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Madeira Beach Vacation Rentals with Private Pool

(7 rentals)
New
Madeira Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Seaview #103 – Oceanfront Madeira Beach GetawayWelcome to Seaview #103, your perfect beach destination! This beautifully decorated 3‑bedroom, 2‑bath oceanfront condo sits directly on one of the most pristine white‑sand beaches along Florida’s Gulf Coast. Whether you’re planning...

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$536
avg per night
Madeira Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Private pool
  • Rentals by owner
  • WiFi

About this property

I take terrible pictures, condo looks even better in person! Master bedroom and Living room have an ocean front balcony directly overlooking the Gulf of Mexico. There are 3 bedrooms and 2 full baths, a full kitchen and large living room. Our Spacious (1470 sq/ft), fully air-conditioned unit sleeps...

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Featured review

"Rental review"

The apartment was amazing. It had everything you could ask for or want for golf. Front views were spectacular. The bedding was comfortable, but definitely stay here again.

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$360
avg per night
Madeira Beach Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Private pool
  • WiFi

About this property

SUNRISE AND SUNSET. 30 day minimum rental period per association rules. No Exceptions. Coffee in the morning with sunrise, drinks in the evening with sunsets are standard with this spacious 3 BR 2 BA Gulf front end unit. Rare to get both views from your PRIVATE wrap around balcony with 16 ft. facing...

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$225
avg per night
Madeira Beach House
Sleeps 8, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome to The Seashell Sanctuary—your boutique coastal retreat just a short stroll from the sands of Madeira Beach. Just listed! Looking for snowbird rental? Our rates when booking Jan 1- April 30 are different than weekly rates. Please message me for more info.Thoughtfully designed with calming...

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$200
avg per night
Madeira Beach House
Sleeps 4, 2 bedrooms, 2 bathrooms
8 reviews

Distance to beach: 500 feet to Madeira Beach

Key Amenities

  • Air conditioning
  • Oceanfront
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Single Family Home located on the intercostal water of Boca Ciega Bay. Fish off the dock in the back yard along side the inground pool and just steps from the Gulf beach out the front door. There is a spacious master bedroom with a king bed and a second smaller bedroom with a queen size bed. Two full...

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Featured review

"Wow - Perfect in every way"

We stayed for 7 glorious weeks at this property , the location is perfect 5 minutes walk to the beach and a few minutes to restaurants and bars we frequently walked to Johns Pass just over a mile would...

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$243
avg per night

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Madeira Beach Condo
Sleeps 3, 1 bedroom, 1.5 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

This is a lovely, one bedroom with king-size bed, 2nd floor condo with waterfront view located in the highly desired Madeira Beach Yacht Club. It is just across the road to the beautiful white sand beach. The condo is close to many amenities including the Winn-Dixie Liquor Store, CVS Drug Store, the post...

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Featured review

"Beautiful!"

Just returned from two beautiful and peaceful weeks at MBYC. Was a little disappointed the complex was so empty at this particular time as we enjoyed all the owners and guests when their in March 2026....

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$111
avg per night
Madeira Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
11 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Private pool
  • Rentals by owner
  • WiFi

About this property

$200 per weekl will hold this unit , payment due in full 30 days before arrival. Seven day minimum, but will rent out three nights in between other rentals, if available . This property is rented by regulars Nov-April every year so only available May-October, thanks in advanced ! This beachfront rental...

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Featured review

"Good time!"

Rental was right on the beach. Balcony was huge and we were able to watch manatee and dolphins in the water. Pool was awesome and very clean. We enjoyed a great vacation!

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$186
avg per night
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