Home Vacation Rentals By Owner In Madeira Beach, FL

Showing 989 Of 989 Vacation Rentals
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$135.23

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Apartment

2-bedroom apartment Madeira beach -Renovated 2025

Madeira Beach, Florida, United States

Welcome to this charming beachside Apartment, located just one minute from Madeira Beach and a short walk to Johns Pass Village. This property features three newly renovated apartments, each offering a clean, modern living space in a relaxed coastal setting.brbrTucked away on a peaceful street, with a 25-minute drive to downtown St. Pete, its a perfect fit for those needing a short-term stay, travel assignment, or seasonal retreat
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Sleep 4

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Exceptional(61)

$310.3

/ Nightly
Private Vacation Home

KEY WEST STYLED BEACH HOUSE! STEPS TO BEACH AND WALK TO JOHN'S PASS!

Madeira Beach, Florida, United States

*****ALL HURRICANE RELATED DAMAGES ARE COMPLETED. DAMAGE WAS ONLY TO THE GARAGE AREA..*****brbrThis beautiful newer Key West style beach home is located in the heart of Madeira Beach within walking distance to the Famous John's Pass. Open concept with 3 lovely bedroom and 2 baths. Lots of activities and just steps across the street to the beautiful white sandy beach and the warm blue green waters of the Gulf of Mexico. This home is perfect for families or couples. Beautifully decor and furnishings! Walk to many beach area restaurants and John's Pass which offers just about anything you may want to do from deep sea fishing, cruise ship, jet skiing, shopping, parasailing and so much more!!! . Owner has A/C set not to go below 72 degrees.
Bed 3

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Bath 2

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Sleep 6

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Exceptional(74)

Select Dates for Price
Condo

Trillium 4B Gulf Front Condo with Private Balcony|Amazing Beach Views|Pool!

Madeira Beach, Florida, United States

Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. br br Top Reasons to book:br br • You’ll love the beautiful décor, and comfortable furnishings throughout this unitbrbr • As you enter, you'll be greeted by floor to ceiling sliding glass doors and a panoramic view of the Gulf of Mexico.brbr • Enjoy direct beach access as well as an outdoor heated pool!brbr • Open floor plan with plenty of room for the entire family to spread out and enjoy each other's company.br br Newly updated! This 2 bedroom, 2 bathroom condo has had some lovely updates done and then add the direct Beach views from both bedrooms and the living room area, well, it is just awesome!!! Granite counter tops, new appliances, new vanities in both bathrooms, newer flooring, freshly painted…these are just some of the updates you will find here! Enjoy the stunning views from your private balcony and watch the dolphins swim and play in the Gulf of Mexico! This location on Madeira Beach is central to restaurants and shopping and it is only 1 mile from the John’s Pass Village and Boardwalk where you can take advantage of even more restaurants, shopping and water activities for all! Great location on a great beach!! PLEASE NOTE: This is a non-smoking property.br br 2 Bedrooms / 2 Bathroomsbr Bedroom 1 – King Sized Bedbr Bedroom 2 – 1 Full/1Twin Sized Bedsbr This condo also provides a sofa sleeperbr1 Assigned Parking SpacebrOffsite Key Pick Up Needed at Check Inbr br Direct Beachfront on Madeira Beach and close to everything is the Trillium. This condo complex is a smaller building have only 15 condos that has direct beach access with a heated pool. The condos have large balconies with direct Gulf view… its perfect for the beach lovers!! br br Madeira Beach is one of the most popular destinations on the Gulf Coast and the perfect location for your Florida beach destination. Soft, white sand beaches and spectacular sunsets await you. Madeira Beach is home to John's Pass Village and is located close to great restaurants, shopping, and activities! If you decide to venture out, the convenient location puts you within a 2-hour drive of every major attraction in Florida, including Busch Gardens Tampa, Walt Disney World, Universal Studios, and Sea World. Bring your family and friends, enjoy the area, and make memories to last a lifetime.
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Bath 2

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Sleep 6

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Exceptional(136)

$309.68

/ Nightly
Cottage

A 2 BR, 2 BA Downstairs Unit right across the street from John's Pass Village!

Madeira Beach, Florida, United States

Cottage by the Pass, downstairs unit, offers all the charm of days gone by as well as all the modern conveniences. Cottage by the Pass is located just steps from the white sand, with no streets to cross. Across the street is John's Pass Village and Boardwalk. Inside you will find a spacious kitchen with travertine counter tops, and energy efficient under the counter washer and dryer. Wood floors in the living area and bed rooms. Bathrooms have a complete new look with marble showers. Outside the french doors in the back is a patio with a gas grill. In front there is a large patio with a white picket fence with lush tropical landscape.br If you are booking through VRBO - it will be transferred over to Vicinity Vacation Rentals for concierge service, to make final payment and to receive Final Instructions. You will be receiving emails from: vicinityvacationrentals@resortplanet.com brPets (dogs) considered $100 Fee. Sorry no cats. If you would like to bring your small dog, please inquire first before you book.brYour final payment will automatically be charged with the card on file used to pay your deposit, 14 days before your arrival.
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Bath 2

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Sleep 6

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Exceptional(105)

$584.41

/ Nightly
Condo

Amazing Beach Front w/ Gulf & Ocean Views~Las Brisas 506

Madeira Beach, Florida, United States

Location, Location, Location!brAfter staying in our unit you will want to return year after year! More than ½ of our renters are repeat clients that have been coming back for years! Our building, Las Brisas, is located perfectly and close to everything! We're right on the beach with the most gorgeous beach views of the Gulf of Mexico! It's the perfect place for friends and families to unwind & relax, or to become adventure seekers!brbr• Condo is on the top 5th floor with incredible Penthouse views. br• Enjoy gorgeous sunsets from the comfort of your HUGE & PRIVATE living room and master bedroom balcony! br• Ensuite Master Bedroom! The master bedroom contains a king bed, sitting area, mounted wall cable t.v., private bathroom and balcony access to fantastic beach views!br• The 2nd ensuite is a guest room with 2 queen beds, cable T.V & a DVD player, and access to it's own bathroom.br• The third bedroom has a queen bed and great waterviews overlooking the bay. br• Laundry Room contains full size washer & dryer and plenty of beach towels. br• High Speed internet & WIFIbr• 3 flat screen T.V’s & DVD players in the unit.br• 50” wall mounted flat screen T.V. W/ Roku. br• NEST Smart Lock for convenient & safe keyless entry!br• NEST thermostat for your most comfortable temperature.br• USB charging stations! br• Enjoy watching dolphins and exotic birds all from the comforts of your balcony! br• Crown molding and convenient floor tile throughout unit. br• Modern and completely stocked kitchen! Everything you need to make your meals. br• For your convenience, we have a Keuriq coffee maker as well as a classic coffee maker.br• Luxurious & Comfortable updated beds & bedding!br• The unit it totally equipped with all the amenities of home and much more!br• Madeira Beach is known for its incredibly beautiful, pristine white sandy beaches! All family friendly activities are just steps away! br• Enjoy building sand castles, swimming, sunbathing, collecting sea shells, snorkeling, fishing, dolphin watching, bird watching, beach volleyball, beach frisbee!br• Enjoy jet skiing, parasailing, diving, fishing excursions, kayaking, paddle boarding, and local attractions!br• Private, heated pool overlooking the beautiful beach.br• BBQ and lounge area with Tikki style seating conveniently overlooking beach and pool area. br• Lots of nearby playgrounds and natural parks to explore! br• Visit Nearby Clearwater Aquarium. Meet our famous Dolphin, Winter, from the movie Dolphin Tales. Famous actors from the movie will occasionally have events there throughout the year. br• John’s Pass nearby: 100’s of shops with unique boutiques, restaurants, excursions, attractions, entertainment, and homemade ice cream! Yum!!!
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Exceptional(15)

$459.92

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Condo

Relax at the Beach ️ or find lots of Adventure at Madeira Bay Resort 1507

Madeira Beach, Florida, United States

Relax at the Beach ️ or find lots of Adventure at Madeira Bay Resort 1507 brbrStep into your own slice of paradise in this stunning 2-bedroom, 2-bath condo located just steps from Madeira Beach and John's Pass Boardwalk & Village! Whether you're lounging by the heated pool and hot tub, relaxing on the beach, enjoying all that John's Pass has to offer with over 100+ shops, bars, and restaurants, or simply enjoying the waterfront views from your own balcony, this condo is the perfect destination for both relaxation and adventure. ☀️br ✨ Discounts: 5% Off Weekly ✨ | 10% Off Monthly brbr Steps from Everything:brSugar-white sands of Madeira Beach are a short, easy stroll, protected by a safety crosswalkbrNext door: John's Pass Village & Boardwalk with 100+ shops, restaurants, bars, water sport rentals, dolphin tours & so much more!brbr Resort Perks:br Heated pool & hot tubbr Fitness centerbr Convenient outdoor shower to rinse off the sand before heading insidebr Tropical landscapingbr Marina (with available boat slip rentals)brbr ️ What You'll Love about this condo:br~ 2 Bedrooms | 2 Bathrooms | Sleeps 6br~ The master suite offers beautiful water views and a king bed,br- The guest room features a cozy queen bed and its own private bathroom.br~ The living room is equipped with a comfy queen memory foam sleeper sofa—perfect for extra guests!br~ Private Balcony with stunning water views! br~ Fully stocked kitchen with stainless steel appliances—ready for your vacation meals, beach snacks, and tropical drinks. br~ Spacious open-concept living area to gather, relax, and unwind.br~ Smart TVs in every room and fast Wi-Fi to stay connected.br~ Washer/Dryer in unit for your convenience.br~ Sleep like royalty—blackout curtains in every room for the best night's rest.brbr ️ Beach Gear Provided:brChairs, beach towels, a cooler, and a cart — everything you need for a day on the sand.brbr Parking & Policies:br~ 1 parking space per unit—parking pass required (register at the office).br~ Pet-Friendly (1 dog allowed, up to 25 lbs; non-refundable pet fee applies). br~ No smoking on the property brbr Nearby Attractions:brExplore John's Pass Village (0.2 miles) for waterfront dining, tiki bars, dolphin tours, charter fishing trips, and more! brPlus, Candy Kitchen (0.4 miles), Smugglers Cove Adventure Golf (1.5 miles), Florida Botanical Gardens (8.3 miles), DK Farms & Gardens (9.4 miles), and St. Pete Beach Pier (10.4 miles) or Pier 60 at Clearwater Beach Pier (15.2 miles). They are just a short drive away!brbr ️ Local Eats:brSweet Sage, The Frog Pond, Lisa's Café & Mad Beach Cantina (400 feet)—delicious, other local gems to fuel your beachside adventures! brbrReady for an unforgettable getaway in Madeira Beach Book now and experience the best of the sun, sand, and surf at Madeira Bay Resort 1507!
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Bath 2

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Sleep 6

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$282.53

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Madeira Beach Park Shore Suite 4

Madeira Beach, Florida, United States

The perfect beach getaway. Come and enjoy the tranquility of this family-friendly suite near the beach. WIth a large open common area that offers a contemporary design, which everyone in the family will find relaxing. Central air conditioning and ceiling fans in every room will ensure a comfortable rest. The kitchen is large and is fully stocked making it easy to cook your favorite meal. But, if you would rather dine out, there are restaurants close by, and the beach is a very short walk.
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Sleep 6

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$242.86

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Madeira Beach Park Shore Suite 8

Madeira Beach, Florida, United States

The perfect beach getaway. Come and enjoy the tranquility of this suite near the beach. With a large open area that offers a contemporary design, which you will find relaxing. Great air conditioning and ceiling fans will ensure a comfortable rest. The kitchen is large and fully stocked, making it easy to cook your favorite meal. But, if you would rather dine out, there are restaurants nearby, and the beach is a very short walk.
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Sleep 4

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No Image
Exceptional(65)

$413.55

/ Nightly
Condo

Beachfront Madeira Norte | Gulf front | Pool

Madeira Beach, Florida, United States

Beachfront Madeira Norte offered by Beach Time RentalsbrbrThe unit offers an open floor plan with 1100 sq ft, making it feel spacious and inviting. This beautiful beachfront condo sleeps 6 guests with 2 bedrooms and 1.5 bathrooms. brbrEnjoy the tranquility and peace and being located right on the Gulf with the most stunning panoramic view of the water.brbrAs soon as you walk into this gorgeous unit, you will find the fully equipped kitchen. The kitchen has been updated with granite countertops and beautiful white cabinetry and easy access to the dining area. The dining area seats 4 guests. brbrThe living room has been beautifully decorated with comfortable sofas – one being a sleeper sofa, a large TV and wonderful Gulf views.brbrThere is ample seating in the dining and living areas for your family and friends to enjoy. brbrThe extended private balcony may be accessed from the living room and primary bedroom, offering the most amazing views. Sunset views are guaranteed from here 365 days of the year!brbrThe Primary bedroom offers a King bed with an en-suite bathroom that has a shower/tub combination. Second bedroom offers 2 Twin beds. The living room has a Sleeper sofa.brbrAdditional amenities include free WiFi and a private washer/dryer.brbrThe beach is literally a few steps from the elevator, with private secure gate access limited to Madeira Norte residents. brbrThe shared pool offers an alternative to the warm crystal clear Gulf waters, with ample poolside seating, umbrellas and a bbq area – all surrounded by lush tropical landscaping.brbrThis condo is located on the second floor and is accessible by elevator.brbrYou can't beat this location! Centrally located in the Seaside town of Madeira Beach directly facing the Gulf. After a day spent unwinding on the beach, stroll across the street to John’s Pass to browse the shops and dine at some great restaurants that Madeira Beach has to offer. brbrTravel insurance is a minimal investment to protect your trip! We stress the importance of purchasing travel insurance that would cover you in the event that you are unable to travel. Beach Time Rentals is able to offer you travel insurance through Generali (except for Hawaii and NY).brbrImportant info: 1 assigned parking space for 1 vehicle + 1 guest parking.brbrAGE REQUIREMENTS. We will not rent to vacationing students, spring breakers or singles under 25 years of age. The majority of the group must be over the age of 25, unless its a family. Any reservation made under false pretenses will be subject to eviction and forfeiture of advance payment of rent and deposits.brbrOwner Spaces: Please note that the property includes storage spaces designated for the owner's use. These spaces are securely locked and are not to be accessed or opened by anyone. Spaces will vary in size depending on the storage needs of the owner.
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Home Most popular vacation rentals in Madeira Beach

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Exceptional(65)

$1178.57

/ Nightly
Private vacation home

Lux Maderia Beachfront Home

Madeira Beach, Florida, United States

Bed 4

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Bath 4

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Sleep 10

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Exceptional(65)

$1457.24

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Private vacation home

Sunsets Madeira Beach/ 4BR Ocean View House w/Balcony & Elevator

Madeira Beach, Florida, United States

Bed 4

Bed

Bath 3

Bath

Sleep 16

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Exceptional(65)

$1474.65

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Private vacation home

Ultimate Beachfront Escape for Families & Groups. Beach& Swim Spa. Tickets to Top Attractions Daily.

Madeira Beach, Florida, United States

Bed 8

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Bath 6

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Sleep 16

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Exceptional(65)

$1727.01

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Villa

John’s Pass|Sleeps 23|Heated Pool+Hot Tub|360° Water Views|Across Beach

Madeira Beach, Florida, United States

Bed 10

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Bath 9

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Sleep 41

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Exceptional(65)

$2045.56

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Private vacation home

BEACH HOUSE GETAWAY! BEAUTIFUL WATER VIEWS & SUNSETS! PERFECT LOCATION!

Madeira Beach, Florida, United States

Bed 4

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Bath 3

Bath

Sleep 14

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Exceptional(65)

$3038.44

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Cottage

Entire Island Paradise Cottages – Heated Pool, Tiki Hut, Walk to Beach, 8 Units, Sleeps 30

Madeira Beach, Florida, United States

Bed 11

Bed

Bath 8

Bath

Sleep 30

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Exceptional(65)

$284.12

/ Nightly
Condo

BeachFront Condo - Madeira Beach - John's Pass - Heated Pool - Remodeled

Madeira Beach, Florida, United States

Bed 2

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Bath 1

Bath

Sleep 6

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Exceptional(65)

$276.85

/ Nightly
Condo

Livin the dream beach condo 3 blocks from beach 5 minute walk! Built in ‘22

Madeira Beach, Florida, United States

Bed 3

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Bath 2

Bath

Sleep 6

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Exceptional(65)

$277.10

/ Nightly
Condo

?Beach Across the Street?Heated Pool/Hot Tub/Workout Room☀ Madeira Bay II #314

Madeira Beach, Florida, United States

Bed 3

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Bath 2

Bath

Sleep 6

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Exceptional(65)

$278.62

/ Nightly
Condo

BEST VALUE ON THE BEACH - AMAZING TOP FLOOR GULF FRONT UNIT WITH PANORAMIC VIEW

Madeira Beach, Florida, United States

Bed 1

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Bath 1

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Sleep 4

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