
Vacation rentals in Madeira Beach
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Top-rated vacation rentals in Madeira Beach
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Amazing Ocean View, Pool @ Mad. Beach- John's Pass
ATTENTION - POOL IS NOT AVAILABLE FROM MAY 4TH 2026 - JUNE 7TH 2026! Welcome to Saltwater Breeze! You'll be greeted by a panoramic vista of Madeira Beach, where the golden sun slowly dips below the horizon, painting the sky with beautiful hues of orange, pink, and purple. Experience perfect days in this fully equipped 2 beds/2 baths apartment. Walk to the beach under the morning sun, relax in the pool enjoying a drink. Close the day strolling in John's Pass Village and Boardwalk for a meal and

Newly Renovated Condo with Pool
Welcome to your perfect beach getaway along the Gulf Coast. Our newly renovated condo offers comfort, convenience, and stunning views. Imagine sipping your morning coffee while watching the sunrise, and spending your days lounging on the beach just steps away. Whether you're here to relax, explore, or enjoy local seafood, this condo is ideal for your vacation. With modern amenities, spacious living areas, and easy access to top attractions, book your stay and create unforgettable memories today.

2 Bed/2 Bath Waterfront Condo With Dock Sleeps 6
Welcome to Paradise! Serenity awaits in this spacious condo. Boasting a full kitchen and nearly 1000 sq. ft., you can truly stretch out and relax. This peaceful property offers picturesque waterfront views with a private porch to sit back and enjoy watching the sun rise & the dolphins play. Located just 1 block from the beach, you will enjoy ease of access with the provided beach chairs, umbrella, cart, cooler & towels. You'll love how close the nearby grocery store, restaurants & shopping are!

Gulf View Penthouse | Steps to Beach + Johns Pass
Your Penthouse Paradise awaits at our Gorgeous, 7th-floor Gulf-View Condo in the new Madeira Bay Resort! Enjoy sweeping views of the beach, Gulf of Mexico, & miles of pristine coastline. Just steps from the sand & 1 block from John’s Pass Village & Boardwalk. Walk to dining, shopping, bars, & water sports. Come experience the best of Madeira Beach & make unforgettable memories in our newly furnished, well-stocked, luxury retreat w/all the comforts of home. Perfect for groups or families alike.

40ft Floating Bungalow with Resort Perks
Unmatched Scenic Serenity: Imagine waking up to stunning sunrises and gentle ocean breezes. Your houseboat becomes a floating oasis, providing the comforts of a hotel but floating. Exclusive access to the resort across the street on the beach. Where you can use the heated pool and hot tub. Outdoor grilling area with corn hole boards are available to entertain you while you cook at the Beach Resort. No Grill on the Boat. *Boat is stationary at dock. **MOTION SICKNESS?? PLEASE DO NOT BOOK**

The Harbor Condo Beach Escape!
The Harbor At Town Center is a brand new property in Madeira Beach! Top reasons to Book: • Private and beautifully furnished balcony overlooking the marina! • Steps away from beautiful, white sand Madeira Beach! • Wonderful amenities such as heated pool and spa as well as free Wi-Fi, 2 secured parking spots, and a washer and dryer! • Beautifully decorated throughout to reflect coastal comfort. • The location is great too! Close to a variety of restaurants, entertainment, and unique shopping.

Smart + Luxury Beach Home w/ Stunning Water Views
Have fun with the whole family at this stylish beach home! Brand new construction, this hi-tech smart home is a beautiful 3 bedroom, 2.5 bathroom with a top floor open air balcony with stunning views of the Gulf of Mexico. You will be steps to the beach and a short walk to live music, food, beach bars and restaurants! Our home is located on Sunset Beach which is home to the world famous KaTiki and Caddys which has live music 7 days a week and serves breakfast, lunch and dinner on the beach!

Flipper's @ Mad Beach Cottage
Flipper's at Mad beach is a few steps away from the sugary sands of Madeira Beach, and close by the famous John's Pass Village & Boardwark where shopping and entertainment is always great. Completely renovated with light porcelain tile, nice furniture, queen bed with memory Thempur-Pedic mattress, exquisite modern shower, tall kitchen cabinets with plenty of storage. Huge private paved fenced backyard with gazebo, great for entertainment and outdoor grilling. You will love the beach decor.

#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.

Beach Front Madeira Beach
PLEASE NOTE: SEVERAL UNITS UNDER CONSTRUCTION in the building. And our swimming pool is currently closed for renovations as well. Expected completion by May 31. Amazing beachfront condo, newly remodeled on the second floor. Vinyl plank flooring throughout, No CARPET. 2 Bedroom, 2 Bath. Completely unobstructed views of the beach. It is centrally located less than 1 mile from World Famous Johns Pass. Enjoy breathtaking sunsets from your living room with the water just feet away.

*Shore Thing* Walk to Beach | Intercoastal Views
🏖️ Shore Thing Condo 🏖️ Experience the ultimate blend of Sunset Bliss at this stylish Treasure Island retreat. Just steps from powdery sands, ocean breezes and breathtaking sunsets. Keep an eye out for local wildlife as dolphins and manatees glide by. Inside, enjoy coastal vibes featuring modern beachy interiors. Whether you are preparing a meal in the luxury kitchen or diving into the intercoastal heated pool, my service ensures your comfort always comes first.

Madeira Beach and John's Pass #1
Beautiful new rental for your beach enjoyment. Brand new kitchens with granite counter tops and new appliances. Washer and dryers in each unit. Brand new Bathrooms with tiled showers. New tank less water heater. Private back patio with a gas grill for cooking all that fresh seafood from the Gulf of Mexico. Quiet street and walking distance to restaurants, entertainment and bike/kayak rentals and 1 block from beach.
Popular amenities for Madeira Beach vacation rentals
Stay near Madeira Beach's top sights
Madeira Beach oceanfront vacation rentals

Quiet Beachfront Bungalow on Florida’s Gulf Coast

Beautiful New Home with Ocean View, Steps to Beach

Family Friendly Beach Cottage in Madeira Beach, FL

Lux Condo w/ 2 balconies, Ocean & Marina views

Beach Front Gulf View at John’s Pass Medeira Beach

Private Beachfront 2BR BUNGALOW*POOL*PETS ok

Beachfront building across from Johns Pass Village

Beach Bungalow -Step in to the Sand! Indian Shores
Other great vacation rentals in Madeira Beach

Modern Condo | Remodeled, Beach Access, Sleeps 6

Luxury Penthouse Beach Condo

Red Key Beach | Redington Beach Heated Pool

Sandy Shores #204 - John's Pass, Pool, Gulf front!

High tide hideout

Seaside Studio- POOL & Steps to the sand!

Luxury Beach Condo - 3BR/3BA

Beachfront Madeira Norte - Gulf front - Pool
When is the best time to visit Madeira Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$39,698 GYD | G$48,682 GYD | G$54,532 GYD | G$45,130 GYD | G$41,160 GYD | G$41,160 GYD | G$40,951 GYD | G$36,146 GYD | G$34,892 GYD | G$35,519 GYD | G$36,564 GYD | G$38,653 GYD |
| Avg. temp | 17°C | 18°C | 20°C | 23°C | 26°C | 28°C | 29°C | 29°C | 28°C | 25°C | 21°C | 18°C |
Frequently Asked Questions
What are the best places to stay in Madeira Beach?
Stays along the waterfront or near John's Pass Village and Boardwalk are often suggested for easy beach and dining access. Look for accommodations with direct beach views or close proximity to local attractions.
What are the best things to do in Madeira Beach with kids?
Families often explore Madeira Beach for swimming, shell collecting, and playing at local parks. The interactive shops and attractions at John's Pass Village and Boardwalk are popular with children, as are family-friendly boat tours.
What are some of the best things to do in Madeira Beach?
Stroll the sandy shoreline, visit John's Pass Village and Boardwalk for shopping and dining, and try water activities like paddleboarding or fishing charters. Local markets and sunset cruises are also frequently suggested.
How is the weather in Madeira Beach?
Madeira Beach has mild winters with temperatures around 53 to 71°F (12 to 22°C), and hot, humid summers near 75 to 91°F (24 to 33°C) with frequent afternoon showers. Breezy evenings are common near the Gulf shore.
When is the best time to visit Madeira Beach?
Late fall through spring is often recommended for moderate temperatures and lower humidity, with highs ranging from about 65 to 83°F (18 to 28°C). Summer brings warm weather and afternoon showers, which are common in tropical Florida.
What are the best places to visit in Madeira Beach?
Explore John's Pass Village and Boardwalk, which has local shops and waterfront dining, relax on Madeira Beach itself, and visit nearby parks for fishing or picnicking. The area also has spots for boat tours and water sports.
What are some hiking trails in Madeira Beach?
Walking paths in local parks and natural areas provide gentle trails for beachside strolls and birdwatching. For longer hikes, explore nearby preserves or botanical gardens, which are frequently suggested for nature enthusiasts.
What are some family activities we can do in Madeira Beach?
Enjoy beach games, build sandcastles, and spot dolphins from the shore. John's Pass Village and Boardwalk has kid-friendly boat tours, ice cream shops, and interactive exhibits to engage children and adults alike.
What are some of the best day trip ideas from Madeira Beach?
Explore the vibrant arts scene and waterfront promenades around St. Petersburg, discover historic neighborhoods in Tampa, or visit nature preserves and botanical gardens in the region. These destinations are frequently suggested for a broader Florida experience.
Are there any pet friendly accommodations available in Madeira Beach?
Madeira Beach has a variety of pet-friendly vacation rentals, so many travelers can find spaces that welcome their dogs or cats. Look for rentals near parks or green spaces for easy outdoor access with your pet.
What are some local tips for visiting Madeira Beach?
Arrive early for beach parking during weekends, pack sun protection, and explore local seafood spots for fresh catches. Many visitors find sunset walks along the shore a relaxing way to end the day.
What is Madeira Beach known for?
Madeira Beach is known for its sandy Gulf shoreline, vibrant seafood scene, and local character at John's Pass Village and Boardwalk. The area is frequently associated with fishing, water sports, and relaxed Florida atmosphere.
What are the best hidden gems to explore in Madeira Beach?
Discover tucked-away beach access points, small local seafood stands, and quieter parks for birdwatching or sunset views. Some travelers enjoy exploring art galleries and boutique shops just off the main waterfront.
What are the best foods to try in Madeira Beach?
Madeira Beach has fresh Gulf seafood, especially grouper sandwiches, shrimp, and oysters, alongside classic Florida key lime pie for dessert. Many local restaurants also serve casual American fare and tropical cocktails.
What should I bring for a trip to Madeira Beach?
Bring sunscreen, lightweight clothing, a hat, and comfortable footwear for strolling the beach. A reusable water bottle and beach gear—such as towels and swimwear—are helpful for making the most of your visit.
What is the nightlife in Madeira Beach like?
Madeira Beach has laid-back bars, beachfront grills, and casual live music venues concentrated around John's Pass Village and Boardwalk. Many spots feature open-air seating, fresh seafood, and opportunities to mingle with locals and travelers.
What are the most popular events or festivals in Madeira Beach?
Madeira Beach hosts annual seafood festivals, holiday boat parades, and art fairs that draw locals and visitors. Events along the coast are often recommended for their live music, regional flavors, and community atmosphere.
Are there family friendly vacation rentals in Madeira Beach?
Many vacation rentals in Madeira Beach are designed for families, with amenities like kitchens, multi-bedroom layouts, and proximity to beaches. Staying near local parks or the waterfront can add convenient recreation options for all ages.
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 1,460 vacation rentals in Madeira Beach

Nightly prices starting at
Madeira Beach vacation rentals start at G$6,268 GYD per night before taxes and fees

Verified guest reviews
Over 45,280 verified reviews to help you choose

Family-friendly vacation rentals
1,080 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 240 rentals that welcome pets

Vacation rentals with a pool
1,230 properties feature pools

Rentals with dedicated workspaces
960 properties have a dedicated workspace

Wi-Fi availability
1,440 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
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