Vacation Rentals By Owner In Madeira Beach, FL

$230.51

Up-to-date and Cozy! Next to John's Pass - Across the Street to white sands!

Madeira Beach, Florida, United States

Just steps away from John's Pass Village & Boardwalk and across the street from the white sand beaches of the Gulf of Mexico. This fully furnished condo has everything you need: full kitchen w/ granite counter tops, stainless steel appliances, all necessary cookware and utensils, washer & dryer. SMART TV in Living Room & Master BedroombrbrDog friendly with convenient access to grass area behind the building. Note that shot records will be required to have your pet stay.brbrThe property was built in 2006 and has all new amenities. You will have access to the pool and hot tub. An exercise room is located on 6th floorbrbrThis is the best property in all of Madeira Beach! A pedestrian crosswalk is directly in front of property, making it easy and quick access to the beach.brbrbrProperty Amenities: br• Heated Pool br• Covered parkingbr• Fitness Room br• Conference Center br• Onsite Charter Boats (Fishing or Cruising)br• Adjacent to Shops & Restaurants of John's Pass br• WiFi includedbr• Private Balcony br• 24 Hour Front Desk br• Elevators

Bed

Bath

Sleeps

$319.63

/ Nightly

Condo

Beachfront 2-bedroom condo steps from John's Pass Village & Boardwalk

Madeira Beach, Florida, United States

Discover the warm sands of Madeira Beach, home to your two-bedroom seaside apartment. Imagine waking up to the gentle lapping of waves and the salty sea breeze. Step out onto your private balcony and soak in the stunning views of the sparkling Gulf of Mexico. Spend your days lounging by the outdoor pool, soaking up the Florida sunshine. When you're ready to explore, venture to the nearby John's Pass Village & Boardwalk or head to the beautiful beaches of St. Petersburg-Clearwater, just a short drive away. Back at your home-away-from-home, you'll find all the comforts you need, including a fully stocked kitchen, a washing machine and dryer, and high-speed WiFi to keep you connected. Whether you're seeking a relaxing retreat or an adventure-filled getaway, this beachfront condo offers the perfect blend of comfort and convenience. Immerse yourself in the laid-back coastal lifestyle and create memories that will last a lifetime.

Bed

Bath

Sleeps

$298.48

/ Nightly

Condo

Spectacular Beachfront Corner Unit w/ Views, Pool and Great Location on Madeira Beach

Madeira Beach, Florida, United States

Enjoy beachfront relaxation at one of the most spectacular locations in Madeira Beach. The Kima Condos are centrally located directly on the Gulf of Mexico, near shopping, restaurants, activities, and on the sugary white sands of Madeira. brbr brbrThis condo complex includes a large beachfront patio area, with plenty of room for all residents to spread out and enjoy some personal and quiet time away from the crowds. The heated pool is clean and private, and gives direct access to both the patio areas and the beaches. brbr brbrThis Northwest facing corner condo is spectacularly furnished with wood grain tile throughout, granite counters and tiled showers, a modern kitchen, a large dining area for six, plenty of seating in the living room, and a huge 42-foot wrap around balcony giving unprecedented views of the beach, sand, and Gulf. brbr brbr-- King Size Bed in Gulf Facing Master Bedroom with Private Double Sink Bathroom and renovated, spa-like Walk-In Shower. brbr brbr-- Second Bedroom with Twin Size Bunk Beds and a Full Size Bed. brbr brbr-- Large Living Room Area with Leather Couches, Large Flat Screen TV, and Direct Access to Balcony. brbr brbr-- Guest Bathroom with Tub/Shower Combo brbr brbr-- Dining Area for six brbr brbr-- Full Size Washer and Dryer, Large Locked Beach Storage Area in Garage brbr brbrThis beach oasis offers several extra amenities to make your stay more enjoyable! The unit provides its own private beach locker (conveniently located downstairs near the sand) which includes a variety of beach chairs, balls and sand toys for your private use -- no need to pack or rent these items! The closet is also stocked full of books and games for guest use.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!

Bed

Bath

Sleeps

$291.01

/ Nightly

Private Vacation Home

Updated Beachfront Condo, steps to John's Pass with heated pool, updated kitchen

Madeira Beach, Florida, United States

2025 HURRICANE NOTE: Our unit has been fully restored and ready to accept guests a/o January 20, 2025. We can provide first-hand knowedge of the area upon requests. brAmazing sunsets of the Gulf of Mexico from Madeira Beach condo located on the second floor. Updated beach modern condo with plenty of space, beds, and a large balcony on beach front property with a heated pool. brThe guest features a king bed, 2 queens & a single bed (new mattresses), tastefully decorated bathrooms, full kitchen with quartz countertops Sept'24, renovated guest bath Sept'24, updated couches in Oct'23 and of course, walking distance from famous John's Pass. Each room has been updated with smart TVs. Beach gear included for use.br brAs of May 2023 - NOW including Beach Towels for each guest stay after working with onsite management per guest feedback.

Bed

Bath

Sleeps

$288.67

/ Nightly

Condo

Madeira Beach Condo, 2bd/2bth,

Madeira Beach, Florida, United States

Madeira Beach Condo, 2bd/2Bth, Sleep 6, 5th FLOOR, MADEIRA BAY RESORT ACROSS THE ROAD FROM THE BEACH, NO WATER DAMAGE OR MOLD DUE TO HURRICANES! Breathtaking Views Of The Gulf And Beach. Enjoy Bucket list worthy Gulf sunsets from the privacy of your own beach facing balcony. Stroll trough the shops and restaurants of Johns Pass Village steps away! Covered parking garage, HEATED POOL, gym. Beautiful and quiet white sand beach just across the street. This is the Best Place To Be on the Gulf Coast!

2

Bed

2

Bath

6

Sleeps

$317.2

/ Nightly

Private Vacation Home

Waterfront Home Gulf view 100 steps to Beach very private Close to everything.

Madeira Beach, Florida, United States

This house is the perfect slice of paradise location location location the home is located on Boca ciega Bay Intercoastal Waterway only 100 steps from 137th Avenue beach access in Madeira Beach Florida with beautiful sand and beautiful beach the house has an open floor plan the living room looks out into the Intracoastal Waterway the back bedroom has a large king size bed the front bedroom has a queen size bed there are two large couches in the living room the very large TV and regular size couch the backyard has beautiful AstroTurf going out to the Seawall there is a Jacuzzi hot tub gas grill beautiful pink red and white roses the backyard is a huge garden with many trees and plants and has a tremendous amount of privacy in shade sails to protect from the Sun the pictures don't do this place justice you have to see it to appreciate it there are also boat slips in back of the house with two pontoon boats and two large boats.brI have a 35 ft yacht on a lift in the backyard that is available for rent and Captain services that sleeps six four comfortably, and a 35-ft class a diesel motorhome in the front driveway that sleeps six four comfortably these other properties are listed on VRBO also.brI have multiple rentals at this location that is why I need 24 hour approval and check in so I don't overbookbr call Tom for additional information 727-290-7457

Bed

Bath

Sleeps

$456.94

/ Nightly

Condo

Newly Renovated Condo, Heated Pool overlooking Mad Beach

Madeira Beach, Florida, United States

** Heated Pool!** brRelax and take in the saltwater breeze and gulf-view sunsets as you create your dream vacation in Florida’s beautiful Madeira Beach. Located just across the street from the world-famous John’s Pass Village and Boardwalk, this 2 bedroom, 2 bath, Sandy Shores oceanfront condo has an open layout with all modern amenities and is only footsteps away from the shore. Spacious, fully-stocked kitchen, with modern appliances, and plenty of room to enjoy your very own slice of paradise.brbrThis stylish open-concept living has great views no matter where you are in the condo. With balcony access from both the living room and the oversized master bedroom, you can sip your morning coffee on the deck enjoying the sounds of the waves as you plan the day’s adventure. The living room features plush furnishings accented by the Florida beach vibe. And of course, beach supplies are also provided, like chairs and towels.brbrThe bedrooms are comfortable and well-appointed, featuring plenty of storage and flat-screen TVs. No detail has been missed. The spacious primary bedroom has two queen-size beds that you can see the gulf from, while the second bedroom has two twin-size beds. The primary bathroom has a walk-in shower, and the second bathroom has a shower/tub combo. If needed, your living room also has a queen size sleeper sofa.brbrDownstairs you’ll enjoy the beach-side, community pool where you have full access to community grills and tiki-covered tables. Perfect for a memorable family picnic. There is full beach access where you can take a relaxing stroll along the sugar-white sand of Mad Beach. brbrNo need for a car here. With over 130 boutiques, restaurants, local breweries and attractions, you can shop, eat local cuisine and rent any water sport you can imagine (like parasailing or deep-sea fishing) all within walking distance. Or… take a quick day trip to St. Petersburg and check out the St. Pete Pier, the Dali Museum or visit the Sunken Gardens.brbrBonus! With us, you are not dealing with some distant management company. We are a local husband and wife team that prides ourselves in making your vacation one you'll remember.brbrHowever you choose to spend your Madeira Beach vacation, Sandy Shores #106 is ready to welcome you to your home away from home. Book your preferred dates today!

Bed

Bath

Sleeps

$224.61

/ Nightly

Condo

Walk to Beach & Johns Pass Village ~ Heated Community Pool ~ Bikes ~ Paddle Boards/Kayaks

Madeira Beach, Florida, United States

Your perfect Madeira Beach vacation rental awaits! Sea Breeze Cottage is part of Island Paradise Cottages, a peaceful retreat located in a quiet, secure neighborhood just steps from the best Gulf beaches. Walk only 5 minutes to Madeira Beach and enjoy easy access to John’s Pass Village & Boardwalk, filled with waterfront dining, boutique shopping, boat tours, and fun activities for all ages. brbrLooking for adventure Bay access for paddleboarding and kayaking is just a short walk away, and the Beach Trolley stops nearby for easy transportation to other Gulf Coast beaches. brbr brbrWhy Guests Love Sea Breeze Cottage: brbr-- Spacious Bedroom: Two queen-size beds and an en-suite bathroom with a walk-in shower brbr-- Bright Living Area: Comfortable seating and dining space with direct access to the pool deck brbr-- Fully Equipped Kitchen: Perfect for preparing anything from snacks to full family meals brbr-- Free Amenities: High-speed Wi-Fi, cable TV, and assigned parking brbr-- Resort-Style Amenities: Heated pool open year-round, tropical landscaping, and a tiki hut picnic area with propane BBQ grills brbr-- Adventure Included: Complimentary bikes, kayaks, paddleboards, and yard games brbr-- On-Site Laundry: Convenient coin-operated washers and dryers brbr brbrThe Island Paradise Experience brbrRelax in our heated swimming pool, soak up the sun on the patio, or enjoy a BBQ under our thatched tiki hut. With lush tropical landscaping and exclusive guest amenities, Sea Breeze Cottage is ideal for families, couples, and friends looking for a beach getaway. brbrLocation Highlights: brbr✔ 5-minute walk to Madeira Beach brbr✔ Steps to John’s Pass Village & Boardwalk brbr✔ Near Clearwater Beach, St. Pete Beach, and Treasure Island brbr✔ Close to fishing charters, dolphin tours, golf courses, and nightlife brbrBook your stay and experience the perfect mix of comfort, convenience, and coastal charm.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!

Bed

Bath

Sleeps

$270.83

/ Nightly

Condo

A Private, Spacious and Updated Home Away From Home. Heated Pool. Paddleboards & Beach Gear!

Madeira Beach, Florida, United States

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 Villa Paradiso offers: brbr brbr-- Private balcony area with outdoor seating overlooking the courtyard brbr brbr-- Primary bedroom with two queen size beds brbr brbr-- Second bedroom with queen bed and twin bed brbr brbr-- Central bathroom with tub/shower combo brbr brbr-- Cozy living room and dining areas. brbr brbr-- Fully equipped kitchen for just about any type of meal preparation. All Stainless Appliances, including a dishwasher! brbr brbr-- Direct Access out to the Tiki Picnic Area. brbr brbr-- High-speed WI-FI, Smart TV, & 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 kayaks and beach gear 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!

Bed

Bath

Sleeps

$237.02

/ Nightly

Condo

Make Family Memories: Beach, Pool, Hot Tub, Grill, Fire Pit. Paddle boards, & Bikes. All Updated.

Madeira Beach, Florida, United States

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 2nd floor unit (stairs required), affectionately known as Skyview Villa offers: brbr brbr-- Private Top Floor Walkaround Balcony area Overlooking the Courtyard and Pool brbr brbr-- Master Bedroom with King Size Bed brbr brbr-- Second Bedroom with Twin Bunk Beds brbr brbr-- Central Bathroom with Tub/Shower Combo brbr brbr-- Spacious living room and dining area. brbr brbr-- Fully equipped kitchen for just about any type of meal preparation. All Stainless Appliances, including a dishwasher! 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!

Bed

Bath

Sleeps

$254.21

/ Nightly

Condo

Large Patio Great for Family Getaway. Pool, Paddle boards, Bikes, Grill, Fire PIt. Walk to Beach.

Madeira Beach, Florida, United States

Escape to Sea Grape Cottage, a private, stand-alone vacation rental at Island Paradise Cottages in the heart of Madeira Beach, Florida. Tucked inside a quiet, secure neighborhood just off the main road, this tropical getaway is only a 5-minute walk to the pristine white sands of Madeira Beach and within easy walking distance of John’s Pass Village & Boardwalk, where you’ll find waterfront dining, boutique shops, and endless entertainment. brbrWant to explore more Paddleboard and kayak access to the bay is just a short stroll through the neighborhood, and the nearby Beach Trolley can take you to Clearwater Beach, St. Pete Beach, and other Gulf Coast destinations. brbr brbrWhy Guests Love Sea Grape Cottage: brbr* Private Outdoor Space: Extra-large patio with plenty of seating for relaxing or dining al fresco brbr* Comfortable Bedrooms: brbr * Primary bedroom with a queen-size bed and direct access to the tiki picnic area brbr * Second bedroom with two twin-size beds—perfect for families or friends brbr* Central Bathroom: Walk-in shower for easy access brbr* Spacious Living & Dining Areas: Open layout for lounging and meals brbr* Fully Equipped Kitchen: Ideal for everything from snacks to full dinners brbr* Complimentary Amenities: High-speed Wi-Fi, cable TV, assigned parking brbr* Resort-Style Features: Heated pool (open year-round), tropical landscaping, tiki hut with propane BBQ grills brbr* Adventure Extras: Free use of kayaks, paddleboards, bikes, and outdoor games brbr* Convenience: On-site coin-operated laundry facilities brbr* Beach & Bath Towels Included: Plus all linens for your stay brbr* Evening Relaxation: Gas firepit in the courtyard for cozy nights under the stars brbr* 24/7 Guest Support: Always available if you need assistance brbr brbrThe Island Paradise Experience brbrSurrounded by lush landscaping, our property offers everything you need for a true Florida Gulf Coast vacation—from relaxing poolside to exploring the nearby beaches and attractions. Whether you’re planning a family getaway, couples’ retreat, or friends’ trip, Sea Grape Cottage is the perfect home base for your Madeira Beach adventure. brbrLocation Highlights: brbr✔ 5-minute walk to Madeira Beach  brbr✔ Steps to John’s Pass Village & Boardwalk brbr ✔ Easy access to paddleboarding, kayaking, fishing, and boating  brbr✔ Near top Gulf Coast beaches: Clearwater Beach, Treasure Island, St. Pete Beach  brbr✔ Close to shopping, dining, golf courses, and nightlife brbr brbrBook your stay and enjoy the perfect mix of privacy, comfort, and island charm!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!

Bed

Bath

Sleeps

$229.19

/ Nightly

Condo

Walk to Beach & Johns Pass Village! Community Heated Pool ~ Private Patio ~ Free Parking & Amenities

Madeira Beach, Florida, United States

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 classic Florida Vacation style cottage, affectionately known as Gulf Mist offers: brbr brbr-- Large Patio Area for Relaxing Outdoors brbr brbr-- Master Bedroom with Queen Size Bed and en-suite Full Bathroom with Walk-In Shower brbr brbr-- Living room and dining area with Premium Queen Sleep Sofa 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!

Bed

Bath

Sleeps

$219.54

/ Nightly

Condo

Remodeled Florida Beach Cottage with Private Patio Area. Relax at the Pool. Walk Over to the Beach.

Madeira Beach, Florida, United States

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 classic Florida Vacation style cottage, affectionately known as Sandy Shores offers: brbr brbr-- Newly Remodeled! brbr brbr-- Large Patio Area with Plenty of Seating for Relaxing, Drinks, or Meals brbr brbr-- Master Bedroom with Queen Size Bed and En-suite Full Bathroom with Walk-In Shower brbr brbr-- Comfortable Living room and Dining area with Premium Queen Sleep Sofa brbr brbr-- Fully Equipped Kitchen For Just About Any 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 Paddle-boards. Bikes reserved through Free Fun Program. 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!

Bed

Bath

Sleeps

Select Dates for Price

Condo

There's No Better Place On The Gulf!

Madeira Beach, Florida, United States

Sandy Shores 204 is a Newly Renovated one bedroom/one bathroom gulf front condo located in Sandy Shores on the beautiful Gulf of Mexico in Madeira Beach, Florida. This condo has a large dining and living room area that opens out to the private balcony where the view of the beach and gulf is spectacular. A large flat screen TV is in the living room along with free internet and WiFi.brbrThe kitchen is equipped with updated appliances and cabinets filled with dishes, cookware and utensils. Bed linens and bath towels are provided for up to 4 guests in the condo. brbrCoin operated laundry is available on each floor.brbrAs a John's Pass Condo's guest you will have access to our office services such as printing boarding passes, sending and receiving faxes. We also have on site maintenance to handle repairs in your condo if necessary. Come and enjoy the beautiful beach and the attractions which include John's Pass Village and Boardwalk with its many shops, cafe, restaurants, fishing charters directly across the street from our condos, via a protected crosswalk. This is a non smoking accommodation.brbrThere is one assigned parking spot available for this unit.

Bed

Bath

Sleeps

$223.62

/ Nightly

Condo

BEST BEACH DEALS! Ocean Front Gem! 75ft To Water 55TV Heated Pool WiFi

Madeira Beach, Florida, United States

Kima Condominium 302 is located at 14300 Gulf Blvd. at Madeira Beach, Florida, just 40 minutes from Tampa International Airport. HAS INTERNET. Fishing, boating, swimming, relaxing sunsets, shell seeking, sun bathing, restaurants, shopping, deep sea fishing excursions, gambling cruises and world famous JOHNS PASS VILLAGE are all within walking distance for your enjoyment. 302 has a beautiful ocean front view from the living/dining area and master bedroom. The 2 bedroom 2 bath unit has a TV in each bedroom and a 55 Inch flat screen TV in the living room. The building has a heating pool, sun bathing deck and an elevator and two staircases. brThis unit is a direct ocean front 2 bedroom 2 bathroom unit. The unit has all tile floors, great for any allergy suffers. Flat screen tv in living area and a tv in each bedroom. Decorated in a beach decor. See both the ocean and beach from the living room and master bathroom. Saturday to Saturday rentals only. We love pets but they are not allowed.brbrJust a short drive to St. Petersburg/Clearwater and its attractions (Pier, Dali Museum, Baseball Spring Training, golf/tennis) is only 20 minutes away; Tampa has a beautiful aquarium and Busch Gardens are 45 minutes away. Orlando and its attractions (Walt Disney World, Universal, Sea World) is less than 2 hours away! brIf this unit is not available please contact us about the other units we rent on Vrbo or check out listing numbers 168376 and 102338. Thanks.brbrbrbrbrbrWe have an extra large open air balcony and the best rates on the beach!!! You would be renting from an owner and we pass the savings along to you so you, we have may guest that return year after year and know you will have a great time and would want to return again and again. brbrRentals are weekly, Saturday to Saturday. Check-in is 3 p.m. Saturday and check out by 10:00 a.m. the following Saturday. We can allow greater flexibility for check-in/check-out times and dates during 'off' (value) season (after labor day), or if approved in advance.brbr* Local Hotel/Motel taxes and cleaning fees are an additional 13%. brbr* On a budget Try to schedule your vacation in 'off' (value) season (after labor day) The beach is just as beautiful, and your vacation will be cheaper!brbr* Sorry, no pets. Condo rules. brbr* non-smoking.brbrWE STRONGLY SUGGEST TRIP PROTECTION INSURANCE. brbrWe have been renting for many years and we have had satisfied customers from around the country and world. We will be happy to provide references in your area upon request. brbrThank you for your interest in Kima! brbrThanks in advance for your business. We look forward to talking with you soon!brbrCharles D. 'Chuck' Lunsford, Jr.brKima Condomimium brbrbrbrBeach Front Condo, Wifi, Balcony, White Sand, Sunsets! Rent from Saturday to Saturday weekly or monthly rentals.

Bed

Bath

Sleeps

$344.65

/ Nightly

Condo

BEST BEACH DEALS! Ocean Front Gem! 75ft To Water 55TV Heated Pool WiFi

Madeira Beach, Florida, United States

Kima Condominium is located at 14300 Gulf Blvd. at Madeira Beach, Florida, just 40 minutes from Tampa International Airport. HAS INTERNET. Fishing, boating, swimming, relaxing sunsets, shell seeking, sun bathing, restaurants, shopping, deep sea fishing excursions, gambling cruises and world famous JOHNS PASS VILLAGE are all within walking distance for your enjoyment. This condo has a beautiful beach/ocean front view from the living/dining area and master bedroom. The 2 bedroom 2 bath unit has a tv in each bedroom and a flat screen tv in the living room. The building has a heating pool, sun bathing deck and an elevator and two staircases. Saturday to Saturday rentals only. We love pets but they are not allowed.brbrJust a short drive to St. Petersburg/Clearwater and its attractions (Pier, Dali Museum, Baseball Spring Training, golf/tennis) is only 20 minutes away; Tampa has a beautiful aquarium and Busch Gardens are 45 minutes away. Orlando and its attractions (Walt Disney World, Universal, Sea World) is less than 2 hours away! brWe have an extra large open air balcony and the best rates on the beach!!! You would be renting from an owner and we pass the savings along to you so you, we have may guest that return year after year and know you will have a great time and would want to return again and again. brGuests are sure to enjoy a memorable vacation in this fully furnished, bedroom/ bathbrbrThe main/master bedroom has a nice soft-sized bed, while the remaining rooms are furnished with a nice soft sized bed (s), comfortable for sleeping people.brbrGuests can enjoy an afternoon of fun and relaxing things and later watch the sunset from the off the room. brbrWE STRONGLY SUGGEST TRIP PROTECTION INSURANCE. NbrIf this unit is not available please contact us about the other units we rent on Vrbo or check out listing numbers 168376 and 1023318. Thanks.

Bed

Bath

Sleeps

$439.08

/ Nightly

Condo

3‑Bedroom Waterfront Condo with Open Living Space and Serene Water Views

Madeira Beach, Florida, United States

Enjoy breathtaking, unobstructed views of the Gulf of Mexico from the wraparound balcony of this beautifully renovated 3-bedroom, 2 baths. Step outside to the white sandy beach below, soak up the sun, and breathe in the warm salt air—your perfect coastal escape awaits. brbrInside, the condo features a fully equipped kitchen with Refrigerator with a filtered water station, Lavazza coffee maker, air fryer, and blender. A full-size washer and dryer add convenience for longer stays. When you’re ready for a break from the beach, Caddy’s is just steps away for food, drinks, and live entertainment. Or take a scenic walk to John’s Pass Boardwalk for waterfront dining, boutique shopping, jet ski rentals, and local cruise excursions.brbrGulf Side Living RoombrRelax in a welcoming, coastal inspired living room with comfortable furnishings and nautical décor. The balcony is just steps away, offering the perfect spot to enjoy sunsets, ocean breezes, or the sound of waves rolling ashore. brbrFully Equipped Coastal KitchenbrPrepare meals with ease using stainless steel appliances, marble countertops, and all the essentials. Enjoy dining indoors or take your meals outside to savor the fresh Gulf air. brbrMaster Bedroom – Gulf Views & Private BalconybrWake up to sweeping ocean views from your king size bed. This spacious master suite includes balcony access, coastal décor, a double sink vanity, walk in shower, and generous closet space. brbrQueen Bedroom with Sunrise ViewsbrThis serene bedroom features a queen size bed, mirrored closet, and an east facing window perfect for sunrise watchers. A bathroom with a walk-in shower is conveniently located just across the hall.brbrAmenitiesbr• Designated parking space # 301br• Direct beach accessbr• PoolbrbrIn Unit Amenitiesbr• Filtered water stationbr• En suite washer & dryerbrbrRoom Amenitiesbr• Smart TVs (Living Room & Bedroom)br• Balcony access (Living Room & Master Bedroom)br• Bathroom closet (Master)br• Double sink vanity (Master)br• Jacuzzi (Master)br• Walk in shower (Guest Bathroom)

Bed

Bath

Sleeps

$219.01

/ Nightly

Condo

Relax. Reconnect. Beach, Shops, & Restaurants nearby. Pool, Paddle boards, Private Patio, & Bikes.

Madeira Beach, Florida, United States

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 classic Florida Vacation style cottage, affectionately known as Tropic Sun offers: brbr brbr-- Newly Remodeled! brbr brbr-- Large Patio Area with Plenty of Seating for Relaxing, Drinks, or Meals brbr brbr-- Master Bedroom with Queen Size Bed and En-suite Full Bathroom with Walk-In Shower brbr brbr-- Comfortable Living room and Dining area with Premium Queen Sleep Sofa brbr brbr-- Fully Equipped Kitchen For Just About Any 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!

Bed

Bath

Sleeps

$247.24

/ Nightly

Condo

Updated Top-Floor Beachfront Condo with Heated Pool, Views, and Steps to John’s Pass Village!

Madeira Beach, Florida, United States

Experience the ultimate coastal retreat in this top-floor, two-bedroom, two-bath condo located in Sandy Shores, a beachfront building just steps from the sugar-white sands and crystal-clear waters of Madeira Beach and the Gulf of Mexico. Perfectly positioned across the street from the vibrant John’s Pass Village, you’ll be just a short stroll away from an array of charming shops, delicious dining options, and exciting water activities. Whether you're here to relax, explore, or enjoy the heated pool, this condo is your perfect home away from home. brbr brbr-- Prime Location: Beachfront building with direct access to Madeira Beach and a quick walk to John’s Pass Village. brbr brbr--Completely Remodeled and Refurnished 2025 brbr brbr-- Spacious Layout: Two comfortable bedrooms, two full bathrooms, and an open-concept living area with plenty of space for everyone. brbr brbr-- Sleeping Arrangements: King-size bed in the primary bedroom with private ensuite bathroom, queen-size bed in the guest bedroom, and a queen-size sleeper sofa in the living room. brbr brbr-- Modern Amenities: Fully equipped kitchen, free Wi-Fi, flat-screen TVs, and central air conditioning. brbr brbr-- Resort-Style Pool: Enjoy the heated pool, perfect for a relaxing swim after a day on the beach. brbr brbr-- Private Balcony: Relax with morning coffee or and evening meal from your private top-floor balcony. brbr brbr-- Convenience: Each floor is equipped with a shared washer and dryer, plus free parking for your ease.brbrSandy Shores is a non-smoking resort. Smoking is not allowed in any part of the building (including the balconies). 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!

Bed

Bath

Sleeps

$404.85

/ Nightly

Condo

Luxury Beach Penthouse at Madeira Del Mar, One Block from Beach

Madeira Beach, Florida, United States

Experience the pinnacle of Gulf Coast living in this 1,800 sq. ft. top-floor penthouse. Boasting 10ft ceilings and a sprawling 40ft private balcony, this residence offers a sophisticated retreat just 300 steps from the pristine sands of Archibald Beach Park and heated pool steps from the elevator.brbrThe SpacebrbrExpansive Living: 400 sq. ft. larger than standard units, our open-concept floor plan is flooded with natural light and features panoramic Intracoastal Water views from the living area and primary suite. Heated pool on site.brbrDesigner Comfort: Relax on an oversized Crate & Barrel sectional for movie nights on the 85 HD TV, or retreat to the primary suite featuring a premium Stearns & Foster king bed with high-thread-count linens.brbrChef’s Kitchen: A fully equipped culinary space featuring granite countertops, stainless steel appliances, and a breakfast bar overlooking the water.brbrWork & Play: Includes a dedicated workstation for remote productivity and a seasonally heated community pool for relaxation.brbr Bedrooms & BathroomsbrbrPrimary Suite: King Bed, private balcony access, water views, and an ensuite with dual sinks and a walk-in shower.brbrGuest Suite 1: King Bed with private ensuite bathroom.brbrGuest Suite 2: Two twin-over-twin bunk beds (sleeps 4)—perfect for families.brbrExtra Amenities: Fully stocked with hair dryers and straighteners to save you suitcase space.brbr Beach-Ready & Location PrimebrbrWe’ve handled the logistics so you don’t have to. Your stay includes a full beach kit: cart, 8 chairs, beach towels, umbrella and toys.brbrStep outside to find yourself in the heart of Madeira Beach, within walking distance to grocery stores, boutiques, and legendary beach bars. For day trips, you are only 15 minutes from the shops at John’s Pass and 50 minutes from Busch Gardens Tampa.brbrQuick DetailsbrbrPet Policy: Dogs unfortunately are no longer allowed. brbrParking/Access: Top-floor penthouse with elevator access and 2 covered, dedicated parking spaces.brbrRules: Minimum age 23. No smoking or parties.brbrCheck-in: 4:00 PM | Check-out: 10:00 AMbrbr Book your stay at Madeira Del Mar Penthouse #2 and enjoy the ultimate Florida sunset from the best seat in the house.

3

Bed

3

Bath

10

Sleeps

Vacation Rentals By Owner In Madeira Beach, FL

$230.51

$319.63

$298.48

$291.01

$288.67

$317.2

$456.94

$224.61

$270.83

$237.02

$254.21

$229.19

$219.54

$223.62

$344.65

$439.08

$219.01

$247.24

$404.85

Rent a place that suits your needs

Most popular vacation rentals in Madeira Beach

$1178.57

$1457.24

$1474.65

$1727.01

$2045.56

$3038.44

$284.12

$276.85

$277.10

$278.62

Most Popular Cities in Florida