Vacation Rentals By Owner In Madeira Beach, FL

New Build Madeira Beach Townhome | Walk to Beach, Dining & Shops | 3BR/2BAbrbrWelcome to your luxury Madeira Beach escape! This spacious 3-bedroom, 2-bath luxury townhome, thoughtfully designed with coastal-inspired finishes, is the perfect spot for a month-long beach getaway.brbr✨ Why You’ll Love It:brbrJust a short stroll to Madeira Beach—rated one of the Top 10 Beaches in the U.S.brbrWalkable to great restaurants, shops, and beach barsbrbrBright and open floorplan with 10 ft. ceilings on the main living levelbrbrPartial water views from the balconybrbr Inside the Home:brbrModern kitchen with quartz counters, shaker-style cabinets & stainless steel appliancesbrbrSpacious living area that flows onto a covered balcony—perfect for morning coffee or evening cocktailsbrbrTwo guest bedrooms plus a private top-floor owner’s suite with water views, a walk-in closet, and spa-like ensuite bathbrbrAdditional full bathroom on the second levelbrbrFully equipped with washer & dryer for your conveniencebrbr Extras You’ll Appreciate:brbrOversized 2-car garagebrbrBalconies for relaxing and entertainingbrbrBeach gear included (chairs, toys & more)brbr4 bicycles for exploring the neighborhood and cruising the beach townbrbr Rental Details:brbrIdeal for long-term beach living or extended vacationsbrbrWhether you’re here to relax on the beautiful beaches, bike around town, or just soak up the Florida sunshine, this townhome offers the perfect mix of luxury, comfort, and coastal charm.

Your Relaxing Getaway Steps to the Beach!

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$346.8

Imagine a frontage view of the Gulf of America paradise, on a sandy beach, away from the crowds! No Hurricane damage! Our beach is nice and deep!brThe views from the spacious open living, dining, kitchen floor plan are expectational! brOpen the sliding doors to our wrap around balcony and enjoy what Florida beaches are all about!brbrKitchen is well stocked everything you need to make dinner. We’ve included basic spices.brbrWe renovated! Which includes new beddings, linens, kitchen, baths, new doors and windows. brbrConveniently located on the first floor , getting to the beach is easy ,using the elevator or side entrance to the bottom floor takes you directly out to pool, hot tub and beach. brbrWalk the beach. Turn left for people watching , public beaches and Johns Pass(2 miles); turn right and walk in near-seclusion past private homes to the pier.brWaking distance from restaurants and bars. brThe Tampa Bay Area has some of the best fishing, boating, national sports and cultural events. . Disney, SeaWorld, and Universal are less than two hours away. brYour stay will seem “not nearly long enough”! brFollow us on Instagram @mad_beach101.brWe had no damage to our unit from both Hurricanes 2024!br MONTHY ONLYbrNo children under 15 years old

BEACHFRONT LUXURY … PRIVATE WRAP AROUND BALCONY WITH AMAZING BEACH WATER VIEWS!

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$271.23

This beautiful beachfront condo sits directly on the beach, with a balcony overlooking the beach and ocean. The view provides unbelievable sunsets. There is no better place to enjoy a drink at night or coffee in the morning. Ground level of the condo is parking and this unit is on the first elevated floor. Its perfect location places you on the white sands of Florida’s Gulf Coast. In less than a minute, you can leave the condo and have your feet on the warm sand. brbrOur two bedroom, two full bath condo is ideally located directly on Madeira Beach and within walking distance of the famous John's Pass and many other restaurants and bars. Enjoy the relaxing ocean waves or head down the street and partake in shopping and restaurants. brbrThis is the perfect place to take a family. We want young families to have a relaxing time, so the condo is set up with a pack n' play, high chair, umbrella stroller. Plus we have children DVD's. Save the effort of hauling EVERYTHING with you, we have you covered!brbrWe also have beach chairs, beach towels, beach umbrellas, and a small cooler for use.brbrLocated just 36 minutes from Tampa International Airport, or 26 minutes from Clearwater/St. Pete Airport, you can be relaxing on the beach or in the pool & hot tub within and hour of landing. Head just 30 minutes north to visit Clearwater's Pier 60 or Clearwater Marine Aquarium to visit Hope and Winter! Bush Gardens is just 45 min away too. With several nearby golf courses, public parks, shops, bars, and restaurants, you won't be bored. This is an ideal location to just relax on the beach, or enjoy all the fun Florida's Gulf Coast has to offer.

Beachfront SeaBreeze Condo #102

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$281.1

Gorgeous view from the seventh floor large private balcony overlooking the beach and Gulf. brbrFor a break from the beach, Ocean Sands offers one of the largest and well appointed pool decks in the area, along with a beach-side hot tub. brbr brbr--Living Room has a Queen Sleep Sofa, TV with DVDs Available, and an Incredible View of the Gulf of Mexico. brbr brbr--Fully Equipped Kitchen with Granite Counter Tops brbr brbr--Master bedroom has a King Size bed with Balcony Access and En-suite Bathroom with Oversized Tub/Shower brbr brbr--Second Bedroom with Two Twin Size Beds with a View of the Docks by the Bay brbr brbr--Second bathroom is just off the Guest Bedroom, and Offers Privacy from the Main Living Area. brbr brbr--Full size Washer and Dryer brbr brbrAssigned, covered parking space, free WiFi, linens & towels (bath and beach) included, and a stater kit provided.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!

Overlooking the Beach! Private Beachfront Balcony, Pool, Hot Tub, Grill, Walk to Nearby Restaurants

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$192.4

Begin your sun-kissed adventure to Madiera Beach when you book this 2-bedroom, 1.5-bath vacation rental condo. Perched on the top floor of a waterfront complex and boasting beautiful views of the Gulf of America, this coastal abode boasts all the comforts of home with the luxuries of a resort. When you're not lounging by the outdoor community pool, walk across the street to John's Pass Village! Later, gaze at breathtaking sunset views while you stroll along the on-site beach.brbr-- THE PROPERTY --brbrJohn's Pass Village & Boardwalk Across Street | Ocean Views | Outdoor Community Pool brbrBedroom Suite: King Bed | Bedroom 2: 2 Twin Beds | Living Room: Sleeper SofabrbrOUTDOOR LIVING: Covered balcony, outdoor dining area, lounge seating brINDOOR LIVING: 3 Smart TVs, 6-person dining table, ceiling fans, en-suite bathroombrKITCHEN: Stove/oven, fridge, microwave, dishwasher, cooking basics, dishware/flatware, drip coffee maker, toastersbrGENERAL: Free WiFi, central air conditioning/heat, towels/linens, washer/dryer, hair dryer, trash bags/paper towelsbrACCESSIBILITY: Single-story unit, steps required to access elevator/pool/beachbrPARKING: Designated parking spot (1 vehicle)brbr-- THE LOCATION --brbrHIT THE BEACH: Madeira Beach (on-site), Treasure Island Beach (1 mile), Upham Beach Park (5 miles), St. Pete Beach Access (6 miles)brATTRACTIONS: John's Pass Village & Boardwalk (across street), The Pirate Ship Royal Conquest (across street), Alligator & Wildlife Discovery Center (1 mile), Smugglers Cove Adventure Golf (2 miles), Seaside Seabird Sanctuary (5 miles), Splash Harbour Water Park (8 miles)brOUTDOOR ACTIVITIES: Boca Ciega Millennium Park (5 miles), Florida Botanical Gardens (9 miles), Fort De Soto Park (13 miles), hiking, kayaking, bird-watching, swimming, fishing brAIRPORT: St. Pete–Clearwater International Airport (15 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: Beach towels are not providedbr- NOTE: This single-story condo is located on the building's 5th floor. While an elevator is available to reach the 5th floor, steps are required to access the elevator, pool area, and beachbr-The pool will be undergoing maintenance/repainting from May 4 through June 12.

Waterfront Condo w/ Patio & Pool on Madeira Beach!

Madeira Beach, Florida, United States

2

Bed

1

Bath

6

Sleeps

$422.42

Directly on the beach and directly across from John's Pass Village. Location could not be better, and the view is one of the best on the beach! brbr brbrVacation in a three bedroom, two bath condo and a new kitchen with granite counter tops and stainless steel appliances. Both the master bathroom and guest bathroom have also been upgraded with new granite vanities and new cabinetry. The living room, as well as all three bedrooms have flat screen TV's with free cable. Spacious living/dining room area, with comfortable couches. brbr brbr-- The master bedroom is furnished with a comfortable King size bed and leads out to the private balcony area. brbr brbr-- The second bedroom has two Queen size beds brbr brbr-- The third bedroom has it's own Full Size bed. brbr brbrPlenty of space for guests, and plenty of space for relaxing. brbr brbrDolphin watch or enjoy world class sunsets from the large private balcony. brbr brbrThe building is situated directly across the street from famous John's Pass Village, with dozens of restaurants, shops, and activities. No need for a car at this location with the beach just a couple of barefoot steps away. brbr brbrAll linens and towels provided. Free high speed WiFi. Free cable TV. Breathtaking sunsets.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!

Directly on the beach and across from John's Pass Village. Beachfront Escape. Lounge at the Pool.

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$247.47

Welcome to Eco Village, a beautifully updated 3-bedroom, 2-bath townhome in the heart of Madeira Beach, Florida — just a short stroll from the sugar-sand shoreline of the Gulf of Mexico. With a bright, open layout, modern finishes, and a fantastic walkable location, this is a perfect home base for your next beach getaway.brbrCoastal Comfort + Great LayoutbrInside, you'll find a spacious and inviting floor plan that connects the living room, dining area, and kitchen — ideal for gathering after a day in the sun. Natural light fills the home, and the main living area even offers a partial Gulf view, adding an extra touch of vacation charm. The split-bedroom layout provides privacy for everyone, making this a great choice for families, couples traveling together, or multi-generational groups.brbrUpdated Kitchen & Modern FinishesbrThe kitchen is fully equipped for meals at home and has been upgraded with:br - Stainless steel appliancesbr - Granite countertopsbr - Plenty of cabinet and prep spacebrWhether you're making a quick breakfast before the beach or cooking dinner after a sunset walk, everything you need is right here.brbrSleeping Arrangements (Sleeps 6)brThis home comfortably accommodates up to 6 guests with:br - Master Bedroom: King bedbr - Second Bedroom: Queen bedbr - Third Bedroom: Two twin bedsbrbrExtras That Make Vacation Easybr - Free Wi-Fibr - Full-size washer & dryerbr - Garage parkingbr - Easy access for loading/unloadingbr - Comfortable indoor and outdoor space to unwindbrbrEco Village Community – Solar Powered LivingbrEco Village is a small, unique community known for its energy-efficient design. Each townhome is equipped with its own solar panel system, offering a more environmentally conscious way to vacation — without sacrificing comfort.brbrMinutes to John's Pass Village & BoardwalkbrA big highlight of staying here is being close to the world-famous John's Pass Village & Boardwalk, one of Madeira Beach's most popular waterfront destinations. This lively area is packed with:br - Waterfront restaurants and barsbr - Ice cream shops, beach boutiques, and souvenir storesbr - Fishing charters, dolphin cruises, and sunset toursbr - Jet ski rentals, parasailing, paddleboarding, and morebrWhether you're looking for a fun night out, fresh seafood on the water, or an easy way to book a boating adventure, John's Pass is a must-visit — and it's just minutes away.brbrUnbeatable Madeira Beach LocationbrWith beach access nearby and so many local attractions close by, this townhome gives you the best of Madeira Beach — relaxing days on the sand, plus endless dining and entertainment options just around the corner.

Modern Eco Village Townhome – Steps from the Gulf!

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$597.8

️ Sunset Cove | Sleeps 18 | Rooftop Oasis + Steps to Beachbr• ⛱️ 2-minute walk to Madeira Beachbr• Private rooftop deck with grill, bar, and outdoor TVbr• ️ 5 bedrooms • 11 beds • 4 bathrooms • Elevator • Pool accessbrbrWelcome to Sunset Cove — a luxury 4-level beach retreat designed for families, friend groups, and unforgettable getaways. With three king suites, a kid-friendly bunk room, and a rooftop deck built for sunset hangouts and game nights, it’s the perfect home in Madeira Beach.brbr 1st Floor – Garage + Elevator Accessbr• Private 3-car garagebr• Elevator access to all upper floorsbr• Easy unloading after beach daysbrbr ️ 2nd Floor – Main Living + Master Suite #1br• Master Suite #1: King bed • Walk-in closet • 55” Smart TVbr• Full bathroom with bathtubbr• Fully stocked kitchen with stainless steel appliancesbr• Dining table for 7 + bar seating for 3br• Sectional couch that converts to a double sleeperbr• 65” Smart TVbr• Private balcony with seating for 4brbr ️ 3rd Floor – Bedrooms + Bunk Roombr• Master Suite #2: King bed • Walk-in closet • 55” Smart TV • Private ensuite w/ walk-in showerbr• Bedroom #3: Two full-size beds • 50” Smart TVbr• Bedroom #4: Bunk room with 5 beds (2 twins, 2 fulls, 1 pull-out twin trundle) • 50” Smart TVbr• Shared full bathroombrbr 4th Floor – Master Suite #3 + Rooftop Loungebr• Master Suite #3: King bed • Walk-in closet • 55” Smart TV • Private ensuite w/ walk-in showerbrRooftop deck:br• Grill + sinkbr• Dining table for 8br• 2 loungers + bar seating for 3br• Outdoor TV with Rokubrbr✅ Additional Amenitiesbr• 7 Smart TVs with Spectrum cable appbr• Washer and dryer in unitbr• Elevator access to all floorsbr• Access to community poolbr• Private garage + extra guest parkingbrbr Location Highlightsbr• 2-minute walk to the beachbr• Walking distance to restaurants, parks, and shopsbr• 10-minute walk to John’s Pass Village (boat tours, jet skis, shopping)br• 20-minute drive to downtown St. Pete (museums, nightlife, pier)brbrWhether you're planning a family vacation, group getaway, or beach escape — Sunset Cove offers comfort, space, and unforgettable memories just steps from the sand.brbrADD-ON: Street-Legal Golf Cart RentalbrA brand new 2025 6-passenger electric golf cart is available as a separate add-on for $49/night (reduced from $90/night). Reservations must be made on our website at stillgetaways.com/golf-cart.html. We only have one cart shared across all our properties, so book early to secure your dates.

All You Need|Across Beach|Heated Pool|Elevator|Games

Madeira Beach, Florida, United States

5

Bed

4

Bath

18

Sleeps

$377.59

Experience the best of coastal living in this spacious 3-bedroom corner beachfront condo in Madeira Beach. With a wraparound balcony, incredible Gulf of Mexico views, and unforgettable sunsets, this beautifully updated vacation rental is the perfect place for your next Florida beach getaway.brbrThis newly renovated condo offers a bright and comfortable layout with plenty of space for families or small groups. The primary bedroom features a king bed, Smart TV, and private en-suite bathroom. Two additional bedrooms provide comfortable sleeping arrangements, and each bedroom includes its own TV for added convenience.brbrThe condo comfortably sleeps up to 7 guests and also includes an in-unit washer and dryer, making longer stays easy and convenient. Whether you are enjoying your morning coffee on the balcony, spending the day on the beach, or relaxing after sunset, this beachfront retreat has everything you need for a memorable stay.brbrLocated in Madeira Beach, this condo is just steps from the sand and right next door to Caddy’s on Madeira Beach, where you can enjoy great food, cold drinks, and live entertainment during your stay.brbr3 Bedroom / 2 BathbrSleeps Up to 7 Guestsbr1 King Bed, 1 Double Bed, 1 Twin Bed, and 1 Queen BedbrDirect Gulf-Front CondobrWraparound Balcony Overlooking the Gulf of MexicobrFree Wi-FibrFree Long-Distance Calling to the US and CanadabrWasher and Dryer in UnitbrLocated in Madeira BeachbrNon-SmokingbrNo Pets

Arena de Madeira 201 - Gulf Front

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$311.36

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. brbrTop Reasons to Book:br br • Spacious screened balcony featuring breathtaking views of the Gulf of Mexico.brbr • Shared covered lounge chairs and access to the heated swimming pool during your visit.brbr • Located minutes from Florida's main attractions, just North of John's Pass Village.br br Amazing updates in this large beach front condo at Villa Madeira. The remodeled kitchen features granite counter tops, state of the art stainless steel appliances and is fully equipped to prepare a family meal. Sparkling tile throughout with comfortable modern furniture and the tasteful decor make this place a great home for your vacation. The large screened-in balcony is the perfect spot for watching the glorious Florida sunset after enjoying a fun day on the beach. You are within walking distance to restaurants, shops and other beach activities. Full washer/dryer in the condo. Free wireless internet service and free parking is available. PLEASE NOTE: This is a non-smoking property with the exception of a designated outside smoking area. br br 3 Bedroom / 2 Bathroombr Bedroom 1 – King Sized Bedbr Bedroom 2 – 2 Twin Sized Bedbr Bedroom 3 - 1 Twin Sized Beds but no closetbr Living room - Sleeper sofabr1 Assigned Parking SpacebrOffsite Key Pick Up Needed at Check Inbr br Villa Madeira is a direct beachfront building right in the middle of quaint Madeira Beach, a small beach town that is approximately 2 miles long. Consisting of 50 units; all units face West so all will have a direct view of the Gulf of Mexico from their private, screened in balconies. 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.

Villa Madeira 405 -Gorgeous Beachfront Condo, Close To It All!

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$233.98

*10 DAYS ADVANCED NOTICE FOR ANY BOOKING FROM CHECK-IN DATE* brbrAny penalty for canceling will be conveyed to the tenant. brFully Renovated 2-Bedroom Beachfront Condo!brbrThis exquisitely remodeled two-bedroom, two-bathroom condo welcomes you to take in the soothing sound of the breaking waves while you relax in the warm, seaside air.brbrThe balcony on the seventh story offers a broad perspective of the blue waters of the Gulf of Mexico and the white beaches of Madeira BeachbrbrThis property is right on the beach and features fresh furnishings throughout, modern beach décor, new floors, and coastal hues.brbrWith its stainless steel equipment and ample space for entertaining family and friends, a contemporary L-shaped kitchen is waiting for you.brbrFamily interaction is greatly enhanced by the open floor plan. Two sofas are in the den. One features a big flat-screen TV and a pull-out sofa. Two sets of sliders with views of the Gulf of Mexico are located in the sitting area.brbrThe exquisitely furnished main bedroom features a king-sized bed, a breathtaking view of the beach, and a balcony. A flat-screen TV and a complete bathroom are attached.brbrThe guest bedroom features a queen murphy bed, an en suite, and a walk-in closet.brbrFor your convenience, there is a utility room off the kitchen that has a washer and dryer.brbrThe seaside pool, complete with lounge chairs, hot tub, BBQ grill, and beach access, is located outdoors.brbrWander down the dunes to the beach for a stroll in the morning or a prime spot to see the vibrant sunset.

Madeira Towers 702 - Fully Renovated AND Beachfront

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$791.81

Fantastic Beachfront Home | Private • Spacious • Perfect for Families brbr brbrWelcome to The Yoda House, a rare and spacious beachfront retreat located directly on the soft, white sands of Madeira Beach. Thoughtfully designed with a unique multi-living layout, this private home offers comfort, space, and flexibility—making it ideal for large families or multiple families vacationing together. brbr brbrThe home is divided into three private living areas, each with its own kitchen, bathrooms, and living space, allowing everyone to enjoy togetherness while still having room to unwind. Step outside to a large beachfront patio on the ground level or take in sweeping Gulf views from the private upstairs beachfront balcony—both perfect spots for relaxing and soaking up the coastal beauty. brbr brbrSleeping Arrangements brbrDownstairs: brbr--Two bedrooms, each with a Queen bed brbr--Shared bathroom featuring an oversized soaking tub brbr brbrUpstairs (Beachfront Master Suite): brbr--King four-poster bed brbr--En-suite bathroom with a large walk-in shower brbr brbrOpposite Side of Upstairs: brbr--Fourth bedroom with a King bed brbr--Shares a full bathroom (with tub) with the fifth bedroom brbr brbrFifth Bedroom / Studio Suite: brbr--Two Queen beds brbr--Studio-style layout with its own living area and kitchen brbrAdditional upstairs bathroom with shower brbrTwo Queen sleeper sofas located throughout the home for extra sleeping space brbr brbrKitchens & Dining brbrThe home features three fully equipped kitchens—two upstairs and one main kitchen downstairs. Each kitchen includes: brbr--Stove & refrigerator brbr--Dishwasher & microwave brbr--Coffee maker brbr--Complete cookware, dishes, and utensils brbr brbrThe downstairs dining area offers seating for the entire group, making shared meals easy and memorable. brbr brbrOutdoor Living brbrStep through the back door and onto the patio—your feet will be in the sand within seconds. The beachfront outdoor space includes: brbr--Plenty of seating & loungers brbr--Gas BBQ grill brbr--Fire pit for evening gatherings brbr brbrFor quieter moments, the upstairs balcony offers breathtaking Gulf views—perfect for morning coffee or sunset cocktails. brbr brbrEntertainment & Amenities brbr--Flat-screen TVs in every bedroom brbr--Two large 50 TVs in the upstairs and downstairs living rooms brbr--Free high-speed Wi-Fi brbr--Beach chairs & beach toys brbr--All bath & beach towels provided brbr--Fresh linens, blankets, and fully stocked kitchenware brbr brbrAdditional Notes brbr--Parking available for up to three vehicles brbr--No weddings or large events permitted brbr brbrThe Yoda House is truly a one-of-a-kind beachfront escape, offering privacy, space, and unbeatable location—right on the sand. Perfect for making lifelong beach memories with the people who matter most.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!

Huge Beach House w/Large Beachfront Patio! Beach Vacation for the Entire Family. Fire Pit. Free Fun.

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$285.67

Welcome to the sparkling Madeira Bay Resort I #1509, a delightful two-bedroom, two-bathroom condo that blends comfort, convenience, and coastal charm. Whether you're traveling with family, friends, or your furry companion, this unit offers everything you need for a relaxing beachside escape.br ️ Sleeping Arrangementsbr- Master Bedroom: King-size bed + flat screen TVbr- Second Bedroom: Bunk beds (perfect for kids!)br- Living Room: Sleeper sofa + flat screen TVbr Amenities That Make Vacation Easybr- Full kitchen with modern appliancesbr- In-unit washer and dryerbr- Free Wi-Fibr- Private balcony for fresh air and relaxationbr- One parking pass includedbr Pet-Friendly PolicybrThis unit welcomes pets with:br- $150 non-refundable pet feebr- Current rabies vaccination records required at check-inbr- Breed restrictions apply (aggressive breeds not permitted)br Resort Highlightsbr- Heated swimming pool (shared between Resort I & II)br- Fitness roombr- 24/7 front desk receptionbr- Beach access just across the streetbr- Walkable to John's Pass Village & Boardwalk for waterfront dining, boutique shopping, and water sport rentals

Madeira Bay Resort I #1509 – Bright, Beachy & Pet-Friendly

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$508.23

Top Reasons To Book John's Pass-Time Beach Cottages:brbr* Beachfront Property with Direct Beach Accessbrbr* Full Property to Yourself - Both Cottages - Great for Larger Families or Friends Traveling Togetherbrbr* Great Private Backyard Beach with Hammock, Grill and Picnic Tablebrbr* 2 Private Entrances, 2 Great Deck/Patio Spacesbrbr* Gulf Views From the Upper Level - Great Spot for Sunset Each Nightbrbr* Professionally Managed, 24/7brbrWelcome to John's Pass-Time Beach Cottages! This entire property is yours to enjoy, featuring two separate units—upper and lower levels—each with 2 bedrooms and 1 full bathroom. Step out your backdoor and follow the direct beach access path to the stunning coastline, perfect for all-day beach fun.brbrThe lower level offers two queen bedrooms and one full bathroom, a bright and spacious living area with SmartTV and deck access, and a fully stocked kitchen (no dishwasher). The covered outdoor deck includes lounge chairs and a dining set—ideal for outdoor dinners or relaxing after the beach. brbrUpstairs, enjoy even more space with an open-concept living area, SmartTV, and balcony access with views of the Gulf of Mexico, a great spot to gather after your beach day and unwind while taking in the breathtaking Florida sunsets. You will find two queen bedrooms and one full bathroom here as well. A larger indoor dining table sets the scene for group meals or game nights, and the fully equipped kitchen has everything you need. Please note - stairs are required to access the upper level. brbrThe private backyard features a sandy retreat with a hammock, charcoal grill, picnic table, and a direct path to the beach. Additional amenities include a laundry room, free WiFi, and parking for four vehicles.brbrThe Bed Set Up:brbrLower Level - Bedroom 1 and Bedroom 2 - Queen Bed in EachbrbrUpper Level - Bedroom 1 and Bedroom 2 - Queen Bed in EachbrbrLaundry Room Onsite for Usebrbr4 Parking SpacesbrbrNon-Smoking PropertybrbrThis Listing is for the Full PropertybrbrThe area surrounding John's Pass-Time Beach Cottages offers the perfect blend of relaxation and adventure. Just a half mile south, the popular John's Pass Village and Boardwalk awaits with waterfront dining, fresh catch seafood, shopping, live entertainment, water sports, rentals, and even a pirate ship cruise for the whole family. Step right outside your door to explore miles of stunning coastline, perfect for beachcombing and soaking in the Gulf views. Across the street, enjoy casual eats and cold drinks at Mad Beach Cantina. Head north along Madeira Beach to discover more local favorites like Lisa’s Café, Caddy’s of Madeira, and The Reef Bar and Grill—all within easy reach.brbrLooking to explore more of the area You're in a great spot! Just 45 minutes away, Tampa offers exciting attractions like ZooTampa, the Florida Aquarium, Busch Gardens, major sporting events, the Hard Rock Casino, and more. About 25 minutes inland, the vibrant city of St. Petersburg is home to world-class museums, the scenic St. Pete Pier, and a variety of great restaurants. For a fun and easy coastal adventure, hop on the beach trolley and head north or south to discover the nearby barrier islands—each with its own unique charm, plenty of beach access, state parks, and stunning Gulf views.brbrYour perfect beach getaway awaits you at John's Pass-Time Beach Cottages!

☀Beachfront Full Property Walk to John's Pass John's Pass-Time Beach Cottages

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$396.12

Relax and unwind at this beautifully updated 2-bedroom, 2-bathroom beachfront condo in the exclusive Kima Condos of Madeira Beach. Designed for guests looking for both comfort and convenience, this Gulf-front property is perfect for couples, families, or groups of friends seeking a memorable beach vacation.brbrStunning Gulf ViewsbrExpansive hurricane-rated windows showcase uninterrupted views of the Gulf of Mexico. The open living area is bright and airy, offering a welcoming space to unwind and enjoy the scenery.brbrWell-Equipped KitchenbrThe modern kitchen features granite countertops, stainless steel appliances, and solid wood cabinetry, fully stocked with cookware, utensils, glassware, and serving essentials. From quick breakfasts to full dinners, the kitchen is fully equipped for every meal.brbr Private BalconybrStep out onto your covered balcony, furnished with comfortable seating, and enjoy morning coffee, evening drinks, or just the view of the beach and water. It’s an ideal spot to relax and take in the location.brbr Comfortable BedroomsbrBoth bedrooms offer comfortable bedding and fresh linens for a good night’s sleep. The master suite provides views of the Gulf, while the guest bedroom comfortably accommodates additional guests.brbrAmenities and ConveniencebrGuests have access to Kima’s heated beachfront pool and secure beach access. High-speed Wi-Fi, smart TVs, and cable are included, so you can stay connected and entertained throughout your stay. Essential items such as towels, hangers, and toiletries are provided. The in-unit washer and dryer make longer stays easy and convenient, allowing you to focus on enjoying your vacation.brbrWalkable to Johns Pass – Everything You Could WantbrOne of the best features of this condo is its short walk to the iconic Johns Pass Village, a lively waterfront destination filled with charm and endless activities. Explore a variety of unique shops including local boutiques, souvenir stores, specialty jersey shops, and cigar shops for leisurely browsing. Foodies will delight in the diverse dining options, from casual seafood spots and fresh catch restaurants to sweet treats, ice cream parlors, and bakeries perfect for indulgent snacks.brbrThirsty Johns Pass is home to several local breweries and bars, offering the chance to sample craft beers and enjoy a relaxing drink by the water. Adventure seekers can take advantage of countless water sports rentals — jet skis, paddleboards, kayaks, and more — all available just steps from the condo. For those looking to get out on the water, there are boat rentals, fishing charters, and sunset cruises, providing unforgettable Gulf experiences and stunning evening views.brbrWhether you want to stroll along the boardwalk or just sit back and enjoy the lively atmosphere, Johns Pass makes it easy to soak in the local flavor without worrying about parking or transportation. Everything you could want for shopping, dining, entertainment, and adventure is right at your fingertips.brbrYour Complete Madeira Beach GetawaybrThis Gulf-front condo combines an unbeatable location with comfort and convenience, offering everything you need for a relaxed and enjoyable vacation. Whether you’re planning a romantic trip, a family vacation, or a gathering with friends, the property provides high-end amenities, easy access to the beach, and stunning Gulf views — making every day of your stay feel like a true getaway.brbrThis property is managed by Azul Bay Vacation Rentals. Lic. # DWE6218386.

Madeira Gulf Front Condo Ocean Views

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$486.96

Welcome to Gulf Madeira Beach 456 by LuxuryLodgingSTR, the name guests can easily remember when planning their stay.brbrWelcome to your serene beach escape located at the heart of Madeira Beach, Florida. This charming coastal retreat offers the perfect blend of comfort and location, just steps from the white sands and spending sunny afternoons relaxing by the sparkling community pool or walking along the beach.brbrEnjoy sunset strolls and everything the Madeira Beach lifestyle has to offer—all from your private haven.brbr⭐ HIGHLIGHTS ⭐br▪️ 1 Bedroom: 1x King Bed, 1 additional sleeping space in living roombr▪️ 1 Full Bathroom w/ Complimentary Toiletriesbr▪️ Fully Equipped Kitchenbr▪️ Living Areabr▪️ Outdoor Pool and Sun loungersbr▪️ Free Wi-Fi br▪️ Central Air Conditioning and Heatingbr▪️ Communal Washer and Dryerbr▪️ Beach Accessbr▪️ Free street parkingbr▪️ Maximum Capacity: 4brbrNote: Before booking, please ensure that you have reviewed the “Other Things to Note” and “House Rules” sections.brbrbr⭐ BEDROOM ⭐brThe spacious bedrooms at this beachside retreat are designed to offer comfort and relaxation, making it easy to unwind after a day of fun in the sun.br▪️ Master Bedroom: King bedbr▪️ Living room: Full sofa bedbr✔️Extra pillows and blankets upon request and availabilitybr✔️Linens Providedbrbrbr⭐ BATHROOM ⭐brThe bathroom at this beachside home combine convenience with modern design, ensuring that every guest has everything they need to feel refreshed and pampered during their stay.br✔️ Fresh towels and linens br✔️ Complimentary toiletriesbr✔️ Hair dryerbr▪️ Bathroom 1: Full Bathroombrbrbr⭐ KITCHEN and DINING ⭐brEnjoy a clean and functional kitchen equipped with everything you need for a comfortable stay—perfect for preparing meals, snacks, or simply gathering with family and friends.br✔️ High-end appliancesbr✔️ Refrigerator, stove, microwave, ice makerbr✔️ Coffee maker br✔️ Dishwasherbr✔️ Spicesbr✔️ Dishware and dining utensilsbr✔️ Essential cooking utensils, knife blockbr✔️ Stocked with basic supplies: paper towels, cleaning supplies, trash bags, etc.br✔️ Dining table for 2brbrbr⭐ LIVING ROOM ⭐brRelax in the cozy and inviting living room, perfect for unwinding after a day at the beach. br✔️ Comfortable sofa br✔️ Smart TVbrbrbr⭐ OUTDOOR SPACE ⭐brStep outside to enjoy the Florida sunshine with a private pool and gazebo—perfect for relaxing, dining, or making the most of your beachside getaway.br▪️ Outdoor Pool and Sun loungersbr▪️ Beach Accessbrbrbr⭐ COMMUNAL LAUNDRY AREA ⭐br✔️ Washer and dryerbr✔️ Laundry detergentbr✔️ Iron and Iron Boardbrbrbr✨ Don’t miss out on this fantastic vacation home! Book now to experience the best of Madeira with all the comforts of a home away from home. ✨brbr✨ Book Today and Let Us Take Care Of You In Madeira! ✨brbr✔️We use ChargeAutomation to provide a secure guest portal, which can be shared with your group and adds an extra layer of verification to prevent fraudulent bookings. You'll receive this link after your booking is confirmed.br✔️We hold a security deposit during your stay, which will be fully refunded after check-out, provided there are no damages to the property.br✔️Please take a moment to read our House Rules in the House Rules section.br✔️Traveling with little ones We’ve got you covered with supplies available upon request, including a Pack ’n Play/travel crib and high chair. Fees may apply upon host’s discretion.br✔️We offer options for early check-in and late check-out, subject to availability. Please note, there is a fee for early check-in and late check-out.br✔️For guests’ convenience, those with early arrivals or late departures can drop off their luggage with host approval before standard check-in time.brbr✔️ Unregistered guests are not allowed. br✔️ Strictly no pets allowed. br✔️ No smoking inside the property. br✔️ No parties, events, or large gatherings allowed. br✔️ Please observe quiet hours from 9PM to 8AM.br✔️ Respect the neighbors. Do not park on their premises or cause any disturbances.br✔️ Respect the home. Do not break or damage anything. Maintain cleanliness throughout your stay.br✔️ Do not flush anything down the toilet to avoid plumbing issues.br✔️ Follow the guidebook instructions. Guests will be held responsible for any issues that arise from not adhering to these instructions.br✔️ Adhere to the standard check-in and check-out time. Early check-in and late checkout are subject to the host's approval. br✔️ All furniture, appliances, and items should be returned to their original place. Missing and/or damaged items may result in additional charges.br✔️ View Rental Agreement, Photo ID, and Security Deposit may be required upon check-in.br✔️ We reserve the right to charge a fee if ANY of the policy is violated. br✔️ Any unauthorized moving of furniture that results in additional cleaning, repairs, or setup may incur a fee of up to $1000.

Apartment

King Bed-Step to Madeira Beach-Heated Pool-Private

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$579.74

Our Condo property is newly renovated. The pool and hot tub are ready for you! The beach is gorgeous! Our gulf front condo is the perfect place to relax and enjoy the sunshine on Florida's beautiful Madeira Beach with oceanfront views! Our newly renovated Sea Breeze unit 307 features an open layout and is a very spacious 2 bedroom, 2 bath condominium with all the amenities and extras. All new furniture and beds with comfortable mattresses. All new kitchen appliances. Take in the beautiful sunsets from your private balcony facing the Gulf and white sand beach. You will be conveniently located near Johns Pass Village and Boardwalk featuring shops, restaurants and attractions. There are many opportunities for adventure with fishing, boating, jet skiing, pirate ship and sightseeing cruises nearby. There is a Suncoast Beach Trolley stop right out front that allows you to explore other beach towns nearby. brOur unit is owner managed and we provide convenient on site check in. We look forward to making your vacation the most memorable one!brbrOnce you experience our slice of paradise you will want to return year after year.

Look no further!! Beachfront Condo in Paradise, Short walk to John's Pass.

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$1015.91

Don't want the crowded condo experience with noisy neighbors having condo parties & dealing with lugging beach supplies & groceries up multiple flights of stairs Don't want to be subjected to a crowded condo or hotel complex Then this private, stand-alone four bedroom, two bath,1940 retro themed bungalow with a huge 16' x 32' inground pool with tons of amenities that are not offered at other properties is for you! Worried we don't have a lot of reviews on this new property yet Just look at our other property links below and check out the reviews on them!brbrThe bungalow is located literally on the white sands of Madeira Beach. So you will be waking up to the sound of waves lapping onto the shore. Be in the center of it all, but with privacy in your own home that has views of the beach & the crystal blue water of the Gulf. Not only that, you can open the slider to an amazing covered deck area leading to your private swimming pool!brbr***UNIQUENESS OF THE PROPERTY***brThere are very few single family houses on the beach for rent anymore as most were torn down for huge condos and hotels. So are you tired of the sterile condo or hotel experience Then you will appreciate this property. Much care was put into making your stay to be an experience with the 1940s retro vibe. Pictures of old Madeira Beach, pale blue kitchen cabinets, key west colorful rooms, shabby chic furniture, fun wall decor, and neon surfer and flamingo signs. The moment you step into the property, you will notice this is not a cookie cutter condo, but your own private home for you and your family to make memories that will last a lifetime!brbrWe also have the some sister properties you may enjoy.brhttps://www.vrbo.com/4879548 This is our 2 bedroom/1 bath 1951 retro blue beach bungalow in Treasure Island.brhttps://www.vrbo.com/1239914 This is our 3 bedroom/2 bath 1938 retro beach bungalow with plunge pool in Madeira Beach.brhttps://www.vrbo.com/4879549 This is our 3 bedroom/2 bath 1951 retro pink beach house in Treasure Island.brbr***BEACH ACCESS***brSimply walk out the back sliders and put your toes in the sand. There is also a natural play area off the back of the house that is secluded from the public part of the beach.brbr***4 BEDROOMS/2 FULL BATHS***brIncluded in this 1600 square foot beach house are 4 bedrooms. Bedroom #1 has a king bed. Bedroom #2 has a king bed. Bedroom #3 has a king bed. Bedroom #4 has two full sized beds which can accommodate up to 2 people in each bed. The kitchen has cool retro looking cabinets accented by mother of pearl backsplash. As you can see from the pictures, we are going to a shabby chic look.brbr***AMENITIES - PRIVATE POOL, BEACH CHAIRS, UMBRELLA, BEACH TOYS, KAYAK, WASHER/DRYER, FREE INTERNET, PLUS MUCH MORE!***brBeach access and a private pool in the sand. What more could you want The property also boasts a fully equipped kitchen, 65 smart flat screen TVs in every bedroom and the living room, Spectrum TV & free high speed internet. All linens and kitchen utensils are provided. A washer & dryer are available for your use outside the bungalow unlike the condos which you have to pay $4 per wash & dry your clothes in a dingy common area laundry room. We also include a laundry detergent saving you more money & making your stay more hassle-free! Parking for 3 to 4 cars is included based on the size of the vehicles. We do also include beach chairs, beach towels, beach umbrella, boogie boards for your enjoyment. Since we provide you items like beach chairs & umbrellas (most other rentals do not include the large umbrellas & beach chairs), you will save the $5 per day, per chair beach chair rental fee or the $15 per day umbrella rental fee charged on the beach! Condos can't offer all these extras as they don't have the storage space for all these extra items.brbr***LOCATION & LOCAL ACTIVITIES***brYou just can't beat the location for convenience either as John's Pass is walkable as it is 5 blocks to John's Pass. It is within walking distance to several fine dining opportunities. Thus, you can easily make do without a car.brbrHistoric John's Pass Village offers a host of entertainment options including; many great beach bar and grills, nightly live music, wine tasting, dolphin tours, jet ski rentals, parasailing, sunset boat tours, alligator petting exhibit, pirate ship cruise, & so much more. Dining options 5 blocks away are also plentiful such as Bubba Gump, The Friendly Fisherman, The Pirate's Den, The Rusty Anchor, Mad Beach Craft Brewing, Gators & more! Don't pass up the opportunity to take a stroll over the Madeira Beach Bridge for some great views!brbr***PLEASE READ***brWe do ask that you respect the maximum 10 people limit during your stay. If you have more people, you will be asked to vacate & there will be no refund. We mention this as we have had people rent the property that had 10 guests and then they had an extra car load or two of their friends over the entire stay sleeping on the floor, blow-up mattresses & on the outdoor lounge chairs. The house just can't take the wear & tear of more than 10 people so we appreciate if you would respect that when you consider renting.

Beach Front House Private Pool 1940 Retro 4 Bedroom 2 Bath & More Gulf-Blvd

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$654.57