
Holiday rentals in Madeira Beach
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Madeira Beach
Guests agree: these stays are highly rated for location, cleanliness and more.

Chambre 102- Pool, Hot Tub, Walk to John's Pass!
Welcome to Chambre #102 – perfect beach getaway in stunning Madeira Beach! This beautiful 2-bedroom, 2-bathroom condo offers everything you need for a relaxing stay, with breathtaking Gulf views from your private balcony and a location just a short walk from the iconic Johns Pass Village & Boardwalk. Whether you're lounging by the pool, exploring the local area or soaking up the sun on the beach, this charming condo will make your vacation unforgettable.💲✨ Discounts: 10% Off Monthly Stays 💥💲

2 bed/1 bath Hummingbird Beach Cottage (4 beds)
This lovely beach bungalow has all the updates, including a walk-in shower, on-demand hot water, quartz and stainless steel appliances. Comfortable, clean, and cozy. Two queen beds and two full sofa sleepers! The beach is just a short walk across Gulf Blvd and views of million-dollar homes, piers, and sunsets to die for! Great shell collecting. Fantastic location with lots to walk to. Groceries, Dollar store, bars, restaurants, and coffee are all walkable. Just under two miles to John's Pass.

You Belong on a Beach ! Walk to Beach - Food - Bar
Discover this secluded stretch of beach. Your stunning home is situated across the road from soft white powdery sand and the emerald Gulf waters. The boardwalk dining/entertainment is a leisurely stroll away. Unwind on wraparound decks as you take in the evening sunset view. A memorable vacation awaits families with children, several couples, or a group of friends. All 3 bedrooms come with full bathrooms. Experience true comfort in your thoughtfully designed fully stocked home away from home.

Welcome to Gulf-Front Paradise!
This Gorgeous 1st floor, Direct Gulf-Front condo is located on the South end of beautiful Madeira Beach, directly across the street from World Famous John's Pass Village & Boardwalk. Enjoy this 1/1 + premium queen pull-out sleeper sofa with full-sized kitchen, private heated Pool, Outdoor Grills w/ Tiki Huts on one of the Top 10 Beaches in the US. Best Attractions: Dining, Shopping, Boating, Fishing, Dolphin tours, Jet skiing, Paragliding - ALL w/in Walking Distance! Free covered parking GND FL

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.

Spectacular beach to bay views from this resort.
Our condo has spectacular water views from the Bay to the Beach. We have a large one of a kind kitchen that is unique to our resort, with granite counter tops, hardwood cabinets, and all stainless steel appliances. Everything you need to prepare a meal is provided along with basic spices and condiments, Coffee, creamer, and sugar. The master bedroom has a new king size bed and walk in closet with all beach gear also available for your use. We have 2 - 50" flat screen TV's with cable as well.

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.

Fully Remodeled Beach Front Condo! Heated Pool!
This is an "ALLERGY FREE" Condo - NO PETS ALLOWED (of any kind), SMOKING FREE CONDO!. Completely renovated from Top to Bottom! Enjoy your dream beach vacation in this Upscale open floor design 3 BEDROOM / 2 BATH located on the white sands beach, sleeps 8 persons. Beautifully furnished in All NEW… modern coastal décor. New Kitchen and new appliances, all 3 bedrooms have new modern furnishing. Two assigned parking space. Enjoy the heated pool overlooking the Gulf of Mexico beach.

Beachfront Condo in Exclusive Resort
The most stunning views from this brand new condo directly on Treasure Island Beach. This lovely unit is on the 4th, 5th, or 6th floor and provides sweeping views of the ocean. This units has 2 bedrooms and 2 full bathrooms. The inviting open concept living area has one of the best views of the ocean, especially when the retractable sliding doors are opened. The dining table on your private balcony provides a perfect dining area, with the ocean providing a beautiful backdrop.

1Q Pet Friendly Studio / Heated Pool Access
*Must be 21(Unit is across the street from the beach. There is not a beach view from this unit. Resort Amenities are just across the street.). *1 Pet Max $50.00 Clean Simple Unit Nothing Fancy . Stainless Full size refrigerator , TV, Microwave, Coffee Maker, Iron and Board & Hair Dryer Just steps from the beach with access to resort Amenities including heated pool, hot tub and lagoon pool.Coin operated Washer/ Dryer and Outdoor Grilling Area available. Unit is ground floor.

Lovely-2 bedroom condo with 2 pools, Madeira beach
This centrally-located, friends and family friendly, condo on the water is a must stay! The most beautiful Gulf Coast beach sits right across the street. Beach access is a short walk from the gated Madeira Beach Yacht Club! Just 2 miles from the world famous Johns Pass full of shops, bars and dozens of different dining and late-night spots. This complex has 2 swimming pools, hot tub, gym, and is located on the intercoastal waterway. Your beach oasis awaits!
Popular amenities for Madeira Beach holiday rentals
Stay near Madeira Beach's top sights
Other great holiday rentals in Madeira Beach

Direct Gulf View Upgraded Condo. Amazing Views!

Amazing Ocean View, Pool @ Mad. Beach- John's Pass

Beachfront 3-Bedroom Condo in Indian Shores

Casa Artista - Enchanting Retreat Walk to Downtown

White Sand Beachfront Condo with Stunning Sunsets

Guest Favorite! <2 minute walk to beach! Gameroom!

Tulum-Inspired Luxury Townhouse in Madeira Beach

Beach side GREAT LOCATION!
When is the best time to visit Madeira Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $230 SGD | $286 SGD | $333 SGD | $276 SGD | $252 SGD | $252 SGD | $250 SGD | $221 SGD | $213 SGD | $217 SGD | $224 SGD | $236 SGD |
| 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.
Quick stats about holiday rentals in Madeira Beach

Total holiday rentals
Explore 1,400 holiday rentals in Madeira Beach

Nightly prices starting at
Madeira Beach holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 42,640 verified reviews to help you choose

Family-friendly holiday rentals
990 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 190 rentals that welcome pets

Holiday rentals with a pool
1,080 properties feature pools

Rentals with dedicated workspaces
880 properties have a dedicated workspace

Wifi availability
1,380 of Madeira Beach holiday rentals include wifi 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
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Key West Holiday rentals
- Beach house rentals Madeira Beach
- Rentals with a hot tub Madeira Beach
- Rentals with a sauna Madeira Beach
- Rentals with beach access Madeira Beach
- Fitness-friendly rentals Madeira Beach
- Rentals with a firepit Madeira Beach
- Villa rentals Madeira Beach
- Rentals with an EV charger Madeira Beach
- House rentals Madeira Beach
- Bungalow rentals Madeira Beach
- Townhouse rentals Madeira Beach
- Hotel rooms Madeira Beach
- Flat rentals Madeira Beach
- Beach apartment rentals Madeira Beach
- Cottage rentals Madeira Beach
- Rentals with outdoor seating Madeira Beach
- Pet-friendly rentals Madeira Beach
- Rentals with pools Madeira Beach
- Rentals with a patio Madeira Beach
- Apartment rentals Madeira Beach
- Family-friendly rentals Madeira Beach
- Waterfront rentals Madeira Beach
- Beachfront rentals Madeira Beach
- Rentals with a washing machine and dryer Madeira Beach
- Serviced apartment rentals Madeira Beach
- Rentals with a fireplace Madeira Beach
- Rentals with a kayak Madeira Beach
- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
- Crescent Beach
- Busch Gardens Tampa Bay
- John's Pass
- Turtle Beach
- Coquina Beach
- Vinoy Park
- Lido Key Beach
- Amalie Arena
- Dunedin Beach
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- Hard Rock Casino
- River Strand Golf and Country Club
- Tampa Convention Center
- North Beach At Fort DeSoto Park
- Busch Gardens
- Splash Harbour Water Park




