A Snapshot of Florida: Madeira Beach

The Tampa Area has a lot going for it, including a little place called Madeira Beach. It exists as a Florida stereotype – and that’s meant in the best of ways. Sunny, fun, relaxing…basically everything you’re looking for in your next vacation.


Madeira Beach is a diminutive barrier island that encompasses all things leisurely. Both the Gulf of Mexico and the Intercoastal Waterway provide the means to fish, swim, beach comb and simply gaze across the water – all those calming activities that you’ve been craving. Historic John’s Pass Village is unmissable; it’s the ultimate place for shopping, strolling, snacking and embracing (at least temporarily) a small town, stress-free life. Yes the island is small but it’s packed with everything you might need, including over 100 shops in the village area alone.


Also here where you need them are several quality vacation condos and beach houses perfect for making you feel at home in this otherworldly place. Amenities and convenience are a recipe for success, as you’ll soon see. The boardwalk, the restaurants and the vantage points perfect for watching dolphins jump and pelicans swoop are a few more details worth looking forward to, as are day trips to Redington Beach, Treasure Island and other Central Gulf Coast points of interest.


This is a rich region and it’s beckoning to you, so satisfy your curiosity about this exotic sounding but highly approachable spot as soon as you can tear yourself away from all things responsible, rational and rote. It shouldn’t be too hard.

Destination: Search

Vacation Rentals in Madeira Beach

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Luxury condo with beach directly across the street. – Property 154672

  • Madeira Beach rental - condo, 1 bedroom, sleeps 4, 1 bathroom, beach, near the ocean, accept credit card
  • $600/week
  • Calendar Last Updated On: Jan 6, 2009
Renovated 1 bedroom luxury condo directly across the street from the beach. This floor unit is totally furnished and tastefully decorated to perfection.

Escape to Paradise - Incredible Gulf & Beach Views - 2/2 Direct Gulf front! – Property 141864

  • Madeira Beach rental - condo, 2 bedrooms, sleeps 5, 2 bathrooms, beach, waterfront, swimming pool
  • $850 - $1,250/week
  • Calendar Last Updated On: Jan 6, 2009
ESCAPE TO A TROPICAL PARADISE !! We are located directly on the Gulf with great beach views and stunning sunsets. Relax on the white sandy beach and watch the...

Direct Gulf Front-Listen to the Sound of the Waves – Property 224550

  • Madeira Beach rental - condo, 1 bedroom, sleeps 4, 1 bathroom, beach, waterfront, accept credit card
  • Calendar Last Updated On: Jan 6, 2009
Upgraded one bedroom, one bath condo on beautiful Madeira Beach. Enjoy your morning coffee on the open air balcony of this 6th floor unit.

Paradise Found at This Fantastic Gulf Front Condo! – Property 316111

  • Madeira Beach rental - condo, 1 bedroom, sleeps 4, 1 bathroom, beach, waterfront, accept credit card
  • $675 - $1,150/week
  • Calendar Last Updated On: Jan 5, 2009
Right on the beach! A simply fabulous vacation getaway! This great, one-bedroom, one-bath condominium is directly on the Gulf of Mexico with fantastic views.

Beautiful Ocean Sands II Oceanfront Condominium – Property 313774

  • Madeira Beach rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, swimming pool
  • $850 - $1,295/week
  • Calendar Last Updated On: Jan 5, 2009
Remodeled from floor to ceiling including new tile floors throughout, new kitchen, new bathrooms, all newly painted, and more!

Gulf Condo Retreat – Property 167575

  • Madeira Beach rental - condo, 2 bedrooms, sleeps 6, 1 bathroom, 1 half bath, beach, waterfront, swimming pool
  • $750 - $1,125/week
  • Calendar Last Updated On: Jan 5, 2009
This non-smoking, two bedroom, beach retreat is on the top floor (sixth level) and faces the Gulf of Mexico from a beautiful angle with spectacular views of the...

Pineapple House Waterfront Tropical Oasis – Property 212317

  • Madeira Beach rental - house, 3 bedrooms, sleeps 6, 2 bathrooms, air-conditioning, washing machine
  • Calendar Last Updated On: Jan 5, 2009
Called the 'Pineapple House' because of its hand-crafted yellow pineapple fence and lushly landscaped 70 foot by 110 foot, canal-front lot this 2000 square foot...

Luxury 3 bedroom beachfront condo, pool & jacuzzi – Property 164321

  • Madeira Beach rental - condo, 3 bedrooms, sleeps 7, 2 bathrooms, beach, waterfront, swimming pool
  • $995 - $1,755/week
  • Calendar Last Updated On: Jan 6, 2009
On The Beach. Attractive 3 bedroom, 2 bath beach condo with an oversize balcony overlooking the beach and pool. Balcony entrances from both the family room and the...

Dec Special *** March 7-14 *Remodeled 3/2 Oceanfront*** – Property 310676

  • Madeira Beach rental - condo, 3 bedrooms, sleeps 8, 2 bathrooms, beach, accept credit card
  • Calendar Last Updated On: Jan 5, 2009
Spectacular fully loaded condo offers you over 1500 square feet (139 square meters) of spacious and comfortable living area - and is as comfortable as your own...

Lovely Beach Cottage - Downstairs Unit- Just Steps to the Beach – Property 175157

  • Madeira Beach rental - cottage, 2 bedrooms, sleeps 6, 2 bathrooms, near the ocean, accept credit card
  • $690 - $800/week
  • Calendar Last Updated On: Jan 4, 2009
The Cottage by the Pass is a 1930's vintage cottage located in Madeira Beach, just steps (approx. 100 steps) from the beautiful white sand beach of the Gulf of...

Charming Studio Upstairs Unit - Just Steps from the Beach! – Property 312703

  • Madeira Beach rental - cottage, sleeps 2, 1 bathroom, beach, accept credit card
  • $425 - $550/week
  • Calendar Last Updated On: Jan 4, 2009
The Cottage by the Pass upstairs is a large studio with all of the comforts of home. You can prepare a delicious meal in the fully equipped kitchen.

Your Dream Vacation Beach Front condo 'The Chambre' – Property 148981

  • Madeira Beach rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, accept credit card
  • $875 - $1,450/week
  • Calendar Last Updated On: Jan 3, 2009
Directly on the beach! This beautifully decorated 2 bedroom 2 bath condo is the vacation spot you have been looking for. The Gulf of Mexico is your backyard!

'Beachy Keen' - Luxury 3/2 Beachfront Condo - Awesome Views – Property 116894

  • Madeira Beach rental - condo, 3 bedrooms, sleeps 7, 2 bathrooms, beach, waterfront, accept credit card
  • $950 - $1,850/week
  • Calendar Last Updated On: Jan 3, 2009
Incredible beach views and sunsets from balcony, living room and master bedroom: The fourth-floor unit (5th level) is in the center of the 25-unit building and these...

Prestigious Ocean Sands! – Property 316365

  • Madeira Beach rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, accept credit card
  • $800 - $1,350/week
  • Calendar Last Updated On: Jan 6, 2009
DIRECT GULF BEACH FRONT at the prestigious OCEAN SANDS on Madeira Beach, Florida. 2 bedroom /2 bath. Sleeps 2-6. View fantastic sunsets from our prime eighth...

Beach Place - Unit 502 - 2BD/2BA - On Beach - Next to Johns Pass – Property 311501

  • Madeira Beach rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, waterfront, accept credit card
  • $700 - $1,050/week
  • Calendar Last Updated On: Jan 2, 2009
Completely redecorated, 5th floor unit, 2 BR, 2 BA, full kitchen, dining room, living room, balcony facing John's Pass, on beach, large pool and lounge area, gas...

Dolphins say don't miss this one-81' wrap-around balcony, viewing Gulf. – Property 92468

  • Madeira Beach rental - condo, 3 bedrooms, sleeps 8, 2 bathrooms, beach, waterfront, air-conditioning
  • $695 - $2,295/week
  • Calendar Last Updated On: Jan 1, 2009
Our Gulf coast vacation rental has a large1700 sq ft. The 4th floor, 3 b/r luxury vacation condo rental is a s/west corner unit.

NEW Luxury Waterfront Condo Just 1 Block from John's Pass – Property 147714

  • Madeira Beach rental - condo, 2 bedrooms, sleeps 4, 1 bathroom, beach, waterfront, accept credit card
  • $700 - $1,200/week
  • Calendar Last Updated On: Jan 5, 2009
Enjoy the best that Madeira Beach has to offer with this new (just opened October 2006) luxury condominium in the new Madeira Bay Resort.

Charming Nautical Waterfront Home W/ Great Views, Walk To The Beach – Property 205739

  • Madeira Beach rental - house, 3 bedrooms, sleeps 10, 2 bathrooms, beach, waterfront, accept credit card
  • $950/week
  • Calendar Last Updated On: Dec 30, 2008
This three bedroom home is right on the water with wonderful open views. This home is in a private neighborhood on a dead in street and has a fenced back yard.

Luxury Beachfront Condo - Awesome Sunsets - White Sands!!! – Property 161171

  • Madeira Beach rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, beach, swimming pool
  • $800 - $1,350/week
  • Calendar Last Updated On: Dec 30, 2008
Located directly on the white, sandy beaches of the Gulf of Mexico in a secure, five-story elevator building with under complex parking.

Tropical Rainbow Madeira Beach Cottage – Property 127091

  • Madeira Beach rental - cottage, 2 bedrooms, sleeps 6, 1 bathroom, beach, accept credit card
  • $600/week
  • Calendar Last Updated On: Jan 3, 2009
You will love this 'Old Florida' tropical beach cottage w/ all the amenities of today. Enjoy the privacy & charm of your own beach cottage that has just been...
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