Madeira Beach Holiday Rentals

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Madeira Beach

John's Pass Hotel
Coffee/tea maker

John's Pass Hotel

2.0 star property
8.4 out of 10, Very good, (122)
"The only complaint was no chairs on balcony . Trip was fabulous. Beach great A lot of shops still closed, expected, great location. Lots to see and do!"
The price is AU$336
includes taxes & fees
1 Dec - 2 Dec
John's Pass Hotel
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass
On the beach

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

9.6 out of 10, Exceptional, (210)
"I would highly recommend staying here! We will be back! The beach was just steps away!"
The price is AU$763
includes taxes & fees
30 Nov - 1 Dec
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass
Centrally-located Beach House with direct access to a secluded beach!
Beach nearby, sun-loungers, beach towels

Centrally-located Beach House with direct access to a secluded beach!

10.0 out of 10, Exceptional, (78)
"Thanks for the great place to stay"
Centrally-located Beach House with direct access to a secluded beach!
Comfortable Two Bedroom Cottage Steps To The Beach
Beach nearby, beach towels

Comfortable Two Bedroom Cottage Steps To The Beach

9.6 out of 10, Exceptional, (145)
"Beautiful house in a great location. Well enjoyed vacation. Only think that could improved this beautiful home is a wagon to pack items to the beach. Definitely would stay at this location again."
Comfortable Two Bedroom Cottage Steps To The Beach
Beachfront penthouse with pool, great views & pool table
Pool

Beachfront penthouse with pool, great views & pool table

9.0 out of 10, Wonderful, (82)
"Very nice place in a beautiful location. Very clean. Loved that there was a pool so close to the Gulf of Mexico. The two lower units were not being used so we enjoyed having the pool to ourselves. Only bonus would be a patio that we could be outside or communicate with the people in the pool without having to actually leave the unit. "
Beachfront penthouse with pool, great views & pool table
Steps to Beach and Johns Pass, Mad. Bch. Restaurants. Pet friendly!
Fridge, microwave, oven, stovetop

Steps to Beach and Johns Pass, Mad. Bch. Restaurants. Pet friendly!

9.2 out of 10, Wonderful, (20)
"Very convenient to shops,beach,restaurants thank you!!"
Steps to Beach and Johns Pass, Mad. Bch. Restaurants. Pet friendly!
Shoreline Island Resort - Exclusively Adult
View from room

Shoreline Island Resort - Exclusively Adult

3.0 star property
9.2 out of 10, Wonderful, (1336)
"Clean and quiet, had a relaxing stay and that's what I wanted. Several dining options within walking distance. "
Shoreline Island Resort - Exclusively Adult
BEACHFRONT CONDO, GREAT RATES, 1Bdrm UPDATED, CLEAN, FREE BEACH CHAIRS,WIFI,BBQ

BEACHFRONT CONDO, GREAT RATES, 1Bdrm UPDATED, CLEAN, FREE BEACH CHAIRS,WIFI,BBQ

9.6 out of 10, Exceptional, (83)
"We loved our stay, the little patio and location. The place definitely needed cleaned better; the floors were filthy. The back door needs replaced and needs new living room furniture. Overall we enjoyed being so close to the beach and all over the wonderful people that stayed by us! We would stay again for sure!"
BEACHFRONT CONDO, GREAT RATES, 1Bdrm UPDATED, CLEAN, FREE BEACH CHAIRS,WIFI,BBQ
PENTHOUSE BEACHFRONT, SLEEP 4, <br> 2 MIN to TOWN. FREE LOUNGERS, BBQ, WiFi
Property grounds

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

9.0 out of 10, Wonderful, (33)
"If you’re looking for a relaxing vacation, this is the place for you. Plenty of good restaurants and the best part is you are less than a two minute walk to the beach. Your host, Doc, is a pleasure to work with and accommodating."
PENTHOUSE BEACHFRONT, SLEEP 4, <br> 2 MIN to TOWN. FREE LOUNGERS, BBQ, WiFi
Wave Resort Madeira Beach Florida Studio 2 w/ Pool
Beach nearby

Wave Resort Madeira Beach Florida Studio 2 w/ Pool

10.0 out of 10, Exceptional, (11)
"Owner was very responsive and helpful! Very clean and cozy! Convenient to everything!"
Wave Resort Madeira Beach Florida Studio 2 w/ Pool
#304 Sea Breeze Welcoming Condo., Steps to White Sandy Beach and Gulf
Property grounds

#304 Sea Breeze Welcoming Condo., Steps to White Sandy Beach and Gulf

9.6 out of 10, Exceptional, (195)
"This property had so many features that made it ideal for us: the beach and pool are steps away, the grounds are clean and well kept, the condo is well stocked with everything we could need, it’s less than a mile to restaurants and shops at John’s Pass. We would book this location again for sure!"
#304 Sea Breeze Welcoming Condo., Steps to White Sandy Beach and Gulf
BEST DEALS NOW !AMAZING BEACH, PRIVACY, UNWIND. SLEEP 4, FREE CHAIRS, BBQ, PKG
On the beach

BEST DEALS NOW !AMAZING BEACH, PRIVACY, UNWIND. SLEEP 4, FREE CHAIRS, BBQ, PKG

9.4 out of 10, Exceptional, (72)
"We really enjoyed everything about our stay at Doc's Place!"
BEST DEALS NOW !AMAZING BEACH, PRIVACY, UNWIND. SLEEP 4, FREE CHAIRS, BBQ, PKG
DIRECT BEACHFRONT CONDO Pool, Beautifully Renovated 2 Bedroom 4th Floor Balcony.
Property grounds

DIRECT BEACHFRONT CONDO Pool, Beautifully Renovated 2 Bedroom 4th Floor Balcony.

9.6 out of 10, Exceptional, (73)
"Madeira Norte is a peaceful location. Good parking. Excellent swimming pool and beach front. Enjoyed sites within walking distance. 411 was very clean and comfortable. View from balcony was enjoyable. Excellent beds, bathrooms, and shower. Kitchen with appliances and laundry were all in perfect working order. We were permitted to check-in early which was helpful after an early flight. Host Mike was awesome to work with and fast with communication! No complaints or issues to address....
DIRECT BEACHFRONT CONDO Pool, Beautifully Renovated 2 Bedroom 4th Floor Balcony.
Direct Beachfront Across from Johns Pass. Heated Pool. Large Private Balcony. Perfect Sunsets!
On the beach

Direct Beachfront Across from Johns Pass. Heated Pool. Large Private Balcony. Perfect Sunsets!

9.0 out of 10, Wonderful, (21)
"This property was right across"
Direct Beachfront Across from Johns Pass. Heated Pool. Large Private Balcony. Perfect Sunsets!
You can't get any closer to the beach than this!
Property grounds

You can't get any closer to the beach than this!

9.2 out of 10, Wonderful, (96)
"Great location. Close to John’s Pass and several other dining choices. Installing beach groins during our stay so a little noisy, otherwise a great vacation place."
You can't get any closer to the beach than this!
Madeira Bay 1502- Bayside with Stunning Gulf Views!
Interior

Madeira Bay 1502- Bayside with Stunning Gulf Views!

10.0 out of 10, Exceptional, (14)
"Our stay was fantastic. This location is close to everything you needed for a beach vacation. We love the fact that parking is a breeze. This will be on our list of returning condo for beach vacation. Thanks!"
Madeira Bay 1502- Bayside with Stunning Gulf Views!
Beach Bliss
Beach

Beach Bliss

7.6 out of 10, Good, (10)
"This was by far the best condo I’ve stayed in. It was the cutest setup and so close to the beach, but not close enough to where I heard the music from the restaurants on the beach. I have no complaints. Anything I needed help with I got response to asap, it was stocked enough for 4 people for the entire week so it was nice not to have to bring everything or go out and buy everything we needed for the week!"
The price is AU$644
includes taxes & fees
26 Dec - 27 Dec
Beach Bliss
Madeira Del Mar 205 - Brand New, Beautiful, Bright, Beachy !
A heated pool

Madeira Del Mar 205 - Brand New, Beautiful, Bright, Beachy !

9.6 out of 10, Exceptional, (27)
"We were very pleased with the cleanliness and location. The cleaning crew was still there upon arrival at 4:00 and left around 4:15. Aside from this we had a wonderful time. We also appreciated the beach cart with chairs, umbrella and cooler."
Madeira Del Mar 205 - Brand New, Beautiful, Bright, Beachy !
Beachfront Condo Directly Across from Johns Pass Village. Excellent Location!
On the beach

Beachfront Condo Directly Across from Johns Pass Village. Excellent Location!

9.0 out of 10, Wonderful, (155)
"We had a great stay, the place was clean and comfortable."
Beachfront Condo Directly Across from Johns Pass Village. Excellent Location!
Luxury Beachhouse W/ Direct Ocean Views Sleeps 11
Interior

Luxury Beachhouse W/ Direct Ocean Views Sleeps 11

10.0 out of 10, Exceptional, (20)
"Everything was so clean and it was a perfect spot by the beach. Watched dolphins in the morning on the balcony while I drank my coffee. The cute coffee bar was a major plus. Plenty of room to spread out in and Master Bedroom was really comfortable and roomy. Easy walk across the street to the beach with lots of beach stuff to use. I would definitely stay here again."
The price is AU$1,139
includes taxes & fees
1 Dec - 2 Dec
Luxury Beachhouse W/ Direct Ocean Views Sleeps 11
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.
Don't see what you're looking for?
See all available properties in Madeira Beach
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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

Barefoot Beach Club
2 outdoor pools, pool cabanas (surcharge), pool umbrellas

Barefoot Beach Club

2.5 star property
9.2 out of 10, Wonderful, (1106)
"Only issue was the room wasn’t ready at 4 for check in. Had to wait till 5 "
Barefoot Beach Club
Holiday Isles Resort
Front of property

Holiday Isles Resort

3.0 star property
7.2 out of 10, Good, (578)
"My fave place to stay in Mad Beach. Several places to walk to, beach access right across the street, parking is easy and always treated great by staff. So happy to see them reopened after Helene and can’t wait to see the new lobby and bottom floor rooms once remodeled!"
The price is AU$223
includes taxes & fees
1 Dec - 2 Dec
Holiday Isles Resort
Cambria Hotel St Petersburg-Madeira Beach Marina
Property amenity

Cambria Hotel St Petersburg-Madeira Beach Marina

3.0 star property
9.2 out of 10, Wonderful, (999)
"Had trouble with the toilet. Told to jimmy it. Did not want to but woke me up. Stayed last year and it was crowded and everything was open. They closed up early since not many people there. I was disappointed since could not watch the whole football game and eat dice everything was closing"
The price is AU$329
includes taxes & fees
30 Nov - 1 Dec
Cambria Hotel St Petersburg-Madeira Beach Marina
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

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 110 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. Other places in town to visit include Hubbards Marina and Archibald Beach Park.

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.