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Vacation rentals in Madeira Beach

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Quick stats about vacation rentals in Madeira Beach

  • Total vacation rentals

    Explore 1,530 vacation rentals in Madeira Beach

  • Nightly prices starting at

    Madeira Beach vacation rentals start at G$6,274 GYD per night before taxes and fees

  • Verified guest reviews

    Over 49,410 verified reviews to help you choose

  • Family-friendly vacation rentals

    1,070 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 230 rentals that welcome pets

  • Vacation rentals with a pool

    1,230 properties feature pools

  • Rentals with dedicated workspaces

    1,040 properties have a dedicated workspace

  • Wi-Fi availability

    1,510 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

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
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, 239 reviews

Rincón Divino MB 2 Balconies, Ocean & Marina Views

EXCLUSIVE: Saturday checkout is at 5pm. This 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.

LocationFamilyCheckout

Top guest favorite
Condo in Madeira Beach
4.94 out of 5 average rating, 176 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.

LocationFamilyLaundry

Guest favorite
Cottage in Redington Beach
4.81 out of 5 average rating, 283 reviews

Entire home and yard 2 /1 with two sleep sofas

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.

ValueFamilyLaundry

Top guest favorite
Condo in Madeira Beach
4.98 out of 5 average rating, 123 reviews

Ocean View Perfect Oasis to Relax!

Ocean View! Newly renovated kitchen and bathroom! Just steps from the white sands of Madeira Beach shores. Kitchen is well equip with all you need to prepare your own meals, or go for a short stroll to many wonderful food options. Enjoy your coffee on the front porch with a view of the surf, or go for an early morning stroll on the beach. There is a pavilion and grill by the pool you are welcome to use. You will hear construction work while units all around are rebuilding from hurricane damage

LocationValueBeach

Guest favorite
Apartment in Madeira Beach
4.79 out of 5 average rating, 160 reviews

Bay & Blvd | Steps to Beach, Pool & John's Pass

Sun-soaked days & evening sunset skies, warm Gulf water & sugar-white sand right outside your door — welcome to Madeira Beach, one of America's most celebrated family beach destinations. This bright coastal condo puts you steps from the beach & a short walk to Johns Pass Village & Boardwalk. Heated pool, hot tub, fitness center, parking & beach gear all included — no hidden extras. Perfect for families, couples & friend groups. Just grab your sunscreen and go — we've got everything else covered!

LocationFamilyPets

Top guest favorite
A direct view of the Gulf shoreline is visible from the balcony, showcasing a sandy beach with beach chairs and umbrellas. A private pool is located below, surrounded by a patio area with several lounge chairs, creating an inviting setting for relaxation.
Apartment in Madeira Beach
4.9 out of 5 average rating, 128 reviews

Million Dollar Gulf-Front View!

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

FamilyLocationIndoor spaces

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
4.89 out of 5 average rating, 156 reviews

Villa Madeira

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

FamilyLocationNearby

Top guest favorite
The single-family beach cottage features a light yellow exterior with red accents and three prominent windows. Surrounding the home, palm trees and landscaping provide a lush atmosphere. A paved area holds several designated parking spaces in front of the cottage, with a stone picnic table nearby.
Cottage in Madeira Beach
4.87 out of 5 average rating, 174 reviews

Family Friendly Beach Cottage in Madeira Beach, FL

Mad Beach Cottage is a single family home in the Surf Song Resort on Madeira Beach 60 flip-flop steps to SAND! No streets, boardwalks or stairs! You'll enjoy a heated pool, 3 Weber grills, shuffleboard and sundeck with lounge chairs for gazing at spectacular sunsets every night. It's located across from famous John's Pass Fishing Village Boardwalk for shopping, dining, ice cream, coffee, live music, brew pubs, dolphin/fishing/sunset/pirate boat cruises, wave runner/kayak rentals. 5* LOCATION!

FamilyLocationCondition

Top guest favorite
Bungalow in Indian Shores
4.97 out of 5 average rating, 200 reviews

Private Beachfront 2BR BUNGALOW*POOL*PETS ok

DIRECT BEACHFRONT BUNGALOW "MARLIN'S HIDEAWAY." Rare free standing direct beach front house! with private sandy beach backyard! NOT a condo - No crowded elevators, hallways, lobby area, NO faraway parking spaces FEATURES: Great room plan, Sleeps 6, 2 BR + sleeper sofa, all SMART TVs, high speed Wi-Fi. Kitchen is fully equipped. Bathroom is tub/shower with seat. Approx 850 sq ft. Private, fenced deck - PETS ok. BARRETT BEACH BUNGALOWS is a boutique resort ONLY 4 bungalows share heated pool

FamilyValueKitchen

Guest favorite
Condo in Madeira Beach
5.0 out of 5 average rating, 5 reviews

Villa Madeira 604 Luxury Gulf Beachfront Getaway

Villa Madeira #604 is a 3-bedroom, 2-bathroom beachfront condominium that blends comfort with breathtaking Gulf views. The unit features an open living and dining area with large sliding glass doors that lead out to a private balcony overlooking the sugar-white sands of Madeira Beach. With its prime sixth-floor location, this condo offers the perfect setting for enjoying spectacular sunsets each evening. Just a short distance away, you’ll find the famous John’s Pass Village and Boardwalk.

LocationFamilyBeach

Guest favorite
Home in Redington Beach
4.88 out of 5 average rating, 112 reviews

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!

FamilyLocationGetting around

Top guest favorite
The aerial view displays a modern four-story condo building with a mix of orange and white façades. Balconies extend from each level, and a marina with boats is visible at the base, along with beach access in the background.
Condo in Madeira Beach
4.84 out of 5 average rating, 129 reviews

Steps to beach with Marina Sunsets – 3 -Bed condo

Steps from Madeira Beach! Enjoy this spacious 3-bedroom , 2-bath newer condo with beautiful marina views, a private balcony, and room for 6 ! 1 min walk to John’s Pass for dining, shopping, fishing, and entertainment. Includes free Wi-Fi, 3 Smart TVs, a full kitchen, washer/dryer in unit , and free parking for one car —everything you need for a relaxing Florida vacation! Watch the boats in the marina while having your morning coffee ! We look forward to hosting you !

FamilyValueAccess

Popular amenities for Madeira Beach vacation rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Madeira Beach's top sights

John's Pass

326 locals recommend

Madeira Beach

270 locals recommend

Johns Pass

240 locals recommend

John'S Pass Village

264 locals recommend

Hubbard's Marina

141 locals recommend

Smugglers Cove Adventure Golf

138 locals recommend

Madeira Beach oceanfront vacation rentals

Guest favorite
The beachfront condo complex is positioned along a scenic coastline, showcasing vibrant pastel-colored buildings. Palm trees and parked vehicles are visible in the surrounding areas, with clear blue skies and ocean waves in the background, emphasizing the inviting coastal environment.
Condo in Madeira Beach
4.79 out of 5 average rating, 177 reviews

Amazing Beachfront Complex Close To Johns Pass!

LocationFamilyBackyard

Guest favorite
Aerial view of a beachfront building located near Madeira Beach, showcasing proximity to the ocean and nearby establishments. The scene includes colorful structures along the coast, palm trees lining the street, and a clear blue sky reflecting sunlight over the water.
Condo in Madeira Beach
4.93 out of 5 average rating, 112 reviews

Beachfront building across from Johns Pass Village

FamilyValueView

Superhost
The modern condominium complex features multiple balconies overlooking a pool area. Vibrant tropical plants surround the pool deck, which is equipped with lounge chairs and shaded umbrellas. Clear blue skies and palm trees add to the inviting outdoor space.
Condo in Treasure Island
4.89 out of 5 average rating, 214 reviews

Beachfront Condo Resort on Treasure Island

FamilyValueNearby

Guest favorite
A spacious balcony features a round table surrounded by four wicker chairs. Lush palm trees provide shade, while a clear view of the ocean and beach is visible in the background, creating a relaxing outdoor space.
Condo in Madeira Beach
4.87 out of 5 average rating, 113 reviews

Beach Place Bliss on Madeira Beach by John's Pass

ValueLocationLong stay

Guest favorite
Condo in Madeira Beach
4.96 out of 5 average rating, 167 reviews

COASTAL CHIC! Luxury Apartment with Oceanviews

FamilyValueHospitality

Top guest favorite
Condo in Treasure Island
4.97 out of 5 average rating, 235 reviews

*Shore Thing* Walk to Beach | Intercoastal Views

ValueLocationBackyard

Guest favorite
The image shows a view of the beach, with smooth, sandy shores leading to a row of modern condo buildings in the background. The condos are designed with balconies, featuring multiple stories and large windows, under a clear blue sky.
Condo in Indian Shores
4.9 out of 5 average rating, 442 reviews

Indian Shores Gulf Front Rental

FamilyLocationDecor

Guest favorite
Condo in Madeira Beach
4.95 out of 5 average rating, 111 reviews

Beach Front at “The Shore”

LocationFamilyHospitality

Other great vacation rentals in Madeira Beach

Guest favorite
Condo in Madeira Beach
4.92 out of 5 average rating, 59 reviews

Waterfront Escape - Steps to Beach, Dining & Shops

FamilyLocationSleep quality

Top guest favorite
A modern kitchen is presented, featuring white cabinetry and light countertops. Equipped with a stove, oven, refrigerator, and dishwasher, it offers essential appliances. Bright pendant lights hang above the island, enhancing the open layout that connects to the living area visible in the background.
Condo in Madeira Beach
5.0 out of 5 average rating, 47 reviews

Newly Renovated Condo with Pool

FamilyLocationView

Guest favorite
A spacious living area features large windows allowing natural light and offering ocean views. Comfortable sofas are arranged around a central coffee table, while a flat-screen TV is mounted on the wall. A beach-themed artwork adds a colorful touch to the room.
Apartment in Madeira Beach
5.0 out of 5 average rating, 30 reviews

Beachfront Retreat w/ Panoramic Views and Pool

LocationFamilyQuiet

Top guest favorite
Apartment in Madeira Beach
5.0 out of 5 average rating, 73 reviews

Gulf View Penthouse | Steps to Beach + Johns Pass

ValueLocationCondition

Top guest favorite
A spacious living area is furnished with a wraparound grey couch and two blue accent chairs. A round coffee table is centered in front, with a decorative bowl placed atop. Large windows allow natural light to fill the room and offer a view of the outdoor surroundings.
Condo in Madeira Beach
5.0 out of 5 average rating, 47 reviews

New Luxury 3BR Walk to Beach Pool, Spa + Parking

LocationValuePool

Top guest favorite
Apartment in Madeira Beach
4.95 out of 5 average rating, 21 reviews

Madeira Beach, Florida: Renovated Beachside Condo

FamilyLocationCheck-in

Guest favorite
Home in Madeira Beach
5.0 out of 5 average rating, 14 reviews

Gulf Gardens Madeira Beach Studio Cottage

FamilyLocationGrill

Guest favorite
Home in Madeira Beach
4.92 out of 5 average rating, 13 reviews

stone thrown away from beach.near johnpass.

LocationHospitalitySleep quality

When is the best time to visit Madeira Beach?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$39,738 GYDG$48,731 GYDG$54,587 GYDG$46,221 GYDG$39,110 GYDG$40,574 GYDG$40,993 GYDG$36,182 GYDG$34,928 GYDG$35,555 GYDG$36,601 GYDG$38,692 GYD
Avg. temp17°C18°C20°C23°C26°C28°C29°C29°C28°C25°C21°C18°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.

Destinations to explore