Holiday rentals in Madeira Beach

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Top-rated holiday rentals in Madeira Beach

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Cottage in Madeira Beach
BEACHFRONT FAIRWINDS Cottage Lower
Bright, tropical-themed beach house located directly on Madeira Beach 1/2 block from John's Pass Village. This cozy 2 bedroom & 1 bath downstairs getaway has a huge covered 400 sq. ft. deck & ocean views. Toes hit the sand off the deck & just past the dunes is the Gulf! 1 wk stay for holidays + holiday rates. Decorative items removed due to COVID. Pics are preCovid, but cottage is still very cute! If guest loses house key, guest responsible for expense of locksmith, new locks, and new keys.
15–22 Nov
£253 per night
4.95 out of 5 average rating, 132 reviews
Guest favourite
Apartment in Madeira Beach
Gulf View & Activities Stylish Madeira Beach Condo
The new pool features a sun shelf and plenty of room for play or sun bathing. This tastefully decorated & fully equipped condo is walking distance to just about everything! Relax & enjoy Gulf views from private balcony, or have fun in the sun & partake in water activities. Madeira Beach has a wide array of activities, including the popular John's Pass Boardwalk, just a block away. Directly across the street is beach access, which you can quickly & safely access. This location is a must visit!
30 Nov – 7 DecProfessional Host,
£183 per night
4.87 out of 5 average rating, 147 reviews
Guest favourite
Cottage in Madeira Beach
Flipper's @ Mad Beach Cottage
Flipper's at Mad beach is a few steps away from the sugary sands of Madeira Beach, and close by the famous John's Pass Village & Boardwark where shopping and entertainment is always great. Completely renovated with light porcelain tile, nice furniture, queen bed with memory Thempur-Pedic mattress, exquisite modern shower, tall kitchen cabinets with plenty of storage. Huge private paved fenced backyard with gazebo, great for entertainment and outdoor grilling. You will love the beach decor.
12–19 AugIndividual Host,
£143 per night
4.91 out of 5 average rating, 110 reviews

Popular amenities for Madeira Beach holiday rentals

Stay near Madeira Beach's top sights

John's Pass276 locals recommend
Hubbard's Marina52 locals recommend
Madeira Beach Access18 locals recommend
Archibald Beach Park (The Hammocks)23 locals recommend
The Pirate Ship Royal Conquest33 locals recommend
Albert Whitted Park7 locals recommend

Other great holiday rentals in Madeira Beach

Guest favourite
Apartment in Madeira Beach
Walk to Everything - Madeira Beach Yacht Club
30 Aug – 6 SeptIndividual Host,
£157 per night
4.98 out of 5 average rating, 54 reviews
Guest favourite
Flat in Madeira Beach
#3-Sea Turtle Bungalows@John's Pass 1B/1B
4–11 AugIndividual Host,
£182 per night
4.94 out of 5 average rating, 72 reviews
Guest favourite
Apartment in Madeira Beach
Beach Front Madeira Beach
3–10 Aug
£385 per night
4.99 out of 5 average rating, 85 reviews
Guest favourite
Flat in Madeira Beach
Oceanfront, Warm Pool @ Madeira Beach, John's Pass
8–15 Aug
£328 per night
4.9 out of 5 average rating, 21 reviews
Guest favourite
Flat in Madeira Beach
Welcome to Gulf-Front Paradise!
10–17 Oct
£201 per night
4.91 out of 5 average rating, 22 reviews
Guest favourite
Apartment in Madeira Beach
White Sand Beachfront Condo with Stunning Sunsets
28 Aug – 4 SeptIndividual Host,
£343 per night
4.98 out of 5 average rating, 64 reviews
Superhost
Apartment in Treasure Island
Beachfront Condo in Exclusive Resort
13–20 Jun
£362 per night
4.88 out of 5 average rating, 80 reviews
Guest favourite
Apartment in Madeira Beach
April & Moe's Place
26 Apr – 3 May
£427 per night
5.0 out of 5 average rating, 32 reviews
Guest favourite
Apartment in Indian Shores
Oceanfront living on Indian Shores Beach
6–13 NovIndividual Host,
£393 per night
5.0 out of 5 average rating, 87 reviews
Guest favourite
Apartment in Madeira Beach
Stunning Views Beach Front Condo
23–30 NovIndividual Host,
£354 per night
4.95 out of 5 average rating, 87 reviews
Guest favourite
Apartment in Madeira Beach
Pool-front cottage, steps from the beach
6–13 SeptProfessional Host,
£124 per night
4.88 out of 5 average rating, 76 reviews
Guest favourite
Apartment in Madeira Beach
Gorgeous Gulf Front 2 BR split Master Suites Condo
1–8 SeptIndividual Host,
£370 per night
4.97 out of 5 average rating, 31 reviews

Quick stats about holiday rentals in Madeira Beach

Total rentals

1.3K properties

Rentals with dedicated workspaces

570 properties have a dedicated workspace

Rentals with a pool

960 properties have a pool

Pet-friendly rentals

230 properties allow pets

Family-friendly rentals

880 properties are a good fit for families

Total number of reviews

38K reviews

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Pinellas County
  5. Madeira Beach