House holiday rentals in Madeira Beach

Beach front cottage on Treasure Island, FL

Beautiful brand new cottage located directly on the Gulf of Mexico. Quiet and quaint, old style cottage that has miles of beach to walk and enjoy. The cottage is newly built, and includes state of the art bathroom and kitchenette. The kitchen includes fridge with ice maker, microwave, airfryer, induction cooktop, and fully equipped. The cottage is within walking distance to grocery store, trolley transit, dining, and is only 15-20 minutes to downtown St. Pete. Mainly weekly or monthly rentals.

Location · Condition · Amenities

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

Value · Family · Quiet

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!

Family · Location · Outdoor spaces

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 · Location · Hospitality

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 · Family · Layout

Beachfront Getaway with Resort-Style Pool

🌴 Escape to your own slice of beachfront paradise at Madeira Beach. This cozy 1BR studio features two queen beds, a private patio overlooking the ocean, and direct beach access just steps away. This unit is located on the 1st floor of the building. Elevator access is available. Enjoy a fully equipped kitchen, fast WiFi, and access to a pool and BBQ grill. With free parking and everything you need to relax and unwind, it’s the perfect getaway for couples, friends, or small families.

Family · Location · Amenities

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

Family · Location · Decor

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

Value · Location · Checkout

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!

Family · Location · Bathroom

Redington Beach near beach on ICW w/pool & dock

Welcome to our Redington Beach Getaway, where the sun, sky and sea meet to give a perfect blend of fun and relaxation. Our home is ideally located for direct access to the Boca Ciega Bay via kayak, and only minutes to world class, soft, white, sandy coastal beaches. There is no shortage of eclectic dining and cuisines, fun activities, and wonderful sunsets.

Value · Location · Backyard

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.

Family · Value · Bathroom

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!

Family · Value · Cleanliness