Home Vacation Rentals By Owner In Madeira Beach, FL

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$277.49

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Sea-La-Vie by the Beach

Madeira Beach, Florida, United States

* VACATION RENTAL UPDATE*brWe’re currently remodeling our property following the impact of Hurricane Helen. While we work hard to restore and enhance your future stay experience.br*Updated photos will be posted as soon as the remodeling is complete.br*The community is bouncing back stronger than ever – and we can’t wait to welcome you.br*Currently accepting bookings starting April 2026. Additional availability will be updated soon.brbrClean, conveniently located, this Fully Furnished - 1st Floor (lower level/interior unit), 2 Bedroom/1.5 Baths Condo ~ sleeps comfortably up to 6 Guests (king size bed/queen/twin bed/couch ~ Cozy Screened-in Lanai, Outdoor Patio ~ Condo features 2 Smart TVs, Wi-Fi, and Streaming channels. Fully stocked with Beach Towels, Beach Chairs, and More ~ steps to the Pool, and a quick walk to the sugary Sand Beach!brbrBeach access is just steps away. You are only an 8-minute walk to Archibald Beach Park. This area offers a snack shack, public restrooms, chair and umbrella rentals. (Note - Some beach gear is provided in the unit)brbrYou are also in walking distance to roof top lounges, 5-Star Restaurants, Ice Cream shops, Famous Bars, daily Live Music, plenty of Shopping, CVS, Winn-Dixie (Aldi coming soon) for all your grocery needs. brbrCatch the Jolly Trolley and head to The Famous John's Pass where you will enjoy Dining, Shopping and Live Entertainment or catch a Boat Ride to Shell Island.brbrGuests have full access to all Property Amenities including Pools. Across the parking lot guests also have access to the Madeira Beach Rec Center.brbrFUN IN THE SUN!! WELCOME TO SEA-LA-VIE BY THE BEACH!!
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Exceptional(1)

$248.54

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Enjoy Madeira Beach in Remodeled, Pet Friendly Suite, 1 Block to Beach and Restaurants!

Madeira Beach, Florida, United States

Steps to Madeira Beach | Modern 1BR w/ Courtyard & Grill, Pets Welcome brbrWelcome to your dreamy, pet friendly, beach escape—just a few sandy steps from the shimmering Gulf! This modern 1-bedroom apartment, completely renovated, is a guest-favorite for a reason: stylish design, incredible comfort, and a location you’ll want to come back to year after year.brbr 1 Block to the Beachbr King Bed & Comfy Living Spacebr☕ Full Kitchenbr Pet Friendlybr ️ Beach Gear Includedbr Free Private ParkingbrbrThe SpacebrbrPark Shore Suites of Madeira Beach is a thoughtfully designed, one-bedroom hideaway perfect for couples, solo travelers, or digital nomads in search of beachside bliss.brbrTucked into a quiet residential pocket, you’re only minutes from the sand, restaurants, shopping, nightlife, and year-round events that make Madeira Beach one of Florida’s most beloved destinations. And when you're ready to wind down, you’ll come home to a peaceful courtyard, full kitchen for your favorite meal and cozy lounge space with smart TV, cable access and WiFi.brbrHighlights You’ll LOVE:brbr~ 2-min walk to the Beach — sand, sunsets, and swim time!br~ King bed with soft linens and extra pillowsbr~ Queen size sleeper sofa with upgraded mattressbr~ Full kitchen stocked with cooking basics, toaster & morebr~ Tub/Shower combo + fresh towels, shampoo, and essentials providedbr~ Al Fresco dining & grill in the courtyard br~ Smart TV, cable access, WiFi, and laptop-friendly workspacebr~ Coin operated laundry access in the buildingbr~ Beach chairs, towels, and umbrella includedbr~ Pet-friendly for your furry travel companionbr~ Self-check-in + free private parking for 1 vehiclebrbrNearby Adventures:brbr Madeira Beach – (0.2 miles | 5 min walk)br The Reef Bar & Grill – (0.2 miles | 5 min walk)br ️ John's Pass - Restaurants & Shopping – (1.5 mile | 4 min drive)br Saltwater Hippie and Daiquiri Shaq – (0.5 miles | 1 min drive)br Smugglers Cove Adventure Golf – (0.8 miles | 3 min drive)br Weekly Market on Madeira Way — year-round!brbrbrWhether you’re soaking up sun, sipping cocktails, or strolling the shoreline, Park Shore Suites is your relaxing launchpad for all things Madeira Beach!
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Exceptional(1)

$168.37

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Cozy Beach Getaway with Bikes included!

Madeira Beach, Florida, United States

Escape to paradise in Madeira Beach!brbrWelcome to our fully updated 1 bedroom condo, just steps from the soft sands and warm sparkling waters of the Gulf of Mexico. Whether you’re looking to relax, explore or enjoy beachside fun, our cozy getaway has it all!br - Ground floor unit br- Beautifully renovated and comfortablebr- A short stroll to the beachbr- Perfect for a fun and relaxing escapebr- Two (2) bikes available to cruise the beachbr- Xbox 360 and several video games br brThe SpacebrThis cozy, fully updated ground-floor condo (385 sq. ft.) features 1 bedroom, 1 bath, and all the essentials for a relaxing getaway. The unit includes a Queen-sized bed, sofa bed, and smart TVs in both the living room and bedroom, plus free Wi-Fi and one dedicated parking space.brbrBuilt in the 1970s, the small nine-unit complex reflects its era, but the unbeatable location is what makes this destination shine—just a short stroll to lively beach bars, top-rated restaurants, and the vibrant shops and attractions of John’s Pass.brbrInside, enjoy all the comforts of home with a vacation-ready twist. The kitchen is fully equipped with a full-size refrigerator, stove, microwave, coffee pot, toaster, and stocked cabinets with dishes, utensils, and cookware. The bathroom features a modern walk-in shower for a refreshing end to your beach day.brbrLaundry is easy with a coin-operated washer and dryer just steps away, or take advantage of a convenient drop-off service down the street.brbrOur condo is professionally cleaned between every stay, so we kindly ask that checkout times be observed.brbrWe’re local and always just a message away to ensure your stay is smooth, comfortable, and carefree.
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$269.44

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Park Shore Suite 7! Steps to Madeira Beach Access!

Madeira Beach, Florida, United States

Steps to Madeira Beach | Modern 1BR w/ Courtyard & Grill, Pets Welcome Welcome to your dreamy, pet friendly, beach escape—just a few sandy steps from the shimmering Gulf! This modern 1-bedroom apartment, completely renovated, is a guest-favorite for a reason: stylish design, incredible comfort, and a location you’ll want to come back to year after year. 1 Block to the Beach King Bed & Comfy Living Space ☕ Full Kitchen Pet Friendly ️ Beach Gear Included Free Private Parking The Space Park Shore Suites of Madeira Beach is a thoughtfully designed, one-bedroom hideaway perfect for couples, solo travelers, or digital nomads in search of beachside bliss. Tucked into a quiet residential pocket, you’re only minutes from the sand, restaurants, shopping, nightlife, and year-round events that make Madeira Beach one of Florida’s most beloved destinations. And when you're ready to wind down, you’ll come home to a peaceful courtyard, full kitchen for your favorite meal and cozy lounge space with smart TV, cable access and WiFi. Highlights You’ll LOVE: ~ 2-min walk to the Beach — sand, sunsets, and swim time! ~ King bed with soft linens and extra pillows ~ Queen size sleeper sofa with upgraded mattress ~ Full kitchen stocked with cooking basics, toaster & more ~ Tub/Shower combo + fresh towels, shampoo, and essentials provided ~ Al Fresco dining & grill in the courtyard ~ Smart TV, cable access, WiFi, and laptop-friendly workspace ~ Coin operated laundry access in the building ~ Beach chairs, towels, and umbrella included ~ Pet-friendly for your furry travel companion ~ Self-check-in + free private parking for 1 vehicle Nearby Adventures: Madeira Beach – (0.2 miles | 5 min walk) The Reef Bar & Grill – (0.2 miles | 5 min walk) ️ John's Pass - Restaurants & Shopping – (1.5 mile | 4 min drive) Saltwater Hippie and Daiquiri Shaq – (0.5 miles | 1 min drive) Smugglers Cove Adventure Golf – (0.8 miles | 3 min drive) Weekly Market on Madeira Way — year-round! Whether you’re soaking up sun, sipping cocktails, or strolling the shoreline, Park Shore Suites is your relaxing launchpad for all things Madeira Beach!
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$252.92

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Park Shore Suites Madeira Beach

Madeira Beach, Florida, United States

Steps to Madeira Beach | Modern 1BR w/ Courtyard & Grill, Pets Welcome Welcome to your dreamy, pet friendly, beach escape—just a few sandy steps from the shimmering Gulf! This modern 1-bedroom apartment, completely renovated, is a guest-favorite for a reason: stylish design, incredible comfort, and a location you’ll want to come back to year after year. 1 Block to the Beach King Bed & Comfy Living Space ☕ Full Kitchen Pet Friendly ️ Beach Gear Included Free Private Parking The Space Park Shore Suites of Madeira Beach is a thoughtfully designed, one-bedroom hideaway perfect for couples, solo travelers, or digital nomads in search of beachside bliss. Tucked into a quiet residential pocket, you’re only minutes from the sand, restaurants, shopping, nightlife, and year-round events that make Madeira Beach one of Florida’s most beloved destinations. And when you're ready to wind down, you’ll come home to a peaceful courtyard, full kitchen for your favorite meal and cozy lounge space with smart TV, cable access and WiFi. Highlights You’ll LOVE: ~ 2-min walk to the Beach — sand, sunsets, and swim time! ~ King bed with soft linens and extra pillows ~ Queen size sleeper sofa with upgraded mattress ~ Full kitchen stocked with cooking basics, toaster & more ~ Tub/Shower combo + fresh towels, shampoo, and essentials provided ~ Al Fresco dining & grill in the courtyard ~ Smart TV, cable access, WiFi, and laptop-friendly workspace ~ Coin operated laundry access in the building ~ Beach chairs, towels, and umbrella included ~ Pet-friendly for your furry travel companion ~ Self-check-in + free private parking for 1 vehicle Nearby Adventures: Madeira Beach – (0.2 miles | 5 min walk) The Reef Bar & Grill – (0.2 miles | 5 min walk) ️ John's Pass - Restaurants & Shopping – (1.5 mile | 4 min drive) Saltwater Hippie and Daiquiri Shaq – (0.5 miles | 1 min drive) Smugglers Cove Adventure Golf – (0.8 miles | 3 min drive) Weekly Market on Madeira Way — year-round! Whether you’re soaking up sun, sipping cocktails, or strolling the shoreline, Park Shore Suites is your relaxing launchpad for all things Madeira Beach!
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Exceptional(52)

$378.55

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Beach Vacation Paradise @ Famous John's Pass Madeira Beach

Madeira Beach, Florida, United States

Vacation Beach Condo 2/2 with heated swimming pool on the Beach with tiki huts , lounge chairs & barbeque grills & directly across the street from the famous John's Pass in Madeira Beach Florida that offers fishing, boating, water sports, shopping, restaurants, clubs,.sports bar .... Vacation paradise at its finest !!!! http://www.johnspass.com/ brbrCondo has been updated with coastal plank Porcelain tile throughout, stainless steel kitchen appliances, Grey Sofa with a recliner on each end, floor lamps, new bath vanities and mirrors, new shower and new tile around bathtub and entire condo painted on inside. brbr No Pets or no Smoking. Sandy Shores is a non smoking building. Check in 2 pm. Check out 10 am. Free Parking, Wireless Internet & cable. brbrYour home away from home except you are on the beach. It has everything you need: fully equipped kitchen, 3 flat screen tvs, wireless internet, blue ray dvds, beach chairs & umbrella, towels & beach accessories/toys so you do have to bring all that with you. Also books, puzzles, games, cards. Make your vacation memories here. brbrNew updates 2020 : New king bed, installed Coastal wood porcelain tile throughout the condo, all new Stainless Steel Kitchen appliances, New Vanities and mirrors in both bathrooms that have tub/shower combo, New Sectional Sofa in Living room, and painted new coastal colors throughout condo. brbrTo maintain the beauty of Sandy Shores, June 2019 we just finished a 1.5 million dollar renovation on the outside of the building and the pool/barbeque area. brbrPrefer if you would please book Sat-Sat as most guests book then because of their vacation work schedule. Otherwise you are breaking up 2 weeks and the balance of the 2 weeks is difficult to book. Thank you so much for understanding. brbrWould love to have you as a guest. I think you will love it here!!!
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$361.23

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Exquisite Condo - Rooftop, Pool, Hot Tub, Beach

Madeira Beach, Florida, United States

Welcome to your dream coastal escape. This brand new luxury 3BR/3BA condo features one of the only private rooftops in the area. Enjoy your own rooftop cabana, perfect for entertaining or relaxing while watching sunsets over the Gulf. Located directly on the Intracoastal Waterway and just a block off the beach, this exclusive residence offers premium amenities including a heated pool, hot tub, and gym. 30-day minimum rental. Inquire about special rates for stays of 2 months or more.brbrThe 3 bedroom 3 bath condo features a state of the art kitchen with stainless steel appliances and stone countertops. You step from the open concept living space to a large balcony where you can relax as you watch wildlife and people traverse the canal. The bedrooms are all ensuite, 2 with Queen beds and one featuring 2 singles with large walk in closets. brbrIt offers first class luxury finishes, privacy and security all nestled on a protected harbor. You are one floor above the pool and within a few hundred yards from the TOP 10 beach in the USA. Close by you will find restaurants, bars, boutiques, grocery, dog park, softball, library, splash pads, fishing pier, parks with a band shell. brbrIn addition to the private rooftop cabana, the complex has a year round heated pool and a full gym. We provide beach essentials including beach towels, chairs, an umbrella and a buggy. brbrHigh speed WiFi and parking for one vehicle is also included.brbrGuests will have access to the entire condo, the swimming pool and the rooftop cabana.brbrThe condo will be self check-in with access through an electronic lock which you will have a personalized code. I live within the beach community and I am easily accessible to help solve problems! I pride myself in happy guests and great reviews, so I am readily available when needed.brbrThis luxury property is a perfect retreat, outfitted with high end furniture and decor, all of which will be inventoried before and after :)brbr- The responsible party booking and staying at this condo must be 25 years or older.br- The condo is not designed for partying, but rather a relaxing vacation destination. We expect guests to treat the home with respect and leave everything in the condition it was found in. Any damage should be reported upon check-in.br- Towels and linens are for normal use - not for dying hair, removing makeup, cleaning up spills, etc.br- Guests are responsible for removing all personal belongings upon check-out. We cannot be held liable for any items left behind.br- Responsible party booking and staying must be 22 or older.br- Quiet hours are from 10pm-8am, you are close in proximity to others. br- This is a NO smoking property, including outdoor private and common areas. No illegal use of drugs or medicinal marijuana on property.br- Absolutely no pets or emotional support animals, no exceptions can be made!br- Towels and belongings cannot be draped on balconies/railings/bushes.br- Guests are responsible for removing all personal belongings upon check-out. We cannot be held liable for any items left behind.brbrThank you for your commitment to respect and care for our property, we hope you enjoy your stay and we are happy to share this special place with you!
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Exceptional(18)

$300.21

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Across from Johns Pass on the Beach. Heated Pool. Stunning Views. Perfect Location.

Madeira Beach, Florida, United States

NOTICE TO GUEST STAYING IN MAY 2026: The swimming pool will be undergoing a resurfacing project starting May 4, 2026 and will be closed for approximately 4 weeks.brbrExperience the warmth and peacefulness of the Gulf of Mexico with a stay at the Madeira Norte condominium building, located directly on the beach in the heart of Madeira Beach, Florida. With easy access to all the area has to offer, along with a year-round heated swimming pool, this updated two bedroom condo is the perfect spot to spend your holiday time. brbr brbrSwim the calm, warm waters of the Gulf, bask in the Florida sun, or take a dip in the pool. After a day of activities, enjoy shopping or dining at Johns Pass Village, or take a trolley up to some of the best restaurants in the entire Tampa Bay region. brbr brbrDowntown St Petersburg is just a short drive away, with world-class museums, entertainment, and shopping. You’ll find whatever you are looking for here! brbr brbr— Private Balcony Area with Seating and Views of the Beach and Johns Pass Village. brbr brbr— Spacious Living Room and Dining Area. Pull-out Queen Sleep Sofa for Extra Guests. brbr brbr— Updated, Modern Kitchen Full Equipped for any Meal Preparation. brbr brbr— Beautiful Primary Bedroom with Comfortable King Size Bed and Direct Access to the Balcony, with 1/2 bath. brbr brbr— Guest Bedroom with Two Twin Size Beds brbr brbr— Full Size Washer and DryerbrbrWe help make the most of your vacation by providing Free Admission to some of the area's top activities & attractions each and every day, including Busch Gardens, The Clearwater Aquarium, The Dali Museum, The Tampa Zoo, evening cruises, bike rentals and more! Create exciting memories, have more fun, and truly experience your destination. (One Free Ticket Per Day, Per Activity. Free Fun Program not eligible for stays over 28 days)brbrA Professionally Managed Vacation Rental Property Following CDC Recommended Guidelines, and Providing 24hr Guest Support. brbr brbrAll our properties include free parking, a complete linen set, beach and bath towels, a starter set of paper goods, hand soap, dishwashing soap and trash bags, free WiFi access, and a 24hr Guest hotline for any issues. Need a Pack n' Play for your stay We've got you covered - no charge!
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Exceptional(135)

$446.48

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Las Brisas 404 | Gulf View Balcony, Beach + Resort Pool Access

Madeira Beach, Florida, United States

Welcome to Las Brisas 404, a beautifully updated 4th-floor condo with private parking and elevator access. Perched right over pristine Madeira Beach, this roomy condo offers the latest electronics and all the comforts of home. And the best part Panoramic views of sky, sea, and sand from the long balcony!brbrThis spacious unit comfortably accommodates up to 10 guests with three bedrooms and a queen-sized sleeper sofa. Enjoy a refreshing dip in the large swimming pool, perfect for when you’re not splashing in the gentle Gulf waves. And the views They come right into the condo with you! An entire wall of sliding glass doors lets you admire the sparkling Gulf waters from the living room, dining area, and even the kitchen. Now, that’s true “beachfront property”! With prime sunset views and a stunning panorama of one of Florida's most picturesque beaches, Las Brisas 404 offers a true VIP experience every day.brbrStep inside and you’re greeted by an open-plan space in soothing tones, with plenty of cozy spots to relax. The living room features a large flat-screen TV, DVD player, and a comfortable sofa that converts into a bed with stunning ocean views. The adjacent dining table seats six, with extra space at the breakfast bar, making it perfect for meals, games, or trip planning. And when it’s time to whip up some appetizers or drinks, the well-stocked kitchen has everything you need, from full-size appliances to cookware and gadgets. Plus, the open layout means you can still enjoy the beautiful Gulf view while cooking!brbrYou'll likely spend most of your time on the covered balcony at Las Brisas 404, dining al fresco or simply soaking in the stunning water views and starry skies. True to its name, Las Brisas offers warm, salty breezes in this slice of paradise. Enjoy the sight of seabirds gliding overhead and shorebirds playing along the surf—it's a view you'll never get tired of!brbrAfter a day of exploring John's Pass or building sandcastles, you’ll love sinking into a restful night at Las Brisas 404. Each luxurious bed is stocked with extra pillows and blankets for your comfort—just close the drapes and drift off! The primary suite is a standout, featuring a king-sized bed, wall-mounted flat-screen TV, ample closet space, and sliding glass doors that open to the long balcony—ideal for toasting your Florida getaway. It also includes a full en suite bathroom for added convenience. The second bedroom has two queen-sized beds and a wall-mounted TV, while the third bedroom features two twin beds and its own TV. With plenty of space for everyone!brbrEnjoy the best of coastal living with access to the Las Brisas community pool and direct beachfront access right at your doorstep. After a day in the sun, rinse off at the outdoor shower or fire up the grill for a delightful barbecue. With one assigned parking spot, convenience is at your fingertips. Plus, the condo features a washer and dryer and high-speed internet, ensuring you have everything you need for a comfortable stay.brbrExperience the charm of beachfront living in the Grouper Capital of the World! Book Las Brisas 404 today with Distinctive Beach Rentals for your next vacation in Madeira Beach or St. Petersburg!
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Exceptional(8)

$219.99

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Bayside Family Condo. Heated Pool. Private Dock. Just a Quick Walk to the Beach & Restaurants.

Madeira Beach, Florida, United States

A stay at the Madeira Beach Yacht Club provides the best of everything. With two resort style heated pools, private waterfront walkway, fishing dock, and a secure gated community, this is the perfect spot for a value packed Florida stay. brbr brbr-- Spacious and Comfortable Living Room Area, with Access to Private Covered Porch brbr brbr-- Dining Area Setup for Four brbr brbr-- Updated Fully Equipped Kitchen with Granite Counter Tops brbr brbr-- Master Bedroom with King Size Bed and Direct Access to Full Bathroom brbr brbr-- Second Bedroom with Two Queen Size Beds brbr brbr-- Second Half-Bathroom Area with Access to Shared Master Shower/Tub brbr brbr-- Full Size Washer and Dryer brbr brbr-- SPECIAL FOR THIS CONDO - Private Boat Dock (sorry no trailer parking allowed)brbrWe help make the most of your vacation by providing Free Admission to some of the area's top activities & attractions each and every day, including Busch Gardens, The Clearwater Aquarium, The Dali Museum, The Tampa Zoo, evening cruises, bike rentals and more! Create exciting memories, have more fun, and truly experience your destination. (One Free Ticket Per Day, Per Activity. Free Fun Program not eligible for stays over 28 days)brbrA Professionally Managed Vacation Rental Property Following CDC Recommended Guidelines, and Providing 24hr Guest Support. brbr brbrAll our properties include free parking, a complete linen set, beach and bath towels, a starter set of paper goods, hand soap, dishwashing soap and trash bags, free WiFi access, and a 24hr Guest hotline for any issues. Need a Pack n' Play for your stay We've got you covered - no charge!
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