Holiday rentals in Madeira Beach

Amazing Ocean View, Pool @ Mad. Beach- John's Pass

ATTENTION - POOL IS NOT AVAILABLE FROM MAY 4TH 2026 - JUNE 7TH 2026! Welcome to Saltwater Breeze! You'll be greeted by a panoramic vista of Madeira Beach, where the golden sun slowly dips below the horizon, painting the sky with beautiful hues of orange, pink, and purple. Experience perfect days in this fully equipped 2 beds/2 baths apartment. Walk to the beach under the morning sun, relax in the pool enjoying a drink. Close the day strolling in John's Pass Village and Boardwalk for a meal and

Stunning Views Beach Front Condo

Beautifully updated 4th floor 3 bedroom beach front condo! Enjoy gorgeous views of the Gulf of Mexico from a large screened in balcony! Gulf view from both the living room and master bedroom. A large updated kitchen is perfect for the whole family. This condo sleeps 6 comfortably. Cable and WIFI are available as well as beach necessities. A view of the Bay from the front door. Walking distance to John’s Pass. Due to the hurricane, there is still minor repairs being done around the building/town.

#3-Sea Turtle Bungalows@John's Pass 1B/1B

Our cozy Bungalow is for 2 to 4 ppl, and provides you with everything you need to enjoy your visit. In the bedroom is a King size bed and a spa styled bathroom. The living space has a sofa that converts into a queen size bed and a 55” Smart HDTV. The kitchen is fully equipped with new SS appliances, a Keriug coffee maker and comp. coffee. This unit has a personal patio for relaxing and is located in the heart of John’s Pass, steps from the boardwalk/village and a short walk to the beach.

Flipper's @ Mad Beach Cottage

Flipper's at Mad beach is a few steps away from the sugary sands of Madeira Beach, and close by the famous John's Pass Village & Boardwark where shopping and entertainment is always great. Completely renovated with light porcelain tile, nice furniture, queen bed with memory Thempur-Pedic mattress, exquisite modern shower, tall kitchen cabinets with plenty of storage. Huge private paved fenced backyard with gazebo, great for entertainment and outdoor grilling. You will love the beach decor.

Beachfront Paradise – Balcony, Sunsets & Waves

Experience coastal living at its finest in this stunning beachfront condo, where the Gulf of Mexico is your backyard. This retreat is the perfect blend of relaxation and style. Step outside and immerse yourself in beachside bliss—enjoy morning swims, sunbathing, shoreline fishing, seashell hunting, or peaceful sunset strolls along the sand. Dolphins often glide by, adding a touch of magic to your stay. Your private beachfront oasis awaits—come create unforgettable memories by the Gulf.

Coastal Retreat Near Madeira Beach With Game Room

This 2-bedroom unit with a bonus Game Room and Sunroom is the perfect getaway for up to 6 people looking to enjoy the beautiful beaches of this area. Located in a quiet neighborhood on a private cul-de-sac, it is the perfect place to rest and recharge between trips to the most beautiful beaches in the world. This location is just a quick 5-minute drive (2 miles) to the Madeira Beach access and a 10-minute drive (3.7 miles) to the famous John's Pass Village and Boardwalk.

Chambre 102- Pool, Hot Tub, Walk to John's Pass!

Welcome to Chambre #102 – perfect beach getaway in stunning Madeira Beach! This beautiful 2-bedroom, 2-bathroom condo offers everything you need for a relaxing stay, with breathtaking Gulf views from your private balcony and a location just a short walk from the iconic Johns Pass Village & Boardwalk. Whether you're lounging by the pool, exploring the local area or soaking up the sun on the beach, this charming condo will make your vacation unforgettable.

Beachfront building across from Johns Pass Village

Beachfront building - head downstairs to enjoy the white sand beaches of Madeira Beach! Partial beach view from the large balcony. Updated 2-bedroom condo with contemporary furniture. Prepare your meals in the fully equipped kitchen or walk across the street to John's Pass Village & Boardwalk which offers restaurants, retail stores, ice cream shops, sunset cruises, jet ski rentals and more! The condo offers walkability and beach access downstairs.

Madeira Beach and John's Pass #1

Beautiful new rental for your beach enjoyment. Brand new kitchens with granite counter tops and new appliances. Washer and dryers in each unit. Brand new Bathrooms with tiled showers. New tank less water heater. Private back patio with a gas grill for cooking all that fresh seafood from the Gulf of Mexico. Quiet street and walking distance to restaurants, entertainment and bike/kayak rentals and 1 block from beach.

Boca Ciega Bay Top Floor Condo with Bay Views

Top floor condo at Boca Ciega Bay Resort with stunning bay views! 🌅 This 1 bed/1 bath unit sleeps 2 with a queen bed, full kitchen, and private balcony perfect for sunsets and dolphin watching. Resort amenities include a heated pool, hot tub, and sun deck. Just minutes to Madeira Beach, Treasure Island, and downtown St. Pete. Ideal for a relaxing bayfront getaway! ABSOLUTELY NO SMOKING IN THE UNIT, BALCONY OR POOL DECK

COASTAL CHIC! Luxury Apartment with Oceanviews

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!

Beach Place Bliss on Madeira Beach by John's Pass

This is a spacious 1400 square foot ocean front corner condo. The balcony has a great full view of the beach. There have been many new updates to the condo. New floor tilling was installed, along with the bathroom showers and bedroom furniture. Enjoy great views of the beach and beautiful sunsets from the privacy of your first floor balcony.