House vacation 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.

Luxury Beach House w/ Ocean Views | Sleeps 12

*Living Room* -75 inch smart TV -Leather sectional with ottoman that connects to sleep 2 -Board Games -Breathtaking ocean views! *Kitchen* -Fully equipped kitchen with pots and pans, dishes, cups, mugs, wine glasses, plates, bowls, utensils, coffee pot (with boiling water option for tea), and blender. -Dining room table that sits 8. The countertop bar area has 3 bar stools for seating and the outdoor dining table sits 4. -Breathtaking Ocean Views! *Bedroom 1 (Master)* -King Size Bed -Queen

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!

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!

Tranquil "Ocean Breeze Retreat"

Escape to our serene and coastal "Ocean Breeze Retreat", ideally located across the street from the BEAUTIFUL, Redington Beach! This charming home has been designed to create the most relaxing spa-like atmosphere along with plenty of entertainment and essentials to keep your family entertained and comfortable with everything you need. Nestled in a quiet neighborhood, with your own tropical oasis in the backyard featuring lush landscape, a lit up heated pool, spa, fire pit, games and more!

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.

The Flamingo Waterfront Bungalow

Welcome to The Flamingo — a vibrant waterfront bungalow just steps from John’s Pass. Spend your days enjoying waterfront views, fishing from the private dock, exploring nearby restaurants and shops, or unwinding under the Florida sun. With colorful coastal charm and one of the area’s most walkable locations, The Flamingo offers the perfect blend of fun, comfort, and waterfront escape. Private dock access may be available during your stay; message for details and pricing.

High-end Beach heaven, Sleeps 10, 3 private decks

Ideal for those who appreciate single-level living. 3 bedrooms & 2 baths located on the main floor, & loft-style 4th bedroom upstairs. Enjoy 3 decks!: a private beach deck just a 30-second walk away + front & upper decks offering partial ocean views perfect for morning coffee or for cocktails. The primary booking guest must be at least 27 years old, stay on-site during the reservation, and provide valid government-issued ID to host within 24 hrs of booking. Vtr -1609

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.

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

Tulum-Inspired Luxury Townhouse in Madeira Beach

Welcome to Your Tulum-Inspired Beach Oasis in Madeira Beach. - Luxury townhouse with Tulum-inspired design - Five bedrooms with premium Sealy Black Label mattresses - Open living area with a 70" Smart TV - Private rooftop with a hot tub and 65" outdoor TV - Tranquil Intercoastal waterway views - Resort-style community pool nearby - Private 2-car garage and elevator access - Beach gear provided for your convenience

Waterfront Condo with Boat Slip & Fishing Dock

Escape to this peaceful, 2-bedroom waterfront condo on Boca Ciega Bay. Perfect for families, this ground-floor retreat offers stunning bay views, a heated pool, and a private dock. Rent your own private boat slip or just fish right off the dock. Enjoy a bright, modern space that comfortably sleeps your group. You're just a short walk from the beach, local dining, and vibrant nightlife. Your serene coastal getaway awaits!