Madeira Beach Florida Vacation Rentals, Hotels & Resorts

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We have partnered with a major provider for Vacation Rentals by Owner, directly through Vacation Places To Stay. There are many home rentals to choose from, and we now have the selection and value to offer our visitors going to Madeira Beach, FL. Browse hundreds of Homes and Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities they have to offer.

Gulf Gardens Condo That Has a Cottage Feel, Right Across the Street From The Beach!

Madeira Beach Condo - 4.33333 4.3 Star Review

Inside the condo, you will be able to relax in comfort while planning your adventures. Meal prep is a breeze in the fully equipped kitchen. The living room features comfortable seating and cable tv. When it\'s time to settle in for the night the roomy bedroom with a queen size bed that will provide you a nice sanctuary.

Gulf Gardens #8 i.......read more

Studio
Sleeps 2
Condo

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* Ocean Views *Beautiful Sunsets *House Sleeps 16

Madeira Beach Private vacation home - 5.0 5.0 Star Review

Your Florida Beach House awaits! Our spacious (3300 sq ft) and stunning 4 bdrm/3 bath home is located directly across the street from Madeira Beach and just a short walk (1/2 block) to beach access. Your next vacation rental has a fully stocked kitchen, free parking, and everything you\'ll need for a relaxed, memorable vacation including compliment.......read more

4 Bedroom(s)
Sleeps 16
Private vacation home

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KEY WEST STYLED BEACH HOUSE! STEPS TO BEACH AND WALK TO JOHN'S PASS!

Madeira Beach Private vacation home - 4.91304 4.9 Star Review

This beautiful newer Key West style beach home is located in the heart of Madeira Beach within walking distance to the Famous John\'s Pass. Open concept with 3 lovely bedroom and 2 baths. Lots of activities and just steps across the street to the beautiful white sandy beach and the warm blue green waters of the Gulf of Mexico. This home is perfec.......read more

3 Bedroom(s)
Sleeps 6
Private vacation home

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$7998 4 bed furn. Upgraded beach home 4 rent. Perfect for snowbirds. 3 mth min

Madeira Beach Private vacation home - 2.0 2.0 Star Review

This a a completely remodeled 4 bedroom 2 story furnished house in Madeira beach, FL with 2 bedrooms upstairs and 2 bedrooms downstairs. Stocked with everything you need. Just bring suitcase. Must stay for 90 days minimal. You are responsible for utilities. Great for corporate stays and short term rentals. Also perfect for snowbirds and traveling .......read more

4 Bedroom(s)
Sleeps 6
Private vacation home

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Coastal Condo w/ 2 Patios - Walk 3 Minutes to the Beach & Local Dining!

Madeira Beach Condo - 3.0 3.0 Star Review

The Palm #10

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click \'Book Now!\'

This coastal condo boasts a prime beachside location in the center of all the action in Maderia Beach! Nestled just 1 block from the waves and within walking distance of local restaura.......read more

Studio
Sleeps 4
Condo

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PICTURE PERFECT 3 BEDROOM SOUTHWEST CORNER GULF FRONT! 28 DAY MINIMUM.

Madeira Beach Condo - 4.33333 4.3 Star Review

THE SEASIDE REAL ESTATE STORE & PROPERTY SHOPPE PRESENTS A BEAUTIFUL MADEIRA BEACH CONDO! NEW TO THE MARKET... BE THE FIRST TO ENJOY!

From the moment you enter you will appreciate the beautiful details of this amazing beach home. Spacious, clean and updated! Direct Gulf front views from this southwest corner unit in Madeira Towers with a wr.......read more

3 Bedroom(s)
Condo

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Pool Side Walk To Beach! Tropic Breeze Madeira Beach Ground Floor WIFI

Madeira Beach Condo - 4.625 4.6 Star Review

Recently renovated ground floor condo with all new kitchen, bed, bath, and decor! New tile and paint throughout the condo are complimented with granite counters, stylish furnishings, and modern features. The condo includes 2 double beds located in one bedroom with an additional pull-out sofa in the living room. The condo is fitted with central air .......read more

Studio
Sleeps 5
Condo

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Walk To Beach! Poolside Ground Floor Tropic Breeze Madeira Beach King Bed

Madeira Beach Condo - 4.43478 4.4 Star Review

This Tropic Breezes one-bedroom condo has beautiful new decor and a king-size bed and is on the first floor. Unit sleeps 4 with a king-size bed and double sleeper sofa in the living room including Free WiFi!

This condo is right across the street from the Public beach access and is within walking distance of a variety of local restaurants and.......read more

Studio
Condo

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Walk To Beach! Poolside Tropic Breeze Madeira Beach Ground Floor

Madeira Beach Condo - 4.88889 4.9 Star Review

Tropic Breezes 8 is conveniently located poolside on the first floor. This condo is updated with new living room furniture, a flat-screen TV, King size bed, new paint, and bedroom tile! The condo includes Free WiFi! 

This condo is right across the street from the Public beach access and is within walking distance of a variety of local restau.......read more

Studio
Sleeps 4
Condo

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Beachfront Premium Unit - Stunning Sunsets

Madeira Beach Condo - 4.86486 4.9 Star Review

This unit went through a complete makeover : the kitchen was remodeled, both bathrooms as well : new vanities, with new granite countertops for both bathrooms, the entire unit was painted, new furniture was bought in each room, such as new beds for all bedrooms. The bedrooms floors are either wooden (new) or tiled.

New plumbing has been .......read more

2 Bedroom(s)
Sleeps 6
Condo

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Madeira Beach 1 Bedroom 2nd Floor Gulf Glimpse Tropic Breeze

Madeira Beach Condo - 4.75 4.8 Star Review

This condo is located on the second floor with a pool and Gulf views. It condo sleeps four guests with a new king bed in the bedroom and a new double sofa sleeper in the living room. The unit has two wall-mounted flat-screen TVs and Free WiFi! Come and enjoy a quiet stay or just a quick getaway to relax.

This condo is right across the stree.......read more

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Madeira Bay Resort 312

Madeira Beach Condo - 4.6 4.6 Star Review

Madeira Bay Resort #312 is a two bedroom, one bathroom condo with a private balcony. Views of marina, sunrises, and waterway. The master bedroom has a queen size bed, the second bedroom also has a bunkbed with full on bottom and twin on top, and sleeper sofa in the living room. Amenities include a full kitchen, washer and dryer in unit, and free W.......read more

2 Bedroom(s)
Sleeps 6
Condo

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***Spectacular View* Ideal location *2 Bedroom 2 Baths***

Madeira Beach Condo - 4.73016 4.7 Star Review

IMPORTANT NOTE FOR STAYS BETWEEN APRIL 27 - JULY 1, 2022: The pool will be closed during these dates.

****Beautiful 2 Bedroom Condo***
Directly across the street from the beach. Enjoy fantastic views of the Intracoastal waterway from all rooms or balcony.

Located on the 5th floor out of 6. Private balcony makes this unit unique.......read more

2 Bedroom(s)
Sleeps 5
Condo

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Popular Madeira Beach Yacht Club waterfront condo. (1 large bedroom townhome)

Madeira Beach Condo - 4.74074 4.7 Star Review

Located a few hundred yards from the beautiful white sandy Gulf beach listed as # 9 best beach in 2021, a waterfront view of the Boca Ciega Bay, this 1 bedroom, 1 ½ bath, 2-storytownhome has it all. Drink your morning coffee overlooking the inter-coastal waterway from your balcony or picnic by the water’s edge or pool. Dolphins are often seen in t.......read more

Studio
Sleeps 4
Condo

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Beautiful Beach Condo RIGHT ON THE WATER!!! WATER FRONT PROPERTY ENJOY SUNSET!!

Madeira Beach Condo - 4.8 4.8 Star Review

THIS IS A COMPLETELY REMODELED BEACH CONDO 2 BED 2 BATH RIGHT ON THE HEART OF St. JOHNS PASS at the beautiful Madeira Beach, FL near St. Petersburgh. CONDO IS CENTRALLY LOCATED RIGHT IN FRONT OF THE BEACH. Enjoy the beautiful sunset from the balcony. New tile flooring, new granite counter tops, NEW REMODELED BATHROOMS. Fully furnished. CABLE TV, EL.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Sea Breeze 401 - Amazing Beach Front|Walk to John's Pass!

Madeira Beach Condo - 4.46429 4.5 Star Review

Top reasons to Book:
• Beachfront property with two private balconies!
• All the Amenities- Beachfront heated pool, hot tub, shared BBQ Area, Free wifi & onsite laundry facilities.
• Located just one mile South is the well known John’s Pass Village which is loaded with tons of shopping, restaurants, and entertainment!

This gor.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Completely Remodeled, 1 BDRM Condo, swimming pools, 2 minute walk to the beach

Madeira Beach Condo - 4.95833 5.0 Star Review

Completely remodeled, beach theme decorated, a beautifully furnished second-floor condo just steps away from the white silky sandy beach! Ideal for romantic vacations, honeymoon escapes, and getaways! Located in Madeira Beach Yacht Club - private gated community, free parking, two outdoor heated swimming pools, and 4 fishing piers. Clubhouse with b.......read more

Studio
Sleeps 2
Condo

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Perfect Slice of Paradise. Direct Beachfront. Heated Pool & Hot Tub. Spectacular Views From Master.

Madeira Beach Condo - 4.79661 4.8 Star Review

Situated in the heart of Madeira Beach, on the most pristine section of beach on the Gulf of Mexico, and within easy walking distance of shops, great restaurants, activities and scenic adventures, this is the ultimate destination for your Florida vacation.

A modern and updated condo in a small well-kept secure building, with a spacious beach.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Madeira Beach1 Waterfront & 2-3 minutes' Walk to the Beach

Madeira Beach Apartment

Newly renovated apartment in a GREAT location. Less than 3 minutes walking across Gulf Blvd to the beach. A 15–20-minutes walking to John\'s Pass Boardwalk & John’s Pass Village. Relax in this spacious & stylish space with a fully equipped kitchen, granite island & nice family room with sofa & smart TV.
Outside, take in a beautiful & spectacular.......read more

Studio
Sleeps 4
Apartment

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3/2 Beachfront condo with spacious balcony, beautiful view, Seaview Condominiums

Madeira Beach Condo - 4.80851 4.8 Star Review

Seaview 202 Highlights!
- Huge private beachfront balcony with room for everyone to enjoy the breathtaking sunsets
- Beachy, cheerful living area with a large leather sectional
- Well-appointed kitchen with marble countertops and stainless-steel appliances
- Dining area comfortably seats eight and has additional counter seating for thr.......read more

3 Bedroom(s)
Sleeps 9
Condo

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Directly on the Beach

Madeira Beach Apartment - 4.95238 5.0 Star Review

This is a great getaway for a couple looking for total relaxation and privacy. White sandy beaches softened by gently swaying sea oats lie just beyond the living room picture window. A large private pool is just a few steps from the sliding door with an expansive patio for sunbathing after a refreshing swim.

If you should want to hide from t.......read more

Studio
Sleeps 3
Apartment

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You can't get any closer to the beach than this!

Madeira Beach Condo - 4.38462 4.4 Star Review

You can't much closer to the sugary sands of Madeira Beach than this.
Enjoy the unobstructed panoramic view of the beach and Gulf of
Mexico from the private screened terrace that extends from the
master bedroom to the living / dining area. Watch the dolphins play
and marvel at the breathtaking sunsets from our little piece of
pa.......read more

3 Bedroom(s)
Sleeps 5
Condo

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Sea Breeze #108 2BR 2BA Gulf Front

Madeira Beach Condo - 3.5 3.5 Star Review

This 2 bedroom 2 bath gulf front condo at Sea Breeze 108 can be found on beautiful Madeira Beach. Just a few blocks down the blvd, you will find the famous Johns Pass Village boardwalk and Bubba Gump Shrimp Restaurant with many water excursions and shops just waiting for you to explore. The beautiful white sandy beaches and breathtaking gulf coast .......read more

2 Bedroom(s)
Sleeps 6
Condo

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Sea Breeze #103 2BR 2BA Gulf Front

Madeira Beach Condo - 4.6 4.6 Star Review

Sea Breeze 103 is a fully updated 2 bedroom 2 bath condo on beautiful Madeira Beach. Just a few blocks down the boulevard, you will find the famous Johns Pass Village, boardwalk shops and the Bubba Gump Shrimp Restaurant to name a few with many water excursions and shops just waiting for you to explore. The complex features a heated pool and hot tu.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Shoreside Condo w/ Fenced Patio - Walk to Waves, Dining & Shops

Madeira Beach Condo - 2.0 2.0 Star Review

The Palm #8

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click \'Book Now!\'

Coastal bliss awaits at this 1BR shoreside beauty located just across the street from the beach! Walk 3 minutes to hit the sand, or relax in privacy on the fenced patio. Beachy decor an.......read more

Studio
Sleeps 4
Condo

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Beachside Home Beauty, 2 Bedroom on Ground Level in Madeira Beach

Madeira Beach Private vacation home

Beautiful 1st-floor duplex home 1/2 block to the beach & near famous John\'s Pass!
Picture yourself less than a half block from the Gulf of Mexico\'s pristine white-sand beaches. Now, make it a reality by booking this beautiful first-floor home with no stairs. Ideally located on the Gulf of Mexico and within walking distance to the entertainment.......read more

2 Bedroom(s)
Sleeps 6
Private vacation home

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MBYacht Club,Tropical Waterview from LR, 2 Htd Pools,Walk to Bch,Gym,Piers,Park

Madeira Beach Condo - 4.82857 4.8 Star Review

Updated Condo Offers Queen Bed, 2 Twins,Twin daybed, Single rollaway 5 inch Memory foam bed, Washer & Dryer, Dishwasher, Microwave, Stainless Whirlpool Refrigerator/Freezer, Huge Kitchen Pantry,3 Flat Screen LED HD TV\'s, plus 3 DVD players in each room, with Cable & Hi Speed WIfi, 2 heated Swimming Pools (one right around building corner), All l.......read more

2 Bedroom(s)
Sleeps 6
Condo

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Beautifully Updated Madeira Bay Resort Unit 401 - Steps from Sand and Fun!

Madeira Beach Condo - 4.95652 5.0 Star Review


This is a newly remodeled unit with lovely wood tile throughout kitchen, living room, and dining area. There is a double balcony and sliding doors for waterfront decor and breezes. You can eat your meals staring at the boats coming in from the Boca Ciega Bay. It is just steps to the beach and famous Johns Pass that is filled with fun for the wh.......read more

Studio
Sleeps 4
Condo

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Fun in the sun-just a 3 minute walk to the beach!

Madeira Beach Private vacation home

This fun, beach themed home is perfect for a family getaway, sleeping 6 comfortably with a queen bed, two twins, and a sleeper sofa. Just a 3 minute walk to the beautiful shores of Madeira Beach, you will find plenty to enjoy-there\'s even mini-golf just behind the property. Soak up the sun on the beach, the strip, or the patio, or stay in and watc.......read more


PICTURE PERFECT 3 BEDROOM SOUTHWEST CORNER GULF FRONT! 28 DAY MINIMUM.

Madeira Beach Condo - 4.33333 4.3 Star Review

THE SEASIDE REAL ESTATE STORE & PROPERTY SHOPPE PRESENTS A BEAUTIFUL MADEIRA BEACH CONDO! NEW TO THE MARKET... BE THE FIRST TO ENJOY!

From the moment you enter you will appreciate the beautiful details of this amazing beach home. Spacious, clean and updated! Direct Gulf front views from this southwest corner unit in Madeira Towers with a wr.......read more

3 Bedroom(s)
Sleeps
Condo

View Rental


Find Affordable Madeira Beach Hotels & Vacation Rentals

Plan your Madeira Beach Florida Vacation here and get the best value possible for the trip! Find affordable Resort Hotels with oceanfront condo rentals, pool and much more. We have a great selection of 2,3 or 4 bedroom villas, condos or cottages that offer you the best available places to stay in Madeira Beach, FL. Our Vacation Rentals, including Pet Friendly Rentals, let you get the most from your vacation in Tampa Bay Area.


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