
Madeira Beach Rentals
- From $356 per night (USD)
VRBO
BEACH FRONT CONDO MADEIRA BEACH 2nd FLOOR AWESOME VIEW AND LOCATION
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to The Kima . Gulf front Condo 4 minutes north of Johns Pass. Relax and enjoy the breath-taking view from our 2- ...
From $356 per night (USD)VRBO
- From $283 per night (USD)
VRBO
Renovated Madeira Beach Gulf Front, in Sea Breeze
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Renovated Condo is one of the best in the Building!! Totally Renovated Condo with brand new Open Style Kitchen, wood gr ...
From $283 per night (USD)VRBO
- From $293 per night (USD)
VRBO
We're Back! Luxury Penthouse Condo with Beach View from Every Room, #504
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Fall asleep in this 5th floor corner unit and wake up to the sounds of the surf from your private balcony. This unit tr ...
From $293 per night (USD)VRBO
- From $440 per night (USD)
Expedia
Luxurious spacious Beachfront 2BR Condo with heated Pool and Spa Seaview #105
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Seaview is an attractive 25-unit condominium located directly on Madeira Beach overlooking the Gulf . Seaview #105 is a ...
From $440 per night (USD)Expedia
- From $297 per night (USD)
VRBO
Walk the long beach! Building complex on beach new pricing till yr end
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This non-smoking, no pet, weekly rental, secure condominium unit in a charming community is located in a building direc ...
From $297 per night (USD)VRBO
- From $359 per night (USD)
VRBO
Newly Reno’d On Gulf Prof Decor 2BR 2BA Condo Across Fr John's Pass.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This Newly Renovated Non-Smoking, 2 bedroom, 2 bath beach retreat is on the top floor (sixth level) and faces the Gulf o ...
From $359 per night (USD)VRBO
- From $342 per night (USD)
VRBO
On the Beach Condo-Gorgeous/Fully Remodeled - 3BR/2 BA, Only 20 Units
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located directly on the white, sandy beaches of the Gulf of Mexico, in a quiet, six-story elevator building with under c ...
From $342 per night (USD)VRBO
- From $444 per night (USD)
Expedia
Gulf Front Executive level Condominum 2 Master Suites/ 2 full bathrooms
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Bask in panoramic Gulf sunset views from this serene beachfront condo. Perfect for families, this quiet retreat sleeps u ...
From $444 per night (USD)Expedia
- From $412 per night (USD)
VRBO
Amazing Beachfront Condo 3BR/2BA - Spectacular View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Fabulous 3-bedroom, 2-bath oceanfront condominium located directly on the private, sandy white beaches of the Gulf. Th ...
From $412 per night (USD)VRBO
- From $321 per night (USD)
VRBO
Beachfront 2-bedroom condo steps from John's Pass Village & Boardwalk
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the warm sands of Madeira Beach, home to your two-bedroom seaside apartment. Imagine waking up to the gentle la ...
From $321 per night (USD)VRBO
- From $234 per night (USD)
VRBO
Gulf Front Tropical Paradise - perfect set up right on the beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
...
From $234 per night (USD)VRBO
- From $355 per night (USD)
Expedia
**BEACH FRONT CONDO** OUTSTANDING LOCATION!! AND A BREATH-TAKING VIEW**
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Madeira Norte condo. Gulf front condo at Johns Pass. Relax and enjoy the breath-taking view from our 2-bedroo ...
From $355 per night (USD)Expedia
- From $430 per night (USD)
VRBO
Ultra Spacious-Remodeled Gulf-Front Condo-Expansive Views-Pool &Hot-tub Sleeps 8
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Wake up to sweeping Gulf views, powder-white sand, and sunsets so stunning you’ll never want to leave — welcome to Sea ...
From $430 per night (USD)VRBO
- From $333 per night (USD)
VRBO
2BR/1BA PRIME LOCATION to BEACH/JOHNS PASS Unit #2
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Please Read***Our Beach House is great for families & those young at heart. We have 3 separate units in a triplex for yo ...
From $333 per night (USD)VRBO
- From $610 per night (USD)
VRBO
4BR/2BA PRIME LOCATION to BEACH/JOHNS PASS Unit #1
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Please Read***Our Beach House is great for families & those young at heart. We have 3 separate units in a triplex for yo ...
From $610 per night (USD)VRBO
- From $317 per night (USD)
VRBO
Beautiful beach view from master bedroom/kitchen/front room!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Wow! Enjoy this contemporary designed condo with all the amenities including beach view. This completely renovated 1,2 ...
From $317 per night (USD)VRBO
- From $441 per night (USD)
VRBO
Amazing Gulf Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Nightly rates includes ALL fees and taxes. Remodeled pool, hot tub and pool deck. New living room furniture. Remodele ...
From $441 per night (USD)VRBO
- From $238 per night (USD)
VRBO
Up-to-date and Cozy! Next to John's Pass - Across the Street to white sands!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Just steps away from John's Pass Village & Boardwalk and across the street from the white sand beaches of the Gulf of Me ...
From $238 per night (USD)VRBO
- From $333 per night (USD)
VRBO
2BR/1BA PRIME LOCATION to BEACH/JOHNS PASS Unit #3
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Please Read***Our Beach House is great for families & those young at heart. We have 3 separate units in a triplex for yo ...
From $333 per night (USD)VRBO
- Click For Pricing
VRBO
Gulf Beach Condo at John's Pass village /Madeira Norte building/
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This fourth floor, 2 bedroom, 2 bath Gulf view condo in the Madeira Norte complex has a panoramic beach view, as well as ...
Click For PricingVRBO
- From $218 per night (USD)
VRBO
Cozy Cottage by the Gulf
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Relax and unwind on Florida’s Suncoast! This charming Gulf Gardens condo offers a true cottage feel just acros ...
From $218 per night (USD)VRBO
- From $336 per night (USD)
VRBO
Madeira Beach Yacht Club 215F | Canal-Front Balcony, Pool + Dock
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
**Due to recent hurricanes in Central Florida the small pool is temporarily closed and repairs are actively underway. Th ...
From $336 per night (USD)VRBO
- From $199 per night (USD)
VRBO
Ocean Sands Fabulous Beachfront Condo Madeira Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Why Madeira Beach? It's the best kept secret on the Gulf Coast, that's why. Not overgrown and overcrowded, as so m ...
From $199 per night (USD)VRBO
- From $272 per night (USD)
VRBO
SALE late summer 2+nts! 1bd 1ba Gulf front: Ktchn, Pool, + John's Pass access!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Newly Summer prices in calendar! Direct ...
From $272 per night (USD)VRBO
- From $607 per night (USD)
VRBO
Beautiful Beachfront Condo with Loads of Space
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This spacious end unit on the top floor is located on the Gulf of Mexico on Madeira Beach. It is complete with three bed ...
From $607 per night (USD)VRBO
- From $246 per night (USD)
Expedia
Madeira Beach Tropic Breeze Unit 9 Ground Floor
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This Tropic Breeze one-bedroom condo is on the first floor and has beautiful new decor. It has a king-size bed and a que ...
From $246 per night (USD)Expedia
- From $371 per night (USD)
VRBO
Directly on the Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This is a great getaway for a couple looking for total relaxation and privacy. White sandy beaches softened by gently sw ...
From $371 per night (USD)VRBO
- From $240 per night (USD)
Expedia
Madeira Place 303: 1BD/2BA Retreat Near John`s
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This third-floor condo is located in Madeira Beach, close to John`s Pass Village. There is a view from the balcony of th ...
From $240 per night (USD)Expedia
- From $292 per night (USD)
VRBO
Tropic Breeze Unit 15 - Cozy 2nd Floor Condo in Madeira Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Tropic Breeze Unit 15 – Charming Second-Floor Condo with Gulf & Pool Views in Madeira Beach Escape to Madeira Beach and ...
From $292 per night (USD)VRBO
- From $243 per night (USD)
Expedia
Your Madeira Beach Escape | Tropic Breeze 5 Condo with Pool & Beach Access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Tropic Breeze 5 - Welcome to Your Coastal Getaway in Madeira Beach! Escape to the sun and sand at this inviting ground- ...
From $243 per night (USD)Expedia
- From $307 per night (USD)
VRBO
Cozy 1-Bdrm Madeira Beach – Tropic Breeze #11 Pool Access & Walk to Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy a peaceful getaway at this second-floor condo, offering stunning pool and Gulf views. This cozy 1-bedroom unit sle ...
From $307 per night (USD)VRBO
- From $360 per night (USD)
Expedia
Suncoast Getaway – Walk to Sand & Shops
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Steps from the beach and across from John’s Pass Village, this 2‑bedroom, 2‑bath downstairs cottage offers the ...
From $360 per night (USD)Expedia
- From $373 per night (USD)
VRBO
Extra Clean, Fully Renovated Beachfront Three Bedroom Condo on Madeira Beach 🏖️
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This Beachfront Condo overlooks the sparkling blue waters of the Gulf of Mexico and sits directly on the white sandy bea ...
From $373 per night (USD)VRBO
- From $183 per night (USD)
VRBO
Waterfront condo at popular Madeira Beach Yacht Club. Summer dates available.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located a few hundred yards from the beautiful white sandy Gulf beach, this 1 bedroom, 1 ½ bath, 2-story townhome has it ...
From $183 per night (USD)VRBO
- From $210 per night (USD)
VRBO
Beachy Blue,2 Htd Pools, Steps to Beach, WiFi, Gym, Piers, Park,Johns Pass Shops
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Refreshed 1000 sq ft & 2 bedroom rental with Whirlpool Stainless Steel cooking amenities in fully stocked Galley kitchen ...
From $210 per night (USD)VRBO
- From $221 per night (USD)
VRBO
Beautiful 1.5 BR Condo Steps Away from White Sandy Beaches
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This spacious clean condo offers a Million Dollar view of the Gulf of Mexico from every room. The oversized bedroom offe ...
From $221 per night (USD)VRBO
- From $663 per night (USD)
VRBO
Beautiful Beach Front 3 bedroom condo unit 307 In Las Brisas on Madeira Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
The small, family oriented community of Madeira Beach is casual and friendly, offering a sunny welcome to all who vacati ...
From $663 per night (USD)VRBO
- From $262 per night (USD)
VRBO
Immaculate Gulf Front Beach Condo!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Experience beach living at it's finest in this direct gulf front top floor corner unit! Completely remodeled down to the ...
From $262 per night (USD)VRBO
- From $313 per night (USD)
VRBO
BEST VALUE ON THE BEACH - AMAZING TOP FLOOR GULF FRONT UNIT WITH PANORAMIC VIEW
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Right on the beach! A simply fabulous, vacation getaway! This great, one-bedroom, one-bath condominium is directly on t ...
From $313 per night (USD)VRBO
- From $220 per night (USD)
VRBO
Las Brisas 404 | Gulf View Balcony, Beach + Resort Pool Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to Las Brisas 404, a beautifully updated 4th-floor condo with private parking and elevator access. Perched right ...
From $220 per night (USD)VRBO
- From $172 per night (USD)
VRBO
Cozy Cottage on Mad Beach-Fully Renovated-Walk Across Gulf Blvd to the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Update 12/31/25: Cozy Cottage has been fully renovated (again) post the 2024 hurricane flooding. Interior photos have ...
From $172 per night (USD)VRBO
- From $267 per night (USD)
Expedia
🌴 Modern Eco Village Townhome – Steps from the Gulf!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Eco Village, a beautifully updated 3-bedroom, 2-bath townhome in the heart of Madeira Beach, Florida — just a ...
From $267 per night (USD)Expedia
- From $251 per night (USD)
VRBO
🌴 Spacious Beachside Escape at Surf Song #115 — Steps from the Sand!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Surf Song Resort #115, your family's perfect retreat on Madeira Beach. This beautifully updated 2-bedroom, 2- ...
From $251 per night (USD)VRBO
- From $268 per night (USD)
Expedia
Top Floor Waterfront Condo. Outstanding Views. Heated Pool. Exceptional Accommodations. Near Beach.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
TOP FLOOR WATERFRONT rental in the heart of Madeira Beach offers 3 bedrooms, 2 full bathrooms, powder room, washer/dryer ...
From $268 per night (USD)Expedia
- From $358 per night (USD)
VRBO
Million Dollar View - direct Gulf front! 1 br, 1.5 ba, 25' balcony, remodeled
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Sip your favorite beverage and enjoy spectacular sunsets with the waves gently lapping on the white sugar sand beach, fr ...
From $358 per night (USD)VRBO
- From $249 per night (USD)
Expedia
#409 Sandy Shores Updated 2b 2b w/ balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sandy Shores #409 - Two Bedroom Two Bath condo with balcony and garden view. #409 Located in Sandy Shores, a beautifully ...
From $249 per night (USD)Expedia
- From $342 per night (USD)
VRBO
4 Bedroom Luxury Pool Condo by The Gulf
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Luxury 4BR Beachfront Condo with Pool, Spa & Stunning Sunsets – Madeira Beach Escape to paradise in this beautifully re ...
From $342 per night (USD)VRBO
- From $512 per night (USD)
Expedia
SPACIOUS Relaxing Beachfront 2bdrm-2 bath condo with beach and pool view! ENJOY!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This fully furnished 1500 sq. ft, 4th-floor condo sits directly on the beach and can comfortably accommodate up to 8 peo ...
From $512 per night (USD)Expedia
- From $212 per night (USD)
VRBO
2-Level Madeira Beach Condo, Pool, Marina, Walk to Beach, Shops, Dining +Tickets to Top Activities!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
The Madeira Beach Yacht Club is ideally situated at the North end of Madeira Beach within walking distance of plenty of ...
From $212 per night (USD)VRBO
- From $310 per night (USD)
Expedia
🐾 Madeira Bay Resort #315 – Pet-Friendly Two-Bedroom Comfort Near the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Madeira Bay Resort #315, a two-bedroom, two-bathroom condo offering a relaxed and convenient beachside escape ...
From $310 per night (USD)Expedia
- From $437 per night (USD)
VRBO
NEW! Luxuriously Updated & Renovated Beachfront Retreat- Walkable to Fun!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We aim to surpass your expectations. Exceptional 3rd floor condo with southwest exposure perfectly complements the terra ...
From $437 per night (USD)VRBO
- From $210 per night (USD)
Expedia
Ocean Sands 708 - Beach front with gorgeous views, uniquely decorated!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
**Please note that due to damage from the recent hurricanes the elevators may be in and out of service. ** Top Reasons ...
From $210 per night (USD)Expedia
- From $478 per night (USD)
VRBO
Incredible Gulf View-Madeira Beach 3BD/2BA Beachfront Condo Rental
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
`Wake up to the sound of waves and step straight onto your private balcony overlooking the Gulf. From sunrise coffee to ...
From $478 per night (USD)VRBO
- From $325 per night (USD)
Expedia
Sea Breeze 106 - Sea, Sun, and Coastal Serenity
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $325 per night (USD)Expedia
- From $588 per night (USD)
VRBO
Penthouse waterview @ Madeira Bay Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located on the top floor, corner unit with stunning water view from the living room, bedrooms and balcony! This waterfro ...
From $588 per night (USD)VRBO
- From $358 per night (USD)
Expedia
Brand New Water Front Unit The Harbor #403
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Harbor #403 - Brand new Luxury Condo overlooking Madeira Beach Inter-coastal Waterway – 403 Harbor at Town Centre. ...
From $358 per night (USD)Expedia
- From $430 per night (USD)
VRBO
4b/3b Brand New Waterfront - The Harbor #405
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
The Harbor #405 - Brand new Luxury Condo overlooking Madeira Beach Inter-coastal Waterway – 405 Harbor at Town Centre. ...
From $430 per night (USD)VRBO
- From $171 per night (USD)
Expedia
Beautiful condo for families, couples, and friends.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Large enough for 4 guests at a time. Right across the street from the beach, with a pedestrian crosswalk for easy and qu ...
From $171 per night (USD)Expedia
- From $326 per night (USD)
VRBO
☀️Stunning Beach Views~ Corner Condo~ Pool~ 2BR Madeira Vista 201
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
**NOTICE: Guests may experience some construction noise during ongoing restoration. The Pool is open! Beach Access Open! ...
From $326 per night (USD)VRBO
- From $206 per night (USD)
Expedia
Fishing Village Getaway⎈walk to JohnsPass Sunset
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Soak up the sun☀and the fishing village charm at our Madeira beach apartment, directly behind Johns Pass village! Shops, ...
From $206 per night (USD)Expedia
- From $213 per night (USD)
VRBO
Johns Pass Retreat #5 Flamingo Flair—walk to beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Soak up the Florida Charm at this cool fishing village apartment! Peak a boo views of the canal and "mini marina" from t ...
From $213 per night (USD)VRBO
- From $258 per night (USD)
Expedia
Blue Octopus~Walk 2 beach & Johns Pass~King Bed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy old Florida Charm at this just refreshed (Dec 22) fishing village apartment with views of the canal and "mini mari ...
From $258 per night (USD)Expedia
- From $336 per night (USD)
VRBO
Madeira Bay 1502- Bayside with Stunning Gulf Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $336 per night (USD)VRBO
- From $122 per night (USD)
Expedia
Madeira Beach Condo | Heated Pools | Walk to Beach | King Bed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 7
Wake up, grab a coffee, and be on Madeira Beach within minutes. Spend the day on white sand beaches, relax by one of two ...
From $122 per night (USD)Expedia
- From $269 per night (USD)
VRBO
Brand-New 3BR Bay-Front Condo - Marina Sunsets, Pool & Spa, Block to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
The Harbor At Town Center is a brand new property in Madeira Beach! Top reasons to Book: • Private and beautifully fur ...
From $269 per night (USD)VRBO
- From $126 per night (USD)
Expedia
Ground Floor YACHT CLUB Intracoastal Beach Getaway, heated pool, steps to beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
ABOUT THE SPACE Madeira Beach Yacht Club 1BR/1BA Condo - in Madeira Beach, FL! -Fully Furnished – sleeps up to 4 Guests ...
From $126 per night (USD)Expedia
- From $261 per night (USD)
VRBO
Resort Style Community. Quick Walk to Beach. Heated Pool. Near Great Restaurants & Shops.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Yacht Club is located just off the main causeway coming into Madeira Beach, providing a perfect location for both be ...
From $261 per night (USD)VRBO
- From $165 per night (USD)
Expedia
Entire Condominium at Madeira Beach Yacht Club
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This cute and spacious townhouse condo one bedroom and 1 full bath and 1 half bath, with plenty of room for you and the ...
From $165 per night (USD)Expedia
- From $302 per night (USD)
VRBO
Newly Updated Corner Unit, 1st Floor Condo. Incredible Beach Views. Relaxing Pool. Beachfront Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Corner unit on the first floor (one floor above garage), with outstanding view of the beach and Sunset! The large l ...
From $302 per night (USD)VRBO
- From $357 per night (USD)
VRBO
Sea Breeze 708 | Breathtaking Beachfront Condo w. Amazing Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to Sea Breeze 708, a beautifully appointed two-bedroom, two-bath condo in the heart of Madeira Beach, Florida. W ...
From $357 per night (USD)VRBO
- From $270 per night (USD)
VRBO
Top Floor at Johns Pass | BP #502
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Enjoy one of the best resorts in the whole area of Clearwater/Tampa. The location is wonderful, for you can literally wa ...
From $270 per night (USD)VRBO
- From $283 per night (USD)
Expedia
John’s Pass Views Spacious Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Escape to our spacious 2-bed/2-bath waterfront condo in Madeira Beach, sleeping 8! Enjoy stunning views of John's Pass f ...
From $283 per night (USD)Expedia
- From $541 per night (USD)
VRBO
Amazing Ocean View, Pool @ Mad. Beach- John's Pass
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
<p>Situated on the waterfront, this welcoming apartment brings all of Madeira Beach within your reach. John's Pass Villa ...
From $541 per night (USD)VRBO
- From $235 per night (USD)
Expedia
Luxury newly renovated 2 BR/2 BR Surfside South Madeira Beach oceanfront condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Relax by the beach on the beautiful Gulf of Mexico in this newly renovated luxury condominium. Stroll along the beach, w ...
From $235 per night (USD)Expedia
- From $206 per night (USD)
VRBO
☀️Stunning Beachfront Views- Surfside South- Lowered Rates!☀️
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Top Reasons to Book: * Stunning Views from Private Balcony * Heated Beachfront Pool * Hot Tub * Beach Front * In- ...
From $206 per night (USD)VRBO
- From $301 per night (USD)
Expedia
🌅 Chambre #501 – Renovated Corner Unit with Gulf Front Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Chambre #501, a fully renovated 2-bedroom, 2-bathroom corner condo offering breathtaking Gulf Front views and ...
From $301 per night (USD)Expedia
- From $304 per night (USD)
VRBO
Beach House Retreat with a Private Heated Pool!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Beach House Retreat with a Private Pool - Your Perfect Getaway! Description: Escape to this beach house that boasts a m ...
From $304 per night (USD)VRBO
- From $601 per night (USD)
Expedia
Luxury new condo steps to the beach with Gulf Views, heated pool, & hot tub
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
About this property Brand new Luxury Condo on Madeira Beach Inter-coastal Waterway. 0.2 mile walk to the Gulf of Mexico ...
From $601 per night (USD)Expedia
- From $253 per night (USD)
VRBO
Waterfront Balcony, Great Location in the Heart of Madeira Beach with Heated Pool.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Fourth floor condo overlooking the Marina. Fabulous view of the marina from your private balcony. Directly across the ...
From $253 per night (USD)VRBO
- From $363 per night (USD)
Expedia
🌊 Villa Madeira #306 — Gulf Front Comfort with Room for Everyone
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
🏡 Inside the Condo This spacious 3-bedroom, 2-bathroom beachfront condo offers 1100 sq. ft. of comfort and a screened b ...
From $363 per night (USD)Expedia
- From $474 per night (USD)
VRBO
Trillium 3C Huge Beachfront Condo on Madeira Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our huge newly renovated luxury condo on Madeira Beach. Trillium 3C is a modern and stylish condo that offers ...
From $474 per night (USD)VRBO
- From $163 per night (USD)
Expedia
Beach apartment in Madeira beach Florida
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to Villa Bonita in beautiful Madeira Beach! Just a short walk to the beach, restaurants, and local attractions, t ...
From $163 per night (USD)Expedia
- From $200 per night (USD)
VRBO
Madeira Beach Yacht Club 247F | Balcony, Dock, Pool + Hot Tub Access
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
**Due to recent hurricanes in Central Florida the small pool is temporarily closed and repairs are actively underway. Th ...
From $200 per night (USD)VRBO
- From $176 per night (USD)
VRBO
Sharkeys Retreat - Brand new renovated! Convenient to shops, beach and more
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy the fun and sun at one of Florida popular Gulf Coast beaches. Madeira Beach Yacht Club is a popular area for repe ...
From $176 per night (USD)VRBO
- From $396 per night (USD)
VRBO
Madiera Del Mar 301-Pet Friendly-Steps to Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $396 per night (USD)VRBO
- From $345 per night (USD)
Expedia
🌅 Sea Breeze 504 Direct Gulf Front Condo in Madeira Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Step into Sea Breeze 504, a beautifully maintained 2-bedroom, 2-bath beachfront condo offering panoramic views of the Gu ...
From $345 per night (USD)Expedia
- From $287 per night (USD)
VRBO
Beachfront Condo w/ Gulf View Pool & Sunset
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Located on Madeira Beach, our spacious 3 bed/2 bath direct beach front condo includes a full kitchen, WIFI and ...
From $287 per night (USD)VRBO
- From $288 per night (USD)
Expedia
Sandy Toes & Starlit Nights! Heated Pool, Beach, Shopping, Restaurants. Beachfront Resort.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
The Sandy Shores condominium building is located in Madeira Beach, across the street from Johns Pass Village, and direct ...
From $288 per night (USD)Expedia
- From $240 per night (USD)
VRBO
On the Beach Across From Johns Pass. Heated Pool. Spacious and Updated.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
NOTICE TO GUEST STAYING DURING SUMMER 2026: The swimming pool will be undergoing a maintenance project starting May 4, ...
From $240 per night (USD)VRBO
- From $243 per night (USD)
Expedia
Waterfront condo, steps from the beach, located in the center of Madeira Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Fourth floor condo overlooking the Marina. Fabulous view of Boca Ciega Bay from your private balcony. Directly across th ...
From $243 per night (USD)Expedia
- From $400 per night (USD)
VRBO
Luxury Beach Penthouse at Madeira Del Mar, One Block from Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Experience the pinnacle of Gulf Coast living in this 1,800 sq. ft. top-floor penthouse. Boasting 10ft ceilings and a spr ...
From $400 per night (USD)VRBO
- From $250 per night (USD)
Expedia
Direct Beach Front 2b 2b Madeira Norte
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Madeira Norte #409 - Please note that the pool is scheduled to undergo repairs beginning in May 2026 and will be unavail ...
From $250 per night (USD)Expedia
- From $444 per night (USD)
VRBO
Madeira Beach Condo |Walk to Beach|Johns Pass|Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Spacious vacation 3BR condo at Madeira Bay Resort located in Madeira Beach. Enjoy the breeze from your private balcony w ...
From $444 per night (USD)VRBO
- From $227 per night (USD)
Expedia
Updated 2nd Floor Unit by Pool - Only Steps to the Beach - Free WFii
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Surf Song 223 - Escape to island life in this 2 bedroom, 2 bath poolside condo on the second floor with a view of the Gu ...
From $227 per night (USD)Expedia
- From $226 per night (USD)
VRBO
Updated Ground Floor Unit - Steps to Pool & Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Surf Song 119 - You will feel like you’re on vacation the moment you step into this 2 bedroom, 2 bath poolside condo loc ...
From $226 per night (USD)VRBO
- From $304 per night (USD)
Expedia
105 Sea Breeze 1Br/1Ba Direct Gulf Front Avail 8/29-9/9 Labor Day still avail
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy an unforgettable beachfront escape in this beautiful 1-bedroom, 1-bath condo on Madeira Beach with stunning direct ...
From $304 per night (USD)Expedia
- From $303 per night (USD)
VRBO
Sea Breeze-205 1 bed/1 Bath-Direct Gulf front -Super Summer Special Available
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy a relaxing beachfront escape at this charming 1-bedroom, 1-bath condo in Madeira Beach, offering stunning Gulf vie ...
From $303 per night (USD)VRBO
- From $363 per night (USD)
Expedia
Beachfront Delight. Balcony View of Mad Beach. Heated Pool. Easy Walk to Johns Pass. Great Location!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sea Breeze is simply the best spot in Madeira Beach for that perfect Florida beach vacation. Located directly on the sa ...
From $363 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Beachfront Escape in Madeira Beach: Heated Pool, Hot Tub, Sunset Views + Walkable to Dining & Fun!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our beachfront condo at the Arie Dam building located in Madiera Beach, a stunning beachfront retreat that of ...
From $350 per night (USD)VRBO
- From $168 per night (USD)
Expedia
Steps to Beach & John's Pass: Poolside Studio!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Community Pool | Walkable Location | 1st-Floor Unit Beach days are a click away! This 1-bathroom studio condo in Madeir ...
From $168 per night (USD)Expedia




































































































