Madeira Beach Vacation Rentals

(29 rentals)
VILLA MADEIRA

3 BR | 2 BA | Sleeps 6 | Quick View

1

$129

per night

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

Start your day with a walk on the beach or a few laps in the pool, relax under the tiki on a lazy island afternoon. Later, enjoy our famous sunsets from your private, screened balcony overlooking the Gulf of Mexico. Additional den offers extra space for rest and relaxation. Villa Madeira offers a privileged ...

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Property Type

Madeira Beach Condo

"nice location on th beach"
Reviewed February 27, 2019

The location on the beach was excellent, the condo was clean and roomy.the area was very quiet and peaceful which my wife enjoyed as she has terminal cancer and wanted to stay in that area on the beach. ...

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Beautiful Gulf Front, Corner Unit #601

$157

per night

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Oceanfront
  • Pool
  • Rentals by Owner

About this property

Large 2 Bed Rm. 2 Bath, Corner unit on the 6th. floor. Fully equipped full size kitchen, formal dining area, Spacious living room, balcony with chairs & table to enjoy looking at the Gulf, its beautiful sun sets and white sandy beaches. The Master Bedroom has two new Queen size beds, walk in closet ...

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Property Type

Madeira Beach Condo

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Fun 'N the Sun Madeira Bay Resort Unit 303

$185

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Rentals by Owner

About this property

This is a two bedroom, two bathroom clean condo with a double balcony overlooking beautiful Boca Ciega Bay. The unit is located right across the street from Madeira Beach. There is a crosswalk right in front of the building for guests to cross safely and quickly. Famous Johns Pass is less than a block ...

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Property Type

Madeira Beach Condo

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Kima 203

2 BR | 2 BA | Sleeps 4 | Quick View

$171

per night

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Kid Friendly
  • Oceanfront
  • Pool
  • Private Pool

About this property

This beachfront rental has 2 bedrooms with 1 king in both bedrooms. There are 2 full baths with walk-in showers. There is a washer and dryer in unit. Unit located on the second floor with an elevator. Kima Association. A 3-night min. required Need we say more, this is all you need, the most ...

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Property Type

Madeira Beach Condo

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Sea Breeze #103

2 BR | 2 BA | Sleeps 6 | Quick View

1

Inquire for rates

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Oceanfront
  • Pool

About this property

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. ...

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Property Type

Madeira Beach Condo

"Best Beach Vacation Ever!"
Reviewed April 19, 2019

Sea Breeze on Gulf Boulevard condo rental was right on the beach with the most picturesque ocean view. The beach was fabulous and the pool just lovely - not too big. All very secure for guests only.The ...

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Collwood Condos Direct Beach View

$128

per night

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Oceanfront
  • Pool

About this property

This luxury 2 bedroom 2 bath condominium is a privately owned vacation home with 24 hour onsite management. It is located in a secure, well kept building situated on the beautiful white sand beaches and clear tropical waters of the Gulf of Mexico. During your stay enjoy the heated pool, private beach ...

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Property Type

Madeira Beach Condo

"Home away from home"
Reviewed August 6, 2019

PROS: On-site, friendly and helpful managers; Very clean and extremely well-kept facility, down to the pool restrooms; A lot of "extras" for guests (common area with grills, patio & picnic tables, porch ...

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Feel Just Like Home! Newly Remodeled Condo with a Fantastic Gulf View! 2B/2B

$140

per night

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Oceanfront
  • Rentals by Owner

About this property

Sparkling clean 2 bedrooms, 2 bathrooms condo right on the beach. Newly remodeled and fully stocked unit with spectacular water views. Renters enjoy this unit for its open air gulf front balcony accessible from the living room or master bedroom where they can relax and watch the dolphins or take in a ...

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Property Type

Madeira Beach Condo

"Amazing Condo on the Beach"
Reviewed April 27, 2019

My family stayed in Carmem and JC’s condo for a week in April and it was by far the nicest condo we have rented in this area in many years. Besides an amazing location right on the beach, the unit is ...

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Arena de Madeira 102 - Perfect set up right on the beach

3 BR | 2 BA | Sleeps 8 | Quick View

4

Distance to beach: 0.0 miles to Madeira Beach

$129

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Oceanfront
  • Pool
  • Rentals by Owner

About this property

This non smoking Gulf Front condo with Spectacular Views of the Beach & Gulf of Mexico is located in the intimate setting of Arena De Madeira with only 15 units; 3 per floor. The newly available for rental Arena de Madeira unit 102 is a spacious 3 bedroom unit with a ultra spacious lanai of 25 feet ...

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Property Type

Madeira Beach Condo

"Beautiful Condo"
Reviewed November 13, 2019

Enjoyed a wonderful stay at your condo. It is clean & very up to date. Martin is so caring & very easy to deal with anything. One doesn't want or need for anything as everything is in the condo that one ...

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30 day Minimum. Beach Front/ Full Gulf Views. 3 Bed 2 Bath Wrap Around Balcony.

$107

per night

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Full 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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Madeira Gulf-View Condo across from John's Pass Village - Ask About Specials!!!

$114

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Oceanfront
  • Pool
  • Rentals by Owner

About this property

This fully furnished condo is located directly on the Beach and Gulf of Mexico across from John's Pass Fishing Village with many restaurants, shopping, and cruise ships. Deep sea fishing is available. A king-sized bed is found in the master bedroom and twin beds in second bedroom. There is also a sleeper ...

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Property Type

Madeira Beach Condo

"Our stay"
Reviewed May 20, 2019

Very comfortable well eqipped condo. Everything we could possibly need was here. Beautiful beach great neighbours. I liked the ease of booking directly with Darelene she sent me everything we needed maps ...

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OCEAN SANDS- BEACHFRONT CONDO

2 BR | 2 BA | Sleeps 4 | Quick View

3

$129

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Oceanfront
  • Pool
  • Rentals by Owner

About this property

For those looking for fun and relaxation, look no further than Ocean Sands. Ocean Sands is a beautiful beachfront property located in the heart of Madeira Beach, Florida. With private beach access, a large heated pool and hot tub, BBQ facilities, shuffleboard, underground parking, and exceptional Gulf ...

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Property Type

Madeira Beach Condo

"Unit 512.Ram Sea Resort"
Reviewed May 17, 2019

We really enjoyed our stay at Ram Sea Resort in Redington Beach. We were a family of 5. 4 adults and 1 child. The condo was very spacious and definitely right on the beach. The unit was very updated with ...

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Oceanview-Madeira Beach (Nov/Dec Special $650 + fees & taxes)

2 BR | 1.5 BA | Sleeps 6 | Quick View

Distance to beach: 0.1 miles to Madeira Beach

$107

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

This 940 square foot property was recently renovated and is located directly on the pristine white sandy beach of Madeira Beach directly across the street from the famous John's Pass Boardwalk!!!The Madeira Norte condo is located on the second floor and has an open floor plan concept with ample seating ...

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Property Type

Madeira Beach Condo

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Two Heated Pools! Clearwater/ St. Pete Area Bargain!

2 BR | 1.5 BA | Sleeps 6 | Quick View

Distance to beach: 800 feet to Madeira Beach

$105

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Rentals by Owner

About this property

This is a lovely, two bedroom, second and third floor condominium located in the highly desired Madeira Beach Yacht Club. It is just across the road to the beautiful powdery white sand beach.The air-conditioned condo is fully furnished with a King-size bed in the master bedroom. The master bedroom ...

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Property Type

Madeira Beach Condo

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Florida's best kept secret!, Second Condo

$100

per night

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Key Amenities

  • Air Conditioning
  • Kid Friendly

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

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2 Bedroom Luxury Beachfront Condo in Madeira Beach

$129

per night

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Oceanfront
  • Pool

About this property

Collwood is the only building on the beach with a on-site managers...you check-in at the building. If you have any questions, they are there to assist you. In addition to the heated pool and sun deck, enjoy 2 gas barbecues with picnic area, or maybe a game of shuffleboard or beach Volleyball. Stay ...

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Property Type

Madeira Beach Condo

"fantastic"
Reviewed September 17, 2018

The condo was all that the ad said. It exceeded all of our expectations

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Sea Breeze- Wowza!

2 BR | 2 BA | Sleeps 8 | Quick View

Distance to beach: 2 yards to We are DIRECT OCEANFRONT, 2 steps down to sand!!!

$142

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Oceanfront
  • Pool

About this property

Welcome to our warm and welcoming Sea Breeze of Madeira condo which sits directly facing the Gulf of Mexico and has one of the largest white sugar powdered sandy beaches. Sea Breeze is the only building in Madeira Beach where you have a full unobstructed view of the beach and Gulf from the pool, hot tub ...

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Property Type

Madeira Beach Condo

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Welcome to Collwood Condos - Top Floor unit 506

$128

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Oceanfront
  • Pool
  • Private Pool
  • Rentals by Owner

About this property

Collwood is the only building on the beach with on-site managers...you check-in at the building. If you have any questions, they are there to assist you. In addition to the heated pool and sundeck, enjoy 2 gas barbecues and a charcoal within picnic area, or maybe a game of shuffleboard. Stay in touch ...

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Property Type

Madeira Beach Condo

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Florida's best kept secret!.

2 BR | 1 BA | Sleeps 6 | Quick View

2

$100

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool

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

"Perfect stay."
Reviewed July 14, 2019

Super well equipped apartment. Close to the beach and grocerie store. High speed internet. Highly recommend.

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Holiday Villas III

2 BR | 2 BA | Sleeps 8 | Quick View

Distance to beach: 2 yards to We are DIRECT OCEANFRONT, 2 steps down

$128

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Oceanfront
  • Pool

About this property

For avail and other questions, best to call us at the number listed on contact owner vs email- phone is best as availability changes constantly.Whether You're Looking For A Round Of Great Golf... Fantastic Offshore Fishing...A Much Needed Family Get Away...Or Just A Relaxing Time At Our Fabulous Pool ...

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Property Type

Madeira Beach Condo

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Coastal and Cozy Condo Overlooking Boca Ciega Bay

2 BR | 1 BA | Sleeps 4 | Quick View

Distance to beach: 0.3 miles to Madeira Beach

$125

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Rentals by Owner

About this property

This is a Newly Renovated unit with new spotlights in kitchen, hall, and bathroom. New backsplash in kitchen and bathroom with lighted mirror in bathroom that connects to bluetooth. Most furniture in bedrooms is new and modern. Living has 55" flat screen tv on wall and Master bedroom has 50" ...

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Property Type

Madeira Beach Condo

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Ocean Front Condo, Corner Unit #401

2 BR | 2 BA | Sleeps 8 | Quick View

Distance to beach: 100 feet to Madeira Beach

$157

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Oceanfront
  • Rentals by Owner

About this property

Spacious Condo with 2 Queen Beds in Master & 2 Full Beds in second. 2 decks, 1 overlooking the Gulf and the other overlooking the Inland Water Ways. Walking distance to the famous John's Pass Village.

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Property Type

Madeira Beach Condo

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RELAX - SALE SPECIAL LOW Nightly rates Gulf Front Beach unit

3 BR | 2 BA | Sleeps 7 | Quick View

3

Distance to beach: 30 feet to Madeira Beach

$109

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Oceanfront
  • Pool
  • Rentals by Owner

About this property

Free Wi-Fi Internet access - works with laptops, tablets and handhelds. This large nicely furnished 3 bedroom gulf front Madeira beach condo is well equipped and provides over 1200 s.f. of comfortable living area which can easily sleep 6-7 persons.It is a direct gulf front condo on the 5th floor ...

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Property Type

Madeira Beach Condo

"Annual girls getaway"
Reviewed October 31, 2019

Had a great time at Villa Madeira. The condo was clean and we loved the extra window that this endo unit has letting in the natural light. There were a few things that could use updating. Carpets. Furniture. ...

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6West Luxury Beach Cottage #2

1 BR | 1 BA | Sleeps 4 | Quick View

1

$165

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

This luxury boutique property with direct beach access features six cottages, all which are nestled around a beautiful heated pool.Cottage 2, 3, 4, and 5 all have queen bedrooms with separate living rooms with a murphy bed (you can sleep up to 4). From the pool area you can sunbathe in our comfortable ...

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Property Type

Madeira Beach Cottage

"Great Get-Away"
Reviewed March 11, 2019

We thoroughly enjoyed our stay at 6West. The location was great and the unit was beautifully decorated and all was up-to-date. Loved the courtyard and heated pool. We would highly recommend this property ...

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Luxury Resort Condo - Steps to Sandy Beach & Johns Pass

$114

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Pool
  • Rentals by Owner

About this property

Everything you could want or need within walking distance. EAT, SHOP, PLAY, FISH or just RELAX on the beach or by the heated POOL. The resort also has 24 hour attendee and covered parking.There are shops galore and restaurants/bars serving pizza to prime rib, OR go fishing on the pier and catch your ...

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Property Type

Madeira Beach Condo

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Madeira beach Yacht Club Condo

2 BR | 1 BA | Sleeps 4 | Quick View

Distance to beach: 150 yards to madeira beach

$164

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Rentals by Owner

About this property

Beautiful 2nd Floor 2BR / 1Bath Condo on the Intercoastal Waterway. Your Home Away from Home - Clean and comfortable. Amenities include 2 Heated pools, sauna, hot tub, Showers, pool table. exercise room....

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Property Type

Madeira Beach Condo

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6West Beach Cottages- Luxury- Heated Pool- 1 Bdrm/1Bath, Beachside of Gulf Blvd!

$165

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Rentals by Owner

About this property

Welcome to Madeira Beach's finest luxurious vacation rental, 6West Beach Cottages. Whether you want to soak in the sun by the pool or on Madeira Beach’s 2.5 mile beach; walk or bike to John’s Pass Village and Boardwalk, the quaint fishing village featuring more than 130 unique shops, restaurants ...

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Property Type

Madeira Beach Cottage

"Weekend Beach Trip"
Reviewed April 19, 2019

Fabulous little gem. Accommodations were top notch! So much thought was put into making sure everything was perfect.

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6West Beach Cottages- Heated Pool, Sleeps up to 22, Beachside of Gulf Blvd!

$1100

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Rentals by Owner

About this property

Why be just a number at one of the large corporate hotels, when you can stay in a luxury cottage steps from the beach. 6West Beach Cottages is truly a diamond in the rough. Our local owners and staff will ensure that you have an incredible experience. This ultra luxury boutique property features ...

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Property Type

Madeira Beach Cottage

"Fantastic!"
Reviewed May 27, 2018

I booked the entire property to celebrate a 60th birthday party with several friends who flew in from various states; we had a fabulous time at 6 West. The location is perfect as it is only a short trot ...

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Ocean Lovers Paradise

3 BR | 2 BA | Sleeps 7 | Quick View

$129

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Oceanfront
  • Pool
  • Rentals by Owner

About this property

This Gulf Front condo has incredible Jaw-dropping Views of the Gulf of Mexico and Beach with a spetacular one of a kind open wrap around balcony you wont soon forget. It is located in The Private Residential Condomimium called Arena De Madeira , a unique & intimate building with only 15 units-3 ...

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Property Type

Madeira Beach Condo

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Madeira Beach incredible view water

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Rentals by Owner

About this property

Water view , 1/1 , all newly remodeled , washer and dryer too , 2 mins to the sand , grouper sandwich 1 minute away , publix grocery store 8 mins .

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Property Type

Madeira Beach Apartment

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Madeira Beach Vacation Rentals

Madeira Beach Weather

 | 

6921°  5412°
JANUARY
Ocean 6418°
7122°  5513°
FEBRUARY
Ocean 6418°
7524°  6016°
MARCH
Ocean 6719°
8027°  6518°
APRIL
Ocean 7323°
8630°  7122°
MAY
Ocean 7826°
8932°  7524°
JUNE
Ocean 8228°
9032°  7725°
JULY
Ocean 8530°
9032°  7725°
AUGUST
Ocean 8730°
8831°  7624°
SEPTEMBER
Ocean 8529°
8328°  7021°
OCTOBER
Ocean 8127°
7725°  6317°
NOVEMBER
Ocean 7524°
7122°  5613°
DECEMBER
Ocean 6920°

Madeira Beach is a laid-back Gulf Coast locale

Madeira Beach, aka Mad Beach to many, is a Gulf Coast gem that is well-deserving of its high praise. This city lies between Treasure Island and Redington Beach. It’s a largely residential town on Pinellas County’s gulf coast, featuring a swath of tourist-friendly businesses along the main drag.
When staying in one of our Madeira Beach rentals instead of a traditional hotel, you’ll have much more space and privacy, plus cost savings when booking a property for a large group. Some of our Madeira Beach condos even come with special amenities like a backyard pool, washer/dryer units, and bicycles. Whether you’re looking for a vacation rental with amazing views, or a larger home for space for the entire family, you can find it on our site.

Climate

Like all of Florida, this city is beautiful year round! This area features a humid subtropical climate, with hot and humid summers and warm, sunny, and dry winters. The average annual temperature is 73 °F, with an annual high temperature of 81 °F and an annual low temperature of 64 °F. Chances are strong you’ll be able to lay out, get out, and enjoy all the outdoor activities offered here. 

Don’t forget to bring your sunglasses and sunscreen. At the best Madeira Beach condo rentals they may even provide these amenities for you!

Top activities and attractions in Madeira Beach

Located on the waterfront, Johns Pass Village & Boardwalk, this quaint turn-of-the-century fishing village is Pinellas County's #1 tourist attraction. Over one hundred merchants inhabit the Village with unique retail shopping, a variety of restaurants, the local fishing fleet, dolphin watching and shelling tours, boat rentals, parasailing and jet skiing.

The Alligator Attraction is located upstairs at John’s Pass Village in Madeira Beach. The attraction is home to 60+ live gators, 30+ additional reptiles, and 100 fish from around the world. It is your chance to “kiss a gator” and experience wildlife and learn about wild places from all over the planet, right here in Pinellas County! Weekly animals and activities are featured including special events.

The titular Madeira Beach offers miles of pristine sand and the gentle rolling waves you look for i9n a family beach. Stop on by from dawn to dusk and lay out your towels. The crowds are just the right amount between busy and barren. Madeira Beach’s 2.5-mile beach is ideal for lovers of fishing and endless sun.

From the northern end, with its resorts and vacation amenities, beachgoers could theoretically walk right into much quieter Redington Beach. From the southern end, you could walk over the John’s Pass Bridge (which has a sidewalk) and onto Treasure Island for a change of pace.
R.O.C. Park is a relaxing park with a wonderful message. It serves as a memorial to the memory of lives gone too soon and their love that will endure. The park provides healing and support for those who visit from near and far. 

As Pinellas County’s premier seafood festival, the John’s Pass Seafood Festival offers a number of unique attributes that benefit Madeira Beach and all of Pinellas County. The Festival promotes the positive social and economic impact of the seafood industry in Pinellas County. It helps educate the public about seafood and its importance to the area’s economy. Taste fresh grouper and other seafood while enjoying arts, crafts and entertainment! 

Restaurants and Bars

Who’s hungry? You won’t be hard pressed to find food options here in Madeira Beach. The #1 rated restaurant on TripAdvisor.com is Gulf Bistro, where patrons absolutely rave about the lobster bisque. For a more casual atmosphere and affordable price points, The Boardwalk Grill offers fried foods cooked to perfection. Pick up a slice, or a whole pie, while listening to incredible live music at Slyce Madeira Beach -- you’ll love the imaginative pizza menu! Another spot for traditional Italian is Mario’s where the spaghetti and meatballs is a must-try!

When the sun goes down the nightlife heats up in Madeira Beach. Grab a cold one at the Mad Beach Craft Brewing Co. Pirates Pub-n-Grub is a blast at night with music, drinks and dancing galore. Lastly, to snag a few brews down by the water, stop in to Angry Pepper Waterside where the only thing better than the bar set up is the atmosphere.

Why you should book a Madeira Beach rental on FloridaRentals.com

Booking Madeira Beach vacation rentals on FloridaRentals.com can save you up to 20% over our competitors. Plus, we have a wide array of inventory appealing to any group size or traveler tastes. Happy planning!