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

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Vacation Rentals in Madeira Beach

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Marina View from Private Balcony. Great Location! – Property 3474512

  • Madeira Beach rental - condo, 1 bedroom, sleeps 4, 1 bathroom, Communal Pool, Balcony
  • $573 - $899/week
  • Calendar Last Updated On: Jun 18, 2013
Beautifully furnished with Bamboo flooring, granite countertops, and stainless appliances. Enjoy a fantastic view of the marina and Boca Ciega Bay from the...

Updated, spacious, and completely outfitted location for your Florida – Property 3550769

  • Madeira Beach rental - condo, 3 bedrooms, sleeps 8, 2 bathrooms, Communal Pool, Balcony
  • $1,142 - $1,786/week
  • Calendar Last Updated On: Jun 18, 2013
If you're searching for an updated, spacious, and completely outfitted location for your Florida vacation, look no further.

Beachside Townhouse. Open 4th July Week! – Property 391806

  • Madeira Beach rental - townhome, 3 bedrooms, sleeps 6, 3 bathrooms, Balcony, Air Conditioning
  • Calendar Last Updated On: Jun 18, 2013
Conveniently located in the heart of Madeira Beach with three levels of high ceilings and spacious living. This three bedroom townhouse, each bedroom it's...

Oceanfront, Newly renovated w/Breathtaking Views from Large 3rd Floor Balcony! – Property 277350

  • Madeira Beach rental - condo, 3 bedrooms, sleeps 9, 2 bathrooms, accept credit card, Village, Waterfront
  • $950 - $1,450/week
  • Calendar Last Updated On: Jun 18, 2013
Our Las Brisas three bedroom/two bath condominium rental is recently renovated and among the larger units available in the Tampa-St.

Relaxing Ground Floor Poolside Beach Condo - Walk to the Beach! – Property 904757

  • Madeira Beach rental - condo, 2 bedrooms, sleeps 6, 1 bathroom, accept credit card, Beach, Near The Ocean
  • Calendar Last Updated On: Jun 18, 2013
Madeira Beach Yacht Club Condo, 2 bedrooms, one full bathroom, kitchen, living room with brand new furniture and accomodates a handy queen sized auto inflating bed...

Beautiful Madeira Beach Yacht Club – Property 178361

  • Madeira Beach rental - condo, 2 bedrooms, sleeps 6, 1 bathroom, Near The Ocean, Communal Pool
  • $500 - $595/week
  • Calendar Last Updated On: Jun 17, 2013
Madeira Beach Yacht Club 2 bedroom, 1 bath condo located in a gated waterfront complex on the Boca Ciega Bay. The complex is 200 yards from the beautiful white sandy...

Madeira Beach Cottage – Property 127091

  • Madeira Beach rental - cottage, 2 bedrooms, sleeps 6, 1 bathroom, accept credit card, Beach
  • Calendar Last Updated On: Jun 17, 2013
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...

Collwood Condominium Located Directly on Gulf of Mexico – Property 223113

  • Madeira Beach rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, wheelchair accessible, Beach, Waterfront
  • Calendar Last Updated On: Jun 17, 2013
The Collwood Condominium is located directly on the Gulf of Mexico. This condo is a middle unit direct Gulf front! It is a non-smoking unit, generously furnished...

Beachfront 3 bedroom condo, pool & jacuzzi – Property 164321

  • Madeira Beach rental - condo, 3 bedrooms, sleeps 7, 2 bathrooms, Beach, Jacuzzi
  • $1,195 - $2,295/week
  • Calendar Last Updated On: Jun 17, 2013
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...

Gulf Front Condo – Property 359798

  • Madeira Beach rental - condo, 3 bedrooms, sleeps 8, 2 bathrooms, accept credit card, Near The Ocean, Waterfront
  • Calendar Last Updated On: Jun 17, 2013
Las Brisas is among the largest units on the St. Petersburg, Clearwater area with 3 bedrooms and 2 baths.

Direct Gulf Front Condo on Beautiful Madeira Beach – Property 224550

  • Madeira Beach rental - condo, 1 bedroom, sleeps 4, 1 bathroom, accept credit card, wheelchair accessible
  • $750/week
  • Calendar Last Updated On: Jun 16, 2013
Listen to the soothing sound of the waves and enjoy the view of white sand beaches with your morning coffee. This one-bedroom, one-bath condo rental is right on...

Special rates for Aug. & Sept. at this amazing Gulf Front Condo!!! – Property 316111

  • Madeira Beach rental - condo, 1 bedroom, sleeps 4, 1 bathroom, accept credit card, Beach, Waterfront
  • $775/week
  • Calendar Last Updated On: Jun 18, 2013
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.

Easiest Way to Get Away in Madeira Beach – Property 247376

  • Madeira Beach rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, accept credit card, wheelchair accessible
  • $900/week
  • Calendar Last Updated On: Jun 15, 2013
Easiest Way to Get Away: 1.) Choose our Condo/Hotel unit (Skyline 405) 2.) Email us and pay online (all major credit cards are accepted) 3.) Receive your Access Code...

GULF-FRONT (Top Floor) Family Friendly Condo - All the comforts of Home! – Property 175015

  • Madeira Beach rental - condo, 2 bedrooms, sleeps 7, 2 bathrooms, accept credit card, Beach, Waterfront
  • $1,095 - $2,195/week
  • Calendar Last Updated On: Jun 15, 2013
All the comforts of Home! Full-size kitchen and laundry appliances, clean sheets & towels, toaster, blender, dishes, cookware, etc. KEYS will be on-site when you...

CLEAN & COMFORTABLE with easy access to the beach and John's Pass Village – Property 363925

  • Madeira Beach rental - condo, 1 bedroom, sleeps 6, 2 bathrooms, accept credit card, wheelchair accessible
  • Calendar Last Updated On: Jun 17, 2013
Just steps away from John's Pass Village & Boardwalk and across the street from the white sand beaches of the Gulf of Mexico.

Madeira Towers 601 – Property 248710

  • Madeira Beach rental - condo, 3 bedrooms, sleeps 6, 2 bathrooms, Waterfront, Private Pool
  • $1,750/week
  • Calendar Last Updated On: Jun 18, 2013
If your plans call for sitting on your balcony and watching spectacular, technicolor sunrises and sunsets, you have found your place on the beach.

Ocean Sands 403 – Property 388023

  • Madeira Beach rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, Waterfront, Private Pool
  • $560 - $1,400/week
  • Calendar Last Updated On: Jun 18, 2013
A favorite of all who stay here and a great bargain This Ocean Sands condo is wall-to-wall beauty with 2 bedroom and 2 bath and DIRECT GULF FRONT!

Charming, Private Waterfront Getaway near John's Pass in Madeira Beach – Property 989214

  • Madeira Beach rental - house, 2 bedrooms, sleeps 6, 1 half bath, accept credit card, Beach, Near The Ocean, Village, Waterfront
  • Calendar Last Updated On: Jun 15, 2013
French doors off the living and dining room open onto a flowered yard and private dock with a gorgeous view. This newly renovated, beautifully furnished 2 bedroom...

Ocean Sands - Premiere Beach condo on The Gulf – Property 174537

  • Madeira Beach rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, Beach, Waterfront, Jacuzzi
  • $1,200/week
  • Calendar Last Updated On: Jun 15, 2013
This lovely condo is located on one of the prettiest beaches in the Tampa-St. Petersburg, Fl area. The master bedroom and living area overlooks a 10x30ft open...

Amazing beachfront views from this corner unit Penthouse Condo. – Property 3010863

  • Madeira Beach rental - condo, 3 bedrooms, sleeps 8, 2 bathrooms, Communal Pool, Balcony
  • $934 - $1,458/week
  • Calendar Last Updated On: Jun 15, 2013
Located in a small, secure, and quiet building in the heart of Madeira Beach, this top floor penthouse condo features a wrap-around west facing balcony for...
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