House holiday rentals in Madeira Beach

Steps to the magnificent sunsets

This 1-bedroom, 1-bath apartment could not be more complete for those that love variety! Walk to the beach, located right across the street, from this delightful Treasure Island vacation rental where shuffleboard, grilling, and al fresco dining are shared among 3 total multi-unit vacation rentals, making it the perfect destination for on-site and nearby entertainment. Stop at John's Pass Village & Boardwalk or book a Hubbards Marina Dolphin Watching Tour when you’re not fishing under the sun.

Family · Location · Bathroom

Paradise on the Pass - 360 Rooftop water views!

Looking for a family friendly space central to everything you could need for a fun beach vacation? Look no more! Paradise on the Pass is located at the end of World Famous John's Pass Boardwalk, just walk out your front door and you are steps away. 360 rooftop water views and beach access from under the Pass bridge, without having to even cross Gulf Blvd. This duplex unit features 2 bedrooms, 2 bathrooms and sleeps 8. Everything is BRAND NEW... full kitchen, baths, paint, appliances & more!

Value · Location · Long stay

Easy Walk to Beach! 3 BR/2 BATH! Pets OK!

This charming retreat offers the perfect blend of relaxation and adventure. Located just steps from the pristine white sands and sparkling waters of the Gulf of Mexico, this home is ideal for families, couples, or friends looking for a sunny getaway! Inside, you'll find a beautifully decorated and spacious home with amenities like a fully-stocked kitchen, WiFi, and a smart TV! Nearby, you'll find John's Pass Village, a vibrant hub of local shops, restaurants, and water sports activities!

Family · Value · Check-in

Beautiful Tampa Bay Pool Home Near Gulf Beaches

A beautiful Gulf Coast residence with many amenities to offer. Bright and open furnished spaces, for relaxing and entertaining up to 10 guests. A quiet, upscale neighborhood , your just 6 minutes from Madeira Beach and many other Gulf of Mexico beaches. Or, fun & sun in the private pool outback. 20 minutes from Downtown St Pete, which offers restaurants, museums, the new Pier, and excellent night life. Very close to countless restaurants, shopping, coffee shops, and grocery stores.

Value · Location · Access

Walk to Beach | Private Pool • Mini Golf • Firepit

Welcome to your dream beach getaway! This beautifully renovated 2-bedroom, 2-bathroom coastal home offers the perfect blend of relaxation and fun, just a short walk to the white sands of Redington Beach and all the charming local shops and restaurants. Outside, the backyard is your private paradise! Enjoy our pool with plenty of lounge seating, gather around the fire pit for sunset moments, or challenge your crew to a round of mini golf—there’s endless entertainment right at home.

Family · Location · Hospitality

Lux Madeira Beachfront Home

Wake up to sweeping Gulf views in this rare 4BR/sleeps 10 Gulf-front home on Madeira Beach — direct sand access from your door. Spread across multiple levels of living with panoramic water views and private balconies. Designed for relaxed beach living with patio & outdoor BBQ area, perfect for sunset dining. Beach chairs, umbrella & gear included. Minutes from John's Pass. High-speed WiFi & parking included. Private, spacious & truly Gulf-front — Madeira Beach at its finest.

Location · Family · Sleep quality

Relaxing Retreat Near Treasure Island Beaches

⭐️⭐️⭐️⭐️⭐️ Exceptional Service & Accommodations Recently updated, this modern 3-bedroom, 2-bath home features a sleek, open kitchen with brand-new appliances, granite countertops, and a stylish breakfast bar—perfect for both everyday living and entertaining. Ideally located for beach lovers, this property is just a short stroll to Treasure Island’s sugar-white sands, as well as nearby restaurants, shops, and local attractions—making it the perfect coastal getaway.

Family · Location · Air conditioning

Sea Vue -King Beds | Stunning Views | 2MI to Beach

Welcome to Sea Vue, a luxury Western facing home offering unparalleled water views, superior outdoor living, 5 bedrooms with dreamy hotel style bedding and activities for the entire group. Located just 2 miles to award winning St. Pete Beach & a short drive to the booming Downtown area this home is sure to exceed guest's highest expectations. Prepare to experience the highest level of customer service and indulge in your own private oasis inside and out.

Location · Family · Pool

Gulf Gardens Madeira Beach Studio Cottage

Experience the charm of Gulf Gardens, a serene oasis that captures the essence of classic Florida living. Just steps away from the powder-white sands of Madeira Beach, our property offers public beach access directly across the street, making it the perfect spot for your next romantic getaway or relaxing vacation. After a sun-filled day on the beach, unwind by our sparkling pool, surrounded by lush tropical landscaping and vibrant greenery.

Location · Family · Comfort

Beautiful New Home with Ocean View, Steps to Beach

Luxurious 3BR/3BA fully furnished new home that sleeps 11. Enjoy the gorgeous ocean views with two large balconies, perfectly located across the street from the beach, Caddy's restaurant and walking distance to several diverse options, and a 15-min walk to John's Pass (jet skis, fishing, restaurants, and more!) Amenities: - Smart TVs in all rooms - Fully equipped Kitchen - Gas grill - Beach accessories - Board Games - Family friendly

Value · Family · Amenities

Mad Beach HideAway • Private Pool • 4 Bed • 3 Bath

Cozy coastal retreat just 5 min from the beach! Clean and freshly updated with all the amenities you'll need for a perfect vacation. Ideal for families, we have 4 bedrooms and 3 full bathrooms in 2000 sqft with a solar heated pool! There is plenty of space for you and your family to spread out and enjoy the two separate living rooms or the private back yard.

Location · Family · Laundry

Guest Favorite! <2 minute walk to beach! Gameroom!

Welcome to Sandy Bell Bottoms in Redington Beach! Newly Renovated in 2024! Beautifully decorated. Bright, classy, elegant & stylish. Desirable location directly across the street from the beach! Sleeps 8! ADA compliant. Your family will be close to everything when you stay at this centrally-located, delightful home. Don’t wait!

Location · Family · Indoor spaces