Madeira Beach Vacation Rentals with Private Pool

(12 rentals)
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Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

Experience the ultimate coastal escape in our 1-bedroom Executive Waterfront Penthouse. This is highest end/nicest unit in Madeira Beach, 1st floor, no steps, water is 10' from the lanai, amazing K bed, private custom showers, gourmet kitchen, condo is 20' from club house, walk everywhere, nestled ...

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Property Type

Madeira Beach House

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Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

Discover the epitome of coastal elegance in our 2-bedroom, 2-bathroom Executive Waterfront Condo. This is highest end/nicest unit in Madeira Beach, 1st floor, no steps, water is 10' from the lanai, amazing K beds, private custom showers, gourmet kitchen, condo is 20' from club house, walk ...

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Property Type

Madeira Beach Condo

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2 BR | 2 BA | Sleeps 6 | Quick View

16

$227

avg/night

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pool
  • Private pool

About this property

Our pictures are from several of our street front condominiums. Our personal website will show you all of the pictures of each unit that we offer for rent. All of our units that end in 1,2 & 3 are over looking Gulf Blvd and floors 3, 4 and 5 have views of our intercoastal waterways. These luxury 2 ...

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Property Type

Madeira Beach Condo

"The amazing condo"

Hi we would like to say that the condo we rented owned by Diane Sullivan from NL was an extremely top of the line one cleanliness well stocked again thanks Diane and the office staff were very friendly ...

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2 BR | 2 BA | Sleeps 7 | Quick View

2

$156

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

This 5th floor 2 bedroom / 2 bathroom condo welcomes you with coastal vibes of total relaxation and complete comfort by offering every amenity. The spacious living and dining area create the perfect space for unwinding after a day in the sand and sun at the beach directly across the street. A well appointed ...

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Property Type

Madeira Beach Condo

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2 BR | 1 BA | Sleeps 6 | Quick View

10

$143

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool
  • Rentals by owner

About this property

This is a beautifully furnished condominium with two bedrooms, dining room furniture and private balcony accessible from living room. The unit has two TVs, regular cable in the bedroom on a 26" screen and premium digital multimedia service with 14 HBO channels and 12 Cinemax channels in the living ...

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Property Type

Madeira Beach Condo

"Enjoyable stay"

Beautiful accommodations with everything one would want to have an enjoyable vacation. Very close to the beach just a short walk. In addition very close to retail outlets and restaurants. The owner is ...

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kitchen
  • Oceanfront
  • Private pool

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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Property Type

Madeira Beach Condo

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2 BR | 2 BA | Sleeps 4 | Quick View

6

Distance to beach: 500 feet to Madeira Beach

$236

avg/night

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Key Amenities

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

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 two twin beds. Two full ...

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Property Type

Madeira Beach House

"Perfect in Every Way!"

My friend and I loved staying at this home on the bay. It was the best of everything. Within walking distance to the beach and restaurants. For those who like a couple-mile walk, John's Pass is 1.7 miles. ...

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$397

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Welcome to our huge newly renovated luxury condo on Madeira Beach. Trillium 3C is a modern and stylish condo that offers the perfect blend of comfort and luxury for your next beach getaway.This condo is in an awesome location, within a short walk from John's Pass that offers great nightlife with ...

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Property Type

Madeira Beach Condo

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2 BR | 2 BA | Sleeps 4 | Quick View

9

$171

avg/night

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Oceanfront
  • Pool
  • Private pool
  • Rentals by owner

About this property

$100.00 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 has ...

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Property Type

Madeira Beach Condo

"Fabulous View of the Gulf!"

The condo is beautiful, it is decorated coastal but not beachy. The host Lorie was very responsive during the booking process and during our stay. We only had 4 days and 3 nights, however it was fabulous! ...

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$416

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pool
  • Private pool
  • Rentals by owner

About this property

Experience the ultimate beachfront getaway at our stunning condo on Maderia Beach. Enjoy breathtaking ocean views, direct beach access, and a luxurious, modern interior. Relax by the pool, soak up the sun on the white sandy beach, or explore the vibrant local area. Perfect for a romantantic escape or ...

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Property Type

Madeira Beach Condo

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Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner

About this property

Have FUN with the whole family or with a group of your close friends. Sunbathers Casa is spacious. Madeira Beach is 6 min away. Professionally decorated interior and a showstopper backyard with a huge heated pool. Sunbathers Casa is immaculately cleaned between guests. Clearwater and St. Petersburg, just ...

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Property Type

Madeira Beach House

"Excellent space!"

It was so very hot and humid when we stayed but the outdoor space made it so enjoyable. It also had alot of area to have some privacy too! Would definitely stay there again, Amy was great!

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2 BR | 1.5 BA | Sleeps 6 | Quick View

5

$188

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly
  • Private pool
  • Rentals by owner

About this property

Cutest eclectic place you will ever see. If you are working away from home or just needing a break, come relax at the Old Oak Beach Bungalow. A landmark in the front yard to gaze at in the morning while having your coffee on the font porch or relaxing on the side jasmine covered veranda in the hammock ...

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Property Type

Madeira Beach Bungalow

"What a Gem!"

Yes, eclectic is the word. Very artsy/flossy and super clean. Equipped with anything you would ever need. Very easy check in and host was extremely responsive. Location to restaurants, stores, and beach ...

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Madeira Beach Vacation Rentals