Vacation Condo Rentals By Owner In Madeira Beach, FL

Bring the whole family for a beachside escape just steps from the sand. This spacious 2 bed/2 bath condo features an open, sun-filled layout, a fully equipped kitchen, dining space, and private balconies perfect for catching coastal breezes and sunset skies. Enjoy resort-style amenities including a pool and hot tub, plus Wi-Fi, TVs in every room, washer/dryer, and parking for one vehicle. Beach gear—chairs, umbrella, towels, and a wagon—is included for effortless beach days.brbrThe spacebrLocated on the top floor, this bright and spacious 2 bed/2 bath condo is designed for an easy, comfortable beach stay, with glimpses of blue water and a light, coastal feel throughout. The open living area flows seamlessly to private balcony access, creating the perfect spot to enjoy ocean breezes and unwind after a day in the sun. The fully equipped kitchen makes dining in easy, and the in-unit washer and dryer add everyday convenience.brbrThe primary suite features a king bed, private balcony access, and an ensuite bathroom, while the second bedroom offers a queen bed with a full guest bathroom nearby. The layout comfortably accommodates up to 6 guests. We add value by including beach essentials—towels, chairs, an umbrella, and a beach wagon—along with high-speed Wi-Fi and one parking space to make your stay seamless from start to finish.brbrGuest accessbrGuests have full resort privileges to access most amenities including a small 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.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- Absolutely no pets or emotional support animals, no exceptions can be made!br- Towels and belongings cannot be draped on balconies/railings/bushes.br- Guests are responsible for removing all personal belongings upon check-out. We cannot be held liable for any items left behind.brbrThank you for your commitment to respect and care for our property, we hope you enjoy your stay and we are happy to share this special place with you!

Madeira Beach Penthouse Gulf Views Balcony Sunsets

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$396.14

Watch the dolphins play from this beautifully fully renovated 3 bedroom 2 bath ground floor waterfront unit in a gated community! Master bedroom has a king sized bed and water views! Second bedroom has a queen sized bed. The third bedroom has a queen size bed. It sleeps 6 comfortably and can sleep up to 8 with a modular living room couch (can move to form queen size bed). Comes with a full size washer and dryer as well as a fully equipped kitchen with a Keurig coffee station! There is a large waterfront enclosed back porch with a grill outside. brbrSwim in the 2 community pools and enjoy the sun in the chaise lounges. Catch your own fish from the 3 private community fishing piers right here! (Note: common area renovations may not be completed).brbrThe unit has an outside google nest doorbell system with camera for added security. It monitors the front door and part of the outdoor patio. The unit is on the water and only a short 7 minute walk to the beach to watch the gorgeous sunsets. Or walk to bar and ROC Park next door with a ball field, tennis courts, and basketball. A short 2 mile drive to the famous John's Pass Village for fishing charters, motor sports and more!brbrArchibald Beach Park is 0.3 miles away and is only a 7 minute walk to the beach, 1 minute by car. Grocery store is 0.2 miles away, a 4 minute walk or a 1 minute drive.brEnjoy your Florida beach vacation with sandy toes and salty kisses!brbrPlease respect our home just as you would respect your home. Excessive noise or rowdy complaints from owners will possibly require removal without a refund by condo association.brbrReservations made for teenagers or young single groups will be honored ONLY with any accompanying adult staying in the unit at ALL times. We require at least one member of the party to be 25 (twenty-five) years of age.brbrSorry, no pets allowed. Owners are highly allergic.brNO SMOKING OR VAPING!! You will be charged $500.00 min. for smoking odor in the unit.brbr$50 non-refundable condo association application feebr$200 one-time cleaning fee (includes tax)br$59 Damage protection fee or refundable deposit of $1500 optionbrTax rate 13%

Madeira Beach Waterfront Paradise

Madeira Beach, Florida, United States

Bed

Bath

8

Sleeps

$169.15

Walk to Archibald Beach | Waterfront Community w/ 2 Heated Pools | Furnished Balcony | 13 Mi to St. PetebrbrDreaming of warm sand between your toes and thrilling adventures on the water This Madeira Beach vacation rental promises a memorable stay! Wake up with a refreshing pool dip, then stroll across the street for an afternoon on the Gulf or explore John's Pass Village. Time to unwind The balcony is perfect for sipping cocktails and soaking in the stunning views. Your bayfront escape awaits!brbr-- THE PROPERTY --brbrMADEIRA BEACH YACHT CLUB AMENITIESbr- 2 outdoor pools (heated)br- Billiard room w/ pool tablesbr- Grilling areabr- SaunabrbrOUTDOOR LIVINGbr- Furnished screened balcony w/ bay viewsbr- Beach chairs & towelsbrbrINDOOR LIVINGbr- Open-concept layoutbr- 2 Smart TVsbr- Dedicated workspacebr- Board games & booksbr- 4-person dining area, high-top seatingbr- Washer & dryerbr- Ceiling fansbrbrKITCHENbr- Refrigerator, stove/oven, microwave, dishwasherbr- Cooking basics, dishware/flatwarebr- Drip & Keurig coffee makers (starter coffee provided)brbrACCESSIBILITYbr- Single-story condo on 2nd floorbr- Exterior staircase for entrybrbrPARKINGbr- Paid parking in community lot (first-come, first-served, $50 fee, paid on-site)brbr-- THE LOCATION --brbr- Quiet gated community tucked between beach & Intracoastal Waterwaybr- Across street from Archibald Beach Parkbr- 2 miles to John's Pass Village & Boardwalkbr- Under 4 miles to Treasure Island Beachbr- 13 miles to Downtown St. Pete & The Dalí Museumbr- 14 miles to Clearwater Marine Aquariumbr- 15 miles to Fort De Soto Parkbrbr-- 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- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- Please observe quiet hours from 10:00 PM to 7:30 AM Sunday through Thursday and from 11:00 PM to 7:30 AM Friday and SaturdaybrbrADDITIONAL INFORMATIONbr- This single-story condo on the 2nd floor requires an exterior staircase to enterbr- A mandatory $50 parking fee must be paid directly to the main office upon arrivalbr- The community gym and hot tub are under construction and not available for guest usebr- Golf carts are not allowed at the property

Sand, Sun & Poolside Fun! Madeira Beach Retreat

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$276.24

MADEIRA BEACH. TOTAL PRIVACY at SUNGLOW SEASIDE IS A RARE in TOWN PROPERTY FIND.. SLEEPS 4. THIS GROUND FLOOR END UNIT CONDO is CLOSEST TO THE GULF. It’s just 2 short blocks to DOWNTOWN MADEIRA BEACH. ...SHOPS, BOUTIQUES, local Pubs, RESTAURANTS. We’re located on a MILE of PRIVATE RESIDENTIAL BEACHFRONT. PERFECT for Guests wanting a spectacular beach walk. All CONDOS were RECENTLY UPDATED & PROFESSIONALY REDECORATED. This condo has NEW ZONE AC( not like hotels, Shared AC or Wall shaker); all new SHAKER KITCHEN CABINETS & QUARTZ COUNTERS . BATHROOMS HAVE TUB /Shower. br**FILLING FAST...DON’T WAIT, ITS A VERY POPULAR & CONVENIENT DOWNTOWN LOCATION...brSUNGLOW MADEIRA BEACH is a QUAINT BEACHSIDE “VILLA STYLE” PROPERTY LOCATED IN MADEIRA CENTRAL, A VERY UPSCALE & PRIVATE SETTING. by the SEASIDE!brSUNGLOW SEASIDE IS A MODERNIZED GULF FRONT CONCRETE STRUCTURE with 6 NICELY UPDATED 1 BEDROOM Condo Apartments...1 SMALLER Cozy Studio. Some Units are PET FRIENDLY. br... Just PARK your CAR and WALK 2 short blocks to TOWN & EVERYTHING... Wynn Dixie groceries, Dollar Store, Swim Surf Style Shop, Boutiques, Salons, new CVS Pharmacy, 12-14 Restaurants, CANDY KITCHEN, Library & Post Office, Famous Daiquiri Shack, enjoy our NEW SALTWATER HIPPIE Beach Bar & BRASS CAPTAIN BAR & GAMES ROOM. The BEACHFRONT SNACK SHACK, just 2 blocks, has a full patio Restaurant on the SAND for all meals, perfect for viewing the Sunset. brJust 3 blocks to MADEIRA Beaches new 15 Million Dollar Waterfront SPORTS RECREATION COMPLEX...Tennis,soccer, baseball ,basketball, yoga classes, FISHING. PIER brSpend a day browsing 1100’ of shops/boutiques/eateries at The Worlds Famous Johns Pass Waterfront Boardwalk just a 12 min walk along the beach. brSUNGLOWS UNIQUE LOCATION is at the start of a MILE of MAGNIFICENT GULFRONT HOMES ...and NO People! GO for A STROLL up the PRIVATE BEACH , Enjoy NATURE, Let Your MIND Wander Out To SEA, BREATHE Healthy SALT AIR and RETURN BACK HOME A NEW PERSON.brENJOY DOLPHIN Watching or maybe catch a SEA TURTLE Laying Her Eggs, SHELLING, Sunbathing, Swimming, Snorkeling etc.brSUNGLOW...a Small Gulfside Resort by the SEASIDE, brBEACH TROLLEY stops out front, $2.50 for an all Day Passes .. a fun ride... do the loop & just stay on the Trolley. brBeach Rentals available with delivery to Sunglow...Great RATES FOR : Paddle Boards , BEACH BIKES & Scooters. Nearby SNORKEL,SCUBA Rentals, DEEP SEA FISHING etcbr OuR PINELLAS TRAIL, over 26 miles long, is just 10 min away. brMajor Attractions within 30 min: Busch Gardens, Lightning Hockey, Buccaneers Football, Rays Baseball, Cruise Ships, Hard Rock Casino and GOLF COURSES everywhere.br...Or just Kick Back and CHILL at Sunglows Sandy Private Beach on our New CHAISE LOUNGERS with UMBRELLA & BEACH TOWELS complimentary to our GUESTS. brFREE Gas BARBECUE for your Cookout, FREE Onsite PARKING and FREE WiFI. brGROUND FLOOR & NO ELEVATORS.brbrSUNGLOW SEASIDE in Madeira Beach is a JEWEL by the SEA...brbr

PRIVACY, RELAX with the DOLPHINS at the SEASIDE,no people. LOUNGERS & UMBRELLA,

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$447.71

** Heated Pool!** Winter Specials**brRelax and take in the saltwater breeze and gulf-view sunsets as you create your dream vacation in Florida’s beautiful Madeira Beach. Located on the beach side, just across the street from the world-famous John’s Pass Village and Boardwalk. This 2 bedroom, 2 bath, Sandy Shores oceanfront condo has an open layout with all modern amenities and is only footsteps away from the shore. Spacious, fully-stocked kitchen, with modern appliances, and plenty of room to enjoy your very own slice of paradise.brbrThis stylish open-concept living has a great layout for your family. With balcony access from both the living room and the oversized master bedroom, you can sip your morning coffee on the deck enjoying the sounds of the waves as you plan the day’s adventure. The living room features plush furnishings accented by the Florida beach vibe. And of course, beach supplies are also provided, like chairs, boogie board…brbrThe bedrooms are comfortable and well-appointed, featuring plenty of storage and flat-screen TVs. No detail has been missed. The spacious primary bedroom has a California King Bed, while the second bedroom has two Full-size beds. The primary bathroom has a walk-in shower, and the second bathroom has a shower/tub combo. brbrDownstairs you’ll enjoy the beach-side, community pool where you have full access to community grills and tiki-covered tables. Perfect for a memorable family picnic and watching that infamous sunset. There is full beach access where you can take a relaxing stroll along the sugar-white sand of Mad Beach. brbrNo need for a car here. With over 130 boutiques, restaurants, local breweries and attractions, you can shop, eat local cuisine and rent any water sport you can imagine (like parasailing or deep-sea fishing) all within walking distance. Or… take a quick day trip to St. Petersburg and check out the St. Pete Pier, the Dali Museum or visit the Sunken Gardens.brbrBonus! With us, you are not dealing with some distant management company. We are a local husband and wife team that prides ourselves in making your vacation one you'll remember.brbrHowever you choose to spend your Madeira Beach vacation, Sandy Shores #110 is ready to welcome you to your home away from home. Book your preferred dates today!

Beachside 2 bedroom Condo w/ peekaboo beach view and Beachfront Heated Pool

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$271.83

Nestled along the Prestine shores of the Gulf Of Mexico, This centrally located condo in Maderia beach Yacht club offers a beautifully renovated 2 bed/2 bath unit. The main level has a fully equipped kithen w/ brand new appliances and so much more, a tastefully decorated dining room and living room. Condo offers a full size washer and dryer on the second floor. The condo offers 2 heated pools, a well equipped fitness center,sauna, billardsroom,shuffleboard and 3 fishing piers. You are a 7-10 min walk to the Maderia's best beach,along with local restaurants/bars, shopping. Shopping community John's Pass.brbr* This unit has stairs to get to. It is NOT on the ground floor. It also has stairs in the unitbrbrbr*There is security cameras on the property, one being located, when you first walk up the stairs, outside, and one in the patio area, where all of the beach and fishing poles are located.brbrCurrently the fitness center is not open due to the Hurricanes. brbr* All rentals have a 7 night minimum stay. There is a condo association application that must be filled out 15 days prior to your arrival so that parking passes and other access cards can be ready for your arrival.

The Beach is Calling You! Sleeps 6, Coffee Bar/Keurig

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$241.73

This one bedroom penthouse condo on Madeira Beach is available for rent at prestigious Ocean Sands directly on the Gulf of Mexico. The living room and bedroom each have Gulf views. The bedroom has two full-size beds and a spacious walk-in closet. An additional 1/2 bathroom is located in the front of the unit. The condo also includes a queen size air mattress and sleeps four very comfortably. brbrThe unit includes a full-size washer and dryer. Beach chairs and beach towels are supplied. Contactless entry is available for check-in. The unit is also stocked with sufficient paper goods to cover at least a monthly stay.brbrOcean Sands has one of the largest swimming pools on the beach with plenty of poolside chairs and a spectacular tiki hut equipped with outdoor BBQ grills. brbrHigh-speed internet is included. Living room includes a 55' 4K QLED television and a Blu-Ray player. Bedroom includes a 42' HD LED television and a Blu-Ray player. brbrOcean Sands is only a seven hour drive from Atlanta. The Gulf Blvd. trolley is available in front of the condo complex every 30 minutes. Most amenities (shopping, restaurants, charters, cruises, water sports) are located within walking distance. Tampa International Airport is a 30 minute drive. Busch Gardens is 45 minutes away and Walt Disney World is less than two hours away. Covered parking is supplied with ample room for guests. brbrKeyword: Beach, Gulf Front, Gulf View

One Bedroom Penthouse Condo on the Beach at Ocean Sands

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$353.7

Be among the first to experience this stunning, newly refreshed luxury beachfront condo, everything is brand new, from the furniture and linens to the kitchenware, thoughtfully curated for your comfort and style.brThis top-floor, penthouse-style 2BR/2BA condo offers a bright, airy design with high ceilings and breathtaking Gulf views, located in a boutique beachfront building at Madeira Beach, just steps from the famous John’s Pass Village. brbrWelcome to your beachfront escape where white-sand beaches, turquoise waters, and unforgettable sunsets become part of your everyday experience.brbrStep into a light-filled open living space designed for both relaxation and connection. Floor-to-ceiling sliding doors open to your spacious private balcony, seamlessly blending indoor comfort with outdoor beauty. The living room features a large 75-inch Smart TV and a comfortable seating area, along with a queen-size sleeper sofa with a premium memory foam mattress.brbrPrivate balcony is truly special. Feel the ocean breeze as you take in beach views, with dolphins often seen gliding across the water.brUnlike other beachfront condos that offer only chairs or patio seating, our balcony features a luxury canopy daybed overlooking the Gulf, creating a private oceanfront lounge experience. brComfortable seating and a dining table make it perfect for morning coffee, sunset dinners, or simply unwinding to the sound of the waves.brbrThe open-concept kitchen flows effortlessly into the living space and offers beautiful Gulf and beach views while you cook. Fully equipped with everything you need, including coffee maker, toaster, kettle, mixer, cookware, dishes, and wine & champagne glasses - ideal for both quick breakfasts and relaxed dinners. A stylish bar seating area adds the perfect spot for casual meals or a glass of wine.brbrThe serene master bedroom is a thoughtfully designed retreat featuring soft coastal tones, stunning Gulf views, and direct access to the balcony. brIt includes a comfortable king-size bed with a firm mattress, walk-in closet, dresser, 55-inch Smart TV, bedside lamps with USB and USB-C charging. brA private en-suite bathroom with a walk-in glass shower, dual vanities with granite countertops, and elegant finishes.brbrThe second bedroom is equally comfortable, featuring a queen-size bed with a firm mattress, bedside lamps with USB and USB-C charging, a dresser, closet, and a 55” Smart TV.brbrThe second bathroom is bright and stylish, featuring granite countertops, beautiful designer tile, and a glass-enclosed bathtub/shower combination.brbrStep outside and enjoy direct gated keyed access to a pristine white-sand beach with soft, powdery sand and crystal-clear turquoise waters. Whether it’s morning walks, beach days, or sunset views, this is coastal living at its finest.brbrResort-style amenities include a heated pool open year-round and a relaxing beachfront hot tub. Charcoal grills are conveniently located near the pool and lobby, along with picnic tables, perfect for outdoor dining and gathering.brbrThis home is well-suited for families. We’ve thoughtfully included toys, beach chairs, umbrella, a portable crib, and a highchair, making travel with children easy and stress-free. brbrThe layout, elevator access, and walkable location make it ideal for families with strollers and multi-generational stays.brbrIt’s also a perfect choice for snowbirds and longer stays, offering all the comforts of home in a peaceful beachfront setting, including a fully equipped kitchen and in-unit washer and dryer.brThe condo is located in a boutique building (only 15 units) with elevator access, secure lobby entry, and free parking.brbrLocation is everything:brjust across the street, John’s Pass Village offers over 100 shops, restaurants, live music, boat tours, fishing charters, and vibrant waterfront entertainment. Everything is within walking distance, so you can truly relax and enjoy your vacation without needing a car.brbrWe’re not a large management company - we’re a small, family-run business that truly cares about every guest. Every detail in this home has been thoughtfully designed with comfort, quality, and your experience in mind. We respond quickly to all messages and are always happy to assist with anything you may need to ensure a seamless and memorable stay.brbrThis is not your typical old beach condo. A modern building with stylish interiors, thoughtfully designed to create a relaxed coastal feel.brbr• Stunning Gulf view from living room & master bedroombr• Open-concept modern kitchenbr• Porcelain flooring throughoutbr• Updated bathroomsbr• Large walk-in closet in master bedroombr• Bright, airy design with high ceilingsbr• Spacious private Balcony is accessible from both: living room and master bedroom.br• 75-inch smart TV in living roombr• Smart TV`s in both bedroomsbrbrLocated on the 3rd floor with elevator access, the condo is perfect for families with strollers, seniors, and guests planning longer stays.brbrEnjoy comfortable bedding, soft cotton linens, and plenty of space for both short and extended stays.brbrFully equipped kitchen features granite countertops, stainless steel appliances, and breakfast bar, ideal for cooking or casual dining.brbrFull-sized in-unit washer & dryer adds extra convenience.brbrWe’ve also included thoughtful extras to make your stay seamless:brbr• Beach chairs & umbrellabr• Pool towelsbr• Complimentary starter pack of coffeebr• Fresh bath towels & cotton linensbr• Full-size shampoo, conditioner, and shower gel, hand soapbr• Board games and toysbr• Portable cribbr• Highchairbr• Beach toysbr• Safe, walk-out pool and beach accessbrbrA starter supply of essentials is provided, including toilet paper, laundry detergent, trash bags, and dishwasher pods (not replenished).brbrAmenities include:brbr• Direct beachfront locationbr• Private balcony with comfortable seating br• Heated beachfront pool (perfect year-round)br• Beachfront hot tub (spa)br• Gated beach access with keybr• Free parkingbr• Outdoor grill and lounge areabr• Elevator accessbr• Secure private lobby accessbrbrKids of all ages are welcome but please note: the condo is not childproof (no outlet covers, cabinet locks etc.). Guests are responsible for supervising children, especially on the balcony.brbrCrimson is a Smoke Free property including all private balconies and common areas.brPack light and relax! Everything you need for a stress-free, comfortable beach stay is here.brbrSet in a highly sought-after beach location, with dining and entertainment nearby, evenings may feature a subtle backdrop of music.brbrThe location is also close to St. Petersburg, with easy access by car or Suncoast Beach Trolley public transit service that runs along the Gulf Coast. It connects beach towns from Clearwater Beach in the north to Pass-A-Grille in the south, if you’d like to explore more of Florida’s beautiful Gulf Coast. Bus stop is conveniently located near the condo.brbrFor a unique family-friendly activity, Smugglers Cove Adventure Golf offers an entertaining 18-hole mini golf course complete with waterfalls and even live alligators.brbrWhether you’re looking for relaxation, adventure, or a bit of both, Madeira Beach delivers an unforgettable coastal experience.

Upscale Beachfront Condo • Gulf View Balcony • Pool• Steps to Johns Pass &Dining

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$431.54

Welcome to Sea Breeze 101! Your whole family will enjoy this spacious condo on the sand in beautiful Madeira Beach! Once you step inside your eyes will take you to the amazing view of the stunning Gulf from your private balcony! The fully stocked kitchen invites you to cook the family meals to eat al fresco or at the dining table! No one will have to argue about sleeping arrangements because there are plenty of beds for everyone! Pick your favorite, then head off for a dip in the pool or Gulf!

Sea Breeze 101 Beach Bliss

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$174.84

Enjoy an exceptional value in one of the best properties on Madeira Beach. brbr brbrThis Studio condo offers a breathtaking view of the Gulf of Mexico from your private 10th floor balcony. Sit back and relax. brbr brbrThe Ocean Sands resort in beautiful Madeira Beach simply can't be beat. This prestigious and secure complex is situated directly on the beach, and includes a gorgeous pool and hot tub, beachfront grills, on-site parking, and walking distance to shopping, dining and activities. brbr brbrThis over-sized beachfront Studio features brbr--Private Beachfront Balcony brbr--Comfortable Queen size Murphy Style bed brbr--Plenty of Seating in the Living Room Area for Beach and Sunset Viewing brbr--Free WiFi brbr--Big screen HDTV brbr--Fully Equipped Kitchen brbr--Washer/Dryer brbr--The Murphy bed folds up against the wall to open up a large living room and social area for eating, relaxing or playing. brbr brbrNearby activities include sailing, kayaking, biking, shopping, parasailing, jet skiing, boat rentals, shopping, or fine dining. If you're more of a sports fan, catch a game with the Tampa Bay Buccaneers, Tampa Bay Lightning, Tampa Bay Rays, or one of the many teams that visit the area for Spring Training. Visit world-class museums, exciting concerts, or historic Florida landmarks. There's always something to do.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!

Upper Floor with Exceptional Views. Beachfront Studio. Private and Peaceful Complex. Heated Pool.

Madeira Beach, Florida, United States

1

Bath

Sleeps

Exceptional(1)

$236.79

Waterfront Retreat with Marina Views – Steps to Beach & John's PassbrWelcome to your perfect Madeira Beach getaway! Located at Madeira Bay Resort & Marina, this charming 2-bedroom, 1-bath condo offers the ideal blend of comfort, convenience, and coastal beauty—perfect for families, couples, or a relaxing escape by the water.brbr Coastal Comfort & Relaxationbr Step inside to an inviting open-concept living space with coastal-inspired décor that reflects the laid-back charm of Madeira Beach. The fully equipped kitchen features modern stainless steel appliances, making it easy to prepare meals at home, while the comfortable living area is perfect for unwinding after a day in the sun.br Enjoy your morning coffee or evening cocktail on the private balcony overlooking the marina—watch boats glide by, spot local wildlife, and soak in the peaceful waterfront atmosphere.brbr ️ Comfortable Sleeping Arrangementsbr - Primary Bedroom: King bed, TV, ceiling fan, and direct access to the full bathroombr - Guest Bedroom: Twin beds—ideal for children or additional guestsbr - Bathroom: Full bath with shower/tub combinationbrbr ️ Resort Amenities & LocationbrYou'll love the amenities and unbeatable location:br - Heated pool & hot tubbr - Marina access with optional boat slip rentalsbr - Covered parkingbr - On-site dining at Latitudes Restaurantbr - Directly across the street from the Gulf beaches (just steps away!)br - One block from John's Pass Village & Boardwalk, filled with shops, restaurants, and water activitiesbrFrom dolphin cruises and parasailing to fishing charters and sunset sails, adventure is always within reach.

New Listing! Madeira Bay Resort #204 – Marina Views & Steps to the Beach

Madeira Beach, Florida, United States

Bed

1

Bath

6

Sleeps

$414.15

The Harbor At Town Center is a brand new property in Madeira Beach!brbrTop reasons to Book:br• Private and beautifully furnished balcony overlooking the marina!br• Steps away from beautiful, white sand Madeira Beach!br• Wonderful amenities such as heated pool and spa as well as free Wi-Fi, 2 secured parking spots, and a washer and dryer!br• Beautifully decorated throughout to reflect coastal comfort.br• The location is great too! Close to a variety of restaurants, entertainment, and unique shopping.brThe spacebrWe are open to guests bringing pets or booking a week stay. Please message us for more details!brbrOn the bay of peaceful Boca Ciega, find your ultimate dream vacation. This spacious three-bedroom condo is the perfect place for your next getaway. Located on the third floor, this unit has an open concept living room, dining room and kitchen area. It features stainless appliances and beautiful countertops. The kitchen has a breakfast bar for additional seating. The living room features a large flat screen tv and an oversized couch to wind down for the evening while taking in sunset views overlooking the marina. There are windows everywhere to enjoy the incredible water views. A true gem with a large private balcony to enjoy the sunsets over the emerald bay. This unit is well equipped with ample seating both inside and outdoors. The location is great too-conveniently positioned within easy reach of world-class Florida beaches and central Madeira Beach attractions. A short stroll along Gulf Boulevard offers several beach access points on the way to dining and entertainment around the area.brbrWhen it is time to retire for the night, The main bedroom features a comfortable king size bed as well as direct access to your private balcony. Attached to the main bedroom is the primary bath which has dual sinks and a luxurious walk-in shower. The 2nd bedroom features a queen size bed. For additional sleeping arrangements, the 3rd bedroom has 1 twin/full bunk bed set. The shared full bath includes a tub/shower combo and there is an additional half bath for your convenience.brbr3 Bedrooms / 2.5 BathroomsbrBedroom 1 - 1 King Sized BedbrBedroom 2 - 1 Queen Sized BedbrBedroom 3 - 1 Twin/Full Bunk BedbrbrGuest accessbrAll spaces are yours to access.brbrOther things to notebrNo pets allowed. Minimum rental age is 25 years old. Adults under 25 years of age must be accompanied by a parent. This House Rule overrides all information you may see on the ad of the property. Breaking this rule will lead to cancellation and/or eviction. Smoking is not allowed anywhere at the vacation rental property inside or outside of the home. Your check-in time is a firm 3:00 PM EST. No early check-ins will be permitted. Your check-out time is a firm 10:00AM EST. A fee will be incurred for late check-outs. No events or parties of any kind are permitted.

The Harbor Condo Beach Escape!

Madeira Beach, Florida, United States

Bed

Bath

7

Sleeps

$192.1

Beautiful 1 bedroom condo located in Madeira Beach perfect for 2. Cross at crosswalk to miles of beautiful white sandy beaches and warm gulf waters. At night you will see the most amazing sunsets. No car needed you can walk to restaurants and shopping. Johns Pass is just a few blocks away where you will find water sports, specialty shops and so much more. Community pool for your use and there is community laundry onsite too, parking first come first serve

Adorable Beach Condo Located In Madeira Beach

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$177.99

Construction Notice 'Updated 7/13/2025': Please be aware that through September 1st, there will be ongoing building construction involving piping work. Guests may experience some inconveniences from this work. Until further notice, there is construction including the pool and hot tub being out of order, occasional changes to parking between on-site and off-site lots, and normal construction-related eyesores. We appreciate your understanding as the building improvements are completed!brbrCompletely Remodeled Madeira Towers Beachfront 2 Bedroom 2 Bathroom Condo.brbr$100 APPLICATION FEE PER ADULT OVER THE AGE OF 18.brbror $140 EXPEDITED APPLICATION FEE PER ADULT OVER THE AGE OF 18.brbrThis beautifully renovated 2 bedroom 2 bathroom condo invites you to enjoy the warm salty air as you listen the waves crash on the water.brbrThe 8th floor balcony overlooks the panoramic view of the white sands of Madeira Beach and turquoise water of the Gulf of Mexico. brbrThis beachfront condo has coastal colors, new tile floors, contemporary beach décor and new furniture throughout.brA modernized L shape kitchen awaits you with its Quartz counter tops and stainless steel appliances, terrific for entertaining family and friends.brbrThe open floor plan is great for family interaction. Den has a sectional couch and large flat screen TV. Sitting space has two sets of sliders with views of the Gulf of Mexico.brThe beautifully appointed master bedroom has a king size bed, stunning water view and access to the balcony. There is a flat screen TV and attached full bathroom.brThe guest room has a full size bed and flat screen TV.brGuest bathroom has tub / shower combination.brOff the kitchen is a utility room with washer and dryer for your convenience.brbrOutside you will find the beachside pool with lounge chairs, hot tub, BBQ grill and beach access.brbrMeander through the dunes to the beach for a morning walk or a front row seat for the colorful sunset.brbrThere is an assigned parking space.brbrMonthly rental.brbrHOUSE RULES and Special requirements:brbr You must be 25 years of age to book any of our homes. The person booking the home must be one of the occupants.br Monthly Minimum Rentals. 'No Broken Months allowed'br 14 Days advance booking normally required for Association approvalbr Lease application to be completed along with payment of the $100.00br Additional online background check '$65 per person' to be completed by tenants.br NO PETS 'Strictly enforced by the Condo Association'br No Smoking. - $250 extra cleaning charge for smoking in the unitbr No Parties.br No Trailers.br Check-in is after 4pmbr Check-out is before 10am

Madeira Towers 802 Renovated Beachfront Condo

Madeira Beach, Florida, United States

Bed

Bath

4

Sleeps

$199.35

Fully renovated, fully equipped, main floor 2 bdrm condo, short walk to the beach! Property has 2 pools. Pickleball and tennis courts are across the street and are free. Close to many golf courses.brbrAdjacent to Gulf Blvd, close to many restaurants and bars. John's Pass and Treasure Island are just down the road. 4 fishing piers on site.brbrSpacious living room area with open kitchen and dining area. Master bedroom has king bed, 2nd bedroom has a queen size pull out bed.

2 Bedroom condo, located the Intercostal,walking distance to the beach!

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$259.9

2 Bedroom, 2 Full Baths - Sleeps 6!br30 foot gulf front balcony with seating for 6 to enjoy your coffee and dinners while watching dolphins play and beautiful sunsets. brBathrooms and kitchens have been remodeled in this fully equipped 8th floor condo that delivers all the conveniences you would want for your stay.brLarge master with walk-in closet and king size bed. Newly remodeled bath with jetted tub, grab rails and double vanity with granite countertops. Second bedroom two full sized beds and a full size closet. Guest bath is all new with huge walk-in travertine shower with grab rails and handheld showerhead, vanity with granite countertop, and 36' entry door to bathroom. brSofa converts to a queen-size bed, and there are plenty of sheets, pillows and blankets. Also available are a child's crib, highchair, and stroller. brKitchen is totally remodeled with solid wood cabinets, granite counter tops and all new stainless steel appliances. Kitchen is equipped with all appliances including dishwasher, coffeemaker, blender, airfryer, instapot, electric grill, cookware, utensils, dishes and cutlery. brFull size washer and dryer, iron and ironing board, hair dryers. All linens provided. Beach towels, chairs, coolers, beach toys and umbrellas provided. Each bedroom has cable TV and there is a SmartTV in the main living area for access to all of your favorite apps. Book and movie library. Free Wi-Fi. House phone with free local and long-distance calls anywhere in the U.S. brLarge heated pool and hot tub. Tiki hut with large charcoal grill and shuffleboard. Gate Access to private beach. Beach trolley provides transportation.brCovered parking with designated spot.

Nightly Sunsets from a Stunning Remodeled Gulf Front Condo

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$164.71

Perched on the shores of Madeira Beach, this stunning home offers a wrap-around view of the Gulf of Mexico that will take your breath away. With two bedrooms and two baths, including a luxurious king room and a cozy queen room with bunks, this home is the perfect seaside retreat for your extended stay. Watch the sunsets from your balcony and immerse yourself in the tranquility of direct Gulf front living.brbr-- THE PROPERTY --brbr4114brbr**PLEASE BE AWARE - The community pool is currently unavailable and is scheduled to be under construction until April 2026, though the completion date is not guaranteedbrbrThe property includes a jacuzzi for the ultimate in relaxation and comfort. A minimum 4-week stay is required, with bookings available in 4-week increments, ensuring you have plenty of time to unwind and enjoy the beachfront lifestyle. brbrFire up the barbecue grill in the common area and savor a delicious meal while taking in the stunning ocean views.brbr-- THE LOCATION --brbrConveniently located within walking distance to a grocery store as well as a variety of restaurants and bars, including Bubba Gumps, Hooters, and the famous Bamboo Beer Garden. Explore the local fishing fleet, embark on dolphin watching tours, or rent a boat for a day of adventure on the water‚ for the sporty vacation there are tennis courts, pickleball courts, and basketball courts -- all just steps away from your front door.brbrFor nature lovers, the Nature Coast Botanical Gardens and Weeki Wachee Springs are just a short drive away, offering opportunities for outdoor exploration and wildlife encounters. With Tampa Intl. Airport and St Petersburg Clearwater International Airport within easy reach, getting to and from your seaside oasis is a breeze.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- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- The community pool is currently unavailable and is scheduled to be under construction until April 2026, though the completion date is not guaranteed

Steps to Sea! Snowbird Escape in Madeira Beach

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$250.22

25% HURRICANES DISCOUNT FOR MONTH OF DECEMBER. We were very lucky at the Madeira Norte. We lost a bunch of our landscaping and were covered in sand but other than that our building and unit were not damaged by neither Hurricanes Helene nor Milton so we are offering a 25% discount for all nights until the end of December.brUnit #411 at The Madeira Norte. It’s a recently renovated 2-bedroom, 1.5-bathroom vacation rental that can sleep up to 6 guests. It boasts a stunning 100% panoramic view of the beach and water from its spacious balcony. See the dolphins swim in the Gulf of Mexico while you drink your morning coffee. In the evening relax as you watch the sun slowly sink into the Gulf during one of Madeira Beach's famous sunsets. brDivide your days by lounging at the building's beautiful and ample sized pool area (located right on the beach) and strolling on Madeira's white powdery sand. brAs you walk in the front door you will realize that you can already see the Gulf of Mexico. In fact, you have views from about 2/3rds of the Condo, including the master bedroom. The entire unit is furnished with beautiful clean tile flooring. When you walk into the kitchen from the entryway you will find a renovated high ceiling room with newer appliances. It has been updated with stone countertops and new cabinets. It's opposite (now widened) door leads out to the dining area. brThe living room boasts of a new black leather sectional sofa containing a pull-out sleeper, a comfortable electric recliner, and a large flat screened TV to compliment it 's gulf view. The living room and master bedroom both have sliding glass door access to the double wide beachfront balcony. There is plenty of seating in the dining and living areas for your family and friends to enjoy. brThe master bedroom offers a King size bed and is attached to its own private fully renovated granite and tile half bathroom and then to a second full bathroom which is also granite and tile which has a glass-doored walk-in shower. brThe second or back bedroom contains 2 twin beds.brAdditional amenities include free high speed wireless internet and a new private washer/dryer.brThe beach is literally a few steps from the elevator, with private secure gate access limited to Madeira Norte residents. brThe shared pool offers an alternative to the warm azure gulf waters, with ample poolside seating, umbrellas and bbq areas, all surrounded by lush tropical landscaping.brThis condo is located on the fourth floor and is accessible by a key operated elevator, or locked stairway, making it very secure.brThe Madeira Norte is located towards the southern end of the Seaside town of Madeira Beach. brWe usually rent from Saturday to Saturday but if you are interestedPass and bridge are located just a few blocks to the south. The entrance to John's Pass Village and it’s World-Famous Boardwalk with its many shops, cafes, restaurants and fishing charters can be accessed directly across the street from The Madeira Norte Condominiums. brThere is assigned parking space for 1 vehicle + 1 guest parkingbrAccording to building By-Laws we have a one week minimum for bookings.brWe try and book only from Saturday to Saturday. If that doesn't fit your plans, please contact me thru VRBO and maybe we can accommodate you on different days of the week! (If you are interested in the 8 days on 10/24/23-11/1/23 let me know and i can manuallybrbook you).

DIRECT BEACHFRONT CONDO Pool, Beautifully Renovated 2 Bedroom 4th Floor Balcony.

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$354.68

Las Brisas #504 is a beautifully appointed three-bedroom, two-bathroom condo, considerably updated and modernized in 2025, located on the fifth floor with stunning direct Gulf-front views from a private balcony. This spacious retreat comfortably sleeps up to 12 guests and is perfect for families or groups looking to enjoy the best of Madeira Beach.brbrSleeping Arrangements:brMaster Bedroom – King-size bed, large HD TV with cable/streaming, CD player, vanity table, dresser, two dimmable nightstands, a recliner and access to the balcony.brSecond Bedroom – Two full-size beds, dresser, 32” TV with cable, dimmable reading and night light, and a nightstand.brThird Bedroom – Twin-size bunk bed with trundle (three twin mattresses), dresser, desk with chair, dimmable night light, and TV/game monitor.brAdditional Sleeping Options – Two split-queen (twins) beds that could be used separately or securely joined into a full queen bed, stored in the closet, plus a brand-new living room sofa with chaise lounge that comfortably sleeps one person. Please contact the office for linen and help to set up the two beds. Additional pillows, blankets and comforters are in the closets.brbrAmenities & Features:br✅ Private balcony with breathtaking Gulf views, featuring four chairs, a table, and two full-size tanning loungers.br✅ In-unit laundry room with washer, dryer, iron, ironing board (one mounted on the door and a small portable), and cleaning essentials.br✅ Free high-speed Wi-Fi and entertainment options, including a 65 HD TV in the living room with cable and Internet streaming.br✅ Fully equipped kitchen with a fridge, freezer, ice maker, dishwasher, oven, countertop toaster oven, two coffee makers (filtered & K-cup), electric kettle, blender, waffle maker, slow cooker, fondue pot, large party bowls and plenty of cookware, dishes, and utensils.brbrLiving & Dining Areas:brCozy living room with a 5-seater sofa with chaise lounge, two large chairs, convertible lift-top coffee table, fireplace, and entertainment center.brDining table with 8 chairs, plus a kids' 4-seater dining/play table.brKitchen counter with three bar stools for extra seating.brbrResort-Style Amenities at Las Brisas:br Gulf-front heated pool overlooking the beach.br Private beach access from the ground level.br Tiki huts, picnic area, and BBQ grills for guest use.br Two assigned covered parking spaces with a covered walkway leading to the elevator.brbrConvenient Location – Walking Distance to:br ‍♂️ 7 Restaurantsbr ‍♂️ 2 Supermarketsbr ‍♂️ CVS Pharmacy, McDonald's, 7-Elevenbr ‍♂️ Boat Rentals & Smuggler's Cove Mini Golfbr ‍♂️ Beach Park, Library & Madeira Way ShoppingbrbrShort Drive to:br John's Pass Village & Boardwalk (5 min)br Treasure Island (5 min)br Walmart Supercenter (5 min)br Multiple Gas Stations & Additional DiningbrbrLas Brisas #504 offers the perfect mix of relaxation, convenience, and coastal luxury. Book your stay today and experience unforgettable Gulf-front living! ☀️

Las Brisas #504 — Modernized 3BR Gulf Front Condo with Balcony & Sleeps 12

Madeira Beach, Florida, United States

Bed