Madeira Beach Vacation Rentals and Condos for Rent
Large selection of Vacation Rentals in Madeira Beach, book your Rental here and save!
Many properties to choose from, including private Homes, Cottages or Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities that will make your Madeira Beach Florida visit the perfect getaway.
Vacation Rentals by Owner in Madeira Beach, Florida.
We have partnered with a major provider for Vacation Rentals by Owner directly through ClearwaterVacationHomes.com. With hundreds of short term rentals to choose from, we now have the selection and value to offer our visitors searching for Places To Stay in Madeira Beach.
To book a selected property, follow the "Search Availability" button or "View Rental" for Pricing & Rates, which will take you directly on our partner website. All bookings are securely completed on our partner websites.
You Can't Get Any Closer To The Beach Than This!
9.2 Star Rating
Madeira Beach Condo
3 Bedroom(s) Sleeps 6
Beautiful Beach Front 3 Bedroom Condo Unit 307 In Las Brisas On Madeira Beach
10.0 Star Rating
Madeira Beach Condo
3 Bedroom(s) Sleeps 8
BEST VALUE ON THE BEACH - AMAZING TOP FLOOR GULF FRONT UNIT WITH PANORAMIC VIEW
10.0 Star Rating
Madeira Beach Condo
1 Bedroom(s) Sleeps 4
Suncoast Getaway – Walk To Sand & Shops
9.6 Star Rating
Madeira Beach Cottage
2 Bedroom(s) Sleeps 6 -- Pet Friendly 
Bay & Blvd | Steps To Beach, Pool & John`s Pas
10.0 Star Rating
Madeira Beach Apartment
2 Bedroom(s) Sleeps 6
Beautiful Condo At Madeira Beach, 2Htd Pools,Walk To Beach,WiFi,Piers,Johns Pass
9.6 Star Rating
Madeira Beach Condo
3 Bedroom(s) Sleeps 6
Waterfront Condo At Popular Madeira Beach Yacht Club. Summer Dates Available.
9.6 Star Rating
Madeira Beach Condo
1 Bedroom(s) Sleeps 4
Extra Clean, Fully Renovated Beachfront Three Bedroom Condo On Madeira Beach ?️
10.0 Star Rating
Madeira Beach Condo
3 Bedroom(s) Sleeps 6
Beachy Blue,2 Htd Pools, Steps To Beach, WiFi, Gym, Piers, Park,Johns Pass Shops
9.6 Star Rating
Madeira Beach Condo
2 Bedroom(s) Sleeps 6
Pearl Of The Sea, 1 BDRM Condo, 2nd Floor, Heated Pool, 2 Min Walk To The Beach
10.0 Star Rating
Madeira Beach Condo
1 Bedroom(s) Sleeps 2
Cozy & Mod Condo, Walk To Beach, Self Check In-Out, WiFi, 2 Heated Pools, Piers+
9.6 Star Rating
Madeira Beach Condo
2 Bedroom(s) Sleeps 6
SPACIOUS Relaxing Beachfront 2bdrm-2 Bath Condo With Beach And Pool View! ENJOY!
10.0 Star Rating
Madeira Beach Condo
2 Bedroom(s) Sleeps 8
Panoramic Gulf Views At Ocean Sands In Madeira Beach~ OS502
10.0 Star Rating
Madeira Beach Condo
2 Bedroom(s) Sleeps 6
MadeiraC1 Waterfront & 2-3 Minutes' Walk To The Beach
9.6 Star Rating
Madeira Beach Condo
1 Bedroom(s) Sleeps 4
MadieraC2 Waterfront & 2-3 Minutes' Walk To The Beach
10.0 Star Rating
Madeira Beach Condo
1 Bedroom(s) Sleeps 4
Madiera2 Waterfront & 2-3 Minutes' Walk To The Beach
9.8 Star Rating
Madeira Beach Apartment
1 Bedroom(s) Sleeps 4
Madeira3 Waterfront & 2-3 Minutes' Walktothe Beach
10.0 Star Rating
Madeira Beach Apartment
1 Bedroom(s) Sleeps 4
Madeira Beach1 Waterfront & 2-3 Minutes' Walk To The Beach
9.8 Star Rating
Madeira Beach Apartment
1 Bedroom(s) Sleeps 4
BOARDWALK BUNGALOW - JOHNS PASS & BEACH JUST STEPS AWAY
9.4 Star Rating
Madeira Beach Vacation Home
2 Bedroom(s) Sleeps 6
#409 Sandy Shores Updated 2b 2b W/ Balcony
9.0 Star Rating
Madeira Beach Condo
2 Bedroom(s) Sleeps 6
SALE Late Summer 2+nts! 1bd 1ba Gulf Front: Ktchn, Pool, + John's Pass Access!
8.8 Star Rating
Madeira Beach Condo
1 Bedroom(s) Sleeps 3
Newly Renovated Madeira Beach Studio Cottage
9.6 Star Rating
Madeira Beach Apartment
1 Bedroom(s) Sleeps 4
Directly On The Beach
10.0 Star Rating
Madeira Beach Apartment
1 Bedroom(s) Sleeps 3 -- Pet Friendly
Sea Breeze Condominium 201-Gulf Front! -Reduced Rates Sep/Dec 2026!
8.4 Star Rating
Madeira Beach Condo
2 Bedroom(s) Sleeps 6
Great Apartment W/ Beach View & Heather Pool.
9.8 Star Rating
Madeira Beach Apartment
1 Bedroom(s) Sleeps 6
Beautiful Beachfront Condo With Loads Of Space
10.0 Star Rating
Madeira Beach Condo
3 Bedroom(s) Sleeps 8
Penthouse Mad Beach - Private Rooftop & 360 Views
9.8 Star Rating
Madeira Beach Condo
3 Bedroom(s) Sleeps 8
Sea Breeze 401 - Amazing Beach Front|Walk To John's Pass!
9.2 Star Rating
Madeira Beach Condo
2 Bedroom(s) Sleeps 6
Relax Beachfront With Stunning Beach Views. Heated Swimming Pool. Tickets To Top Attracti
8.8 Star Rating
Madeira Beach Condo
3 Bedroom(s) Sleeps 6
5 Star NEW Luxury Beach Condo With Heated Pool Overlooking The Intracoastal.
10.0 Star Rating
Madeira Beach Condo
3 Bedroom(s) Sleeps 6
1BR Cottage Easy Walk To The Beach! Heated Pool, Kayaks, Bikes, +Tickets To Fun Activities
9.4 Star Rating
Madeira Beach Condo
1 Bedroom(s) Sleeps 4
4 Bedroom Luxury Pool Condo By The Gulf
8.0 Star Rating
Madeira Beach Condo
4 Bedroom(s) Sleeps 8
Direct Beach Front 3 Bedroom - Beach Place #208
8.8 Star Rating
Madeira Beach Condo
3 Bedroom(s) Sleeps 8
Arena De Madeira 502 Premier- Beautiful Updates- Beach Front
8.8 Star Rating
Madeira Beach Condo
3 Bedroom(s) Sleeps 8
Perfect Slice Of Paradise. Direct Beachfront. Heated Pool & Hot Tub. Spectacular Views Fro
9.8 Star Rating
Madeira Beach Condo
2 Bedroom(s) Sleeps 4