Vacation Rentals By Owner In Madeira Beach, FL

$225.21

The Harbor at Town Center #510

Madeira Beach, Florida, United States

Experience Luxury & Convenience at The Harbor at Town Center – Madeira Beach’s Premier Vacation Destination!br brEscape to The Harbor at Town Center, where coastal charm meets modern luxury! Perfectly situated in the heart of Madeira Beach, this highly-rated condo complex offers the ultimate Florida getaway.br brJust a short walk from the stunning white sands of Madeira Beach and steps from John’s Pass Village, you’ll be surrounded by world-class dining, boutique shopping, and exciting waterfront activities. Our beautifully furnished condo provide the perfect retreat, featuring spacious living areas, private balconies, fully equipped kitchens, and in-unit washers and dryers—everything you need for a relaxing stay.br brUnwind with resort-style amenities, including a sparkling pool, hot tub, and secured parking for peace of mind. Spend your days soaking up the sun on the beach, setting out on a deep-sea fishing adventure, or enjoying a sunset cruise. With Busch Gardens, Walt Disney World, and other top attractions just a short drive away, there’s something for everyone to enjoy.br brWhether you’re planning a romantic escape, a family vacation, or a group getaway, The Harbor at Town Center offers the perfect blend of relaxation and excitement. Book your dream beach vacation today and experience the best of Madeira Beach!brbrNo Pets, No Smoking, 25+ to rent.brNo smoking. No pets. Must be 25+ years old to rent.

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$494.62

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Luxury Gulf-Front 2BR/2BA | Seaview 301|Stunning Views of Madeira Beach

Madeira Beach, Florida, United States

Come and relax in this stunning, modern and fully updated 2 Bedroom/2 bath condo on the beautiful Gulf of Mexico in Madeira Beach, FL. This unit is direct beachfront where you can watch the dolphins play or enjoy a perfect sunset night after night from your private balcony complete with chairs and loungers.brbrThis beach front condo is decorated with a bright, airy and modern design. From the moment you walk in the door you will feel surrounded by luxury. This 3rd floor unit has it all.br House rules:brCheck-in: 4 PM | Check-out: 10 AMbrNo petsbrNo smoking or vaping insidebrMust be 25+ to book and staybrQuiet hours: 10 PM – 9 AMbrPool wristbands required; no glass in pool area

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$540.58

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Beachfront Madeira Beach Condo | 1st Floor Easy Access | Heated Pool + Hot Tub | Sleeps 8

Madeira Beach, Florida, United States

This condo has everything you need for a comfortable and enjoyable stay.brbrStep out to your private oversized balcony and take in the breathtaking views of the Gulf or relax in the heated pool and hot tub. Sunbathers will love the direct access to the white sandy beach. Enjoy dining, shopping, and entertainment just steps away from this prime location.brbrAfter a long day at the beach, retire to the cozy bedrooms complete with comfortable beds and soft linens. The spacious balcony is perfect for enjoying a glass of wine while watching the sunset over the ocean.brbrDon`t miss out on the opportunity to stay in this stunning condo and experience the ultimate beach vacation. Book now and start making memories that will last a lifetime at Seaview!br House rules:brCheck-in: 4 PM | Check-out: 10 AMbrNo petsbrNo smoking or vaping insidebrMust be 25+ to book and staybrQuiet hours: 10 PM – 9 AMbrPool wristbands required; no glass in pool area

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$218.18

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Beachfront condo with pool and island vibes

Madeira Beach, Florida, United States

Summary:brbrSugar Sands DbrbrbrbrThe Space:brbrWelcome to Sugar Sands, a charming and intimate vacation treasure on the shores of beloved Madeira Beach. Sugar Sands offers a peaceful beachside experience with only four condos sharing a private pool and secluded beach. This lovely tropical oasis is just steps from the beautiful beach and laden with exotic and fragrant greenery, tropical huts, a BBQ grill, and outdoor showers. Sugar Sands D is on the ground floor and offers the easiest of beach vacations!brbrbrbrA unique blend of Florida fishing village, residential community and tourist destination contribute to an original vibe that is Madeira Beach. Mad Beach, as it's affectionately referred to, is that curious mixture of history, progress, and stability which, when paired with the perfect weather of Florida's Gulf Coast, makes for a delightful community. Measuring only two miles long, this small seaside gem draws beach lovers to its pristine white sandy beaches. Madeira Beach is home to John's Pass Village and with six public parks, boat-accessible restaurants, charter boats, and dolphin watch cruises, it has something for everyone. Dog-friendly beaches include Bicentennial Park, Fort Desoto Park, and Boca Ciega Millennium Park.brbrbrbrbTHINGS TO KNOW/bbrbr- The unit is not positioned for a water or ocean view.brbr- Complimentary access to our shared on‑site laundry facilities.brbr- bOne dog is welcome.bDue to insurance and safety requirements, the following breeds cannot be accommodated: Akita, Australian Blue Heeler, Boxer, Bull Mastiff, Chow, Dalmatian, Doberman, English Bulldog, Great Dane, Husky (any type), Malamute, Mastiff (any variation), Pit Bull–type breeds, Presa Canario, Rottweiler, Saint Bernard, and Wolf‑dog hybrids. brbr**This restriction does not apply to trained ADA service animals as required by law.**brbr- A daily pet fee applies and helps us maintain a clean and comfortable environment for all guests.brbr- To help keep the space comfortable for everyone, dogs can relax anywhere on the property except the pool area.brbr- Guests are required to clean up after their pets and ensure they’re supervised so the apartment stays in great shape.brbrbrbrThe Neighborhood:brbrThis property is located directly on Gulf with direct beach access.

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$424.15

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Modern Comforts Meet Stunning Madeira Beach Ocean Views | 3BR at Seaview 404 |

Madeira Beach, Florida, United States

Welcome to Seaview 404, a spacious 3-bedroom, 2-bath beachfront condo on the 4th floor, offering stunning views of the Gulf of Mexico! This comfortable retreat is perfect for families, friends, or couples looking to relax, explore, and enjoy the beauty of Madeira Beach.brbrHighlights:br Direct Beachfront Views – Relax on your private balcony with panoramic ocean views and the sound of waves.br 3 Bedrooms / 2 Bathrooms – The primary bedroom features a king-size bed with an en-suite bathroom, while the second bedroom has a full and queen bed, and the third bedroom offers a queen, perfect for kids or additional guests.br Heated Pool & Hot Tub – Enjoy the communal pool and hot tub, ideal for unwinding after a day at the beach.br Elevator Access – Conveniently located on the 4th floor, with an elevator for easy access to your condo.brAmenities:br• Fully equipped kitchenbr• Free high-speed Wi-Fi & smart TVbr• Washer & dryer in-unitbr• On-site parking includedbr• Beach chairs & umbrella availablebrbrWhether you`re exploring nearby John`s Pass Village, indulging in local seafood, or simply soaking up the sun by the shore, Seaview 404 offers the perfect setting for your beach vacation. Book your stay today and create lifelong memories!br House rules:brCheck-in: 4 PM | Check-out: 10 AMbrNo petsbrNo smoking or vaping insidebrMust be 25+ to book and staybrQuiet hours: 10 PM – 9 AMbrPool wristbands required; no glass in pool area

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$396.42

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Incredible Gulf View-Madeira Beach 3BD/2BA Beachfront Condo Rental

Madeira Beach, Florida, United States

`Wake up to the sound of waves and step straight onto your private balcony overlooking the Gulf. From sunrise coffee to sunset wine, this 3rd-floor beachfront condo is designed for slow mornings, beach days, and unforgettable evenings.brbrLocated in a quiet, 25-unit building, you’ll enjoy space, privacy, and no crowded beach or pool.brbrDirect Gulf-front views from both the living room and primary bedroom.brLarge private balcony with front row sunset views.brHeated beachfront pool and hot tub just steps from the sand.brEasy beach access, walk from the building straight onto the beach.brbrThe Condo Includesbr3 spacious bedrooms and 2 full bathrooms.brOpen-concept living area filled with natural light.brPrimary suite with direct balcony access and Gulf views.brFully stocked kitchen for family meals or relaxed nights in.brComfortable seating for gathering after a day at the beach.brbrWalk or short drive to Madeira Beach’s best restaurants and shops, including John`s Pass.brEasy access to groceries, coffee, and beach rentals.brbrGuests return year after year to enjoy this peaceful vacation getaway.`br House rules:brCheck-in: 4 PM | Check-out: 10 AMbrNo petsbrNo smoking or vaping insidebrMust be 25+ to book and staybrQuiet hours: 10 PM – 9 AMbrPool wristbands required; no glass in pool area

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$187.8

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Tranquil Top Floor Condo Walking Distance to Madeira Beach

Madeira Beach, Florida, United States

Your Perfect Beach Escape Awaits: Steps from Madeira Beach! brImagine waking up to the smell of salt air and the chirping of sea birds, knowing the pristine white sugar sands of Madeira Beach are just a short stroll away. This top-floor condo is your ideal retreat for up to 4 guests, offering everything you need for a memorable beach getaway.brbrUnwind and Explore with EasebrOur cozy 1-bedroom condo is thoughtfully designed for comfort and convenience. Relax in the inviting living area, whip up meals in the fully stocked kitchen, and enjoy dining at your leisure. The main bedroom features a comfortable queen bed, and an additional queen pullout sofa ensures everyone sleeps soundly. For families, we've included a pack-and-play crib and baby dining chair so you can travel light. Plus, a private screened-in porch offers the perfect spot for your morning coffee or evening cocktails.brbrResort-Style Amenities at Your FingertipsbrStep outside and discover a world of relaxation and fun! Our community boasts two refreshing pools (one heated!), a luxurious spa/hot tub, and a well-equipped fitness center. For your beach days, we've provided beach chairs and a full beach kit, making it easy to soak up the sun and enjoy the Gulf.brbrDisclaimer - Due to the hurricane in 2024, some of the onsite amenities are not currently functioning. For example, the spa/hot tub and fitness facility are undergoing construction to repair them. Thank you for your patience and understanding. brbrWalk to Everything – No Car, No Worries!brOne of the best perks of this location You can leave your car keys behind! Fantastic dining, lively bars, charming shops, and grocery stores are all within easy walking distance. Enjoy the freedom of exploring Madeira Beach without the hassle of parking or traffic.brbrYour Smooth and Peaceful StaybrWe want your vacation to be stress-free and enjoyable. Our home is equipped with cable/smart TVs, high speed internet access, outdoor security cameras and noise-detection hardware (which does not record audio) for your safety and to ensure a peaceful environment for all.brbrHere are a few key guidelines for a respectful and relaxing stay:brbrNo parties or events to maintain a tranquil atmosphere.brbrQuiet hours are from 10 PM to 8 AM for the comfort of all guests and neighbors.brbrNo smoking indoors and no open flames (candles, matches).brbrPlease help us keep the condo pristine by removing shoes inside and setting the thermostat between 69°F and 78°F.brbrIn our tropical climate, please keep doors and windows closed to prevent pests.brbrNeighbors are attentive to community guidelines, and we appreciate your respect for the property, furnishings, quiet hours, and fellow residents. Adhering to these simple rules ensures a positive experience for everyone.brbrSeamless Check-in and Check-outbrWe'll send clear check-in and check-out instructions the day before your arrival and departure, ensuring a smooth and easy process. If you're interested in an early check-in or late check-out, just let us know in advance, and we'll do our best to accommodate based on availability.brbrWe've poured thought into making this home a perfect blend of fun and relaxation for your family or group. We can't wait to welcome you for an unforgettable beach vacation!brbrReady to book your weekly escape to Madeira Beach We're here to answer any questions you have!brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbr****DISCLAIMERS, WARRANTIES, REFUNDS****brBy confirming this booking, you acknowledge that the owner, manager, and co-host are not responsible for any injuries, accidents, illnesses, or losses that may occur to guests and any individuals the guest invites onto the premises during your stay. Use of the property and its amenities is entirely at the guest’s discretion and responsibility. brbrbrBy booking this accommodation, you acknowledge and accept the cancellation policy, and understand and accept there are no expectations for refunds for the following:brbr-inclement weather affecting your stay or altering your travel plans (we highly suggest obtaining travel insurance when booking)br-power outages, wifi outages, maintenance issuesbr-cancellation of your reservation due to breaking of house rulesbr-extreme weather conditions impacting the performance of the HVAC or pool heater

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$297.53

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**DIRECT BEACH FRONT**GREAT LOCATION** 2 BEDROOM 2 BATH**AWESOME VIEWS**

Madeira Beach, Florida, United States

Welcome to Kima #105 – Your Gulf Front Getaway in Beautiful Madeira Beach!brStep into paradise, a direct Gulf-front condo offering breathtaking, unobstructed views of the sparkling Gulf of America! From the moment you walk in, you’ll be greeted by a bright and inviting space designed for comfort and relaxation.brThe well-equipped kitchen comes fully stocked with everything you need to prepare meals and entertain with ease. Here you will also find the stackable in unit washer and dryer. The open-concept living and dining area flows seamlessly onto a spacious private balcony, perfect for morning coffee, sunset cocktails, or simply soaking up the views of the heated pool and sugar-white sands below.brThe primary suite is a true retreat, featuring a king-size bed and floor-to-ceiling Gulf views, so you can drift off to sleep to the soothing sounds of the waves. The ensuite bathroom has been recently updated and includes a walk-in shower for your comfort and convenience.brThe second bedroom offers two twin beds, ideal for families or friends traveling together.brLocated in the intimate 30-unit Kima complex, guests enjoy access to a newly renovated, Gulf-side heated pool, a secure keyed lobby, and a peaceful, well-maintained atmosphere. You’re just a short walk from local restaurants, shops, a grocery store, the Madeira Beach library, and the famous John’s Pass Village & Boardwalk—offering endless dining, shopping, and water adventures.brWhether you're here to relax on the beach, explore the local charm, or simply unwind in comfort, Kima #105 is your perfect vacation home-away-from-home.brbrTHERE IS ONLY ONE ASSIGNED PARKING SPACE WITH THIS UNIT.brbrSupplies: 2 to 3 day supply, roll of paper towels, 2 TP, dish pods, soap

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$306.32

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Harbor Living Mid-Rise Waterfront Pool & Spa

Madeira Beach, Florida, United States

Experience modern coastal luxury in this brand-new 3BR/2BA Madeira Beach condo, just one block from the Gulf. Enjoy a peek of the ocean from your private balcony, relax at the heated pool and hot tub, and stroll to nearby dining and beach bars. Inside, find a chef’s kitchen, sleek finishes, elegant open living space and three spacious bedrooms. Beach equipment included for the perfect Florida getaway!brbrThis 4th-floor condo offers a stylish, modern retreat with everything you need for a relaxing stay. The spacious primary suite features a comfortable bed and private bathroom, while two guest bedrooms share a second full bath. A fully stocked kitchen with sleek finishes opens into the bright living area, perfect for gathering. Enjoy in-unit laundry, a long private balcony with a peek of the Gulf, and tasteful décor that blends coastal charm with modern comfort.brbrThis new-construction community offers the perfect blend of comfort and convenience in the heart of Madeira Beach. Guests enjoy a welcoming lobby, convenient elevators, and thoughtfully designed amenities including grassy areas for relaxing, outdoor grills for easy cookouts, and EV charging stations. With two reserved parking spaces, a heated pool, and hot tub, the property combines resort-style living with everyday ease — all just steps from the Gulf.brbrPlease Note* EV Chargers: Two electric vehicle charging stations are provided in the secure garage, available on a first come first serve basis. A limited number of visitor spaces are available within the secure parking garage. There is no visitor parking outside, however there are city pay lots a half a block away.brbrGuests have full access to the condo, heated pool, hot tub, and all shared resort amenities. brbrThis new-construction community offers the perfect blend of comfort and convenience in the heart of Madeira Beach. Guests enjoy a welcoming lobby, convenient elevators, and thoughtfully designed amenities including grassy areas for relaxing, outdoor grills for easy cookouts, and EV charging stations. With two reserved parking spaces, a heated pool, and hot tub, the property combines resort-style living with everyday ease — all just steps from the Gulf.brbrLocated just one block from the Gulf, this condo combines modern luxury and convenience for an effortless, unforgettable beach escape.brbrHouse Rules - By booking this home, you are agreeing to the following rules:brbrGuests must be 25 years of age or older to book and stay at this property. Under 24, please inquire with us. brbrMaximum Occupancy 7 persons within the home at any time.brbrNo Parties! No Gatherings! brbrNo illegal substances allowed on the premises, including recreational cannabis.brbrNo Smoking! Smoking is prohibited inside the home, on the balcony and anywhere on the premises.brbrQuiet Hours 10PM to 8PM. We ask that you respect our neighbors as this is a family friendly community with full time residents present. Be mindful and respectful of others at all times. brbrParking for 2 passenger vehicles - no additional parking is available.brbrNo laundry or towels to be hung on balcony or any public visible area.brbr- Linens are provided at the unit, as well as a starting supply of essentials such as toilet paper and paper towels. Additional supplies must be purchased by guests. brbr- Linens and bath towels are for normal indoor use, please do not use them to remove makeup, dye hair, take to beach, etc.brbr- Guests are responsible for removing all personal belongings upon check-out. We cannot be held liable for any items left behind.brbr- Cleaners will clean the unit upon checkout, however we ask that guests do the dishes and take out the trash before leaving, this prevents pests and odors and to do the dishes. brbr-No Jet Skis or Trailers.brHouse Rules - By booking this home, you are agreeing to the following rules:brbrGuests must be 25 years of age or older to book and stay at this property. Under 24, please inquire with us. brbrMaximum Occupancy 7 persons within the home at any time.brbrNo Parties! No Gatherings! brbrNo illegal substances allowed on the premises, including recreational cannabis.brbrNo Smoking! Smoking is prohibited inside the home, on the balcony and anywhere on the premises.brbrQuiet Hours 10PM to 8PM. We ask that you respect our neighbors as this is a family friendly community with full time residents present. Be mindful and respectful of others at all times. brbrParking for 2 passenger vehicles - no additional parking is available.brbrNo laundry or towels to be hung on balcony or any public visible area.brbr- Linens are provided at the unit, as well as a starting supply of essentials such as toilet paper and paper towels. Additional supplies must be purchased by guests. brbr- Linens and bath towels are for normal indoor use, please do not use them to remove makeup, dye hair, take to beach, etc.brbr- Guests are responsible for removing all personal belongings upon check-out. We cannot be held liable for any items left behind.brbr- Do not place hot items on the countertops or use them as a cutting board, the surface can be damagedbrbr- Cleaners will clean the unit upon checkout, however we ask that guests do the dishes and take out the trash before leaving, this prevents pests and odors and to do the dishes. brbr-No Jet Skis or Trailers.

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$250.69

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Coastal Retreat in Madeira Beach/Johns Pass

Madeira Beach, Florida, United States

Step into coastal style at this Madeira Beach condo with Gulf views. Designed with a beach-inspired theme, this retreat offers a breezy open layout, fully equipped kitchen, and balcony perfect for soaking in sunsets. With resort-style amenities on site and dining, shopping, and entertainment nearby, it’s an ideal escape that blends a laid-back coastal vibe with the convenience of a prime location.brbrThe spacebrThis condo is situated on the third floor of a seven-story building, with elevator access. Upon entering the condo, you`ll find a fully-equipped kitchen and a luminous living area that opens onto a balcony with views of Gulf Blvd and the Gulf of Mexico beyond. The master bedroom boasts a king-sized bed and an en suite bathroom, offering the same stunning vistas as the living room and balcony. The second bedroom features a queen-sized bed and access to a separate bathroom in the hallway, making it ideal for both couples and children. For added convenience, a washer and dryer are provided within the condo.brbrAcross the street from the sand and a quick walk to John’s Pass Village.brbrGuest accessbrGuests have full resort privileges to access most amenities including a well equipped gym located in the adjacent building.brbrHeated Pool and Hot Tub, Beach access across the street via a public crosswalk and the ability to park one (1) vehicle.brbrThe resort is walking distance to John`s Pass Boardwalk, which features numerous restaurants, shops and fun things to do including boat and jet ski rentals.brbrOther things to notebrLinens and towels are provided, along with a starter supply of essentials such as toilet paper and paper towels. Guests may need to purchase additional supplies for longer stays. The kitchen is fully stocked with basic cookware and dining items.brbrMaximum Occupancy: The condo accommodates up to 6 guests total.brbrWe’re happy to welcome one dog (25 lb weight limit). For insurance reasons, aggressive breeds are not permitted.brbrBeach equipment is included for your stay—towels, chairs, umbrella, and a beach wagon—so you can enjoy the beach with ease.brbrOne parking space is included with your reservation. Due to HOA guidelines, we’re unable to accommodate additional vehicles.brbrPlease Note - The building is serviced by a single elevator. While uncommon, temporary outages due to maintenance or power interruptions may occur.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- 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.br- We are dog friendly so bring your bestie. 1 dog allowed (25 lb max) with a pet fee. Any damages caused by your pet are not covered by this fee. No aggressive breeds.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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$312.58

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Beachfront Condo-Gorgeous/Fully Remodeled - 3BR/2 BA, Only 20 Units

Madeira Beach, Florida, United States

Located directly on the white, sandy beaches of the Gulf of Mexico, in a quiet, six-story elevator building with under complex parking. This exclusive beachfront resort, Madeira Sands, with just 20 units and a private pool, offers breathtaking views of the Gulf of Mexico. Enjoy an amazing Gulf sunset from your private balcony. Enjoy long walks on the wide, white, uncrowded, sandy beach. This unit is very well furnished and completely remodeled.brbrOur luxury three bedroom, two bath condo is a fifth floor, center unit, with fantastic VIEWS of the GULF of MEXICO from the master bedroom and living room. The balcony extends across the living room and master bedroom. Our condo is beautifully decorated, with high end furniture, appliances and ceramic tile throughout. Top Quality mattresses for a restful sleep.brbrThere are king sized beds in two of the bedroom and a trundle (queen/full) in the third bedroom. The master bath has a granite countertops, double bowl vanity, two closets and a separate HUGE shower area. All bedrooms have Flat screen TV's with access to streaming services. Living Room and Master also have cable (bedrooms do NOT have cable). Living room has 70 inch TV. Strong Wifi included.brbrThe kitchen is fully equipped with new appliances and all dishes/pots/cutlery supplied, as well as coffee maker and blender. There is a bar area between the kitchen and living room that sits 3. There is a full sized washer and dryer in the pantry off the kitchen. Wetbar has a small refrigerator and sink.brbrThe private balcony has a table and 4 chairs along with a chairs. We also provide chairs and other amenities that can be used on the beach.brbrUnder cover parking for one unit and visiting parking in the outside car park.brbrCome see why our guests return year after year. brbrbrKeywords: Gulf-Front Condominium, Beachfront, Oceanfront

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$272.32

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Lovely Water View Condo | Top Floor | Steps to Beach

Madeira Beach, Florida, United States

Enjoy coastal living in this top-floor beach condo w/ beautiful water views & unbeatable walkability. Just steps to the beach, dining & local shops, this bright and welcoming retreat features an open living space, private balcony overlooking a marina, fully equipped kitchen & stylish coastal décor throughout. Guests enjoy provided beach gear & convenient parking for 1 vehicle. Relax by the pool, watch boats cruise by & soak up a laid-back beach lifestyle in this highly loved, guest-favorite homebrbrThe spacebrThis top-floor 2-bedroom, 2-bath dog-friendly* condo features stunning waterfront views overlooking the marina and coastal waterways. Located just across the street from direct beach access and a short walk to John’s Pass, you’re right in the heart of Madeira Beach with everything you need within reach.brbrStep inside to a bright, open-concept living space where every room enjoys natural light and scenic water views. The fully equipped kitchen has everything you need to cook and dine comfortably, whether you`re starting your morning with coffee or winding down after a beach day.brbrBeach time is effortless—we provide all the essentials including towels, chairs, an umbrella, and a beach wagon so you can head straight to the sand with ease. High-speed WiFi and parking for one vehicle make your stay as convenient as it is relaxing.brbrIf you don’t want to leave your pup at home, we are dog friendly—one dog allowed (25 lb max, no aggressive breeds).brbrPlease Note:brThe second bedroom features bunk beds intended for children. The top bunk has a maximum weight capacity of 100 lbs.brbrGuest accessbrGuests have full resort privileges to access most amenities including a well-equipped gym located in the adjacent building.brbrHeated Pool and Hot Tub, Beach access across the street via a public crosswalk and the ability to park one (1) vehicle.brbrThe resort is walking distance to John`s Pass Boardwalk, which features numerous restaurants, shops and fun things to do including boat and jet ski rentals.brbrOther things to notebrLinens and towels are provided, along with a starter supply of essentials such as toilet paper and paper towels. Guests may need to purchase additional supplies for longer stays. The kitchen is fully stocked with basic cookware and dining items.brbrMaximum Occupancy: The condo accommodates up to 6 guests total.brbrWe’re happy to welcome one dog (25 lb weight limit). For insurance reasons, aggressive breeds are not permitted.brbrBeach equipment is included for your stay—towels, chairs, umbrella, and a beach wagon—so you can enjoy the beach with ease.brbrOne parking space is included with your reservation. Due to HOA guidelines, we’re unable to accommodate additional vehicles.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- 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.br- We are dog friendly so bring your bestie. 1 dog allowed (25 lb max) with a pet fee. Any damages caused by your pet are not covered by this fee. No aggressive breeds.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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$263.88

/ Nightly

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Waterfront Escape· Steps to Beach · Marina View

Madeira Beach, Florida, United States

Wake up to marina views, spend the afternoon poolside, then walk to John`s Pass for fresh seafood, dolphin tours, and watersports — all without moving your car. You`re in the heart of Madeira Beach: 2 bed, 2 bath, heated pool, hot tub, private balcony overlooking the marina, and beach access right across the street. Chairs, umbrella, and a wagon are ready to go. Park once, live it up.brbrSalt air, sparkling marina water, and the sound of boats gently rocking — your Madeira Beach escape starts the moment you walk through the door.brThe living space is bright and open, with balcony access from the living room and both bedrooms so those waterfront views stay with you throughout your Madeira Beach getaway.brbrThe fully equipped kitchen makes dining in easy, and beach essentials — chairs, umbrella, and a wagon — are ready when you are. Gulf beach access is right across the street, steps from John`s Pass Village.brbrThe primary bedroom features a king bed and private ensuite bathroom. The second bedroom offers a twin-over-full bunk bed, ideal for kids or extra guests, with a full guest bathroom just off the living area — a perfect Florida vacation rental layout for families.brbrComfortable, easy, and made for laid-back Gulf Coast beach living. brbrYour condo includes parking for one vehicle and high speed WiFi. brbrWe are dedicated to providing a wonderful guest experience and are readily available whenever assistance is needed. As local hosts, we’re happy to share our knowledge and help you enjoy the best of beach living.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- 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.br- We are dog friendly so bring your bestie. 1 dog allowed (25 lb max) with a pet fee. Any damages caused by your pet are not covered by this fee. No aggressive breeds.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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$250.36

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Gulf of Mexico Beach Retreat | Madeira/John`s Pass

Madeira Beach, Florida, United States

Enjoy Gulf views and modern coastal luxury in this Madeira Beach condo—just steps from the sand and John’s Pass Village. Stylishly furnished with open living, full kitchen, and private balcony for ocean breezes. Resort-style amenities, dining, and entertainment are all nearby for the ultimate beach escape!brbrThe spacebrYou`ll love this fantastic beach condo`s location, situated right across the street from the white sand of Madeira Beach. Easy walk to John`s Pass, one block away. A major destination featuring shops, restaurants, bars & water sports. Relax inside this tastefully decorated & well-equipped condo with spectacular views. We include all your beach essentials, high speed Wi-Fi, a parking pass (1), and wash/dryer. You`re in the best location to have a wonderful time!brbrLocated on the 4th floor of the resorts new building, it has elevator access and free parking for 1 car only. To reach the unit, take the elevator to the 4th floor (you will be given a code for access to the elevator). Follow the interior hallway to your unit number and use your personalized code to gain entry.brbrThe unit opens into a fully equipped kitchen with all the essentials you will need for cooking. There is bar seating as well as a dining table for 4 in the open concept living area. The space is also equipped with a pullout queen sofa and 2 chairs, as well as a nice sized smart TV.brbrOff of the living room, you have sliders to your private balcony. Enter into the master bedroom where you can see the Gulf of Mexico out the window from your King size bed! This bedroom has an ensuite bathroom with tub and shower.brbrIn the hallway off the kitchen, you will find a washer and dryer closet, a guest bath with standup shower and the doorway to the small 2nd bedroom. The 2nd bedroom is equipped with twin over full bunk bed.brbrGuest accessbrGuests have full resort privileges to access most amenities including a well-equipped gym located in the adjacent building.brbrHeated Pool and Hot Tub, Beach access across the street via a public crosswalk and the ability to park one (1) vehicle.brbrThe resort is walking distance to John`s Pass Boardwalk, which features numerous restaurants, shops and fun things to do including boat and jet ski rentals.brbrOther things to notebrLinens and towels are provided, along with a starter supply of essentials such as toilet paper and paper towels. Guests may need to purchase additional supplies for longer stays. The kitchen is fully stocked with basic cookware and dining items.brbrMaximum Occupancy: The condo accommodates up to 6 guests total.brbrWe’re happy to welcome one dog (25 lb weight limit). For insurance reasons, aggressive breeds are not permitted.brbrBeach equipment is included for your stay—towels, chairs, umbrella, and a beach wagon—so you can enjoy the beach with ease.brbrOne parking space is included with your reservation. Due to HOA guidelines, we’re unable to accommodate additional vehicles.brbrPlease Note - The building is serviced by a single elevator. While uncommon, temporary outages due to maintenance or power interruptions may occur.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- 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.br- We are dog friendly so bring your bestie. 1 dog allowed (25 lb max) with a pet fee. Any damages caused by your pet are not covered by this fee. No aggressive breeds.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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$518.39

/ Nightly

Condo

Beachfront Luxury Corner Unit with Gulf Views, Sunset Balcony, Year-Round Heated Pool for Relaxation

Madeira Beach, Florida, United States

Welcome to your dream getaway! This stunning top-floor corner unit is located directly on the beach in one of Madeira Beach’s premier buildings. Wake up to the sound of waves, soak in panoramic Gulf views, and enjoy the perfect blend of comfort and luxury. Whether you're here for a relaxing retreat or a fun-filled beach adventure, this condo has everything you need for an unforgettable stay. brbr brbr-- Prime Beachfront Location – Step right onto the sand from this exclusive top-floor unit. brbr brbr-- Private Screened-In Balcony – Enjoy spectacular Gulf views and stunning sunsets every evening. brbr brbr-- Bright & Airy Living Room – Beach-facing with balcony access, cozy seating, and a large flat-screen TV. brbr brbr-- Wet Bar in Living Room – The perfect spot for evening cocktails with an ocean backdrop. brbr brbr-- Spacious Dining Area – Seating for four, plus additional bar seating for extra guests. brbr brbr-- Modern, Fully-Equipped Kitchen – Cook any meal with ease in this stylish, updated space. brbr brbr-- Master Suite with King Bed – Features an en-suite bathroom with double sinks, a walk-in shower, and a separate bathtub. brbr brbr-- Guest Bedroom with Two Queen Beds – Includes a private balcony and private access to the guest bathroom. brbr brbr-- Stylish Guest Bathroom – Features a large walk-in shower for added comfort. brbr brbr-- Full Laundry Room – Spacious with a full-size washer and dryer for your convenience. brbr brbr-- Year-Round Heated Pool – Enjoy a warm, relaxing swim no matter the season. brbr brbrThis beachfront oasis is the perfect blend of luxury, comfort, and unbeatable views. Book your stay today and experience Madeira Beach at its finest!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!

2

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2

Bath

6

Sleeps

$472.35

/ Nightly

Condo

Las Brisas 3/2 Gulf Front Condo 1 parking spot, in unit laundry, large balcony!

Madeira Beach, Florida, United States

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 been recently updated with all the bells and whistles, including all new furniture and appliances, to relax your trip. It has a fully stocked kitchen and a convenient in-unit laundry room. The first master bedroom has a king-size bed; the second master has two queen beds; the third bedroom has one queen bed, and there is a sleeper sofa in the living room. All bedrooms, including the Living Room, have smart televisions and cable. The unit also has wifi. Beach chairs and an umbrella are provided for your stay. brbrPlease note that there is only 1 parking space and no guest parking at Las Brisas. You must park in the designated parking spot.brbrLas Brisas offers a heated pool, BBQ, and picnic area, off-street parking, and is within walking distance to many shops, restaurants, and bars, including the famous Johns Pass! You are just minutes from the beautiful Treasure Island beach and so much more!brbrWhether you are looking for lots of fun or want to kick off your shoes, lay back and enjoy the warm Gulf waters then this is the place to do it!

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$299.49

/ Nightly

Condo

Beachfront 2BR with Large Gulf-View Balcony, Heated Pool, Hot Tub & Amazing Madeira Beach Sunsets.

Madeira Beach, Florida, United States

Enjoy incredible Gulf views from this fourth-floor beachfront condo in the Ocean Sands building of Madeira Beach. With a large balcony, two comfortable bedrooms, and resort-style amenities, this condo offers a relaxing and convenient getaway in one of Florida’s most desirable beach destinations. brbr brbrOcean Sands amenities: brbr brbr* Direct beachfront location brbr* Heated pool and hot tub brbr* Expansive beachfront deck for relaxing or socializing brbr* Assigned, covered parking brbr* Easy access to restaurants, activities, and beach bars brbr brbrYour condo includes: brbr brbr* Large beach-facing balcony with sweeping Gulf views brbr* Fully equipped kitchen with full-size appliances and a cozy breakfast nook brbr* Granite tops in kitchen and bathrooms brbr* Dining area that comfortably seats six brbr* Comfortable living room with direct balcony access and queen-size sleep sofa brbr* Primary bedroom with king-size bed, en-suite full bathroom, and walk-in closet brbr* Primary bathroom with dual sinks and tub/shower combo brbr* Guest bedroom with two full-size beds brbr* Guest bathroom with large walk-in shower brbr* Full size washer and drier in a separate laundry room brbr* Flat-screen TVs, complimentary WiFi, and fresh linens provided brbr brbrWith stunning sunset views, a spacious layout, and a true beachfront setting, this Ocean Sands condo offers an exceptional vacation experience for couples, families, or small groups seeking a comfortable and secure Gulf-front retreat.brbrIf your reservation falls in the Winter months (mid-December through February 1), please be aware that the Ocean Sands building closes the pool and spa area if the temperature does not reach 68 degrees during the day. brbr 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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Sleeps

$1162.28

/ Nightly

House Boat

3 Level Luxury Yacht, 3 Bedrooms With 3 Baths.

Madeira Beach, Florida, United States

Custom luxury 84 foot yacht. 3 Levels of comfort and convenience. All fully air conditioned. Sun deck with lounging in the sun or shade. Main deck with sunshine over the bow, and cockpit under roof area. Full living room, together with a baby grand piano bar. Lots of space for all, and also privacy as needed.brbr Lots to do and see.brbrA unique opportunity to stay on a luxury yacht all for you and your party.brbrOne bedroom has 3 single beds, so kids can also be accommodated. The other 2 bedrooms are queen beds.brbrbrThere is a Crew member required to stay aboard in the sperate crew quarters, should a issue arise. Sharky our mascot stays aboard he is a yellow lab. If you do not want him to be aboard we need an advance notice and fee.

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$170.84

/ Nightly

Condo

Madeira Beach Tropic Breeze Unit 19 Second Floor

Madeira Beach, Florida, United States

Come live the Florida Dream at Tropic Breezes! The unit is located on the second floor, with distant Gulf views. Unit #19 sleeps 5 guests with two double beds and a sleeper sofa and has updated furnishings, 2 Flat screen TVs, and Free WiFi. Requires Saturday arrival in season. brbrOutside, you’ll find resort-style amenities such as a heated swimming pool with lounge chairs and a BBQ grill area—perfect for enjoying the Florida sunshinebrbrThis condo is right across the street from the Public beach access and is within walking distance of various local restaurants and shops. ***Please note: Parking for this unit is limited to one vehicle. Additional parking in the area is available. Please ask us for details.brbrMadeira Beach is located just west of St. Petersburg and has 2.5 miles of gorgeous beaches and sparkling Gulf of Mexico waters. Legend says that a pirate named John LeVique was the first European to settle the Madeira Beach area. It is best known for the 1,100-foot boardwalk along the Intracoastal named John`s Pass Village and Boardwalk.brbrJohn’s Pass is a collection of shops and restaurants in an old-style fishing village setting. Here, you can pass the time watching pelicans dive for fish, watch dolphins swim and play, shop to your heart`s content, or simply relax and enjoy all the amazing food and drink! Fishing is the primary sport activity, but you can rent a jet ski, take a pirate cruise, or go on a sunset dolphin cruise. Many more restaurants, beach bars, unique local shops, and public beach access points are within the city limits. The activities and memories are endless in Madeira Beach!br• ABSOLUTELY NO SMOKING IN THE UNITbr• ABSOLUTELY NO PETS IN THE UNITbr• Children under the age of 12 must be supervised by an adult at all times.br• Please abide by pool rules as posted if applicable to include but not limited to: No glass containers at the pool area; no large floats or rafts. Please use the pool at your own risk.br• The use of roller skates, roller blades, in-line skates, and skateboards is strictly prohibited in the building walkways, sidewalks, parking ramps and garage.br• Keep balconies and walkways clear. No towels, clothing, umbrellas or other items are to be hung from railings or balconies. br• Barbecuing or grilling on balconies is allowed with an electric grill ONLY.br• Do not feed seagulls from the property.br• Park in assigned space for your unit. All vehicles must have parking permits displayed. Vehicles without a parking permit displayed are subject to towing at renters expense.br• Please be considerate of your neighbors and keep noise to a minimum during the hours of 10pm -8am. This is a private condominium or home and there are year round occupants that live in the building. While you are on vacation, they may not be.br• All trash is to be bagged and placed in garbage chute or proper containers.br• Cars must be pulled into the parking space as normal. No backing into parking spaces.

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$193.72

/ Nightly

Condo

Charming 2-bedroom, 1.5-bath condo located on the intercoastal waterway

Madeira Beach, Florida, United States

Located in the heart of Madeira Beach, FL, this charming 2-bedroom, 1.5-bath condo offers the ideal blend of coastal relaxation and everyday convenience. Set along the scenic Intracoastal Waterway and just a 5-minute walk to the beautiful sandy Gulf beaches. You'll love being within walking distance to grocery stores, pharmacies, restaurants, shopping, and vibrant nightlife. Situated in a gated community, the condo also boasts a wide range of amenities including two heated swimming pools, hot tub, an exercise room, billiards room, restrooms with showers and a sauna. A scenic waterfront sidewalk leads you to four fishing piers—perfect for relaxing or casting a line. Has to a 7 day advance booking per HOA

2

Bed

1

Bath

6

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