Vacation Rentals By Owner In Madeira Beach, FL

Freshly remodeled from top to bottom, this inviting ground-floor condo blends coastal comfort with modern style, creating the perfect base for your next Madeira Beach getaway. Set within the Madeira Beach Yacht Club, you’ll enjoy a picturesque setting along Boca Ciega Bay with resort-style amenities and a prime location just a short walk from the beach, shops, and restaurants. brbr brbr* Private screened-in Florida room accessible from both the living room and master bedroom, ideal for morning coffee or evening relaxation brbr brbr* Additional front patio with loungers for soaking up the Florida sunshine brbr brbr* Brand-new, fully equipped kitchen designed for everything from quick snacks to gourmet meals brbr brbr* Primary bedroom with king bed, walk-in closet, en-suite bathroom, flat-screen TV, and porch access brbr brbr* Second bedroom with two queen beds, generous closet space, and in-unit laundry brbr brbr* Full guest bathroom conveniently located near the living area and second bedroom brbr brbr* Dining space for six, perfect for gathering with family or friends brbr brbr* Open living room with views of the pool and outdoor spaces brbr brbr* Access to three fishing piers, two heated swimming pools brbr brbr* Just steps from Madeira Beach pier, splash pad, recreation center with pickleball and tennis, plus nearby restaurants and shopping brbr brbrWhether you’re here for a week of beach days, sunset strolls, or laid-back poolside lounging, this condo offers the perfect mix of comfort, convenience, and coastal charm in the heart of 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!

Madeira Beach Condo, Pools, Marina, Walk to Beach, Shops, and Restaurants +Tickets to Fun Activities

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$218.19

Coastal retreat! This top-floor, end-unit condo offers a slice of paradise with unobstructed beach views that will take your breath away. With 2 bedrooms, 2 baths, and a recent top-to-bottom renovation, this is the perfect opportunity to enjoy a slice of Florida`s stunning coastline. This condo has been recently updated, ensuring that you enjoy modern comforts in a beachfront setting. Prepare gourmet meals easily in the updated kitchen, featuring sleek granite countertops and ample storage space. The bathrooms have been completely redone. Pack your bags and start enjoying the coastal lifestyle immediately. Enjoy stunning sunsets and views of the sugar sand beach from your private balcony. The complex offers a convenient elevator, a sparkling swimming pool for relaxation, and reserved under-building parking for your peace of mind. Situated just a short distance from John`s Pass Village, you can access a vibrant array of shopping, restaurants, beach bars, and entertainment options. Whether you`re seeking adventure or relaxation, this location has it all. brbrSliding doors from the great room and master bedroom lead to a large balcony overlooking the golden sands of Madeira Beach and the Gulf of Mexico. Enjoy the views! Watch TV or enjoy a meal and a drink on the balcony. A nearby dining area has a table with 6 chairs, while a well-sized, updated, open-concept galley-style kitchen has all the essentials to cook meals. 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 to 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! If you’re bringing the kids, treat them to a trip to The Candy Kitchen (less than a 10-minute walk) for slabs of fudge, chocolates, and taffy.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.

La Coquina 306: Beachside Comfort - 2BD/2BA

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$369.14

Welcome to your serene beachfront escape! This 2-bedroom, 2-bath corner unit is perched on the top floor of a quiet, private complex on beautiful Madeira Beach. Enjoy sweeping, unobstructed views of the Gulf of Mexico from the best seat in the buildingyour own private balcony.br br Inside, the bright and open layout offers a comfortable and relaxing stay. The spacious primary suite features a king-size bed and en-suite bathroom, while the second bedroom offers two twin beds and is just steps from the hallway bathperfect for families or guests. For added convenience, the unit includes a washer and dryer and a dedicated covered parking space.br br The complex features everything you need for a laid-back beach getaway, including a heated pool, hot tub, and a gas grill area for cookouts after a day in the sun.br br And when you're ready to explore, you're just a short walk to John's Pass Villagehome to local shops, waterfront dining, live entertainment, and unforgettable adventures on the water.br br Peaceful, private, and perfectly locatedthis is Madeira Beach at its best.br br Important Information:br br Must be 25 or older to reserve, and the person booking must be present for the entire stay.br br Please note, this property is self-catering. We provide a starter supply of soaps, toilet paper, and paper towels, but these will not be replenished during your stay.

Private Vacation Home

Top-Floor Corner Unit with Stunning Beach Views Madeira Beach

Madeira Beach, Florida, United States

Bed

Bath

6

Sleeps

$356.66

Welcome to your perfect Gulf Coast escape — a spacious, fully loaded 3-bedroom, 3-bath beach house just steps from the sugar sand of Madeira Beach. Walk straight out the back gate and you're on the beach. No roads to cross. No parking lots to navigate. Just pure, effortless beach access.brbrInside, you'll find bright, open living spaces with coastal décor, marble floors, and everything you need to unpack, relax, and never leave. The fully equipped kitchen has stainless steel appliances and plenty of counter space for cooking in. 3BR/3BA sleeps 6 — king + 2 queens, 2 indoor baths + private 3rd full bath on the side + freestanding outdoor rinse shower. The in-unit washer and dryer keeps extended stays easy.brbrOutside is where the magic happens. Unwind at the private tiki bar with drinks and lounge on the deck. The property is fully enclosed by a privacy fence — your own private sanctuary from the world.brbrEverything for the beach is already here and waiting for you:br- Beach chairs, umbrellas & beach towelsbr- Rolling beach wagonbr- Coolerbr- Kids' sand toysbr- Outdoor showerbrbrJust pack your swimsuit and sunscreen — we've handled the rest.brbrThe location:brYou're nestled on Gulf Boulevard in the heart of Madeira Beach — one of Florida's most beloved beach communities. Step off the property and you're a short stroll from world-famous John's Pass Village & Boardwalk, with waterfront dining, live music, boutique shops, fishing charters, dolphin tours, jet ski rentals, and sunset cruises. Caddy's, Cafe Corner, and Fishbusterz are all walkable. Everything you'd want from a Florida beach vacation is right outside your door.brbrGuest access:brYou have full, private access to the entire home — all three bedrooms, three baths, the full kitchen, the deck, and the tiki bar. Private parking for up to 3 vehicles directly in front of the property. Keypad self check-in means arrival on your schedule, no coordination needed.brbrA note about the location:brThe property sits on Gulf Blvd, Madeira Beach's main coastal road. While you may hear some passing traffic from outdoors, the solid block construction and privacy fence create a noticeably quiet, peaceful interior — guests consistently remark how tranquil it feels once you're inside. The trade-off is unbeatable: walk out the back gate and you're on the beach in under 60 seconds.

Private Vacation Home

Gulf-Side Beach House - Tiki Bar · Direct Beach Access · No Roads to Cross

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$409.85

Situated in the heart of Madeira Beach, on the most pristine section of beach on the Gulf of Mexico, and within easy walking distance of shops, great restaurants, activities and scenic adventures, this is the ultimate destination for your Florida vacation. brbr brbrA modern and updated condo in a small well-kept secure building, with a spacious beachfront heated pool and hot tub. Private and secure direct path from the pool to the beach. brbr brbr-- Beachfront Balcony, with Dining Table, Incredible Views of the Gulf, and the Absolutely Perfect Place for Sunset Views brbr brbr-- Comfortably Furnished Living Room Area with Large Flat Screen TV brbr brbr-- Fully Equipped Kitchen Ready for Any Meal Preparation with Granite Counters and Updated Appliances brbr brbr-- Large Dining Area with Seating for up to Six brbr brbr-- Master Bedroom with Comfortable King Size Bed, Direct Balcony Access, Full View of Beach and Gulf, and Large Private Bathroom brbr brbr-- Master Bathroom Area Includes Spacious Walk-In Closet, Large Vanity Area, and Private Walk-In Shower brbr brbr-- Guest Bedroom with a Premium King Size Bed brbr brbr-- Private Guest Bathroom with Tub/Shower Combo brbr brbr-- TV's in Both Bedrooms, High Speed WiFi, Cable TV, Full Size Washer and DryerbrbrWe 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!

Perfect Slice of Paradise. Direct Beachfront. Heated Pool & Hot Tub. Spectacular Views From Master.

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$307.9

The only brand new construction luxury condos called The Harbor in Madeira Beach only 1 block from the white soft sand and situated on the calm inter-coastal water. Our beaches have the most mesmerizing sunsets and crystal clear water with lots of activities to choose from including beach volleyball, spike ball and sand castle competitions. We have a heated pool and hot tub and many docks to fish off of or watch the sailboats go by. There's so many restaurants and bars within a 3-10 minute walk and most have live music as well. The Freedom Boat Club is a few minutes away and several marinas within a mile. We have parks, playgrounds, sports, mini golf and water fountains for kids and a free or cheap trolley that will take you everywhere along Gulf Blvd for tips only. We offer 10 percent off boat and tiki rentals right behind our building. The famous John's Pass is only 2 miles away with hundreds of shops, restaurants, boating, jet skiing, deep sea fishing, dolphin watching and so much more. We have a full beach storage closet with umbrellas, tents, chairs, cooler, beach toys, bikes, floats, beach games, water gun, sand pails, fishing pole and more. Full state of the art kitchen stocked with everything you need to whip up an omelette or create a homemade meal with your favorite wine. I also provide complimentary coffee and tea as well as a small snack tray upon arrival. The bedrooms have blackout curtains so you can sleep as late as you want. You can be busy with all the action or just relax on the beach with a book, always your choice.

5 Star NEW Luxury Beach Condo

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$234.34

brMadeira Beach Yacht Club first floor condo located walking minutes brfrom the beautiful Florida Intercoastal Waterway of Boca Ceiga Bay brand the Gulf of Mexico. brThis is a 100% newly renovated condo with more features than you can brimagine. Our condo has a screened enclosure to enjoy the fresh cool brtropical breeze and down to earth natural beauty only Florida can broffer. The Yacht Club is a gated community. brThe unit comes fully equipped to have the most pleasurable time in brthe Gulf Coast Region of Western Florida. The Yacht Club has two brheated pools and numerous on-site fishing piers.brShort distance walk to library, shopping, miniature golf, and night brclubs. Short drive (1 1/2 Miles) to Historic John's Pass with boat, brjet ski, rental, parasailing, gambling boat, shopping, etc. The list bris endless! brThere is also a wealth of activity all within a short drive. If you brwant to explore the local area the Suncoast Beach Trolley can take you brthere for an all day pass of just $5.00 US. Operating daily from 5AM to !0PMbrMadeira Beach is just 90 minutes from Orlando and all of it's brattractions. Join in on the best affordable vacation location broffered in the US.

Madeira Beach Yacht Club

Madeira Beach, Florida, United States

Bed

Bath

6

Sleeps

$285.73

We have been blessed to have a great occupancy rate, and after a rough year in 2020, we decided to provide a beach lounger set, which includes two cushioned loungers and umbrella service! This will save you $40 per day, or $200 per week! brbrWe try to go above and beyond what others offer, and operate ethically, honestly and with integrity. Our reviews are a testament to the way we operate. brbrThis two bedroom/two bathroom condominium is among the larger units available in the Tampa-St. Pete-Clearwater Beach area. 40 minutes from Tampa International Airport with Clearwater Beach to the north and St. Pete Beach to the south. Madeira Beach is famous for it’s sugar soft sand and year-round near perfect weather. brbrLas Brisas is a five-story, 40-unit condominium with private assigned parking, easy access, elevator service, a beachside heated swimming pool, Tiki Hut family area with outdoor BBQ, picnic tables, sundecks and of course, a fabulous beach. See the dolphins swim by right from your balcony. Enjoy the breathtaking sunsets... Minutes from John's Pass, one of the most popular destinations with seafood restaurants, fishing charters, parasailing, wave runner and kayak rentals and an old-fashioned boardwalk lined with interesting shops. The Gulf of Mexico is right at your feet with miles of open beaches and nearby restaurants, bars and beach shops. brbrWhy stay “near” the beach when you can stay “on” the beach for a rate that competes with a single hotel room brbrKeywords: brbeach, pool, gulf, condominium, view, John's Pass, laid-back, life is good

BEACH LOUNGES AND UMBRELLA SERVICE INCLUDED! VALUE 200 DOLLARS PER WEEK

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$193.58

Please note that due to Hurricane Helene not all amenities are available at this time. However, both pools ARE open! brbrCaptain's Quarters is a spacious, yet cozy, two (2) bedroom, one and a half bath, two-story unit located on the 2nd floor within the Madeira Beach Yacht Club Condominiums.brbrOn the 2nd floor of the unit, you will find an extremely spacious master bed room that is furnished with a king size bed along with a chair that converts to a twin sleeper. There is a large closet with built in drawers, a smart tv, and a mini fridge. The second bed room has two twin beds, smart tv and plenty of closet space with built in drawers.brbrThere is a half bath on the 1st floor of the unit, while the full bathroom upstairs is equipped with a washer & dryer.brbrAnd, if more room is needed to accommodate a good nights sleep, the living room sofa turns into a queen sleeper. There is a smart tv and sound bar system in the living room as well.brbrThe screened in patio has plenty of space for relaxing with a cup of coffee in the morning or winding down at night with a glass of wine! There is a flat screen tv there as well.brbrThe kitchen is equipped with an ice maker and water dispenser refrigerator, dishwasher, stove, microwave, toaster, and Keurig coffee machine. The adjacent dining room sits 4 comfortably, but has room enough for six.brbrWhether you are looking for some fun in the sun or just a relaxing beach getaway, Captains Quarters is the place to stay! Perfect for a family vacation or a couples retreat!brbrThis waterfront community is just a short walk (1.5 blocks) to the beach and located across the street from R.O.C. Park. (https://madeirabeachfl.gov/r-o-c-park/) You can also enjoy some fishing directly off of the pier which is steps away from the unit.brbrYou'll find just about all of the necessary beach items in the closet on the first floor of the unit, along with sports equipment for kids of all ages to take to the park.brbrLocated just a mile away from Captain's Quarters, you can explore John's Pass Village & Boardwalk, a rustic waterfront complex with plenty of shops, restaurants & water recreational activity.brbrAmenities on the premises include:br Wifi, 2 heated pools, fitness room, indoor jacuzzi, sauna, pool tables, BBQ (private to the unit), boat slip (based on availability for an additional cost), secure, gated parking lot, fishing pier

Madeira Beach 2BR/1.5B with Boat Slip

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$214.9

The SpacebrbrWelcome to Collwood #302, your spacious coastal retreat in Madeira Beach! This two-bedroom, two-bath condominium comfortably accommodates up to six guests, blending modern convenience with the relaxing comfort of the coast.brPlease note: To finalize your booking, a rental agreement with SunHost Resorts is required to confirm the reservation.brbrStep inside to an open-concept living and dining area, where plenty of natural light creates a bright, inviting atmosphere perfect for relaxing after a day in the sun. The fully equipped kitchen, featuring granite countertops, makes dining in a breeze, whether you’re brewing morning coffee or preparing a family-style dinner.brbrThe master suite offers a restful king bed and a private en-suite bath. A second guest room and another full bathroom make this unit ideal for families or groups. End your day on the private balcony, enjoying peaceful views overlooking the Intracoastal Waterway.brYour home-away-from-home amenities include:br* Smart TVsbr* Free Wi-Fibr* In-unit Washer & DryerbrGuest AccessbrAs our guest at the beachfront Collwood Condominiums, you'll have full access to the building's excellent amenities, ensuring a fun and worry-free vacation.br* **Beachfront Location**: You are directly on the beautiful sands of the Gulf of Mexico.br* **Private Beach Access**: A dedicated walkway leads you straight to the shore.br* **Heated Pool **: Take a dip in the sparkling swimming pool.br* **BBQ & Picnic Area**: Enjoy outdoor meals at the covered picnic area with gas BBQ grills.br* **Shuffleboard Court**: Engage in some friendly competition.br* **On-site Parking & Elevator**: Enjoy the convenience of on-site parking and easy access via the building's elevator.brbrThe NeighborhoodbrMadeira Beach is a charming coastal town known for its white sandy shores, beautiful sunsets, and relaxed atmosphere. Spend your days lounging by the ocean, searching for seashells, or enjoying fresh seafood at a local beach bar.brYou are also just a short walk from the famous John’s Pass Village and Boardwalk, one of the top attractions in the area. With over 100 shops and restaurants, you can enjoy waterfront dining, grab ice cream, or browse unique boutiques. For the more adventurous, book dolphin cruises, jet ski rentals, and deep-sea fishing trips right from the boardwalk.

Bright & Updated Beachfront Complex 2BR2BA

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$248.18

Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. br br Top reasons to Book:br • Private and beautifully furnished balcony overlooking the Gulf of Mexico!br • Unit includes free Wi-Fi and free parking!br • Beautifully decorated throughout to reflect coastal comfort.br brThe 5th floor condo at Arena De Madeira features many great updates and is tastefully decorated! This large 3 bedroom condo has a terrific view of the beach and the Gulf of Mexico from the balcony, the living room and the master bedroom. Enjoy our breathtaking sunsets from the privacy of your large beach front balcony with comfortable furniture. The fully equipped kitchen offers stainless steel appliances, granite counter tops and a wide open view of the living area and balcony. Beautiful tile and wood floors throughout the condo! Free Internet Service and free parking is available. br br 3 Bedrooms / 2 Bathroombr Bedroom 1 – King Sized Bedbr Bedroom 2 - 1 Queen Sized Bedbr Bedroom 3 – 2 Twin Sized Beds, 1 Full Sized Bedbr brDirect Beachfront on Madeira Beach and close to everything is the Arena De Madeira. This condo complex is a smaller building with only 15 condos that is sitting right on the beach with a heated pool, sundeck and picnic tables. The condos have large balconies with direct Gulf view… its perfect for the beach lovers!br brMadeira Beach is one of the most popular destinations on the Gulf Coast and the perfect location for your Florida beach destination. Soft, white sand beaches and spectacular sunsets await you. Madeira Beach is home to John's Pass Village and is located close to great restaurants, shopping, and activities! If you decide to venture out, the convenient location puts you within a 2-hour drive of every major attraction in Florida, including Busch Gardens Tampa, Walt Disney World, Universal Studios, and Sea World. Bring your family & friends, enjoy the area, and make memories to last a lifetime.

Arena De Madeira 502 Premier- Beautiful Updates- Beach Front

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$386.36

Beach Place #208 - Located right at John's Pass, Madeira Beach this direct beach front 3 bedroom 2 bath has all the comforts of home with views that are sure to amaze you and your traveling companions. Relax on the beach front balcony with access from the living area as well as the master suite. Open the windows and let the gentle sound of the Gulf of Mexico soothe your soul. Updated granite kitchen with newer appliances should you want to prepare your meals, or you can walk to many local restaurants. Free Wifi. brbrBeach Place #208 has one parking spot. There is no additional parking at Beach Place, however additional parking is available at the adjacent city lot for daytime parking only.brbrYou will be required to sign a rental agreement with SunHost Resorts prior to a reservation being confirmed.brbrThe master bedroom is nicely decorated and furnished with two queen sized beds. The second guest room also offers 2 queen sized beds, plenty of closet space and an attached bathroom. The third bedroom has one queen bed, making this condo a perfect spot for extended families. Washer and dryer, flat screen televisions, high speed internet and one parking spot are also included. Linens, extra towels and pillows are provided for the comfort of our guests. brbrAs a SunHost guest, you will have access to office services, including copying 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.brbrOne big attraction to this popular unit is its premier location to not only the beaches, heated swimming pool AND BBQ facilities, but also it is just across the street from John's Pass Village, a sought after destination for tourists and year round residents alike. The village 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 Hubbard's 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 water sports along some of the most beautiful crystal clear waters in the worldbrbrNearest airports are Tampa International Airport at just over 20 miles and St. Petersburg Clearwater International at 10 miles away.

Direct Beach Front 3 Bedroom - Beach Place #208

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$335.75

Enjoy stunning views of the Gulf of Mexico, the beach, and the evening sunsets from your expansive screened private balcony. With a heated saltwater pool, beachfront picnic and lounging areas, and plenty of parking, the popular Villa Madeira resort in central Madeira Beach will quickly become your favorite vacation spot. brbr brbrThis upper floor well maintained condo provides a comfortable vacation destination for your family or your winter retreat. Easy walking distance to Johns Pass Village, great restaurants and activities, as well as just a short hop over to large grocery stores. brbr brbr-- Comfortable Living Room Area with Direct Balcony Access and a Fantastic View of the Beach and Gulf brbr brbr-- Dining Area for Four with Additional Bar Area for Extra Seating brbr brbr-- King Size Bed in the Master Bedroom with Direct Access to the Balcony and en-suite Full Bathroom brbr brbr-- Queen Size in Second Bedroom brbr brbr-- Two Twin Size Beds in Third Bedroom brbr brbr-- Fully Equipped Kitchen and Bathrooms with Granite Throughout brbr brbr-- Full Size Washer and DryerbrbrWe 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!

Relax Beachfront with Stunning Beach Views. Heated Swimming Pool. Tickets to Top Attractions.

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$437.11

Island Paradise Cottages, centrally located in Madeira Beach inside a quiet and secure neighborhood, and just off the main road. The cottages are just a 5 minute walk over to the very best beaches that the Gulf of Mexico has to offer, and you are in very easy walking distance of Johns Pass Village, with many excellent restaurants, activities, and attractions. Access to the bay for paddle boarding and kayaking is just a short walk away through the neighborhood, and you can catch the beach trolley nearby if you need to get a little further away. brbr brbrOur little piece of paradise is perfectly setup for vacationing and relaxing with lush landscaping, an island style tiki hut for socializing and BBQ grilling, a beautiful heated pool, as well as a full inventory of bikes, kayaks, paddle-boards and games exclusively for our Guests' use. brbr brbrThis cottage, affectionately known as Sweet Jasmine offers: brbr brbr-- Master Bedroom with Two Queen Size Beds and en-suite master bathroom with walk-in shower brbr brbr-- Spacious living room and dining area brbr brbr-- Fully equipped kitchen for just about any type of meal preparation brbr brbr-- Free High-Speed WI-FI, Free Cable TV, Free Assigned Parking brbr brbr-- Year round heated pool with beautiful patio area brbr brbr-- Thatched Tiki Style picnic area with propane BBQ Grills and plenty of seating brbr brbr-- On-site Coin operated Washers and Dryers for laundry brbr brbr-- Free use of our kayaks, paddle-boards, bikes, and games brbr brbr-- All linens and towels (both Beach and Bath) are provided. 24 hour guest services hotline for any issues or questions.brbr-- Gas Firepit in the Courtyard for Evening Relaxation. 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!

1BR Cottage Easy Walk to the Beach! Heated Pool, Kayaks, Bikes, +Tickets to Fun Activities Daily!

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$258.12

Relax by the beach on the beautiful Gulf of Mexico in this newly renovated luxury condominium. Stroll along the beach, wade through the surf, watch the birds and dolphins and enjoy incredible sunsets from the balcony.brbrThis 1100 sq. ft. condo faces the beach directly with a view of the brbeach through the balcony from the living room and master bedroom. brThe kitchen and the spare bedroom face the Intracoastal Waterway. brbrThere is a king-size bed in the master bedroom and two twin beds in brthe spare bedroom. Each of the bedrooms has its own bathroom and a brwalk-in closet. There is a queen-size bed in the fold-out couch in the living room. The kitchen is complete with cutlery, dishes, cookware, pots and utensils as well as a microwave oven, coffee-maker and a toaster. The unit has a full size stove, fridge/freezer, washer and dryer and a dishwasher as well as a TV and DVD player in each of the bedrooms. There is access to cable TV and WiFi.brbrThere is a full-size heated pool and adjoining Jacuzzi. The building bris a short walk from a plaza with a Supermarket, drug store, and other specialty shops. There are many excellent restaurants within a short walk or drive.brbrJohn's Pass is a 30 minute walk or 5 minute drive with restaurants, parasailing, brjet ski and boat rentals as well as deep-sea fishing, and dinner or dolphin-watching brcruises.brbrBusch Gardens in Tampa is a 40 minute drive, and the theme parks in Orlando brare only 90 minutes away.brbrMadeira Beach is one of the many well-known resort areas stretching along Gulf Boulevard. Dunedin, Clearwater, Indian Rocks and Redington Beach are resort communities situated within 20 minutes drive to the north of Madeira Beach. Treasure Island and St. Petersburg Beach are located within 10 minutes to the south. Most spring training camps of the Major League Baseball teams are located in this immediate area.brbrIf you enjoy poolside, ocean sports, sunsets and seafood or relaxing walks along the water’s edge, you will find Madeira Beach to be your answer to a perfect holiday.

Luxury newly renovated 2 BR/2 BR Surfside South Madeira Beach oceanfront condo

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$361.01

Luxury 4BR Beachfront Condo with Pool, Spa & Stunning Sunsets – Madeira BeachbrbrEscape to paradise in this beautifully renovated, spacious 4-bedroom, 2.5-bath condo in the heart of Madeira Beach. Relax by the pool or spa, enjoy incredible sunsets from your balcony, and walk just minutes to the soft sandy shores, local shops, and waterfront dining at John’s Pass. Perfect for families and groups up to 8 guests!brbrYour Madeira Beach Getaway AwaitsbrStep into your luxurious retreat on the Intercoastal Waterway! This 4-bedroom, 2.5-bath condo has been fully renovated for modern comfort and style, offering plenty of space for families or larger groups. From the moment you arrive, you’ll notice the bright, airy layout and attention to detail designed to make every stay unforgettable.brbrInside the Condo:brModern Kitchen: Stainless steel appliances, granite countertops, and all the cookware you need to prepare meals at home.brDining & Living: Large dining table for group meals, plus a cozy living area with comfortable seating and smart TV for relaxing evenings.brBalcony: Enjoy morning coffee or evening cocktails while taking in gorgeous sunsets.brbrSleeping Arrangements:brMaster Suite: King bed with en-suite bathroom featuring a walk-in shower.brSecond Bedroom: King bed for ultimate comfort.brThird Bedroom: Queen bed.brFourth Bedroom: Twin bunk beds, perfect for kids or extra guests.brAdditional Bathrooms: Second full bath with tub/shower combo, plus a convenient half bath in the hallway.brbrWhy You’ll Love Staying Here:brSpacious, luxurious, and beautifully renovated—ideal for families and groups.brAccess to pool, spa, and elevator for ultimate convenience and relaxation.brComplimentary Wi-Fi, beach gear, and parking.brWalk or bike just minutes to Madeira Beach’s pristine sands and family-friendly vibe.brClose to John’s Pass Village & Boardwalk: shops, waterfront dining, boat rentals, and live entertainment.brLocated on the Intercoastal Waterway with breathtaking sunsets every evening.brProfessionally cleaned between every stay to the highest standard.br2 underground assigned parking spaces, offsite parking available with fee. brbrPerfect For:brFamilies, groups, and friends seeking a luxury beach getaway.brAnyone looking for a spacious, modern, and relaxing retreat in Madeira Beach.brbr This property has special local compliance requirements which include a signed rental agreement, ID verification, and a security hold of $1000 (which is not a traditional security deposit, just a pending transaction). As an optional alternative to the security hold, you may opt in to purchase a non-refundable damage waiver provided by a third-party insurance company. The optional damage waiver is $45 for stays up to 10 nights, with an additional $2 per day for stays longer than 10 nights. Damage waiver purchases are optional.brbrTo make this process easy for you, we use a secure and very simple, app-free platform called Happy Guest. It is not an app, and you do not have to sign up for an account - it’s a safe and secure website. It also gives you a guest portal with all the info about the home and all of my favorite local spots.brbrYour guest portal includes advertisements with third-party upgrades that you may want to enhance your stay. These upgrades are optional and include:br[UPSELL #1] - $[$$]br[UPSELL #2] - $[$$]br[UPSELL #3] - $[$$]brbrIf you have any questions, just message us anytime! Happy to help!brbrPlease note: All deposit returns will be issued minus credit card processing fees.brbrThis property is managed by Azul Bay Vacation Rentals. Lic. # DWE6218386.

4 Bedroom Luxury Pool Condo by The Gulf

Madeira Beach, Florida, United States

4

Bed

Bath

8

Sleeps

$238.05

Top Reasons To Book This Beachfront Condo:brbr* Direct Beachfront Condo with Stunning, Unobstructed Views from the 6th Floorbrbr* Spacious Pool Deck with Lounge Chairs, Heated Pool, and Hot Tubbrbr* Other Onsite Amenities Including Direct Beach Access, Gas Grills, Shuffleboard, and Elevatorbrbr* Stylish, Fully Updated Condo with Modern Finishesbrbr* Professionally Managed, 24/7brbrWelcome to Ocean Sands II – 602, a beautiful beachfront condo offering stunning, unobstructed Gulf views right from your living room.brbrThis stylish, open, and comfortable space is designed for relaxation, featuring a cozy living room with a sofa pullout, two recliner chairs, a large smart TV, and direct access to the private balcony. The kitchen and dining area are thoughtfully updated and designed featuring new stainless steel appliances and fully stocked with everything you need—cookware, dishes, utensils, glassware, and both drip and pod coffee options—it’s the perfect space to prepare meals with ease. Just steps away, the inviting dining table for six creates a warm gathering spot to enjoy home-cooked meals, share stories from the day, or settle in for a relaxed evening of cards and games together.brbrThe master bedroom includes a king bed, smart TV, balcony access, and an attached bathroom with a beautifully updated tub/shower. The guest bedroom has one queen bed, one twin bed and a smart TV. The guest bathroom featuring a walk-in shower, ensures comfort for everyone. There is a sleeper sofa in the living room. A washer and dryer in the condo add convenience to your stay.brbrEvery inch of this condo has been thoughtfully updated, but the true highlight is the expansive private beachfront balcony accessible from both the living room and master bedroom—perfect for taking in breathtaking 6th-floor views and unforgettable sunsets each evening.brbrThe Bed Set Up: brbrMaster Bedroom - King Bed. Balcony Access. Attached Bathroom.brbrGuest Bedroom - Queen Bed, Twin BedbrbrSofa sleeper brbrWasher/Dryer in Condobrbr1 Assigned Parking Spacebrbr** This is a Fully Non Smoking Property **brbrGuests at Ocean Sands II can enjoy fantastic amenities including a large pool deck with lounge chairs, a heated pool and hot tub, direct beach access, gas grills in the tiki area, shuffleboard court, elevator access, a locked lobby, one assigned parking space onsite, and free Wi-Fi throughout the property.brbrLess than 2 miles to the south, John's Pass Village and Boardwalk is a must-visit, featuring waterfront restaurants, family-friendly entertainment, unique shops, and a variety of water activities like jet skiing, parasailing, a pirate ship ride and boat tours.brbrRight on Madeira Beach, you’ll find great local dining options such as Caddy's Madeira Beach for beachfront dining and live music, Dockside Dave's for casual, local-favorite seafood, and Mario's Ristorante Italiano for a cozy Italian dinner...just to name a few!brbrJust a short drive away, St. Pete Beach (about 15 minutes) offers a more tranquil vibe, while Clearwater Beach (around 30 minutes north) is known for its lively energy and beautiful beaches. You can also explore Fort De Soto Park (about 35 minutes) for nature and scenic beaches, or head to Downtown St. Petersburg (about 30 minutes inland) for dining, shopping, museums and culture. For day trips, Tampa is about 45 minutes away and filled with favorites like ZooTampa, Busch Gardens and the Florida Aquarium, and Orlando—home to world-famous theme parks—is just about 2 hours away.brbrWhether you’re here to relax by the beach or explore all the area has to offer, Ocean Sands II – 602 is the perfect place to call home while you visit.

☀Stunning Views Beachfront Condo Ocean Sands II-602 Heated Pool/Hot Tub/Grills

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$427.26

Welcome to this exquisite two-bedroom beachfront corner condo in the charming town of Madeira Beach, Florida. This luxurious retreat in the Aire Dam building boasts an exceptional location, offering you direct access to the pristine sandy beaches and breathtaking views of the sparkling Gulf of Mexico. brbr brbrStep inside and be captivated by the elegant design and upscale furnishings that adorn this exclusive condo. The spacious living area is tastefully decorated, providing a comfortable and stylish environment for relaxation and entertainment. brbr brbrThe highlight of this magnificent condo is the large private balcony, where you can indulge in panoramic vistas of the turquoise waters. Imagine sipping your morning coffee while watching the sunrise or enjoying a glass of wine as the sun sets on the horizon. This balcony is your personal oasis, perfect for unwinding and creating unforgettable memories. brbr brbr-- Comfortable and Spacious Living Room Area with Direct Balcony Access and Open Views to the West and North brbr brbr-- Well Equipped, Modern Kitchen with Granite Counters, and All Stainless Appliances brbr brbrThe condo features two well-appointed bedrooms, each designed with your comfort in mind. Sink into the plush bedding after a day of beachfront activities and let the waterfront location lull you into a peaceful slumber. The bathrooms are modern and spa-like, ensuring a rejuvenating experience throughout your stay. brbr brbr-- King Size Bed in the Master Bedroom with Private en-suite Bath and Direct Balcony Access. Workstation Desk setup for a Private and Quiet Area when needed. brbr brbr-- Two Queen Size Beds in the Guest Bedroom with its own Private Balcony and Direct Access to the Guest Bathroom brbr brbrFor a break from the beach, take a refreshing dip in the beachfront swimming pool, or relax in the warm spa. brbr brbrBeyond the comfort of your condo, Madeira Beach offers a vibrant and laid-back atmosphere. Stroll along the beautiful sandy shores, explore local shops and boutiques, or indulge in delicious seafood at one of the nearby restaurants. With its ideal location, you're just a short drive away from popular attractions and entertainment options. brbr brbrDon't miss out on this incredible opportunity to experience a truly luxurious beachfront getaway. Book your stay at our Madeira Beach condo today and create unforgettable memories in this slice of paradise!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!

Corner Beachfront. Large Balcony. Pool. Hot Tub. Exceptional Location.

Madeira Beach, Florida, United States

Bed

Bath

Sleeps

$446.28

Master bedroom and Living room have an ocean front balcony directly overlooking the Gulf of Mexico. There are 3 bedrooms and 2 full baths, a full kitchen and large living room. Our Spacious (1470 sq/ft), fully air-conditioned unit sleeps 8 people comfortably. The unit contains a full size washer and dryer, free of charge. There is a large parking lot in front of the building, with a free parking spot for renters. (if you need 2 parking spots check out my other property #372943).brOn a private beach with a year-round heated private pool, private picnic & BBQ areas to create the perfect paradise. brThe building has both elevators and stairs. There are restaurants, taverns, shopping and attractions within walking distance. From amusement parks, gulf, Lowry Park Zoo, cultural centers, sporting events, museums, casinos, aquariums, theaters, wildlife sanctuaries, etc... with 14 miles of sandy beaches you'll never be bored, unless by choice!

Direct Gulf Front Las Brisas 105, Very Nicely Updated 3 Bedroom/2 Bath

Madeira Beach, Florida, United States

3

Bed