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Madeira Beach Holiday Rentals

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Check prices for these dates

Tonight
10 Dec - 11 Dec
Tomorrow
11 Dec - 12 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Our top choices for Madeira Beach holiday rentals

Coffee/tea maker
John's Pass Hotel

John's Pass Hotel

John's Pass Hotel
2.0 star property
Madeira Beach
8.6 out of 10, Excellent, (274)
"Wonderful location "
United States
Michael
John's Pass Hotel
View from room
Shoreline Island Resort - Exclusively Adult

Shoreline Island Resort - Exclusively Adult

Shoreline Island Resort - Exclusively Adult
3.0 star property
Madeira Beach
9.2 out of 10, Wonderful, (1430)
"Super cute apartment and the view from the balcony, right on the beach and very close to restaurants and shops. "
United States
Walesca
Shoreline Island Resort - Exclusively Adult
On the beach, sun-loungers, beach towels
REMODELED, immaculately designed, BEACHFRONT condo with gorgeous water views

REMODELED, immaculately designed, BEACHFRONT condo with gorgeous water views

REMODELED, immaculately designed, BEACHFRONT condo with gorgeous water views
Madeira Beach
10.0 out of 10, Exceptional, (165)
"View was amazing, bed was comfortable, all the little things they had available was very considerate "
United States
Jessica Y.
REMODELED, immaculately designed, BEACHFRONT condo with gorgeous water views
On the beach
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass

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

Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass
Madeira Beach
9.6 out of 10, Exceptional, (247)
"This place was amazing will be renting again next time."
United States
Josh R.
The price is HK$973
HK$3,038 total
includes taxes & fees
16 Dec - 17 Dec
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass
On the beach
Oceanfront Oasis | Luxury Renovation + Amenities

Oceanfront Oasis | Luxury Renovation + Amenities

Oceanfront Oasis | Luxury Renovation + Amenities
Madeira Beach
9.8 out of 10, Exceptional, (84)
"Beautiful place! Beds were very comfortable, loved the proximity of the beach. Great location as it's close to shopping and grocery stores as well. The only downside was the elevator which was pretty slow and only having one seemed inconvenient for the size of the building. Would definitely return!"
United States
Patricia J.
Oceanfront Oasis | Luxury Renovation + Amenities
Outdoor pool, a heated pool
BEST BEACH DEALS! Ocean Front Gem! 75ft To Water 55"TV Heated Pool WiFi

BEST BEACH DEALS! Ocean Front Gem! 75ft To Water 55"TV Heated Pool WiFi

BEST BEACH DEALS! Ocean Front Gem! 75ft To Water 55"TV Heated Pool WiFi
Madeira Beach
8.6 out of 10, Excellent, (61)
"We had a great week staying in this condo. Beautiful view, spacious, convenient location- both to the beach and to nearby shops/restaurants."
United States
Savanah S.
BEST BEACH DEALS! Ocean Front Gem! 75ft To Water 55"TV Heated Pool WiFi
Living area
making memories at madeira

making memories at madeira

making memories at madeira
Madeira Beach
8.6 out of 10, Excellent, (21)
"The location and space were awesome and fit our family perfectly. On top of that the beach was a short walk across the street. The house was fully stocked with needed items. Would definitely come back again!"
United Kingdom
RYAN D.
making memories at madeira
Outdoor pool, a heated pool, pool loungers
Beachfront. Hurricane repairs complete. Newly renovated heated pool and spa open

Beachfront. Hurricane repairs complete. Newly renovated heated pool and spa open

Beachfront. Hurricane repairs complete. Newly renovated heated pool and spa open
Madeira Beach
9.8 out of 10, Exceptional, (262)
"Awesome location with quieter beach area, great for our needs. Likely to book this condo again in the future! "
United States
John A.
Beachfront. Hurricane repairs complete. Newly renovated heated pool and spa open
On the beach, sun-loungers, beach towels
Beachfront Ocean View! Large Family Friendly Condo

Beachfront Ocean View! Large Family Friendly Condo

Beachfront Ocean View! Large Family Friendly Condo
Madeira Beach
9.6 out of 10, Exceptional, (45)
"Absolutely a great place to stay. Location was amazing, everything you need is within walking distance. Property has everything needed for an amazing stay. "
United States
Justin W.
Beachfront Ocean View! Large Family Friendly Condo
Fridge, microwave, oven, stovetop
Madeira Del Mar 305 - Stunning Luxury Condo, Steps From The Beach

Madeira Del Mar 305 - Stunning Luxury Condo, Steps From The Beach

Madeira Del Mar 305 - Stunning Luxury Condo, Steps From The Beach
Madeira Beach
9.8 out of 10, Exceptional, (46)
"Great stay, plenty of space for a family of 5. "
United States
Lisa M.
Madeira Del Mar 305 - Stunning Luxury Condo, Steps From The Beach
Terrace/patio
Belle Vista

Belle Vista

Belle Vista
2.0 star property
Madeira Beach
9.6 out of 10, Exceptional, (29)
"It was an awesome place to stay"
United States
Sebrina
Belle Vista
Property grounds
PENTHOUSE BEACHFRONT, SLEEP 4, <br> 2 MIN to TOWN. FREE LOUNGERS, BBQ, WiFi

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

PENTHOUSE BEACHFRONT, SLEEP 4, <br> 2 MIN to TOWN. FREE LOUNGERS, BBQ, WiFi
Madeira Beach
9.0 out of 10, Wonderful, (40)
"Place was great all around peaceful and good people and nice quiet beaches "
United States
Joseph I.
PENTHOUSE BEACHFRONT, SLEEP 4, <br> 2 MIN to TOWN. FREE LOUNGERS, BBQ, WiFi
Sun-loungers, beach towels
Beach & Marina Condo in marvelous Madeira Beach.

Beach & Marina Condo in marvelous Madeira Beach.

Beach & Marina Condo in marvelous Madeira Beach.
Madeira Beach
Beach & Marina Condo in marvelous Madeira Beach.
Outdoor pool, a heated pool
Exclusive PENTHOUSE Footsteps from Madeira Beach! 3BR/3BA with a Heated Pool!

Exclusive PENTHOUSE Footsteps from Madeira Beach! 3BR/3BA with a Heated Pool!

Exclusive PENTHOUSE Footsteps from Madeira Beach! 3BR/3BA with a Heated Pool!
Madeira Beach
10.0 out of 10, Exceptional, (43)
"This property was amazing! Liked having a bathroom for each bedroom. Has a pool and is close to the beach. There was a wagon with beach chairs available which was great. Would stay here again."
United States
Deana L.
Exclusive PENTHOUSE Footsteps from Madeira Beach! 3BR/3BA with a Heated Pool!
Outdoor dining
Luxury Beach Escape near John's Pass - Seaview #403

Luxury Beach Escape near John's Pass - Seaview #403

Luxury Beach Escape near John's Pass - Seaview #403
Madeira Beach
10.0 out of 10, Exceptional, (51)
"Enjoyed our stay. The condo was perfect for myself and young adult children. It was clean and the location to the pool and beach was ideal"
United States
christa j.
The price is HK$3,502
HK$7,178 total
includes taxes & fees
8 Jan - 9 Jan 2026
Luxury Beach Escape near John's Pass - Seaview #403
On the beach
🌟 Las Brisas #504 — Modernized 3BR Gulf Front Condo with Balcony & Sleeps 12

🌟 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, (11)
"Great location. Easy beach access. Looking forward to staying again. "
United States
Mallory T.
🌟 Las Brisas #504 — Modernized 3BR Gulf Front Condo with Balcony & Sleeps 12
Outdoor dining
Experience Madeira Beach living near top attractions

Experience Madeira Beach living near top attractions

Experience Madeira Beach living near top attractions
Madeira Beach
10.0 out of 10, Exceptional, (11)
"Place was in a fantastic location and met all of our needs. Clean with lots of space for all guests."
United States
Jason C.
Experience Madeira Beach living near top attractions
Beach nearby
Fantastic Beachfront Resort. Extra Roomy and Comfortable.

Fantastic Beachfront Resort. Extra Roomy and Comfortable.

Fantastic Beachfront Resort. Extra Roomy and Comfortable.
Madeira Beach
9.0 out of 10, Wonderful, (153)
"Great place!"
United States
Angelica M.
Fantastic Beachfront Resort. Extra Roomy and Comfortable.
Pool
Charming 1-bedroom apartment in enchanting Madeira Beach with WiFi, AC

Charming 1-bedroom apartment in enchanting Madeira Beach with WiFi, AC

Charming 1-bedroom apartment in enchanting Madeira Beach with WiFi, AC
Madeira Beach
10.0 out of 10, Exceptional, (3)
"Everything nice"
United States
Sasha S.
Charming 1-bedroom apartment in enchanting Madeira Beach with WiFi, AC
Beach nearby
Beach Place 510 Platinum Gulf Front

Beach Place 510 Platinum Gulf Front

Beach Place 510 Platinum Gulf Front
Madeira
8.8 out of 10, Excellent, (54)
"You cannot beat the location, condo is very large and comfortable with all the things you need."
United States
Mary L.
Beach Place 510 Platinum Gulf Front
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

Madeira Del Mar 305 - Stunning Luxury Condo, Steps From The Beach

Madeira Del Mar 305 - Stunning Luxury Condo, Steps From The Beach

10/10 Excellent
"Clean, quiet, had a lot of space, easy for us seniors, good parking, close to places we wanted to go. "
Bill S. 5-night trip
Posted 2 days ago
Madeira Del Mar 305 - Stunning Luxury Condo, Steps From The Beach

Find out more about Madeira Beach

Search for holiday rentals in Madeira Beach on Expedia! You can easily find your home rentals, villas, holiday apartments in Madeira Beach using one of the methods below:

  • View our selection of featured holiday rentals in Madeira Beach
  • Use the map to find apartments and other holiday homes in the Madeira Beach neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Madeira Beach while they last

Look no further and take a look at our great range of rental properties in Madeira Beach!

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?

The Gemma by Brightwild: This holiday home rental outside Madeira Beach is located on the beach, and has an outdoor pool, a private balcony and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a full-sized fridge, a dishwasher and a stovetop, so that you can cook with friends or family. It offers a terrace, a private garden and a selection of games so that you can immerse yourself in your holiday. Our travellers also rate Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass as a favourite home for rent in Madeira Beach.

How many holiday rentals are there in Madeira Beach?

Expedia has 48 holiday rentals for your stay in Madeira Beach.

What can I see and do in Madeira Beach?

St. Petersburg - Clearwater Beaches and Belleair Beach 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 Archibald Beach Park.

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.