Madeira Beach Homes with 1-7 Days Minimum lease

Madeira Beach Homes with 1-7 Days Minimum lease

Welcome to Madeira Beach, a charming coastal city located in Pinellas County, Florida. Known for its pristine sandy beaches and vibrant atmosphere, Madeira Beach offers a perfect blend of relaxation and entertainment for residents and visitors alike.

If you're looking to invest in real estate in Madeira Beach, you'll find a variety of options that cater to different lifestyles. Whether you're searching for a cozy beachfront condo, a spacious single-family home, or a luxurious waterfront estate, this city has something for everyone.

One unique feature of the real estate market in Madeira Beach is the availability of homes with a minimum lease requirement of 1-7 days. This flexibility makes it an ideal location for those looking to invest in vacation rental properties or for individuals who want to enjoy the benefits of living in this beautiful city on a short-term basis.

Imagine waking up to the sound of waves crashing on the shore, spending your days basking in the sun on the beach, and enjoying fresh seafood at local restaurants. In Madeira Beach, this lifestyle can become your reality.

Whether you're looking for a permanent residence, a vacation home, or an investment property, Madeira Beach has a lot to offer. With its stunning beaches, lively community events, and convenient access to amenities, this city is a true gem on Florida's Gulf Coast.

Newest Madeira Beach Homes with 1-7 Days Minimum lease

$659,000
1 Beds ⋅ 1 Baths ⋅ Sandy Shores Condo SubDv. ⋅ 33708 Zip Code ⋅ TB8529435 MLS ⋅ Active Status ⋅ Sandy Shores BLDG.
Upgraded and beautifully furnished, Unit 105 offers wide-plank flooring, new trim, six-panel doors, solid wood cabinetry, granite countertops, brushed nickel hardware, an updated electrical panel, and a beautifully renovated bath with a walk-in shower. Impact-rated windows and sliding doors frame expansive west and north views along the coastline. Sandy Shores is a highly popular vacation-rental building with no limits on rental frequency or owner use. Located directly across from John’s Pass Village and Boardwalk, with shops, restaurants, water activities, and dolphin-watching excursions just steps away.

12924 Gulf Boulevard Unit 105, Madeira Beach
$249,900
1 Baths ⋅ Wave Resort Condo The SubDv. ⋅ 33708 Zip Code ⋅ TB8526033 MLS ⋅ Active Status
Welcome to this beautifully remodeled condo hotel unit at The Wave Resort, where comfort, convenience, and coastal charm come together. This adorable, turnkey unit is thoughtfully designed to maximize both guest enjoyment and rental potential. The bright and inviting space features a comfortable full-size bed, a chest of drawers, a closet for storage, and a full bathroom with a walk-in shower. Guests will appreciate the convenience of a kitchenette complete with a sink, mini refrigerator, microwave, and a cozy dining area—perfect for relaxing after a day at the beach. Located just steps from the sugar-white sands, guests can simply use the crosswalk to reach one of the country's most beautiful beaches and enjoy spectacular Gulf sunsets. The resort's sparkling, newly renovated pool is just outside the door, providing the perfect place to unwind. Ideally situated near restaurants, shopping, and popular local attractions, this property is within walking distance of the vibrant John's Pass Village & Boardwalk, offering endless dining, entertainment, and waterfront activities. Whether you're looking for an income-producing investment property, a personal vacation retreat, or both, this exceptional beachside condo offers the best of both worlds.

13343 Gulf Boulevard Unit B5, Madeira Beach
$1,100,000
2 Beds ⋅ 2 Baths ⋅ Trillium Condo The SubDv. ⋅ 33708 Zip Code ⋅ O6420789 MLS ⋅ Active Status ⋅ Trillium BLDG.
EXCELLENT INVESTMENT OPPORTUNITY **CHECK OUT THE 360 VIRTUAL TOUR AND ONLINE VIDEO** BEACHFRONT PROPERTY! Want to own a majestic piece of paradise in one of Florida's most sought-after areas? Come visit and you'll want to stay! Welcome to your stunning condominium located on the picturesque sands of Madeira Beach, where coastal living meets modern luxury. This FULLY RENOVATED, TURN-KEY 2-bedroom, 2-bathroom condominium in the vibrant Trillium Condo community spans an impressive 1,415 square feet with THREE BALCONIES, one that wraps around the rear overlooking the ocean and private balconies off each bedroom! Step inside to discover an elegant interior, upgraded extensively with NEW PLUMBING, HVAC SYSTEM, WINDOWS AND SLIDERS, WASHER/DRYER AND NEW ELECTRICAL with and UPDATED PANEL. Talk about WORRY FREE OWNERSHIP for years to come! The kitchen is any CHEF'S DREAM featuring UPGRADED STAINLESS-STEEL APPLIANCES, LUXURY DESIGNER CABINETS that supplies plenty of storage space, topped with GRANITE COUNTERTOPS and a thoughtfully re-designed kitchen layout. The custom built, OVERSIZED KITCHEN ISLAND is perfect for entertaining friends and family with ease. All new flooring throughout and with NO CARPET, making beach cleanup a breeze! You'll find this unit has been THOUGHTFULLY DECORATED, FRESHLY PAINTED, meticulously designed with elegance and comfort in mind. Enjoy the look and feel of all newer, modern fixtures, decorations and furniture throughout. Open your sliding doors, that span the entire outside of the unit- to embrace the coastal breezes that glide through the home. Enjoy the benefits of a well-managed community, with MANY exciting building improvements such as BRAND NEW WALLS, FLOORING AND CEILING IN BUDILING ELEVATOR AS WELL AS ALL NEW CARPETING IN THE HALLWAYS. NEW POOL RESURFACING 4/2025, NEW ROOF 2/2024, STUCCO MESMERIZED 4/2025, NEW FENCING 4/2025, PARKING LOT 1/2025, LANDSCAPING, 2/2025, ELEVATOR REPLACED 5/2025, NEWER DECKS AND RAILS and UPDATED POOL BATHROOMS 3/2025. This property is not just a home; it is a lavish lifestyle waiting to be embraced. Claim your piece of the Florida coastline today! Contact your Realtor today for a private showing OR request more information.

14146 Gulf Boulevard Unit 3A, Madeira Beach
$659,000
1 Beds ⋅ 1 Baths ⋅ Sea Breeze Of Madeira Condo SubDv. ⋅ 33708 Zip Code ⋅ TB8524234 MLS ⋅ Active Status ⋅ Sea Breeze BLDG.
Proven Income on this Unit. ( $59k in bookings for 2026 as of August 3rd 2026 ) Beautifully updated, fully furnished beachfront residence at Sea Breeze. Neutral tile flooring runs throughout, while the kitchen features granite countertops, solid wood soft-close cabinetry, and a brand-new GE stainless steel appliance package. Retextured ceilings with indirect lighting, upgraded six-panel doors with satin nickel hardware, impact-rated windows and sliding doors, and a 2021 A/C provide style, comfort, and peace of mind. The living room opens to sweeping Gulf of Mexico views, while the primary bedroom enjoys peaceful Intracoastal vistas. Offered turnkey with furnishings and electronics included, this home is ready to enjoy or rent from day one. Sea Breeze is one of Madeira Beach's most desirable Gulf-front communities, just a two-minute walk to John's Pass Village and Boardwalk with its restaurants, shops, and entertainment. Owners and guests enjoy a heated beachfront pool, oversized spa, tiki huts, grills, and picnic areas. Three-night minimum rentals make this an outstanding second home or income-producing vacation rental. The association is fully funded, and the financials are excellent. Gulf front, turnkey opportunity.

13500 Gulf Boulevard Unit 605, Madeira Beach
$349,000
2 Beds ⋅ 1 Baths ⋅ Madeira Beach Yacht Club Condo SubDv. ⋅ 33708 Zip Code ⋅ TB8515906 MLS ⋅ Active Status ⋅ 320 BLDG.
Madeira Beach Yacht Club – Coastal Living Meets Incredible Investment Potential! Welcome to this light and bright 2-bedroom, 1-bath second-floor condo in the highly sought-after Madeira Beach Yacht Club community. Turnkey furnished and move-in ready, this inviting condo features updated windows, a new AC installed in 2025, and the convenience of inside laundry. Ideally located near one of the community's two pools, it's ready for immediate enjoyment, seasonal use, or rental income. Situated along the beautiful Intracoastal Waterway, Madeira Beach Yacht Club offers an unbeatable Florida lifestyle with fishing docks, stunning waterfront walking trails, and a clubhouse currently undergoing renovation. Best of all, you're just a short stroll from the sugar sands of Madeira Beach, as well as local dining, shopping, and entertainment. Investors and second-home buyers will appreciate the flexibility of this all-ages community, where 7-day rentals are permitted, creating exceptional opportunities for vacation rental income and strong return on investment. Enjoy easy access to nearby ROC Park, featuring pickleball courts, tennis courts, basketball courts, playgrounds, and scenic waterfront recreation areas. An added bonus: the monthly maintenance fee covers nearly everything except electric, providing exceptional value and hassle-free ownership. Don't miss this opportunity to own in a community that is actively investing in its future, with ongoing upgrades and enhancements following the recent storms that continue to add value and appeal for owners and guests alike. Whether you're searching for a full-time residence, a turnkey beach retreat, or a high-demand investment property, this condo offers the perfect blend of location, lifestyle, and opportunity. Live the Madeira Beach dream while enjoying the flexibility, amenities, and income potential that make this community one of the area's most desirable waterfront destinations.

320 Medallion Boulevard Unit H, Madeira Beach
$270,000
1 Beds ⋅ 1 Baths ⋅ Wave Resort Condo SubDv. ⋅ 33708 Zip Code ⋅ TB8507789 MLS ⋅ Active Status ⋅ Wave Resort BLDG.
BEACH CONDO! This bright, colorful one bedroom condo is located on the second floor at The Wave Resort in Madeira Beach. This move in ready condo features a 1 bedroom with a king bed, 1 full bathroom with a large shower, and spacious closets in the bedroom, bathroom comes turn-key. The open concept living and kitchen area offers plenty of natural light, updated flooring, and a comfortable layout perfect for relaxing and coastal living. The living area includes a pull out sofa for additional guests, along with a cozy dining area ideal for enjoying your morning coffee before heading to the beach. Located just steps from the beach, simply take the crosswalk across the street to enjoy the miles of sandy beaches and breathtaking sunsets, when you return from the beach take a dip in the community pool. This property is an exceptional opportunity as a vacation home, or high-performing short-term rental. Don’t miss your chance to own your own slice of paradise!

13343 Gulf Boulevard Unit 14, Madeira Beach
$839,000
2 Beds ⋅ 2 Baths ⋅ Mitchells Beach Rev SubDv. ⋅ 33708 Zip Code ⋅ TB8502493 MLS ⋅ Active Status
Turnkey beachside investment opportunity with sought after zoning that allows for nightly vacation rentals. Located literally just steps from the powder white sands of the Gulf, this fully furnished 2 bedroom plus loft, 2 bath coastal retreat is ideally positioned for both strong rental performance and personal enjoyment. A brick paver walkway leads to the home’s welcoming front patio, which is surrounded by charming landscaping. Adirondack seating and a firepit create the perfect setting to relax and unwind after a day at the beach, setting the tone for the coastal lifestyle this property offers. A spacious storage shed keeps all your beach gear and toys organized, and an outdoor shower adds convenience after enjoying the sand and surf. Upon entry, the first floor features the kitchen and dining area, complete with white shaker cabinetry, quartz countertops, GE stainless steel appliance package including a counter-depth French door refrigerator, recessed lighting, and a stylish coffee bar with open shelving. This level also includes a bedroom, a beautifully updated full bathroom with a tiled walk-in shower and frameless glass enclosure, and a convenient washer and dryer. The second floor serves as the main living space, showcasing vaulted ceilings, abundant natural light, and a comfortable gathering area. An enclosed loft on this level provides valuable additional sleeping or flex space, along with a second fully updated bathroom featuring a tiled walk-in shower and frameless glass door. The third floor offers a spacious bedroom, creating a private retreat for guests and separating sleeping areas for larger groups. This thoughtfully designed three level home comfortably sleeps 7 and is ideal for maximizing guest occupancy. The home has been upgraded with luxury vinyl plank flooring throughout the first and second floors and plantation shutters throughout, delivering a clean, coastal aesthetic that is both stylish and durable for short term rental use. A metal roof adds long term value, durability, and peace of mind for owners. The property also offers ample parking, a rare and valuable feature for vacation rentals in this area. Positioned in one of Tampa Bay's most desirable beachside locations, this property consistently attracts vacationers year round. The ability to rent nightly provides a major advantage for income generation, making this an ideal opportunity for investors or buyers seeking a beach home that can offset ownership costs. Popular local dining and entertainment options including Mad Beach Cantina and Bamboo Beach Bar are located just across the street, while John’s Pass Village and Boardwalk is also just steps away, offering waterfront dining, shopping, fishing charters, and boating excursions. Additional nearby favorites such as Candy Kitchen, Dockside Dave’s, Daiquiri Deck, and other local hotspots are all within walking distance. Enjoy incredible sunsets just moments from your front door along the Gulf shoreline. Offered fully furnished and beautifully appointed, this is a true plug and play investment ready for immediate use or continued rental.

13095 Gulf Lane, Madeira Beach
$750,000
2 Beds ⋅ 2 Baths ⋅ Sandy Shores Condo SubDv. ⋅ 33708 Zip Code ⋅ TB8494745 MLS ⋅ Active Status ⋅ Sandy Shores BLDG.
INVESTOR DREAM PROPERTY - PERFECT INCOME-PRODUCING MADEIRA BEACH BEACHFRONT CONDO | This amazing 2 bed 2 bath unit right on the sandy beaches of Madeira Beach is very unique and rare with no restrictions on the number of rentals and nightly rentals allowed and UNLIMITED owner use****ONLY 3 NIGHT MINIMUM**** ALL AGES, ANIMAL FRIENDLY***Welcome home to your piece of paradise which is in the absolute most perfectly positioned Top Floor Condo across the street from famous John's Pass full of shopping, dining, boat rentals and waterfront options to enjoy. This residence is positioned on Madeira Beach, and the Gulf of America. This condo is steps to being on one of Florida’s most beautiful beaches, Madeira Beach, while also located just across Gulf Blvd from the world famous Johns Pass Village & Boardwalk featuring many shops, restaurants, water activities, & dolphin watching. A perfect location! This is a very popular vacation rental building allowing short term rentals while still allowing you to use it personally at your convenience or you can make this your full-time home and provides you and your guests with unlimited access to the best sunsets available on this coast.. 2 spacious bedrooms and 2 bathrooms including a grand master suite with an en-suite bath enjoying a time at the beach that is undeniably memorable. While you are not able to leverage time at the beach, this building allows for short-term rentals (min 3 days) for your cash flow desires. Fully walkable to so much so your guests don't need a car which makes for ease and low-cost, convenient travel. Fully turnkey solutions are available for rentals so please ensure you inquire about this at your showing. Schedule your showing today and spend the winter months enjoying the sun and sand of beautiful Madeira Beach! Condo building features over $2 million in professionally engineered structural and common are element updates over the past five years including concrete, rebar, balconies, hallways, roof, pool heater and pool filtration system replaced, building generator replaced, repaved parking lots, pool recently resurfaced, pool bathroom upgrade, fencing around pool & bike storage, new emergency building generator, & much more. Seller's portion of special assessment paid in full.

12924 Gulf Boulevard Unit 510, Madeira Beach
$695,000
3 Beds ⋅ 3 Baths ⋅ Madeira Del Mar Condo SubDv. ⋅ 33708 Zip Code ⋅ TB8484925 MLS ⋅ Active Status ⋅ N/A BLDG.
Madeira Del Mar awaits offering flexible beach living at its best! This luxury island residence was built in 2021. The flexibility of use is yours to decide! You can Homestead as your primary residence, use as your own beach vacation home or you have the ability to legally rent it NIGHTLY or WEEKLY for income. Vacation Property manager is already in place, with future bookings for the new owner to inherit if desired. This beautiful 3 bed/3 full baths unit is begin offered FULLY FURNISHED. The light bright colors of the walls, flooring and finishes make this unit a tranquil sanctuary. Relax in your wide open living area, have a cup of coffee on your balcony and watch the sunrise or unwind at the end of the day with a cocktail. Your family will love coming back from the beach to the heated pool and simply relaxing. Madeira Del Mar is literally steps from the action, beach bars, fantastic restaurants and shops, miniature golf right across the street and a grocery store steps from the unit. You are also a little over two miles away from historic Johns Pass & Boardwalk. PLUS only a 3 minute walk to the pristine white powder sands & beautiful Gulf waters of Madeira Beach. Call Today, this one won't last!

15305 1st Street E Unit 202, Madeira Beach
$749,000
1 Beds ⋅ 1 Baths ⋅ Sandy Shores Condo SubDv. ⋅ 33708 Zip Code ⋅ TB8473441 MLS ⋅ Active Status ⋅ Sandy Shores BLDG.
Wake up to the sound of waves, salty Gulf breezes, and uninterrupted blue horizons—this top-floor beachfront penthouse is where the Florida dream becomes reality. Welcome to 12924 Gulf Blvd #502, perched high above the sugar-sand shoreline in Madeira Beach at Sandy Shores Condominiums. Whether you’re searching for a personal coastal escape, a proven income producer, or a smart 1031 exchange opportunity, this residence delivers on every front. From the moment you step inside, your eyes are drawn to sweeping, unobstructed views of the Gulf. The open-concept living space is filled with natural light and framed by hurricane-impact windows, creating a bright, airy atmosphere that feels both relaxed and refined. The updated kitchen features custom wood cabinetry, quartz countertops, and stainless steel appliances, perfectly positioned for effortless entertaining or quiet evenings after a day at the beach. The one-bedroom, one-bath layout is thoughtfully designed and sold fully furnished, including linens, cookware, and décor—truly turnkey for immediate enjoyment by you or your guests. Step outside and take advantage of resort-style amenities including a heated beachfront pool, grilling area, tiki hut, and convenient bicycle storage—all just steps from the sand. This property shines not only as a lifestyle purchase, but as a high-performing investment. Zoned for short-term rentals with no restrictions on owner use, the unit generated $73,000 in rental income in 2024 (despite storm-related booking disruptions) and $71,000 in 2025, making it a standout opportunity in a highly desirable market. Peace of mind comes standard here. The building has completed all required structural integrity inspections and reserve studies, boasts fully funded reserves, and has undergone significant recent improvements including upgraded balconies, resurfaced pool and parking lot, and a backup generator—rare and valuable features for a beachfront condominium. Location elevates everything. Situated directly on the beach and just steps from John’s Pass Village & Boardwalk, you’ll enjoy unmatched walkability to waterfront restaurants, boutique shops, fishing charters, boat rentals, dolphin tours, and live entertainment. St. Pete, Clearwater Beach, and Tampa are all an easy drive away, keeping this condo in constant demand with visitors year-round. This is more than a condo—it’s a proven income-producing beachfront penthouse in one of Florida’s most beloved coastal destinations. Opportunities like this are rare. Schedule your private showing and experience it for yourself.

12924 Gulf Boulevard Unit 502, Madeira Beach
$499,900
4 Beds ⋅ 2 Baths ⋅ Ridgewood Riviera SubDv. ⋅ 33708 Zip Code ⋅ TB8468417 MLS ⋅ Active Status
PRICE IMPROVEMENT - Make this your "FOREVER HOME!" - AFFORDABLE & UPDATED 4-bedroom block home - walk to Publix, Madeira Beach School, Slyce- & Osaka Restaurant - or bike across Tom Stuart Causeway to Madeira Beach! After Hurricane Helene - REMODELED, SPLIT BEDROOM plan, 2-bath rooms with 2-Car Garage; features: metal roof (2015) with gutters, newer energy-efficient windows, all new plank laminate & tile floors, 5" baseboards throughout, new interior doors, hardware, fixtures, kitchen with granite counters, new appliances, lighting, ceiling fans, newer duct work & attic insulation, "Carrier" A/C, water filtration system, laundry hook-up in garage, newer "Bradford" hot water heater, HIGH-IMPACT GARAGE DOOR, hurricane shutters & panels for all windows, pull-down ladder into attic. MOVE-IN READY! Entertain & barbecue in the large 280 sqft screened back porch. 15-year (from 2024) transferable warranty by Hafke Plumbing (attached to listing) for replacement of NEW under-slab sewer lines, vent stacks & drain arms for vanities and kitchen, plus exterior line replaced with all PVC pipes, and more. Boundary Survey available (attached to listing). Home is located on quiet street (Underground cables), minutes to top-rated schools, world-famous beaches with boat ramps & Beach Trolley, local parks, Tyrone Shopping Mall, Seminole City Center, St. Pete College, and a short 20 minutes ride to vibrant downtown St. Pete. Perfect for your primary home, investment or AirB&B rental!

4723 114th Street N, Madeira Beach
$299,000
1 Beds ⋅ 1 Baths ⋅ Tropic Shores Apt Motel Condo SubDv. ⋅ 33708 Zip Code ⋅ TB8447020 MLS ⋅ Active Status
Vacation Home, Full Time Residence, or Rental Income! Fully renovated, ground-floor Madeira Beach coastal getaway in the highly desirable Tropic Shores condo-hotel, just steps from the Gulf of Mexico’s sugar-sand beaches and minutes from John’s Pass Village & Boardwalk. This turnkey, fully furnished 1-bedroom has been renovated top to bottom with new white shaker cabinets, quartz countertops, updated bath vanity, fresh drywall and paint, hurricane-rated windows and doors, new stainless-steel appliances (full oven, microwave, refrigerator), and stylish coastal décor throughout. The ground-floor location offers direct, effortless access to the heated pool, grill area, and parking, perfect for personal use or high-demand vacation rentals. Short-term rentals are allowed with no owner-use restrictions, and on-site management can handle bookings and guest services for true hands-off income potential. Enjoy ease of ownership with the HOA providing flood insurance, building insurance, basic cable, internet, exterior maintenance, and on-site laundry facilities. Truly turn-key, additional major recent upgrades include HVAC 2024 and Water Heater 2025. With beach access directly across the street and walkable proximity to restaurants, cafés, boat tours, fishing charters, and waterfront entertainment, this condo offers exceptional value as a vacation home, income-producing investment, or better yet, BOTH!

14251 Gulf Boulevard Unit 5, Madeira Beach
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