Holiday Rentals in Madeira Beach

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Holiday Rentals in Madeira Beach

John's Pass Hotel

2.0 star property
8.4 out of 10, Very good, (217)
"I love how simple checking into the hotel was and very quite."
John's Pass Hotel

Shoreline Island Resort - Exclusively Adult

3.0 star property
9.2 out of 10, Wonderful, (1358)
"Amazing resort!"
Shoreline Island Resort - Exclusively Adult

Beachfront penthouse with pool, great views & pool table

9.0 out of 10, Wonderful, (87)
"House was really nice and in a perfect location for visiting. Really enjoyed the pool and beach."
Beachfront penthouse with pool, great views & pool table

SALE Aug Sept Oct Low Nightly Rates Villa Madeira Condo Direct Gulf Beach View

8.6 out of 10, Excellent, (79)
"The condo was just like the pictures. Had everything we needed. The only thing waa that the pool is not yet open from last years hurricane. We had a good family vacation."
SALE Aug Sept Oct Low Nightly Rates Villa Madeira Condo Direct Gulf Beach View

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

9.6 out of 10, Exceptional, (234)
"great spot on the beach, walk to John's pass and other restraunts!"
The price is €435
includes taxes & fees
4 Aug - 5 Aug
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass

Sandy Shores 410 Remodeled 2 BR

8.0 out of 10, Very good, (31)
"It was a great location. Disappointed in the cleanliness of the place…. Dirty dishes, floor was dirty, wrappers left around house, stuff left in drawers. "
Sandy Shores 410 Remodeled 2 BR

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

10.0 out of 10, Exceptional, (93)
"Clean, perfect locatio to pool and beach, security"
Gulf Front Sunsets From the Balcony of This 3 BD/2 BA condo!

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

9.2 out of 10, Wonderful, (226)
"Great time! "
2 BR 2 Bath Sandy Shores Condos Right Across the street from JohnsPass Village

Sleeps 24! Steps to the Beach! Outdoor Pool Entire Resort

Sleeps 24! Steps to the Beach! Outdoor Pool Entire Resort

Waterfront condo, steps from the beach, located in the center of Madeira Beach

9.6 out of 10, Exceptional, (14)
"Great place to stay. We had a good time. Brian was wonderful to work with"
The price is €406
includes taxes & fees
2 Aug - 3 Aug
Waterfront condo, steps from the beach, located in the center of Madeira Beach

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

8.8 out of 10, Excellent, (36)
"Nice big waterfront balcony Great area John's Pass right across the street"
Direct Beachfront Across from Johns Pass. Heated Pool. Large Private Balcony. Perfect Sunsets!

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

9.0 out of 10, Wonderful, (40)
"We were fortunate to have the “penthouse” location, which was a funny title. We were the only unit on the second floor and had lots of windows. That made the unit very bright and cheery. Honestly, it was nothing fancy, but met all of our needs. Additionally, it was wonderful that lounge chairs, umbrellas, and beach towels were provided. I would stay there again."
PENTHOUSE BEACHFRONT, SLEEP 4, <br> 2 MIN to TOWN. FREE LOUNGERS, BBQ, WiFi

Perfect Slice of Paradise. Direct Beachfront. Heated Pool & Hot Tub. Spectacular Views From Master.

9.8 out of 10, Exceptional, (96)
"Great views and location. "
Perfect Slice of Paradise. Direct Beachfront. Heated Pool & Hot Tub. Spectacular Views From Master.

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

10.0 out of 10, Exceptional, (73)
"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!"
The price is €230
includes taxes & fees
6 Aug - 7 Aug
Johns Pass "Studio 2" Fisherman's Cove and Cottages

Penthouse condo with amazing views! Private 1000 sf balcony

10.0 out of 10, Exceptional, (85)
"Amazing property! Very large and comfortable. Beautiful views of the inlet. We saw fish and a manatee. Highly recommend this unit."
Penthouse condo with amazing views! Private 1000 sf balcony

3BR Beachfront Getaway LARGE Balcony – Steps to the Sand

3BR Beachfront Getaway LARGE Balcony – Steps to the Sand

Stay On The Beach and Directly Across From Johns Pass Village. Beautifully Furnished!

9.2 out of 10, Wonderful, (178)
"We had a wonderful spring break trip. Room was nice and everything was made very easy. Location was fabulous. We plan on returning in the future!"
Stay On The Beach and Directly Across From Johns Pass Village. Beautifully Furnished!

Sweeping views from this 3 bed/2bath condo

10.0 out of 10, Exceptional, (84)
"Very Clean and great location "
Sweeping views from this 3 bed/2bath condo

Beachfront Building, Heated Pool. Directly Across from Johns Pass. Activities & Food!

9.6 out of 10, Exceptional, (24)
"We enjoyed our stay and the location was perfect."
Beachfront Building, Heated Pool. Directly Across from Johns Pass. Activities & Food!

Sea Breeze- 205 Direct Beach Front 1 bed/1bath condo in Madeira Beach

10.0 out of 10, Exceptional, (1)
"Rating Details: The property manager was more than helpful. The vacation rental was very clean. I was more than happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Quickie 5 day get away."
Sea Breeze- 205 Direct Beach Front 1 bed/1bath condo 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Madeira Beach Hotel Reviews

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?

Adorable Beach cottage just steps Bean Point beach!: This holiday home rental outside of Madeira Beach is located near the beach, and has a balcony, a BBQ 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.

How many holiday rentals are there in Madeira Beach?

Expedia has 118 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.