Madeira Beach vacation rentals

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Best Madeira Beach vacation rentals

Most recommended vacation rentals in Madeira Beach

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Madeira Beach Tropic Breeze Unit 18 Second Floor - Madeira Beach - Pool
Madeira Beach Tropic Breeze Unit 18 Second Floor
Madeira Beach, FL
9.5Wonderful(11)
Free Wi-Fi
Pool
$182+
Check availability
Madeira Beach Tropic Breeze Unit 11 Second Floor - Madeira Beach
Madeira Beach Tropic Breeze Unit 11 Second Floor
Madeira Beach, FL
9.4Wonderful(14)
Free Wi-Fi
$176+
Check availability
Directly on the Beach - Madeira Beach - Building
Directly on the Beach
Madeira Beach, FL
Pool
Pet friendly
$315+
Check availability
Madeira Beach Tropic Breeze Unit 14 Second Floor - Madeira Beach - Bedroom
Madeira Beach Tropic Breeze Unit 14 Second Floor
Madeira Beach, FL
9.2Wonderful(14)
Free Wi-Fi
$180+
Check availability
Sandy Shores 401 Gulf Front Corner Condo - Madeira Beach - Balcony
Sandy Shores 401 Gulf Front Corner Condo
Madeira Beach, FL
Pool
$462+
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Madeira Place 303 1bd 2ba Retreat Near Johns - Madeira Beach - Living room
Madeira Place 303 1bd 2ba Retreat Near Johns
Madeira Beach, FL
9.2Wonderful(15)
Free Wi-Fi
$175+
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Brand New 2 Bedroom Top Floor With a View - Madeira Beach - Living room
Brand New 2 Bedroom Top Floor With a View
Madeira Beach, FL
Free Wi-Fi
Pool
$245+
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Madeira Beach Tropic Breeze Unit 15 Second Floor - Madeira Beach
Madeira Beach Tropic Breeze Unit 15 Second Floor
Madeira Beach, FL
9.0Wonderful(12)
Free Wi-Fi
$182+
Check availability
Madeira Beach Tropic Breeze Unit 19 Second Floor - Madeira Beach - Pool
Madeira Beach Tropic Breeze Unit 19 Second Floor
Madeira Beach, FL
9.3Wonderful(12)
Free Wi-Fi
$182+
Check availability
Johns Pass Studio # 1 Fisherman's Cove and Cottages - Madeira Beach - Bedroom
Johns Pass Studio # 1 Fisherman's Cove and Cottages
Madeira Beach, FL
Free Wi-Fi
$249+
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Waterfront Home Gulf view 100 steps to Beach very private Close to everything. - Madeira Beach - Patio
Waterfront Home Gulf view 100 steps to Beach very private Close to everything.
Madeira Beach, FL
$352+
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Madeira Beach Tropic Breeze Unit 9 Ground Floor - Madeira Beach
Madeira Beach Tropic Breeze Unit 9 Ground Floor
Madeira Beach, FL
8.9Very good(13)
Pool
$154+
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John's Pass Hotel - Madeira Beach
John's Pass Hotel
Madeira Beach, FL
Free Wi-Fi
$205+
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227 Surf Song Resort - Madeira Beach
227 Surf Song Resort
Madeira Beach, FL
9.3Wonderful(10)
Parking
Free Wi-Fi
Pool
$270+
Check availability
226 Surf Song Resort - Madeira Beach
226 Surf Song Resort
Madeira Beach, FL
9.0Wonderful(4)
Parking
Free Wi-Fi
Pool
$266+
Check availability
Cozy Oasis: Just Renovated Bungalow, Steps to Madeira Beach - Madeira Beach
Cozy Oasis: Just Renovated Bungalow, Steps to Madeira Beach
Madeira Beach, FL
Free Wi-Fi
$231+
Check availability
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KAYAK’s insights for vacation rentals in Madeira Beach

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Madeira Beach with confidence.

Which month has the cheapest vacation rental rates in Madeira Beach?

Vacation rentals are cheapest in Madeira Beach in September, with average rates of $148. In comparison, March is the most expensive month, with prices at $623.

What is the cheapest day of the week to book a vacation rental in Madeira Beach?

Wednesday offers the lowest rates in Madeira Beach, with an average nightly price of $253. The highest prices are found on Monday, with average rates at $568.
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Good to know

Low season

September

High season

March

Average price (weeknight)

$355

Average price (weekend night)

$320
Cheapest month to stay with an average 52% drop in price.
Most expensive month to stay with an average 102% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Madeira Beach vacation rental deals

  • Beachfront and pool are the most popular vacation rental property amenities in Madeira Beach
  • Vacation rentals in Madeira Beach are around 38% more expensive than hotels on average. Search here to compare prices for all accommodation types in Madeira Beach.
  • The best vacation rental properties in Madeira Beach are Steps across from Madeira Beach, heated pool- Luxury 3 bedrooms, 3 full bathrooms (10.0, 23 reviews), Johns Pass Studio 3 Fisherman's Cove & Cottages Studio 3 (9.8, 22), and Directly on the Beach (9.8, 38), based on ratings and reviews from real travelers.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Madeira Beach for 5 days.

FAQs when booking a vacation home in Madeira Beach

  • How much is a vacation rental for a week in Madeira Beach?

    The average price for a weekly Madeira Beach vacation rental found by KAYAK users in the last 2 weeks is $1,923.

  • How much is a vacation rental for a month in Madeira Beach?

    The average price for a monthly Madeira Beach vacation rental found by KAYAK users in the last 2 weeks is $8,242.

  • What types of vacation rentals are available in Madeira Beach?

    There are loads of different property types that you can make your vacation home in Madeira Beach. You’ll find apartments, condos, cottages, houses, homestays and villas.

  • What are some of the most-loved vacation rentals available in Madeira Beach?

    There are many types of properties available for Madeira Beach vacation rentals. If you’re looking for something special, vacation rentals most loved by KAYAK users are Villas at John's Pass by Travel Resort Services and All Seasons Vacation Resort by Libertè.

  • Are there any pet-friendly vacation rentals in Madeira Beach?

    There are a number of dog and pet-friendly Madeira Beach vacation rentals, with around 6% allowing you to bring your pet along with you.

  • How much is a vacation rental in Madeira Beach for tonight?

    In the last 72 hours, users have found Madeira Beach vacation rentals for tonight for as low as $228. Search here for similar prices

  • How much is a vacation rental in Madeira Beach for this weekend?

    In the last 72 hours, users have found Madeira Beach vacation rentals for this weekend for as low as $339 per night. Search here for similar prices

  • How can I find vacation rentals near me in Madeira Beach?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where to stay in Madeira Beach?

Our map will help you find the perfect place to stay in Madeira Beach by showing you the exact location of each vacation rental.

Everything you need to know for your stay in Madeira Beach

Madeira Beach vacation rental deals. Search for vacation homes, apartments, condos, cabins, cottages, villas and more in Madeira Beach. Find cheap vacation homes to rent in Madeira Beach. KAYAK searches hundreds of travel sites to help you find and book a vacation rental in Madeira Beach that suits you best.

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