A parking lot with two cars, a building with a red-tiled roof, and palm trees.

Holiday Rentals in Madeira Beach

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Madeira Beach holiday rentals

A two-story hotel with a balcony on the upper floor, a stop sign, and a parking area.

1. John's Pass Hotel

John's Pass Hotel
2.0 star property
Madeira Beach
8.6 out of 10, Excellent, (460 reviews)
"I love this place and will be spending more time there."
United States
John
The price is €102
includes taxes & fees
1 Oct - 2 Oct
John's Pass Hotel
A wooden boardwalk leading to the beach with a sunset in the background.

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

Waterfront condo, steps from the beach, located in the center of Madeira Beach
Madeira Beach
9.6 out of 10, Exceptional, (29 reviews)
"Nice location, close to the beach. Apartment was clean and had everything required. Communication with the host was easy and efficient."
United States
Gene G.
The price is €410
includes taxes & fees
26 Sept - 27 Sept
Waterfront condo, steps from the beach, located in the center of Madeira Beach
A spacious living area with a large L-shaped sectional sofa, a coffee table, and a staircase leading to an upper level.

3. Beach House Steps to the Sand | Sleeps 16 | Elevator

Beach House Steps to the Sand | Sleeps 16 | Elevator
Madeira Beach
10.0 out of 10, Exceptional, (30 reviews)
"I had an amazing stay here for my bachelorette party! Great location 20 mins for st Pete beach and downtown. Helena was a great host!"
United States
Sydney L.
Beach House Steps to the Sand | Sleeps 16 | Elevator
A modern kitchen with a large island, stainless steel appliances, and a view of the ocean.

4. Luxury Beachhouse W/ Direct Ocean Views Sleeps 12

Luxury Beachhouse W/ Direct Ocean Views Sleeps 12
Madeira Beach
10.0 out of 10, Exceptional, (25 reviews)
"Really enjoyed staying there! Would book it again ! "
United States
SUSAN
Luxury Beachhouse W/ Direct Ocean Views Sleeps 12
A beach with a clear sky, a sandy shore, and a few people.

5. 🌟 Las Brisas #504 — Modernized 3BR Gulf Front Condo with Balcony & Sleeps 12

🌟 Las Brisas #504 — Modernized 3BR Gulf Front Condo with Balcony & Sleeps 12
Madeira Beach
9.6 out of 10, Exceptional, (27 reviews)
"The location was great, the check in was easy and the place was very spacious and neat."
United States
Jose R. S.
The price is €464
includes taxes & fees
18 Oct - 19 Oct
🌟 Las Brisas #504 — Modernized 3BR Gulf Front Condo with Balcony & Sleeps 12
A coastal area with a parking lot, buildings, and a beach in the background.

6. Margaritaville Across The Street From Beach Access

Margaritaville Across The Street From Beach Access
Madeira Beach
10.0 out of 10, Exceptional, (40 reviews)
"Great little spot and quick walk to the beach!"
United States
Lia D.
The price is €205
includes taxes & fees
29 Sept - 30 Sept
Margaritaville Across The Street From Beach Access
An outdoor swimming pool with a sunset view, surrounded by palm trees and a wooden deck.

7. Beach Front House Private HEATED Pool 1940 Retro 4 Bed 2 Bath & More Gulf-Blvd

Beach Front House Private HEATED Pool 1940 Retro 4 Bed 2 Bath & More Gulf-Blvd
Madeira Beach
10.0 out of 10, Exceptional, (28 reviews)
"Great beach house! It was the perfect size for our family and having our own pool and direct beach access was icing on the cake! Bob is a great host and very responsive. Would highly recommend"
United States
Holly L.
The price is €688
includes taxes & fees
12 Oct - 13 Oct
Beach Front House Private HEATED Pool 1940 Retro 4 Bed 2 Bath & More Gulf-Blvd
A cozy living room with leather chairs, a television, and a surfboard.

8. Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Gulf-Blvd

Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Gulf-Blvd
Madeira Beach
9.8 out of 10, Exceptional, (277 reviews)
"The Bungalow has great charm, the host was very welcoming and the location was excellent! "
United States
sharon r.
The price is €394
includes taxes & fees
28 Sept - 29 Sept
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Gulf-Blvd

9. Sea Breeze 101

Sea Breeze 101
Madeira Beach
9.8 out of 10, Exceptional, (6 reviews)
"This location can’t be beat! Perfect for our trip with access to the beach being steps away, John’s Pass being a short walk and an incredible host. We had a great stay and hope to return again!"
United States
Allison
Sea Breeze 101
A room with a grey armchair, a white table with chairs, a decorative anchor, and a window with blinds.

10. Gulf Views Across The Street From Beach Access

Gulf Views Across The Street From Beach Access
Madeira Beach
9.8 out of 10, Exceptional, (15 reviews)
"Check in was smooth and room was exactly as pics represented- clean and update. Couple of solid restaurants within walking distance as well as the beach!"
United States
Paul M.
Gulf Views Across The Street From Beach Access
A wooden boardwalk leading to the ocean with a sunset in the background.

11. Make Family Memories: Beach, Pool, Hot Tub, Grill, Fire Pit. Paddle boards, & Bikes. All Updated.

Make Family Memories: Beach, Pool, Hot Tub, Grill, Fire Pit. Paddle boards, & Bikes. All Updated.
Madeira Beach
9.6 out of 10, Exceptional, (50 reviews)
"Nice quiet area walking distance to beach, shops and restaurants. "
United States
Dean H.
The price is €409
includes taxes & fees
25 Sept - 26 Sept
Make Family Memories: Beach, Pool, Hot Tub, Grill, Fire Pit. Paddle boards, & Bikes. All Updated.
A modern kitchen with a central island, stainless steel appliances, and a large window.

12. Johns Pass Fisherman's Cove & Cottage

Johns Pass Fisherman's Cove & Cottage
Madeira Beach
10.0 out of 10, Exceptional, (95 reviews)
"It was a great place to stay with a very great host!"
United States
Shawn L.
Johns Pass Fisherman's Cove & Cottage
A beach with white sand and clear blue water.

13. Duo Dwellings, Views Galore

Duo Dwellings, Views Galore
MADERIA BEACH
10.0 out of 10, Exceptional, (1 review)
"Amazing"
United States
Quotablees Q.
Duo Dwellings, Views Galore
A living room with a sofa, a dining area with a table and chairs, a kitchen with cabinets and appliances, and a bedroom with a bed.

14. MadeiraC1 Waterfront & 2-3 minutes' Walk to the Beach

MadeiraC1 Waterfront & 2-3 minutes' Walk to the Beach
Madeira Beach
9.6 out of 10, Exceptional, (28 reviews)
"Dawn's unit was fantastic! We really enjoyed the area."
United States
Lindsay G.
The price is €247
includes taxes & fees
27 Sept - 28 Sept
MadeiraC1 Waterfront & 2-3 minutes' Walk to the Beach
A patio with a wooden table and chairs, a thatched-roof structure, and a fire.

15. Entire Island Paradise Cottages – Heated Pool, Tiki Hut, Walk to Beach, 8 Units, Sleeps 30

Entire Island Paradise Cottages – Heated Pool, Tiki Hut, Walk to Beach, 8 Units, Sleeps 30
Madeira Beach
10.0 out of 10, Exceptional, (7 reviews)
"Great family resort!!"
United States
Patrick B.
The price is €2,140
includes taxes & fees
30 Sept - 1 Oct
Entire Island Paradise Cottages – Heated Pool, Tiki Hut, Walk to Beach, 8 Units, Sleeps 30
A beach with a clear view of the ocean, a sandy beach, and palm trees.

16. Tranquil Top Floor Condo Walking Distance to Madeira Beach

Tranquil Top Floor Condo Walking Distance to Madeira Beach
Madeira Beach
9.8 out of 10, Exceptional, (34 reviews)
"The location was great! Just steps is away from the beach and very close to restaurants, bars and stores. Would definitely recommend. "
United States
Jule M.
The price is €223
includes taxes & fees
28 Sept - 29 Sept
Tranquil Top Floor Condo Walking Distance to Madeira Beach
A balcony with a white sofa and a view of the sea and buildings.

17. Luxury Beach Home N/POOL

Luxury Beach Home N/POOL
Madeira Beach
10.0 out of 10, Exceptional, (2 reviews)
"Great location, super attentive host, and overall perfect place to stay! "
United States
Rachel K.
The price is €673
includes taxes & fees
27 Sept - 28 Sept
Luxury Beach Home N/POOL
A modern kitchen with a marble countertop, two bar stools, a TV mounted on the wall, and a window with blinds.

18. Madeira3 Waterfront & 2-3 minutes' Walktothe Beach

Madeira3 Waterfront & 2-3 minutes' Walktothe Beach
Madeira Beach
10.0 out of 10, Exceptional, (26 reviews)
"Fantastic stay. Everything was great and everyone was very nice!"
United States
Charles
The price is €282
includes taxes & fees
27 Sept - 28 Sept
Madeira3 Waterfront & 2-3 minutes' Walktothe Beach
A marina with a docked boat, a small house with a blue roof, and a grassy yard.

19. Johns Pass Studio 3 Fisherman's Cove & Cottages Studio 3

Johns Pass Studio 3 Fisherman's Cove & Cottages Studio 3
Madeira Beach
10.0 out of 10, Exceptional, (48 reviews)
"The room was clean and very nicely decorated. The bed was amazing! So peaceful and comfortable while still being near everything "
United States
Elizabeth G.
Johns Pass Studio 3 Fisherman's Cove & Cottages Studio 3
An aerial view of a coastal city with a long sandy beach, several multi-story buildings, and a clear blue ocean.

20. Madeira Luxe Retreat

Madeira Luxe Retreat
Madeira Beach
10.0 out of 10, Exceptional, (3 reviews)
"Great location to the beach, John’s Pass, Clearwater. Unit was very clean and host was very responsive every time.Would definitely stay here again."
United States
Jodie F.
Madeira Luxe Retreat
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

Cambria Hotel St Petersburg-Madeira Beach Marina

Cambria Hotel St Petersburg-Madeira Beach Marina

10/10 Excellent
"I went for an engagement party, we had a great time at the bar and enjoyed our room after the party"
Lauren 1-night trip
Posted 9 hours ago
Cambria Hotel St Petersburg-Madeira Beach Marina

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 €102 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?

Gulf Strand Resort: This holiday home rental outside of Madeira Beach is located on the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop. It offers a terrace, a library and 1 hot tub so that you can immerse yourself in your holiday. Our travellers also rate Beach Front House Private HEATED Pool 1940 Retro 4 Bed 2 Bath & More Gulf-Blvd as a favourite home for rent in Madeira Beach.

How many holiday rentals are there in Madeira Beach?

Expedia has 44 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 lovely local spots to get outside and enjoy nature. Other places in town to visit include John's Pass Village & Boardwalk and Hubbards Marina.

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.