Madeira Beach Vacation Rentals

(40 rentals)
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Madeira Beach Condo
2 BR | 1 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 1 bathroom
10 reviews

$156

avg/night

$156
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

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

Featured review

"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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Madeira Beach House
1 BR | 1 BA | Sleeps 2 | Quick View
Sleeps 2, 1 bedroom, 1 bathroom

Distance to beach: 500 feet to Archibald Park's Madeira Beach - Snack Shack

$140

avg/night

$140
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • 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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Madeira Beach Condo
2 BR | 2 BA | Sleeps 7 | Quick View
Sleeps 7, 2 bedrooms, 2 bathrooms
3 reviews

$238

avg/night

$238
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

*The pool is currently not working due to the hurricanes. Please reach out to us to confirm it is working before you book if that will be an issue*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 ...

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Property Type

Madeira Beach Condo

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Madeira Beach Condo
1 BR | 1 BA | Sleeps 4 | Quick View
Sleeps 4, 1 bedroom, 1 bathroom

$142

avg/night

$142
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Get ready for the ultimate beach escape at this stylish 1-bedroom, 1-bathroom condo, located in the charming Lujo at Madeira Beach. Whether you're craving sun-soaked relaxation or exciting seaside adventures, this vacation rental is the perfect home base. Enjoy modern amenities like a fully equipped ...

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Property Type

Madeira Beach Condo

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Madeira Beach Condo | On the beach
3 BR | 2 BA | Sleeps 10 | Quick View
Sleeps 10, 3 bedrooms, 2 bathrooms

$524

avg/night

$524
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

Paradise awaits you at this Direct Gulf Front 3 bedroom 2 bath condo in Las Brisas. During your stay, you’ll awake to the beautiful white sands of the Gulf of Mexico and enjoy memorable sunsets every evening with views from your balconies off the Living area and the Master Bedroom! This unit has ...

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Property Type

Madeira Beach Condo

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Madeira Beach Condo
1 BR | 1 BA | Sleeps 3 | Quick View
Sleeps 3, 1 bedroom, 1 bathroom
1 review

$110

avg/night

$110
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Get ready for the ultimate beach escape at this stylish studio condo, located in the charming Lujo at Madeira Beach. Whether you're craving sun-soaked relaxation or exciting seaside adventures, this vacation rental is the perfect home base. Enjoy modern amenities like a fully equipped kitchen, a ...

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Property Type

Madeira Beach Condo

Featured review

"Lojo"

Upon initial entrance the room was very clean and accommodating. The property is well kept and we liked the close walking distance to the beach. We would rent this unit again.

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Madeira Beach Condo | On the beach
3 BR | 2 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 2 bathrooms
2 reviews

$433

avg/night

$433
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

Master bedroom and Living room have an ocean front balcony directly overlooking the Gulf of Mexico. There are 3 bedrooms and 2 full baths, a full kitchen and large living room. Our Spacious (1470 sq/ft), fully air-conditioned unit sleeps 8 people comfortably. The unit contains a full size washer and ...

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Property Type

Madeira Beach Condo

Featured review

"Stunning view with opportunities to see dolphins swim by, lots of room, great place for families"

Walking distance to restaurants. Lots of families. Noisy (other tenants sliding patio door and road)

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Madeira Beach Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms

$300

avg/night

$300
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • 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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Madeira Beach Condo
2 BR | 1.5 BA | Sleeps 7 | Quick View
Sleeps 7, 2 bedrooms, 1.5 bathrooms
7 reviews

Distance to beach: 800 feet to Madeira Beach

$295

avg/night

$295
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

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

Featured review

"Mad Beach"

Clean, comfortable and spacious. Convenient to beach, stores and eateries. Owner was great. Checked in on us to see how we were doing. Any questions or problems. Ideal location. Went from Clearwater to ...

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Madeira Beach Condo | On the beach
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
14 reviews

$328

avg/night

$328
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Our pictures are from several of our beach 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 4,5 & 6 are on the Gulf of Mexico side over looking the beach. These luxury 2 bedroom 2 bath condominiums are all ...

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Property Type

Madeira Beach Condo

Featured review

"Nice property"

The condo building is pretty old but has been updated as much as possible. Condo, grounds, and pool area was clean and well maintained. Minor plumbing issue was addressed promptly. On site management is ...

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Madeira Beach Condo
2 BR | 1 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 1 bathroom
5 reviews

$156

avg/night

$156
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

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

Featured review

"Beautiful atea"

Our condo was pretty decent. It’s just we couldn’t enjoy the patio because of the four air conditioners right next to our patio running nonstop. And the entire month that we were there carpenters were ...

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Madeira Beach Condo
2 BR | 2 BA | Sleeps 7 | Quick View
Sleeps 7, 2 bedrooms, 2 bathrooms
35 reviews

Distance to beach: 300 feet to Madeira Beach

$141

avg/night

$141
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Newer (built in 2019) Madeira Bay Resort I Unit #1409 is in the heart of Madeira Beach. This two bedroom, two bathroom condo with queen sleeper sofa in living room can sleep up to seven guests. Beautiful waterway views upon entering this condo, from the Master bedroom and off the walk out balcony. Some ...

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Property Type

Madeira Beach Condo

Featured review

"Home from Home"

Bill is a very responsive host. Helpful form the first email to the last. His Condo is lovely, spotlessly clean and is equipped with everything you could possible need (and more) right down to beach chairs, ...

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Madeira Beach Condo | On the beach
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
16 reviews

$270

avg/night

$270
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Private pool
  • WiFi

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

Featured review

"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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Madeira Beach Condo | On the beach
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms

$195

avg/night

$195
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Private pool
  • WiFi

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 Beach Condo
2 BR | 1 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 1 bathroom

$255

avg/night

$255
avg per night
View Details

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Looking for a Perfect Beach Vacation?!?! DO NOT PASS ON THIS MADEIRA BEACH PARADISE! Just a half block from ONE OF THE MOST QUIET & PRISTINE BEACHES, this 2/1 unit that sleeps 6 is In he heart of the action and fun of Madeira Beach . Located next door to a “feed the Gators” mini ...

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Property Type

Madeira Beach Condo

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Madeira Beach Condo | On the beach
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
12 reviews

$341

avg/night

$341
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pool
  • Rentals by owner
  • WiFi

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

Featured review

"Needs redo"

The condo was OK BUT the couch is totally worn out and supported with plywood Very uncomfortable ! There should be a lazy boy so you could watch TV in comfort. There was no TV in the second bed room ...

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Madeira Beach Condo | On the beach
2 BR | 2 BA | Sleeps 8 | Quick View
Sleeps 8, 2 bedrooms, 2 bathrooms
5 reviews

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

$306

avg/night

$306
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

These are WEEKLY VACATION RENTALS, if you desire multiple weeks please use weekly pricing schedule, we do NOT do monthly rates. For avail and other questions, best to call us vs email- phone is best as availability changes constantly.Welcome to our warm and welcoming Sea Breeze of Madeira condo ...

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Property Type

Madeira Beach Condo

Featured review

"Great Vacation Condo"

The condo was spacious, clean, & had an amazing view. Pool was great! Unfortunately, washer & dryer weren’t in the condo but on another floor of the complex. The beach was beautiful & pretty quiet. A ...

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Madeira Beach Condo
2 BR | 1.5 BA | Sleeps 5 | Quick View
Sleeps 5, 2 bedrooms, 1.5 bathrooms
6 reviews

Distance to beach: 0.1 miles to Madeira Beach

$187

avg/night

$187
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

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 ...

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Property Type

Madeira Beach Condo

Featured review

"Heritage Landing Condo"

This place is 5 star. Beautiful condo 2 bed 2 bathroom. It has Everything you could need. Golf membership and activities fee reasonable. Golf course is beautiful and well maintained. There is a ...

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Madeira Beach Condo | On the beach
2 BR | 1.5 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 1.5 bathrooms

Distance to beach: 25 feet to Madeir Beach

$240

avg/night

$240
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

Please read the full description below (click View more) for answers to all your questions:Visit our website to book direct with us and save on Airbnb fees: MadeiraNorte308 dot comGulf view 2 bedroom condo located directly on Madeira Beach across from famous John's Pass Village with its ...

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Property Type

Madeira Beach Condo

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Madeira Beach Condo
3 BR | 3 BA | Sleeps 10 | Quick View
Sleeps 10, 3 bedrooms, 3 bathrooms
3 reviews

$551

avg/night

$551
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Experience luxury & comfort in this stunning newly built 3BR/3BA condo. Perfectly located just a short walk from the beach, the property is ideal for families, couples, or anyone looking to enjoy a coastal vacation.Whether you're looking for a serene retreat or a place to gather with loved ...

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Property Type

Madeira Beach Condo

Featured review

"great location! Clean home!"

Heather has this place in top notch condition! She was very helpful and had many extras available for all guests. The beach, bars, trolley and restaurants are very close- would highly recommend- will be ...

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Madeira Beach Condo | On the beach
2 BR | 2 BA | Sleeps 8 | Quick View
Sleeps 8, 2 bedrooms, 2 bathrooms

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

$313

avg/night

$313
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

These are WEEKLY VACATION RENTALS, if you desire multiple weeks please use weekly pricing schedule, we do NOT do monthly rates. For avail and other questions, best to call us vs email- phone is best as availability changes constantly.**This condo is currently available, however, due to storm damage ...

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Property Type

Madeira Beach Condo

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Madeira Beach Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
9 reviews

$528

avg/night

$528
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • 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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Madeira Beach Condo | On the beach
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
10 reviews

$300

avg/night

$300
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

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

Featured review

"Great Location"

This 2-bedroom condo is roomy, well maintained, and so convenient. Some of the minor features are somewhat dated but the location more than makes up for them.

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Madeira Beach Condo
1 BR | 1 BA | Sleeps 4 | Quick View
Sleeps 4, 1 bedroom, 1 bathroom
5 reviews

$187

avg/night

$187
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Large 1 bed Newly Decorated with a Coastal Decor and new furniture throughout Watch the sea life from your waterfront screened while your dinner is grilled on your personal gas grill. Fully furnished with everything to make your vacation enjoyable, including Beach chairs, beach umbrella and cooler ...

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Property Type

Madeira Beach Condo

Featured review

"Madeira Beach yacht club"

Our first trip to the yacht club. We have been faithful to Madeira Beach for 23 years sometimes twice a year. We truly enjoyed the yacht club and the relaxing environment. The units are very well equipped ...

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Madeira Beach Condo | On the beach
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
13 reviews

$296

avg/night

$296
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Fabulous direct views of the white sandy beaches at Madeira Beach. Enjoy breakfast on your balcony overlooking the beach or hear the waves crashing while relaxing in your Master Bedroom Suite. This tastefully remodeled condo offers a fully equipped kitchen, WiFi, Full size washer/dryer. This security ...

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Property Type

Madeira Beach Condo

Featured review

"Beautiful condo"

Ocean Sands condo on Maderia beach was great. Accommodations were top of the line, kitchen well stocked with quality products for cooking, beautiful furnishings, roomy & very clean. Lovely view from deck ...

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Madeira Beach Condo | On the beach
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
8 reviews

Distance to beach: 50 feet to walk right out to the beach

$257

avg/night

$257
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

Ocean Sands is located on 5.5 acres of beach front stretching over 700 feet along the Gulf of Mexico. Located at the intersection of Madeira Beach Causeway and Gulf Blvd., it is within easy access of all main thoroughfares and I-275. Our parents purchased the model condominium in Tower 2 at Ocean Sands ...

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Property Type

Madeira Beach Condo

Featured review

"Ocean Sands 806"

We really enjoyed our stay at this condo. The unit was very clean and very cozy. I felt very at home here. The view from the balcony was spectacular and we loved viewing the sunsets evenings. The unit is ...

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Madeira Beach Condo | On the beach
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

$266

avg/night

$266
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Private pool
  • Rentals by owner
  • WiFi

About this property

CORNER CONDO WITH A 60 FOOT "L" SHAPE BALCONY!! Locate right on Madeira Beach. Overlooking the heated salt water pool and the white sands off the Gulf of Mexico.

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Property Type

Madeira Beach Condo

Featured review

"Awesome time! We definitely will be back!"

This beautiful condo is spotlessly clean and well equipped. The owner is very accommodating and will help out in any way he can. The condo building is well maintained. The pool is warm and clean. Last but ...

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Madeira Beach Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

$196

avg/night

$196
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Lovely 2 bed/2 bath ground level condo with a screened lanai and an open patio in the waterfront community and resort style atmosphere. Open floor plan with lots of natural light, galley kitchen and breakfast bar. Both bedrooms have walk in closets and full size washer/dryer. Walk to everything you need ...

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Property Type

Madeira Beach Condo

Featured review

"Walkable score 100 plus! Unit immaculate. Kitchen stocked with everything you need to cook a full meal."

Great, from reserving to checkout ! Definitely will be referring others and returning next year! Love Itand Madeira Beach!

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Madeira Beach Condo | On the beach
3 BR | 2 BA | Sleeps 7 | Quick View
Sleeps 7, 3 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 30 feet to Madeira Beach

$183

avg/night

$183
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

Call to reserve : Eightonethree- Eightfourthree ZerothreesevennineFree 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 ...

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Property Type

Madeira Beach Condo

Featured review

"Awesome place *****"

We booked a two week vacation with Rick and his unit was the cutest, very inviting place. Condo was very clean, in a great vicinity and we loved it there. It was very quiet and would definitely book here ...

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Madeira Beach Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

$226

avg/night

$226
avg per night
View Details

Key Amenities

  • Air conditioning
  • WiFi

About this property

A charming ground floor 2 bedroom 2 bath Waterfront Condo. THIS PROPERTY MUST BE BOOKED 2 WEEKS PRIORTO ARRIVAL FOR ASSOCIATION APPROVAL Fully furnished with everything you need for a relaxing vacation. Designed with your comfort in mind there is a queen bed in the master bedroom and 2 double beds in ...

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Property Type

Madeira Beach Condo

Featured review

"July Madeira Beach"

Owner provided small twin bed to accommodate our little one. Ground unit no stairs played a part in deciding to rent it and a short walk to the pool.

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Madeira Beach Condo
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

$298

avg/night

$298
avg per night
View Details

Key Amenities

  • Air conditioning
  • Oceanfront
  • Pool
  • WiFi

About this property

Watch the beautiful sunsets from your balcony You'll love this beautifully furnished unit located directly on the sugar white sand. This unit features private balcony This condo has two bedrooms, two bathrooms, and indoor laundry room. True master bedroom has large closet and gorgeous view with ...

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Property Type

Madeira Beach Condo

Featured review

"Aire Dam"

Aire Dam 303 nice clean condo great gulf view nice pool area as well close to shopping restaurants and jet ski rentals the balcony was real nice to view Dolphins jumping in th gulf early morning and late ...

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Madeira Beach House
3 BR | 2.5 BA | Sleeps 12 | Quick View
Sleeps 12, 3 bedrooms, 2.5 bathrooms
2 reviews

$293

avg/night

$293
avg per night
View Details

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

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

Featured review

"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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Madeira Beach Condo | On the beach
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
36 reviews

$265

avg/night

$265
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pool
  • Rentals by owner
  • WiFi

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

Featured review

"Beyond Expectations"

What a beautiful, clean, completely stocked condo! It's exactly as advertised in the pictures and exceeded our expectations. We thoroughly enjoyed the beach and pool. There are beach towels, toys, floaties ...

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Madeira Beach House
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 500 feet to Madeira Beach

$246

avg/night

$246
avg per night
View Details

Key Amenities

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

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

Featured review

"Great stay!!"

Such a wonderful house and wow, the pool on the inlet is amazing!! Sunrises were gorgeous from the dock. House has everything you need for the stay. Bed was very comfy and nice updated bathrooms. Location ...

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Madeira Beach Condo
2 BR | 1 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 1 bathroom
4 reviews

$204

avg/night

$204
avg per night
View Details

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • WiFi

About this property

Pet Friendly Welcome to Madeira Bay Resort Marina and Spa overlooking the scenic intracoastal. Watch boats and sea life from your open balcony. Features include Heated Pool, Wi Fi, Washer/Dryer, Fully Equipped Kitchen, On site Restaurant and Spa. Located just a block walk to Famous Johns Pass Village where ...

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Property Type

Madeira Beach Condo

Featured review

"Madeira Bay"

Great location. Only sleeps 4. Close to beach access & Johns pass. View of the intercostal water from the back balcony.

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Madeira Beach Condo | On the beach
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 2 bathrooms
11 reviews

$143

avg/night

$143
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Private pool
  • Rentals by owner
  • WiFi

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

Featured review

"Good time!"

Rental was right on the beach. Balcony was huge and we were able to watch manatee and dolphins in the water. Pool was awesome and very clean. We enjoyed a great vacation!

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Madeira Beach Bungalow
2 BR | 1.5 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 1.5 bathrooms
5 reviews

$225

avg/night

$225
avg per night
View Details

Key Amenities

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

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

Featured review

"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 Condo | On the beach
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
18 reviews

$560

avg/night

$560
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Private pool
  • Rentals by owner
  • WiFi

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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Madeira Beach Condo
3 BR | 2 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

$350

avg/night

$350
avg per night
View Details

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

A charming ground floor 3 bedroom 2 bath Waterfront Condo. Fully furnished with everything you need for a relaxing vacation. Designed with your comfort in mind there is a queen bed in the master bedroom and 2 queen beds in the second bedroom and a fourth queen in the third bedroom. Washer/Dryer in ...

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Property Type

Madeira Beach Condo

Featured review

"Perfection!"

This condo was the absolute best! Perfect location as and end unit, single floor, 3 bedroom condo. Beautiful views. You could walk out the back door and see dolphins swimming while you fish off the pier, ...

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Madeira Beach Apartment
2 BR | 2.5 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Rentals by owner
  • WiFi

About this property

This is a house within 1/2 of the beach and within walking distance of restaurants, pharmacy, stores, grocery stores and nightlife a very nice place that have been completely reprobates

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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°

Things to Do and Places to Go Around Madeira Beach Vacation Rentals

Nestled almost equidistant between St. Petersburg to the south and Clearwater to the north, Madeira Beach is a small oceanside community in Florida that enjoys a prime 2.5 miles of real estate along the shore of the glittering Gulf of Mexico. 

Madeira Beach is a popular vacation destination for many reasons, and the city’s visitors can take advantage of a variety of fun beachy activities, from water sports to sunbathing to shopping and dining on the boardwalk and everything in between. 

According to local legend, the Madeira Beach region as it’s known today was originally settled by a pirate named John LeVique many generations ago. 

The city’s local folklore and history make it stand out from other seaside towns throughout Florida, and many vacationers agree that staying in Madeira Beach vacation rentals as opposed to an expensive hotel is the way to go when you’re visiting the area. 

A home rental allows you to truly become a local during your stay and experience the city’s unique architecture and neighborhoods from a resident’s perspective. Plus, you’re sure to enjoy a much greater sense of privacy and removal from other tourists when you rent a vacation home instead of staying in a crowded hotel.

Tips and Tricks: Getting the Most Out of Your Madeira Beach Vacation

Madeira Beach is located roughly 30 minutes from the St. Pete-Clearwater International Airport, which is nestled much more inland than the beachside town. 
Many tourists who fly into the area choose to rent a car during their trip to Madeira Beach, as it allows them a great deal of freedom to explore all of the different activities, city centers, and natural wonders that the western coast of Florida has to offer. 

Due to its tropical climate from being located along the Gulf Coast, Madeira Beach receives more rain on average than most cities in the U.S., and storms can be expected throughout the year. 

However, the city still sees many more sunny days than most other cities in the country, and tourists usually opt to visit Madeira Beach in mid-spring or autumn to enjoy the best weather the region has to offer.

Best Activities Near Madeira Beach House Rentals

There are lots of fun activities to explore in Madeira Beach for people of all ages and lifestyles, but one of the primary draws of tourists to the area is John's Pass Village & Boardwalk
The boardwalk extends along the shoreline for more than 1000 feet and features over 130 boutique shops and restaurants. It also features many establishments that rent out water sports gear, including surfboards, jet skis, fishing equipment, and much more. 

Have you ever wanted to see a dolphin up close? Now you can do so from the comfort of an ocean cruise with the Dolphin Quest from Sunshine Scenic Tours. This sightseeing tour sets sail four times per day from Madeira Beach. 
Your experienced tour guide will teach you about the Gulf’s resident wildlife, including the local dolphins and much more, as you sit back and enjoy snacks and beverages. If you leave at the right time, you can even catch a gorgeous Gulf Coast sunset on the water. 

If you want to learn even more about the local wildlife in the Madeira Beach area, including land animals as well as ocean creatures, you can visit the Alligator & Wildlife Discovery Center. 
This facility is one of the top tourist destinations in all of Pinellas County and houses around 250 animals that come from all over the state. Take a tour or even host your next event at the Alligator & Wildlife Discovery Center in Madeira Beach!

Madeira Beach Annual Events

Due to its location along the coast, it’s no surprise that Madeira Beach is well known for its fresh and delicious seafood along the boardwalk and throughout the city. Nowhere is this unique cuisine better celebrated than at the annual John's Pass Seafood Festival, which takes place each January along the John’s Pass Boardwalk. 
With all of the seafood you can eat from local restaurants and food trucks as well as three separate stages featuring different types of musical acts and booths from local artists and artisans, the festival is sure to be an incredible experience for visitors of all ages. 

The event spans over four days and is free to enter, making it easy to come and go as you please while you explore the rest of the city during your vacation.

Dining Experiences to Explore Around Madeira Beach Rentals

From casual American cuisine to fine dining and everything in between, Madeira Beach is home to a variety of restaurants that suit every taste and preference. 

One of the most memorable establishments in the city is the Gulf Bistro, a European-style restaurant focusing on French cuisine that offers a full menu of fresh appetizers, rich entrees, and imaginative beverages to create an unforgettable dining experience. 

Looking for something a bit more family-oriented and casual between your trips to the beach? Madeira Beach boasts many American-style beachy eateries, such as Pirates Pub-N-Grub and the Boardwalk Bar and Grill, both of which serve oceanside favorites like fish ’n’ chips, lobster rolls, and more. 

You can even experience a taste of the local Cuban culture at spots like The Floridian, which offers authentic Cuban sandwiches and other quick bites in the Madeira Beach area.


FAQ

How many vacation rentals are there in/around Madeira Beach?

There are 40 Madeira Beach vacation rentals available on FloridaRentals.com. From condo rentals to house rentals and beyond, find a unique vacation rental for you to enjoy a memorable vacation in Florida.

How much does it cost to rent a vacation rental in Madeira Beach?

There are vacation rentals available in Madeira Beach for as low as $110 per night with an average price per night of $257.

Can I rent a house in Madeira Beach?

Yes, you can find house rentals in Madeira Beach close to Madeira Beach, John's Pass Village, and Wildlife Discovery Center. Don't forget to stop in to The Florida Winery or R.O.C. Park

Do any vacation rentals in Madeira Beach have a pool?

Yes there are 13 vacation rentals with a pool in Madeira Beach on FloridaRentals.com. Search using our filters and book one for your next vacation!

Are any Madeira Beach vacation rentals on the ocean?

There are 18 oceanfront rentals in Madeira Beach available on FloridaRentals.com. Use our filters to search and book yours today!