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Cheap Vacation Rentals in Madeira Beach

(31 rentals)
New
Madeira Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
26 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Soak up the sun, sea, and sand at this charming Gulf-view getaway in Unit 101 of La Coquina—perfectly located just across the street from beautiful Madeira Beach! Spend lazy days swimming and sunbathing, or embrace adventure with jet skiing, parasailing, and dolphin-watching tours nearby. Inside,...

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$111
avg per night
Madeira Beach Condo
Sleeps 3, 1 bedroom, 1.5 bathrooms
3 reviews

Key Amenities

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

About this property

This is a lovely, one bedroom with king-size bed, 2nd floor condo with waterfront view located in the highly desired Madeira Beach Yacht Club. It is just across the road to the beautiful white sand beach. The condo is close to many amenities including the Winn-Dixie Liquor Store, CVS Drug Store, the post...

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Featured review

"Medira Beach"

A great place to stay. Everything is close buy. The owner was great. Good communication. Everything you need is right there. We had a great time!

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$111
avg per night
Madeira Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Madeira Bay Resort #201, a spacious one-bedroom, one-bathroom condo with a private balcony and a thoughtfully designed handicap-friendly floorplan. Perfect for couples, solo travelers, or small families traveling with a furry companion, this unit blends comfort, convenience, and walkable access...

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$132
avg per night
Madeira Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom
3 reviews

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

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Experience the ultimate coastal escape in our elegant ground-floor 1-bedroom Executive Waterfront Penthouse, perfectly situated in beautiful Madeira Beach. Designed for couples seeking a luxurious and romantic getaway, this exquisite retreat offers easy access—no stairs to navigate with luggage...

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$162
avg per night
Madeira Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Madeira Bay Resort #205, a two-bedroom, two-bathroom condo offering a clean, comfortable retreat just steps from the beach and a short walk to John's Pass Village & Boardwalk. With hard surface floors throughout, a private balcony, and flexible sleeping arrangements, this unit is ideal...

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$130
avg per night

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Madeira Beach Condo
Sleeps 7, 2 bedrooms, 2 bathrooms
43 reviews

Distance to beach: 300 feet to Madeira Beach

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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Featured review

"Very Good."

Thank you Bill for our seven day vacation. The place is equipped with everything you need. Would definitely recommend this condo. Will book again.

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$120
avg per night
Madeira Beach Condo
Sleeps 6, 2 bedrooms, 1 bathroom
8 reviews

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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Featured review

"Condo très bien situé"

Bonjour, le condo était très bien situé. Distance de marche de la plage et des bars et restaurants.Je le recommanderais à ma famille et amis sans hésiter.

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$125
avg per night
Madeira Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Madeira Bay Resort I #1701, a brand-new three-bedroom, two-bathroom condo designed for comfort, convenience, and coastal living. With a private balcony and versatile sleeping arrangements, this unit is perfect for families, friend groups, or couples traveling together—plus, it's...

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$198
avg per night
Madeira Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Vacation in Paradise – 2 Bedroom, 2 Bath Beach-Themed Condo Get ready to relax and unwind at this beautiful condo, perfectly located just steps from the white sand beaches of Madeira Beach—ranked among the best in Florida! You're also only a few blocks from John's Pass Village...

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$143
avg per night
New
Madeira Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 0.2 miles to Madeira Beach Public Access

Key Amenities

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

About this property

Live on a private six-acre island. Unit 405W is a 2026 ground-up renovation on a gated, 24-hour-secured island at the north end of Treasure Island — you cross your own bridge to get home, with water on every side.THE VIEW. From the fourth floor, the balcony looks out over the canal, John's...

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$133
avg per night
Madeira Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Discover comfort and convenience in Madeira Bay Resort #415, a two-bedroom, two-bathroom condo featuring tile and vinyl plank flooring throughout, a private balcony, and expanded sleeping arrangements for up to six guests. With a no-pet policy, this unit is ideal for families or groups seeking a clean,...

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$147
avg per night
Madeira Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Madeira Bay Resort #602, a two-bedroom, two-bathroom condo offering two private balconies, a Jacuzzi tub in the master bathroom, and a spacious layout perfect for couples or families. With upgraded bedding and a sleeper sofa, this unit comfortably accommodates up to six guests—in a pet-free...

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$152
avg per night
Madeira Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

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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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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$137
avg per night
Madeira Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Madeira Bay Resort I #1608, a brand-new two-bedroom, two-bathroom condo offering a clean, comfortable, and pet-friendly retreat just across the street from the beach. With tile flooring throughout and professional sanitization by Pro Shield20, this unit is ideal for families, couples, or travelers...

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$170
avg per night
Madeira Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Experience coastal comfort in Madeira Bay Resort I #1706, a brand-new two-bedroom, two-bathroom condo featuring a private balcony with views of the Gulf of Mexico. With flexible sleeping arrangements and thoughtful amenities, this unit is ideal for couples, small families, or pet travelers seeking a relaxing...

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$148
avg per night
Madeira Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Madeira Bay Resort I #1403, a brand-new two-bedroom, two-bathroom condo perfect for families or small groups seeking a clean, comfortable, and pet-free beach retreat. With bunk beds for the kids and a sleeper sofa for added flexibility, this unit offers thoughtful touches and easy access to...

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$157
avg per night
Madeira Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Madeira Bay Resort I #1407, a brand-new two-bedroom, two-bathroom condo offering a warm welcome to both guests and their furry companions. With a full-size bed in the guest room and a sleeper sofa in the living area, this unit is ideal for couples, small families, or pet travelers looking for...

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$164
avg per night
Madeira Beach Townhome
Sleeps 4, 2 bedrooms, 1 bathroom
4 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

BOAT SLIP INCLUDED THAT CAN ACCOMMODATE A 40 FT. BOAT located directly in front of unit. BEAUTIFULLY REMODELED town home includes new tasteful furniture, wine refrigerator, butcher block kitchen counter tops, all new appliances, washer/dryer, ceiling fans and tvs. 7. Sit outside on the new Adirondack...

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Featured review

"247F Maderia Beach Yacht Club"

The condo we stayed in was perfect! Very clean and had everything we could possibly need. Only comment is maybe there could be more info on how to use the remotes on the TV. We were actually in 247F.

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$143
avg per night
Madeira Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Sea Breeze 305, a direct beachfront condo offering 710 sq. ft. of comfort, charm, and uninterrupted Gulf views. This 1-bedroom, 1-bath unit is perfect for couples or small families seeking a relaxing retreat with all the essentials. Step out onto your private balcony to watch the waves roll...

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$165
avg per night
Madeira Beach Bungalow
Sleeps 6, 2 bedrooms, 2 bathrooms
11 reviews

Distance to beach: 0.4 miles to Madeira Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Welcome to your ultimate waterfront getaway, where manatee vibes meet cool ocean air! Enjoy vibrant energy, stunning views, and sunny days filled with fun. Just steps from John’s Pass—a lively fishing village with restaurants, shops, and bars—this paradise is your perfect escape. A...

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Featured review

"We loved it so much, we already booked our next vacation!"

We had an absolutely wonderful stay! The home was spotless, beautifully decorated, and had everything we needed for a comfortable vacation. The kitchen was fully stocked, the beds were very comfortable,...

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$177
avg per night
Madeira Beach Bungalow
Sleeps 6, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 0.2 miles to Madeira Beach

Key Amenities

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

About this property

Welcome to your ultimate waterfront getaway, where flamingo flair meets cool ocean air!

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Featured review

"Wonderful & quaint"

Absolutely worth it. Cannot get much better than this in the middle of it all! A short walk to John’s Pass, the beach, and all of the great activities Madeira has to offer, it is really a great place...

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$172
avg per night
Madeira Beach Condo
Sleeps 5, 2 bedrooms, 1.5 bathrooms
6 reviews

Distance to beach: 0.1 miles to Madeira Beach

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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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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$159
avg per night
Madeira Beach Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Madeira Bay Resort I #1501, a brand-new three-bedroom, two-bathroom condo perfect for families or groups seeking a clean, comfortable, and pet-free beach escape. With bunk beds for the kids and a private balcony for everyone to enjoy, this unit offers the ideal blend of space, convenience,...

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$187
avg per night
Madeira Beach Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Step into serenity at Ocean Sands II #606, a beautifully updated 2-bedroom, 2-bath condo perched on the 6th floor with panoramic views of the Gulf. From your private covered balcony, enjoy unforgettable sunsets and the soothing rhythm of the waves — all just steps from the sand. Sleeping Arrangements -...

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$188
avg per night
Madeira Beach House
Sleeps 6, 2 bedrooms, 2 bathrooms
8 reviews

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

Key Amenities

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

About this property

Discover the epitome of coastal elegance in our 2-bedroom, 2-bathroom Executive Waterfront Condo, ideally located at Madellion Blvd in the heart of Maderia Beach, FL 33708. This penthouse exudes a sense of tranquility and sophistication, offering a spacious and inviting retreat for up to 6 guests.This...

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Featured review

"Amazing Place and Area"

This place is absolutely perfect exclamation the condo has luxurious Marriott king size pillow top beds make it hard to get up in the morning, I fully stocked kitchen and everything you need, and a beautiful...

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$198
avg per night
Madeira Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Sea Breeze 103 is perfectly positioned for guests craving a blend of comfort, convenience, and coastal charm. Located directly on Madeira Beach, this fully updated 2-bedroom, 2-bath condo offers front-row access to the area's most beloved attractions. Just a short stroll brings you to John's...

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$196
avg per night
Madeira Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Step into Sea Breeze 504, a beautifully maintained 2-bedroom, 2-bath beachfront condo offering panoramic views of the Gulf from your private balcony. Located in the heart of Madeira Beach, this unit is one of the most popular in the building—thanks to its thoughtful layout, inviting décor,...

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$198
avg per night
Madeira Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
11 reviews

Key Amenities

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

About this property

$200 per weekl 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...

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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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$186
avg per night
Madeira Beach Condo
Sleeps 7, 3 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 30 feet to Madeira Beach

Key Amenities

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

About this property

Call to reserve : Eightonethree- Eightfourthree ZerothreesevennineVilla Madeira Condo 13720 Gulf Blvd. Unit # 510 Madeira Beach, FL 33708Free Wi-Fi Internet access - works with laptops, tablets and handhelds. This large nicely furnished 3 bedroom gulf front Madeira beach condo is well...

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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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$189
avg per night
Madeira Beach Condo
Sleeps 6, 2 bedrooms, 1 bathroom
6 reviews

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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Featured review

"Maderia Beach Yacht Club vacation"

My wife and I enjoyed our trip and the condo we stayed in. There was plenty of room and the unit is well maintained and had all the immunities.

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$193
avg per night
Madeira Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
15 reviews

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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Featured review

"Perfect Quiet Beautiful Ocean View"

Everything was amazing! The condo is surrounded by all kinds of restaurants and shops. The beach is quiet and peaceful.

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$193
avg per night
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