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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, 451, (451 reviews)
"Close to beach, food and shops. Nice boardwalk"
United States
Nicole
The price is NZ$159
includes taxes & fees
16 Sept - 17 Sept
John's Pass Hotel

2. Beach Please *Across The Street From Public Access

Beach Please *Across The Street From Public Access
Madeira Beach
10.0 out of 10, 5, (5 reviews)
"A good place to stay, just across the street from the beach. The Host was fast to respond to questions and had great recommendations on places to visit. Would definitely stay there again."
United States
Jeffery F.
The price is NZ$389
includes taxes & fees
18 Sept - 19 Sept
Beach Please *Across The Street From Public Access

3. 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, 29, (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 NZ$779
includes taxes & fees
16 Sept - 17 Sept
Waterfront condo, steps from the beach, located in the center of Madeira Beach

4. 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, 28, (28 reviews)
"Dawn's unit was fantastic! We really enjoyed the area."
United States
Lindsay G.
The price is NZ$465
includes taxes & fees
20 Sept - 21 Sept
MadeiraC1 Waterfront & 2-3 minutes' Walk to the Beach

5. Gulf Views Across The Street From Beach Access

Gulf Views Across The Street From Beach Access
Madeira Beach
9.8 out of 10, 15, (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$380
includes taxes & fees
16 Sept - 17 Sept
Gulf Views Across The Street From Beach Access

6. 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, 3, (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$624
includes taxes & fees
19 Sept - 20 Sept
Ground Floor Amazingly Updated 1 Bedroom Just Steps to the Sand

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

Madeira3 Waterfront & 2-3 minutes' Walktothe Beach
Madeira Beach
10.0 out of 10, 26, (26 reviews)
"Fantastic stay. Everything was great and everyone was very nice!"
United States
Charles
The price is NZ$540
includes taxes & fees
16 Sept - 17 Sept
Madeira3 Waterfront & 2-3 minutes' Walktothe Beach

8. Coastal Retreat in Madeira Beach/Johns Pass

Coastal Retreat in Madeira Beach/Johns Pass
Madeira Beach
10.0 out of 10, 2, (2 reviews)
"The place was great and easy walking distance to restaurants and the beach. Would stay here again. "
United States
Suzanne J.
The price is NZ$607
includes taxes & fees
16 Sept - 17 Sept
Coastal Retreat in Madeira Beach/Johns Pass

9. 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, 276, (276 reviews)
"The Bungalow has great charm, the host was very welcoming and the location was excellent! "
United States
sharon r.
The price is NZ$599
includes taxes & fees
16 Sept - 17 Sept
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Gulf-Blvd

10. 🌴 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, 2, (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$605
includes taxes & fees
16 Sept - 17 Sept
🌴 Updated1BR at Park Shore Suites | Steps to Madeira Beach | Courtyard & Grill 🌅

11. Walk to Beach & Johns Pass Village! Community Heated Pool ~ Private Patio ~ Free Parking & Amenities

Walk to Beach & Johns Pass Village! Community Heated Pool ~ Private Patio ~ Free Parking & Amenities
Madeira Beach
9.6 out of 10, 41, (41 reviews)
"Location and unit were very nice, perfect size for what we needed! The amenities were great - the offering to places in the area (Zoo, Aquarium, dinner cruise, etc.) was an added bonus for no charge and/or one free pass. The unit is a quick walk to the beach and several other locations in the area. The Trolley is close and allows you to really explore from St Pete's Beach to Clearwater. We enjoyed our stay and will look to stay again in the future. "
United States
Sharon T.
The price is NZ$721
includes taxes & fees
16 Sept - 17 Sept
Walk to Beach & Johns Pass Village! Community Heated Pool ~ Private Patio ~ Free Parking & Amenities

12. Sea Breeze 101

Sea Breeze 101
Madeira Beach
9.8 out of 10, 6, (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
The price is NZ$806
includes taxes & fees
20 Sept - 21 Sept
Sea Breeze 101

13. 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, 46, (46 reviews)
"All renovated! Everything was clean and great! Grounds were clean as well! Quiet and comfortable! We absolutely loved our stay!"
United States
gary p.
The price is NZ$721
includes taxes & fees
16 Sept - 17 Sept
Relax. Reconnect. Beach, Shops, & Restaurants nearby. Pool, Paddle boards, Private Patio, & Bikes.

14. 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, 92, (92 reviews)
"Wonderful place! "
United States
Danna F.
The price is NZ$444
includes taxes & fees
18 Sept - 19 Sept
Johns Pass Studio # 1 Fisherman's Cove and Cottages

15. Sandy Shores 405 1 BR Gulf Front Corner Condo

Sandy Shores 405 1 BR Gulf Front Corner Condo
Madeira Beach
8.8 out of 10, 42, (42 reviews)
"Great room and location!"
United States
Ami H.
The price is NZ$728
includes taxes & fees
18 Sept - 19 Sept
Sandy Shores 405 1 BR Gulf Front Corner Condo

16. Penthouse • Pool • Walk to Madeira Beach • Sunsets

Penthouse • Pool • Walk to Madeira Beach • Sunsets
Madeira Beach
9.8 out of 10, 7, (7 reviews)
"Great location!"
United States
David T.
The price is NZ$587
includes taxes & fees
16 Sept - 17 Sept
Penthouse • Pool • Walk to Madeira Beach • Sunsets

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

B⎈AT HOUSE OASIS⚓Steps to the water⚓Walk to Beach!
Madeira Beach
9.6 out of 10, 27, (27 reviews)
"Absolutely wonderful stay and location."
United States
John F.
The price is NZ$347
includes taxes & fees
20 Sept - 21 Sept
B⎈AT HOUSE OASIS⚓Steps to the water⚓Walk to Beach!

18. 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, 48, (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

19. Waterfront Escape· Steps to Beach · Marina View

Waterfront Escape· Steps to Beach · Marina View
Madeira Beach
9.6 out of 10, 4, (4 reviews)
"We had a great visit to Madeira Beach! Our host was wonderful to communicate with and the condo was clean, quiet, and the perfect location! "
United States
Katie Z.
The price is NZ$572
includes taxes & fees
20 Sept - 21 Sept
Waterfront Escape· Steps to Beach · Marina View

20. 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, 17, (17 reviews)
"The location was amazing. Host was very accommodating. Everything was great, I would stay again and highly recommend. "
United States
DRÜ Ɓ.
Johns Pass Retreat 1~Walk to 100+ Vendors & 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.
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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 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 Pool 1940 Retro 4 Bedroom 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 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 Madeira 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.