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Vacation rentals in Madeira Beach

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Top-rated vacation rentals in Madeira Beach

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A vibrant pink bungalow is framed by lush tropical plants and trees, with a welcoming yellow door situated at the center. White lounge chairs are positioned nearby on a gravel pathway, inviting relaxation amidst the greenery.
Bungalow in Indian Shores
4.91 out of 5 average rating, 224 reviews

Private Beach Bungalow 1BR *Heated POOL**PETS ok

PRIVATE BEACH OPEN! ENJOY your own bungalow! (NOT a condo / hotel - no crowded elevators, halls) Barrett Beach Bungalows preserves the traditional Florida beach endearments in style with 4 charming bungalows. Why spend your Florida vacation in a busy hotel, crowded elevator & parking lots? LOBSTER BUNGALOW is ONLY 40 steps to beach, sits right behind beachfront bungalow (not beachfront). ALL guests enjoy Heated pool, lounge chairs, umbrellas, firepit, volleyball, toys. Fully equipped, CLEAN!

Top guest favorite
Condo in Sunset Beach
4.95 out of 5 average rating, 146 reviews

Stunning BEACH FRONT Condo, KING Size Bed, Balcony

NEWLY FULLY RENOVATED breathtaking beachfront condo on private beach. Walking distance to bars, restaurants, live music and more! Brand new king size bed, high speed wi-fi, Smart TVs with cable/Netflix, heated swimming pool, BBQ/Grills, outdoor tables, showers, beachfront balcony, workspace and you are RIGHT on the beach! Short drive to TPA/PIE airports, Downtown St Pete, Dali Museum & more! The condo is fully equipped with everything you need and run by a Superhost for a perfect Beach vacation!

Top guest favorite
Condo in Treasure Island
4.96 out of 5 average rating, 188 reviews

~Shore Thing~ Coastal Exquisite Waterfront Condo

🏖️ Shore Thing Retreat 🏖️ 🌅 Sunset Serenity - Unwind with views as the sun melts into the horizon. 🚶 Beachside Bliss -Just steps away from powdery sands & shimmering waters of Treasure Island. 🐬 Marine Magic Awaits - Watch dolphins dance and manatees glide right by! ✨ Stylish Coastal Vibes - Immerse yourself modern interiors with a breezy beach flair. 🍽️ Chef’s Dream - Whip up delicious meals in a fully stocked, luxury kitchen. 👩‍💼 Service with Heart - Your comfort is my priority!

Top guest favorite
A comfortable living area is furnished with two brown sofas and a light blue coffee table. A television is positioned on a beige console. Artwork depicting beach scenes is displayed on the white wall, while a large sliding door provides access to the balcony with ocean views.
Condo in Madeira Beach
4.95 out of 5 average rating, 147 reviews

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.

Top guest favorite
A vibrant orange bungalow is framed by tropical landscaping, including lush green plants and colorful flowers. A stone pathway leads to the entrance, guiding guests towards a welcoming atmosphere. The clear blue sky complements the lively exterior, enhancing the inviting appearance of the property.
Apartment in Madeira Beach
4.94 out of 5 average rating, 114 reviews

#4 -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.

Top guest favorite
A sandy path leads through lush greenery towards the beach, framed by overhanging branches. The ocean is visible in the distance, with light reflecting off the water. Shadows create a peaceful atmosphere as the sun casts a warm glow.
Cottage in Indian Shores
4.97 out of 5 average rating, 176 reviews

Beautiful Beachfront Cottage on the Water

Renovated, romantic 1937 beach front cottage. Last of its kind in the quiet family setting of Indian Shores Florida, halfway between Clearwater Beach and Treasure Island/John's Pass. Truly an "Old Florida" experience with original pine floors, Florida room and covered porches, as well as updated kitchen and bathroom. This house, uniquely built near ground level, allows it to be waterfront on the beach while shaded by huge pine trees. You won't find a more tranquil setting on the beach.

Guest favorite
A view through a screened balcony showcases a sandy beach with individuals enjoying the sun. Colorful beach umbrellas and towels are positioned on the sand, and the calm ocean stretches into the distance under a clear blue sky.
Townhouse in Madeira Beach
4.9 out of 5 average rating, 145 reviews

Villa Madeira

Property Type Condominium Unit Code VM204 Beds 1 king bed, 1 queen bed, 2 twin beds Bathrooms 2 bathrooms Rooms Sleeps 6 Reserved Parking Pets No pets allowed. Living Air Conditioning, Central Air, High Speed Internet, Ironing Board, Linens, Washer & Dryer Business Nearby ATM, Nearby Bank, Nearby Internet Cafe Kitchen Coffee Maker, Cookware, Full Kitchen, Entertainment Cable TV, DVD Outdoor Balcony, Beach, Outdoor Shower, Shared Pool Geographic Close to Town and John's Pass, On Beach

Top guest favorite
Apartment in St. Petersburg
4.99 out of 5 average rating, 123 reviews

Cozy Gem Near Madeira Beach

This cozy studio unit with its own screened-in large private patio is the perfect getaway for up to 2 people looking to enjoy the beautiful beaches of this area. Located in a quiet neighborhood on a private cal-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 to the famous John's Pass Village and Boardwalk.

Top guest favorite
A serene beach scene captures gentle waves lapping against the shore. The tranquil ocean extends towards a clear blue sky, creating a calm and peaceful atmosphere. Soft sand covers the foreground, while the horizon showcases a seamless blend of sea and sky.
Bungalow in Indian Shores
4.93 out of 5 average rating, 275 reviews

Beach Bungalow -Step in to the Sand! Indian Shores

If you are looking for a 5 star vacation this is your place! Floor to celing everything is brand new! Step on to the white sandy beach from our front porch. We have totally refreshed our private 2 Bed, 1 Bath, slice of paradise and it will melt your stress away. This Charming Bungalow is perfect for any vacation. Indian Shores is centrally located between St. Pete Beach and Clearwater Beach. Pinellas County is full of shops, restaurants, and activities. Book with us now!

Top guest favorite
The kitchen features navy blue cabinets, providing a stylish contrast to the stainless steel appliances. A spacious countertop holds essential kitchen gadgets, and a modern backsplash adds texture. Adequate storage is available with cabinets and drawers, contributing to a well-organized cooking space.
Condo in Madeira Beach
4.99 out of 5 average rating, 214 reviews

Lux Condo w/ 2 balconies, Ocean & Marina views

This luxury condo features 2 private balconies, w/ spectacular ocean & marina views. It's stylish decor, meticulously picked quality & comfortable furnishing/accessories are sure to please. It’s conveniently located just across the street from the pristine white sands and sunsets of the Gulf of Mexico. It is adjacent to the #1 tourist destination in the county, John's Pass Village. The property offers a heated swimming pool, hot tub, fitness room & event center.

Guest favorite
A balcony is visible with two white chairs positioned around a small table. The ocean can be seen in the distance, framed by palm trees and a partly cloudy sky, casting gentle shadows across the tiled floor.
Condo in Madeira Beach
4.88 out of 5 average rating, 200 reviews

Sunsets in Paradise from Balcony with Gulf Views

$0 Cleaning Fee, $0 Airbnb Guest Service Fee – we cover this fee. What you see is what you pay! Enjoy coastal charm and modern comfort in this beautifully decorated 2BR/2BA Madeira Beach condo, just steps from the sand and a short stroll to John’s Pass! Relax by the pool with sun shelf or unwind on your private Gulf-view balcony. Features open living, full kitchen, Wi-Fi, and beach gear—towels, chairs, umbrella, and buggy included!

Guest favorite
An inviting courtyard area is showcased, featuring a sparkling heated pool surrounded by lounge chairs. Lush greenery and well-maintained gardens add a natural touch, while the two-story yellow building encloses the area, creating a serene and communal atmosphere for relaxation.
Condo in Redington Beach
4.86 out of 5 average rating, 352 reviews

Royal Orleans and Redington Beach ( Studio )

Royal Orleans 208 is a studio condo with one queen size bed that sleeps up to 2 . The condo is located on the second floor overlooking the (heated) pool . A super relaxing Gulf shore vacation that puts you just across from the beach, restaurants, and shops. In addition to the beautiful pool at Royal Orleans , you are close to golf and boating opportunities. It’s a recipe for a wonderful vacation in Redington Beach, Florida.

Popular amenities for Madeira Beach vacation rentals

When is the best time to visit Madeira Beach?

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Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Madeira Beach?

    Four-legged friends are welcome in Madeira Beach. Choose from more than 180 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Madeira Beach?

    Yes! Work meets play with ease at over 870 vacation rentals in Madeira Beach featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Madeira Beach vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 1,060 vacation homes with pools in Madeira Beach, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly serviced apartment rentals in Madeira Beach?

    Madeira Beach has more than 30 family-friendly serviced apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do townhouse rentals in Madeira Beach have free parking?

    Absolutely! We offer over 20 townhouse rentals with free parking in Madeira Beach. Enjoy a tailored experience with all the comforts you desire.

  • Do hotel rentals in Madeira Beach have a kitchen?

    Absolutely! We offer over 30 hotel rentals with a kitchen in Madeira Beach. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in apartment rentals in Madeira Beach?

    Experience the best of Madeira Beach with our apartment rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do hotel rentals in Madeira Beach have wifi?

    Absolutely! We offer over 60 hotel rentals with wifi in Madeira Beach. Enjoy a tailored experience with all the comforts you desire.

  • Do serviced apartment rentals in Madeira Beach have air conditioning?

    Absolutely! We offer over 30 serviced apartment rentals with air conditioning in Madeira Beach. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Madeira Beach?

    Enhance your stay in our House Rentals with the most popular amenities: over 140 homes with free parking, over 140 homes with wifi, over 150 homes with a kitchen, over 150 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

All about Madeira Beach

The warm, breezy conditions off the coast of Madeira Beach draw in parasailing enthusiasts from near and far. Life here revolves around the water, with marinas teeming with boats of all shapes and sizes and locals heading off into the Gulf of Mexico for a leisurely day of fishing. This buzzing city midway down Florida’s west coast is home to soft white sands, an abundance of golf courses, and galleries showcasing local maritime-inspired artwork. Hop on the vintage-style Jolley Trolley to nearby John’s Pass Boardwalk for a stroll among its colorful surf shops.

Waterfront eateries serve up fresh local seafood, and live music performances add to the laid-back vibe. The fun carries on after dark, with tiki bars providing plenty of places to sip beverages with views of the Intracoastal Waterway. At just two miles wide, Madeira Beach combines easy access to the performing arts centers and museums of Tampa, the dense mangroves of Fort De Soto Park, and the crystal waters on its doorstep.

What are the top things to do in Madeira Beach?

Clearwater Beach

Ideally situated on the Gulf of Mexico, Clearwater Beach offers sun, a mild climate, soft, white sand, and a laid-back vibe. You can go jet-skiing, parasailing, and stand-up paddleboarding in its calm waters. The winding beachfront promenade is perfect for biking and rollerblading and is lined with casual seafood restaurants and cafés. Additionally, every night at sunset, Pier 60 hosts a festival with street performers and craft vendors.

Spring Training

Late winter and early spring offer baseball fans the prized opportunity to visit some well-known teams holding their spring training in the area. Two teams from the northern states and one from Canada all train within minutes of Madeira Beach. Baseball’s regular season runs from March to October.

Fort De Soto Park

Fort De Soto Park comprises five interconnected islands, or keys, and more than 1,000 acres to explore in the Florida sunshine. With abundant beach plants, mangroves, wetlands, palm hammocks, hardwoods, and a variety of native plants, the park plays an important role in protecting and preserving the region’s natural environment.

Quick stats about vacation rentals in Madeira Beach

  • Total vacation rentals

    Explore 1,360 vacation rentals in Madeira Beach

  • Nightly prices starting at

    Madeira Beach vacation rentals start at € 26 per night before taxes and fees

  • Verified guest reviews

    Over 41,210 verified reviews to help you choose

  • Family-friendly vacation rentals

    930 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 180 rentals that welcome pets

  • Vacation rentals with a pool

    1,060 properties feature pools

  • Rentals with dedicated workspaces

    870 properties have a dedicated workspace

  • Wi-Fi availability

    1,330 of Madeira Beach vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Madeira Beach rentals

  • 4.7 Average rating

    Madeira Beach stays receive an average rating of 4.7 out of 5 from guests

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Pinellas County
  5. Madeira Beach