Madeira Beach Holiday Rentals

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Check prices for these dates

In two weeks
3 Oct - 5 Oct
In one month
17 Oct - 19 Oct
In two months
14 Nov - 16 Nov
In three months
12 Dec - 14 Dec

Holiday Rentals in Madeira Beach

Our top choices for Madeira Beach holiday rentals

John's Pass Hotel
Coffee/tea maker

John's Pass Hotel

2.0 star property
8.4 out of 10, Very good, (233)
"Beautiful location and property, went there for my bday and loved it!"
John's Pass Hotel
Shoreline Island Resort - Exclusively Adult
Premier Studio, 2 Queen Beds, Balcony, Sea Facing | View from room

Shoreline Island Resort - Exclusively Adult

3.0 star property
9.2 out of 10, Wonderful, (1389)
"Great views and easy beach"
Shoreline Island Resort - Exclusively Adult
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, (240)
"great spot on the beach, walk to John's pass and other restraunts!"
The price is NZ$716
includes taxes & fees
22 Sept - 23 Sept
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass
Oceanview Gem | Prime Spot + Amenities
On the beach

Oceanview Gem | Prime Spot + Amenities

9.8 out of 10, Exceptional, (79)
"The property was perfect and as advertised. Spotless condo with beautiful view of the ocean!"
Oceanview Gem | Prime Spot + Amenities
Beachfront penthouse with pool, great views & pool table
Pool

Beachfront penthouse with pool, great views & pool table

9.0 out of 10, Wonderful, (89)
"Grocery store within walking distance right on the beach. Love our stay"
Beachfront penthouse with pool, great views & pool table
Centrally-located Beach House with direct access to a secluded beach!
On the beach, sun-loungers, beach towels

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

10.0 out of 10, Exceptional, (99)
"This house was perfect if you want to spend time at the beach! Great location and easy to drive to St. Petersburg for dining and shopping. "
Centrally-located Beach House with direct access to a secluded beach!
Sleeps 24! Steps to the Beach! Outdoor Pool Entire Resort
A heated pool

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

Sleeps 24! Steps to the Beach! Outdoor Pool Entire Resort
Las Brisas 3/2 Gulf Front Condo 1 parking spot, in unit laundry, large balcony!
On the beach

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

9.8 out of 10, Exceptional, (169)
"We had plenty of space for our family of five. The condo had everything we needed including beach supplies, washer/dryer and a high chair. The beach was great and we were only steps away, so we could easily come and go throughout the day. Would definitely stay here again."
Las Brisas 3/2 Gulf Front Condo 1 parking spot, in unit laundry, large balcony!
REMODELED, immaculately designed, BEACHFRONT condo with gorgeous water views
On the beach, sun-loungers, beach towels

REMODELED, immaculately designed, BEACHFRONT condo with gorgeous water views

10.0 out of 10, Exceptional, (154)
"View was amazing, bed was comfortable, all the little things they had available was very considerate "
REMODELED, immaculately designed, BEACHFRONT condo with gorgeous water views
2 BR 2 Bath Sandy Shores Condos Right Across the street from JohnsPass Village
A heated pool

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

9.2 out of 10, Wonderful, (229)
"10 out of 10. Would definitely stay again."
2 BR 2 Bath Sandy Shores Condos Right Across the street from JohnsPass Village
Fantastic Beachfront Resort. Extra Roomy and Comfortable.
Beach nearby

Fantastic Beachfront Resort. Extra Roomy and Comfortable.

9.0 out of 10, Wonderful, (153)
"Great spacious beach condo. Only a few steps and your on the beach. Multiple restaurants in walking distance. Great stay"
Fantastic Beachfront Resort. Extra Roomy and Comfortable.
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, (89)
"This is a beautiful condo with everything you could possibly need to make your trip fantastic! The views are impeccable, and every detail has been thought out. "
DIRECT BEACHFRONT CONDO Pool, Beautifully Renovated 2 Bedroom 4th Floor Balcony.
⭐NEW Townhome🌊Steps to Beach🍹Roof Top Deck🐬Heated Pool🌴Seahaven at Azul
Beach nearby

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

9.6 out of 10, Exceptional, (4)
"Great location, brqnd new property with all attractions and beach restaurants nearby. "
⭐NEW Townhome🌊Steps to Beach🍹Roof Top Deck🐬Heated Pool🌴Seahaven at Azul
Sandy Shores 410 Remodeled 2 BR
Beach nearby

Sandy Shores 410 Remodeled 2 BR

8.0 out of 10, Very good, (31)
"Great location"
The price is NZ$701
includes taxes & fees
29 Sept - 30 Sept
Sandy Shores 410 Remodeled 2 BR
Welcome to Seaview #103, Steps to Sand, Miles from Stress!
Property grounds

Welcome to Seaview #103, Steps to Sand, Miles from Stress!

10.0 out of 10, Exceptional, (33)
"Overall stay was amazing, we enjoyed the close proximity to the pool. Grandparents could sit under the covered patio and watch the grand children splash in the pool and hot tub below which were meticulously maintained. There was a presence of staff every weekday and he was friendly and professional. The beach was clean and well maintained by the city. The beds were very comfortable and kitchen had most of what we could want/need to cook. "
Welcome to Seaview #103, Steps to Sand, Miles from Stress!
Johns Pass "Studio 2" Fisherman's Cove and Cottages
Exterior

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

10.0 out of 10, Exceptional, (79)
"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 NZ$438
includes taxes & fees
29 Sept - 30 Sept
Johns Pass "Studio 2" Fisherman's Cove and Cottages
BEACH LOUNGES AND UMBRELLA SERVICE INCLUDED! POOL IS OPEN AND PAVERS COMPLETED!
Property grounds

BEACH LOUNGES AND UMBRELLA SERVICE INCLUDED! POOL IS OPEN AND PAVERS COMPLETED!

9.8 out of 10, Exceptional, (210)
"Plenty of restaurants, bars, supermarkets & of course the beach. We went to spring training baseball games, hired a fishing charter and still found plenty of time to relax in this beautiful unit."
BEACH LOUNGES AND UMBRELLA SERVICE INCLUDED! POOL IS OPEN AND PAVERS COMPLETED!
Sea Breeze 101-Beach Lover's Paradise! Special Rates for the Rest of 2025
On the beach

Sea Breeze 101-Beach Lover's Paradise! Special Rates for the Rest of 2025

9.4 out of 10, Exceptional, (8)
"Everything was great besides the check in process. Messaged manager asking how to access the property and heard nothing back. I eventually called day of and was told the office was on site. Got to the site and was told we had to drive to a different town just to receive a joke of a welcome packet and door codes that could have been communicated way before. Feel bad for the owners of the we condo for choosing a property management company that still lives in 1992. If they cleaned up the check in...
The price is NZ$1,123
includes taxes & fees
29 Sept - 30 Sept
Sea Breeze 101-Beach Lover's Paradise! Special Rates for the Rest of 2025
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, (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
Luxury Beachfront Corner Condo 3 BR 2 BA with a Pool - It’s 5 o’clock somewhere!
On the beach

Luxury Beachfront Corner Condo 3 BR 2 BA with a Pool - It’s 5 o’clock somewhere!

10.0 out of 10, Exceptional, (74)
"My kids and I enjoyed spring break at this renovated unit. Perfect location, right on the beach, ice cream shop across the street...couldn't have asked for a better week! "
Luxury Beachfront Corner Condo 3 BR 2 BA with a Pool - It’s 5 o’clock somewhere!
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

Barefoot Beach Club

Barefoot Beach Club

10/10 Excellent
"I’ve stayed in sever budget friendly places in the area and this is by far my favorite."
Greg 1-night trip
Posted 6 days ago
Barefoot Beach Club

Find out more about Madeira Beach

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$438 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. 

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 popular beaches 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 122 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.