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

Madeira Beach Holiday Rentals

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Our top choices for Madeira Beach holiday rentals

1. John's Pass Hotel

John's Pass Hotel
2.0 star property
Madeira Beach
8.6 out of 10, Excellent, (495 reviews)
"Love the location having shops around and how easy was to check in"
United States
Luis
The price is NZ$199
includes taxes & fees
8 Nov - 9 Nov
John's Pass Hotel

2. 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, (35 reviews)
"I little pricey for off the beach even tho it is walkable to everything. Worked for us because we vacationed with friends whose property is on the beach so this place is where we slept n showered n that’s it"
United States
Scott J.
The price is NZ$459
includes taxes & fees
3 Nov - 4 Nov
Tranquil Top Floor Condo Walking Distance to Madeira Beach

3. Poolside Cozy Corner Condo-Steps to Maderia Beach

Poolside Cozy Corner Condo-Steps to Maderia Beach
Madeira Beach
9.8 out of 10, Exceptional, (58 reviews)
"Lovely condo, good location across road from beach, 10 minute walk to bars and restaurants Host was friendly and helpful"
United Kingdom
Belinda
The price is NZ$345
includes taxes & fees
2 Nov - 3 Nov
Poolside Cozy Corner Condo-Steps to Maderia Beach

4. Sunshine getaway #2-Walk to Beach-King bed-Docks

Sunshine getaway #2-Walk to Beach-King bed-Docks
Madeira Beach
8.8 out of 10, Excellent, (24 reviews)
"Place was great, very clean, quiet, and perfect location. Bed was very comfortable. Had everything you might need. Would stay again!"
United States
barbara D.
The price is NZ$383
includes taxes & fees
1 Nov - 2 Nov
Sunshine getaway #2-Walk to Beach-King bed-Docks

5. 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.
The price is NZ$383
includes taxes & fees
1 Nov - 2 Nov
Gulf Views Across The Street From Beach Access

6. Living Salty Across the Street from Beach Acess

Living Salty Across the Street from Beach Acess
Madeira Beach
10.0 out of 10, Exceptional, (16 reviews)
"Great condo on the beach, we enjoyed are stay and the condo is stocked with anything you need for the beach from coolers to sunscreen."
United States
Danielle P.
The price is NZ$399
includes taxes & fees
31 Oct - 1 Nov
Living Salty Across the Street from Beach Acess

7. 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 NZ$509
includes taxes & fees
2 Nov - 3 Nov
MadeiraC1 Waterfront & 2-3 minutes' Walk to the Beach

8. Ground Floor Amazingly Updated 1 Bedroom Just Steps to the Sand

Ground Floor Amazingly Updated 1 Bedroom Just Steps to the Sand
St. Petersburg
10.0 out of 10, Exceptional, (3 reviews)
"The host was great with the communications before and during our stay. The location was great and was sandwiched between two beach access points."
United States
Isaac M.
The price is NZ$589
includes taxes & fees
6 Nov - 7 Nov
Ground Floor Amazingly Updated 1 Bedroom Just Steps to the Sand

9. B⎈AT HOUSE OASIS⚓Steps to the water⚓Walk to Beach!

B⎈AT HOUSE OASIS⚓Steps to the water⚓Walk to Beach!
Madeira Beach
9.4 out of 10, Exceptional, (29 reviews)
"Absolutely wonderful stay and location."
United States
John F.
The price is NZ$324
includes taxes & fees
1 Nov - 2 Nov
B⎈AT HOUSE OASIS⚓Steps to the water⚓Walk to Beach!

10. Johns Pass Studio # 1 Fisherman's Cove and Cottages

Johns Pass Studio # 1 Fisherman's Cove and Cottages
Madeira Beach
10.0 out of 10, Exceptional, (93 reviews)
"Would definitely stay again!"
United States
Dave K.
The price is NZ$474
includes taxes & fees
31 Oct - 1 Nov
Johns Pass Studio # 1 Fisherman's Cove and Cottages

11. Johns Pass Retreat 1~Walk to 100+ Vendors & Beach

Johns Pass Retreat 1~Walk to 100+ Vendors & Beach
Madeira Beach
8.4 out of 10, Very good, (17 reviews)
"The location was amazing. Host was very accommodating. Everything was great, I would stay again and highly recommend. "
United States
DRÜ Ɓ.
The price is NZ$367
includes taxes & fees
1 Nov - 2 Nov
Johns Pass Retreat 1~Walk to 100+ Vendors & Beach

12. Blue Octopus~Walk 2 beach & Johns Pass~King Bed

Blue Octopus~Walk 2 beach & Johns Pass~King Bed
Madeira Beach
9.0 out of 10, Wonderful, (2 reviews)
"I liked the property it was clean, spacious and had everything we needed, just as advertised. It was near the attractions and walking distance to the beach. We really had a good time and enjoyed our stay. It was also in our price range. Communication was great between me and the host. Well informed about all things. I would definitely recommend this property without hesitation. Thank you to everyone."
United States
Anonymous traveller
The price is NZ$375
includes taxes & fees
17 Nov - 18 Nov
Blue Octopus~Walk 2 beach & Johns Pass~King Bed

13. 🌴 Updated1BR at Park Shore Suites | Steps to Madeira Beach | Courtyard & Grill 🌅

🌴 Updated1BR at Park Shore Suites | Steps to Madeira Beach | Courtyard & Grill 🌅
Madeira Beach
10.0 out of 10, Exceptional, (2 reviews)
"Lovely place, only down side, could hear fellow renters In the next unit real easy. Close to the beach. Had everything I needed for a fabulous visit."
United States
Jeanne R.
The price is NZ$604
includes taxes & fees
1 Nov - 2 Nov
🌴 Updated1BR at Park Shore Suites | Steps to Madeira Beach | Courtyard & Grill 🌅

14. King Bed-Step to Madeira Beach-Heated Pool-Private

King Bed-Step to Madeira Beach-Heated Pool-Private
Madeira Beach
The price is NZ$416
includes taxes & fees
2 Nov - 3 Nov
King Bed-Step to Madeira Beach-Heated Pool-Private

15. Modern 1BR Steps to Madeira Beach with Courtyard and Grill

Modern 1BR Steps to Madeira Beach with Courtyard and Grill
Madeira Beach
The price is NZ$615
includes taxes & fees
31 Oct - 1 Nov
Modern 1BR Steps to Madeira Beach with Courtyard and Grill

16. Your Gulf Coast Escape in Madeira Beach

Your Gulf Coast Escape in Madeira Beach
St. Petersburg
The price is NZ$616
includes taxes & fees
2 Nov - 3 Nov
Your Gulf Coast Escape in Madeira Beach

17. 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 NZ$580
includes taxes & fees
31 Oct - 1 Nov
Madeira3 Waterfront & 2-3 minutes' Walktothe Beach

18. Walk to Beach & Johns Pass Village ~ Heated Community Pool ~ Bikes ~ Paddle Boards/Kayaks

Walk to Beach & Johns Pass Village ~ Heated Community Pool ~ Bikes ~ Paddle Boards/Kayaks
Madeira Beach
9.6 out of 10, Exceptional, (44 reviews)
"Nice small place with a pool and full kitchen. Very convenient to beach and dining. Very quiet."
United States
Allison H.
The price is NZ$692
includes taxes & fees
31 Oct - 1 Nov
Walk to Beach & Johns Pass Village ~ Heated Community Pool ~ Bikes ~ Paddle Boards/Kayaks

19. Relax. Reconnect. Beach, Shops, & Restaurants nearby. Pool, Paddle boards, Private Patio, & Bikes.

Relax. Reconnect. Beach, Shops, & Restaurants nearby. Pool, Paddle boards, Private Patio, & Bikes.
Madeira Beach
9.4 out of 10, Exceptional, (46 reviews)
"The place was beautiful. Just one small suggestion is a mirror on the door of the bathroom or closet. Other than that, it was awesome. I would stay here again."
United States
Jennifer T.
The price is NZ$715
includes taxes & fees
31 Oct - 1 Nov
Relax. Reconnect. Beach, Shops, & Restaurants nearby. Pool, Paddle boards, Private Patio, & Bikes.

20. Private 1BR Retreat | Near Madeira Beach and VA

Private 1BR Retreat | Near Madeira Beach and VA
St. Petersburg
The price is NZ$370
includes taxes & fees
31 Oct - 1 Nov
Private 1BR Retreat | Near Madeira Beach and VA
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

Find out more about Madeira Beach

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?

Gulf Strand Resort: This holiday home rental outside 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 43 holiday rentals for your stay in Madeira Beach.

What can I see and do in Madeira Beach?

St. Petersburg - Clearwater Beaches and Madeira Beach 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.