Vacation Condo Rentals By Owner In Madeira Beach, FL

Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. br br Top Reasons to Book this Condo: brbr* Beachfront Condo with direct views of the Gulf of Mexicobrbr* Heated Pool and Hot Tub on Groundsbrbr* Private Balcony Facing the Beachbrbr* Spacious and Updatedbrbr* Central Location on Madeira Beachbrbr* Professionally ManagedbrbrWelcome to Sea Breeze 503! This bright and spacious 2-bedroom, 2-bathroom beachfront condo offers everything you need for a relaxing and memorable vacation.brbrThe open living room features a roomy couch with built-in recliners, USB chargers and cup holders, a big-screen TV, and direct access to the balcony. The private west-facing balcony is the perfect place to enjoy our morning coffee, breathtaking sunsets every evening and just watching the beach’s action unfold throughout the day.brbrThe updated kitchen boasts stainless steel appliances and is fully stocked with dishware, cookware, and utensils, perfect for preparing meals if you choose to dine in. Gather around the roomy dining table for dinner or game nights, or let the kids enjoy their own space at the extra high-top kitchen table and chairs.brbrThe main bedroom offers two queen beds, a TV, and an attached full bathroom for added privacy and convenience. The guest bedroom includes a cozy queen bed and TV, with another full bathroom available for guests. Tropical décor throughout the condo adds a cheerful beach vibe that perfectly complements your beachfront setting.brbrThe Sea Breeze building is directly on the beach with easy beach access right at the back of the property. Enjoy the shared heated pool and hot tub, perfect for relaxing any time of day. Located centrally on Madeira Beach, you’re just steps away from the sand, close to nearby restaurants, and a trolley stop that runs north and south along Gulf Blvd — or simply stay in, relax and soak up the serene beachfront atmosphere. The property also has a shared, coin operated washer/dryer room for added convenience during your stay. brbrThe Set Up: brbrMaster Bedroom - 2 Queen BedsbrbrGuest Bedroom - Queen BedbrbrShared Washer/Dryer Room on Groundsbrbr1 Parking Space ProvidedbrbrMadeira Beach offers the perfect blend of relaxation and adventure, with its beautiful, soft sand beaches stretching for miles along the Gulf of Mexico. Less than a mile away, John’s Pass Village and Boardwalk is a must-visit, featuring a variety of restaurants, shops, water sports rentals, and fishing charters, making it the ideal spot for fun activities for all ages.brbrIf you decide to venture off the beach, this convenient location puts you within a 2-hour drive of some of the major attractions in Florida, including Busch Gardens Tampa, Walt Disney World, Universal Studios, and Sea World.brbrNo matter what you want to do during your stay, Sea Breeze 503 is the perfect choice to enjoy the area beaches and all that surrounds!

Beachfront Condo Sea Breeze 503 Private Balcony facing Beach☀

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$427.23

This is the ultimate beachfront condo, complete with simply amazing views from the top floor of this immaculately maintained complex located just a few blocks from Johns Pass Village in Madeira Beach. brbr brbrThe condo has been completely outfitted for all your vacation needs, with comfort and luxury in mind. You'll have plenty of space, both inside and out, to relax, rest, and take in the magnificent nightly sunsets. brbr brbrThe oversized balcony (spans over 25 feet) gives more than enough space for all, and provides the best place on the entire beach to view our magnificent sunsets. brbr brbrWhen you need a break from the beach, cool off in the beachfront pool, or spend the evening in the beachfront hot tub. It's all here!! brbr brbr-- Living Room - Beach front views, with plenty of seating. Two couches, arm chairs, and direct access to the balcony. Huge 65 Ultra HD 4K Smart flat screen TV. brbr brbr-- Kitchen - All updated with stainless appliances, granite counter tops, and fully equipped for any meal preparation. brbr brbr-- Master Bedroom - Open beach views with direct access to the large balcony. Beautiful King size bed. Extra large 55 4K Smart Flat screen TV. Private en-suite bathroom. brbr brbr-- Guest Bedroom - Queen Size Bed. Twin Size Bed, and for extra sleeping capacity, a Full Size futon couch/bed. 48 Flat screen TV. brbr brbrFull size washer and dryer. All linens, bath and beach towels, free WiFi, cable TV, and a good selection of beach goodies. Free assigned covered parking.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!

Stunning Top Floor Views and an Interior to Match. On the Beach. Close to Johns Pass Village.

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$200.53

Inside the CondobrThis spacious 1-bedroom, 1-bathroom unit offers a private balcony with partial Gulf views and all the comforts of home.br- Kitchen: Granite countertops, full-size appliances, drip coffee makerbr- ️ Living Room: Sleeper sofa, loveseat, HD flat screen TV, DVD playerbr- ️ Bedroom: King bed, HD flat screen TVbr- Bathroom: Tub/shower combobr- Free High-Speed Wi-Fibrbr About Surf Song ResortbrLocated directly on Madeira Beach, Surf Song Resort Condominiums radiates Old Florida charm with a laid-back vibe. Guests enjoy:br- ️ Heated beachfront pool & shuffleboardbr- Picnic tables & BBQ grilling stationsbr- Coin laundry on-sitebr- ‍♂️ Walkable access to John's Pass Village & local diningbrbr About Madeira BeachbrA cozy coastal town near St. Pete Beach and Clearwater Beach, Madeira Beach is home to the iconic John's Pass Village & Boardwalk—a hub for shopping, dining, and sightseeing. Its warm waters and welcoming atmosphere make it a top pick for families and couples alike.brbr Why Stay with TRS brWith over 30 years of hospitality experience, Travel Resort Services offers:br- Concierge, printing & boarding pass servicesbr- Car rental discountsbr- ️ On-site housekeeping & maintenance with 24-hour responsebr- Repeat guest discounts & monthly newslettersbrbr Rental Guidelinesbr- No pets or smokingbr- One parking space (no trailers, boats, motorcycles)br- Minimum age to rent: 25br- Max occupancy: 4 guests

Surf Song #237 — King Bed Comfort with Gulf Breezes & Walkable Charm

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$207.96

Enjoy the perfect blend of beachside convenience and laid-back Florida charm in this 1-bedroom, 1-bathroom condo located on the second floor—accessible by elevator or stairs. With tile floors throughout and a partial view of the Gulf of Mexico, this unit offers a relaxing retreat for up to 3 guests.brbr Inside the Condobr- Kitchen: Granite countertops, full-size appliances, drip coffee makerbr- ️ Living Room: Sleeper sofa, love seat, arm chair, HD flat screen TVbr- ️ Bedroom: 1 king bed + 1 twin bed, flat screen TV, ceiling fanbr- Bathroom: Tub/shower combobr- Free High-Speed Wi-Fibrbr About the PropertybrLocated directly on Madeira Beach, Surf Song Resort Condominiums offers:br- ️ Heated beachfront pool & shuffleboardbr- BBQ grills & picnic tablesbr- Coin laundry on-sitebr- ‍♂️ Walkable access to John's Pass Village & local restaurantsbrbr About Madeira BeachbrThis cozy beach town is nestled between St. Pete Beach and Clearwater Beach, with the iconic John's Pass Village & Boardwalk just across the street. From shopping and dining to dolphin watching, it's a favorite for families and couples alike.brbr Why Stay with TRSbrWith over 30 years of hospitality experience, Travel Resort Services provides:br- Concierge, printing & boarding pass servicesbr- Car rental discountsbr- ️ On-site housekeeping & maintenance with 24-hour responsebr- Repeat guest discounts & monthly newslettersbrbr Rental Guidelinesbr- No pets or smokingbr- One parking space (no trailers, boats, motorcycles)br- Minimum age to rent: 25br- Max occupancy: 3 guests

Surf Song Condo #344 — Spacious Gulf-View Comfort Just Steps from the Beach

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$218.24

Just steps across the way from the Gulf of Mexico, to a very pristine beautiful beach. Walk to John’s Pass Village and Boardwalk with shops, dining, craft brewery, water sports, dolphin tours, and fishing charters! View dolphins and manatees from your own marina view balcony. Our condo is the perfect vacation spot; private and quiet location, yet the beach, restaurants, fishing and nightlife are just a short walk away.brbrOur condo is on the third floor and has two bedrooms. The master bedroom is furnished with a brand new king bed and the second bedroom has a brand new trundle/day bed. There is also a full size pull out couch in the living room. The unit comfortably sleeps 4, and even one to two more by utilizing the pull out. There is a full kitchen stocked with dinner and cookware, dishwasher, microwave, full size refrigerator, range and oven, washer and dryer. There is cable television and wi-fi in the unit. We also keep several beach chairs, beach umbrella, beach towels along with some beach toys in the home for you. This is a self catered unit. Please pack your personal toiletries. There will be a starter set for your arrival.brbrEnjoy the fitness center and heated pool and spa.

Perfect Beach Condo! Steps from Beach and Dining

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$249.11

Enjoy your little slice of paradise at Madeira Bay Resort #202, a two-bedroom, two-bath on the quiet and peaceful bayside. Unit 202 features a queen bed in the master bedroom and a twin trundle (2 twin beds) in the guest common area. The unit also features a double-size pull-out sleeper sofa. The unit has a view from each room! The resort features a heated pool, jacuzzi, exercise room, 6th-floor sunset room, free WiFI, and cable. The unit has a beautiful, fully equipped, and updated kitchen. The master bathroom has a tub, and the guest bath has a walk-in shower. The unit is across the street from the beautiful Gulf Beach of Madeira and is within walking distance of John`s Pass for endless enjoyment. PARKING IS LIMITED TO ONE SPOT PER UNIT - THERE IS NO OVERNIGHT GUEST PARKING ON SITE.brbrMadeira Beach is located just west of St. Petersburg and has 2.5 miles of gorgeous beaches and sparkling Gulf of Mexico waters. Legend says that a pirate named John LeVique was the first European to settle the Madeira Beach area. It is best known for the 1,100-foot boardwalk along the Intracoastal named John`s Pass Village and Boardwalk. brbrJohn’s Pass is a collection of shops and restaurants in an old-style fishing village setting. Here, you can pass the time watching pelicans dive for fish, watch dolphins swim and play, shop until your heart`s content, or simply relax and enjoy all the amazing food and drink! Fishing is the primary sport activity, but you can rent a jet ski, take a pirate cruise, or go on a sunset dolphin cruise. Many more restaurants, beach bars, unique local shops, and public beach access points are within the city limits. The activities and memories are endless in Madeira Beach!brRules for this unit are as follows:brPets are not allowed.brSmoking is not permitted.brChildren are allowed.brThe minimum age limit for this unit is 21.

Madeira Bay Resort Bayfront Oasis #202: 2BD/2BA

Madeira Beach, Florida, United States

Bed

Bath

4

Sleeps

$358.21

Welcome to our Gulf View Condo SEASIDE #1604 at the Madeira Bay Resort - just steps from the beautiful white-sanded Beach and famous John's Pass! Built in 2020, you will enjoy brand new amenities, luxurious furnishings, memory foam beds, an electric fireplace, a gourmet kitchen and all beach essentials, so you only have to pack your flip flops and come on over!brbrLIVINGbrYou will find our Apartment Seaside 1604 on the 6th floor with gorgeous views of the Gulf of Mexico. The Coastal Chic Design can be found throughout the condo! All furnishings, fabrics and accessories create a harmonious coastal feel, with a touch of luxury! brbrEnjoy cozy evenings watching the electric fireplace, which you can switch on with or without heat. All rooms have a flat-screen SmartTV, including basic cable, Netflix and web-surfing capabilities. High-speed Wifi Internet is also included with your rental. brbrEnjoy your morning coffee on the balcony with sunny views of the blue ocean. And come the evening, grab your favorite glass of wine and get ready for the most amazing sunsets - a great way to let the day come to an end...brbrSLEEPINGbrOur condo can comfortably accommodate 6 adults with a king-size bed in the master, two twin beds in the 2nd bedroom, and a queen sleeper sofa in the living room. brbrHaving a good night sleep is essential to a restful vacation! So say goodbye to those uncomfortable vacation rental beds and hello to our gel-infused memory foam mattress toppers, available on the king bed and both twin beds! The queen sleeper sofa includes a quilted mattress topper for more comfort as well.brbrBabies are also welcome! For our little guests, you can find a baby crib (pack 'n play) in the master bedroom closet (please bring your own crib linens!)brbrCOOKINGbrThe open concept floorplan allows you to enjoy each other's company, while cooking and eating! The kitchen is very well equipped with high-end cooking utensils and quality cookware. Whether you wish to just cook breakfast or full-course meals, our kitchen is up for that!brbrIf you're a coffee lover, then you'll enjoy our Keurig Coffee Machine, with complimentary K-cups for your first couple mornings at our condo :) - regular coffee machine also available!brbrHOME OFFICEbrIf you end up needing to work during your stay, then just fold open our office table that is stored in the master closet. Set it up right by the master bedroom window and you will have the most amazing office views!!brbrBEACH ACCESSbrYou also won't need to bring any beach essentials! In the apartment you will find beach towels, a sun umbrella, 2 reclining sun loungers, 2 chairs, a cooler and beach toys for our little guests. Beach access is right across the street when you exit the elevator on the ground floor.brbrLAUNDRYbrFor your convenience, you can use the washer and dryer during your stay, just don't forget to bring your own favorite detergent!brbrPOOL & GYMbrUse of the pool and jacuzzi is also included in your rental. Lounge chairs and sun umbrellas are available for use at no cost at the pool area, which overlooks the marina. Pool hours are from dusk till dawn, but most days you can swim till 10PM - until the night security guard closes the gates ;)brbrThe gym can be found on the 6th floor at the OTHER Resort building, which is located next to the pool (Please note: gym hours are 9am - 9pm)brbrPARKINGbrOne parking space is included during your stay! You can park on the 2nd floor of the covered parking garage or outside on the 1st floor in a marked parking space. brbrDOOR LOCKbrWe are using the latest technology door lock. Feel safe and secure knowing that we do not re-use or rotate pre-installed door codes. Each guest will receive a unique door code, which expires after check-out at 10AM.brbrNOTEWORTHY brBefore your arrival, you'll receive a door key code, so you can let yourself in at any time after 3PM on your arrival day. For your convenience, you will find a starter kit which includes e.g. toiletries, dish and hand soap, trash bags, paper goods. We recommend bringing your own favorite essentials for extended stays, since the starter kit will not be replenished. If you wish cleaning services during your stay, please message us for pricing. Also, please note that the building is located on a busy street, so you will hear street noise when sitting outside on the balcony. However, rest assured that the windows are well insulated and there is no street noise to be heard inside the condo. brbrENJOY YOUR STAY!

COASTAL CHIC! Luxury Apartment with Gulf Views and right next to John's Pass

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$173.61

Tropic Breeze 7 – Charming Madeira Beach Condo with Pool ViewbrbrWelcome to Tropic Breeze 7, a beautifully renovated 1-bedroom, 1-bathroom condo on the first floor with a serene pool view. This coastal getaway features a king-size bed, a comfortable sleeper sofa in the living area, a Smart TV, and a shower-over-tub for your convenience. Perfectly designed for couples or small families, this condo offers the ideal combination of comfort, style, and beachside charm.brbrThe condo is just across the street from public beach access and within walking distance of local restaurants, bars, and boutique shops. Relax by the large heated pool with lounge chairs, which is privately fenced for your comfort, or enjoy a meal at the provided BBQ grill area.brbrPlease note: Parking is limited to one vehicle, with additional parking available nearby—please contact us for details. brbrMadeira Beach, Florida, located just west of St. Petersburg, features 2.5 miles of pristine white-sand beaches and sparkling waters of the Gulf of Mexico. At the heart of the area is John’s Pass Village & Boardwalk, a historic 1,100-foot waterfront destination known for its fishing heritage and lively old-style village charm. Here, you can watch dolphins play, pelicans dive for fish, shop unique local boutiques, or enjoy fresh seafood and cocktails at waterfront restaurants.brbrAdventure awaits with activities like fishing charters, jet ski rentals, pirate cruises, and sunset dolphin tours, while countless restaurants, beach bars, and public beach access points are within walking distance. Whether you’re here to relax or explore, Tropic Breeze 7 provides the perfect Madeira Beach vacation rental for creating unforgettable Gulf Coast memories.br• ABSOLUTELY NO SMOKING IN THE UNITbr• ABSOLUTELY NO PETS IN THE UNITbr• Children under the age of 12 must be supervised by an adult at all times.br• Please abide by pool rules as posted if applicable to include but not limited to: No glass containers at the pool area; no large floats or rafts. Please use the pool at your own risk.br• The use of roller skates, roller blades, in-line skates, and skateboards is strictly prohibited in the building walkways, sidewalks, parking ramps and garage.br• Keep balconies and walkways clear. No towels, clothing, umbrellas or other items are to be hung from railings or balconies. br• Barbecuing or grilling on balconies is allowed with an electric grill ONLY.br• Do not feed seagulls from the property.br• Park in assigned space for your unit. All vehicles must have parking permits displayed. Vehicles without a parking permit displayed are subject to towing at renters expense.br• Please be considerate of your neighbors and keep noise to a minimum during the hours of 10pm -8am. This is a private condominium or home and there are year round occupants that live in the building. While you are on vacation, they may not be.br• All trash is to be bagged and placed in garbage chute or proper containers.br• Cars must be pulled into the parking space as normal. No backing into parking spaces.

Madeira Beach Getaway – Tropic Breeze 7 Pool View Condo

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$305.69

Welcome to your luxury home on the Gulf — a privately owned 2‑bedroom, 2‑bath condominium offering the perfect blend of comfort, style, and resort‑level convenience. Located in a secure, impeccably maintained building directly on the white‑sand beaches of the Gulf of Mexico, this retreat includes 24‑hour onsite management for complete peace of mind throughout your stay.brStep outside and enjoy everything that makes a beach vacation unforgettable: a heated beachfront pool, private beach access, shuffleboard, cornhole, and a shaded picnic area with gas grills for easy outdoor dining.brInside, the condo is bright, inviting, and thoughtfully designed for relaxation. Tile flooring flows throughout the main living areas, while both bedrooms feature beautiful wood‑laminate flooring for a warm, coastal feel. The spacious living room includes two oversized leather sofas, a large flat‑screen TV, a dining table for four, and sliding doors that open to a long balcony stretching the entire length of the condo — perfect for morning coffee, afternoon lounging, or sunset unwinding.brThe fully equipped kitchen makes cooking effortless, with additional seating at the cozy breakfast bar and the convenience of an in‑unit washer and dryer.brThe master bedroom offers a serene escape with a queen‑size bed, ensuite bathroom, TV, and direct balcony access. The second bedroom is ideal for families or friends, featuring both a queen and a double bed.brbr ️ Amenitiesbr- Heated Poolbr- Air Conditioningbr- Central Heatingbr- Full Kitchenbr- Washer & Dryerbr- Outdoor Grillbr- Wireless Internetbr- Free Parkingbr- Patiobr- Private Beach Accessbr- Balcony

✨ 2BR/2BA Condo — Stylish Comfort, Resort Amenities, Right on the Beach, Collwood #202

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$204.25

Madeira Norte #306 - Beginning May 4, 2026, the pool will be shut down for approximately a month while the pool is being resurfaced. Call today to inquire about potential discounts on affected nights.brbrNice Beach View from huge balcony. Pleasantly appointed 2 bedroom 1 1/2 bath beach condo located steps from the beach and across from world famous John's Pass Village. Master bedroom has balcony access as well as a king bed and access to 1/2 bath. Guest Bedroom has two single beds. Living area has a sleeper sofa, best for the little ones. You will be required to sign a rental agreement with SunHost Resorts prior to a reservation being confirmed.brbrThis 940 square foot vacation home has an open floor plan with ample seating in the living area for watching television or playing board games. The kitchen comes fully stocked with utensils as well as a washer and dryer for your use. Glass top dining table offers seating for 6. From the balcony, guests can enjoy a view of the beach and ocean. Free Wifi at Madeira Norte #306. Please note that lost fobs will incur a replacement fee of $250, or the withholding of the equal security deposit, depending on the method of booking.brbrPlease note the Rules and Regulations for Madeira Norte Condominiums prohibit motorcycles on the property. The Board of Directors has authorized the removal of motorcycles via a local towing company. brbrThere is one assigned parking spot for this condo. brbrAs a SunHost guest, you will have access to office services, including copy and printing boarding passes. Seven day a week maintenance service is available as well as an after hours emergency on call person. This is a non smoking home.brbrThe location of this vacation property is unsurpassed and especially popular for families. Steps away from the beaches, guests can also enjoy the heated swimming pool and BBQ facilities. John's Pass Village, a popular destination for year round residents and tourists alike, is just across the street. A quaint turn-of-the-century fishing village and Pinellas County's #1 tourist attraction, the Village has over one hundred unique shops, a variety of restaurants, the local fishing fleet, dolphin watching and shelling tours, boat rentals, parasailing and jet skiing. Best of all as a SunHost customer you can walk to this great entertainment destination. Anchor tenants include Bubba Gumps, Hooters and Hubbards Marina and also world famous Bamboo Beer Garden.brbrMadeira Beach is a sought after community, just west of St. Petersburg. Its 2.5 mile beach is popular with sun lovers and offers some of the best fishing in the area. This beautiful Gulf getaway, has something for everyone, including dolphin watching, water sports along some of the most beautiful crystal clear waters in the world.brbrNearest airports are Tampa International Airport at just over 20 miles and St. Petersburg Clearwater International at 10 miles away.

Beach View Balcony at John's Pass

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$439.38

Welcome to your perfect beachfront retreat in beautiful Madeira Beach! This two-bedroom condo offers breathtaking ocean views, modern amenities, and all the comforts of home. Whether you're looking to relax on the sandy shores, savor spectacular sunsets from your private beachfront balcony, or enjoy tranquil sunrise moments from a second private balcony, our condo is the ideal getaway for families, couples, or friends. brbr brbrBeachfront Balcony with Sunset Views brbr - Step onto your private balcony and be greeted by stunning, unobstructed views of the Gulf of Mexico. brbr - Relax with a cup of coffee in the morning or a glass of wine in the evening while enjoying incredible sunsets. brbr - Furnished with comfortable seating, perfect for lounging or dining al fresco. brbr brbrSecond East Facing Balcony off the Primary Bedroom with Sunrise Views brbr - A smaller, cozy balcony out from the primary bedroom offers serene views of the morning sunrise. brbr - Ideal for early risers seeking a quiet moment to start the day. brbr brbrHeated Pool brbr - Enjoy year-round relaxation in the community's heated pool. brbr - Perfect for a refreshing dip after a day at the beach or lounging poolside with a good book. brbr brbrLiving Room brbr - Open and airy with floor-to-ceiling glass doors leading to the balcony. brbr - Comfortable seating, including a plush sofa and armchairs. brbr - Large flat-screen TV with streaming capabilities for entertainment. brbr brbrPrimary Bedroom brbr - Wake up to the morning sunrise from the private balcony. brbr - King-sized bed with premium linens for a restful night's sleep. brbr - En-suite bathroom with an extra large walk-in shower & separate soaker tub. brbr brbrSecond Bedroom brbr - Spacious and cozy with two queen-size beds. brbr - Ideal for kids, friends, or additional guests. brbr - Plenty of closet space for extended stays. brbr brbrFull Kitchen brbr - Fully equipped with stainless steel appliances, cookware, and utensils. brbr - Spacious countertops, including a breakfast bar with stools. brbr - Perfect for preparing meals or snacks to enjoy on the balcony or in the dining area. brbr brbrBathrooms brbr - Two modern bathrooms with fresh towels and complimentary toiletries. brbr - Master en-suite features a walk-in shower, while the guest bathroom includes a shower/tub combo. brbr brbrBook your stay today and experience the ultimate beachfront escape in Madeira Beach!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!

Beachfront Oasis with Dual Balconies, Pool, Hot Tub & Stunning Sunset Views in Madeira Beach

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$291.57

Located in the heart of Madeira Beach, this two bedroom condo is not to be missed! From the breathtaking views from every window to the premier location to beach, restaurants and many other amenities to complete your vacation! It is a property you will want to come back to with your family for years!

Paradise Found

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$136.02

Community Pool | Walkable Location | 1st-Floor UnitbrbrBeach days are a click away! This 1-bathroom studio condo in Madeira Beach is ideal for any couple or solo traveler who wants to maximize their time soaking up the warm Florida sun. Enjoy a vacation rental that provides a convenient walkable location to John's Pass Village & Boardwalk, local dining options, and all the white-sand beaches your heart desires. Start the countdown to your next getaway today!brbr-- THE PROPERTY --brbr2406071brbrSLEEPING ARRANGEMENTSbr- Studio: 1 queen bedbrbrSTUDIO HIGHLIGHTSbr- Beach chairs, towels & umbrellabr- Outdoor shower brbrKITCHENETTEbr- Refrigerator, microwavebr- Drip coffee maker (starter coffee provided), blenderbr- Cooking basics, dishware & flatware, toasterbr- 2-person dining tablebrbrGENERALbr- Free WiFibr- Window A/C unit, space heaterbr- Linens & towelsbr- Complimentary toiletries, hair dryer, hangers, iron/boardbr- Coin laundry on-sitebrbrFAQbr- Quiet hours (10:00 PM-9:00 AM)brbrACCESSIBILITYbr- 2 steps required for entrybr- Single-story unitbrbrPARKINGbr- Community parking lot (1 vehicle, first-come, first-served)br- Free street parkingbrbr-- THE LOCATION --brbr- 0.5 miles to John's Pass Village & Boardwalkbr- Dining next doorbr- Walk to Madeira Beach Accessbr- 14 miles to St. Pete–Clearwater International Airportbrbr-- 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- Please observe quiet hours from 10:00 PM-9:00 AMbrbrADDITIONAL INFORMATIONbr- This single-story unit requires 2 steps to enterbr- Please note that the community pool is currently closed and will be available for guest use on June 1st.

Walk to John's Pass: Studio w/ Pool Access!

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$299.97

The Harbor #403 - Brand new Luxury Condo overlooking Madeira Beach Inter-coastal Waterway – 403 Harbor at Town Centre. 0.2 mile walk to the Gulf of Mexico and beautiful beaches of MadeirabrbrWith water views from the balcony, this brand new, 2 bedroom + 1 den bedroom spacious vacation home is nestled directly over the Inter-Coastal Waterway harbor. Beautifully decorated with beach & coastal new furnishings and art, this 1604 square foot condo, plus large 235 square foot balcony – unit boasts 10 foot ceilings, large open concept kitchen, living room (70’ TV), and dining room.brSleeping arrangements include a King bed in each bedroom and 2 twin beds in the den, 2 full bathrooms + 1 half bathroom for ultimate comfort and privacy. Balcony includes 2 Muskoka chairs for watching the sunset, plus 4 seat high-top entertainment table.brGourmet Kitchen features Granite counter tops, 3 seat bar, fully equipped with stainless steel Fridge, Stove, Microwave and Dishwasher with additional cooking Ninja Pro Smokeless Foodie with BBQ Grill and Air Fryer and Ninja Blender. Dining table seats 6 comfortably. brbrYou will be required to sign a rental agreement with SunHost Resorts prior to a reservation being confirmed.brbrMaster bedroom features a king sized bed with zero gravity lift, built in USB charging stations on both nightstands, 55” LG Smart TV, walk in closet, and ensuite large master bathroom, double vanity, and walk-in glass shower. This bedroom also features sliding glass door access to the balcony.brbrSecond guest bedroom features a king sized bed + 55” LG Smart TV and USB charging port. This bedroom also features sliding glass door access to the balcony. Den/Guest room #3 features two twin beds. GE front loading washing machine and dryer. All privacy blinds remote controlled in entire condo, and bedroom shades are blackout for maximum sleep comfort. Upgraded secure high speed internet included for those that need to work or for all your streaming needs to watch movies/shows.brbrCommon area pool and spa overlook the harbor. 1.5 mile walk to John’s Pass shops and dining OR take the taxi golf cart rides. Boat rentals, scooter rentals, jet ski rentals in the harbor below, and outside the Cambria Hotel, as well as John’s Pass. 0.2 mile walk to the Gulf of Mexico and beautiful beaches of Madeira (Mad Beach) – 180 second walk to dipping your toes in the water. Guests can enjoy our owner’s beach lockers where we have a wagon, chairs, cooler, etc.brbrEV Chargers: Two electric vehicle charging stations are provided in the secure garage, available on a first come first serve basis. A limited number of visitor spaces are available within the secure parking garage and a FOB is required to access. There is no visitor parking outside, however there are city pay lots a half a block away.brbrWhen staying in a SunHost managed unit you will also have access to 7 day a week office staff, office services (copy, print boarding passes etc.) We also have maintenance available 7 days a week if you experience any issues at the property and an after hours emergency on call person.brbrThe Pass is a quaint turn-of-the-century fishing village and Pinellas County's #1 tourist attraction. The Village has over one hundred unique shops, a variety of restaurants, the local fishing fleet, dolphin watching and shelling tours, boat rentals, parasailing and jet skiing. Best of all as a SunHost customer you can walk to this great entertainment destination. Anchor tenants include Bubba Gumps, Hooters and Hubbards Marina and also world famous Bamboo Beer Garden. You can access the Pass via the beach by traversing under John's Pass Bridge or any of a number of safety crosswalks. Approximately 1.5 miles south of Shores of Madeira.brbrMadeira Beach is a sought after community, just west of St. Petersburg. Its 2.5 mile beach is popular with sun lovers and offers some of the best fishing in the area. brbrNearest airports are Tampa International Airport at just over 20 miles and St. Petersburg Clearwater International at 10 miles away.

Brand New Water Front Unit The Harbor #403

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$264.97

Wake up to breathtaking sunset and water views from this top-floor penthouse in Madeira Beach. Madeira beach access is directly across the street with a public crosswalk and you’re one block from John’s Pass Village & Boardwalk with restaurants, shops, and tours. Enjoy a heated pool, hot tub, gym, and covered parking. This beautifully decorated 2BR/2BA condo is fully equipped for your stay and includes beach chairs, umbrella, towels, and a buggy for easy, relaxing beach days along the Gulf.brbrThe spacebrWe are located on the top floor, accessed by elevator with an interior entrance off the hallway. Once inside, the view will remind you why you decided to book this condo.brbrA fully stocked kitchen with essentials to cook meals and a dining area that seats 6 guest. The King Suite Master bedroom offers killer views and is located off the living room with master bath attached.brbrThe guest bedroom and a separate full bathroom are located down the hall across from the kitchen. This bedroom features a bunk bed with a queen on the bottom and a twin on top (the upper bunk is best suited for children, with a 100 lb weight limit). A laundry closet with a washer and dryer is conveniently located in the same hallway.brbrWe’re a dog-friendly condo, welcoming up to one well-behaved bestie (dogs only). A pet fee applies.brbrPlease note: any damage caused by pets will result in additional charges beyond the standard pet fee.brbrGuest accessbrGuests have full access to the condo and resort amenities including the heated pool and hot tub.brbrThe beach is located directly across the street, with a safety crosswalk just outside the building.brbrA small fitness room is available in the adjacent building for guests who want to get in a quick workout during their stay.brbrYou’ll also be steps from John’s Pass Boardwalk, home to popular restaurants, waterfront bars, ice cream shops, fishing charters, jet ski rentals, boat tours, and local boutiques.brbrOther things to notebrLinens and towels are provided, along with a starter supply of essentials such as toilet paper and paper towels. Guests may need to purchase additional supplies for longer stays. The kitchen is fully stocked with basic cookware and dining items.brbrMaximum Occupancy: The condo accommodates up to 6 guests total.brbrWe’re happy to welcome one dog (25 lb weight limit). For insurance reasons, aggressive breeds are not permitted.brbrBeach equipment is included for your stay—towels, chairs, umbrella, and a beach wagon—so you can enjoy the beach with ease.brbrOne parking space is included with your reservation. Due to HOA guidelines, we’re unable to accommodate additional vehicles.brbrPlease Note - The building is serviced by a single elevator. While uncommon, temporary outages due to maintenance or power interruptions may occur.br- Responsible party booking and staying must be 22 or older.br- Quiet hours are from 10pm-8am, you are close in proximity to others. br- This is a NO smoking property, including outdoor private and common areas. No illegal use of drugs or medicinal marijuana on property.br- Towels and belongings cannot be draped on balconies/railings/bushes.br- Guests are responsible for removing all personal belongings upon check-out. We cannot be held liable for any items left behind.br- We are dog friendly so bring your bestie. 1 dog allowed (25 lb max) with a pet fee. Any damages caused by your pet are not covered by this fee. No aggressive breeds.brbrThank you for your commitment to respect and care for our property, we hope you enjoy your stay and we are happy to share this special place with you!

Penthouse • Pool • Walk to Madeira Beach • Sunsets

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$378.9

The Harbor #405 - Brand new Luxury Condo overlooking Madeira Beach Inter-coastal Waterway – 405 Harbor at TownbrCentre. 0.2 mile walk to the Gulf of Mexico and beautiful beaches of MadeirabrbrWith Harbor views from the balcony, this brand new, 3 bedroom and 1 den spacious vacation home is nestled directly over the Inter-Coastal Waterway harbor. Beautifully decorated with beach art, this 2107 square foot condo, plus large 350 square foot balcony – unit boasts 10 foot ceilings, large open concept kitchen, living room (70 TV), and dining room.brBalcony includes 4 seat High-top entertainment table + 6 seat dining room table + 4 Muskoka chairs for watching the sunset. You will be required to sign a rental agreement with SunHost Resorts prior to a reservation being confirmed.brbrKitchen: Granite counter tops, 4 seat bar, fully equipped with stainless steel Fridge, Stove, Microwave and Dishwasher with additional cooking Ninja Pro Smokeless Foodie with BBQ Grill and Air Fryer, Ninja Blender. Dining table seats 8 comfortably.brbrMaster bedroom features a king sized bed with zero gravity lift, built in USB charging stations on both night tables, 55” LG Smart TV, oversized walk in closet, and oversized master bathroom, double vanity, walk-in glass shower and separate tub.brbrGuest room #1 features a king sized bed + 55” LG Smart TV and USB charging port. Guest room #2 features 2 twin beds + 55” LG Smart TV and USB charging port. Guest room #3 / Den features a queen & twin bunk bed. Laundry: GE front loading washing machine and dryerbrAll privacy blinds remote controlled in entire condo, and bedroom shades are blackout for maximum sleep comfort. Upgraded secure high speed internet included for those that need to work or for all your streaming needs to watch movies/shows. brbrCommon area pool and spa overlook the harbor.brbr1.5 mile walk to John’s Pass shops and dining OR take the taxi golf cart rides.brBoat rentals, scooter rentals, jet ski rentals in the harbor below, and outside the Cambria Hotel, as well as John’s Pass. 0.2 mile walk to the Gulf of Mexico and beautiful beaches of Madeira (Mad Beach) – 180 second walk to dipping your toes in the water. Guests can enjoy our owner’s beach lockers where we have a wagon, chairs, cooler, etc.brbrElectric Vehicle Chargers: The Harbor provides two electric vehicle charging stations in the secure garage, available on a first come first serve basis. A limited number of visitor spaces are available within the secure parking garage and a FOB is required to access. There is no visitor parking outside, however there are city pay lots a half a block away.brbrWhen staying in a SunHost managed unit you will also have access to 7 day a week office staff, office services (copy, print boarding passes etc.) We also have maintenance available 7 days a week if you experience any issues at the property and an after hours emergency on call person.brbrThe Pass is a quaint turn-of-the-century fishing village and Pinellas County's #1 tourist attraction. The Village has over one hundred unique shops, a variety of restaurants, the local fishing fleet, dolphin watching and shelling tours, boat rentals, parasailing and jet skiing. Best of all as a SunHost customer you can walk to this great entertainment destination. Anchor tenants include Bubba Gumps, Hooters and Hubbards Marina and also world famous Bamboo Beer Garden. You can access the Pass via the beach by traversing under John's Pass Bridge or any of a number of safety crosswalks. Approximately 1.5 miles south of Shores of Madeira.brbrThis beautiful Gulf getaway, has something for everyone, including water sports along some of the most beautiful crystal clear waters in the world.brbrNearest airports are Tampa International Airport at just over 20 miles and St. Petersburg Clearwater International at 10 miles away.

4b/3b Brand New Waterfront - The Harbor #405

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$171.12

You'll love this one bedroom updated condo on the Intracoastal. 1 block to the beach. 2 pools, fishing piers, no stairs with parking close to your front door. brPrivate and quiet. Two minute walk to world class Madeira Beach, grocery store, dollar store, liquor store, CVS, shops, bars/restaurants, bike rentals and miniature golf. Also, tennis/pickleball, basketball court and playground. Gas grill with picnic table/umbrella. Everything new in 1/26. The best in the complex and we don't make guests clean before they check-out. No need for a car here. Also everything is supplied for you, water, K-coffee, spices, condiments, toiletries, bath and beach towels, cooler, beach wagon, beach chairs, sunscreen, umbrella with sand screw, beach football, fishing poles and much more.brContemporary design with all new appliances in 2026, luxury linens, upgraded cable and fast WiFi. Washer and dryer in the unit for convenience with laundry supplies.br-Kitchen has all conveniences including range, disposal, microwave, dishwasher, refrigerator/freezer, Keurig, blender, toaster, pots and pans, cleaning supplies if needed, plates, silverware, mugs, wine glasses, cocktail glasses, cooking utensils, napkins, paper towels, paper plates, cups, Ziplock bags, Pam, olive oil, condiments, salt and pepper, tea, coffee K-cups, sweetener, and much more. Plenty of empty cabinet space for guests.br-Living area has a sofa with full size pull-out bed and a futon that folds down into a bed. Storage for games and sofa/futon linens. Seating bench has additional storage for linens. The ceiling fan is remote controlled, blinds are room darkening and private. Floor space for kiddos. Cabinet under the TV holds extra bath and beach towels along with sunscreen and aloe (in case).brSmart TV with upgraded 200+ channel cable, Netflix (you'll need to log-in).br-There is a small dining table in the living area that can seat four people. br-The bedroom has a queen bed with a new hybrid medium firm mattress and wonderful linens, pillows and comforter. Touch lights on each side of the bed have an outlet and 2 USB ports for easy phone charging. Overhead ceiling fan is remote controlled. There are light blocking blinds and 2 closets. 4 drawers along the bottom of the bed for guest storage and in the closet is a dresser for guest storage, ironing board and iron, shelving to hang clothes and lots of hangers, some velvet. brCentral air/heat wall control is in the living room.br-The bathroom has a shower with rain showerhead, toilet with extra paper, sink, hand and bar soap, towels, washcloths, hair dryer, and extra toiletries and first aid supplies.brIf there is anything you need during your stay that is not provided above, please ask.brThere is a closed in screened lanai with a bistro table and larger dining table and chairs. A few steps away is your gas grill, next to a picnic table and chairs with an umbrella, all next to the Intracoastal.br-In large dark grey seat/storage bin in the lanai you'll find beach necessities, beach wagon, beach chairs, beach umbrella/sand screw, cooler, sand toys, beach football.brThe property is a very large condo complex and this condo is at the extreme West end (closest to the beach). When you enter the complex through the gated drive the Clubhouse will be on your left next to the large pool. The condo is to your right, all the way to the end. Next to the clubhouse is the first pool, with the second one a short walk to the east, both are heated and open from 8:30am to 10:00pm. There is a sidewalk next to the Intracoastal that follows the entire complex and leads to fishing piers and beautiful water views. From here you can see boats passing, and the Madeira Beach (Tom Stuart) Causeway with drawbridge. All along the sidewalk are white concrete picnic tables with umbrellas and benches for anyone to use. It's not uncommon to see dolphins, manatees, and fish jumping during your walk. brWe hope you Enjoy!brWhen you drive in the Madeira Beach Yacht Club Complex, there is an auto gate. You will be sent instructions to enter the gate 48 hours prior to your arrival if the gate is closed. The condo is at the West end, so turn right and it's all the way at the end in the first building. The enter, just walk between building 151 and 155. #A (your condo) is the first one on your right. brThe front door has a keypad and the code will be sent to you 48 hours before your arrival along with the gate instructions. Plenty of free parking, a few steps from your front door, all is ground level. br-At this West end of the Complex is a pedestrian gate. Exit the gate and cross Municipal Drive (a small street) to find the grocery store, liquor store, dollar store, and CVS. Walk another block to find Surf Style (a large beach store), and mini-golf.br-To get to the beach you will cross Municipal Drive, then Gulf Blvd. at the crosswalk into the parking lot. There are rest rooms and a beach shower. If you'd rather drive there is paid beach parking in that lot. On the beach you'll find lounge chairs and canopies to rent. br-If you exit the gate and turn left you'll find Madeira Way, which has some incredibly fun beach bars, restaurants, post office, specialty shops and the new Cambria Hotel with a rooftop bar and they have small menu items. They also have boat rentals, kayak and paddle board rentals, scooters and bike rentals too all across the water and right around the corner.br-There are many, many restaurants/bars within walking distance. br-Walking East back to the main entrance to the Complex, exit the pedestrian gate and cross the street, Rex Place to ROC (Remember Our Children) Park. There you will find tennis courts, pickleball court, a squash wall, basketball court and children's play area. Local T-ball, Little League, softball and baseball leagues also play here and frequently there are festivals. br It's also on the water so the views are beautiful and there's usually a breeze on the hottest of days.br-The Beach trolley stop is on Gulf Blvd. within a 3 minute walk. It will take you along the islands North to Clearwater Beach or South to St. Petersburg Beach/Pass-a-grille Beach. It's best to buy the pass for the day and you can jump on and off as much as you'd like. It's about $5. They also have 3, 7, and 31 day passes. Uber and Lyft is also plentiful. br2 miles south of the Complex is John's Pass. It's a tourist destination with 130 shops, bars and restaurants such as Bubba Gumps and Hooters. Here you can rent boats, jet skis, parasail, go on a dolphin cruise, sunset cruise, or even a pirate ship.brTravel information regarding the area, maps, shopping, restaurants, entertainment, menus, etc. are all available in the condo.brAs mentioned above there is a gate code to enter the property and a code to enter the front door of the condo. Both of these will be sent to you about 48 hours prior to your check-in date. The key to the pedestrian gates and the key fob to the Clubhouse are hanging on the key hooks next to the front door. The Guest Manual which contains our (my family) contact information, along with emergency numbers, Wi-Fi log-in and other important things to know about the condo, Complex and the area is on the white table under the TV. An area map along with menus and entertainment flyers are available in the blue folder and we'd love for you to leave a note in the Guest Book to let other guests know you were there. We're only 5-10 minutes away should you need anything during your stay or have any questions.brHave a wonderful time!!

Beach Glam - Madeira Beach Yacht Club - Walk Everywhere

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$343.19

Welcome to Madeira Bay Resort #200, a newly completed and fully renovated 3-bedroom, 2-bathroom condo offering expansive marina views and a rare combination of space, privacy, and convenience. With private elevator access, flexible sleeping arrangements, and a dedicated office space, this unit is ideal for extended families, multi-generational groups, or remote-working travelers seeking a serene waterfront escape.br ️ Sleeping Arrangements (Sleeps up to 12)br- Master Bedroom: Queen-size bed + twin bedbr- Second Bedroom: Queen-size bed + twin bunk bedbr- Third Bedroom: Queen-size bed + twin bunk bedbr- Living Room: Sleeper sofabr- Bonus: Dedicated office space with deskbr Interior Featuresbr- Full kitchen with modern appliancesbr- In-unit washer and dryerbr- Free Wi-Fibr- Expansive windows with sunrise and marina views (no balcony)br- Two parking passes includedbr ️ Resort Amenitiesbr- Heated swimming pool and spabr- Fitness roombr- On-site Mad Beach Fish House restaurant with waterfront dining and cocktailsbr- Classic Mediterranean architecture with tropical landscapingbr- Adjacent to John's Pass Village & Boardwalk – over 100 shops, restaurants, and water adventuresbr- Public beach access just across the street

Madeira Bay Resort #200 – Spacious Marina-View Retreat for Families & Groups

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$235.19

Hurricane Update:brThis condo was not damaged in recent hurricanes. Pool, elevator, and BBQ grills are fully operational. Lower-level units and grounds are undergoing daytime repairs—construction activity may be visible during business hours. For the latest updates, feel free to call.brbr Inside the CondobrThis unique 2-bedroom, 2-bathroom ground-floor unit features a spiral staircase to the second level and a partial Gulf view—perfect for families or couples seeking space and charm.br- Kitchen: Granite countertops, full-size appliances, drip coffee maker, and ample cookwarebr- ️ Living Room: Sofa, HD flat screen TV, ceiling fanbr- ️ Master Bedroom: King bed, HD flat screen TV, ceiling fanbr- ️ Second Bedroom: Two twin beds, HD flat screen TV, ceiling fanbr- Master Bath: Large walk-in showerbr- Main Bath: Tub/shower combobr- Free High-Speed Wi-Fibrbr About Surf Song Resort CondominiumsbrLocated directly on Madeira Beach, Surf Song Resort radiates Old Florida charm with a laid-back vibe. Guests enjoy:br- ️ Heated beachfront pool & shuffleboardbr- Picnic tables & BBQ grilling stationsbr- Coin laundry on-sitebr- ‍♂️ Walkable access to John's Pass Village & local diningbrbr About Madeira BeachbrA cozy coastal town near St. Pete Beach and Clearwater Beach, Madeira Beach is home to the iconic John's Pass Village & Boardwalk—a hub for shopping, dining, and sightseeing. Its warm waters and welcoming atmosphere make it a top pick for families and couples alike.brbr Why Stay with TRS brWith over 30 years of hospitality experience, Travel Resort Services offers:br- Concierge, printing & boarding pass servicesbr- Car rental discountsbr- ️ On-site housekeeping & maintenance with 24-hour responsebr- Repeat guest discounts & monthly newslettersbrbr Rental Guidelinesbr- No pets or smokingbr- One parking space (no trailers, boats, motorcycles)br- Minimum age to rent: 25br- Max occupancy: 4 guests

Surf Song 343 — Two-Story Island Escape with Gulf Breezes & Walkable Fun

Madeira Beach, Florida, United States

Bed