great location to everything, check in process quick and easy"
Steps to Beach and Johns Pass, Madeira Beach. Entertainment/eateries/fishing.
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See all available properties in Madeira 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.

Other types of properties in Madeira Beach you may be interested in

2 outdoor pools, pool cabanas (surcharge), pool umbrellas
Barefoot Beach Club
2.5 star property
9.2 out of 10, Wonderful, (1011)
"Room was clean no room service room smelt mildew air conditioner was too noisy"
The price is NZ$358
per night
28 May - 29 May
Barefoot Beach Club
Property amenity
Cambria Hotel St Petersburg-Madeira Beach Marina
3.0 star property
9.2 out of 10, Wonderful, (826)
"Amazing! Nothing could go wrong with this place. Simply amazing!"
The price is NZ$282
per night
30 May - 31 May
Cambria Hotel St Petersburg-Madeira Beach Marina
Property grounds
Schooner Hotel
2.5 star property
8.0 out of 10, Very good, (949)
"Always a family friendly & chill spot ."
The price is NZ$331
per night
27 May - 28 May
Schooner Hotel
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.

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?

Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass: This highly rated holiday home rental in Madeira Beach is located on the beach, and has a balcony, 1 hot tub and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of books in this rental home to help you unwind.

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 Belleair 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 Tropicana Field 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.

Recent reviews of Madeira Beach properties
Expedia verified reviews

Barefoot Beach Club

Barefoot Beach Club

5/5 Excellent
"Stay here! Wonderful experience right from the start. They are doing remodeling at the property but it didn’t limit their quality of service and access to amenities. The rooftop was beautiful, beach area was quiet and easily accessible to the room for quick snacks or break from the sun. "
A verified traveller stayed at Barefoot Beach Club
Posted 2 days ago
Barefoot Beach Club