House holiday rentals in Madeira Beach

Waterfront Stay Where the Manatees Play!

Welcome to The Manatee — a laid-back waterfront retreat where coastal charm meets life on the water. Spend your days kayaking the canal, watching for manatees nearby, enjoying waterfront views, or exploring John’s Pass just steps away with its restaurants, shops, bars, and local attractions. Designed for relaxed Gulf Coast living, The Manatee offers the perfect blend of fun, comfort, and waterfront escape. Private dock access may be available during your stay; message for details and pricing.

Location · Family · Check-in

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 · Parking · Cleanliness

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 · Cleanliness

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.

Family · Value · Decor

OceanView~Golf Cart~Heated Pool~5k SqFt~Game Room

Welcome to paradise at Indian Rocks Beach! Our beautiful, modern home is ready to host your unforgettable escape. With breathtaking views from every room, a private pool, a fun-filled game room, and dockside dolphin watching, this is the perfect retreat for relaxation and adventure. Just minutes from pristine beaches, top-notch dining, and exciting local attractions, you’ll have everything you need for the ultimate getaway. Book your stay now and experience the best of coastal living!

Family · Value · Access

Delma's Waterfront Oasis Open Water View

Open water views from everywhere in the house! The home is completely remodeled and ready to be used for rest and relaxation. Perfectly situated in the Bay Pines area just 9min from the beach, less than 1 mile from the boat ramp, and just a short walk or drive to restaurants and shops.. Relax in the backyard under shaded seating and enjoy a variety of wildlife including dolphins, birds, crab, rays and fish. Bring your boat, kayaks and paddleboards to fish or explore the estuary.

Location · Family · View

Boardwalk Bungalow - Johns Pass & beach steps away

LOCATION LOCATION LOCATION!! Boardwalk Bungalow is located right at the end of Johns Pass Boardwalk! With easy beach access from just under the Pass bridge, and no need to even cross Gulf Blvd. This 3-story duplex has 2 units, and this unit features 2 bedrooms, 1.5 bathrooms! The kitchen has grey solid wood cabinets, quartz countertops, and stainless appliances (NO DISHWASHER.) Updated bathrooms with chic tile selections & a small balcony with a peek at the Pass water views!

Location · Family · TV

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

Location · Value · Laundry

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!

Location · Family · Hospitality

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.

Family · Value · Sleep quality

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 · Barbecue

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!

Value · Location · Kitchen